Dog Boarding Old Greenwich

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Over 3
pet parents in Old Greenwich have booked dog boarding

Old Greenwich, 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: Judy L.
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Judy L.
Star Sitter
from
$57
per night
5.0 out of 5 stars
89 reviews
33 repeat clients
3 years of experience
Cove-East Side, STAMFORD, CT, 06902

Judy took great care of my dog and kept me posted with regular updates. Communication was smooth and easy and she was flexible with timings, which really helped me!

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Pranay R.
Sitter Profile Image: Kevin J.
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Kevin J.
from
$40
per night
5.0 out of 5 stars
16 reviews
3 repeat clients
2 years of experience
West Side, Stamford, CT, 06902

Kevin did an amazing job watching my dog, Jamie, for the first time! He sent me daily photos of Jamie enjoying walks and relaxing in the sun on the balcony, which gave me so much peace of mind while I was away. It was clear that Jamie was happy, comfortable, and well cared for. I know he’s in great hands with Kevin, and I’ll definitely be rebooking!

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Nyasia R.
Sitter Profile Image: Karine A.
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Karine A.
Star Sitter
from
$70
per night
5.0 out of 5 stars
73 reviews
43 repeat clients
16 years of experience
Port Chester, NY, 10573

Karine is the best sitter I have used! She was very patient and took really good care of my nervous Aussie shepherd. Asked question to make sure she was always well taken care of and safe. I loved all the updates and pics of ruby playing and getting along with the family. I trust her and highly recommend her to take good care of your fur babies. Thank you Karine!!

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Irini B.
Sitter Profile Image: Richard G.
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Richard G.
Star Sitter
from
$65
per night
5.0 out of 5 stars
237 reviews
144 repeat clients
15 years of experience
Cove-East Side, Stamford, CT, 06902

Oslo had a great time with Richard. A lot of playtime and Richard has a great setup with a large backyard. Highly recommended and Oslo will definitely come back.

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Preben K.
Sitter Profile Image: Elvia C.
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Elvia C.
Star Sitter
from
$70
per night
5.0 out of 5 stars
76 reviews
25 repeat clients
7 years of experience
Cove-East Side, Stamford, CT, 06902

Elvia is the best! Our dachshund loves her and so do we. Super reliable and takes such good care of our pup. We’ve used Elvia for both daytime and overnights and would highly recommend!

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Stephanie R.
Sitter Profile Image: Tanya M.
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Tanya M.
from
$75
per night
5.0 out of 5 stars
2 reviews
3 repeat clients
25 years of experience
Cos Cob, CT, 06807

We're so glad that we found Tanya! Daisy had a wonderful time, and I had a rare opportunity to meet a friend for a nice evening in New York City! We will definitely be calling on Tanya again. Highly recommended!

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Tom M.
Sitter Profile Image: stefanie o.
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stefanie o.
Star Sitter
from
$50
per night
5.0 out of 5 stars
70 reviews
20 repeat clients
20 years of experience
Ridgeway, Stamford, CT, 06905

Stefanie was amazing - kind, patient and understanding with our anxious pup's first boarding experience ever, and a great communicator. She and her human and four legged family members welcomed our pup with open arms and helped put our mind at ease that our pup was in great hands. Would definitely recommend and we'd definitely book with her again!!

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mia k.
Sitter Profile Image: Nicoly S.
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Nicoly S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
11 reviews
3 repeat clients
8 years of experience
Downtown, Stamford, CT, 06905

Wonderful with our little old girl . Took great care of her and sent adorable pics letting us know how she was doing during her stay. Responds quickly to texts which is a plus ! Highly recommend and will definitely use again for our puppers !

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Brenda H.
Sitter Profile Image: Ashley B.
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Ashley B.
Star Sitter
from
$80
per night
5.0 out of 5 stars
14 reviews
6 repeat clients
15 years of experience
Downtown, Stamford, CT, 06902

Ashley was awesome with Spence! She watched him overnight and took such great care of him. The photo updates she sent were the best and totally put our minds at ease while we were away. It was so nice to see him looking relaxed and completely at home with her. Everything went so smoothly from drop-off to pick-up. We’ll definitely be booking her again and highly recommend her to anyone!

