House Sitting in Oakbridge Community, Madison, WI

Find a loving dog sitter to watch your dog overnight in your home.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
Which dates do you need?
What size are your dogs (lbs)?

Search Results

Calendar Recently Updated
Sitter Profile Image: Peyton D.
Verified Enhanced Background Check
Sitter Profile Image: Peyton D.
Verified Enhanced Background Check
1.

Peyton D.

Eat. Play. Love.
Cross Plains, WI, 53528
House Sitting, Drop-In Visits, Dog Walking
5.0
23 reviews
9 repeat clients
from
$45
per night

Happy to have Peyton watch my boys again! ❤️🙌

Calendar Recently Updated
Sitter Profile Image: Sara J.
Verified Enhanced Background Check
Sitter Profile Image: Sara J.
Verified Enhanced Background Check
2.

Sara J.

I’ll take care of your PAWfect pup
Junction Ridge, Madison, WI, 53717
House Sitting, Drop-In Visits, Dog Walking
5.0
12 reviews
3 repeat clients
from
$65
per night

This was the first time I've used Rover and found Sara. Communication was great from the get-go. As this was the first time I let someone else watch Iris (8 months old), rightfully so to be nervous and hesitant. Sara was very understanding and attentive as I went through what Iris needed, how her demeanor is, and all of the in-between. You could tell that Sara genuinely cares and enjoys caring for pets as a side gig. Sara was fantastic and we'll definitely book again.

Calendar Recently Updated
Sitter Profile Image: Andrew L.
Verified Background Check
Sitter Profile Image: Andrew L.
Verified Background Check
3.

Andrew L.

Rover 101
Looking for a fur baby to love! 💜
Madison, WI, 53726
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
100 reviews
42 repeat clients
from
$89
per night

Andrew watched our dogs at our house for a week, and our babies LOVED the time with him. Lots of snuggles and attention, and Andrew kept us updated with lots of pictures. We have an older dog who needed some extra TLC, and Andrew was fantastic with his medical needs. House was in great shape when we got back, and we couldn't have asked for a better experience. Highly recommend this pet sitter.

Calendar Recently Updated
Sitter Profile Image: Kelsee C.
Verified Enhanced Background Check
Sitter Profile Image: Kelsee C.
Verified Enhanced Background Check
4.

Kelsee C.

No dog too big or small 🐶
Madison, WI, 53719
House Sitting, Drop-In Visits, Dog Walking
5.0
6 reviews
2 repeat clients
from
$35
per night

Kelsee took amazing care of our two dogs. She spent plenty of time with them & took them for walks. On top of that she was very communicative, professional, and polite. I’d absolutely recommend her to others and will be using her services again.

Calendar Recently Updated
Sitter Profile Image: Elissa S.
Verified Enhanced Background Check
Sitter Profile Image: Elissa S.
Verified Enhanced Background Check
5.

Elissa S.

Lover of all animals!
Madison, WI, 53719
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
12 reviews
2 repeat clients
from
$60
per night

Elissa is one of the best I’ve ever used. She is caring, compassionate, and most of all she is totally intentional about making the experience with my pup one of the best.

Calendar Recently Updated
Sitter Profile Image: Jorden F.
Verified Enhanced Background Check
Sitter Profile Image: Jorden F.
Verified Enhanced Background Check
6.

Jorden F.

PetLovers4Life
Madison, WI, 53528
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
4 reviews
3 repeat clients
from
$50
per night

Jordan and Savannah took fantastic care of our golden girl while we were away! Ruby got a UTI the day before we left and I was worried about leaving her. Jordan have her the meds every morning and night and provided me with updates on how Ruby was feeling! I will be booking with them again soon!

Calendar Recently Updated
Sitter Profile Image: Louisa M.
Verified Enhanced Background Check
Sitter Profile Image: Louisa M.
Verified Enhanced Background Check
7.

Louisa M.

Your pet’s new friend! 🐶🐱🐰🐔🐠
Midvale Heights Community, Madison, WI, 53711
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
27 reviews
11 repeat clients
from
$55
per night

Louisa stayed in our home to watch our dog and two cats. She sent us sweet and thoughtful updates and we felt very confident that our animals were well taken care of! Would definitely book her again.

Calendar Recently Updated
Sitter Profile Image: Taylor R.
Verified Enhanced Background Check
Sitter Profile Image: Taylor R.
Verified Enhanced Background Check
8.

Taylor R.

