Pet Sitting & Drop Ins In Wilton

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

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Top rated Wilton pet sitters

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

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Sitter Profile Image: Meghan C.
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Meghan C.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
65 reviews
21 repeat clients
20 years of experience
Richmond, VA, 23226

Meghan was great! Sent great updates and was always on time for the scheduled drops. Will be a repeat customer and would recommend to others!

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Reid B.
Sitter Profile Image: Korri H.
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Korri H.
from
$20
per visit
5.0 out of 5 stars
39 reviews
16 repeat clients
15 years of experience
Willow Lawn, Richmond, VA, 23226

Korri helped us out with a last-minute, first-time booking for our older dog. Despite our dog not being into strangers, Korri was very understanding, communicative, and helpful.

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Gwendolyn S.
Sitter Profile Image: Eryn M.
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Eryn M.
from
$18
per visit
5.0 out of 5 stars
3 reviews
38 years of experience
Mary Munford, Richmond, VA, 23221

Erin was such a reliable and attentive cat sitter! I was relieved to see her details and specifics of the boys behavior with drop in visit notes. It helped me know my boys were in great hands. Thank you again Erin!!!!

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Rebekah C.
Sitter Profile Image: Kelsey L.
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Kelsey L.
from
$20
per visit
5.0 out of 5 stars
23 reviews
5 repeat clients
10 years of experience
Richmond, VA, 23226

Kelsey was great taking care of our cat for a couple days when we had to go out of town last minute, definitely will use her again. Thanks Kelsey!

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Gloria T.
Sitter Profile Image: Katharine S.
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Katharine S.
from
$22
per visit
5.0 out of 5 stars
60 reviews
14 repeat clients
27 years of experience
Monument Avenue Park, Richmond, VA, 23230

Katharine is so easy to work with. She is always on time and gives great updates and pics. She is always happy to help watch my puppy who can be crazy sometimes. We will definitely continue to book Katharine!

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Morgan W.
Sitter Profile Image: Ashley M.
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Ashley M.
from
$17
per visit
4.9 out of 5 stars
32 reviews
11 repeat clients
3 years of experience
The Museum District, Richmond, VA, 23221

Ashely was so great! She helped me out last minute, and took amazing care of my dog. She sent pictures during every check in, and I felt super comfortable being away and leaving Ruby in her care!

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Greta B.
Sitter Profile Image: Courtney C.
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Courtney C.
from
$17
per visit
5.0 out of 5 stars
17 reviews
7 repeat clients
13 years of experience
Mary Munford, Richmond, VA, 23221

Our first time using River. Courtney was flexible with times and took great care of our pup. We will definitely be using her again.

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Tonda S.
Sitter Profile Image: Jeffrey H.
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Jeffrey H.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
94 reviews
22 repeat clients
34 years of experience
The Fan, Richmond, VA, 23220

Jeffrey is super reliable and responsive. We always feel comfortable heading out of town knowing our three kids are in the best of hands. They have a complicated feeding routine, and Jeffrey handles it like a pro!

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Ryan C.
Sitter Profile Image: Holland H.
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Holland H.
Star Sitter
from
$14
per visit
5.0 out of 5 stars
65 reviews
16 repeat clients
8 years of experience
Richmond, VA, 23220

Holland was great! My cat seemed happy us usual when I got back from my trip, and Holland was great about sending me pictures and videos. She came when she said she would and she sent me videos of how she played with him to assure he was getting his energy out! I would definitely recommend her to anyone and will definitely look to use her again!

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Madelyn F.
Sitter Profile Image: Sidney D.
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Sidney D.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
57 reviews
17 repeat clients
20 years of experience
The Fan, Richmond, VA, 23220

Sidney is great with our puppy and was very accommodating to do a drop-in on short notice. Would recommend her to anyone looking for drop-ins and dog walks!

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Kyle D.
Sitter Profile Image: Nina F.
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Nina F.
Star Sitter
from
$28
per visit
5.0 out of 5 stars
53 reviews
18 repeat clients
20 years of experience
Carillon, Richmond, VA, 23221

Nina did an outstanding job! I could tell that Maya was happy during our 9 day vacation! She sent lots of photos and updates!! I’m very happy to have Nina sit Maya again!!

