Dog Sitting Cross Plains

Book a Cross Plains dog sitter to watch your dog in your sitter’s home or yours.

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Over 16
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Cross Plains, Find top rated dog sitting

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Jessica B.
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Jessica B.
from
$15
per visit
5.0 out of 5 stars
• 16 reviews
1 repeat client
10 years of experience
Madison, WI, 53719

“Thank you so much, Jessica! Last minute booking for a drop in visit. Appreciate the flexibility, and our girl seemed well taken care of :)”

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Elena V.
Sitter Profile Image: Christine N.
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Christine N.
from
$35
per visit
5.0 out of 5 stars
• 138 reviews
64 repeat clients
35 years of experience
Mt Horeb, WI, 53572

About: I have over 30 years experience training dogs. I am able to dog sit from my home full time. I recently moved to a large property in the country, that is a short 35 minute drive from Madisons west side. I have a acer that is completely fenced in and I am more than happy to offer pick up and drop off to the west side of Madison. I'm professional trained as a dog groomer, worked professionally for over 6 years as a groomer, dog trainer and doggie daycare provider. I have also worked as a vet assistant for 2 years in Denver Colorado. I am certified in humane and dog CPR and I graduated with an EMS degree for humans, this training helps me respond to variety of situations with confidence. I was a volunteer at two different Humane Society's for over 12 years. I have fostered, rehabilitated and Rehoused 15 dogs most with serious behavioral issues. I am an avid dog lover and enjoy spending time with my dogs and other people's dogs. I can stay home full time now. I also have a full acer that is fenced and I have walking trails in the country and I still frequently go to the dog park and I am never gone more than 1-2 hours. Rover is away for me to stay home with my dogs and hopefully your dogs. My dogs LOVE having dog friends visit our pack and home.-I am a firm believer in the saying "A tired dog is a good dog".- I have been dog sitting full time for the past year and I enjoy being home all day long. I recently moved and have an acer of fenced land and I am happy to offer pick up and drop off of your pet or we can meet closer to your house. I am only about 30 mins south of Madison. I have a huge fenced yard with extra gates and separate fenced areas to do introductions safely. Dogs are NEVER left unsupervised outside. Your dog’s safety and mine dogs safety is my top priority!

Sitter Profile Image: Naomi H.
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Naomi H.
from
$20
per visit
13 years of experience
Verona, WI, 53593

About: I have been taking care of pets since I was a little girl. I grew up in a house who always had some type of animal and learned how to love on them and give them the attention they need. I am currently at home and have a lot of time on my hands. I’m very flexible and cooperative with my schedule and willing to give any animal love and support. I have an invisible fence for my two dogs. One of my dogs has a crate he sleeps in and the other sleeps in whatever bed she wants that night.

Sitter Profile Image: Chelsea G.
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Chelsea G.
from
$20
per visit
5.0 out of 5 stars
• 8 reviews
3 repeat clients
23 years of experience
Middleton, WI, 53562

About: My whole life I’ve grown up with dogs and cats, having 3 different dogs and 10 cats over the years. I’ve been one of the main caretakers in my family of our pets. Walking, feeding, bathing, and cutting nails are examples of some of the things I’ve grown up doing for our pets. I worked in a veterinary clinic for the past year and I will be a first year student in veterinary school starting this fall. I’m entirely free this summer until classes start! Once the fall hits and I start veterinary school my availability will become more limited but as of now I’m super free. I use extreme care for any animals I’m taking care of and I’m a very attentive person to their needs and what they want and enjoy. I have a lot of experience with taking care of dogs and cats from growing up with pets, volunteering, and working in veterinary clinic. I’ve gained a lot of knowledge on how to properly care for your pet whether that be in a home or on a walk. I have a huge passion for animals and always pour so much love into any pet that is around me and under my care.

