Vacation rentals in Eastham

4.92 out of 5 average rating, 109 reviews

Apartment in Oak Bluffs

Absolute Best Location on the Island

DanielleRating, 5 stars5 months ago

My family & I have been vacationing at Larry’s Historic Arcade for the past 7+ years. It is in the most perfect spot located right on Circuit Ave in the heart of Oak Bluffs. There are many stores and restaurants located on this road and it’s super convenient to have a market right across the street for any last minute essentials. We always rent the third floor apartment. It is very spacious and has a full size bed, a loft with 2 twin size beds and a pull out couch. It also has 2 decks. One over looking circuit ave and one on the other side with a grill. The house has WiFi, 2 mini splits (for ac or heat) a tv and a full kitchen. I highly recommend booking Larry’s Historic Arcade. It has everything you need and more. Thank you Larry for providing the perfect vacation spot for me and my family. We are already looking forward to next year!

4.94 out of 5 average rating, 111 reviews

Home in Mashpee

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

JobRating, 5 stars2 days ago

This was our first stay at an air bnb. Now the bar is set high. After the second day we caught ourselves saying “let’s get home “ . The neighborhood is friendly and quiet. We were so happy that your place was our first.

5 out of 5 average rating, 4 reviews

Condo in Provincetown

Spacious Ptown Escape | Patio, AC, 2-Car Parking

JorgeRating, 5 stars3 months 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.

4.88 out of 5 average rating, 153 reviews

Home in Yarmouth Port

* Walk to the beach - Swiss Beach House! *

JennaRating, 5 stars8 months ago

The Swiss House is an ideal retreat for families seeking a harmonious blend of comfort and connection. The expansive open-concept living area downstairs fostered a sense of togetherness, while the well-appointed kitchen made preparing family meals a breeze. Nestled away from the hustle, yet conveniently close to amenities, the house offers a perfect balance of privacy and accessibility. A quick drive to Mayflower Beach added to the allure, making our stay nothing short of delightful.

5 out of 5 average rating, 29 reviews

Home in Sandwich

The Cape Cottage Fireplace * Kid Friendly * PetsOK

BriRating, 5 starstoday

We booked a last-minute trip and had a fantastic stay! Ariana was incredibly helpful and accommodating—she answered all our questions promptly and made everything easy. The cottage was spotless, smelled amazing, and the beds were super comfortable. The location was perfect—close to shops and restaurants, which made everything convenient. All of our guests were impressed with the place, and we’d definitely come back. I highly recommend this spot to anyone planning a quick getaway to the Cape!

4.85 out of 5 average rating, 62 reviews

Cottage in Brewster

BeachFront Private Beach Amazing Views WIFI

ChrisRating, 5 stars10 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!

4.99 out of 5 average rating, 142 reviews

Cottage in Hyannis

Beach 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!

4.81 out of 5 average rating, 473 reviews

Cottage in Provincetown

Private cottage green friendly and pet friendly

JennRating, 5 stars1 week ago

Perfect spot to get away and clear your head. Wi-Fi and amenities we're great, the private back patio is serene and everything you'd want to see in downtown Provincetown is within walking distance. If you enjoy the type of vacation where you can park your car and not get back in it until you leave, this is a wonderful spot. It was very affordable, well maintained, and an overall peaceful spot with good vibes.

Guesthouse in Provincetown

5 out of 5 average rating, 67 reviews

Central Cottage-Incredible Location, Stylish Charm

RyanRating, 5 stars6 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.

4.89 out of 5 average rating, 57 reviews

Home in Orleans

Romantic Orleans waterfront cottage

JamesRating, 5 stars7 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.

Vacation rentals for every style

Get the amount of space that is right for you.

Cottages

Quaint homes, peaceful surroundings

Apartments

Convenient locations with everyday essentials

Houses

A space that's all yours, with room for everyone

Popular amenities for Eastham vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

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 vacation rentals in Eastham

4.7 out of 5 average rating, 56 reviews

Cottage in Dennis Port

Great 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!

4.83 out of 5 average rating, 6 reviews

Home in East Dennis

Ideal Vacation Home On Dennis Highlands

DanielRating, 5 stars8 months ago

This place was everything we could’ve wanted for a week at the Cape. It’s in one of the best areas we have ever stayed on Cape Cod. We loved how they have the house decorated it was perfect. We had PLENTY of room for my wife, our two kids and me to relax when we were spent from activities. The yard was huge and there was wildlife all around. Nice and private location but 5-10 minute drive to get to anything you want. They were super accommodating to our last minute schedule shift and very responsive and give spot on recommendations on some things to check out. We would hands down stay again.

4.94 out of 5 average rating, 18 reviews

Home in New Seabury

25 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!

4.84 out of 5 average rating, 49 reviews

Home in Falmouth

Escape to the Cape

RodionRating, 5 stars8 months ago

Ananta was very communicative and proactively helpful. Her residence was very accommodating for a family of 6 plus a cat. We all really enjoyed our stay. P.S. Thank you for the welcome snacks and the plant!

4.92 out of 5 average rating, 13 reviews

Home in East Falmouth

Jaws 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!

4.8 out of 5 average rating, 25 reviews

Home in Teaticket

5 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.

4.75 out of 5 average rating, 4 reviews

Home in Falmouth

NEW! 2 Houses, Main House plus Guest House

CassandraRating, 5 stars8 months ago

We stayed here with a large group of friends including toddlers and babies for a friend’s wedding. We loved the space, especially sitting out on the deck together, having two separate spaces so some friends could stay up chatting while the kids slept in the other house was excellent. We would highly recommend this house for a fun and relaxing group trip!