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Joel D.
Sitter Profile Image: Nandita K.
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Nandita K.
Star Sitter
from
$65
per night
5.0 out of 5 stars
45 reviews
10 repeat clients
7 years of experience
Turn Of River, Stamford, CT, 06905

Nandita is a great sitter & we were lucky to connect with her. She has a great fenced in yard & and adorable dog that I was pleased my dog could play with. She was great with communication & we had a great experience.

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Kathleen D.
Sitter Profile Image: Yenis D.
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Yenis D.
Star Sitter
from
$78
per night
5.0 out of 5 stars
25 reviews
9 repeat clients
4 years of experience
South End, Stamford, CT, 06902

I would highly recommend Yenis. She is very responsive, willing to take on last minute boarding, and most of all, incredible with my golden! I plan to use her again.

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Julia M.
Sitter Profile Image: Clinton C.
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Clinton C.
from
$75
per night
4.9 out of 5 stars
11 reviews
2 repeat clients
30 years of experience
Darien, CT, 06820

Clinton & his son were terrific. Our dog, Ripley, came home very happy. She got along very well with their dog and they kept each other company. We also received photos while we were away which was great.

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Holly M.
Sitter Profile Image: Ariel H.
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Ariel H.
from
$60
per night
5.0 out of 5 stars
13 reviews
10 years of experience
Downtown, Stamford, CT, 06901

Excellent. Will hire Ariel again. Pleasant and capable, she followed all care instructions to a tee for my 17 yr old dog. Responsive to all communications and kept me up to date on his well being, which I'm skitzo about because of his age.

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Teddy O.
Sitter Profile Image: LisaLeigh R.
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LisaLeigh R.
from
$80
per night
5.0 out of 5 stars
21 reviews
14 repeat clients
4 years of experience
Waterside, Stamford, CT, 06902

Hank loves staying with LisaLeigh, which makes leaving him more comfortable for us. She takes great care of him, sends photos throughout the day, and is always communicative.

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Meredith G.
Sitter Profile Image: Jon O.
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Jon O.
from
$60
per night
5.0 out of 5 stars
4 reviews
50 years of experience
Cove-East Side, Stamford, CT, 06902

We had such a wonderful experience boarding our miniature dachshund, Bailey! From the moment we dropped her off, it was clear she was in great hands. Jon took amazing care of her and we are really impressed with his knowledge and attention to detail. It gave us so much peace of mind knowing Bailey was safe, happy, and well cared for while we were away. We could tell he was treated like family. We’ll absolutely be booking with Jon again and highly recommend him to anyone looking for a trustworthy and experienced dog boarder!

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Rommel D.
Sitter Profile Image: Debbie L.
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Debbie L.
Star Sitter
from
$70
per night
5.0 out of 5 stars
115 reviews
48 repeat clients
30 years of experience
South End, Stamford, CT, 06902

Our dogs had a great time with Debbie! Once again she took excellent care of our dogs. I really appreciate the communication, and all the photos that Debbie sent of our little ones. I would recommend her 100%

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Susana M.
Sitter Profile Image: Anner C.
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Anner C.
from
$50
per night
4.9 out of 5 stars
183 reviews
65 repeat clients
5 years of experience
Norwalk, CT, 06851

Anner is amazing. Our sweet girl came home so happy and smelling great. Anner is so caring and truly has a connection with dogs. Highly recommended!

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Kate M.
Sitter Profile Image: Radostina G.
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Radostina G.
Star Sitter
from
$80
per night
5.0 out of 5 stars
25 reviews
9 repeat clients
20 years of experience
New Canaan, CT, 06840

Tina watched our dog for 4 days and went above and beyond. She was extremely attentive to our dog’s needs and sent plenty of pictures of how well everything was going. We will absolutely book again for our next trip. Thank you Tina!

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Anna D.
Sitter Profile Image: Michelle K.
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Michelle K.
from
$45
per night
30 years of experience
South End, Stamford, CT, 06902

About: My love of dogs led me to start a dog walking business when I was only 10 yrs old. Once I finally convinced my parents to get a dog, I was 15 and we ended up with two bichon-malteses who were the loves of my life. As an adult, my career has me traveling frequently so I haven’t become a pet owner, but I continue to dogsit for friends and neighbors because I love the companionship when I’m home. I am committed to providing your dog a comfortable home away from home where they will be well cared for and loved. I work from home Mondays and Fridays so can be available for care for a long weekend (Fri-Sat-Sun-Mon). My availability may be limited based on work travel. I live in a dog friendly building, where there is greenery and walking paths around the building for daily walks and enjoy going for longer walks in nearby parks.

