Dog Boarding in Wenham, MA
Find a loving dog sitter to watch your dog overnight at your sitter's home.

Every sitter passes an enhanced background check. Learn about RoverProtect
Top rated Wenham dog boarders

“Nikki was the best pet sitter I could have asked for. She went out of her way to make sure my dog and I were comfortable throughout the entire visit. She gave him his own Christmas stocking, ornament, and a bag of treats. He is an elderly dog and she gave him the highest quality care I could’ve asked for.”


“Ariane and her family did a wonderful job at watching my dog, Livie, over the winter holiday! They played fetch with Livie both outside in their large fenced in yard as well as inside with their two sweet rescue dogs. I got the sense that my dog felt very much at home in their care and they were able to consistently administer her two medications as well. When I picked Livie up she was happy and kept running back to Ariane to say goodbye at the end of her trip to give kisses! We will definitely be back for more stays at this loving home. Thank you, Ari!”


“Receba is an amazing dog sitter! She took great care of Rosie, sending regular picture updates that put my mind at ease. Her communication was excellent, and she was super flexible when I needed to adjust drop-off times. I highly recommend her—Rosie had a wonderful time!”



“If I could Faith 20 stars I would. I had a sitter cancel last minute on me before my wedding. I reached out to Faith, explained my situation and she saved my weekend. She updated me on how my dog was doing and sent pictures throughout the weekend. I know my dog was in great hands all weekend! Highly, highly recommend Faith! Will definitely be using her in the future!”



“I felt so comfortable leaving my pups with Eileen for the first time. Her set up was not only super safe for preventing the dogs from getting out but, several areas for them to hang out. My dogs are used to sleeping with me and that’s what Eileen did. I will definitely board my dogs with her again!”



“Donna and Roland were so welcoming to our dog, Sophie! Donna was very kind and responsive throughout the whole booking process and sent us pictures while we were away. We feel so lucky to have found such a wonderful couple to care for our dog!”


“We have an older dog, and we’ve always been able to call on family and friends to care for Sully while we are away. But we found ourselves in a pinch, and Gienna (thankfully!!) had an opening in her schedule to care for Sully for a long weekend. She and her dog Maggie were so welcoming, and made Sully feel right at home. He was so comfy and was soon prancing in Gienna’s yard. We received many pictures of Sully as he was settling into their home. Gienna communicated well and administered Sully’s meds as we needed. What a find for us and Sully! Gienna enjoyed caring for our little man and we are so happy that he had a great experience.”


“As usual, Lori was a gem. Alex found a new girlfriend while at Lori's this time, and met up with new and old friends. Getting updates and pictures while we were away gave us the comfort of knowing that Alex was happy and was being well cared for. Lori is the only person we leave Alex with on Rover. I would whole heartedly recommend her to anyone. Thanks again Lori.... and Alex thanks you. Ester & Larry Butler”


“Paul and Megan were amazing with our dog, Totoro! We went on a 11 day vacation and Totoro was also on a vacation of his own. They took such great care of him and showered him with so much love, from the daily walks to giving him his medication and also playing tug of war. We also really appreciated the daily updates and photos and we had no worries while we were away. We would definitely go back to them for dogsitting! Totoro loved them!”


“David took great care of our senior dog while we were away for four days. He went above and beyond to accommodate her and her somewhat difficult needs given her age. We will absolutely use him again!”


“Krista is ABSOLUTELY AMAZING!! I have been a dog owner for the last 20 years and have never felt so at ease as I do leaving my fur babies with her ❤️ From the moment we messaged and her prompt and thorough responses, she instantly made me feel at ease. When we had the meet and greet, I could see my dogs instantly felt comfortable with her dogs, her family and home. It was such a comforting feeling to know that my Charlie girl and JuJu would be well taken care of and loved. 5 stars is not enough to give Krista!! 🌟 🌟 🌟 🌟 🌟 🌟 🌟 🌟 🌟 🌟 🌟 🌟”


“I cannot say enough great things about Natasha and Jonathan! My puppy Luna (80lb, 1 year old lab mix) spent 6days and 5nights with them and they sent regular pictures and video updates. I could tell Luna was having the absolute best time and I was able to have a good vacation because I knew Luna was being well taken care of. We also did one test day before the longer stay and after that one day I knew Natasha and Jonathan were a great fit. Both times when I’ve picked her up she’s been happy and calm and very tired out from all the walks and playing. They were also super flexible with drop off and pick up times and communication was very easy. I would 1,000% recommend Natasha and Jonathan to absolutely anyone and I will definitely be booking with them again!”


