Dog Boarding Highlands Community

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

Pick up
Search

Highlands Community, Find top rated dog boarding

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: Cleda W.
Verified Background Check
Cleda W.
Star Sitter
from
$60
per night
5.0 out of 5 stars
225 reviews
88 repeat clients
11 years of experience
Spring Harbor, Madison, WI, 53705

Cleda has been our pet sitter for the past 2 years and she's just the best! Our pups love her, we get updates and cute pics everyday, and we're just happy and comfortable knowing our pups will have the best care and best time with her!

Profile image
Pamela D.
Sitter Profile Image: Sarah H.
Verified Background Check
Sarah H.
from
$40
per night
5.0 out of 5 stars
40 reviews
16 repeat clients
10 years of experience
Verona, WI, 53593

My pup, Toby, had an awesome time staying with Sarah and her pup!!! She took him out for walks multiple times a day, plus a quick run, which is perfect for my high energy puppy. She kept me updated through out the weekend with texts and pictures. Sarah, you were amazing! Thank you again for taking care of the Tobe-master!

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

Edith was so amazing. We knew right from the beginning that she would take care of our baby. We wouldn't hesitate to come back again. Everything went so smoothly, I wouldn't worry one bit about booking. Thank you again! -Anne & Anthony

Profile image
Anthony T.
Sitter Profile Image: Sarah M.
Verified Enhanced Background Check
Sarah M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
124 reviews
17 repeat clients
35 years of experience
Deforest, WI, 53532

We just completed our dogs 3rd stay at Sarah and Zach's house and we already have stay #4 booked. Our always have so much fun and get lots of outdoor playtime. We love the photo and video updates and especially enjoy knowing they are being so well cared for while we are away.

Profile image
Lisa W.
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
32 reviews
13 repeat clients
20 years of experience
MIDDLETON, WI, 53562

Katie and Samuel were great to Jarvis and sent us several updates throughout his stay. They also have a gated backyard to help with energetic dogs. I would highly reccomend!

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

Michelle did a fantastic job watching our doggy James! Super friendly and very easy to work with and flexible around our schedule. Her and her family were a pleasure to meet and made the entire experience easy. We are very happy and will absolutely book with her again!

Profile image
John G.
Sitter Profile Image: Nicole P.
Verified Background Check
Nicole P.
from
$30
per night
5.0 out of 5 stars
9 reviews
2 repeat clients
5 years of experience
Sauk Creek, Madison, WI, 53717

About: I have a dog of my own and I’ve done boarding, drop ins and walks before. I’ve grown up with dogs in the house and have watched family friends dogs numerous amounts of times. I currently work full time (8-4:30) during the week, but can do evenings on week days and any time during weekends! I am very flexible and can make anything work! I can abide by whatever schedules/routines you have in place. If your dog likes to socialize, my dog would be a great buddy! I understand dogs need to follow certain rules and need to be let out/fed in a timely manner.

Sitter Profile Image: Manjusha & Midhun V.
Verified Enhanced Background Check
Manjusha & Midhun V.
Star Sitter
from
$23
per night
5.0 out of 5 stars
5 reviews
2 repeat clients
10 years of experience
Verona, WI, 53593

Elmer absolutely loved staying with Manjusha and Midhun. They sent so many wonderful updates and photos, and kept him well entertained. He was only slightly disappointed to be leaving them to come back home with us 😋. I'd definitely book with them again! Easy to communicate with and flexible with scheduling.

Profile image
Cecylia D.
Sitter Profile Image: Stefanie B.
Verified Enhanced Background Check
Stefanie B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
80 reviews
27 repeat clients
14 years of experience
Middleton, WI, 53562

Excellent! I really appreciated all the updates and photos from Stefanie. Great communication and flexible with drop off and pick up times. Will definitely use again in future.

Profile image
Sarah W.
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
27 reviews
7 repeat clients
15 years of experience
Stone Meadows, Madison, WI, 53719

Jenny and her family did an excellent job watching Teddy and giving him the best experience during the holidays. It was even his birthday and they went above and beyond to throw a birthday party for him! We are so appreciative of how well Teddy was treated and all the photo updates were reassuring. Teddy is looking forward to his next stay! Highly recommend! 🤍

Profile image
Maggie Y.
Sitter Profile Image: Lindsey C.
Verified Enhanced Background Check
Lindsey C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
42 reviews
12 repeat clients
10 years of experience
Madison, WI, 53705

Lindsay took great care of my dog, Taydo. Long walks, snoozes on her couch, and photos to keep me updated. I believe LIndsay to be completely trustworthy which is really important for a pet sitter.

Profile image
Holly K.
Sitter Profile Image: Hannah P.
Verified Enhanced Background Check
Hannah P.
from
$60
per night
5.0 out of 5 stars
10 reviews
5 repeat clients
18 years of experience
Vilas, Madison, WI, 53711

This is our second time leaving our dog with Hannah and her family and we couldn’t be happier. Our dog was so excited to see them, the ultimate sign of approval!

