Pet Boarding in Chesapeake

Find a loving Chesapeake pet sitter to watch your cat or dog overnight at your sitter’s home.

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Top rated Chesapeake pet 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: Lisa R.
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Lisa R.
from
$40
per night
5 out of 5.0 stars
320 reviews
113 repeat clients
10 years of experience
Suffolk, VA, 23432

Daisy had a great time and fit right in with Lisa's family and the other dogs. I appreciated the communication and pictures she shared to let us know that Daisy was doing well. Will definitely use Lisa's services in the future!!

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Carrie T.
Sitter Profile Image: Derek J.
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Derek J.
Star Sitter
from
$27
per night
5 out of 5.0 stars
32 reviews
5 repeat clients
20 years of experience
Virginia Beach, VA, 23454

Derek is amazing. He has a love for dogs. He treated Max like his own pup. I would recommend and ask him to watch Max again. Dog came home and slept after a full weekend of walks with Derek. He is the best.

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Ben C.
Sitter Profile Image: Eugene J.
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Eugene J.
from
$44
per night
5 out of 4.9 stars
118 reviews
52 repeat clients
8 years of experience
Great Bridge East, chesapeake, VA, 23322

Great first experience with both Rover and Eugene! Great communication prior to booking and during booking, Eugene sent multiple photos and videos from out on walks/play sessions. Our pup came home happy and healthy.

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Sarah G.
Sitter Profile Image: Priscilla G.
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Priscilla G.
Star Sitter
from
$43
per night
5 out of 5.0 stars
208 reviews
65 repeat clients
8 years of experience
Virginia Beach, VA, 23453

Obi had an amazing time at Priscilla’s! I was a little nervous leaving him for a few weeks in a new place but he had such a great time! Lots of interaction with other dogs, we got lots of good updates. Really happy with the experience obi had and would definitely use Priscilla’s services again in the future ⭐️⭐️⭐️⭐️⭐️

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Hannah M.
Sitter Profile Image: MaryKathryn & Sebastian O.
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MaryKathryn & Sebastian O.
Star Sitter
from
$42
per night
5 out of 5.0 stars
24 reviews
10 repeat clients
12 years of experience
North Central, Virginia Beach, VA, 23452

MaryKathryn & Sebastian are amazing and loved on my pets while at their house. They are very flexible since our schedule changed a little and made sure everyone owners and pets were comfortable. We will be definitely repeat customers.

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Brian F.
Sitter Profile Image: Matthew U.
Verified Enhanced Background Check
Matthew U.
Star Sitter
from
$30
per night
5 out of 5.0 stars
54 reviews
17 repeat clients
30 years of experience
Norfolk, VA, 23518

Second time around with Matt... communication is stellar, I completely trust my pup with him... super-nice man, as well. I'll be back for more next time I travel. A+

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Chuck T.
Sitter Profile Image: Nichole U.
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Nichole U.
from
$50
per night
5 out of 5.0 stars
135 reviews
54 repeat clients
14 years of experience
Virginia Beach, VA, 23456

Nichole was amazing and my two dogs had an absolute blast at her house for a few days. I was worried about some anxiety one of my dogs has with strangers and she quickly put me at ease and sent updates throughout their entire stay. The girls had so much fun they immediately passed out as soon as I got them home. Highly recommend!

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Haley C.
Sitter Profile Image: Rachael R.
Verified Enhanced Background Check
Rachael R.
Star Sitter
from
$35
per night
5 out of 4.9 stars
141 reviews
41 repeat clients
20 years of experience
Great Bridge, Chesapeake, VA, 23322

Rachel was great. I reached out to several dog sitters and after meeting Rachael I knew my boy would be in the great hands. Rachael kept me up to date with pictures/videos and made sure my boy was safe. Duke had a great stay and will be booking with Rachael again.

Profile image
Allison S.
Sitter Profile Image: Nancy B.
Verified Background Check
Nancy B.
Star Sitter
from
$30
per night
5 out of 4.9 stars
57 reviews
29 repeat clients
2 years of experience
Norfolk, VA, 23503

Fletcher enjoyed his time staying with Nancy. I did not have to worry about him while I was gone and I appreciate Nancy's flexibility with my travel schedule.

Profile image
Matt R.
Sitter Profile Image: Cassandra & Tradd D.
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Cassandra & Tradd D.
Star Sitter
from
$40
per night
5 out of 5.0 stars
41 reviews
19 repeat clients
5 years of experience
Deep Creek South, Chesapeake, VA, 23323

Cassandra and Todd were a great host! Hazel (our dog) absolutely loved staying with them. We were sent pictures and videos daily! We couldn’t have asked for a better experience and we would rebook in an instant.

