House Sitting Englewood

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Englewood, Find top rated house sitting

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

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Sitter Profile Image: Amber K.
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Amber K.
Star Sitter
from
$60
per night
5.0 out of 5 stars
123 reviews
29 repeat clients
20 years of experience
Beaver Dam, WI, 53916

Amber is absolutely wonderful! She came over a few days before her first shift to meet my dog which made me feel better! She was very attentive to my anxious baby and kept me updated at all day. We will definitely be using her in the future!

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Michaela D.
Sitter Profile Image: Emma R.
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Emma R.
from
$30
per night
5.0 out of 5 stars
6 reviews
1 repeat client
10 years of experience
Sun Prairie, WI, 53590

Emma did a great job watching my dogs and my house while I was gone.

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Rita B.
Sitter Profile Image: Wenzell B.
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Wenzell B.
from
$50
per night
4.8 out of 5 stars
18 reviews
4 repeat clients
10 years of experience
Columbus, WI, 53925

About: I am a down to earth dog lover! I have two silly labs at home and they are the highlight to my family. We frequently visit the dog parks and walk trails. I have experience with dogs young and old, sickly, High energy to lazy. While your dog is in my care we will have lots of fun! I have a 4 year old son who absolutely loves dogs and my wife who would adopt every dog if she could! We are a dog family through and through! We will take tons of neighborhood walks, and even visit your favorite dog park! My future goal is to open a doggie daycare center for dogs of all size and age to have a day of play while the owners are away!

Sitter Profile Image: Rebecca B.
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Rebecca B.
from
$68
per night
5.0 out of 5 stars
38 reviews
4 repeat clients
20 years of experience
Deforest, WI, 53532

Rebecca was a wonderful sitter! She was very responsive and professional. I knew my pup was in good hands and that means a lot! Thank you for everything!

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Anjali A.
Sitter Profile Image: Shatoria W.
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Shatoria W.
Star Sitter
from
$68
per night
5.0 out of 5 stars
32 reviews
11 repeat clients
10 years of experience
Sun Prairie, WI, 53590

Shatoria did an amazing job with my 2-year-old dog Siena. She has excellent communication and sent me quite a few pictures. Siena was able to go on multiple walks during the day. I will definitely be using her again for dog sitting and highly recommend her.

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Rudi Z.
Sitter Profile Image: Kristin C.
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Kristin C.
from
$50
per night
5.0 out of 5 stars
37 reviews
10 repeat clients
10 years of experience
Watertown, WI, 53094

Very good, responsive right away, Kirstin came to our house twice to go through everything!! She was the first none family member to pet sit so was a little nervous but she was fantastic!! Highly recommended

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Dana S.
Sitter Profile Image: Josilyn M.
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Josilyn M.
from
$27
per night
5 years of experience
Beaver Dam, WI, 53916

About: Give your dog a fun 30-minute walk around town or on a local trail. I welcome multiple dogs, and every walk provides exercise, exploration, and mental enrichment. ( and some yummy treats ) My 30-minute pet check-ins provide potty breaks, meals, walks, and quality playtime, ensuring your furry friends stay comfortable and loved while you're away. Pictures are included with each walk/visit! I have worked in a dog daycare/boarding facility for the past 3 years with dogs of all sizes and breeds. I have over 5 years of experience with dogs of my own. I spend lots of time taking them on walks and hikes. I have experience to care for your senior pups and administering medication, as well. My favorite thing to is walk dogs and I can work with your pup on leash manners. I am also open to working with aggressive and/or reactive dogs. Can't wait to meet some new furry friends! I work a full time job about 30 hours a week. I am looking to walk/sit your pets in the evenings and some weekday/weekend availability depending on my hours. I am also open to holiday care. I won't be offering care in my home, but I will carefully follow all of the care instructions for your pups and cats and be sure to send you updates on the visits/walks.

Sitter Profile Image: Emma W.
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Emma W.
from
$45
per night
5.0 out of 5 stars
17 reviews
3 repeat clients
5 years of experience
Cottage Grove, WI, 53527

Emma was absolutely fantastic with our large dogs! They are a bit high maintenance in their own ways but they were taken care of perfectly! Will absolutely be booking again in the future!