Sitter Profile Image: Anik Z.
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Anik Z.
from
$20
per visit
5.0 out of 5 stars
• 3 reviews
4 years of experience
Capitol, Madison, WI, 53703

About: Hello! I study Vet Science at UW Madison and have extensive experience in both dog and cat humane societies, kennels, and have had dogs my whole life and cats for 3 years now. My dogs Jojo and Jagger are very energetic, and Indy is my tortie and the love of my life :) I am always available to talk and will respond quickly to messages! I am available weekends and weekdays, daily hours depending on my class schedule and your availability. I love to engage with pets and learn their body language, I will always have a ball or stick while walking your dog, but also understand when they need a break. My priority is making them feel as at home as possible, while earning experience in the field I love. I have patience for both cats and dogs, and will watch carefully to not over pet, play, or initiate with shy animals. Tell me more about your pet to help me help them be as comfortable as they can be!

Sitter Profile Image: Anastasia M.
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Anastasia M.
from
$14
per visit
10 years of experience
Madison, WI, 53719

About: I’ve taken care of my dog since I was 10 and I walk my friends dogs when they’re sick it in the hospital.I love all animals. They bring me joy to my life I get off early since I work for a school so o was gonna do it everyday after school around 3 pm and on the weekends I make sure all the doors are locked and if we going outside make sure they have their leash on before going outside. Protect them from other dogs if necessary

Sitter Profile Image: Laura G.
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Laura G.
from
$19
per visit
4.9 out of 5 stars
• 12 reviews
3 repeat clients
30 years of experience
Waunakee, WI, 53597

About: I am a dependable, caring, responsible, kind, compassionate animal lover that will take great care of your pet. You will not have to worry while you are away because your animal will receive stellar quality care from someone with over 30 years of experience taking care of animals. I am an active, athletic person that can exercise your pet wherever it is most comfortable - whether that is at dog parks, hiking trails, relaxed walks, bicycle rides, or whatever location you request. I have fairly open availability currently because I am a stay at home mother, so I can be very attentive to your pet and their specific needs. Thank you so much for your consideration. I really look forward to meeting you and your pets! I am currently a stay-at-home mother, so I can be very attentive to your pets' needs and have a very flexible schedule. I would love to find a way to fit your pets into my schedule. I'm a dependable, caring, responsible, kind, compassionate animal lover that will take great care of your pet. You won't have to worry while you're away because your animal will receive stellar quality care from someone with over 30 years of experience taking care of animals. I can't wait to meet you and your pets!

Sitter Profile Image: Samuel J.
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Samuel J.
from
$15
per visit
5.0 out of 5 stars
• 3 reviews
15 years of experience
Tenney-Lapham, Madison, WI, 53703

About: Former member of UNC-Chapel Hill Puppy Raisers, a student-led organization that works with puppies in partnership with Ears Eyes Nose and Paws of Chapel Hill on their journey to becoming service animals. I’m currently working part time, so very flexible with the times and days that I am available to help out with your cats or dogs! I have no pets currently so full attention will be devoted to your animal! I have grown up with dogs my entire life and feel comfortable handling all sizes and breeds.

Sitter Profile Image: Austin M.
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Austin M.
Star Sitter
from
$30
per visit
4.6 out of 5 stars
• 13 reviews
2 repeat clients
29 years of experience
Park Ridge, Madison, WI, 53719

About: Caring for dogs isn't just something I do. It's something I'm genuinely passionate about. I have experience caring for dogs of all ages, personalities, and energy levels, from young puppies learning routines to senior dogs who need a little extra patience and attention. I understand that every dog is different, and I take the time to get to know each pet's unique needs. I'm comfortable with feeding schedules, administering oral medications, crate training, basic puppy training, leash walking, playtime, and providing plenty of love and attention. I'm also attentive to changes in behavior or health and believe it's important to catch anything unusual early and communicate it with owners right away. I know how stressful it can be to leave your pet with someone else, so I make it my priority to provide a safe, clean, and calm environment where they feel comfortable. Whether your dog loves long walks, playing fetch, or simply relaxing with company, I'll make sure they receive the care and attention they deserve. Communication is very important to me. I'll provide regular updates, photos, and messages so you can enjoy your time away knowing your pet is in good hands. My goal is to care for every pet as if they were my own and give owners complete peace of mind. Pet care is already a major part of my daily routine. My day is structured around caring for dogs, so adding walks, drop-in visits, daycare, or boarding fits naturally into my schedule. Because I'm already following consistent routines for feeding, exercise, potty breaks, playtime, and cleaning, I'm able to provide dependable, attentive care throughout the day. I have a flexible schedule that allows me to give pets the time and attention they deserve rather than leaving them alone for long periods. Whether your pet needs a consistent routine, extra exercise, medication, or simply companionship, I'm committed to making sure they feel safe, comfortable, and well cared for while you're away. Safety and comfort are my top priorities when caring for pets, whether in my home or a client’s home. I make sure every pet is in a clean, secure, and calm environment where they can feel relaxed and stress-free. I follow each pet’s routine closely, including feeding schedules, potty breaks, exercise, and any special instructions provided by the owner. I pay close attention to behavior and overall well-being so I can quickly notice if something seems off and communicate right away. In my care, pets are never left unattended for long periods. I supervise interactions, provide structured playtime, and ensure a safe environment at all times—especially when introducing pets to new surroundings or other animals. I also respect the client’s home fully when providing in-home care, keeping everything clean, secure, and exactly as I found it. I understand how important trust is when someone allows you to care for their pet or enter their home, and I take that responsibility seriously. My goal is to make sure pets feel safe, loved, and comfortable, while giving owners complete peace of mind through clear communication and reliable care.

Sitter Profile Image: Noah B.
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Noah B.
from
$14
per visit
5.0 out of 5 stars
• 2 reviews
4 years of experience
Capitol, Madison, WI, 53715

About: When I was in college I worked as a professional pet sitter for a reputable company in the Tampa Bay area. I’ve also volunteered at multiple pet shelters which provided me experience working with more difficultly behaved dogs. I’ve had dogs all my life and love getting the opportunity to take care of them. I have time between my masters classes, the weekend, and after the traditional work week. I also don’t have in person class Monday or Friday which gives me lots of opportunity on those days. I try to be gentle, yet playful with all pets I interact with them. On top of fulfilling their basic needs-food, water, medication, etc-I want the pet to enjoy our visit and burn so energy.

Sitter Profile Image: Shatoria W.
Verified Background Check
Shatoria W.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 38 reviews
13 repeat clients
10 years of experience
Madison, WI, 53718

“Shatoria was absolutely awesome! She stopped in to check on my cat Olivine while my roommate and I were away for the weekend. During our initial visit, Shatoria asked a ton of questions about Olivine and her routine, some that I hadn’t even thought to bring up, which was great. During the actual visit, she passed along lots of photos of Olivine with her update. She also took a photo of her automatic feeder so I could see how Olivine had been eating, which I appreciated. I had never hired a pet sitter before, so that came with some anxiety, but Shatoria made me confident that I was leaving Olivine in great hands! I definitely know who to come to if we ever need any more help with Olivine in the future.”

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Avianna H.
Sitter Profile Image: Alix B.
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Alix B.
from
$15
per visit
5.0 out of 5 stars
• 2 reviews
5 years of experience
Fitchburg, WI, 53711

About: Raised around large dogs, puppies and high energy, I have the patience and knowledge to take care of your furry family members with care and compassion. I have experience with puppies to seniors who may need extra attention to detail. I work a full time job with work from home flexibility to be present for your fur-children. I enjoy taking long walks, trips to the park and providing cuddles in my after hours. I live in a quiet apartment community fit with lots of green space, public parks and paved trails to make sure your pet gets lots of fresh air and exercise.

Sitter Profile Image: Alecia H.
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Alecia H.
from
$28
per visit
4.9 out of 5 stars
• 30 reviews
15 repeat clients
12 years of experience
Allied Community, Fitchburg, WI, 53711

“Alecia was great with our cats and sent plenty of updates. Highly recommended!”

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Nicholas B.
Sitter Profile Image: Anna K.
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Anna K.
from
$14
per visit
20 years of experience
Stone Meadows, Madison, WI, 53719

About: I have had a dog since I was 6 years old and have been taking care of dogs ever since. I have had a dog of my own for the past 3 years as well so have learned about raising a puppy into a young dog. I have patience, reliability, and genuine love for animals! I understand that every pet has their own personality, needs, and routines, and I strive to make every dog feel safe, comfortable, and loved. I’m attentive to details, responsible, and happy to provide updates and photos so you can have peace of mind while you’re away. Whether it’s playing with an energetic puppy, reinforcing basic training, going on walks, or providing extra patience and gentle care for senior dogs, I’ll treat your furry family member like my own. Your pet’s happiness, safety, and well-being will always be my top priority! 🐾 I currently only work 3-4 days a week and have frequent off days or days in between where I have ample time to care for pets I have a fenced in backyard and one friendly 3 year old dog. I can easily accommodate any of your pets needs and routines into my schedule.

Sitter Profile Image: Lauren D.
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Lauren D.
from
$20
per visit
5.0 out of 5 stars
• 9 reviews
1 repeat client
10 years of experience
Spring Green, WI, 53588

“Thank you for looking in on our fellas! 🐩 🐕”

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Heather B.
Sitter Profile Image: Amanda R.
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Amanda R.
from
$20
per visit
4.9 out of 5 stars
• 9 reviews
2 repeat clients
16 years of experience
Fitchburg, WI, 53711

About: Nice to meet you! My name is Amanda, and I have over 16 years of experience caring for animals. I completed Veterinary Assistant coursework at Madison College and have worked in dog daycare, pet care, and grooming environments. I have experience with dogs of all ages, sizes, and temperaments, including puppies, seniors, anxious pets, and dogs with behavioral needs. I am comfortable administering medications, following detailed care instructions, and providing plenty of exercise, enrichment, and attention. I also enjoy sending photos and updates so owners can feel confident that their pets are happy, safe, and well cared for while they’re away. I work full-time caring for animals and am available for pet care before and after work, on weekends, and on many holidays. Pet sitting has been a part of my life for over 16 years, and I enjoy spending my free time caring for pets and helping owners feel comfortable while they are away. Your pet’s safety and comfort are always my top priorities. I follow each pet’s normal routine as closely as possible, including feeding schedules, medications, exercise, and any special instructions. I provide updates and photos during visits so you can have peace of mind knowing your pet is happy, safe, and well cared for.

Sitter Profile Image: Phillip C.
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Phillip C.
from
$20
per visit
5.0 out of 5 stars
• 8 reviews
2 repeat clients
20 years of experience
Sun Prairie, WI, 53590

About: I’m experienced with both cats and dogs, house sitting and plant sitting if needed. I have a senior cat myself and two other younger cats but I also grew up around dogs and love to dog sit and take dogs on walks when the weather permits. My schedule is usually very flexible. I’m a full time student and I’m working part time from home in the Miami area. As long as I have a solid Wi-Fi or data connection for a hotspot I’m good to go. If there isn’t already explicit instructions my usual schedule would be to walk the dogs every 2-4 hours (puppies more than that till their potty trained) and feed the animals as instructed. Cats and dogs both need their daily playtime as well. I’m willing to spend the night if you’d prefer or just come and spend the workday with them 12+ hours a day.

