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Check prices for these dates

Next weekend
2 May - 4 May
In two weeks
9 May - 11 May
In one month
23 May - 25 May
In two months
20 Jun - 22 Jun

Featured Condo Rentals in Chappaquiddick Island and around

Southcape Resort Mashpee a Ramada by Wyndham
Exterior

Southcape Resort Mashpee a Ramada by Wyndham

3.0 star property
8.6 out of 10, Excellent, (193)
"Everything was good quality "
Southcape Resort Mashpee a Ramada by Wyndham
Beautiful Beachfront “Oasis by the Sea” in the Heart of Oak Bluffs!
On the beach, sun-loungers, beach towels

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

9.8 out of 10, Exceptional, (54)
"The location is ideal with gorgeous views and within walking distance of restaurants and the Gingerbread village. The space itself is adequate. We’ve never stayed anywhere that didn’t provide sheets and towels but there are island services that provide them if you give adequate notice There were 2 of us and we stayed 3 nights; the sheet and towel service was 97. The Keurig did not work and we had bought both reg and decaf K cups. When we messaged the host, she questioned it saying it was...
Beautiful Beachfront “Oasis by the Sea” in the Heart of Oak Bluffs!
Next to Cragville beach with warm sea water at a quiet and family friendly villa
Beach

Next to Cragville beach with warm sea water at a quiet and family friendly villa

9.8 out of 10, Exceptional, (7)
"This was a perfect vacation location for our family—a short walk to the beach, close to many desirable Cape spots, comfortable and clean. We already can’t wait to return!"
Next to Cragville beach with warm sea water at a quiet and family friendly villa
Breezy Oak Bluffs Condo - Steps to Inkwell Beach!
TV, DVD player, books, stereo

Breezy Oak Bluffs Condo - Steps to Inkwell Beach!

10.0 out of 10, Exceptional, (27)
"Great location"
Breezy Oak Bluffs Condo - Steps to Inkwell Beach!
Heart of downtown, walk to harbor, Martha’s Vineyard ferry, bikeway and beach!
Fridge, microwave, oven, stovetop

Heart of downtown, walk to harbor, Martha’s Vineyard ferry, bikeway and beach!

9.6 out of 10, Exceptional, (14)
"Fantastic location, easy walking distance to shops and restaurants, but still very quiet location. Owner dining and site recommendations were spot on. We took in quite a few and were not disappointed!"
Heart of downtown, walk to harbor, Martha’s Vineyard ferry, bikeway and beach!
Sleeps 6 @ New Seabury w/ Pool - All Season Modern Condo!
Outdoor pool

Sleeps 6 @ New Seabury w/ Pool - All Season Modern Condo!

10.0 out of 10, Exceptional, (67)
"This lovely property is nestled on a golf course. It is very quiet and well appointed with everything you need. There is a kitchen filled with great appliances and all amenities to cook with.The bedrooms are comfortable and bathrooms have all shower accessories. "
Sleeps 6 @ New Seabury w/ Pool - All Season Modern Condo!
Couple’s Retreat in Nantucket Walk to Attractions!
TV

Couple’s Retreat in Nantucket Walk to Attractions!

9.8 out of 10, Exceptional, (38)
"Our trip was all about driving on the beaches but we also wanted convenience and walkability for meals and shopping. This condo allowed us to explore historic downtown by foot and have a place to park the Jeep.Bedroom was spacious and kitchen appointed with just enough to have a simple meal or snack. (Although we did enjoy local restaurants!) "
Couple’s Retreat in Nantucket Walk to Attractions!
5 Mi to Mashpee Commons: Coastal Mashpee Condo
Fridge, microwave, stovetop, dishwasher

5 Mi to Mashpee Commons: Coastal Mashpee Condo

9.6 out of 10, Exceptional, (17)
"The accommodations were exactly as we hoped. Our family was comfortable and enjoyed the area, including the pool, which was steps away. The beach is a quick drive and is nice to visit; not too many people during our stay in August. Thank you for a great vacation!"
5 Mi to Mashpee Commons: Coastal Mashpee Condo
Pristine Year Round Retreat in Private Lewis Bay Compound w/video tour!
Exterior

Pristine Year Round Retreat in Private Lewis Bay Compound w/video tour!

10.0 out of 10, Exceptional, (92)
"Great location near Hyannis with plenty of restaurant options. House has all the amenities that you would need. Owners very accessible to answer questions (which was my issue). Definitely would stay again"
Pristine Year Round Retreat in Private Lewis Bay Compound w/video tour!
Your Perfect Beach Getaway Just a Block / 0.1 Mile Away!
Beach nearby, sun-loungers, beach towels

Your Perfect Beach Getaway Just a Block / 0.1 Mile Away!

