Pet Sitting & Drop Ins in Wexford, Madison, WI

Book a pet sitter to stop by your home a few times a day to feed and play with your dog.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
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What size are your dogs (lbs)?

Search Results

Confirmed availability: Easter Weekend
Sitter Profile Image: Ann V.
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Sitter Profile Image: Ann V.
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1. Ann V.

Animal Lover and Law Student
Madison, WI, 53711
2.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
24 reviews
6 repeat clients
from
$20
per visit

Ann was a wonderful cat sitter! She had excellent communication and sent lovely updates and pictures during all of her visits. She also deftly handled the aggressiveness of my cat to new people entering the house. I felt safe and confident with Ann watching my cat. Would absolutely have her cat sit again.

Sitter Profile Image: Maiya W.
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Sitter Profile Image: Maiya W.
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2. Maiya W.

I'll love them like you love them!
Middleton, WI, 53562
1.4 mi. away
Drop-In Visits
5.0 out of 5 stars
74 reviews
29 repeat clients
from
$15
per visit

Maiya did a great job looking after our cat over Thanksgiving. She was reliable, sent thorough updates, and was even willing to do a few extra tasks on request. We had peace of mind knowing that our cat was being taken care of while we were away.

Confirmed availability: Easter Weekend
Sitter Profile Image: Seán & Leticia W.
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Sitter Profile Image: Seán & Leticia W.
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3. Seán & Leticia W.

Rover 101
Take Care Of Your Best Friend!
Maple-Prairie, Madison, WI, 53719
4.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
28 reviews
8 repeat clients
from
$16
per visit

Sean and Leticia were by far the best sitters I’ve had for my kitty! Loved that we did a meet n greet before. They also gave great updates whenever they checked in. I 100% recommend them! Felt like my kitty was in safe hands.

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Sitter Profile Image: Allegra R.
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Sitter Profile Image: Allegra R.
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4. Allegra R.

Rover 101
Dog person for life.
Madison, WI, 53705
1.7 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
47 reviews
20 repeat clients
from
$25
per visit

My dogs really like Allegra and she seems to be great with them too. She was great during our meet and greet and spent time to get to know the pups. Will hire again for sure!

Sitter Profile Image: Sara J.
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Sitter Profile Image: Sara J.
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5. Sara J.

I’ll take care of your PAWfect pup
Junction Ridge, Madison, WI, 53717
1.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
19 reviews
4 repeat clients
from
$25
per visit

Sara has been timely with her drop in visits, flexible with the craziness of having to exchange keys, and communicative! We appreciate (including Maverick) her greatly with our long work hours.

Confirmed availability: Easter Weekend
Sitter Profile Image: Krista C.
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Sitter Profile Image: Krista C.
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6. Krista C.

I've never met a pet I didn't LOVE!
Verona, WI, 53593
3.3 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
from
$15
per visit

Krista is amazing! Responsive and responsible. My cat were so happy when I got home, and I am excited to hire her again! Even my snotty cat warmed up to her! Thank you!

Confirmed availability: Easter Weekend
Sitter Profile Image: Claire D.
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Sitter Profile Image: Claire D.
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7. Claire D.

Creature & Critter Care by Claire!
Middleton, WI, 53562
1.3 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
from
$20
per visit

Claire was excellent! She was timely and professional. She gave great feedback! I highly recommend her! She took great care of your 8 year old dog.

Confirmed availability: Easter Weekend
Sitter Profile Image: Katie M.
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Sitter Profile Image: Katie M.
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8. Katie M.

Dogs do speak, to those who listen.
MIDDLETON, WI, 53562
0.7 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit

Katie is a professional and caring dog caretaker. She is enthusiastic and respectful of our training style. I would highly recommend Katie for anyone looking for an adult who will treat their fluffy baby with as much love as their own.

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Sitter Profile Image: Gina S.
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Sitter Profile Image: Gina S.
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9. Gina S.

