Dog Boarding In High Crossing

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 High Crossing 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: Duane & Lauren S.
Verified Enhanced Background Check
Duane & Lauren S.
Star Sitter
from
$20
per night
5.0 out of 5 stars
78 reviews
24 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: Erik R.
Verified Enhanced Background Check
Erik R.
from
$30
per night
4.9 out of 5 stars
33 reviews
12 repeat clients
15 years of experience
Sun Prairie, WI, 53590

Erik and his family were awesome. My dogs were much happier than when I used a boarding facility. Would use them again and recommend highly. Thank you Erik and your family for treating my dogs like family.

Profile image
Theresa A.
Sitter Profile Image: Valeriia H.
Verified Enhanced Background Check
Valeriia H.
from
$20
per night
5.0 out of 5 stars
6 reviews
4 years of experience
Madison, WI, 53718

Thank goodness for Valeriia’s last minute availability!!! She was super responsive and more than willing to help out. Thank you for all the daily updates and photos! She gave me so much peace of mind that Pippi was under such great care!!!

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

I can't recommend Stephanie highly enough! She recently watched our dog, Hazel, and she was truly wonderful from start to finish. From the moment we dropped Hazel off, Stephanie provided excellent and frequent updates, including photos and videos, which really put our minds at ease. It was clear that Hazel was having a great time and felt completely comfortable in her care. Stephanie was incredibly reliable, easy to communicate with, and genuinely treated Hazel like her own family. Hazel came home tired, happy, and clearly well-loved. If you're looking for a trustworthy, loving, and professional sitter on Rover, book Stephanie—we certainly will be booking her again!

Profile image
Michael K.
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
8 repeat clients
25 years of experience
Rolling Meadows, Madison, WI, 53714

Jessica was wonderful and super friendly. My dog Bell stayed for a few days and we got the cutest picture updates. Her dogs are so well behaved and Bell was so happy she had friends to vacation with. She came home and slept the rest of the night! Would book again and will recommend her to others!

Profile image
Angel B.
Sitter Profile Image: Jennifer J.
Verified Enhanced Background Check
Jennifer J.
from
$35
per night
5.0 out of 5 stars
5 reviews
3 repeat clients
6 years of experience
Lake Edge, Madison, WI, 53716

Lucy had a great weekend with Jennifer! She got along great with Oscar. Tick season is pretty bad this year and Jennifer made sure to look over Lucy and keep her tick-free!

Profile image
Chuck S.
Sitter Profile Image: Kaycee & Robert R.
Verified Enhanced Background Check
Kaycee & Robert R.
Star Sitter
from
$35
per night
5.0 out of 5 stars
33 reviews
4 repeat clients
16 years of experience
Heritage Heights, Madison, WI, 53714

Kaycee and Robert are the best! They took such good care of our little dog, who has never spent time away from us. They took him on walks, played with him, and kept him warm and safe. Our dog loved Tank (their dog) and the kids. He had a blast with this lovely family. They are kind and warm people who took excellent care of our dog. It is evident that they are expert dog owners who have fostered and trained many dogs. We will definitely book them next time we leave town. We highly recommend them!

Profile image
Hanan A.
Sitter Profile Image: Tony D.
Verified Enhanced Background Check
Tony D.
Star Sitter
from
$50
per night
5.0 out of 5 stars
175 reviews
62 repeat clients
25 years of experience
Madison, WI, 53718

Tony did a great job with our dog, Chester. It was our first time leaving our dog with someone else, so we were a little nervous, but he did so well! Tony was great at sending us pictures and updates every day, and we could tell Chester was having a wonderful time. We’d definitely book with Tony again!

Profile image
Amanda E.
Sitter Profile Image: Regine T.
Verified Enhanced Background Check
Regine T.
from
$35
per night
5.0 out of 5 stars
6 reviews
1 repeat client
5 years of experience
Sun Prairie, WI, 53590

Wonderful dog sitter! Sent photos daily and gave updates!!! Loved on my pup and treated him like one of their own! Will definitely use Regine again!!!

Profile image
Joelle T.
Sitter Profile Image: Erika M.
Verified Background Check
Erika M.
from
$43
per night
4.9 out of 5 stars
163 reviews
77 repeat clients
13 years of experience
Sun Prairie, WI, 53590

We were swayed to contact Erika for our dog caregiver by her glowing reviews on Rover. Throughout our communications with Erika through Rover prior to our vacation, and upon meeting her when we dropped our dogs off with her, she was warm, kind, and a very professional young lady. We were impressed by her and the wonderful habitat that our pups would call home for the next two weeks. Our dogs need exercise, and she excelled in that. One of our dogs even lost weight. We will return to Erika for future needs, and rest easy that our dogs are in the best hands!

