
Pet-friendly holiday rentals in Chatham
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Top-rated pet-friendly home rentals in Chatham
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Pet-friendly house rentals

Shop, Swim, Hike, Bike in Historic Brewster
Very charming! Was the perfect place to experience the cape. Decorated wonderfully, cozy place that fit my wife and parents for a family reunion weekend. Very hospitable host!

1 bdrm, full kitchen home, 1 mi to HarwichPort
Couldn't have been more pleased. Hard to find one bedroom rentals. A charming New England feeling neighborhood. New light filled, large kitchen. It was great for us

Cozy 1-level fenced yard Craigville Beach 2000sqft
Midori's place was perfect for us - quiet neighborhood, clean, and spacious. The privacy lock on the front door was a bit tricky - you need to have a coin handy to turn it, which we would not have had but Midori told us to bring one. Great place for a nice trip to Cape Cod!

Happy Home in Harwich/Fenced backyard/Dog friendly
Qi was extremely flexible. I had to unexpectedly check in a few days early (and with only a few hours notice). Qi made it happen and was very understanding. The house was just as described and was clean. The neighborhood was peaceful and quiet (with lots of turkey friends). The location is mid-way between Harwich and Chatham so plenty of amazing restaurants and beaches around.

Pet Friendly-Private Family House-Near Beaches
Michaels place was great! Michael was very communicative and allowed us to check in when we arrived a bit early. He kindly left us a welcome basket, everything was clean, and the backyard setup was great!

3 Weeks Left for Summer '25 | Dog Friendly Home!
This house was absolutely perfect for everything we had planned for our stay in the Cape. Walking distance to some bars/restaurants and also to Chatham commons which was about 3 miles away. Ubers available but wanted to walk and window shop all the art galleries, cheese shops, and antiques along the way. (A charming Christmas store called Christmas Joy at the end of the street, a must) Harwich was another great place to be either day or night. Five min drive from the bnb to bars/restaurants and to the Freedom Ferry where you can get to Nantucket. Need to write another review for the Freedom Ferry because we had the BEST day with them. Could have stayed longer than 3 nights honestly. Would 110% stay here again. Was traveling with dogs and this yard was top notch for outdoor hangs. Hope to be back soon.

Chatham: Tennis, water views/access, pet friendly!
This is a 3 house private compound with a tennis court and jetty, as accurately advertised. We stayed in the center house at 79 Moonbeam, and it was a heritage house with extensive renovations. It was clean, well kept and had all the modern amenities like kitchen appliances, washer/dryer, heating/AC, and new bathrooms. House can comfortably host 8 persons, or perhaps even more, because of the number of beds and layout. Owner was highly responsive and well organized. Appreciated the grounds keeper and the well maintained lawn and open areas.

The Sea Captain's Carriage House
What can my wife and I say about Jo Leal and John and their sweet carriage house. Every detail in the house showed such care, such attention, and such beauty. Nothing could have prepared us for the experience of spending time in this charming house , and more notably, nothing could have prepared us for the wonderful experience we shared with Jo Leal and John. We so look forward to our next visit and the continuation of this experience.
Pet-friendly home rentals with a pool

5 Rm 1684 Historic Nathaniel Church House downtown
We had an awesome stay at Lydia’s! The house was charming and historic and Lydia has it perfectly clean and comfortable with modern amenities. The beds are unbelievably comfortable and anything you may need is available. The location is perfect for walking to cute shops and restaurants, and Lydia provided us with great recs. I highly recommend if you need a place to stay in Plymouth.

Heated Pool, Game Room, Projector Room, Private
If i could give more than 5 starts I would! Stephanie and her place were exceptional! We had a bachelorette party and we stayed at Stephanie’s place. Stephanie went out of her way to help me decorate for the bachelorette party. She was very responsive and so helpful throughout my planning. The house is amazing! Looks exactly like the photos and it is clean and in a safe and quiet neighborhood. There 11 of us and we fit comfortably! Thank you so much for hosting us Stephanie and to anyone booking I would 100% recommend staying here!

Walk 2Beach, Pool, Hot Tub, GameRoom, PetsOK
We had a great stay - the weather was uncooperative, but having such a beautiful house really helped. The pool and hot tub were great, as was the built-in grill. There was plenty of space for everyone and having 4 bathrooms was great when everyone was getting ready.

Canal Retreat: Easy Cape Access with Seasonal Pool
This house was very clean and adorable. The hosts were very responsive. There was what i believed to be a significant issue on the part of airb&b. They had the wrong adress listed for the house. Again this was not the hosts fault. It was listed as a house in Plymouth but was actually in Bourne, which I was very upset about after driving around for an hour and literally alomost trying to get into a strangers house at night in the dark. Airb&b refused to do anything for me to make this right and blamed it on google maps which is laughable. So for the house and the hosts (residentually) I give 5 stars. For airb&b I give 0 stars.

