Cottage holiday rentals in Chatham

Find and book unique cottages on Airbnb

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Popular amenities for cottage rentals in Chatham

Cottage rentals with a hot tub

Guest favourite
Cottage in Provincetown
4.95 out of 5 average rating, 65 reviews

relaxing beach cottage with hot tub

BrandonRating, 5 stars1 day ago
Had a wonderful 5 night stay in Casa Sebastian! House was clean and very thoughtfully furnished. Terrific use of space inside and wonderful backyard setup. Mikhail was clear and communicative the entire trip. Thanks!
Guest favourite
Cottage in Sandwich
4.9 out of 5 average rating, 209 reviews

Gold Anchor Cottage - private hot tub getaway!

JaneRating, 5 stars1 week ago
Queen bed was comfortable! Shower was nice. Quiet location. Carl communicated well.
Superhost
Cottage in Sandwich
4.92 out of 5 average rating, 272 reviews

Hideout at Water's Edge, 131 North Shore Blvd, #4

LorindaRating, 5 stars3 weeks ago
This place was perfect! Absolutely beautiful with lots to do. We loved the rock path and look forward to staying again in the future!
Cottage in Dennis Port
4.79 out of 5 average rating, 87 reviews

Best Little Beach Cottage!

JacobRating, 5 stars22 months ago
Mazie was great host and her place was perfect for our family. Walkable to beach. The kids could ride their bikes on the dead end road and they had a little candy and Icecream store they liked to bike to not far. The inside was great. We had four kids and our two youngest loved the little loft area as their room. The backyard was great for relaxing grilling and the outdoor shower was perfect to have for back and forth trips to the beach all day. Mazie was a great host and we are grateful for our stay at her beautiful home.
Guest favourite
Cottage in Provincetown
4.92 out of 5 average rating, 24 reviews

NEW! East End Cottage with Private Hot Tub!

RichardRating, 5 stars3 days ago
We thoroughly enjoyed our stay at Brady’s home in P-Town! The location is great - walking distance to all that Commercial Street has to offer (and close to two little markets), but tucked away just enough to relax at the end of the day. The home was spotless and comfortable, and Brady made sure to provide us with clear instructions for check-in and check-out, and also checked in on us during our stay to make sure there wasn’t anything we needed! I would definitely recommend Brady’s home, and we look forward to staying with him again in the future!
Guest favourite
Cottage in Sandwich
4.91 out of 5 average rating, 218 reviews

Blue Anchor Cottage - private hot tub getaway!

CarmenRating, 5 stars2 weeks ago
Very good place Cousy my husband and I love the jacuzzi my favorite part!❤️ ..I didn’t really like the patio kinda of simple but other wise everything was good well recommended for a couples!
Guest favourite
Cottage in Harwich
4.85 out of 5 average rating, 26 reviews

Lakeside Waterfront House in Harwich: 4+beds, 3bth

ColinRating, 5 stars1 week ago
Absolutely amazing house, fit all of us comfortably and a great host. Art was there to respond to all of our questions and was responsive and extremely helpful .

Pet-friendly cottage rentals

Top guest favourite
Cottage in Bourne
4.97 out of 5 average rating, 241 reviews

Beach Cottage, without going over bridges to Cape!

LouiseRating, 5 stars1 week ago
This is our second time staying at Kendra’s cozy home. So clean and cozy felt right at home. I don’t think I have ever stayed in a place with more linens available if needed. Also enjoyed the quiet fenced in yard. We love our walks around the neighborhood and down to the beach with our pup. We will definitely be back!
Top guest favourite
Cottage in Oak Bluffs
4.94 out of 5 average rating, 145 reviews

Charming water-front cottage on Martha's Vineyard!

JohnRating, 5 stars4 days ago
We had a great stay! Anne was friendly, responsive, and flexible. The location was private, beautiful and close to everywhere we wanted to go. The cottage was clean, comfortable, and had everything we needed. We absolutely loved it!
Guest favourite
Cottage in Tisbury
4.9 out of 5 average rating, 167 reviews

Sweet Cottage w/ yard, 1.5BR, Walk to Town & Water

EmilyRating, 5 stars8 months ago
Sweet, cozy house that’s perfect for 2-3 people. Very comfortable bathroom and kitchen, esp for a smaller house. Great outdoor space and loved the rope swing!
Superhost
Cottage in Bourne
4.76 out of 5 average rating, 106 reviews

Adorable Gray Gables Beach Cottage

JulieRating, 5 stars3 days ago
Adorable cottage, nice lay out, very clean with all of the comforts of home, a dishwasher, brand new stove, nice size fridge with ice maker. This cottage has a private backyard with grill and new teak patio set and lounge chairs for relaxing and soaking up the sun, the window boxes are a nice touch to add to the cottage charm! Beautiful location near 2 very nice beaches, peaceful neighborhood near the Cape Cod Canal for morning or afternoon walks and bike rides. Great restaurants close by, The Lobster Trap and Trading Post lounge are my favorites, also a great little store right down the street, Gray Gables Market has everything you would need for your stay. We loved our stay, can’t wait to visit again!
Top guest favourite
Cottage in Provincetown
4.93 out of 5 average rating, 109 reviews

Unique Waterfront Artist Cottage

TinaRating, 5 stars2 months ago
A beautiful cottage. Our dogs loved the beach and we loved hearing the ocean at night. Best of all, we saw North Atlantic Right Whales at Long Point. In a world where it can be difficult to sleep well - I slept like a baby!
Guest favourite
Cottage in Plymouth
4.96 out of 5 average rating, 121 reviews