Profile image
Patricia C.
Sitter Profile Image: Korie L.
Verified Background Check
Korie L.
Star Sitter
from
$40
per night
5.0 out of 5 stars
16 reviews
7 repeat clients
20 years of experience
Madison, WI, 53718

Korie took wonderful care of Dizzy! Her communication and updates were clear and she was flexible with pickup and drop off times. Would absolutely love for Dizzy to stay with Korie and Ozzy again.

Profile image
Carol P.
Sitter Profile Image: Brandon & Katy S.
Verified Enhanced Background Check
Brandon & Katy S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
5 reviews
2 repeat clients
15 years of experience
Worthington Park, Madison, WI, 53714

Brandon and Katy did a great job caring for my dog Bolton. Their beautiful Australian Shepard was wonderful playmate for Bolton.

Profile image
Barb R.
Sitter Profile Image: Suellen A.
Verified Enhanced Background Check
Suellen A.
Star Sitter
from
$55
per night
5.0 out of 5 stars
64 reviews
22 repeat clients
35 years of experience
Schenk-Atwood, Madison, WI, 53704

Zac enjoyed being at Suellen’s! Thank you Suellen for taking care of Zac for the weekend and taking him for walks and playtime. Much appreciated!

Profile image
Rukmini B.
Sitter Profile Image: LAVAL [VAL] S.
Verified Background Check
LAVAL [VAL] S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
272 reviews
148 repeat clients
30 years of experience
Sun Prairie, WI, 53590

Val and his wife were absolutely wonderful with Logan! They gave him so much love and attention, and I felt completely at ease while we were away. I really appreciated the updates and could tell Logan was happy and well cared for. I highly recommend them and would definitely book again!

Profile image
Virginia C.
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 was great with our puppy Artemis! We were able to meet beforehand for a short notice meet and greet before the holidays. Artemis got along really well with her two dogs and it seemed like he was having a lot of fun throughout the day- he came back exhausted and happy to see us after a couple of weeks, but we could tell that he was well taken care of. Edith sent frequent picture updates, and we felt like he was in good hands the whole time. I would definitely book Artemis here again in the future!

Profile image
Sophia D.
Sitter Profile Image: Mallory P.
Verified Enhanced Background Check
Mallory P.
from
$28
per night
5.0 out of 5 stars
2 reviews
1 repeat client
8 years of experience
Capitol, Madison, WI, 53703

Mallory was absolutely amazing. Our dog had a very fun time with her.

Profile image
Nancy W.
Sitter Profile Image: Angelica P.
Verified Enhanced Background Check
Angelica P.
from
$28
per night
5.0 out of 5 stars
2 reviews
5 years of experience
Elvehjem, Madison, WI, 53719

Angelica was communicative and amazing, the pups loved her!

Profile image
Dantiel M.
Sitter Profile Image: Derek & Yoki S.
Verified Enhanced Background Check
Derek & Yoki S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
71 reviews
25 repeat clients
7 years of experience
Lake Edge, Madison, WI, 53716

Yoki and Derek were great with Ziggy and Zoey, who were staying overnight away from me for the first time in their lives! They were very patient with my pups and generously shared photos throughout the duration of the dog’s stay.

Profile image
Thaddeus D.
Sitter Profile Image: Alexander & Hannah K.
Verified Enhanced Background Check
Alexander & Hannah K.
Star Sitter
from
$45
per night
5.0 out of 5 stars
30 reviews
5 repeat clients
15 years of experience
Carpenter-Ridgeway, Madison, WI, 53704

Bentley had a great time with you both! Thanks for taking such good care of our baby! We REALLY appreciated the pictures you sent while he was with you, too! We will absolutely book with you again.

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

Estrella loved going to Sarah's house! She always has a fun time playing with Sarah's dogs and she met a new friend in the regular daycare dog they host. We got lots of adorable pictures and videos and Estrella came home tired and happy!

Profile image
Poushali G.
1 / 1
View more sitters

High Crossing dog parents share their Rover experiences

1 / 1
5.0 out of 5 stars

From the beginning, Marlene was extremely flexible in coordinating Freya’s stay. Throughout Freya’s stay, I received consistent updates and pictures, which made me smile each time I saw them. I could tell, both from the pictures and from Freya’s great mood when I arrived for pick up, that she had fun and felt comfortable with Marlene. I was thrilled with Marlene’s services, and I would trust Freya with her any time. I highly recommend Marlene to anyone!!

Profile image
Pete T.
Boarding
5.0 out of 5 stars

She was amazing with my senior bay that has quite a few special considerations when it comes to care. I felt my dog was well taken care of and well loved! Will definitely be reaching out again in the future!

Profile image
Yesenia T.
Boarding
5.0 out of 5 stars

Kaycee was super friendly and sent updates and pictures! Her house was nice and clean and there is a big fenced in yard.

Profile image
Sara S.
Boarding
5.0 out of 5 stars

Julie is the best! We feel so fortunate that we found her. Darwin loves to spend time with her and her other pups.