Profile image
Emma B.
Sitter Profile Image: Jenna H.
Verified Enhanced Background Check
Jenna H.
from
$31
per night
5.0 out of 5 stars
28 reviews
8 repeat clients
30 years of experience
Waunakee, WI, 53597

Jenna was wonderful taking care of our dog. She was attentive, friendly and happy to have our dog stay with her and her family. She sent us regular updates and photos during the stay. We would highly recommend Jenna and would book with her again.

Profile image
Arturo G.
Sitter Profile Image: Allison C.
Verified Enhanced Background Check
Allison C.
Star Sitter
from
$40
per night
5.0 out of 5 stars
8 reviews
2 repeat clients
5 years of experience
Glen Oak Hills, Madison, WI, 53705

Our three dogs had a great night with Allison! She was easy to work with and laid back. Dogs got to chill on the couch, luxury access to special beds and blankets. Thanks for a great stay!

Profile image
Ceri J.
Sitter Profile Image: Ronalisa E.
Verified Enhanced Background Check
Ronalisa E.
from
$45
per night
5.0 out of 5 stars
39 reviews
15 repeat clients
7 years of experience
Madison, WI, 53704

Rona took excellent care of Basie and Mimi while we were away! She sent us regularly updates of the doggies sleeping, eating, and playing and she made sure that they wore their sweaters when they went outside in the chilly weather. Definitely would book again, she's amazing!

Profile image
Charity P.
Sitter Profile Image: Duane & Lauren S.
Verified Enhanced Background Check
Duane & Lauren S.
Star Sitter
from
$32
per night
5.0 out of 5 stars
91 reviews
28 repeat clients
30 years of experience
Ridgewood, Madison, WI, 53704

Such a treat to have Duane & Lauren take care of my pup, Rapha while I was away. They are very responsive and attentive to the needs of both owner and doggie. Thank you!

Profile image
Russhell C.
Sitter Profile Image: Robert N.
Verified Enhanced Background Check
Robert N.
Star Sitter
from
$50
per night
5.0 out of 5 stars
203 reviews
69 repeat clients
20 years of experience
Orchard Ridge Community, Madison, WI, 53711

Robert was awesome! Very communicative and flexible with drop off and pick up and has a great place for dogs to stay. Sent frequent updates and pictures. Will definitely be using Robert in the future

Profile image
Webb K.
Sitter Profile Image: Ryan & Jocelyn R.
Verified Background Check
Ryan & Jocelyn R.
from
$55
per night
5.0 out of 5 stars
79 reviews
21 repeat clients
20 years of experience
Greentree, Madison, WI, 53711

Ryan and Jocelyn were wonderful! They sent updates of Ellie for me, and it was clear she was well taken care of and having a good time. She was very tired when I picked her up, so she definitely got a lot of attention and activity.

Profile image
Becca H.
Sitter Profile Image: Ann A.
Verified Enhanced Background Check
Ann A.
Star Sitter
from
$70
per night
5.0 out of 5 stars
136 reviews
52 repeat clients
10 years of experience
Madison, WI, 53719

About: I have been a pet owner for over 10 years and friends and neighbors have trusted me to take care of their pets while they were away. I understand that every pet is different and am vigilant about their needs and boundaries. I have a flexible schedule and work from home, so I can tend to the needs of your pets on their schedule. I will be sure to communicate if any scheduling conflicts arise. I will treat both your pets and your home as I would my own. I have experience with both dogs and cats (and plants), and I can be flexible with whatever your pet may need.

Sitter Profile Image: Stephanie E.
Verified Enhanced Background Check
Stephanie E.
Star Sitter
from
$42
per night
5.0 out of 5 stars
28 reviews
8 repeat clients
18 years of experience
Madison, WI, 53704

Stephanie was great! She was easy to work with, took fantastic care of our pup. Our girl wasn't sure she wanted to leave. She sent lots of pictures and provided a fun and active environment. Would highly recommend!

Profile image
Holli H.
1 / 1
View more

The median cost per night for dog boarding in Highlands Community is $45

Dog parents share their Rover experiences - Highlands Community

1 / 1
5.0 out of 5 stars

Chelssey was awesome! Great communication prior and during Sunny’s stay which I loved! She also sent pictures which was fun. We will book again with Chelssey.

Profile image
Carol D.
Boarding
5.0 out of 5 stars

Will always choose Camp Cleda for my pups, they're so well cared for, awesome communication, and just a ton of piece of mind!

Profile image
Pamela D.
Boarding
5.0 out of 5 stars

It is always a great feeling when we have to leave our dogs with Michelle and her family. We know they are in good hands and get treated like family when they are staying at their house. The daily updates and picture are so appreciated.

Profile image
Andrew P.
Boarding
5.0 out of 5 stars

Austin was great, and at a very convenient location. Pretzel loves having other pups to hang out with.