Sitter Profile Image: Laniysha W.
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Laniysha W.
from
$50
per visit
5.0 out of 5 stars
• 1 review
6 years of experience
Madison, WI, 53719

About: I’ve worked with dogs since I was nine years old, caring for family pets as well as animals I found outside who needed help. Whether they had homes or not, I treated every animal like my own, providing consistent love and care. I have nearly eight years of hands-on experience bathing, feeding, walking, clipping nails, managing potty routines, playtime, and plenty of snuggles and cuddles. I have a very flexible schedule and am available most of the time, with the exception of Thursdays. I’m free early in the mornings through late at night, and I’m also open to overnight care if needed. I’m available on both weekdays and weekends. I live in an apartment and have an unfenced yard, but that will never limit playtime, exercise, or fun. We’ll still enjoy plenty of outdoor time and daily adventures on walks. For safety, your dog will always be kept on a leash while outside

Sitter Profile Image: Robin B.
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Robin B.
from
$50
per visit
4.4 out of 5 stars
• 15 reviews
5 repeat clients
35 years of experience
Madison, WI

About: I have raised and trained dogs (cats, bunnies, & livestock) since a very young age. I am very active and love to run and play with critters. But I also love to chill and snuggle. I have farm experience, and spent some time working with dog breeders, groomers, and in animal healthcare. I have experience with dogs of all ages, sizes, and breeds. I have experience pet sitting for friends, family, and neighbors since I was a child. I have dealt with special needs, injuries, administering medication, and holistic health remedies. I understand that dogs require a considerable amount of attention and exercise, and I am up for the challenge. I am a professional business owner and I take my responsibilities to you and your pets very seriously. I am a small business owner so I get to make my own schedule. It allows me to break up the work day and pop in on pups. Every dog loves a mid day walk in the park! We have a fenced in yard and we take daily walks around the neighborhood. Our dogs are the biggest divas and have ALLLLLL the toys and treats and chews that a pup could dream of. (And backyard games of fetch to run off all those extra snacks)

Sitter Profile Image: Raven H.
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Raven H.
from
$40
per visit
4.9 out of 5 stars
• 11 reviews
4 repeat clients
5 years of experience
Madison, WI, 53704

“She was sooo amazing!! Could not have asked for a better sitter and peace of mind. Updates and pics and communication was great. Will definitely be using her again if she's willing and available.”

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Tracy P.
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The median cost per visit for dog sitting in Cross Plains is $20

Dog parents share their Rover experiences - Cross Plains

1 / 1
5.0 out of 5 stars

Peyton has cared for our dogs on two separate occasions, and we have been extremely happy with her services both times. She is punctual, reliable, and clearly has a genuine love for animals. We really appreciate the care and attention she gives our dogs, and it’s reassuring to know they’re in such good hands when we’re away. Peyton provides excellent communication and always follows through on what she says she’ll do. We highly recommend her to anyone looking for a trustworthy and dependable pet sitter!

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allison S.
Drop-In Visits
5.0 out of 5 stars

Peyton did an amazing job caring for Charlie & Lloyd while we were away. She stopped by our home twice, took them out, fed them, and spent time playing with them. We felt completely at ease knowing they were in such good hands. We’re very happy with her service and highly recommend her.

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allison S.
Drop-In Visits
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  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

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    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

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    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

How to book dog sitting

  1. 1. Search

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  2. 2. Meet In Person

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Popular requests for dog sitting - Cross Plains

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Sitters in Cross Plains average 7
repeat dog sitting clients

FAQs for Dog Sitting - Cross Plains

Frequently asked questions about Rover

The average cost of Dog Sitting in Cross Plains is $28 per visit as of October 2026. Most bookings cost between $17 and $28 per visit. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 1,350 sitters on Rover offering Dog Sitting across Cross Plains. Enter your ZIP code to see which available sitters are closest to your home.

You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.

Before booking, confirm:

  • the timing, length, and frequency of visits;
  • the care instructions the sitter should follow;
  • which parts of your pet’s usual routine should be prioritized;
  • how often you would like to receive messages, photos, or other updates.

Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Cross Plains choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit .

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the , which provides up to $25,000 in eligible veterinary care reimbursement.

A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet or the new environment.

During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .

While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.

To find sitters in Cross Plains with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.

Yes, you can find sitters who have experience with handling special pet needs in Cross Plains. On Rover:

  • 89% of sitters can help with special care needs
  • 93% can help with giving oral medications or injections
  • 94% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

sitters on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.

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