Professional fury baby spoiler!
Madison, WI, 53719
House Sitting, Drop-In Visits, Dog Walking
5.0
17 reviews
4 repeat clients
from
$55
per night

Taylor did an absolutely fantastic job with my four pets. During our meet and greet I mentioned that one of my cats would likely be under the bed for all or most of the weekend, but Taylor must have really good vibes because that cat let Taylor give her belly rubs while we were gone. Any cat owner knows that if the shy cat lets a stranger give them belly rubs you can't ever hire a different sitter again ? Our dog looked so happy in all of the pictures, and Taylor even said very positive things about her personality that we don't hear often- she's a senior and doesn't tend to do much other than sleep when a stranger is there, so we normally hear that she was boring. Taylor managed to get her in a goofy and playful mood, which was wonderful news. Taylor gave us frequent updates and pictures like we asked for, and I could tell that she was taking such great care of everyone. She left our house just as we left it so there were no messes to pick up. She even loaded the dishwasher with the animals' dirty dishes for us! Also, it was the first time since we moved here that our sitter actually cleaned the litter boxes when we were gone. Normally we get home and our apartment smells like dirty litter boxes, indicating that they haven't been cleaned or the sitter cleaned them right before they left. Taylor must have kept up on them while we were gone which is insanely appreciated. I would have her back in a heartbeat, and I'd love to recommend her to friends as well if/when they ever need a sitter.

Calendar Recently Updated
Sitter Profile Image: Ben P.
Verified Enhanced Background Check
Sitter Profile Image: Ben P.
Verified Enhanced Background Check
9.

Ben P.

It’s fun walking with a happy dog
Madison, WI, 53719
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
56 reviews
16 repeat clients
from
$44
per night

Ben was an excellent pet sitter for our week away from home!

Calendar Recently Updated
Sitter Profile Image: Emma C.
Verified Enhanced Background Check
Sitter Profile Image: Emma C.
Verified Enhanced Background Check
10.

Emma C.

wet kisses cold noses wagging tails
Parkwood Village, Madison, WI, 53705
House Sitting, Drop-In Visits, Dog Walking
5.0
4 reviews
from
$35
per night

Emma did a wonderful job with our pups! She interacts with each of them amazingly. You can tell she has experience and she is super comfortable with different pups, sizes, breeds and personalities all at once which os a plus for our pack of 3. Thank you Emma!!!

Calendar Recently Updated
Sitter Profile Image: Sara H.
Verified Enhanced Background Check
Sitter Profile Image: Sara H.
Verified Enhanced Background Check
11.

Sara H.

Your Pet's New Best Friend!
Verona, WI, 53593
House Sitting, Drop-In Visits, Dog Walking
5.0
11 reviews
3 repeat clients
from
$58
per night

Sara was amazing. She communicated frequently and took amazing care of my crazy cockapoo. She walked Maya everyday and came promptly to let her out throughout the day. She even stayed with Maya through a thunderstorm to make sure she wasn't scared. I will definitely book Sara again!! 5 stars!!

Sitter Profile Image: Bree C.
Verified Background Check
Sitter Profile Image: Bree C.
Verified Background Check
12.

Bree C.

Not-So-Crazy Cat Lady
Madison, WI, 53711
House Sitting, Drop-In Visits
5.0
47 reviews
24 repeat clients
from
$60
per night

I asked Bree to sit for us last minute when another sitter cancelled while we were abroad, and she agreed to step in. It gave us so much peace of mind. Thanks, Bree!

Calendar Recently Updated
Sitter Profile Image: Jenny P.
Verified Enhanced Background Check
Sitter Profile Image: Jenny P.
Verified Enhanced Background Check
13.

Jenny P.

Rover 101
Professional furbaby snuggler
Fitchburg, WI, 53719
House Sitting, Drop-In Visits, Dog Walking
5.0
46 reviews
15 repeat clients
from
$120
per night

Jenny did an awesome job with our pups! She sent a ton of photos and videos which was greatly appreciated, took them for nice walks, and gave them tons of snuggles and love! We had such peace of mind while we were away! Will definitely book with her again :)

Calendar Recently Updated
Sitter Profile Image: Azaria O.
Verified Enhanced Background Check
Sitter Profile Image: Azaria O.
Verified Enhanced Background Check
14.

Azaria O.

Pets don’t need us, we need them🙂
Verona, WI, 53593
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
18 reviews
5 repeat clients
from
$38
per night

Azaria was absolutely wonderful at taking care of my anxious pooch! She’s punctual and really personable. She even stayed longer than asked- which I really appreciate! Will definitely work with her again. Thank you Azaria

Sitter Profile Image: Kate K.
Verified Enhanced Background Check
Sitter Profile Image: Kate K.
Verified Enhanced Background Check
15.

Kate K.