5-bedroom Cape with a pool and yard games.
We enjoyed our stay very much ~ the house and large fenced yard w/deck (perfect for pup) are amazing & the hosts were very kind, accommodating & responsive. The location was great with a short ride to local beaches and/or Chatham for a fun day of shopping or night out. The host’s welcome basket with treats & seltzers were a great surprise after a long day of travel. We loved playing ping pong in the garage! I do suggest the listing bedroom descriptions & photos be updated as we were pleased to find a king bed in the master BR (vs the queen shown) and a full bed (vs the twin) in the downstairs guest-room. Perhaps renovations are underway so we were pleasantly surprised! The only improvements I would suggest are adding a screen door to the deck & heat for the pool, having more wine glasses (the kitchen was wonderfully stocked otherwise), & adding amenities like blankets, washcloths, a hair dryer, beach/pool towels & chairs (we brought our own). We hope to be back next year!!

Family Fun- Games, Pool & HotTub, Dogs ok! Slps 10
Kimberly was a fantastic host. Her home was beautiful and well-maintained. It fit our group of 6 well and had lots of amenities for our baby (pack n play, stroller, baby gates, high chair)! There were beach chairs, beach & bath towels, and linens available which was unique from other places nearby and very helpful as we flew in. The location was great with a couple of stores nearby, several beaches, and restaurants. Kimberly was very responsive and accommodating as we navigated our stay. It was a great first trip to Cape Cod & we’ll definitely stay here again. I’d recommend trying Grumpy’s which is within 5 minutes & checking out a whale watching tour!

Cape House with Pool by Canal
This home was great for our family. The pool and backyard are beautiful, and the house was clean and welcoming. There are a lot of activities in the area. I would stay here again!

Newly Updated Condo w/ Pool - Steps to Boatslip!
Amy and Julie were wonderful hosts! The home was comfortable, clean and had all the amenities we needed for our 6 night stay. The location was great, just a block from the beach and close to all the restaurants and shops. It was the perfect place for us and our Boston Terrier to ring in the new year. We enjoyed our stay and would certainly return again!
Private, pet-friendly home rentals

Chatham Hideaway near Cockle Cove Beach!
This was the perfect place to stay during our son’s wedding. The laundry was a wonderful perk as was the grill and dishwasher!Beach location was perfect and the outdoor shower was outstanding. Being able to bring our pets and their crates was what made this a perfect choice! We would 100% stay again. Easily fits 7 guests without feeling cramped. The double bed was fine for us but if you’re used to a king or queen this may not work for you.

Cozy house in Harwich new renovation
Very nice house and a welcoming host. Su is Very easy to deal with. Even packed us a beach bag! Fully equipped kitchen. Comfortable beds, pretty linens. Loved the artwork. Basement is like a separate apartment with a pool table and pink pong table. We felt welcomed! Highly recommend!

Spacious, 4-bedroom, Dogs ok, Minutes from Beaches!
If there was a six star, I’d give it to them. This is the most beautiful and generous Airbnb I’ve ever been in. ( and I use an Airbnb every month ) The house was pristine and every detail was considered. I was impressed by the generosity in amenities, whether it the extra linens or shampoo or toothbrushes or coffee pods. It told me a lot about the care and intent they had and giving the guest a full experience. It was a pleasure to stay at Your Place, Dale and Kimberly. Thank you for your Hospitality.

The Roost with path to beach
Had a great stay, would recommend to anyone staying on Cape Cod.

Dog friendly, King bed comfort.
We had a great stay! The place was very clean, the location was convenient, and the hosts were responsive and helpful throughout. Would definitely recommend.

Beach Bungalow: Steps to Beach, Luxury Family Fun
We loved the home! It was very cozy and in a great location. Everything was as described and the hosts went above and beyond to communicate information on the area as soon as we booked it. Thank you so much!

*NEW* fire pit, by Long Pond + Greenland Pond
A beautiful home with the perfect Cape Cod vibe! Sat by the fire-pit in the backyard a couple of nights and it was so peaceful! It’s centrally located on the Cape. I walked a couple mornings in the neighborhood and felt safe, it’s a very quaint neighborhood!

Harwich Home Close to Everything! - SuperHost!
Matt was one of the best AirBnb hosts I’ve ever had. Extremely responsive and accommodating. We came as two couples looking for a place that was a central location on the cape and this location was perfectly close to everything. Not only that but house was spacious, clean, and came with great amenities to keep you entertained in the downtime. 10/10 stay, will be back!
Quick stats about holiday rentals that are pet-friendly in Chatham
Total rentals
180 properties
Nightly prices starting at
$102 SGD before taxes and fees
Total number of reviews
5.3K reviews
Family-friendly rentals
170 properties are a good fit for families
Rentals with dedicated workspaces
70 properties have a dedicated workspace
Wifi availability
180 properties include access to wifi
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- Cape Cod
- Mayflower Beach
- West Dennis Beach
- East Sandwich Beach
- Craigville Beach
- Duxbury Beach
- Sagamore Beach
- Sandwich Glass Museum
- Coast Guard Beach
- Owen Park Beach
- Onset Beach
- Nickerson State Park
- Inman Road Beach
- Pinehills Golf Club
- Oyster Harbors Beach
- White Horse Beach
- Kalmus Park Beach
- Ridgevale Beach
- Chapin Memorial Beach
- Forest Beach
- Lighthouse Beach
- Corporation Beach
- Linnell Landing Beach
- Scusset Beach