Pet-friendly holiday rentals in Chatham

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Chatham pet-friendly home rentals

Pet-friendly house rentals

Superhost
Home in Brewster
4.81 out of 5 average rating, 100 reviews

Walk to Beach, Restaurants and Ocean Edge.

AnitaRating, 5 stars2 months ago
We had a great weekend at Elizabeth's place in Brewster. For us, the location was perfect with a beautiful walking beach <1/2 a mile down a quiet side street as well as being able to ride our bikes a short distance down a dirt road abutting the property to easily access the Cape Cod Rail Trail. The house was warm and cozy, with comfortable beds, and a well-stocked kitchen with everything needed to cook meals throughout our stay. We especially appreciated being about to bring our pup along and she enjoyed running out on the Brewster flats at low tide to chase seagulls and splash around at the edge of the ocean. We would happily come back to enjoy this wonderful spot again hopefully very soon!
Guest favourite
Home in Harwich Port
4.84 out of 5 average rating, 44 reviews

1 bdrm, full kitchen home, 1 mi to HarwichPort

GypsyRating, 5 stars8 months ago
I had a great stay at the boathouse. There was great communication between the host and I. Nancy kindly excepted an early check-in as I flew on a redeye from LA to Boston.. I will definitely keep this place on my list of places that I stay on the Cape!
Guest favourite
Home in East Harwich
4.95 out of 5 average rating, 38 reviews

Cozy house in Harwich new renovation

NatalyaRating, 5 stars9 months ago
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!
Superhost
Home in Chatham
4.89 out of 5 average rating, 44 reviews

Dog friendly, King bed comfort.

LarryRating, 5 stars2 weeks ago
The house was as advertised with all the amenities we needed. It was also a very convenient location.
Guest favourite
Home in Dennis Port
4.88 out of 5 average rating, 17 reviews

Beach Bungalow: Steps to Beach, Luxury Family Fun

IanRating, 5 stars1 month ago
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!
Guest favourite
Home in Brewster
4.8 out of 5 average rating, 10 reviews

*NEW* fire pit, by Long Pond + Greenland Pond

KarisaRating, 5 stars1 week ago
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!
Guest favourite
Home in Chatham
4.98 out of 5 average rating, 49 reviews

3 Weeks Left for Summer '25 | Dog Friendly Home!

KellyRating, 5 stars2 days ago
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.
Top guest favourite
Home in Harwich
5 out of 5 average rating, 23 reviews

Harwich Home Close to Everything! - SuperHost!

SidneyRating, 5 starstoday
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!

Pet-friendly home rentals with a pool

Superhost
Home in Bourne
5 out of 5 average rating, 3 reviews

Canal Retreat: Easy Cape Access with Seasonal Pool

RebeccaRating, 5 stars1 week ago
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.
Superhost
Home in Orleans
4.92 out of 5 average rating, 26 reviews

5-bedroom Cape with a pool and yard games.

CatherineRating, 5 stars9 months ago
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!!
Superhost
Home in East Dennis
4.67 out of 5 average rating, 3 reviews

Family Fun- Games, Pool & HotTub, Dogs ok! Slps 10

BryanRating, 5 stars2 months ago
The home was clean and well located. It was also stocked with necessities for young children which was very much appreciated.
Superhost
Home in Plymouth
4.82 out of 5 average rating, 17 reviews

Mansion with Heated Pool Near Ocean

AnayRating, 5 stars1 week ago
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!
Top guest favourite
Home in Buzzards Bay
5 out of 5 average rating, 27 reviews

Cape House with Pool by Canal

SamanthaRating, 5 stars9 months ago
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!
Superhost
Home in Plymouth
4.63 out of 5 average rating, 137 reviews

Harlow Bishop House walk to ocean in town, hot tub

KarenRating, 5 stars1 week ago
We were a party of 8 people and the house was just right. It could accommodate even more people with no problem. It was clean and comfortable and walking distance from things to do in the area. The kitchen was well equipped and there were extra blankets and towels available to use. We had a great time and enjoyed our stay!
Superhost
Home in Plymouth
4.9 out of 5 average rating, 120 reviews

Seaview Summit | Ocean Views, Indoor Pool, Beach

EllieRating, 5 stars1 week ago
This house was spectacular. More amenities than I would have ever thought of. Gorgeous interior and exterior. The surrounding neighborhood is in need of regentrification but it’s extremely safe and quiet. Once in the home., it’s an oasis. Probably the best Airbnb I’ve stayed in (sample size about 10) Tony is extremely responsive and helpful. This was the perfect home for my daughter’s bridal party to get ready in and shoot pre wedding photos in. Also amazingly comfortable for my large family to stay in for the long weekend.
Guest favourite
Home in East Falmouth
4.95 out of 5 average rating, 37 reviews

Dog Friendly Cape Oasis | Pool+Beach |Tennis Court

JelenaRating, 5 stars2 weeks ago
Lovely stay! Would highly recommend to anyone staying in the area.

Private, pet-friendly home rentals

Guest favourite
Cottage in Chatham
4.98 out of 5 average rating, 57 reviews

Chatham Hideaway near Cockle Cove Beach!

CaeleighRating, 5 stars1 week ago
Dan and Patty were the best hosts and have a beautiful home! We had the best weekend and are so happy we chose to stay at their home. We would 100% go back again. They offered us a completely flexible check in time and also had no issue rescheduling the cleaner to the next day when we asked for a late checkout. 10/10 hosts, 10/10 experience, 10/10 home!
Guest favourite
Home in Harwich Port
4.95 out of 5 average rating, 92 reviews

Stunning Home in Harwich Port

CoryRating, 5 stars3 weeks ago
The house was exactly what we needed! The beautiful yard and living room were incredibly accommodating. An overall amazing stay!
Guest favourite
Home in Harwich Port
5 out of 5 average rating, 48 reviews

Spacious, 4-bedroom, Dogs ok, Minutes from Beaches!

EricRating, 5 stars1 week ago
We had a fantastic stay at Dale's place. Everything was very impressive, and my family had plenty of space to relax. On a rainy day, we had plenty of entertainment in the house, and when the weather is nice we were less than 5-10 minutes from everything. Proximity to groceries can't be beat, and we also were able to walk back from dinner!!
Guest favourite
Home in Brewster
5 out of 5 average rating, 17 reviews

The Roost with path to beach

BradenRating, 5 stars1 week ago
Had a great stay, would recommend to anyone staying on Cape Cod.
Guest favourite
Home in East Harwich
4.93 out of 5 average rating, 30 reviews

Pet Friendly-Private Family House-Near Beaches

VictoriaRating, 5 stars1 week ago
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!
Top guest favourite
Home in Harwich
4.97 out of 5 average rating, 36 reviews

Charming Farm House Near Wychmere

KelseyRating, 5 stars9 months ago
We had a lovely stay at Mark's home! The house was super spacious and clean - perfect for a long weekend. Great location and surroundings! He was a great host and let us check in early and check out late.
Guest favourite
Guest house in Brewster
4.89 out of 5 average rating, 45 reviews

Cape Cod beach inspired “Makondo” Suit Apartment!

NadiaRating, 5 stars9 months ago
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!!
Guest favourite
Home in West Harwich
4.93 out of 5 average rating, 54 reviews

Coastal Cape Bungalow | 1.5 mi. to beaches

ChenRating, 5 stars2 weeks ago
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.

Quick stats about holiday rentals that are pet-friendly in Chatham

  • Total rentals

    180 properties

  • Nightly prices starting at

    ₹6,863 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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