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East Chop Holiday Rentals

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Holiday Rentals in East Chop

Modern, luxury 5-bed, 4.5-bath w/full basement! Now booking for 2026!

10.0 out of 10, Exceptional, (71)
"Large home with plenty of room for extended family. Located in quiet neighborhood close to Oak Bluffs, would highly recommend."
Modern, luxury 5-bed, 4.5-bath w/full basement! Now booking for 2026!

Updated house close to town and beach with patio, AC, and games

2.0 star property
10.0 out of 10, Exceptional, (4)
"Great location, walking distance to beach, restaurants and shops!"
Updated house close to town and beach with patio, AC, and games

The Club at New Seabury

3.5 star property
9.0 out of 10, Wonderful, (336)
"Very relaxing, loved the different clubs available; beach, pool, tennis, playground for the little ones, bars and food. Some shops were closed due to being off season, but still enjoyed our stay. Looking forward to booking again "
The Club at New Seabury

InnSeason Resorts Captain's Quarters

3.5 star property
9.8 out of 10, Exceptional, (186)
"Great location and helpful staff"
InnSeason Resorts Captain's Quarters

Coastal chic meets French Provençal in this newly renovated oceanfront home.

10.0 out of 10, Exceptional, (86)
"Great stay! "
The price is NZ$2,298
includes taxes & fees
27 Oct - 28 Oct
Coastal chic meets French Provençal in this newly renovated oceanfront home.

Sea Mist Resort

3.0 star property
8.6 out of 10, Excellent, (137)
"Just there for one night but very enjoyable stay."
The price is NZ$555
includes taxes & fees
24 Oct - 25 Oct
Sea Mist Resort

Steps to the beach with an ocean view,

10.0 out of 10, Exceptional, (133)
"Great stay."
Steps to the beach with an ocean view,

Steps to the Ocean! Perfect Location!!!

10.0 out of 10, Exceptional, (227)
"Perfect for a couple and two kids"
Steps to the Ocean! Perfect Location!!!

Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs

6.4 out of 10, (31)
"The weather was perfect and our crew made the best of our trip."
Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs

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

9.4 out of 10, Exceptional, (88)
"The location of this property cannot be beat! Our second time staying here."
The price is NZ$924
includes taxes & fees
1 Nov - 2 Nov
Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View

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

9.4 out of 10, Exceptional, (91)
"Close to buses, restaurants and ferries. 10/10, we would stay again."
The price is NZ$859
includes taxes & fees
11 Oct - 12 Oct
Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.

Beach front, fenced yard, dogs welcome, central air, fire pit, 3 kayaks, hot tub

10.0 out of 10, Exceptional, (112)
"Great outdoor spaces. Loved the kayaks, beach and fire pit. Our 2 year old grandson loved the outdoor shower. Our dog had a ball chasing squirrels in the fenced backyard. We would definitely stay again. Close to everything in Falmouth including Woodneck beach, our low tide favorite. "
Beach front, fenced yard, dogs welcome, central air, fire pit, 3 kayaks, hot tub

Downtown Captain's Mansion- The Dexter- Family, pet, and event friendly

10.0 out of 10, Exceptional, (64)
"The house was well stocked and had everything you could need. "
Downtown Captain's Mansion- The Dexter- Family, pet, and event friendly

By the Water - Steps to the Beach - 4Br, AC, Views of Vineyard Sound

9.8 out of 10, Exceptional, (23)
"We had a great week staying at this property. It's well maintained and had plenty of room for a family getaway to the Cape. Steps away from the beach, this property is well taken care of and had everything we needed for a comfortable stay. This would be our first choice for any future trips to the Cape."
By the Water - Steps to the Beach - 4Br, AC, Views of Vineyard Sound

New Coastal House, Steps to Keyes Beach, Main Street, Harbor; AC, Linens, Wi-Fi

9.8 out of 10, Exceptional, (161)
"Alex' house was perfect for us. The fenced in yard was great for our dog and the location is top notch. We could load up the beach wagon and take the short walk to the beach. Alex was extremely accommodating with several recommendations for us."
New Coastal House, Steps to Keyes Beach, Main Street, Harbor; AC, Linens, Wi-Fi

Spacious colonial home close to town with AC, porches, & W/D

10.0 out of 10, Exceptional, (5)
"We had such a great stay here. Very clean and super close to town. We would definitely stay here again. Thanks!"
Spacious colonial home close to town with AC, porches, & W/D

✸Private Sandy Beach✸ Nantucket Sound-2 Min Walk! Kayak & SUP, Near Harbor &Town

10.0 out of 10, Exceptional, (95)
"Great property, well appointed, close by o everything "
✸Private Sandy Beach✸ Nantucket Sound-2 Min Walk! Kayak & SUP, Near Harbor &Town

Gorgeous Cottage steps from the beach

8.4 out of 10, Very good, (24)
"Location to town & beach was great. Cottage was listed accurate online. Communication with owner was welcoming. The cottage was a nice weekend get away."
Gorgeous Cottage steps from the beach

MOST CHIC SPOT! Your Martha's Vineyard Getaway!

10.0 out of 10, Exceptional, (7)
"Our kids and their friends had so much fun in the beautifully finished basement. Easy access to beach and ferry, would love to go back every year, the host was wonderful."
The price is NZ$2,089
includes taxes & fees
10 Oct - 11 Oct
MOST CHIC SPOT! Your Martha's Vineyard Getaway!

Beachside Village Resort

3.0 star property
9.2 out of 10, Wonderful, (99)
"Great location! Nice property! "
Beachside Village Resort
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

Find out more about East Chop

Everything you need to know about East Chop holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the East Chop holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect East Chop holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

East Chop holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in East Chop. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A East Chop holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of East Chop holiday rentals we have selected for you start as low as NZ$555 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on East Chop rentals

At Expedia, we put the best East Chop holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top East Chop rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream East Chop holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around East Chop. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in East Chop?

Yes, there are holiday rentals close to the most popular sights in East Chop, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that East Chop has to offer?

Beach front, fenced yard, dogs welcome, central air, fire pit, 3 kayaks, hot tub: This holiday home rental outside of East Chop is located on the beach, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals will I find in East Chop?

Expedia has 42 holiday rentals for your stay in East Chop.

What can I see and do in East Chop?

Oak Bluffs Town Beach and Eastville Beach are a couple of lovely local spots to get outside and enjoy nature. Oak Bluffs Harbor and East Chop Light are other places to visit while you're in town.

What are holiday rentals like in East Chop?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in East Chop. Holiday rentals offer extras such as patios, hot tubs and fire pits so you'll feel just like you're at home. If you're concerned about cleanliness, holiday rentals can offer a sense of security away from public hotel lifts and busy concierge desks while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive choice for family trips or small group gatherings.