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Merrill R.
Sitter Profile Image: Shannon S.
Verified Enhanced Background Check
Shannon S.
Star Sitter
from
$35
per night
5 out of 4.9 stars
49 reviews
16 repeat clients
20 years of experience
Deep Creek South, Chesapeake, VA, 23323

Wonderful! Mango was very well taken care of, I felt very comfortable having her stay with Shannon. As happy as mango was to see me when I picked her up she was so sad to leave all her new friends ! Will absolutely rebook and do recommend her as a sitter.

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Amanda T.
Sitter Profile Image: Michelle J.
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Michelle J.
from
$40
per night
5 out of 5.0 stars
36 reviews
12 repeat clients
15 years of experience
Norfolk, VA, 23518

Michelle was very sweet to my pups and extremely accommodating to my ever changing schedule! She took the time to ensure my Border Collie got exercise and that my senior Shitzu got plenty of comfy naps! She was also really great about sending pictures and updates. I’d absolutely recommend her!

Profile image
Sarah K.
Sitter Profile Image: Andrea B.
Verified Enhanced Background Check
Andrea B.
from
$50
per night
5 out of 5.0 stars
12 reviews
3 repeat clients
50 years of experience
Virgnia Beach, VA, 23464

We couldn’t be more thankful to have found Andrea!! She took such amazing care of our fur baby, Maggie, while we were away.🩷 Knowing Maggie was in such good hands gave us so much peace of mind! We’re so grateful and would absolutely book with her again in a heartbeat!!

Profile image
Julia B.
Sitter Profile Image: Nathan & Alexandria B.
Verified Enhanced Background Check
Nathan & Alexandria B.
Star Sitter
from
$40
per night
5 out of 5.0 stars
19 reviews
6 repeat clients
26 years of experience
Western Branch South, Chesapeake, VA, 23321

Awesome experience!! They were so kind and patient with my 9 week old puppy. I received pictures and videos and the communication was top notch. Highly recommend!!

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Tiffany P.
Sitter Profile Image: Gail M.
Verified Enhanced Background Check
Gail M.
Star Sitter
from
$33
per night
5 out of 4.9 stars
40 reviews
8 repeat clients
20 years of experience
Virginia Beach, VA, 23464

Gail was such a blessing to us for watching Maverick. Her communication was some of the best we've seen on Rover. She sent us pictures and updates daily. Even a goodnight picture of our pup! Will rebook for sure without question.

Profile image
Joseph F.
Sitter Profile Image: Kristen A.
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Kristen A.
from
$40
per night
5 out of 5.0 stars
12 reviews
4 repeat clients
20 years of experience
Virginia Beach, VA, 23464

Love Kristen. I always feel like my pup is in the right hands and being well taking care of. I will defiantly use her and her family again the next time. She also worked with my changing schedule which was greatly appreciated.

Profile image
Kyle S.
Sitter Profile Image: Brittney J.
Verified Enhanced Background Check
Brittney J.
Star Sitter
from
$50
per night
5 out of 5.0 stars
9 reviews
7 repeat clients
20 years of experience
Portsmouth, VA, 23701

I HIGHLY recommend Brittney. I relocated to Virginia from Charlotte North Carolina. She had my dog for 3 weeks while I waited to move into my apartment. My dog was very comfortable with her. Brittney communicated often, sent me pictures and allowed me to stop by and visit Mona. It was really hard being away from my dog. When I left after the visit, Mona remained very calm, she didn't whine or nothing. I knew then, that Mona was comfortable. So I will absolutely use her again if needed.

Profile image
Michelle S.
Sitter Profile Image: MaryAnn S.
Verified Enhanced Background Check
MaryAnn S.
Star Sitter
from
$40
per night
5 out of 5.0 stars
10 reviews
4 repeat clients
23 years of experience
Norfolk, VA, 23502

MaryAnn did an awesome job watching my dog. She took her in on short notice over the holidays and sent me great pictures every day. She even gave her a small birthday party with extra turkey for dinner! Highly recommend!