“My dog Hank had the most amazing time with Lindsay and her family. She is extremely communicative, caring, and loving. 1000% recommend her and we will be bask.”



“I almost don't want to write this review because I'd like an exclusive right to these hosts! Bob, Hyesun and their two lovely girls took in our Spencer as though he was one of their own and he truly was a part of their family during the 2 weeks we were on vacation in Europe. He got plenty of walks, playtime and care. They wrote us the best emails and sent lots of great pictures. We can thank them enough for how our little prince was treated at their house.”


“Andre was great with Luna ! Kept great contact with videos. She was walked for hours a day. When I picked her up she ate and crashed out. She was clearly tired. I will definitely use Andre again!!!🐆”


“Allie and Anthony took excellent care of Willow! She came home happy and relaxed. It was nice to know she was in such good hands during our trip! We look forward to having Willow stay with them again.”


“Great videos and pictures throughout stay”


“Cloud loves spending time at Jodi’s! She sends regular updates with photos and videos. We know that our pup is in good hands while he’s staying with her.”


“She was amazing with my dog. She kept me updated and let him let out all his energy. He felt like home there. I can definitely tell they all loved my baby and treated him as their own.”


“Jessica is amazing. She took exceptionally good care of our young puppy while we traveled out of state. Jessica provided lots of pictures and updates. She was patient with puppy behavior and has a beautiful property with lots of outdoor space for play. We felt so lucky to find Jessica and for the living care she gave our pup. Thanks, Jessica!!”

Loving dog boarding sitters in your neighborhood
Search Results


Nikki W.Star Sitter

“Nikki was the best pet sitter I could have asked for. She went out of her way to make sure my dog and I were comfortable throughout the entire visit. She gave him his own Christmas stocking, ornament, and a bag of treats. He is an elderly dog and she gave him the highest quality care I could’ve asked for.”


Ariane B.
Star Sitter


“Ariane and her family did a wonderful job at watching my dog, Livie, over the winter holiday! They played fetch with Livie both outside in their large fenced in yard as well as inside with their two sweet rescue dogs. I got the sense that my dog felt very much at home in their care and they were able to consistently administer her two medications as well. When I picked Livie up she was happy and kept running back to Ariane to say goodbye at the end of her trip to give kisses! We will definitely be back for more stays at this loving home. Thank you, Ari!”


Rebeca M.
Star Sitter


“Receba is an amazing dog sitter! She took great care of Rosie, sending regular picture updates that put my mind at ease. Her communication was excellent, and she was super flexible when I needed to adjust drop-off times. I highly recommend her—Rosie had a wonderful time!”




Faith C.
Star Sitter


“If I could Faith 20 stars I would. I had a sitter cancel last minute on me before my wedding. I reached out to Faith, explained my situation and she saved my weekend. She updated me on how my dog was doing and sent pictures throughout the weekend. I know my dog was in great hands all weekend! Highly, highly recommend Faith! Will definitely be using her in the future!”




Eileen S.
Star Sitter


“I felt so comfortable leaving my pups with Eileen for the first time. Her set up was not only super safe for preventing the dogs from getting out but, several areas for them to hang out. My dogs are used to sleeping with me and that’s what Eileen did. I will definitely board my dogs with her again!”




Donna C.
Star Sitter


“Donna and Roland were so welcoming to our dog, Sophie! Donna was very kind and responsive throughout the whole booking process and sent us pictures while we were away. We feel so lucky to have found such a wonderful couple to care for our dog!”


