House Sitting North Freedom

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

Kimberly has sat for us before and we are always thoroughly pleased with her services. She's attentive and caring toward our pets, and keeps us updated with photos and news. She always leaves our home looking better than she found it, which isn't expected, but is a pleasant surprise! With three dogs, exotic pets, and particularly a separation-anxious "pandemic puppy," we feel like we have finally regained our ability to travel knowing that our animals are in such caring and capable hands.

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Katie S.
Sitter Profile Image: Heather E.
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Heather E.
from
$60
per night
5.0 out of 5 stars
21 reviews
4 repeat clients
15 years of experience
Baraboo, WI, 53913

Heather was fabulous! Our dog, Bodie, loved her. We were at a wedding and we received texts with photos of Bodie a couple of times letting us know he was ok. We will most definitely use her services again.

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willie69 R.
Sitter Profile Image: Amber S.
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Amber S.
Star Sitter
from
$80
per night
5.0 out of 5 stars
24 reviews
4 repeat clients
15 years of experience
Baraboo, WI, 53913

We had an amazing experience with Amber! She went above and beyond in every way. She stayed overnight with our dogs, took them on walks, and kept us updated with plenty of pictures and videos, which gave us so much peace of mind while we were away. The biggest surprise was coming home to our dogs’ feeding station it had been spotless! We had left it pretty messy, and she cleaned it immaculately without us ever asking. That level of care and attention to detail meant so much to us. It’s obvious she genuinely loves animals and treated our dogs like they were her own. They were happy, well cared for, and clearly comfortable with her. We couldn’t have asked for a better sitter and will absolutely be booking with her again. We highly recommend her to anyone looking for someone trustworthy, thoughtful, and truly exceptional!

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Edie M.
Sitter Profile Image: Rebecca R.
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Rebecca R.
from
$80
per night
5.0 out of 5 stars
54 reviews
19 repeat clients
40 years of experience
Baraboo, WI, 53913

I left my 1 year old puppy Mack with Rebecca for a week. I was very nervous to leave him with someone I didn’t know personally. Rebecca was absolutely wonderful!! She sent daily pictures of him. She walked him and played with him and made him happy, as I could tell by the pictures. My house was clean and she was very attentive, that helped settle all of my concerns.

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Shelly K.
Sitter Profile Image: Olivia S.
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Olivia S.
from
$50
per night
5.0 out of 5 stars
5 reviews
20 years of experience
Upper East Side, Baraboo, WI, 53913

Olivia was just what we wanted and needed for our trip. She and Addie safe at the homefront were a superb solution for our family! We won't hesitate one bit to call her again for another booking. Thanks Olivia!

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Gale A S.
Sitter Profile Image: Lauren D.
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Lauren D.
from
$60
per night
5.0 out of 5 stars
8 reviews
10 years of experience
Spring Green, WI, 53588

About: I’ve had animals in every corner of my life, throughout my whole life! I’ve taken care of many dogs and cats all with various needs such as medications, appointments, and mobile assistance. I have also volunteered with Wisconsin WildCare and local humane societies. I am a passionate & fearless animal advocate with speed dial access to a large animal vet and a retired DNR officer. I will treat your pet as my own whether it’s in my home or your home. I work a full time job only seven minutes from my home. My job is incredibly flexible and understanding of my need to let animals out or even leave work early for pet care! I have a balcony that animals can hang out on and a large grassy field that I take animals for walks on. I always keep them leashed. If I want them to be unleashed, I can take them to the local dog park five minutes from my house! I am comfortable with animals on furniture and sleeping in bed with me. I have access to my own crate if the animal is crate trained.

Sitter Profile Image: Ramon C.
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Ramon C.
from
$70
per night
5.0 out of 5 stars
4 reviews
7 years of experience
Briggsville, WI, 53920

About: Bilingual and able to communicate with families in Spanish, as well. Neighbors and friends have trusted me to care for their pets/homes for almost 7 years. They often say we're (my fiance and I) the only ones they trust to care for their pets. I have experience with senior pets and worked at a rescue previously. Excited to be going full time pet sitting/walking in 2026! I'm very reliable, flexible and am available last minute, 7 days a week and on holidays. I take extra care to keep pets happy, safe and comfortable. I follow instructions given and use caution when necessary to prevent any escapes. I do not do boarding in my home.