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Young A.
Sitter Profile Image: Alanah W.
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Alanah W.
from
$28
per night
12 years of experience
Sun Prairie, WI, 53590

About: I have been taking care of neighborhood dogs as well as my own since I was 6. I have also been working in doggie daycares for 4+ years; I take a lot of pride in being able to build connections with the dogs I get to take care of! I am currently a full-time worker, but I can always make time for your pet! I tend to have a bit more availability in the mornings!☀️ I like to come and hang out with the dogs as well as taking walks when it's nice out. I am able to administer any medications needed, as I am trained/told. I am also willing to give any baths or extras as long as I get the instruction!

Sitter Profile Image: Kimberly G.
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Kimberly G.
Star Sitter
from
$60
per night
5.0 out of 5 stars
210 reviews
41 repeat clients
32 years of experience
Baraboo, WI, 53913

Kimberly was AMAZING. She stayed at our house and watched the dogs 7days/6nights and was a total success. Not only did we get daily updates & pics, but she also sent a pic and informed us of a lump she found on one of our pups to let us know. She went above and beyond minimum pet care and even cleaned up and poop scooped. I felt stress free during our trip seeing the pics of our dogs having fun with her. I would hire her again and recommend her in a heartbeat. Our flight was also delayed 6hrs and she was so supportive during a stressful time—Totally jumped in to say she was flexible to be standby should a longer stay arise to make sure our dogs were cared for and got any needed meds as the day went on. Thank you, Kimberly!

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Erin A.
Sitter Profile Image: Laura R.
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Laura R.
from
$55
per night
33 years of experience
Pardeeville, WI, 53954

About: Hi! I’m Laura — a lifelong animal lover and professional dog trainer with years of hands-on experience with dogs and cats of all breeds, ages, and personalities. I specialize in in-home pet sitting where your pets stay relaxed, routine stays consistent, and your home is cared for with absolute respect. I’m calm, responsible, and deeply experienced with everything from confident working breeds to sensitive, anxious, or quirky dogs. Whether your pet needs quiet companionship, structure, adventure, medication, or extra patience, I tailor care to their exact needs. What You Can Expect Gentle, confident handling Reliable communication + photo/video updates A clean home when you return Safe, respectful care for pets and property Professional judgment in all situations Experience Includes Professional dog training background Puppies, seniors, and special-needs pets Large and working breeds Medication and special-care routines Multi-pet households Basic training reinforcement (upon request) Your pets are family — and I treat them like my own. I travel between Polson, MT and Madison Wisconsin frequently. I run my Dog Training company so I keep busy and can do that from anywhere so the pups are always #1 A mixture of all my years of experience combined with the clients desires and needs for their pet. Each dog I meet is my new best friend!

Sitter Profile Image: Trinity P.
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Trinity P.
from
$27
per night
8 years of experience
Burnett, WI, 53922

About: Hi ! As I am home for summer , I would love to be able to watch any animals , any size is okay ! I have grown up with large dogs most of my life but I am okay with any size and age. I am a college student athlete at Winona State University going into my Junior year next semester! I am also a nanny in the summers so I am very flexible when it comes to times or days ! I am also a nanny in the summer which means I have can have very flexible hours ! I am also very active, walks, runs etc. I have a fenced in yard and a pool ! But also I have a dog and my mom has a dog they are both loving and will keep your animal company!

Sitter Profile Image: Pam W.
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Pam W.
from
$75
per night
5.0 out of 5 stars
30 reviews
8 repeat clients
30 years of experience
Sun Prairie, WI, 53590

Pam was amazing a great communicator Ruby really warmed up to her quickly you can tell she is a trusting and responsible human. Thank you for taking such great care of Ruby while I was on my work trip

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Amanda B.
Sitter Profile Image: Ashley R.
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Ashley R.
Star Sitter
from
$80
per night
5.0 out of 5 stars
113 reviews
29 repeat clients
30 years of experience
Portage, WI, 53901

Ashley took really great specialized care of our babies while we were away. She made sure to keep us updated throughout our entire trip and we never had to worry about them! This was a great experience and we will absolutely be using her services again!

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Mary R.
Sitter Profile Image: Erica B.
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Erica B.
from
$30
per night
5.0 out of 5 stars
2 reviews
1 repeat client
3 years of experience
Beaver Dam, WI, 53916

Did great, just wanted some extra pics if the doggies!

