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, (6 reviews)
"The property was clean, private, and peaceful."
United States
Sherri R.
The price is CA $701
CA $2,099 total
includes taxes & fees
Sep 2 - Sep 3
Relax by Oak Bluffs Harbor, enjoy your 3-bedroom East Chip retreat

2. 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, (92 reviews)
"Memorial Day weekend on the Vineyard was perfect."
United States
Cassandra
The price is CA $596
CA $954 total
includes taxes & fees
Sep 2 - Sep 3
Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View

3. Small One Bedroom Private Cottage on Large Quiet Property.

Small One Bedroom Private Cottage on Large Quiet Property.
Tisbury
10.0 out of 10, Exceptional, (16 reviews)
"Nice, quaint cottage. Perfect for a couple's getaway! Location was convenient for walking to shops and restaurants."
United States
Randy T.
The price is CA $421
CA $717 total
includes taxes & fees
Aug 23 - Aug 24
Small One Bedroom Private Cottage on Large Quiet Property.

4. The Club at New Seabury

The Club at New Seabury
3.5 star property
New Seabury
9.0 out of 10, Wonderful, (364 reviews)
"The condo had everything we needed, and was clean, however there were a lot of ants on the main floor, mostly in the kitchen. This should definitely be looked into and maybe some traps set. There was a washer/dryer which was great and room service each day to change towels."
Canada
Rylea
The price is CA $699
CA $800 total
includes taxes & fees
Aug 11 - Aug 12
The Club at New Seabury

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

Walk to Beach & Lighthouse: Oak Bluffs Studio!
Oak Bluffs
8.8 out of 10, Excellent, (8 reviews)
"Very accommodating early check in and great communication "
United States
Katelyn K.
The price is CA $461
CA $875 total
includes taxes & fees
Aug 22 - Aug 23
Walk to Beach & Lighthouse: Oak Bluffs Studio!

6. Perfect location! By Beach, Harbor & Town! Gorgeous Gingerbread Upstairs Aptmt

Perfect location! By Beach, Harbor & Town! Gorgeous Gingerbread Upstairs Aptmt
Oak Bluffs
10.0 out of 10, Exceptional, (47 reviews)
"Great accommodations and a perfect location for the beach, shopping and great food."
United States
Hugh M.
The price is CA $694
CA $1,200 total
includes taxes & fees
Aug 26 - Aug 27
Perfect location! By Beach, Harbor & Town! Gorgeous Gingerbread Upstairs Aptmt

7. 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, (6 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 $379
CA $692 total
includes taxes & fees
Sep 2 - Sep 3
Cozy studio with water views. AC,WiFi, full kitchen, private entrance and patio.

8. 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
9.8 out of 10, Exceptional, (59 reviews)
"Property was well taken care of, very clean with great location!"
United States
Stephanie
Beautiful Beachfront “Oasis by the Sea” in the Heart of Oak Bluffs!

9. 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, (94 reviews)
"Great place to stay in Oak Bluffs"
United States
Stephen S.
The price is CA $666
CA $1,056 total
includes taxes & fees
Aug 24 - Aug 25
Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.

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

Walking-distance to town, shops, restaurants & ferry!
Tisbury
10.0 out of 10, Exceptional, (25 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 $1,331
CA $1,698 total
includes taxes & fees
Aug 20 - Aug 21
Walking-distance to town, shops, restaurants & ferry!

11. 1 Mi to Ferry Terminal: Oak Bluffs Family Retreat!

1 Mi to Ferry Terminal: Oak Bluffs Family Retreat!
Oak Bluffs
6.8 out of 10, (9 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 $388
CA $912 total
includes taxes & fees
Sep 3 - Sep 4
1 Mi to Ferry Terminal: Oak Bluffs Family Retreat!