Profile image
Cameron J.
Sitter Profile Image: Michelle T.
Verified Background Check
Michelle T.
Star Sitter
from
$40
per night
5 out of 5.0 stars
241 reviews
111 repeat clients
25 years of experience
Indian River, Chesapeake, VA, 23325

Our Bentley stayed with Michelle over the Christmas holiday?. She met with us prior to his stay to answer questions and get acquainted. She honored special care requests, and sent daily pictures and updates! He enjoyed his mini vacation and was given a bath before pick up?. We will definitely request Michelle's services in the future! Our little boy was a happy camper and we were pleased with the services rendered.? Thank you, Michelle! C. Jackson

Profile image
C.H. J.
Sitter Profile Image: Jaime & Anthony S.
Verified Background Check
Jaime & Anthony S.
Star Sitter
from
$45
per night
5 out of 5.0 stars
22 reviews
7 repeat clients
18 years of experience
Indian River, Chesapeake, VA, 23325

They did such a great job watching our pug, Max. We felt really comfortable leaving him with them. They sent pictures several times to show how he was doing, and we would definitely use them again!

Profile image
Christine S.
1 / 1
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Loving pet boarding sitters in your neighborhood

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Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
Sitter Profile Image: Lisa R.
Verified Background Check
Sitter Profile Image: Lisa R.
Verified Background Check

Lisa R.

Ready to give quality care!
Suffolk, VA, 23432
15.5 mi. away
Boarding, Doggy Day Care
from
$40
per night
5 out of 5.0 stars
320 reviews
113 repeat clients
Profile image

Daisy had a great time and fit right in with Lisa's family and the other dogs. I appreciated the communication and pictures she shared to let us know that Daisy was doing well. Will definitely use Lisa's services in the future!!

Availability updated today
Sitter Profile Image: Derek J.
Verified Enhanced Background Check
Sitter Profile Image: Derek J.
Verified Enhanced Background Check

Derek J.
Rover 101
Star Sitter

Full-Time Care – Let’s Talk Dog! 🐾
Virginia Beach, VA, 23454
16.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$27
per night
5 out of 5.0 stars
32 reviews
5 repeat clients
Profile image

Derek is amazing. He has a love for dogs. He treated Max like his own pup. I would recommend and ask him to watch Max again. Dog came home and slept after a full weekend of walks with Derek. He is the best.

Availability updated today
Sitter Profile Image: Eugene J.
Verified Enhanced Background Check
Sitter Profile Image: Eugene J.
Verified Enhanced Background Check

Eugene J.

Here to give your pup a vacation!
Great Bridge East, chesapeake, VA, 23322
10.5 mi. away
Boarding, Doggy Day Care
from
$44
per night
5 out of 4.9 stars
118 reviews
52 repeat clients
Profile image

Great first experience with both Rover and Eugene! Great communication prior to booking and during booking, Eugene sent multiple photos and videos from out on walks/play sessions. Our pup came home happy and healthy.

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Priscilla G.
Verified Enhanced Background Check
Sitter Profile Image: Priscilla G.
Verified Enhanced Background Check

Priscilla G.
Rover 101
Star Sitter

Your pets next best friend!
Virginia Beach, VA, 23453
9.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$43
per night
5 out of 5.0 stars
208 reviews
65 repeat clients
Profile image

Obi had an amazing time at Priscilla’s! I was a little nervous leaving him for a few weeks in a new place but he had such a great time! Lots of interaction with other dogs, we got lots of good updates. Really happy with the experience obi had and would definitely use Priscilla’s services again in the future ⭐️⭐️⭐️⭐️⭐️

Availability updated today
Sitter Profile Image: MaryKathryn & Sebastian O.
Verified Enhanced Background Check
Sitter Profile Image: MaryKathryn & Sebastian O.
Verified Enhanced Background Check

MaryKathryn & Sebastian O.
Star Sitter

Love is a 4 legged word ❤️
North Central, Virginia Beach, VA, 23452
9.0 mi. away
Boarding, House Sitting
from
$42
per night
5 out of 5.0 stars
24 reviews
10 repeat clients
Profile image

MaryKathryn & Sebastian are amazing and loved on my pets while at their house. They are very flexible since our schedule changed a little and made sure everyone owners and pets were comfortable. We will be definitely repeat customers.

Availability updated 9 days ago
Sitter Profile Image: Matthew U.
Verified Enhanced Background Check
Sitter Profile Image: Matthew U.
Verified Enhanced Background Check

Matthew U.
Star Sitter

Large fenced in backyard
Norfolk, VA, 23518
8.5 mi. away
Boarding
from
$30
per night
5 out of 5.0 stars
54 reviews
17 repeat clients
Profile image

Second time around with Matt... communication is stellar, I completely trust my pup with him... super-nice man, as well. I'll be back for more next time I travel. A+

Availability updated 3 days ago
Sitter Profile Image: Nichole U.
Verified Enhanced Background Check
Sitter Profile Image: Nichole U.
Verified Enhanced Background Check

Nichole U.