Profile image
Michael H.
Boarding
5.0 out of 5 stars

Jessica is the best sitter I have ever had on Rover!!! She took great care of my Mickey and provided lots of updates throughout each day. Will definitely book with her again, my dog had a great time with her and her dogs!!

Profile image
Allison M.
Boarding
5.0 out of 5 stars

Christina (and her dog Beira) were so great for our dog. She was especially responsive and accommodating. Since our dog is somewhat anxious with new people, we asked Christina to make time for a meet and greet at her home so our dog could sniff it out and meet the resident dog a week before boarding her there. She was especially receptive to that and we think it made for a great experience as we could get all our questions out of the way ahead of time!

Profile image
Michelle Z.
Boarding
5.0 out of 5 stars

Tonisha treated my dog Sophie with care. Sophie is a very anxious pup, so I was nervous about leaving her. Tonisha took pictures and gave me updates throughout the three days stay. Sophie did just fine and I would recommend Tonisha to take care of your fur baby.

Profile image
Deb M.
Boarding
5.0 out of 5 stars

Jessica was wonderful with my dog and sent so many pictures and videos which made me miss my girl just a little less while I was out!

Profile image
Deepti N.
Boarding
5.0 out of 5 stars

Whitney was excellent! Super sweet with my dog Ollie. Her dog Odin is a sweet guy too! She was great at communicating throughout the stay. Highly recommend!

Profile image
Angi K.
Boarding
5.0 out of 5 stars

Tony has watched Dessie well over a dozen times in the past year and a half. Though she is typically quite nervous around other humans as a rescue, it’s clear that Tony has earned her love and affection. She has a great time playing with all the other dogs and I love getting photos of her every day while I’m away. Tony is extremely reliable and my go-to whenever I need someone to watch my precious girl.

Profile image
mitch s.
Boarding
5.0 out of 5 stars

Great Sitters ! Very Kind and responsive. They have other dogs - Be aware if your dog sensitive of dog aggressive.

Profile image
Jim R.
Boarding
5.0 out of 5 stars

From the initial meet and greet up to picking my dog up after his stay, Bekah was a fantastic communicator and made our boy feel right at home. I love how much access he had to their large back yard and it was great that he had a couple of pup pals to play with too. Thank you for all the great pictures and updates. He came home absolutely pooped and happy - the sign of a perfect doggo vacation!

Profile image
Audrey T.
Boarding
5.0 out of 5 stars

My dog had a great time with Brittany. She loved being in her backyard. Her dad got to know the neighbors dog had fun with a dog through the fence.

Profile image
Taylor M.
Boarding
5.0 out of 5 stars

Amazing! Took care of my mother in law teddy bear mix for a week list minute for us and super kind and helpful when we picked up and dropped off. Highly recommend!

Profile image
Miriah A.
Boarding
5.0 out of 5 stars

Wonderful dog sitter! Sent photos daily and gave updates!!! Loved on my pup and treated him like one of their own! Will definitely use Regine again!!!

Profile image
Joelle T.
Boarding
5.0 out of 5 stars

Monica and her husband were absolutely wonderful with our puppy! They boarded him overnight while we were out of town, and from the start they were so kind, welcoming, and easy to communicate with. They sent tons of pictures and updates, which gave us so much peace of mind. Our puppy had a blast playing with their puppy and got lots of walks and attention. Honestly, I was a little worried he was having so much fun he wouldn’t want to come home 😂 We’re so grateful for the love and care they gave him and would absolutely book with them again! Highly recommend!

Profile image
Tiffany H.
Boarding
5.0 out of 5 stars

Wystria was great with Louis! He stayed with her for a few weeks and was in good hands. We’ll definitely use her again for boarding.

Profile image
Julia H.
Boarding
5.0 out of 5 stars

Tracy was took great care of my dog! She sent daily updates with pictures and videos. Will definitely have Tracy watch my puppy again!!

Profile image
Allison M.
Boarding
5.0 out of 5 stars

Julie was very easy to communicate with, and loved hard on our dog while we were away. Thank you so much!

Profile image
Betsy B.
Boarding
5.0 out of 5 stars

I can’t say enough wonderful things about Laura! We had a last minute care cancellation and needed a sitter for our 4 month old puppy. Not only did she take him in as one of her own, she helped safely build his confidence and helped him socialize with her gentle and well mannered dogs and cat of her own. I got multiple updates throughout the weekend, lots of pictures and best part is we were able to enjoy our best friend’s wedding because our worries were truly at ease knowing he was being taken care of by Laura. Will absolutely be looking to Laura first for any puppy care needs moving forward and I HIGHLY recommend having your fur baby stay with her ❤️

Profile image
Arianna V.
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 High Crossing 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 High Crossing.

Rover makes it easy to find High Crossing 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.