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

relaxing beach cottage with hot tub
We loved our short but sweet stay at Casa Sebastian. The ambience and decor are so thoughtful and we immediately felt at home. The Duplo blocks were an instant mood booster to our frustrated toddler (as was looking out the windows in the loft). The walk to the beach along the wooden boardwalk and path was short and a fun activity for our son. Even on a rainy day, we felt cozy and at ease listening to the rain and watching movies. We would love to stay again in the future! Thank you Mikhail and Erin!

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
Teagan’s place was exactly as described. Had a girls trip memorial day weekend and the spot didn’t disappoint. There were enough beds to accomodate us, it was spacious and very clean. We could see the beach path through the sliders and we were able to walk right down to the beach. Unfortunately there was a huge storm during half our trip but the cottage was such a cute spot to just chill and relax while waiting out the storm.

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!
Really enjoyed this stay!! The hot tub was perfect for the chilly nights during the weekend, the kitchen was furnished with snacks, the bed was supremely comfortable, and the windows brought in great sunlight. Would absolutely recommend it, and hope to stay again in the future.

Local Beach+ Fireplace + Hot Tub Under the *Stars*
A wonderful place to relax, soak in the hot tub, and enjoy the nearby beaches and amenities.

Lakeside Waterfront House in Harwich: 4+beds, 3bth
Art is simply amazing to deal with for a host very responsive, home is beautiful right on the lake plenty of room for 2 -3 families..this is our 3rd year staying and hands down our favorite airbnb.

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!
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!

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!

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.

Walk to beach - firepit - fireplace
Sue's place was perfect for our mother-daughter weekend. Sue provided a comprehensive list of restaurants in the area, but we prepared all of our meals in the kitchen, which was well-appointed, very much appreciated. We enjoyed daily walks to the beach. Though it was off-season and overcast, inside it was perfectly cozy. The fireplace was great to return to. Sue was quick to return texts, and very welcoming. The snack basket was well received! Would highly recommend.

Designer West End Detached Cottage
The house worked great for our group! The location is perfect - right off of Commercial Street but far enough to be away from the commotion, and having a designated parking space is certainly a perk! Everything in the house was very clean and well/thought out. The bed was very comfortable. The pull-out couch was a bit small for two adults, but we made do.

Charming Cottage near Beach and Ferry.
We traveled to the cape for a youth soccer tournament and wanted to find a place with room for our family and dog. Daniel's cottage was perfect for our family of 4 - a nice cozy cottage with beach access, all the comforts of home, and a great location. Daniel was a great host - proactive friendly location and a clean house with everything we needed.

Aug Avail*Tiny Cottage*1/2 mile2beach-Dog Friendly
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

Renovated Chatham Windmill! Walk to Beach/Town!
Absolutely sparkling fresh and clean. Beautifully designed and decorated. Bed was so cozy and comfortable. Stairs are tricky and steep But it is expected in this style cottage. Convenient to downtown yet very secluded. We had a nor easter through our visit. So sad that our outdoor plans were ruined but this cottage had lots of room to move around. Could not imagine being in a small hotel room. We loved handing out at Chatham Bars Sacred Cod for drinks and dinner! Coming home to our cottage was half the hotel price but twice as cool!

Historic Cottage on the Sea
Jim was an excellent host! The place was a tiny cottage right on the beach. We took advantage of being able to jump into the ocean for a swim first thing in the morning. Priceless! The cottage was tiny and minimal, so it felt like glamping. Although there was just enough amenities that I was able to cook a gourmet swordfish dinner one night while watching the sun set over Provincetown. Again, priceless! The location is terrific, just 5 miles from downtown Provincetown, so you can bike, or drive, or take a shuttle. Oh, and Day’s Market, just across the street is the best curated camp store I have ever seen…and their deli made exceptional sandwiches. Yum! All in all, staying at Jim’s cottage on shore road in Truro was an interesting experience; something we had wanted to try for years. The cottage is in a row of beach cottages set right next to one another, so it’s important to have welcoming neighbors

Quaint beachfront cottage
The cottage was exactly as described and had everything one could need for a stay on the Cape. The views from the deck were stunning, the beach a small world unto itself, and we felt right at home the minute we arrived. The cottage provides solitude yet is close enough to town, restaurants, and a multitude of paddling spots to be super convenient. Lastly, the master bed was the most comfortable of any place we've stayed. We thoroughly enjoyed our time at Kingsbury Beach!

Pine Lodge - spacious and dog friendly!
Great and peaceful stay, good communication and perfect location.

Cape Cottage w/ Deck+Outdoor Shower+Close to Beach
Thank you for an amazing stay in Orleans. The property was exactly as described and close to some of the best beaches in all of cape cod. It was clean and the kitchen was well stocked. The beds were comfortable and the decor was cape cod perfect. Thanks again ! We can’t wait to be back

Escape to this Peaceful Cottage near Nauset Beach
My family enjoyed the location including the nearby restaurants, hikes and beaches. Cindy’s place was quaint, comfortable and private. I would most definitely stay here again. Host was also friendly, kind and flexible. It was an added bonus to be able to do a load of laundry, have a full fridge and use non-disposable dishes. We were able to make breakfasts at the house which felt much more comfortable than eating out for every meal. We traveled with a toddler, and while it was not baby-proof (nothing is with this little guy) the place was clean and without clutter. We were easily able to keep an eye on him without any issues.

Wellfleet Cottage By The Sea
We wanted to stay in Wellfleet, which is a beautiful town with galleries filled with talented and friendly people and a short drive to Provincetown. But what made the trip was staying at Charles’s place. It is so very special, and it was hard to leave. We are grateful to have stayed in a home whose family cherishes what they have. The views were good for the soul. So so special. Thank you Charles for all of your suggestions and conversation. It was nice to meet you!

Renovated Near Cape Cod Rail Trail no cleaning fee
Great spot. Truly enjoyed our time at the cape. Very comfortable and had everything we needed. Appreciated the hosts quick responses. Would love to rent again from Anna.
Quick stats about cottage rentals in Eastham
Total rentals
70 properties
Nightly prices starting at
$128 SGD before taxes and fees
Total number of reviews
3.2K reviews
Family-friendly rentals
50 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
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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
- Peggotty Beach
- Cape Cod National Seashore
- Forest Beach
- Linnell Landing Beach
- Ridgevale Beach