12. WATERFRONT Downtown Cottage w/ Beach

WATERFRONT Downtown Cottage w/ Beach
Tisbury
10.0 out of 10, Exceptional, (51 reviews)
"Very beautiful, very clean with incredible views of the Vineyard Haven harbor views"
United States
John M.
The price is CA $1,367
CA $2,013 total
includes taxes & fees
Aug 20 - Aug 21
WATERFRONT Downtown Cottage w/ Beach

13. Brand New Guest house

Brand New Guest house
Oak Bluffs
10.0 out of 10, Exceptional, (5 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 $694
CA $1,583 total
includes taxes & fees
Aug 24 - Aug 25
Brand New Guest house

14. NEW! Renovated Family-Friendly Vineyard Haven Home, Close to town!

NEW! Renovated Family-Friendly Vineyard Haven Home, Close to town!
Tisbury
10.0 out of 10, Exceptional, (18 reviews)
"We had an amazing time at this beautiful home. Great, clean space to spend an evening visit with friends and family. Great location with easy access around the island. Would highly recommend! "
United States
Jennifer T.
The price is CA $1,117
CA $2,052 total
includes taxes & fees
Aug 17 - Aug 18
NEW! Renovated Family-Friendly Vineyard Haven Home, Close to town!

15. New Seabury Cape Condo + Pool & Beach Escape

New Seabury Cape Condo + Pool & Beach Escape
New Seabury
10.0 out of 10, Exceptional, (85 reviews)
"Great condo, great location. Fully equipped kitchen and awesome patio. "
United States
Jeff V.
The price is CA $138
CA $466 total
includes taxes & fees
Aug 17 - Aug 18
New Seabury Cape Condo + Pool & Beach Escape

16. Loft Hideaway in Falmouth Village

Loft Hideaway in Falmouth Village
Falmouth
9.6 out of 10, Exceptional, (5 reviews)
"We really enjoyed our visit!! The location can’t be beat and Falmouth was a great place to explore. "
United States
Nancy F.
The price is CA $293
CA $611 total
includes taxes & fees
Aug 9 - Aug 10
Loft Hideaway in Falmouth Village

17. Contemporary coastal retreat nearby Falmouth beaches! w/ spacious living area

Contemporary coastal retreat nearby Falmouth beaches! w/ spacious living area
Falmouth
10.0 out of 10, Exceptional, (16 reviews)
"This is a beautiful and unique home with plenty of space and activities for the family. The photos were accurate and there was so much space for everyone to relax. We enjoyed our stay so much. "
United States
Lisa F.
The price is CA $435
CA $1,027 total
includes taxes & fees
Sep 1 - Sep 2
Contemporary coastal retreat nearby Falmouth beaches! w/ spacious living area

18. Charming 2BR Coastal Cottage – Walk to Surf Drive Beach & Downtown!

Charming 2BR Coastal Cottage – Walk to Surf Drive Beach & Downtown!
Falmouth
9.4 out of 10, Exceptional, (3 reviews)
"Good location, close to ferry and restaurants. Quiet neighborhood."
United States
Kerry B.
The price is CA $562
CA $1,084 total
includes taxes & fees
Aug 17 - Aug 18
Charming 2BR Coastal Cottage – Walk to Surf Drive Beach & Downtown!

19. Charming studio in tranquil Falmouth with AC

Charming studio in tranquil Falmouth with AC
Falmouth
10.0 out of 10, Exceptional, (1 review)
"Wonderful host to work with!"
United States
Jocelyn J.
The price is CA $179
CA $277 total
includes taxes & fees
Sep 2 - Sep 3
Charming studio in tranquil Falmouth with AC

20. Charming Guesthouse | Walk to Beach | Downtown

Charming Guesthouse | Walk to Beach | Downtown
Falmouth
The price is CA $369
CA $1,032 total
includes taxes & fees
Aug 19 - Aug 20
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 chic meets French Provençal in this newly renovated oceanfront home. : This vacation home rental outside of East Chop is located on the beach and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

How many vacation rentals will I find in East Chop?

Expedia has 23 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.