Dog Boarding In Westmorland

Find a loving dog sitter to watch your dog overnight at your sitter's home.

Pick up
Search

Every sitter passes an enhanced background check. Learn about RoverProtect

Top rated Westmorland dog boarders

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

1 / 1
Sitter Profile Image: Becky & Judd W.
Verified Enhanced Background Check
Becky & Judd W.
from
$35
per night
5.0 out of 5 stars
29 reviews
4 repeat clients
3 years of experience
FITCHBURG, WI, 53719

Thank you guys very much for watching Boni. I think she had a great time with you guys and she was very tired when she got home. I think she loved having a fenced in yard.

Profile image
Mathew O.
Sitter Profile Image: Doua Song 'Jenny' & Darin K.
Verified Enhanced Background Check
Doua Song 'Jenny' & Darin K.
Star Sitter
from
$55
per night
5.0 out of 5 stars
20 reviews
4 repeat clients
15 years of experience
Stone Meadows, Madison, WI, 53719

Our quirky rescue pup was so well taken care of while we were away! In every update we got it was clear that our dog was feeling more and more comfortable and was left in good hands. We will definitely book again!

Profile image
Justina A.
Sitter Profile Image: Emily B.
Verified Enhanced Background Check
Emily B.
Star Sitter
from
$40
per night
5.0 out of 5 stars
31 reviews
7 repeat clients
8 years of experience
Fitchburg, WI, 53711

This was our first time using Rover, and we could not be happier with the care Emily and her family gave our dog, Bob. It was clear from the start that he was in kind and attentive hands. Emily shared photos during our trip, which meant so much to us and gave us real peace of mind. Knowing Bob was happy and well cared for made it much easier to be away. We will absolutely use Emily again and highly recommend her to anyone looking for loving, reliable care for their pet.

Profile image
Anne F.
Sitter Profile Image: Mary Z.
Verified Enhanced Background Check
Mary Z.
Star Sitter
from
$50
per night
5.0 out of 5 stars
18 reviews
9 repeat clients
10 years of experience
Regent, Madison, WI, 53726

Mary took our dog for our wedding weekend and she was great! Pugsy had a great time with her dog, going on a walk, and going to the dog park! She sent pictures and we did not worry about Pugsy at all! We will definitely book with Mary in the future!

Profile image
Jenna K.
Sitter Profile Image: Olivia R.
Verified Enhanced Background Check
Olivia R.
Star Sitter
from
$50
per night
5.0 out of 5 stars
56 reviews
13 repeat clients
13 years of experience
Madison, WI, 53715

Olivia watched my cat, Tony, for 8 days, and I couldn’t have asked for a better experience. She made me feel completely comfortable leaving him in her care alongside her two cats. I received daily updates and photos, which gave me peace of mind while I was away. It was clear that Tony was well cared for and happy. I would absolutely recommend Olivia to anyone looking for a reliable and caring pet sitter. 10/10!

Profile image
Aiden S.
Sitter Profile Image: Cleda W.
Verified Background Check
Cleda W.
Star Sitter
from
$60
per night
5.0 out of 5 stars
219 reviews
87 repeat clients
11 years of experience
Spring Harbor, Madison, WI, 53705

Cleda was awesome! She took care of our dog as well as we would have ourselves. Frequent updates, communication, and feedback; and a really great environment are just some of the great points.

Profile image
Ares A.
Sitter Profile Image: Stephanie E.
Verified Enhanced Background Check
Stephanie E.
Star Sitter
from
$38
per night
5.0 out of 5 stars
21 reviews
6 repeat clients
18 years of experience
Madison, WI, 53704

My 4 legged member of the family had the blessing of spending the weekend with Stephanie. She kept me updated on his stay with videos and pictures. He went for walks and played in their backyard.

Profile image
Onix
Sitter Profile Image: Edith S.
Verified Enhanced Background Check
Edith S.
Star Sitter
from
$40
per night
5.0 out of 5 stars
70 reviews
25 repeat clients
20 years of experience
Waunakee, WI, 53597

Edith is great and we always feel like Henry is in good hands when he stays with her. Her updates on Henry are the best! They are timely and we enjoy reading and seeing pictures while we’re away.

Profile image
Mizzy R.
Sitter Profile Image: Stefanie B.
Verified Enhanced Background Check
Stefanie B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
61 reviews
19 repeat clients
12 years of experience
Middleton, WI, 53562

Stefanie and her family were so loving to my little dog Dolly! I cant say enough about how accommodating they were while I was away in Arizona for the week. I highly recommend them for your pups dog sitting needs! Will be using them again in the future for sure. Dolly sure does miss them all!