Profile image
Brian P.
Boarding
5.0 out of 5 stars

1000% would recommend! Meaghan and her husband are so wonderful, and kept us updated with photos and videos throughout. Our dog loves playing with their sweet dog and he gets lots of cuddles from them and love. This is our second time using them as dog sitters and our dog seemed so excited to see them. There is nothing greater when you have to drop them off and to know that they are happy to be there and in good hands. :)

Profile image
Lesley S.
Boarding
5.0 out of 5 stars

They are amazing and always take such good care of Jarvis. This time we were away for 2 weeks and he could not have been in better hands. Jarvis always has a great time with them and they make him feel right at home.

Profile image
Justin L.
Boarding
5.0 out of 5 stars

Christine is flexible and kind! She really cares and will do her best to help your pet feel at home.

Profile image
Savannah P.
Boarding
5.0 out of 5 stars

Julie is such a wonderful sitter and has taken the time to understand all of the wonderful quirks of our dog. She is amazing! Would highly recommend.

Profile image
Grace S.
Boarding
5.0 out of 5 stars

Shuting and her partner did a phenomenal job taking care of our dog, Suri, for a week while we were away. Shuting sent us multiple updates and photos everyday and did a great job keeping our dog entertained, socialized, and exercised. She also has a genuine interest and care for dogs and played food games and snuggled our pup, when the weather didn't permit outdoor play. Thank you Shuting! Ten out of ten would book again!

Profile image
Eleanor C.
Boarding
5.0 out of 5 stars

Our first Rover experience couldn’t have been better! Robert came highly recommended by friends, and he absolutely lived up to that recommendation. This was our first time leaving our pup with someone outside of family, and because he can be anxious, guarded, and has separation anxiety, I was pretty nervous. Robert arranged a meet-and-greet a month ahead of our stay, which immediately put me at ease. His calm, easygoing demeanor was reassuring from the start. Every concern I mentioned was met with, “I have ideas to work with that,” or “We’ll figure it out as we go.” I knew our guy was in good hands. His large, beautiful fenced-in backyard is a dog’s dream, and I really appreciated that he limits the number of dogs he boards at a time. He cared for both our pup and our daughter’s dog for three nights during our daughter’s wedding weekend. The regular photos and little updates allowed us to relax and focus on the celebration without worrying about the dogs. Best of all, our pup settled in quickly and had a great stay! What a relief. We couldn’t be happier with our first Rover experience and look forward to having Robert care for our dogs again. We highly recommend him without hesitation!

Profile image
Tiffany E.
Boarding
5.0 out of 5 stars

What a great place for our dog to be. Lee was kind, caring and took great care of our puppy. Our pup got to run around in a wonderful fenced yard. Would highly recommend using Lee.

Profile image
Stephanie L.
Boarding
5.0 out of 5 stars

Stefanie was so good with our dog Scout. She did a great job introducing him to her dog and to new people, and we would absolutely trust her with Scout any time. We would recommend her to anyone, whether you have an easy dog or a more difficult dog. Thanks, Stefanie!

Profile image
Jessica H.
Boarding
5.0 out of 5 stars

Lindsey took great care of my anxious pup and provided regular updates - at pick up she was happy and well exercised! Highly recommend for anyone concerned about quality care 🙌

Profile image
Kadin S.
Boarding
5.0 out of 5 stars

Our three dogs had a great night with Allison! She was easy to work with and laid back. Dogs got to chill on the couch, luxury access to special beds and blankets. Thanks for a great stay!

Profile image
Ceri J.
Boarding
5.0 out of 5 stars

Buzby had a wonderful stay! He seemed to love it, and they kept us up to date with messages and photos. Will definitely book again!

Profile image
Jane B.
Boarding
5.0 out of 5 stars

Amy and her family including the pups were the best hosts for Polo. My pup had a good time with Amy and we will highly recommend Amy to anyone looking for a sitter.

Profile image
Akshay A.
Boarding
5.0 out of 5 stars

This was our forst experience using Rover and it could not have been better. Andrea and her family took such good care of our dog. She was very communicative about how he was doing and sent lots of pictures and video so we could see he was okay. She is very professional which put me at ease right away. I definitely recommend her services.

Profile image
Michelle D.
Boarding
5.0 out of 5 stars

Autumn was awesome and gave so many updates and pictures! Sadie was so happy and comfortable. She took such great care of Sadie. Would definitely recommend.

Profile image
Kenadie S.
Boarding
5.0 out of 5 stars

Jesse was amazing with my senior dog. She communicated very well, and was extremely flexible with my pick-up and drop off times. If I need a sitter again, I will definitely be rebooking!

Profile image
Jolie N.
Boarding
5.0 out of 5 stars

My dog (Zuri) found a new best friend and bcz of Zhenghuan, she made plenty of new friends. Happy that I found you, my friend! 🥳

Profile image
Pranav J.
Boarding
1 / 1
Find pet care near you

Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

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 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.

Meet local sitters who will treat your dogs like family

  1. 1. Search

    Browse profiles of sitters near you who offer dog boarding
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

Popular requests for dog boarding - Highlands Community

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Highlands Community average 11
repeat dog boarding clients

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge