
Holiday houses in Chatham
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Top-rated holiday rentals in Chatham
Guests agree: these stays are highly rated for location, cleanliness and more.
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Other great holiday rentals in Chatham
Top Guest favourite

Cottage in Hyannis
4.99 out of 5 average rating, 142 reviewsBeach Glass Cottage - Pond Front
MaureenRating, 5 stars1 month ago
My friends and I stay at Maureen’s cottage every February for a winter stitching getaway. The house is perfect for the 3 of us. It has 3 comfortable bedrooms and 2 full baths. The living room is spacious. We love the kitchen and dining table. We set up our stitching gear and stitch the days away until it’s time to say goodbye. There are so many great restaurant choices close by. We highly recommend the Keltic Kitchen a short distance away on rte 28. Perfect breakfast place. We also tried for the first time a very small Thai restaurant, Bangkok Kitchen. The food was delicious and very nice people. Back to Maureen’s Beach Glass Cottage…just a perfect place to stay. The amenity list does not even begin to cover what they have available. It’s the perfect getaway home in my opinion. The one floor living is great for us with 1 of us having mobility issues. We cannot wait to come back. Thank You!
Superhost

Cottage in Dennis Port
4.7 out of 5 average rating, 56 reviewsGreat Cottage - Walk to the Beach! (97)
GriffinRating, 5 stars8 months ago
We had a great time at this cottage. The location is perfect with a two minute walk to the beach and great restaurants at both ends of the street. Close to lots of fun family stuff to do. Just enough space for our four-person family!
Guest favourite

Home in New Seabury
4.94 out of 5 average rating, 18 reviews25 Menemsha Rd., Popponesset, pond & beach views
LisaRating, 5 stars5 months ago
We absolutely enjoyed our stayed. It's beautiful from the pictures online, but when you walk in it has a feel of being at a getaway even better than expected. The view is gorgeous and the home is very well kept and decorated. A big bonus for us was the spacious outdoor hottub. I would definitely feel comfortable booking with them again!
Superhost

Home in Wareham
4.93 out of 5 average rating, 14 reviewsPrivate home, secluded 6 acre lot with water view
JaredRating, 5 stars7 months ago
Rebecca’s house in Wareham was a blessing! She is an attentive and responsive host, any concerns I had she was able to resolve immediately. We found ourselves wishing we had booked a longer stay to enjoy everything there was to offer!! Thank you Rebecca!
Top Guest favourite

Home in Yarmouth Port
5 out of 5 average rating, 6 reviewsYarmouthport house heated pool/hot tub near beach.
DeniziaRating, 5 stars7 months ago
We had an amazing stay at this beautiful home! The host was incredibly friendly and flexible . The home itself was spotless, very well maintained and had everything we needed for a comfortable stay. We really enjoyed our time here and would highly recommend this place to anyone looking for a relaxing and enjoyable stay!
Superhost

Home in East Falmouth
4.92 out of 5 average rating, 13 reviewsJaws House - Great Harbors
MollyroseRating, 5 stars5 months ago
We felt right at home and enjoyed our stay so much! The neighborhood is adorable for walking and our little one loved the playground right down the road. The house is so quiet yet so close to downtown and beaches. Will definitely be back!
Superhost

Home in Teaticket
4.8 out of 5 average rating, 25 reviews5 Bedroom, Central Air, Close to Beaches and MORE!
CarolRating, 5 stars8 months ago
It is a nice house for a large family. We had between 8-12 there at any points. Close to beaches.
Top Guest favourite

Home in Wareham
5 out of 5 average rating, 8 reviewsAmazing views, steps to private beach
SallyRating, 5 stars6 months ago
From the time we stepped into the home we were comfortable. Lots of seating areas. Having 2 kitchens worked perfectly for our large group of women who like to cook. Well stocked kitchens and bathrooms with extras I wouldn’t expect at an Airbnb. The linens and towels were perfect. Lots of pillows. It was chilly out when we arrived but the heater splits took the chill out in less than 20 min. The view is exceptional and walk to beach easy for all age groups. Plenty of parking. I can’t say enough about it and look forward to returning.
Quick stats about holiday rentals in Chatham
Total rentals
570 properties
Nightly prices starting at
$94 AUD before taxes and fees
Total number of reviews
17K reviews
Family-friendly rentals
490 properties are a good fit for families
Pet-friendly rentals
180 properties allow pets
Rentals with a pool
40 properties have a pool
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- Cape Cod National Seashore
- Sandwich Glass Museum
- Owen Park Beach
- Sagamore Beach
- New Silver Beach
- Onset Beach
- Lighthouse Beach
- Grey's Beach
- Coast Guard Beach
- Scusset Beach
- Pinehills Golf Club
- Nickerson State Park
- Chapin Memorial Beach
- Earle Road Beach
- Corn Hill Beach
- Pilgrim Beach
- Surfside Beach
- Springhill Beach
- Englewood Beach
- Oyster Harbors Beach
- Linnell Landing Beach
- Cahoon Hollow Beach
- Forest Beach
- Sunken Meadow Beach