Profile image
Heather M.
Sitter Profile Image: Michelle S.
Verified Enhanced Background Check
Michelle S.
from
$50
per night
5.0 out of 5 stars
37 reviews
8 repeat clients
30 years of experience
Orchard Ridge Community, Madison, WI, 53711

This was Henry's second time staying with Michelle and her family, and he had a great time! I really appreciated the updates and pictures throughout his stay. I will definitely book with Michelle again :)

Profile image
Corinne H.
Sitter Profile Image: Kristin & Bruce M.
Verified Enhanced Background Check
Kristin & Bruce M.
Star Sitter
from
$35
per night
5.0 out of 5 stars
100 reviews
29 repeat clients
2 years of experience
Madison, WI, 53719

Kristin & Bruce were fantastic sitters for Duke. We were able to have peace of mind knowing Duke was being loved by them and their children. Thank you so much!

Profile image
Jessica & Brad G.
Sitter Profile Image: Robert N.
Verified Enhanced Background Check
Robert N.
Star Sitter
from
$50
per night
5.0 out of 5 stars
189 reviews
63 repeat clients
20 years of experience
Orchard Ridge Community, Madison, WI, 53711

Robert is a great sitter. Would highly recommend. We’ll always check to see if he’s free first. Watson came home happy, tired, and well cared for.

Profile image
Morgan L.
Sitter Profile Image: Andrea P.
Verified Enhanced Background Check
Andrea P.
Star Sitter
from
$43
per night
5.0 out of 5 stars
12 reviews
4 repeat clients
1 year of experience
Sauk Creek, Madison, WI, 53717

Very friendly and dependable. Timely communication, and great pictures and updates during the stay. Confident that Louie got lots of attention, exercise, doggy socialization, and love.

Profile image
Matt S.
Sitter Profile Image: Lindsey C.
Verified Enhanced Background Check
Lindsey C.
Star Sitter
from
$45
per night
5.0 out of 5 stars
38 reviews
9 repeat clients
10 years of experience
Madison, WI, 53705

Lindsey was great with my dog! She made sure to update us with photos and activities throughout the days. Thank you Lindsey for showering my fur baby with love and lots of walks!💕

Profile image
Jennifer V.
Sitter Profile Image: Jessica M.
Verified Enhanced Background Check
Jessica M.
Star Sitter
from
$40
per night
5.0 out of 5 stars
35 reviews
7 repeat clients
25 years of experience
Rolling Meadows, Madison, WI, 53714

The kids were happy. Good communication, lots of photos and video. It was a great place with a good yard for them to play. She took good care of our perrhijos.

Profile image
Richard E.
Sitter Profile Image: Elena "Sofi" R.
Verified Enhanced Background Check
Elena "Sofi" R.
Star Sitter
from
$45
per night
5.0 out of 5 stars
37 reviews
11 repeat clients
5 years of experience
Capitol, Madison, WI, 53715

Sofi took incredible care of our girl! She was always responsive and sent us frequent updates where I could see how happy Kiwi was. She is very knowledgeable about pet care and I would trust her with Kiwi anytime! Thank you again for giving so much love to Kiwi!!

Profile image
Gigi F.
Sitter Profile Image: Katie & Samuel W.
Verified Enhanced Background Check
Katie & Samuel W.
Star Sitter
from
$45
per night
5.0 out of 5 stars
29 reviews
12 repeat clients
20 years of experience
MIDDLETON, WI, 53562

Super nice family and home with fenced yard. We needed someone on short notice due to a family emergency. Katie and Samuel offered to be flexible with our return date which we greatly appreciated. Juneau seemed to have done fine.

Profile image
J&S W.
Sitter Profile Image: Ryan & Martha M.
Verified Enhanced Background Check
Ryan & Martha M.
from
$41
per night
5.0 out of 5 stars
49 reviews
21 repeat clients
14 years of experience
Stone Meadows, Madison, WI, 53719

I truly can't say enough wonderful things about Henry's stay with Ryan and Martha's family! They were so kind and accommodating when my travel plans changed several times, and I could tell that Henry was very loved and well cared for. They sent updates and pictures throughout the week, and they were very responsive. It was the best peace of mind having him stay with them, and I will definitely be rebooking in the future!

Profile image
Corinne H.
Sitter Profile Image: Daseanna M.
Verified Enhanced Background Check
Daseanna M.
from
$44
per night
5.0 out of 5 stars
11 reviews
7 repeat clients
4 years of experience
Madison, WI, 53705

Super friendly and inviting! Took great care of my fur baby and sent many updates and photos! Would definitely contact again!

Profile image
Emma L.
Sitter Profile Image: Lee Y.
Verified Enhanced Background Check
Lee Y.
from
$45
per night
5.0 out of 5 stars
9 reviews
2 repeat clients
5 years of experience
Midvale Heights Community, Madison, WI, 53711

Lee was great. He took great care of our dog and gave us status updates, and was very flexible with pick up and drop off. We will definitely book again!

Profile image
William J.
1 / 1
View more sitters

Westmorland dog parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Amy was very prompt at replying to my texts and communicating. Amy was very flexible when our plane was delayed and our dog unexpectedly stayed an extra night. We appreciated Amy accommodating our dog’s special needs (anxiety and reactivity) and showed our dog love and kindness. We would book with her again.

Profile image
Sue H.
Boarding
5.0 out of 5 stars

Jennifer and family were great with Cosmo. They took good care of him and he had a lot of fun with them! Cosmo will be excited to come back!