Sitter Profile Image: Jessica B.
Verified Enhanced Background Check
Jessica B.
from
$75
per night
15 years of experience
Downtown, Stamford, CT, 06901

About: I have always had a very deep love for animals 🐈🐩and caring for them truly makes me happy I am a very patient calm and loving person and I treat every pet like family I have experience with dogs and cats including senior pets blind pets and pets that need medications or extra care I also work in healthcare so I have knowledge in first aid and monitoring health conditions which helps me provide safe attentive and responsible care for every pet while making them feel comfortable loved and at home I currently work part-time in healthcare, which allows me the flexibility to dedicate quality time to caring for pets. Animals have always held a special place in my heart, and I genuinely love making them feel safe, comfortable, and loved. My goal is to create a calm, caring environment where your pet feels at home, with plenty of attention, affection, playtime, and supervision. I’m available on weekends, evenings, overnight stays, and most weekdays after work, and I would be honored to care for your furry family member as if they were my own. Your pet’s safety, comfort, and happiness are my top priorities. I provide a calm, clean, and loving home where every pet can feel safe and relaxed. I have two separate private rooms available if your dog or cat prefers a quiet space to rest, needs time to adjust, or if you request separate accommodations. I also have a very friendly cat who is gentle and comfortable around both dogs and cats. I have reliable transportation, so I can take dogs to nearby parks for walks, fresh air, playtime, and exercise. I have experience caring for senior pets, anxious pets, blind pets, and pets that require medication or extra attention. Working in healthcare has taught me to be attentive, patient, compassionate, and detail-oriented, allowing me to closely monitor each pet’s behavior and well-being. I will care for your furry family member as if they were my own, making sure they feel loved, comfortable, active, and stress-free throughout their stay.

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The median cost per night for dog boarding in Old Greenwich is $60

Dog parents share their Rover experiences - Old Greenwich

1 / 1
5.0 out of 5 stars

Katherine took great care of my pup Winnie! Winnie can be a bit nervous but Katherine made her feel right at home. She was very responsive and sent regular updates - would definitely recommend!

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Olivia L.
Boarding
5.0 out of 5 stars

Nicoly is great! She was super responsive, flexible and sent plenty of updates. Thank you so much, we will see you again soon!

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Maggie S.
Boarding
5.0 out of 5 stars

Ariel was easy to communicate with and kept us posted with updates. Our dog came back happy after the stay!

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Pranay R.
Boarding
5.0 out of 5 stars

This is our dogs 5th stay with Judy! And I cannot recommend her enough! She loves our lil guy as if he were her own and she is always quick to respond and provides many updates/pictures. He always comes back smelling great too :D

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Rebecca M.
Boarding
5.0 out of 5 stars

Yenis is a fantastic sitter for my two dogs and I highly recommend her. The pups always come away happy and tired!

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Lauren F.
Boarding
5.0 out of 5 stars

Ashley was awesome with Spence! She watched him overnight and took such great care of him. The photo updates she sent were the best and totally put our minds at ease while we were away. It was so nice to see him looking relaxed and completely at home with her. Everything went so smoothly from drop-off to pick-up. We’ll definitely be booking her again and highly recommend her to anyone!

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Joel D.
Boarding
5.0 out of 5 stars

Kevin was enthusiastic & held the reins well, in acting as a surrogate for me, in the care of my lil Pup, who I adore! When I picked him up from his overnight stay… he returned happy, healthy & safe & sound! I also loved the pics he sent me. If needed again in the future, Kevin would be my “go to” caretaker for my Pup!

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Carla D.
Boarding
5.0 out of 5 stars

Carter did a great job watching Moose! He kept us updated throughout the day and sent photos to show how much fun Moose was having.

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Annabelle S.
Boarding
5.0 out of 5 stars

Jennifer was excellent! So sweet, super communicative, and upfront with questions, concerns, and positive updates. Would definitely use her again for our puppy!

