A coastal town with houses, a lighthouse, and a rocky shoreline.

East Chop Vacation Rentals

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Our top choices for East Chop vacation rentals

1. Relax by Oak Bluffs Harbor, enjoy your 3-bedroom East Chip retreat

Relax by Oak Bluffs Harbor, enjoy your 3-bedroom East Chip retreat
Oak Bluffs
9.8 out of 10, Exceptional, (9 reviews)
"The property was clean, private, and peaceful."
United States
Sherri R.
The price is CA $557
CA $1,905 total
includes taxes & fees
Oct 1 - Oct 2
Relax by Oak Bluffs Harbor, enjoy your 3-bedroom East Chip retreat

2. The Club at New Seabury

The Club at New Seabury
3.5 star property
New Seabury
9.0 out of 10, Wonderful, (368 reviews)
"A"
United States
Zachary
The price is CA $300
CA $344 total
includes taxes & fees
Sep 28 - Sep 29
The Club at New Seabury

3. Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View

Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View
Oak Bluffs
9.4 out of 10, Exceptional, (96 reviews)
"Memorial Day weekend on the Vineyard was perfect."
United States
Cassandra
The price is CA $421
CA $749 total
includes taxes & fees
Oct 4 - Oct 5
Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View

4. Walk to Beach & Lighthouse: Oak Bluffs Studio!

Walk to Beach & Lighthouse: Oak Bluffs Studio!
Oak Bluffs
8.0 out of 10, Very good, (11 reviews)
"Very good experience Very clean owner very helpful My second time here"
United States
Diana
The price is CA $460
CA $867 total
includes taxes & fees
Sep 23 - Sep 24
Walk to Beach & Lighthouse: Oak Bluffs Studio!

5. Vineyard Cottage Charm, Walk to Beach, On Bike Path, Near Town

Vineyard Cottage Charm, Walk to Beach, On Bike Path, Near Town
Oak Bluffs
8.8 out of 10, Excellent, (9 reviews)
"Loved our little cottage"
United States
Linda T.
The price is CA $552
CA $1,241 total
includes taxes & fees
Sep 28 - Sep 29
Vineyard Cottage Charm, Walk to Beach, On Bike Path, Near Town

6. Brand new! Lovely apartment-Vineyard Haven

Brand new! Lovely apartment-Vineyard Haven
Tisbury
10.0 out of 10, Exceptional, (31 reviews)
"This property is quiet yet close enough to the business areas. Very clean, well maintained lovely unit with balcony. The host Joziane commutated with us from minutes after the booking to the end of stay, very helpful."
United States
Unspecified U.
The price is CA $499
CA $915 total
includes taxes & fees
Sep 26 - Sep 27
Brand new! Lovely apartment-Vineyard Haven

7. New Seabury Cape Condo + Pool & Beach Escape

New Seabury Cape Condo + Pool & Beach Escape
New Seabury
10.0 out of 10, Exceptional, (90 reviews)
"Great condo, great location. Fully equipped kitchen and awesome patio. "
United States
Jeff V.
The price is CA $123
CA $450 total
includes taxes & fees
Sep 30 - Oct 1
New Seabury Cape Condo + Pool & Beach Escape

8. 1 Mi to Ferry Terminal: Oak Bluffs Family Retreat!

1 Mi to Ferry Terminal: Oak Bluffs Family Retreat!
Oak Bluffs
6.6 out of 10, (11 reviews)
"We had a perfect pre-/off-season stay with plenty of sleeping space. The location is fantastic—right between Vineyard Haven and Edgartown—making it easy to bike to both, plus there’s a beach across the street. The WiFi wasn’t working when we first arrived, but the owner was incredibly responsive and went above and beyond to fix it quickly. We’ll definitely be back!"
United States
Bethann N.
The price is CA $442
CA $937 total
includes taxes & fees
Sep 29 - Sep 30
1 Mi to Ferry Terminal: Oak Bluffs Family Retreat!

9. Cozy studio with water views. AC,WiFi, full kitchen, private entrance and patio.

Cozy studio with water views. AC,WiFi, full kitchen, private entrance and patio.
Tisbury
10.0 out of 10, Exceptional, (10 reviews)
"Beautiful view of the lagoon; ideal place for a couple or single. Leisurely walk to town and close to public transportation."
United States
Adrienne W.
The price is CA $406
CA $730 total
includes taxes & fees
Oct 12 - Oct 13
Cozy studio with water views. AC,WiFi, full kitchen, private entrance and patio.

10. Charming studio in tranquil Falmouth with AC

Charming studio in tranquil Falmouth with AC
Falmouth
10.0 out of 10, Exceptional, (3 reviews)
"Very clean and comfy place, a short drive to Falmouth center! Communication was very easy and check-in simple."
United States
Harry H.
The price is CA $214
CA $323 total
includes taxes & fees
Oct 4 - Oct 5
Charming studio in tranquil Falmouth with AC

11. Walking-distance to town, shops, restaurants & ferry!

Walking-distance to town, shops, restaurants & ferry!
Tisbury
10.0 out of 10, Exceptional, (29 reviews)
"I rented this for my staff, and they said it was the best place they have stayed on Martha's Vineyard."
United States
else r.
The price is CA $740
CA $945 total
includes taxes & fees
Sep 23 - Sep 24
Walking-distance to town, shops, restaurants & ferry!

12. Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.

Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.
Oak Bluffs
9.4 out of 10, Exceptional, (97 reviews)
"Danny was a great host. Unit clean. Walking distance to everything"
United States
Alvin
The price is CA $420
CA $747 total
includes taxes & fees
Oct 1 - Oct 2
Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.