Profile image
Jeannette L.
Boarding
5.0 out of 5 stars

Elena has been our top choice for boarding Flash for more than 2 years. She clearly loves dogs and provides a safe and stimulating environment. Flash always has fun with Elena at the dog park and he enjoys playing with her dog. We will miss her now that she is moving to a different city.

Profile image
Edward B.
Boarding
5.0 out of 5 stars

Robert was fantastic! He sent regular updates with pictures the whole time, so we always knew our dogs were in good hands. His big backyard was a dream for our dogs, with tons of space to chase each other. He also did a great job administering our dog’s medications without any issues, which we really appreciated. Highly recommend and will definitely be back!

Profile image
Kirsten B.
Boarding
5.0 out of 5 stars

Hannah and her family took excellent care of Mellie! Hannah was flexible, sent lots of pictures, and made sure Mellie felt right at home.

Profile image
Kaycee S.
Boarding
5.0 out of 5 stars

Michelle and her family provided a wonderful home for Roscoe while we were out of town! I was very grateful for the photos she shared of Roscoe having adventures. Thank you, Michelle!

Profile image
c k.
Boarding
5.0 out of 5 stars

Cleda is always so great to work with. She always sends updates regularly and knows how to connect with all different kinds of dogs. Highly recommend!

Profile image
Cecylia D.
Boarding
5.0 out of 5 stars

Jenny & Darin took such wonderful care of my dogs. Their communication was excellent, and the consistent pictures and updates truly put me at ease and allowed me to fully enjoy my trip. It means so much to know they were in a safe, loving environment, and I’m genuinely excited to have found a family who made their home a safe haven for them. I can’t thank them enough and would absolutely trust them with them again!

Profile image
Ame P.
Boarding
5.0 out of 5 stars

Lindsey was great! She gave me a daily picture with cute little captions. Ricochet seemed very happy and cared for. Thank you!!💖💖

Profile image
Joann N.
Boarding
5.0 out of 5 stars

Becky and Judd and family did a great job caring for our golden retriever while we were traveling for our son’s weekend tournament. Very communicative and took great care of our dog while we were away. Highly recommend!

Profile image
Joy T.
Boarding
5.0 out of 5 stars

Taylor kept our energetic, attention-seeking dog happy and healthy! We also really appreciated the meet and greet she scheduled on short notice before hand. Very professional, very affectionate with our dog. thank you, Taylor!

Profile image
Lisa N.
Boarding
5.0 out of 5 stars

Fantastic host! Responsive, friendly, provided photos regularly and clearly knows how to take good care of dogs! Thanks, David!

Profile image
Kaiser K.
Boarding
5.0 out of 5 stars

Polo had a really nice time with Helen and her mom. He got a nice long walk , and Helen was great at communicating updated & photos during the stay.

Profile image
Akshay A.
Boarding
5.0 out of 5 stars

It was our second boarding experience with Grace and she provided excellent care to our large dog. We love the photos and updates she provides.

Profile image
Christina R.
Boarding
5.0 out of 5 stars

Da Yeon was amazing in every way! She went out of her way to give our sweet doggy the best experience while we were gone, and was fantastic in communicating and coordinating. Anyone would be lucky to have their fur babies stay with her, and we’re so grateful to have had such a great experience!

Profile image
Uma C.
Boarding
5.0 out of 5 stars

We had an awesome experience using Michelle to watch our dog while we were out of town! Great communication and lots of pictures! We definitely will be using her again next time we go out of town!

Profile image
Anna S.
Boarding
5.0 out of 5 stars

Shorty had another great stay thanks to Sophia’s tender care. Sophia shared photos and updates, and Shorty came home happy and well taken care of. We especially appreciated Sophia keeping Shorty calm through the horrendous storms that passed through our area while we were away.

Profile image
Jill W.
Boarding
5.0 out of 5 stars

Great dog sitter! Shuting made sure Betty was well exercised and taken care of and that I was kept informed with pictures every single day. Couldn’t have been a better experience!

Profile image
Alicia D.
Boarding
5.0 out of 5 stars

As always, Maria and Diego took such great care of our energetic lab puppy. Wilson came home happy and tired!

Profile image
Sara K.
Boarding
5.0 out of 5 stars

Janice is so caring and always includes some form of exercise for our high energy dog! He always comes home happy.

Profile image
Katherine L.
Boarding
1 / 1
Find pet care near you

How Rover works

  1. 1. Search

    Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs
  2. 2. Meet & Greet

    Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs 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!

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 dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.

  • World-class support

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

Dog Boarding FAQs

Frequently asked questions about Rover

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

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

Typically, dog boarding sitters on Rover respond in under an hour, so you should be matched with the perfect sitter for you and your dog in no time!

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

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

  • Dogs of all ages and abilities, including puppies
  • Pet parents looking for a safe, loving alternative to a kennel
  • Dogs who’d love to socialize with their 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 dog boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your 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 dog boarding 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 dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.