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Grace E.
Boarding
5.0 out of 5 stars

Stefanie was amazing - kind, patient and understanding with our anxious pup's first boarding experience ever, and a great communicator. She and her human and four legged family members welcomed our pup with open arms and helped put our mind at ease that our pup was in great hands. Would definitely recommend and we'd definitely book with her again!!

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mia k.
Boarding
5.0 out of 5 stars

Our 11 year old dog had a great experience with Frank while we were away for a week. Was very seamless & convenient and we would definitely book again.

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Pamela M.
Boarding
5.0 out of 5 stars

Darline took great care of our Mini Aussie (Bentley) while we were away. She provided regular updates and photos while also making sure he was safe and having fun during his stay! It looks like he had more fun than he even has at home! Look forward to booking with Darline again.

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Stephen S.
Boarding
5.0 out of 5 stars

Sarah was super friendly and available on short notice, which we really appreciated. We recently moved to the U.S., so our dog is still adjusting to all the new surroundings and changes. Sarah kept me updated and let me know that he was quite restless, and she really tried to understand him and respond to his needs. I’m grateful for her patience and care!

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Isabella I.
Boarding
5.0 out of 5 stars

Claire was wonderful hosting my little Yorkie for two full days while I was away. He was in great hands!! She was caring, loving and super patient with him. I received very detailed updates about his stay and he was super relaxed when getting back home. Thank you so much Claire! 🐾

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Stephanie P.
Boarding
5.0 out of 5 stars

Olivia took great care of our dog. He came back calm and relaxed. Olivia was easy to work with, was reliable and communicative.

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Jessica K.
Boarding
5.0 out of 5 stars

Denise watched my dog Paddy for over a week while he was recovering from Lyme’s. She was very friendly, kind and assuring during this period. She also communicated with me daily and sent updates and pictures. I would highly recommend.

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Denise D.
Boarding
5.0 out of 5 stars

This was my first time using Rover and my first time leaving Troy with someone and LisaLeigh made the whole process really easy! She kept me updated throughout the weekend and took great care of him. Troy came home happy and tired, which is all I could ask for. I really appreciated how smooth everything went and how flexible LisaLeigh was with the early pickup and drop off time. Will definitely book with her again for next trips out of town!

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Gabriela P.
Boarding
5.0 out of 5 stars

Elaine was wonderful! My dogs were there for a month and I had such peace of mind knowing they were inner capable hands- she kept me updated with photos— they will be back!

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susan c.
Boarding
5.0 out of 5 stars

Corinne was the best !! Was super nice/ attentive sent pix during the visit got jada a pup cup and took her on long walks played etc jada was a super happy girl when I came to pick her up will definitely have another stay in the future for sure !! 10/10 recommend

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Rebecca J.
Boarding
5.0 out of 5 stars

Kellwin took excellent care of our pup. He was a prompt communicator and sent photos and updates throughout the day, so we were very much at ease. We would highly recommend his care!

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Samit S.
Boarding
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  • 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.

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Sitters in Old Greenwich average 7
repeat dog boarding clients

FAQs for Dog Boarding - Old Greenwich

Frequently asked questions about Rover

The average cost for Dog Boarding in Old Greenwich on Rover is $89 per night (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Boarding easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Boarding. For more information on service fees, click here .

As of July 2026, there are 9,403 sitters on Rover offering Dog Boarding across Old Greenwich. Enter your ZIP code to see which available sitters are closest to your home.

Every sitter on Rover has their own rhythm and routine, but most will follow the flow that keeps your dog happiest. Sitters can give meals on your dog's regular schedule, provide a comfortable place for sleep, and plenty of one-on-one attention.

95% of Old Greenwich sitters also include daily walks in the neighborhood during dog boarding stays. You can also request photo and message updates throughout the stay so you can see which Old Greenwich landmarks or neighborhoods your dog is enjoying.

If your dog is a little shy, consider booking a one-night trial stay! This practice run can boost your and your dog’s confidence before your trip.

Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Old Greenwich home-away-from-home, we recommend packing:

  • Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
  • Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
  • Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Old Greenwich.

Tip: You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.

You and your Old Greenwich sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .

While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.

Many sitters in CT ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.

By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

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