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House Sitting in Whitetail Ridge, Madison, WI

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

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
Confirmed availability
4th of July
1. Allison & Raymon

LOVING, ACTIVE DOG SITTERS!!

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"We appreciated all of the pictures we received while we were away. Is was comforting seeing our pups happy when we couldn't be there with them. (more)"

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2. Brenna

Graduate student animal lover!

Vilas, Madison, WI, 53711

House Sitting, Drop-In Visits, Dog Walking

"Brenna took care of Lucy and was her first non-family sitter. I was incredibly nervous that everything would go smoothly. Brenna sent me pictures and updates... (more)"

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3. Gracie

I promise a tail-wagging good time!

Madison, WI, 53718

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Gracie was so WONDERFUL with Ollie!! She checked in often, took him to events, on hikes, and to the dog park!! Gracie was quick to respond to any questions I... (more)"

4. Carly

Let me love them while you can’t

Schenk-Atwood, Madison, WI, 53706

House Sitting, Drop-In Visits, Dog Walking

"if I could give 10 stars I would. My little puppy had an accident that required him to be watched while he went through the healing process. We asked Carly t... (more)"

5. Marlena

I'll run with your dog!

Monona, WI, 53716

House Sitting, Drop-In Visits, Dog Walking

"Marlena was great taking care of our two dogs and two cats while we were away for the weekend. She sent us regular updates with pictures, and also left the h... (more)"

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6. Faith

Grew up with Dachshunds, Have a Cat

McClellan Park, Madison, WI, 53718

House Sitting, Drop-In Visits, Dog Walking

"Faith was nice and accommodating while staying at my place with my dog and two cats. She sent regular updates and I felt better that my dog and cats could s... (more)"

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7. Alison

I'll run w/and help train your dog.

Capitol, Madison, WI, 53703

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Alison is a great lover of animals, I would trust her with any of them. Truly a kin hearted person, asset to any organization like this. (more)"

Confirmed availability
4th of July
8. Stephanie

will give: love, exercise & care

Madison, WI, 53704

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

About: Hello! I’m Stephanie && am a COMPLETE dog lover. Leaving my dog is always the hardest/most stressful part of taking trips and I want to serve as a ... (more)

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9. Jamie

I am a Certified Vet Tech

Marquette, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"Jamie is a very caring compassionate girl and is very good with handling all pets . She volunteered in Thailand for the very cause of helping animals . After... (more)"

Confirmed availability
This weekend
10. Ryan

Born and raised Minnesota dog-lover

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"Ryan is an energetic, hardworking, and dog loving (dog adoring...obsessed...I could go on with the adjectives) guy. He is someone you can always trust to be ... (more)"

Confirmed availability
4th of July
11. Sarah

Dog hair everywhere, don't care!

Worthington Park, Madison, WI, 53714

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Sarah was amazing with Capone! She sent us updates all weekend and knew he was in good hands! We came back to a nice note and summary of the weekend. I would... (more)"

Confirmed availability
This weekend
12. Johnathan

Home full-time, fenced backyard

Carpenter-Ridgeway, Madison, WI, 53704

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: I have raised a duck hunting dog and now have a sweet lab named hiccup. I love spending my time with dogs. I am available almost all the time as ... (more)

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13. Marina

Experienced Dog and House-Sitter

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"We can't say enough nice things about Marina! It's obvious she LOVES dogs and your dog will miss her when she leaves. She's responsible and trustworthy and w... (more)"

Confirmed availability
4th of July
14. Kelsey

Professional Care Provider

Waunakee, WI, 53597

House Sitting, Drop-In Visits, Dog Walking

"Kelsey did a great job with Bernie! She was very professional, sent a cute picture, and he seemed happy and well taken care of when we returned. She even mad... (more)"

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15. India

Active, loving dog sitter!

Capitol, Madison, WI, 53703

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"India is a top notch dog care giver. She is a proud dog mom, frequently visiting the dog park, and loves to give her dog caring time and attention. She will ... (more)"

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16. Jess

Confident, reliable and resourceful

Schenk-Atwood, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

"We had a nice meet and greet with Jess and hired her to pet sit for us. She did a great job, had good communication, and even brought in the mail without be... (more)"

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17. Camille

I provide lots of cuddle & playtime

Tenney-Lapham, Madison, WI, 53703

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Camille is the best dogsitter ever! She is always enthusiastic and gives so much love and attention to my dog Shag! Shag is always happy to see Camille walk ... (more)"

Confirmed availability
This weekend
18. Katerina

Patient Dog-Lover Avail. Full-Time

Bluff Acres, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

"Katerina was great with my fur kids! She kept me up to date with concerns she had and assured me they were happy and receiving lots of cuddles. This was my... (more)"

19. Jon

Wants doggo friends!

Mayfair Park, Madison, WI, 53714

House Sitting, Drop-In Visits, Dog Walking

About: I love animal care work, but moved on to another career path and miss caring for animals. I'd get to know your dog and figure out what type of care... (more)

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20. Kiana

Perfectly pawfect.♡

Berkley Oaks, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

"We will be using Kiana in the future!! She sent me tons of pictures and updates. She took the best care of our fur baby!! Our house was clean and our fur bab... (more)"

When it comes to pet care and house sitting, pet owners in Whitetail Ridge, Madison, WI trust their pets with sitters on Rover.com. Over 423 pet owners have reviewed house sitters in Madison, giving them an average rating of 4.9/5. House sitting doesn't have to be expensive. In fact, it's probably a lot more affordable than you think. You'll quickly find that there's a house sitter on Rover for just about every price range and lifestyle. Wondering how much you might expect to pay for a house sitter and pet care on Rover? Check out our average house sitting rates to get an idea before you begin a conversation with a sitter who seems like a great match.

Rover offers the perfect alternative to dog kennels. The next time you head out of town and need someone to take care of your dog and your home, turn to Rover for your Whitetail Ridge, Madison house sitting needs. On Rover, it's easy to find a loving dog sitter in Whitetail Ridge, Madison, WI who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at home. Search from hundreds of trusted Whitetail Ridge house sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your dog's stay all through Rover: it's easy, safe, and cashless. You get free premium insurance, a team of safety experts available 24/7, and cute photo updates throughout the stay. It's the easiest way to find trustworthy house sitters in Whitetail Ridge, Madison, WI for your dog: people who'll treat him like family.

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 Whitetail Ridge, 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:

All stays booked on Rover receive our Rover guarantee, 24/7 support, and our reservation protection.

How it works

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1) Browse Sitters

We make it easy to find affordable & reliable sitters near you.

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2) Contact Sitters

Chat about your dog and your specific needs. Even meet in person before booking if you really want to.

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3) Book & pay

Our platform makes it easy and secure. No cash necessary.

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4) Enjoy your trip

Drop off your dog without feeling guilty. Relax with regular photo updates from your sitter.