Sitter Profile Image: Anna H.
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Anna H.
from
$27
per night
1 year of experience
Reedsburg, WI, 53959

About: While I’m new to professional dog sitting, I’ve grown up with dogs and have helped friends and family care for their pets. My background as a caregiver for individuals with special needs, along with experience as a CNA and lifeguard, has taught me patience, responsibility, and how to manage complex care routines. I’m confident these skills will help me provide loving, attentive care to your furry family members! 🐾💕 I’m currently 18 and just graduated high school. I have a very flexible job as a caregiver currently and can be with your dog at all times if needed! I have a fenced in yard and 2 yorkie pups who are both extremely friendly and active. I like to keep dogs both active and comfortable as well!

Sitter Profile Image: Grace H.
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Grace H.
from
$47
per night
5.0 out of 5 stars
10 reviews
3 repeat clients
9 years of experience
Baraboo, WI, 53913

Grace was exceptional!! She gave both our animals love and care with enthusiasm! She followed all of our directions and was willing to go beyond expectations. I will definitely ask for Grace again. Thank you.

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Caren L.
Sitter Profile Image: Dawn M.
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Dawn M.
from
$75
per night
35 years of experience
Loganville, WI, 53943

About: I've taken care of many dogs and even more cats over the last 38 years. I love them and will love yours like my own. Semi retired looking forward to helping people out. I have a very flexible schedule and a very dog friendly home. We have one dog in the home sometimes too because I watch my daughter's dog. We have a big country yard, dogs would be monitored with a leash unless the dog is good at obeying commands. Big yard with walking trails.

Sitter Profile Image: Kaciana P.
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Kaciana P.
from
$28
per night
3 years of experience
Reedsburg, WI, 53959

About: I’ve taken care of pets my whole life. Pet sitting for Family and friends I love being with animals, playing with them and making sure there not alone I’m around animals all day I live with 5 animals, 4 dogs 1 cat. I’m used to taking dogs outside l, playing with them, feeding them, and cleaning them if necessary I make sure all animals are clean, fed and have been taken outside to play and do what they need to do, im good with schedules and following them

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.
Sitter Profile Image: Matthew E.
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Matthew E.
from
$75
per night
5.0 out of 5 stars
11 reviews
2 repeat clients
10 years of experience
Cross Plains, WI, 53528

Matthew was great! The dogs were well cared for and I my family was able to have a stress free vacation. I will definitely book again in the future.

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Anne B.
Sitter Profile Image: Stella J.
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Stella J.
from
$28
per night
12 years of experience
Tenney-Lapham, Madison, WI, 53703

About: I think something, I can proudly say is that I have people meet me once and trust me to watch their pets. I’ve had pets and I have taken care of friends and families pets since I was 12. Truly bonding with my pets was the highlight of my childhood, an experience that I know not every child is fortunate to have. I’ve seen my dog from puppyhood to his frosty senior days. The care is different of course, diets and lifestyle routine slow down and more careful attention is needed. Love is another key, all animals are deserving of being treated with respect and kindness. That includes the animals in the forest, since I work outdoors I see a lot of birds and critters and each one’s life is valued and admired. Like my job, the environment of the pet is important. Keeping the food and water bowl clean, is something I find some families neglect but I find that to be a little disheartening as you would not like to drink out a dirty water glass Services offered * 30 Minute Dog Walks include a fun stroll around your neighborhood or a nearby trail to give your pup the exercise fresh air, and mental stimulation they need during the day * 30 Minute Drop-Ins include potty breaks, feeding, playtime, and of course plenty of snuggles to keep your pet happy and comfortable while you're away * Basic House-Siting include staying overnight with your pup so they have company and comfort in their own home, along with daytime care every 4-6 hours for potty breaks, meals, playtime, and cuddles I currently work outdoors for Ice Age Trail Alliance, and unable to commit to the time for a long term companion, however I have just enough time to spoil and love on other people’s adorable pets :) Truly, the most important aspect of pet care is the establishing the safety and security of your pet. The initial meeting with your pet, getting familiar and making sure the pet feels like they can trust their caretaker is crucial. That establish trust between caretaker and pet, allows me to ensure the best case scenario for your pet. Whether it be, trusting you on a walk or worse case scenario luring your pet from under the bed or loosing the lead for a second. I offer comfort of house sitting or walking your pet to ensure their routine is uninterrupted. :)

Sitter Profile Image: Samuel A.
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Samuel A.
from
$65
per night
5.0 out of 5 stars
22 reviews
2 repeat clients
25 years of experience
Marquette, Madison, WI, 53703

Sam took excellent care of my dogs and home. I was happy to get pics and updates, as well as to come home to a clean house. He even washed the bedsheets ? I recommend Sam for both house and pet sitting!