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Andrea G.
Sitter Profile Image: Morgan S.
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Morgan S.
from
$20
per visit
5.0 out of 5 stars
19 reviews
10 repeat clients
10 years of experience
Richmond, VA, 23221

Morgan was communicative, prompt, and friendly! It was evident from the photos she sent that my cats loved her. I would book with Morgan again.

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Sarah B.
Sitter Profile Image: Lindsay M.
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Lindsay M.
from
$20
per visit
5.0 out of 5 stars
46 reviews
21 repeat clients
20 years of experience
Byrd Park, Richmond, VA, 23220

Lindsay is AMAZING! She was even able to work with me on my last minute bookings. She took the time to not just take Bika on a walk, but played with her AND gave her cuddles. ??

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Nicole M.
Sitter Profile Image: Sydney R.
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Sydney R.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
10 reviews
2 repeat clients
10 years of experience
Henrico, VA, 23229

Amazing work! My dog is a very anxious dog who grew to love her in their walk. She was very professional and efficient, will definitely book again!

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Nisha E.
Sitter Profile Image: Teresa P.
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Teresa P.
from
$20
per visit
5.0 out of 5 stars
17 reviews
5 repeat clients
6 years of experience
Cedarhurst, Richmond, VA, 23225

Teresa was excellent with my large, often anxious, cat Sherlock. Upon my return I found a happy Sherlock with none of the usual stress symptoms. Teresa also communicated frequently and sent photos of all the snuggles and other antics Sherlock got up to each day. It was great to see my cat happy while I was away!

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Rachel M.
Sitter Profile Image: Avery R.
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Avery R.
from
$20
per visit
5.0 out of 5 stars
99 reviews
25 repeat clients
18 years of experience
The Museum District, Richmond, VA, 23221

My dog looooves Avery and you can tell she really enjoys taking care of dogs. She does a great job, is consistent and reliable, and has come through for me time and time again! Highly recommend.

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Katie B.
Sitter Profile Image: Kallie R.
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Kallie R.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
23 reviews
4 repeat clients
12 years of experience
The Fan, Richmond, VA, 23220

Kallie was a great sitter. She was able to connect quickly with me when I had to go out of town last minute. Ragnar was well taken care of. Would recommend her to folks looking for a pet sitter and would use her again.

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Robin M.
Sitter Profile Image: Sally S.
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Sally S.
from
$15
per visit
5.0 out of 5 stars
5 reviews
25 years of experience
Richmond, VA, 23226

She followed all of my instructions and even got my very shy cat to warm up to her. Would definitely book again

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Hannah I.
Sitter Profile Image: Bailey H.
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Bailey H.
from
$30
per visit
5.0 out of 5 stars
18 reviews
4 repeat clients
9 years of experience
Colonial Place, Richmond, VA, 23226

Bailey is the best at what he does and takes very good and detailed care of your pets, highly recommend!

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Brandon J.
Sitter Profile Image: Kaleigh J.
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Kaleigh J.
from
$18
per visit
5.0 out of 5 stars
29 reviews
3 repeat clients
12 years of experience
Newtowne West, Richmond, VA, 23220

Very Responsible. Respectful. Took pictures each visit and shared information on each visit. Thank You

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Jeremy K.
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Wilton pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

This was my first time leaving my 3 cats for 5 days. Harlee gave all three such great care and made sure they were well-fed, well-watered, and litter scooped. My cuddly girl Roly even had a new cuddle buddy to look forward to! Would definitely recommend for top-notch care and a refreshing peace of mind.

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Tony P.
Drop-In Visits
5.0 out of 5 stars

Hannah is very responsive and reliable. My dog, Honey is very nervous around strangers and can be slow to trust new people, but Hannah has been great with her from the start! Highly recommend her :)

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Katie K.
Drop-In Visits
5.0 out of 5 stars

As always, Audrina is top of the line in thoughtfulness, reliability and professionalism. I’m so lucky to be working with her and offer my highest recommendation.

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Brooke N.
Drop-In Visits
5.0 out of 5 stars

Catherine was amazing with my dog. He’s a little older and requires some patience but he had a blast with Catherine. We will be rebooking for sure.