Coastal Cottage — 7 min walk to private beach

JoanRating, 5 stars2 weeks ago
This was our second stay and though it rained and was very windy , we enjoyed our neighbor walks during the brief periods of sunshine. The cottage was perfectly clean and had everything we needed. Both of our stays were planned so we could visit with family that lived just two streets away. Proximity to the beach and great restaurants made our stay very relaxing. We will definitely plan another stay.
Superhost
Cottage in Wareham
4.86 out of 5 average rating, 152 reviews

Onset beach, Cape code.Private Waterfront cottage

JoannaRating, 5 stars1 month ago
Cute spot! Loved the ease to the water! Got in first night and they even had the light on for us. Close to anything you need!! Perfect for a Mother’s Day get anyway for me and my three girls! Fished/boated/swam and had a great time! Van was willing to accommodate a late check out for. Decent price, although we ended up heading out on time I was grateful for this! Can’t wait to go back! Thanks Van and Family!!!
Guest favourite
Cottage in Yarmouth
4.96 out of 5 average rating, 113 reviews

8/25-9/4 Avail*Tiny Cottage*1/2 mile2beach-Dogs

RainaRating, 5 stars2 weeks ago
We had a wonderful stay at Bonnie’s cottage! It was quaint and cozy. Very clean and comfortable for our family of 3 and our doggie ! Bonnie was extremely helpful and responsive providing clear instructions and videos. We loved the location being so close to the beach and many other great restaurant spots/ desserts. Check-in/out was very easy. We would recommend this place to anyone planning a small trip to the cape!

Private cottage rentals

Guest favourite
Cottage in Chatham
4.98 out of 5 average rating, 59 reviews

Chatham Hideaway near Cockle Cove Beach!

JeffRating, 5 stars1 week ago
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.
Superhost
Cottage in Chatham
4.93 out of 5 average rating, 41 reviews

Chatham Beach Cottage 2BR + Loft Walk to the Beach

JenRating, 5 stars3 weeks ago
Such a cute and cozy place to stay! Not only was the house adorable but the location was amazing. Quick walk to the beach and easy access to downtown.
Guest favourite
Cottage in North Eastham
4.91 out of 5 average rating, 221 reviews

Classic Cape Cod Cottage

KathleenRating, 5 stars2 weeks ago
It’s a really cute Cape Cod cottage near the beach and one of the Cape Cod National Seashore’s visitors’ centers with hiking and biking trails. It’s also centrally located, making it easy to reach other sites up and down the Cape. It’s tucked in a beautiful, wooded area where you have your privacy but don’t feel too far from anything. I really enjoyed the outside amenities as well from the outdoor shower to the hammock to the Adirondack chairs and picnic table.
Superhost
Cottage in Harwich Port
4.85 out of 5 average rating, 88 reviews

Bright and airy Cape Cod cottage

MeganRating, 5 stars5 days ago
We enjoyed our stay! The house is so cute and clean, perfect for the two of us. Close to the beach, a very short drive with a parking lot. Ellen was very communicative. Thank you!
Top guest favourite
Cottage in Harwich
4.98 out of 5 average rating, 85 reviews

Beautiful Modern Cottage, beach& Wychmere <1.4mile

SarahRating, 5 stars6 days ago
We had a fabulous trip! The house was perfect for the 6 of us (4 adults & 2 kids). We walked downtown multiple days, as well as walked to the two beaches nearby. The house had everything we needed (loved the chairs and umbrella for be beach). We felt right at home in Verdine’s home. She was so responsive to messages and was a wonderful host. We will definitely be back!!
Guest favourite
Cottage in Harwich Port
4.98 out of 5 average rating, 48 reviews

Harwich Port Cottage, Close to Town & Beaches

DorothyRating, 5 stars4 weeks ago
Cottage was adorable, home-y, very relaxing. Deidre was very responsive to any question or concern. And what was especially helpful was that she made sure that everything was provided-coffee, tea, ziploc bags, shampoo and conditioner, laundry detergent, etc.
Top guest favourite
Cottage in North Truro
4.98 out of 5 average rating, 58 reviews

Beachfront, 7 mins to Ptown, Newly Renovated

KaitlinRating, 5 stars4 days ago
Daniela's place was absolutely adorable and was exactly as pictured in the photos. The cottage is incredibly charming and is decorated very nicely. We had everything we needed while we were there and Daniela was very communicative throughout our stay via chat. It was a quick ride to Provincetown and we had no trouble getting Ubers back and forth. There is a very nice little deli/shop within walking distance that had delicious breakfast sandwiches and coffee. I would definitely stay here again. Nothing beats being right on the beach and the panoramic views of the water from your bedroom!
Superhost
Cottage in Yarmouth Port
5 out of 5 average rating, 3 reviews

"Wharf Cottage" Idyllic Cape in Yarmouth Port

RachelleRating, 5 stars11 months ago
To say that Wharf Cottage is idyllic is an understatement. This cottage is a dream. Wharf cottage is not your average Airbnb. This is a thoughtfully curated & designed home that provides a bespoke experience, unlike anything else. We have stayed at more than 40 different Airbnb’s & other rental properties and Carol’s place is the only one that actually brought tears to my eyes. We came to Cape Cod from California for a week for the hydrangea festival. We chose Wharf cottage because it was surrounded by hydrangeas & I loved the decor. When we pulled up to the home, the hydrangeas were in full bloom, & it was breathtaking. The whole property is lovely. The inside of the home is absolutely charming and very well done. The neighborhood was very quiet & peaceful. Carol had lots of great recommendations for places to eat & we ate at most of what she recommended. Despite her well appointed kitchen we didn’t cook one meal. Take route 6A whenever you can. Trust me. Until next time!

Quick stats about cottage rentals in Chatham

  • Total rentals

    30 properties

  • Nightly prices starting at

    $154 SGD before taxes and fees

  • Total number of reviews

    1.4K reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Wifi availability

    30 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi and Pool

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