Vet tech here to care for your pets
Virginia Beach, VA, 23456
9.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$50
per night
5 out of 5.0 stars
135 reviews
54 repeat clients
Profile image

Nichole was amazing and my two dogs had an absolute blast at her house for a few days. I was worried about some anxiety one of my dogs has with strangers and she quickly put me at ease and sent updates throughout their entire stay. The girls had so much fun they immediately passed out as soon as I got them home. Highly recommend!

Availability updated today
Sitter Profile Image: Rachael R.
Verified Enhanced Background Check
Sitter Profile Image: Rachael R.
Verified Enhanced Background Check

Rachael R.
Star Sitter

The crazy dog lady
Great Bridge, Chesapeake, VA, 23322
7.1 mi. away
Boarding, Doggy Day Care
from
$35
per night
5 out of 4.9 stars
141 reviews
41 repeat clients
Profile image

Rachel was great. I reached out to several dog sitters and after meeting Rachael I knew my boy would be in the great hands. Rachael kept me up to date with pictures/videos and made sure my boy was safe. Duke had a great stay and will be booking with Rachael again.

Availability updated yesterday
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Nancy B.
Verified Background Check
Sitter Profile Image: Nancy B.
Verified Background Check

Nancy B.
Star Sitter

Make your dogs feel at home with me
Norfolk, VA, 23503
8.7 mi. away
Boarding
from
$30
per night
5 out of 4.9 stars
57 reviews
29 repeat clients
Profile image

Fletcher enjoyed his time staying with Nancy. I did not have to worry about him while I was gone and I appreciate Nancy's flexibility with my travel schedule.

Availability updated today
Sitter Profile Image: Cassandra & Tradd D.
Verified Background Check
Sitter Profile Image: Cassandra & Tradd D.
Verified Background Check

Cassandra & Tradd D.
Rover 101
Star Sitter

Yard + Park + 24/7 on-call VetTech
Deep Creek South, Chesapeake, VA, 23323
7.7 mi. away
Boarding, Doggy Day Care
from
$40
per night
5 out of 5.0 stars
41 reviews
19 repeat clients
Profile image

Cassandra and Todd were a great host! Hazel (our dog) absolutely loved staying with them. We were sent pictures and videos daily! We couldn’t have asked for a better experience and we would rebook in an instant.

Availability updated today
Sitter Profile Image: Shannon S.
Verified Enhanced Background Check
Sitter Profile Image: Shannon S.
Verified Enhanced Background Check

Shannon S.
Star Sitter

Dogs are my joy. I love them
Deep Creek South, Chesapeake, VA, 23323
5.7 mi. away
Boarding, Doggy Day Care
from
$35
per night
5 out of 4.9 stars
49 reviews
16 repeat clients
Profile image

Wonderful! Mango was very well taken care of, I felt very comfortable having her stay with Shannon. As happy as mango was to see me when I picked her up she was so sad to leave all her new friends ! Will absolutely rebook and do recommend her as a sitter.

Availability updated 12 days ago
Sitter Profile Image: Michelle J.
Verified Background Check
Sitter Profile Image: Michelle J.
Verified Background Check

Michelle J.
Rover 101

Loving, fun, caring dog sitting!
Norfolk, VA, 23518
8.0 mi. away
Boarding, Doggy Day Care
from
$40
per night
5 out of 5.0 stars
36 reviews
12 repeat clients
Profile image

Michelle was very sweet to my pups and extremely accommodating to my ever changing schedule! She took the time to ensure my Border Collie got exercise and that my senior Shitzu got plenty of comfy naps! She was also really great about sending pictures and updates. I’d absolutely recommend her!

Availability updated today
Sitter Profile Image: Andrea B.
Verified Enhanced Background Check
Sitter Profile Image: Andrea B.
Verified Enhanced Background Check

Andrea B.

Pawsome pets deserve the best!
Virgnia Beach, VA, 23464
7.0 mi. away
Boarding, Doggy Day Care
from
$50
per night
5 out of 5.0 stars
12 reviews
3 repeat clients
Profile image

We couldn’t be more thankful to have found Andrea!! She took such amazing care of our fur baby, Maggie, while we were away.🩷 Knowing Maggie was in such good hands gave us so much peace of mind! We’re so grateful and would absolutely book with her again in a heartbeat!!