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Whitney B.
Drop-In Visits
5.0 out of 5 stars

Shelby was amazing to work with from the meet and greet till the final update! Quick replies, great updates, followed all instructions, and clear love and care provided!!

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Joshua K.
Drop-In Visits
5.0 out of 5 stars

Teresa was prompt, easy to communicate with, and took great care of my two kitties! Hope to book again in the future!

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Caroline W.
Drop-In Visits
5.0 out of 5 stars

Amanda was fantastic taking care of my cat for a somewhat last minute request. She even made time for a meet and greet. I will definitely rebook with Amanda in the future

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Katy S.
Drop-In Visits
5.0 out of 5 stars

Kylie did a great job taking care of my two cats, including giving medication. She sent me tons of photos and communicated clearly. She obviously is tuned in to animals and understands their needs. I would highly recommend Kylie for pet sitting.

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Jill I.
Drop-In Visits
5.0 out of 5 stars

Sydney was great - she accepted the booking on short notice, communicated a lot, and was there for my dog!

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Libby W.
Drop-In Visits
5.0 out of 5 stars

Elizabeth was great when watching my cat Callie! She was always really quick to respond and sent great photos and even got her to come out and see her even though she’s shy around new people. Would definitely book again with her!

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Grace B.
Drop-In Visits
5.0 out of 5 stars

We’re so grateful to Nina for being able to watch our boys last minute over Memorial Day weekend! And they loved her :)

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Arielle M.
Drop-In Visits
5.0 out of 5 stars

Samantha was great with my little dog and he was happy and healthy when we returned from our trip! Such great communication while we were away also!

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Mary K.
Drop-In Visits
5.0 out of 5 stars

Margaret went above and beyond when caring for River. My smoke detector was going out due to an apparent dead battery or something and she made every effort to help the situation. Her communication was great and I felt very comfortable knowing that my cat was in her hands ! Thank you Margaret.

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Haley D.
Drop-In Visits
5.0 out of 5 stars

Pamela and Paul were great! My dog is a little anxious and they jumped right in. It was so great to not have to worry!

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Sara W.
Drop-In Visits
5.0 out of 5 stars

lee was very friendly, trustworthy and went above and beyond when he cared for my kitty :) would definitely rebook!

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Bowie Y.
Drop-In Visits
5.0 out of 5 stars

Meghan was great with my cats and dogs. She was very professional and took notes at our meet and greet. She didn't have to ask any questions while caring for my pets. She also didn't send an overabundance of pictures, usually just one picture of each animal.

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Jennifer O.
Drop-In Visits
5.0 out of 5 stars

Erin was such a reliable and attentive cat sitter! I was relieved to see her details and specifics of the boys behavior with drop in visit notes. It helped me know my boys were in great hands. Thank you again Erin!!!!

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Rebekah C.
Drop-In Visits
5.0 out of 5 stars

Jordan is the best! She took great care of our cats for more than a week twice a day, communicated timing and sent photos every visit. She’s always our first ask whenever we go out of town!

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Alyssa C.
Drop-In Visits
5.0 out of 5 stars

Our two cats love visits with Kay! We've booked a few times now and Kay is thoughtful and easy to work with.

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Alexandria H.
Drop-In Visits
5.0 out of 5 stars

Niely was my first Rover I’ve booked for my two kittens. She was incredibly responsive, kind, and took great care of my cats. If you are looking for a sitter who genuinely cares about your pet, look no further than Niely!

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Gabrielle L.
Drop-In Visits
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Find pet care near you

How Rover works

  1. 1. Search

    Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per night for pet sitting in Wilton is $28

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 pet 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.

Pet Sitting FAQs

Frequently asked questions about Rover

Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in Wilton on Rover as of Jun 2026 was about $28 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.

If you’re searching for a Wilton pet sitter for the first time, visit the pet sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a pet sitter before, learn more about how to do this in the Rover app or on your computer.

Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, pet sitters on Rover respond in under an hour.

Experience can vary widely from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when comparing pet sitters available in Wilton.

Rover makes it easy to find Wilton pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:

  • Pets of all ages and abilities, including puppies
  • Pet parents looking for a safe, loving alternative to a kennel
  • Pets who’d love to socialize with their pet sitter’s pets

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your pet sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.