Welcome to the pack
Middleton, WI, 53562
3.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
2 reviews
from
$20
per visit

About: I volunteered as a dog walker and foster home for the Humane Society of Missouri for over 2 years, this is how I came to adopt my first 2 dog-girls. They have since crossed the rainbow bridge and left a gapping hole in my animal loving heart. While we have not yet adopted a new family dog, our home is open to any small to medium breeds that my little pack of humans can love on while they are in my care. Meet and greet is highly recommended for new clients. Dogs should be comfortable with a crate at night (if boarding) or if I run a quick errand during the day (for their safety). We have an extra crate for guest pets to use, just provide bedding or a blanket that smells like home for comfort and food for your pet during their stay. I am a stay at home parent, so when I am sitting for your pet, they will have human companionship around the clock. Your dog will get 2 walks a day, as many potty breaks as needed, and enjoy lots of cuddles and belly rubs from young kids to adults. Being a stay at home parent to a little pack of humans allows me to attend to your pets potty and companionship needs full-time while they are guests in our home. My pet starved children will love on your dog during their stay in our home. They will get lots of walks, affection, snuggles and socialization with the humans in our home. All guests will have a designated quiet/safe zone in our home if that ever becomes a need for them or if I have to step out for an unexpected errand.

Confirmed availability: Easter Weekend
Sitter Profile Image: Azaria O.
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Sitter Profile Image: Azaria O.
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10. Azaria O.

Pets don’t need us, we need them🙂
Verona, WI, 53593
2.5 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
42 reviews
13 repeat clients
from
$20
per visit

Azaria was very flexible and understanding of our last minute schedule changes. She updated us with pictures and took great care of our cats. Highly recommended!

Confirmed availability: Easter Weekend
Sitter Profile Image: Jennifer L.
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Sitter Profile Image: Jennifer L.
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11. Jennifer L.

Rover 101
AVAILABLE THIS WEEKEND! TOP RATED!
Madison, WI, 53719
2.3 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
266 reviews
97 repeat clients
from
$22
per visit

Jennifer is awesome. Our plans changed the morning of travel & we could no longer take our dog with. Jennifer made herself available for us & was able to let Rayna out. We were so grateful for her flexibility and willingness to care for our pooch.

Confirmed availability: Easter Weekend
Sitter Profile Image: Dietrich G.
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Sitter Profile Image: Dietrich G.
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12. Dietrich G.

Dietrich is a dog's delight
Walnut Grove, MADISON, WI, 53717
0.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
13 reviews
3 repeat clients
from
$12
per visit

Dietrich has been a wonderful dogsitter for my dog! He is a great communicator thru the Rover App and I appreciate is daily comments and photo. I know that Coco is in great care!

Confirmed availability: Easter Weekend
Sitter Profile Image: Samantha K.
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Sitter Profile Image: Samantha K.
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13. Samantha K.

I’ll take good care of your buddies
Middleton, WI, 53562
1.8 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
25 reviews
7 repeat clients
from
$20
per visit

We love booking Samantha when she is available. She is always friendly, kind, and does a fantastic job taking care of our cat when we are away. Thanks Samantha for being such a gem!

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Sitter Profile Image: Bailee B.
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Sitter Profile Image: Bailee B.
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14. Bailee B.

Time with pets is time well spent.
Sauk Creek, Madison, WI, 53717
0.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
from
$20
per visit

Bailee has a knack & a love for all animals & it is evident when she finds time to come home from college. As soon as she steps in the door, our 2 dogs forget we’re gone and I know they rarely leave her side because she showers them with tons of love & attention!

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Sitter Profile Image: Claire G.
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Sitter Profile Image: Claire G.
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15. Claire G.