Gienna S.
Star Sitter


“We have an older dog, and we’ve always been able to call on family and friends to care for Sully while we are away. But we found ourselves in a pinch, and Gienna (thankfully!!) had an opening in her schedule to care for Sully for a long weekend. She and her dog Maggie were so welcoming, and made Sully feel right at home. He was so comfy and was soon prancing in Gienna’s yard. We received many pictures of Sully as he was settling into their home. Gienna communicated well and administered Sully’s meds as we needed. What a find for us and Sully! Gienna enjoyed caring for our little man and we are so happy that he had a great experience.”


Lori M.
Star Sitter


“As usual, Lori was a gem. Alex found a new girlfriend while at Lori's this time, and met up with new and old friends. Getting updates and pictures while we were away gave us the comfort of knowing that Alex was happy and was being well cared for. Lori is the only person we leave Alex with on Rover. I would whole heartedly recommend her to anyone. Thanks again Lori.... and Alex thanks you. Ester & Larry Butler”


Paul & Megan M.

“Paul and Megan were amazing with our dog, Totoro! We went on a 11 day vacation and Totoro was also on a vacation of his own. They took such great care of him and showered him with so much love, from the daily walks to giving him his medication and also playing tug of war. We also really appreciated the daily updates and photos and we had no worries while we were away. We would definitely go back to them for dogsitting! Totoro loved them!”


David C.

“David took great care of our senior dog while we were away for four days. He went above and beyond to accommodate her and her somewhat difficult needs given her age. We will absolutely use him again!”


Krista K.Star Sitter

“Krista is ABSOLUTELY AMAZING!! I have been a dog owner for the last 20 years and have never felt so at ease as I do leaving my fur babies with her ❤️ From the moment we messaged and her prompt and thorough responses, she instantly made me feel at ease. When we had the meet and greet, I could see my dogs instantly felt comfortable with her dogs, her family and home. It was such a comforting feeling to know that my Charlie girl and JuJu would be well taken care of and loved. 5 stars is not enough to give Krista!! 🌟 🌟 🌟 🌟 🌟 🌟 🌟 🌟 🌟 🌟 🌟 🌟”


Natasha & Jonathan M.Star Sitter

“I cannot say enough great things about Natasha and Jonathan! My puppy Luna (80lb, 1 year old lab mix) spent 6days and 5nights with them and they sent regular pictures and video updates. I could tell Luna was having the absolute best time and I was able to have a good vacation because I knew Luna was being well taken care of. We also did one test day before the longer stay and after that one day I knew Natasha and Jonathan were a great fit. Both times when I’ve picked her up she’s been happy and calm and very tired out from all the walks and playing. They were also super flexible with drop off and pick up times and communication was very easy. I would 1,000% recommend Natasha and Jonathan to absolutely anyone and I will definitely be booking with them again!”


Lindsay B.Star Sitter

“My dog Hank had the most amazing time with Lindsay and her family. She is extremely communicative, caring, and loving. 1000% recommend her and we will be bask.”




Hyesun M.Star Sitter

“I almost don't want to write this review because I'd like an exclusive right to these hosts! Bob, Hyesun and their two lovely girls took in our Spencer as though he was one of their own and he truly was a part of their family during the 2 weeks we were on vacation in Europe. He got plenty of walks, playtime and care. They wrote us the best emails and sent lots of great pictures. We can thank them enough for how our little prince was treated at their house.”


Andre G.


“Andre was great with Luna ! Kept great contact with videos. She was walked for hours a day. When I picked her up she ate and crashed out. She was clearly tired. I will definitely use Andre again!!!🐆”


Allie & Anthony H.Star Sitter

“Allie and Anthony took excellent care of Willow! She came home happy and relaxed. It was nice to know she was in such good hands during our trip! We look forward to having Willow stay with them again.”


Cheryl-Anne J.

“Great videos and pictures throughout stay”


Jodi D.Star Sitter

“Cloud loves spending time at Jodi’s! She sends regular updates with photos and videos. We know that our pup is in good hands while he’s staying with her.”


Holly G.

“She was amazing with my dog. She kept me updated and let him let out all his energy. He felt like home there. I can definitely tell they all loved my baby and treated him as their own.”