13. < 1 Mi to Beaches: Home w/ Deck in Oak Bluffs

< 1 Mi to Beaches: Home w/ Deck in Oak Bluffs
Oak Bluffs
7.4 out of 10, Good, (3 reviews)
"House was neat architectural wise and family history of home ownership was very cool. However, listing noted there was a washer/dryer and there was not. House also noted that there was a fire pit and it was rusted through. Screen door handles were broken, windows need repair, and house has animals living in the downstairs bathroom wall. House needs updates to charge what was being charged a night. In addition, there was a Nor’easter that hit the island and we attempted to contact the host to let...
United States
Kate K.
The price is CA $611
CA $1,294 total
includes taxes & fees
Sep 23 - Sep 24
< 1 Mi to Beaches: Home w/ Deck in Oak Bluffs

14. Brand New Guest house

Brand New Guest house
Oak Bluffs
10.0 out of 10, Exceptional, (7 reviews)
"This is a new, beautiful and tastefully decorated 2 bedroom one bathroom house with a really nice big yard. Owner was very responsive and We had everything we needed for an enjoyable stay!"
United States
Elizabeth O.
The price is CA $504
CA $1,339 total
includes taxes & fees
Oct 1 - Oct 2
Brand New Guest house

15. Oak Bluffs 4BR • 5 Min Drive to Downtown

Oak Bluffs 4BR • 5 Min Drive to Downtown
Oak Bluffs
The price is CA $502
CA $1,177 total
includes taxes & fees
Sep 28 - Sep 29
Oak Bluffs 4BR • 5 Min Drive to Downtown

16. Cozy Cottage walk to Menauhant Beach

Cozy Cottage walk to Menauhant Beach
East Falmouth
8.8 out of 10, Excellent, (8 reviews)
"It was a great weekend spot. Had everything we needed, nicely decorated, and in a great and private location"
United States
Grace P.
The price is CA $268
CA $1,068 total
includes taxes & fees
Sep 30 - Oct 1
Cozy Cottage walk to Menauhant Beach

17. Beautiful Beachfront “Oasis by the Sea” in the Heart of Oak Bluffs!

Beautiful Beachfront “Oasis by the Sea” in the Heart of Oak Bluffs!
Oak Bluffs
10.0 out of 10, Exceptional, (62 reviews)
"We had the best girls weekend here! The space was perfect size for us. Great spaces for sitting and chatting, both inside and on the balcony. The location was perfect, right across from the ocean waves and shells on the beach. Walking distance to town and easy access to biking. It had everything we needed."
United States
Rachael C.
The price is CA $696
CA $1,291 total
includes taxes & fees
Sep 24 - Sep 25
Beautiful Beachfront “Oasis by the Sea” in the Heart of Oak Bluffs!

18. Private Waterfront, Beach, Dock, Kayaks, Paddle Boards and Hot Tub!

Private Waterfront, Beach, Dock, Kayaks, Paddle Boards and Hot Tub!
Seconsett Island
10.0 out of 10, Exceptional, (43 reviews)
"Great stay!"
United States
Kian S.
The price is CA $245
CA $644 total
includes taxes & fees
Oct 18 - Oct 19
Private Waterfront, Beach, Dock, Kayaks, Paddle Boards and Hot Tub!

19. Charming 3 Bedroom Apartment . Walk to Ferry, Shops & Beach

Charming 3 Bedroom Apartment . Walk to Ferry, Shops & Beach
Tisbury
The price is CA $558
CA $1,320 total
includes taxes & fees
Oct 1 - Oct 2
Charming 3 Bedroom Apartment . Walk to Ferry, Shops & Beach

20. Charming Guesthouse | Walk to Beach | Downtown

Charming Guesthouse | Walk to Beach | Downtown
Falmouth
10.0 out of 10, Exceptional, (1 review)
"The house was very convenient to the beach, Aldi’s, Walmart, and local restaurants & shops. I wasn’t sure how private it was being a guest house, but I never felt that we didn’t have privacy. Our dogs enjoyed the little fenced in yard. We appreciated the updated bathroom and kitchen. The weather was so pleasant a small outdoor area would have been nice, and we missed not having a washer & dryer and dishwasher, but overall it was clean and cozy. We would stay there again! We loved the Cape,...
United States
Kandy W.
The price is CA $275
CA $903 total
includes taxes & fees
Sep 23 - Sep 24
Charming Guesthouse | Walk to Beach | Downtown
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top East Chop Hotel Reviews

Find out more about East Chop

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with East Chop. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find vacation rentals in East Chop?

Yes, we offer vacation rentals near well known attractions in East Chop, or you can go with a more secluded option if you want a relaxing place to stay.

What are some of the best vacation rentals in East Chop?

Coastal Retreat | Walk to Inkwell Beach, Dining & Flying Horses Carousel: This vacation home rental outside of East Chop is located near the beach and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals will I find in East Chop?

Expedia has 22 vacation rentals for your stay in East Chop.

What can I see and do in East Chop?

While exploring the area, visit family-friendly sights like Cape Cod Children's Museum, or get outside and enjoy nature at Oak Bluffs Town Beach. In the larger area, you’ll find East Chop Light and Oak Bluffs Harbor.

What are vacation rentals like in East Chop?

Vacation rentals are private accommodations you can reserve for a short or long stay in East Chop. Vacation rentals offer extras like WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about a clean environment, vacation rentals can offer a sense of security away from public hotel elevators and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive option for family trips.