Your pup’s next best friend :)
Glen Oak Hills, Madison, WI, 53705
1.9 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
1 repeat client
from
$30
per visit

About: Hi! I’m Claire! A remote HR professional who fostered cats and walked dogs at the humane society until I adopted my rescue pup, Sedona, two years ago! Your dog’s needs are my first priority: attentive, caring, goofy, positive reinforcement, clicker training, active lifestyle -willing to adapt to your dog’s lifestyle: need to play fetch every hour? Fine by me! Want to snuggle and go for a short walk? Fine by me! -current dog walker volunteer at the humane society. I have also assisted dog trainers during obedience classes. -communication is key-text updates, pictures of your dog on a walk and I don’t hesitate to reach out if I have any questions! I work from home so I can be very flexible when it comes to drop in visits and walks! I don’t have a predictable schedule so feel free to reach out and we can chat about what works best for you! I treat your pet and home like my own! I will adjust to meet the needs of your best, watch their body language to see how they are feeling, and follow all of your care instructions.

Sitter Profile Image: Kim M.
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Sitter Profile Image: Kim M.
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16. Kim M.

Loving and experienced Dog Mom!
Middleton, WI, 53562
0.9 mi. away
Boarding, Drop-In Visits
5.0 out of 5 stars
94 reviews
40 repeat clients
from
$17
per visit

Kim was wonderful and sent detailed messages about the drop-in visits. The pictures were great to see that our cat was happy. She watered our plants too which was amazing! She cared for the wellbeing of our cat which made it that much easier to leave him. Highly recommend!!

Confirmed availability: Easter Weekend
Sitter Profile Image: Faith L.
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Sitter Profile Image: Faith L.
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17. Faith L.

Love dogs and cats! Fenced Yard 🏡
Middleton, WI, 53562
1.2 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
1 repeat client
from
$30
per visit

Faith is a dog lover at heart and loves being around them and caring for them. She is responsible and understands that owners see their pets as an extension of their family.

Sitter Profile Image: Alisyn L.
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Sitter Profile Image: Alisyn L.
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18. Alisyn L.

Veterinary Technician & Adventurer
Walnut Grove, Madison, WI, 53717
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
35 reviews
14 repeat clients
from
$25
per visit

Did a great job on short notice. Was prompt and communicated well with us. Met us before and after the drop in visit to get our key FOB from us and back to us. Our one nervous pup warmed up quickly to Alisyn.

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Sitter Profile Image: Juan Ignacio B.
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Sitter Profile Image: Juan Ignacio B.
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19. Juan Ignacio B.

Funny with paws
Middleton, WI, 53562
1.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
3 reviews
1 repeat client
from
$25
per visit

Kind and patients with dogs, took care of my American bully and did a great job. Canela had a great time with Juan’s pets and always want to come back.

Confirmed availability: Easter Weekend
Sitter Profile Image: Marianne C.
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Sitter Profile Image: Marianne C.
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20. Marianne C.

go for runs and basic training
Tamarack Trails Community, Madison, WI, 53717
1.1 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
11 reviews
from
$20
per visit

Marianne's compassion and love for animals is incredible. She was so helpful to me when my dog was sick this summer. She was also very knowledgeable about what I should do to help him get better. I would trust mine or anyone's dog with Marianne. She is a wonderful person. Audra I.

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Rover also offers Pet Sitting & Drop Ins in these neighborhoods:

Rover also offers other services in Wexford:

Pet parents in Wexford, Madison, WI love dog sitters on Rover.com. 423 owners have reviewed sitters in Madison, giving them an average rating of 4.9/5. 95% of reviewed stays have received a perfect 5-star rating, and 92% of pet parents live within a short drive of a dog sitter on Rover. That means Rover is the perfect place to go when you're search for loving, safe care for your best friend. Wondering how much you can expect to pay for a day on Rover? Check out our average pet sitting rates to get an idea before you start a conversation with a sitter.

The next time you head out of town and need someone to take care of your pets and check in on you home, turn to Rover. It's easy to find a loving Wexford pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted pet sitters in Wexford, Madison, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet(s). 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 house and pet sitter all through Rover: it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy Wexford pet sitters and avoid the kennel.

Drop-In Visits