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sophia S.
Sitter Profile Image: Karina M.
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Karina M.
from
$45
per night
5.0 out of 5 stars
26 reviews
6 repeat clients
5 years of experience
Marquette, Madison, WI, 53703

Karina took excellent care of our cat, dog, and home! Our dog is fairly nervous, and our cat required medication but Karina handled it all with patience and care and kept us updated with photos and texts throughout the weekend. We’ll definitely be reaching out next time we need someone to look after them!

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Kelsey W.
Sitter Profile Image: Hailey R.
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Hailey R.
from
$28
per night
5.0 out of 5 stars
3 reviews
2 repeat clients
9 years of experience
Sun Prairie, WI, 53590

About: What sets me apart is my dependable, loving care. I treat every dog like family, giving patient attention, walks, playtime, cuddles, and plenty of love. I work mornings in retail, finish later in the afternoon so I am free later in the day. I enjoy being active, but always plan my schedule around pets to ensure consistent, loving care. I adapt to each pets needs. I grew up with cats and dogs, and provide walks, cuddles, space if needed, plus updates, photos, and lots of love, care, and attention.

Sitter Profile Image: Janessa P.
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Janessa P.
from
$100
per night
5.0 out of 5 stars
1 review
1 repeat client
10 years of experience
Beaver Dam, WI, 53916

About: Hi! I’m Janessa! I am a passionate dog lover with years of experience caring for pups of all sizes and breeds. I enjoy spending time outdoors and ensuring every dog has a fun and safe walk. Reliable, friendly, and always ready for an adventure with your furry friend! I am currently working with seniors so my schedule can vary everyday, however I am almost always free in the afternoon until the next day as well. I can come to your house and do daycare there if need be. As my own is not always an option. Message me, thank you!

Sitter Profile Image: April L.
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April L.
from
$25
per night
5.0 out of 5 stars
4 reviews
2 repeat clients
20 years of experience
Cambria, WI, 53923

About: I have a big heart for all animals. You can count on your dog/cat provided with genuine care and attention. Since starting Rover, I have come in contact with all types of furry friends, all of them being great experiences. Whether your fur baby likes long walks, quick runs, or is a couch potato, I will fit to all of the needs and wants. I would love nothing more than to be able to help another during a busy week/weekend, or just a busy life. When it comes to availability, I work very well on a schedule - as well as being able to have flexibility. I am off every weekend and Monday, with lots of random days off here and there. I can also make time before or after work. I can promise your fur babies will be treated with more than enough attention, love and respect. I am a part time worker in Portage, Wi. I work (typically) Tuesday - Friday but take quite a bit of work off, when given the opportunity, to spend time at home with my toddler. We are in the works of getting a fence around our yard and hope to have once come fall of 2025. My pets are my children. They are spoiled and loved deeply. We have a long yard leash that our puppy uses as well as constant supervision when outdoors.

Sitter Profile Image: Alissa A.
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Alissa A.
from
$100
per night
5.0 out of 5 stars
27 reviews
5 repeat clients
25 years of experience
Portage, WI, 53901

Our pups were treated just like family. So grateful to found a wonderful place for our Great Danes. Knowing she knows the bread was a great peace of mind.

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Amanda L.
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The median cost per night for house sitting in Englewood is $50

Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • 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?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

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

  • World-class support

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

How Rover works

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting
  2. 2. Meet & Greet

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

Sitters in Englewood average 3
repeat house sitting clients

FAQs for House Sitting - Englewood

Frequently asked questions about Rover

As of July 2026, there are 539 sitters on Rover offering House Sitting across Englewood. Enter your ZIP code to see which available sitters are closest to your home.

Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:

  • Mail & deliveries: Collecting letters and packages so they don't pile up.
  • Plant care: Keeping your indoor or outdoor garden hydrated.
  • Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
  • Home security: Sitters can stay overnight to keep your home occupied.

The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Englewood walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.

It’s helpful to think of house sitting as a "home base" service. Most sitters in Englewood maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:

  • Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
  • Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
  • Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.

Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!

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 Englewood 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!

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 Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.

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 Rover's Trust & Safety page .

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

A Meet & Greet is a short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

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

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

  • 92% of sitters can help with special care needs
  • 96% can help with giving oral medications or injections
  • 96% 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.

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