Jessica G.Star Sitter

“Jessica is amazing. She took exceptionally good care of our young puppy while we traveled out of state. Jessica provided lots of pictures and updates. She was patient with puppy behavior and has a beautiful property with lots of outdoor space for play. We felt so lucky to find Jessica and for the living care she gave our pup. Thanks, Jessica!!”
Over 34 pet parents in Wenham have booked dog boarding
Wenham dog parents share their Rover experiences
Ari was very caring and communicative while caring for our pup for the first time. She was attune to Hazel’s needs and went above and beyond playing and caring for her. We will definitely be booking with Ari again!

Hudson had a great time with Jade and crew…many thanks for taking such great care of him. Jade is very thoughtful and thorough.

We had a fantastic experience with Holly. She was everything you would want in a pet caregiver. She was a great communicator, kind, compassionate and very trustworthy. Our dog Jack had a great experience. We so appreciate Holly and would recommend her 100%.

Diane took Chewy for part of a day as I went to a wedding. She was marvelous with him and he was totally comfortable with her. Definitely recommend!

Fae and Joseph were so attentive to our dog during his stay. They kept in close communication with us and provided him with lots of TLC. Highly recommended!!!

Lorraine and her family took such great care of Cosmo and treated him as if he were their own! He had so much fun! Lorraine sent pictures daily to update him on the fun he was having. Would definitely rebook with her if a future need for sitting arises

Erika was fantastic watching my dog over the weekend! Super responsive, accommodating, and clearly cared about making sure everything went smoothly.

Allie & Anthony took such great care of our dog Luna! They followed all of our instructions and kept us updated with daily photos. I felt totally at ease on our trip with Luna in their care. I could tell she made new friends when I picked her up and she kept checking in with Anthony while greeting me.

I can't overstate what a good job Lisa did with our two dogs and cat! She took them on long walks, played with them and cared for them as if they were her own. We left them in her care for 10 days while we were away and received daily reports on what they were doing and in the end received a picture book of their adventures. She has a great location with a nice fenced in area for the dogs to run around in as well. We will definitely be leaving them in her care again when the need arises! Truly she went way above and beyond with them.

My dog Phydeau and Liz have a thing going. He couldn’t wait to get out of the car, leave me and go inside at her place. I would be sort of jealous, but so relieved he’s so happy when we’re away. Liz is top notch!

Perla was amazing! She's so nice and friendly and Ace loved hanging out with her. She sent me pictures through the app which was such a nice added bonus. This was my first time using Rover and Perla made the experience great.

Kelly did an amazing job caring for our dog Daisy while we were away on vacation for two weeks. She was super accommodating, and we felt her experience and love for dogs made her a great fit! Communication was excellent and I appreciated getting photos and updates on how Daisy was doing. I had peace of mind knowing our dog was safe and happy while we were gone for so long. Kelly’s dog also made a great pal for Daisy while she was there!

Popular requests near you
Select a filter and find qualifying Wenham sitters!How Rover works
1. Search
Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
The median cost per night for dog boarding in Wenham is $60
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.
Sitters in Wenham average 8 repeat dog boarding clients
Dog Boarding FAQs
Frequently asked questions about Rover
As of Jul 2025, the median cost of dog boarding in Wenham is $60 per night, including service fees. Boarding your dog for one week typically costs $420. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Wenham dog boarding rates can be found as low as $33 to as high as $85 per night.
As of Jul 2025, 3,393 sitters provided dog boarding in Wenham. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters joining Rover must pass a background check for you and your dog’s safety.
Rover makes it easy to reach out to multiple sitters about your booking. Typically, 91% of Wenham dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Wenham have an average of 16 years of experience. Dog boarding sitters with repeat customers have an average of 8 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Wenham.
Rover makes it easy to find Wenham 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
There are 3,393 dog boarding sitters in Wenham on Rover, so you’re sure to find the perfect match for your dog! In Wenham, 94% of sitters offer daily exercise, 95% offer medication administration, and 90% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.
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.
