
Cottage holiday rentals in Chatham
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Top-rated cottage rentals in Chatham
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Popular amenities for cottage rentals in Chatham
Cottage rentals with a hot tub

relaxing beach cottage with hot tub
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!

Gold Anchor Cottage - private hot tub getaway!
Queen bed was comfortable! Shower was nice. Quiet location. Carl communicated well.

Hideout at Water's Edge, 131 North Shore Blvd, #4
This place was perfect! Absolutely beautiful with lots to do. We loved the rock path and look forward to staying again in the future!

Best Little Beach Cottage!
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.

NEW! East End Cottage with Private Hot Tub!
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!

Blue Anchor Cottage - private hot tub getaway!
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!

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

Beach Cottage, without going over bridges to Cape!
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!

Charming water-front cottage on Martha's Vineyard!
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!

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

Adorable Gray Gables Beach Cottage
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!

Unique Waterfront Artist Cottage
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!

Coastal Cottage — 7 min walk to private beach
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.

Onset beach, Cape code.Private Waterfront cottage
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!!!

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

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.

Chatham Beach Cottage 2BR + Loft Walk to the Beach
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.

Classic Cape Cod Cottage
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.

Bright and airy Cape Cod cottage
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!

Beautiful Modern Cottage, beach& Wychmere <1.4mile
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!!

Harwich Port Cottage, Close to Town & Beaches
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.

Beachfront, 7 mins to Ptown, Newly Renovated
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!

"Wharf Cottage" Idyllic Cape in Yarmouth Port
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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- 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
- Scusset Beach
- Forest Beach
- Lighthouse Beach
- Corporation Beach
- Linnell Landing Beach