
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

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 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!

Sunburst Cottage on Long Pond
Laurie’s Sunburst Cottage was a perfect location. The view was spectacular each morning, waking up to see long pond. The space was so nicely decorated and very cozy for us to enjoy and relax with Netflix and other streaming included. Her eye for detail, even proving power strips next to each bed made it so easy and convenient to charge our phones. The place was spotless, clean and had updated and well stocked kitchens and bathrooms. We had everything we needed. Unfortunately, the weather didn’t cooperate for us to use the outdoor kayaks, fire pit or sitting areas, but they were beautiful as well, and added to the view from the windows. It’s conveniently located mid cape giving people access to doing various things on the cape. Walking around the neighborhood also gave us additional views of long pond. I highly recommend it, and would go back in a heartbeat. Laurie was very attentive and easy to reach. Thanks again Laurie for sharing your lovely home with us! Katie

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

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!

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!

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.
Pet-friendly home rentals with a pool

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!

Mansion with Heated Pool Near Ocean
The place was nice and spacious. Great for large family gatherings. The pool was nice and although the water was not heated (which may partially have been due to the weather), Zachary and his team were very responsive and helped troubleshoot pool temperature. Overall we had a great stay!

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!

Dog Friendly Cape Oasis | Pool+Beach |Tennis Court
Emily was so kind and responsive and the house was exactly as expected. The walk to the beach was lovely and doable with the toddlers thanks to the wagon provided. It was a quick drive into all things Falmouth and a great home base for us. The stand outs for everyone were how comfy the beds were and we were all obsessed with the outdoor shower. Loved all the thoughtful amenities, such as games and kids dinnerware. Overall very stylish and comfortable. Highly recommend.
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.

Charming Cape Cod Getaway near Beaches
Great little home, very clean and organized. The cottage was updated and was very nicely designed for the space. Location was perfect for us, quiet neighborhood and close to many food and activities options. House was stocked with all the main essentials and prepared very well for guest. Host Nina was quick to respond to any of our questions.

Dog friendly, King bed comfort.
The house was as advertised with all the amenities we needed. It was also a very convenient location.

The Hyannis Hub | Walkable to Cape Cod Mall (<1mi)
We had a wonderful stay at this beautiful home in Hyannis! Elle was an exceptional host—communication was clear, prompt, and friendly from start to finish. The house itself was spotless, stylish, and incredibly comfortable, offering everything we needed for a relaxing getaway. The location was great and the price was very reasonable for the quality of the home. Highly recommend and would definitely stay again! We’ll be back!!! Thank you

Cape Cod beach inspired “Makondo” Suit Apartment!
We had a great stay at Cristian and Yuri Paola's place. It was just like the pictures and very quiet and relaxing but near to everything Cape Cod has to offer. Thanks so much for all your help during our stay!!

Coastal Cape Bungalow | 1.5 mi. to beaches
Really responsive and helpful host!!! We are bringing our infant with us and the only recommendation would be bringing your own blackout tent since the daylight is quite strong and comes early in the room.

The Dollhouse, Harwich MA
We had the best stay at Jennie’s Dollhouse! The cottage was clean, updated and very comfortable for us. The pullout couch was great for having a little more room during the day. We loved bringing our dog and enjoying cape cod!

Spacious Pet Friendly Cape, Large Yard
We’ve been to Chatham several times and Brendan’s place was easily our favorite stay. Four adults, a toddler, and two dogs were incredibly comfortable. The house is beautiful, pristine, and stocked with everything we needed. We loved the neighborhood for walks, the backyard for playing, and the deck for relaxing. We are already eager to book again for next year!
Quick stats about holiday rentals that are pet-friendly in Chatham
Total rentals
180 properties
Nightly prices starting at
$133 NZD 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
Wi-Fi availability
180 properties include access to Wi-Fi
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- Cape Cod
- Mayflower Beach
- West Dennis Beach
- East Sandwich Beach
- Craigville Beach
- Duxbury Beach
- Sagamore Beach
- Sandwich Glass Museum
- Owen Park Beach
- Coast Guard Beach
- Onset Beach
- Inman Road Beach
- Nickerson State Park
- Oyster Harbors Beach
- Pinehills Golf Club
- Scusset Beach
- Cahoon Hollow Beach
- Kalmus Park Beach
- White Horse Beach
- Cape Cod National Seashore
- Forest Beach
- Linnell Landing Beach
- Ridgevale Beach
- New Silver Beach