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Marit S.
Sitter Profile Image: Sara N.
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Sara N.
from
$60
per night
18 years of experience
Lodi, WI, 53555

About: I have been taking care of dogs for my entire life! I have experience caring for big and small dogs of all ages, from puppies to the elderly. I took on the responsibility of training each of my family's dogs, so I am skilled in the area of obedience training for puppies and adolescent dogs. I am a very meticulous person and I follow every direct I'm given to a T, so I will make sure that your fur baby gets the best care and love possible. I am currently a high school student about to graduate and leave for college! From now until the end of the school year, I am available every weekday from 2-10. After May 31st, I will be working part-time, so I will have more than enough time during the summer to care for your fur babies! Although I do not offer services at my own house, I will make sure that your pet is as safe as can be wherever we are! The safety of anybody's pets is a top priority for any pet owner, including myself. Leaches and supervision are some of the most important tools that pet owners can use to keep their pets safe.

Sitter Profile Image: Lensy A.
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Lensy A.
from
$90
per night
5.0 out of 5 stars
15 reviews
7 repeat clients
15 years of experience
Capitol, Madison, WI, 53703

Lensy was great with our dogs! They’re both special dogs - have some allergies and take medications, and she did great meeting their needs. She sent us updates and pictures and they had a great time with her!

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Janae G.
Sitter Profile Image: Amanda J.
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Amanda J.
from
$55
per night
6 years of experience
La Farge, WI, 54639

About: I have a background in both education and dog training, so I focus heavily on structure, communication, and understanding each dog’s individual needs. I have experience working with dogs of all ages, energy levels, and personalities, including puppies, high-energy breeds, and dogs that benefit from extra patience or routine. I’m CPR certified, experienced with enrichment-based care, and comfortable reinforcing basic training skills such as leash manners, recall, sit/down, place, and calm behavior during visits and walks. I also have experience with hunting and working breeds, so I understand the importance of both physical exercise and mental stimulation. What sets me apart most is that I genuinely enjoy building trust and relationships with the dogs I care for. I prioritize safety, consistency, and making sure each dog feels comfortable, engaged, and well cared for while you’re away. I also provide reliable communication and updates so owners can feel confident their pets are in good hands. I intentionally keep openings in my schedule for walks, drop-in visits, boarding, and individualized care. I currently have availability most mornings, a few evenings, and select weekends which allows me to provide consistent attention and flexible scheduling for clients. Because I prioritize quality care and reliability, I carefully manage my schedule to make sure each pet receives plenty of time, attention, exercise, and communication while in my care. believe every dog is different, so I focus heavily on each pet’s individual needs, personality, comfort level, and routine. Some dogs need lots of exercise and enrichment, while others need a calmer environment, patience, or extra reassurance while their owners are away. When caring for pets in a client’s home or my own, I take time to learn their feeding schedule, potty routine, energy level, favorite activities, training expectations, and anything that helps them feel comfortable and secure. I adjust my care style based on the individual dog rather than taking a “one size fits all” approach. My goal is always to make pets feel safe, understood, and cared for while maintaining as much consistency and routine as possible.

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: Dawn L.
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Dawn L.
from
$62
per night
15 years of experience
Mount Horeb, WI, 53571

About: Responsible professional. Pet owner for over 15 years. Loves to be active outdoors & active with your pet or cuddle up and love on them, whichever is most appropriate. Work part time by computer only. Available to walk, brush, provide meds if needed to your pets. Will provide socializing as appropriate for your pet. In your home or trips to your home if I am already staying in the immediate area for other pet services. Not currently doing care in my home.

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The median cost per night for house sitting in North Freedom is $55

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

Meet local sitters who will treat your pets like family

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Sitters in North Freedom average 6
repeat house sitting clients

FAQs for House Sitting - North Freedom

Frequently asked questions about Rover

As of July 2026, there are 98 sitters on Rover offering House Sitting across North Freedom. 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 North Freedom 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 North Freedom 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 North Freedom 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 administering medication or managing dietary requirements. You can also find pet sitters who accept only one pet at a time, which is ideal for anxious puppies 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 request a Meet & Greet to walk your sitter through your expectations.

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