Rover 101
Cared for as if you were home
Middleton, WI, 53562
House Sitting, Drop-In Visits
5.0
31 reviews
14 repeat clients
from
$55
per night

Kate is hands down amazing! We will be re-peat customers for her house/dog sitting services for as long as she offers them. Our dog has diabetes and major separation anxiety and Kate took immaculate care of him for an entire week. She provided his daily insulin injections and sent us great updates regarding his behavior/demeanor throughout her stay. We could not have gotten luckier in finding Kate to care for our high maintenance boy!!

Sitter Profile Image: Sarah T.
Verified Enhanced Background Check
Sitter Profile Image: Sarah T.
Verified Enhanced Background Check
16.

Sarah T.

Trustworthy, available pet lover!
Madison, WI, 53719
House Sitting, Drop-In Visits, Dog Walking
5.0
4 reviews
2 repeat clients
from
$28
per night

I've had Sarah house sit twice now and she does an excellent job. Her communication is superb and I really appreciate her periodic updates and photos of my dog.

Calendar Recently Updated
Sitter Profile Image: Teghan B.
Verified Enhanced Background Check
Sitter Profile Image: Teghan B.
Verified Enhanced Background Check
17.

Teghan B.

Treating your pet like my own!
Meadowood, Madison, WI, 53711
House Sitting, Drop-In Visits, Dog Walking
5.0
8 reviews
3 repeat clients
from
$30
per night

Teghan was wonderful. She kept us up to date with daily pictures, was professional and followed our dog’s care instructions, including her medication schedule. We would definitely book with Teghan in the future.

Calendar Recently Updated
Sitter Profile Image: Kagen D.
Verified Background Check
Sitter Profile Image: Kagen D.
Verified Background Check
18.

Kagen D.

Rover 101
Enthusiastic Dog Lover
Prairie Hills, Madison, WI, 53711
House Sitting, Drop-In Visits, Dog Walking
5.0
59 reviews
31 repeat clients
from
$30
per night

Kagen was awesome. She was available last minute to take care of our 12 year old rescue dog and came by several times to be sure she was well fed and not lonely!

Calendar Recently Updated
Sitter Profile Image: Alisyn L.
Verified Enhanced Background Check
Sitter Profile Image: Alisyn L.
Verified Enhanced Background Check
19.

Alisyn L.

Veterinary Technician & Adventurer
Walnut Grove, Madison, WI, 53717
House Sitting, Drop-In Visits, Dog Walking
5.0
21 reviews
11 repeat clients
from
$60
per night

Alysin is an amazing pet sitter, and I don’t say that lightly! We understand that we have quite the needy/special bunch, and she took care of them and our home as if they were her own. She’s an awesome communicator about what’s going on while we’re away, and pays great attention to every detail. We commented to each other how it was so nice that we didn’t feel any worry while on vacation with her taking care of our pack. Our animals love her, and we will definitely book with her again in the future! Thank you, Alysin!

Calendar Recently Updated
Sitter Profile Image: Cindy D.
Verified Background Check
Sitter Profile Image: Cindy D.
Verified Background Check
20.

Cindy D.

Happy to Love your Small Dog!
Madison, WI, 53717
House Sitting, Drop-In Visits
4.0
3 reviews
from
$30
per night

Cindy has taken care of my pets through the years and has been a dog lover since I have known her. She prides herself in routinely feeding them, taking them for walks and interacting with them to make sure they’re happy. I trust her the most out of anyone to take care of my animal family members!

Search Map

Pet parents turn to sitters on Rover.com when they're looking for house-sitting. 423 owners have reviewed sitters in Oakbridge Community, Madison, WI, giving them an average rating of 4.9/5. Since 92% of pet owners live within a short drive of a sitter on Rover, it's easy to find the perfect house sitter near you. 95% of reviewed stays have received a perfect 5-star rating. Wondering how much you can expect to pay on Rover.com? Check out our average house sitting rates to get an idea before you start a conversation with a house sitter. Exchange messages from your sitter's profile, ask to schedule a free in-person Meet & Greet, and book and pay on Rover. You'll receive adorable photo updates, premium insurance, and world-class support.

Never beg a friend to watch your dog again. With Rover, you can find your the perfect Oakbridge Community house sitter in seconds. When you book house sitting on Rover, your dog will enjoy a loving, relaxing stay in their own home. If you're looking for care for pets other than dogs, you can find a pet sitter who offers care for cats, caged pets, and even horses. No matter what, you'll know that your pet is getting loving care. By removing common pet care obstacles, Rover ensures dogs nationwide are happy and well-cared for even when their human is away, and empowers dog lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a dog, Rover makes it easy for you to reach trusted house sitters in Oakbridge Community, Madison who can provide the care your dog needs, when they need it.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a pet sitter or dog walker. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover sitters in Oakbridge Community, Madison donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a sitter who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Madison.

We're proud to support over 200 organizations across the nation, including:

House Sitting