Holiday houses in Eastham

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Top-rated holiday rentals in Eastham

Guests agree: these stays are highly rated for location, cleanliness and more.

Guest favourite

Home in Hyannis Port

4.86 out of 5 average rating, 140 reviews

Cottage with private beach in Hyannis Port

JackRating, 5 stars6 days ago
Beautiful property, great location with an easy walk to the beach couldn’t have asked for more.
Guest favourite

Home in Mashpee

4.94 out of 5 average rating, 110 reviews

Newly Renovated! Seconds to sand, fire pit, A/C

EzraRating, 5 stars1 month ago
Very comfortable and cozy, in a great part of the Cape. Kitchen has all you need, good set up for a couple or even small family. One note, not a huge problem: the fireplace is only ornamental. Bed is comfortable, might be too soft for some. Very helpful and friendly host, gave clear instructions but respected privacy. Thanks so much!
Superhost

Condo in Provincetown

5 out of 5 average rating, 3 reviews

Central Ptown Gem | 2BR, AC, Patio | 2-Car Parking

JorgeRating, 5 stars2 weeks ago
I've been going to Ptown 2-3 X a year for over 30 years to visit with friends who live there year round. The original hotels where I used to stay are now condos. With the arrival of AirBnB, Booking and so on, prices are not what they were, but on the flip side, the range of accommodations and amenities is much better nowadays. With that preamble out of the way, I have to say that Jason's apartment is beautiful, modern, well equipped and furnished. Because the ferry is not available in winter, I drove and needed a place to park. In addition, due to the cold weather I was glad to have the luxury of a gas fireplace. There is a park behind the property and it is on a quiet street. There is a Gulf gas station a few minutes walk away that sells basic necessities. Also, I was able to walk into town very easily. The showers get plenty of hot water. I cooked breakfast (cheese omelette) and one dinner (soup) and found the kitchen had everything I needed. Excellent experience.
Superhost

Cottage in Brewster

4.85 out of 5 average rating, 62 reviews

BeachFront Private Beach Amazing Views WIFI

ChrisRating, 5 stars7 months ago
We had a fantastic stay at Bruce’s cottage! Great rustic cottage right on the beach, perfect for a “slower pace” vacation away from crowds and hustle/bustle. Bruce and his wife are very friendly, very available for questions, and were pleasantly flexible with us on checkout timing really allowing us to maximize our last day on the cape. Will absolutely visit again!
Guest favourite

Home in Sandwich

5 out of 5 average rating, 22 reviews

The Cape Cottage-Fireplace*Kid Friendly*Pets OK

RachelRating, 5 stars3 weeks ago
Ariana was a super responsive and lovely host! The house was perfect for my family and I as a place to celebrate my brother’s birthday over the long weekend. I would definitely recommend to a friend!
Guest favourite

Cottage in Provincetown

4.81 out of 5 average rating, 464 reviews

Private cottage green friendly and pet friendly

JenniRating, 5 stars2 weeks ago
The cottage was clean and very cozy. Super convenient location-easy walk to everything! Never been to Provincetown in the winter-a great weekend in a charming cottage. We will be back.
Guest favourite

Home in Scituate

5 out of 5 average rating, 20 reviews

Coastal Retreat

RachelRating, 5 stars2 weeks ago
Our stay at this lovely Scituate Coastal Retreat was fabulous. The house was immaculately clean and the decor was perfection. The common areas were cozy, but spacious and the kitchen was well stocked with any tools/utensils we needed. Beds were comfortable and our party of 4 adults had plenty of room. The hosts left great suggestions for local dining and the house was only a 2 min drive (15min walk) to downtown Front St restaurants and shopping. Host Andrew was very responsive and wonderfully accommodating, allowing for a later check-out when requested. We were staying in the Winter, so perhsps check out time may not be as flexible in the warmer months. Check-in & check-out was a breeze! We hope to rent this property again. Thank you Andrew & Madeline!
Guest favourite

Home in Plymouth

4.93 out of 5 average rating, 41 reviews

Serene Lakefront Retreat: Your Perfect Getaway!