Availability updated 5 days ago
Sitter Profile Image: Nathan & Alexandria B.
Verified Enhanced Background Check
Sitter Profile Image: Nathan & Alexandria B.
Verified Enhanced Background Check

Nathan & Alexandria B.
Star Sitter

Welcome to the Paw-liday Inn!!
Western Branch South, Chesapeake, VA, 23321
6.9 mi. away
Boarding
from
$40
per night
5 out of 5.0 stars
19 reviews
6 repeat clients
Profile image

Awesome experience!! They were so kind and patient with my 9 week old puppy. I received pictures and videos and the communication was top notch. Highly recommend!!

Availability updated 6 days ago
Sitter Profile Image: Gail M.
Verified Enhanced Background Check
Sitter Profile Image: Gail M.
Verified Enhanced Background Check

Gail M.
Star Sitter

Lots of love to give your furbabes!
Virginia Beach, VA, 23464
5.3 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$33
per night
5 out of 4.9 stars
40 reviews
8 repeat clients
Profile image

Gail was such a blessing to us for watching Maverick. Her communication was some of the best we've seen on Rover. She sent us pictures and updates daily. Even a goodnight picture of our pup! Will rebook for sure without question.

Availability updated 7 days ago
Sitter Profile Image: Kristen A.
Verified Enhanced Background Check
Sitter Profile Image: Kristen A.
Verified Enhanced Background Check

Kristen A.

Would love to care for your pets!
Virginia Beach, VA, 23464
6.6 mi. away
Boarding, Doggy Day Care
from
$40
per night
5 out of 5.0 stars
12 reviews
4 repeat clients
Profile image

Love Kristen. I always feel like my pup is in the right hands and being well taking care of. I will defiantly use her and her family again the next time. She also worked with my changing schedule which was greatly appreciated.

Availability updated 13 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Brittney J.
Verified Enhanced Background Check
Sitter Profile Image: Brittney J.
Verified Enhanced Background Check

Brittney J.
Star Sitter

Perfect match for any pet care need
Portsmouth, VA, 23701
4.7 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
9 reviews
7 repeat clients
Profile image

I HIGHLY recommend Brittney. I relocated to Virginia from Charlotte North Carolina. She had my dog for 3 weeks while I waited to move into my apartment. My dog was very comfortable with her. Brittney communicated often, sent me pictures and allowed me to stop by and visit Mona. It was really hard being away from my dog. When I left after the visit, Mona remained very calm, she didn't whine or nothing. I knew then, that Mona was comfortable. So I will absolutely use her again if needed.

Availability updated 21 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: MaryAnn S.
Verified Enhanced Background Check
Sitter Profile Image: MaryAnn S.
Verified Enhanced Background Check

MaryAnn S.
Star Sitter

Where pets come to be spoiled 🐶🐱
Norfolk, VA, 23502
4.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per night
5 out of 5.0 stars
10 reviews
4 repeat clients
Profile image

MaryAnn did an awesome job watching my dog. She took her in on short notice over the holidays and sent me great pictures every day. She even gave her a small birthday party with extra turkey for dinner! Highly recommend!

Availability updated yesterday
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Michelle T.
Verified Background Check
Sitter Profile Image: Michelle T.
Verified Background Check

Michelle T.
Rover 101
Star Sitter

TLC Abounds in our Pup Playland!!
Indian River, Chesapeake, VA, 23325
1.3 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$40
per night
5 out of 5.0 stars
241 reviews
111 repeat clients
Profile image

Our Bentley stayed with Michelle over the Christmas holiday?. She met with us prior to his stay to answer questions and get acquainted. She honored special care requests, and sent daily pictures and updates! He enjoyed his mini vacation and was given a bath before pick up?. We will definitely request Michelle's services in the future! Our little boy was a happy camper and we were pleased with the services rendered.? Thank you, Michelle! C. Jackson

Availability updated 5 days ago
Sitter Profile Image: Jaime & Anthony S.
Verified Background Check
Sitter Profile Image: Jaime & Anthony S.
Verified Background Check

Jaime & Anthony S.
Star Sitter

Stay at home mama pet care
Indian River, Chesapeake, VA, 23325
2.2 mi. away
Boarding, Doggy Day Care
from
$45
per night
5 out of 5.0 stars
22 reviews
7 repeat clients
Profile image

They did such a great job watching our pug, Max. We felt really comfortable leaving him with them. They sent pictures several times to show how he was doing, and we would definitely use them again!

Availability updated 23 days ago

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  1. 1. Search

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  2. 2. Meet & Greet

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  3. 3. Book & Pay

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Why Choose Rover?

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    It doesn't happen often, but if your pet boarding sitter has to cancel, we’ll work with you to find a new pet boarding sitter.

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