Dog Boarding Wellesley Hills
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 57 pet parents in Wellesley Hills have booked dog boarding
Wellesley Hills, Find top rated dog boarding
Prices are estimates per night for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
“Thank you once again for making our Thanksgiving holiday worry free. We loved the pictures and updates. I am sure that our pup is eager for us to find an excuse to bring her back.”
“Whitney looked after our dog for 4 days and gave great care. She has two dogs, one of which i met out when we did a meet and greet. They are smaller but very chill, my dog matches the other dog's energy so small dogs sometimes isn't his best match but they seem to have gotten along well. It seems our dog just made himself at home, so that's a good sign. Whitney also is a great communicator, and was really nice and understanding of our pickup time shifting. We hope to keep them in our circle of trusted caregivers for our dog in the future.”
“I couldn’t be happier with my experience with Julie! She clearly knows how to make a pet feel welcome in her home. I definitely can relax knowing my pup is in good hands with Julie. I would highly recommend Julie to anyone in need of a caring and responsible dog sitter!”
“We had a wonderful experience! They took excellent care of our dog and gave us complete peace of mind while we were away. We really appreciated the frequent updates and photos—they kept us informed and reassured that our pup was happy, comfortable, and well cared for. It was clear our dog received lots of attention and affection throughout the stay. We would absolutely book with them again and highly recommend them to anyone looking for a caring, reliable dog sitter!”
“François was absolutely fantastic. He went over our routine with Atlas and took Atlas for multiple long walks - Atlas was in heaven. François kept us up-to-date on their activities together and was easy to communicate with!”
“Bridget was great! We appreciated the updates and photos while we were away—they gave us complete confidence that Willow was in excellent hands. Bridget was a prompt and clear communicator, and her attentiveness to our dog’s needs was genuinely appreciated. We would be delighted to work with her again!”
“Su did an incredible job with watching Sydney while I was overseas for a week! He sent daily updates about how she was doing and plenty of pictures too. He took her for multiple walks a day, kept her on a consistent routine, and spent a lot of quality time with her outside in the back yard. Syd looked so relaxed and calm every day of her stay, I could tell she felt safe and happy with Su. Would book again with him in a heartbeat!”
“This is the second time Jennifer has watched our pup Tashi. She was also able to watch his buddy Murphy, a 13 year old Wheaten Terrier. Murphy is an older pup and needed additional care with more frequent potty outings, 3 different daily hand fed medication, and extra belly rubs! Jennifer did it all and more. She is great with the pups and reached out frequently with questions to ensure things were done correctly. She sends photos and updates through the day. It is so nice and relaxing to know your pup will be well taken care of when you have to be away from them.”
“Holly and her household were amazing with Ziggy! Holly provided regular updates and photos - and it was clear Ziggy was so happy! This was one of our best experiences with dog boarding on Rover yet, and we will definitely be booking with Holly again! Highly recommend!”
“We had a fantastic experience with Sarah and her family! This was our 1st time with Sarah and was happy to hear that our dog quickly bonded with her kids. Sarah proactively sent updates every day with pictures, which we all appreciated. I highly recommend Sarah and will definitely book with her again.”
“Eric was quick to respond and agreed to watch Wally at the last minute, which was super helpful. He was attentive to Wally's needs and sent photos throughout the day, keeping us updated on his stay. Eric has a super cute dog who seemed easygoing even when Wally got a bit exciteable at pick-up/drop-off. We would absolutely have Eric watch Wally again. Thank you!”
“This is the 3rd time that I've left our Marvel with Jing and already reserved the next stay! I can't express enough how at ease I feel when I know Marvel is in her care. I wholeheartedly recommended Jing and her caring family!”
“Yick-hong was FANTASTIC with Fiona! From the start, he was very communicative and thorough with the intake before the actual boarding. While Fiona stayed with Yick-hong, we could see that she was very comfortable and happy from her body language. He took great care of her, took her on scenic walks, played with her, pampered her - and even taught her new tricks! We are very happy that Fiona made a new friend, and would happily leave her with Yick-hong again. Fantastic sitter and companion”
“Sarah & Luis were wonderful hosts for our 12 year old dog Bailey. They sent daily pictures & provided daily updates. Look forward to booking with them again.”
“We left our cat Billie at Jessie and her family’s house. She did a meet and greet before boarding and took the time to get to know Billie before we went ahead! She was knowledgeable and very caring! Billie loved it there and we got so many videos/pics/updates. I had specific directions for feeding and they followed directions very well. Also really loved Jessie’s Parents as they were always there so Billie always had someone taking care of him if Jessie had to go out. Definitely will book again and so happy to have finally found a reliable sitter ❤️”
“Rebecca is absolutely wonderful and we are so lucky we found her to help take care of our dog Winnie when we were out of town. She went out of her way making sure Winnie felt loved and took great care of her for us. She kept in touch with us and we did not worry for a second knowing Winnie was in great hands. I cannot recommend Rebecca enough!”
“We had a great experience with Jen and Robert and I highly recommend them! First time using them so a little anxious as to how it would go but I received pics and updates every day and Bear seemed to have a great stay with their pups and adorable kids!”
“Lee and family were amazing with our dog! Great communication and he was very comfortable with them. We already have our next stay scheduled! Highly recommend. Thanks for taking such good care of him!”
“Barbara was an absolutely amazing dog sitter. She was attentive to my dog’s needs and made sure my dog felt comfortable staying with her. Barbara sent plenty of pictures which reassured me my dog was in good hands. I don’t think my dog wanted to leave! I would 100% recommend Barbara and will be trusting my dog in her hands again in the future.”
The median cost per night for dog boarding in Wellesley Hills is $62
Dog parents share their Rover experiences - Wellesley Hills
Kim took such great care of Louie! I could tell right away that she was a true dog lover. She sent several pictures and checked in with me over the duration of the stay. She instantly eased my anxiety as I hadn’t left Louie for an overnight stay in a while and I could tell he was comfortable and happy. I would highly recommend Kim!
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. Search
Browse profiles of sitters near you who offer dog boarding
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
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Popular requests near you
Select a filter and find qualifying Wellesley Hills sitters!Sitters in Wellesley Hills average 10 repeat dog boarding clients
FAQs for Dog Boarding - Wellesley Hills
Frequently asked questions about Rover
The average cost for Dog Boarding in Wellesley Hills on Rover is $49.95 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 4,423 sitters on Rover offering Dog Boarding across Wellesley Hills. 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.
92% of Wellesley Hills 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 Wellesley Hills 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 Wellesley Hills 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 Wellesley Hills.
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 Wellesley Hills 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 MA 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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