CarolRating, 5 stars1 month ago
Minh took the time to decorate for the holidays. She was very responsive. Her place was Spotless! There were plenty of places to relax.
Guest favourite

Guesthouse in Provincetown

5 out of 5 average rating, 67 reviews

Central Cottage -Incredibly Located, Stylish Charm

RyanRating, 5 stars4 months ago
My partner and I have visited PTown on several occasions now, but this was our first stay at Jason's place. I cannot say enough great things. The space itself is adorable! Everything was well thought out, and made to feel like a home. The bed was cozy, and Jason provided any and all of the amenities you could have asked for. Jason's space is less than a minute walk to Commercial Street, and close to Joe Coffee (along with so many other places). Jason was extremely accommodating, communicated so well, and went out of his way to welcome us. The location alone was easily one of the most convenient spaces we have rented. We would absolutely stay again.
Superhost

Home in Orleans

4.89 out of 5 average rating, 57 reviews

Romantic Orleans waterfront cottage

JamesRating, 5 stars5 months ago
cute little cottage on a cove with that classic old cape look and feel. Plenty of things to do and great food around! the Ice Cream cafe is fantastic! and really liked friends market. Nauset beach is beautiful and the cape as a whole is lovely as it always has been.
Guest favourite

Home in Yarmouth

5 out of 5 average rating, 24 reviews

Cape Cod Retreat

LizRating, 5 stars5 months ago
Fantastic home that clearly is actually enjoyed by the owners (so no weird surprises like you find in places that only exist as rentals). Well designed space that’s very comfortable to exist in. About a mile to the nearest ocean beach so we ended up driving more than walking but there’s plenty to do with a car.
Guest favourite

Cottage in Oak Bluffs

4.98 out of 5 average rating, 164 reviews

Beautiful walk to Town, Inkwell and harbor!

PhilipRating, 5 stars1 month ago
My first time on the Vineyard in the winter. Pleasantly surprised that many businesses were still open. Brian's place was ideal for my dog and me. Clean, comfortable, great location. I would return.

Popular amenities for Eastham holiday rentals

Stay near Eastham's top sights

Skaket Beach56 locals recommend
Nauset Beach153 locals recommend
Wellfleet Drive-In Theatre143 locals recommend
Cape Cod National Seashore Salt Pond Visitor Center96 locals recommend
Land Ho85 locals recommend
Mass Audubon's Wellfleet Bay Wildlife Sanctuary70 locals recommend

Other great holiday rentals in Eastham

Guest favourite

Cottage in Hyannis

4.99 out of 5 average rating, 140 reviews

Beach Glass Cottage - Pond Front

JosephRating, 5 stars2 months ago
Incredible stay here. “Off-season” trip to do some holiday strolling and Maureen and Brian’s home was perfect to spend time at when not out and about. Clean, spacious and modernized - we loved it. They took the time to add holiday decor to the place which is an incredible touch. Would absolutely stay here anytime of the year!
Superhost

Cottage in Dennis Port

4.7 out of 5 average rating, 56 reviews

Great Cottage - Walk to the Beach! (97)

GriffinRating, 5 stars5 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 Barnstable

4.78 out of 5 average rating, 108 reviews

Lake Front Dream House

DominicRating, 5 stars4 months ago
We had a great stay at Mark’s lovely home while we were in the area to golf. He was super responsive to anything we reached out about, friendly, and helpful. The home itself is gorgeous. It had everything we needed, and the view off the back deck is amazing. Would recommend to anyone on a group outing down the cape. Lots of room to sleep and the yard is sweet.
Guest favourite

Apartment in Marshfield

4.91 out of 5 average rating, 66 reviews

FULLY RENO'D apt w/water views near beach& marina

MatthewRating, 5 stars4 months ago
Space was exactly as listed. Very clean and tons of space. We’d absolutely stay here again. Kelly was SUPER kind and responsive!
Guest favourite

Home in New Seabury

4.94 out of 5 average rating, 18 reviews

Popponesset-Breathtaking views of pond & beach

LisaRating, 5 stars2 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 reviews

Private home, secluded 6 acre lot with water view

JaredRating, 5 stars5 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!
Superhost

Home in East Falmouth

4.92 out of 5 average rating, 13 reviews

Jaws House - Great Harbors

MollyroseRating, 5 stars3 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 reviews

5 Bedroom, Central Air, Close to Beaches and MORE!

CarolRating, 5 stars6 months ago
It is a nice house for a large family. We had between 8-12 there at any points. Close to beaches.

Quick stats about holiday rentals in Eastham

  • Total rentals

    510 properties

  • Nightly prices starting at

    $63 AUD before taxes and fees

  • Total number of reviews

    17K reviews

  • Family-friendly rentals

    400 properties are a good fit for families

  • Pet-friendly rentals

    170 properties allow pets

  • Rentals with a pool

    40 properties have a pool

Destinations to explore