9.4 out of 10, Exceptional, (6)
"Very comfortable house and location was great for visiting all the things there is to do in the area. "
Your Perfect Beach Getaway Just a Block / 0.1 Mile Away!
Dog-friendly, two-story condo with community pool - close to Mashpee Town Beach
Fridge, microwave, oven, stovetop

Dog-friendly, two-story condo with community pool - close to Mashpee Town Beach

9.8 out of 10, Exceptional, (10)
"Great well equipped condo with all you need. We stayed for one week and wished we could have stayed longer. Very close to the town beach. Good for a large family or just a couple. We would comeback again. "
Dog-friendly, two-story condo with community pool - close to Mashpee Town Beach
Beachfront Town House with Spectacular Ocean Views from all levels.
On the beach

Beachfront Town House with Spectacular Ocean Views from all levels.

9.8 out of 10, Exceptional, (56)
"Our stay in Hyannis at the Yachtsman's Club was lav"
Beachfront Town House with Spectacular Ocean Views from all levels.
Queen Suite w/ Deck & Stunning 3rd Floor Ocean Views
Outdoor dining

Queen Suite w/ Deck & Stunning 3rd Floor Ocean Views

The price is €176
includes taxes & fees
28 Apr - 29 Apr
Queen Suite w/ Deck & Stunning 3rd Floor Ocean Views
Heart of Oak Bluffs, No Car Needed! Ocean Views, Walk to Everywhere!
Fridge, microwave, oven, stovetop

Heart of Oak Bluffs, No Car Needed! Ocean Views, Walk to Everywhere!

10.0 out of 10, Exceptional, (7)
"."
Heart of Oak Bluffs, No Car Needed! Ocean Views, Walk to Everywhere!
Hot tub on your deck and beach across the street...Relax
Beach

Hot tub on your deck and beach across the street...Relax

Hot tub on your deck and beach across the street...Relax
The Pool Villas @ New Seabury-2 Bedroom, 2 full baths, private heated pool
A heated pool

The Pool Villas @ New Seabury-2 Bedroom, 2 full baths, private heated pool

9.6 out of 10, Exceptional, (30)
"Had a wonderful stay, unit had everything we needed, clean and easy to access. Sunsets were spectacular just a short drive away. Only wish we could've enjoyed the pool."
The Pool Villas @ New Seabury-2 Bedroom, 2 full baths, private heated pool
Large Cottage for Perfect Family Vacation
Property grounds

Large Cottage for Perfect Family Vacation

9.8 out of 10, Exceptional, (37)
"This cottage is located in a seaside vacation village. We were there off season when very few people were around. Therefore, both parking and walking around were easy. Be mindful that during this time of year some stores and restaurants are either closed or are open with reduced hours. The village was very quiet and peaceful. We had one question during our stay, which was responded to quickly. Our visit to this village was very pleasant. "
Large Cottage for Perfect Family Vacation
Martha’s Vineyard Condo w/ Pool minutes from Ferry
Fridge, microwave, oven, stovetop

Martha’s Vineyard Condo w/ Pool minutes from Ferry

9.0 out of 10, Wonderful, (4)
"I enjoyed the stay because I really like MV but the condo was just okay… Cons: 1. The condo is on the lower level. I heard noise just about every time the people upstairs dragged a chair across the floor, dropped something, used the shower, ran/walked heavily, etc. As someone not used to sharing walls, the noises were extremely disturbing. 2. Lack of basic supplies: Stayed for a week. had to buy some large plastic bags, so I could store the trash. Did not know where to put the trash so a...
Martha’s Vineyard Condo w/ Pool minutes from Ferry
New to Vrbo! Cozy Cottage for Summer Rental
Smart TV

New to Vrbo! Cozy Cottage for Summer Rental

8.8 out of 10, Excellent, (15)
"Very pleased with our stay and accommodations were perfect for my husband and myself. It would have been nice to see some communication from host but we are not needy travelers so no big deal."
New to Vrbo! Cozy Cottage for Summer Rental
3 Bedroom Beachfront Falmouth Condo RPAM053
On the beach

3 Bedroom Beachfront Falmouth Condo RPAM053

9.0 out of 10, Wonderful, (2)
"This property is great for gatherings and families. Very large spacious downstairs floor plan. The condo is drenched with sunshine and ocean sounds. Limited kitchen supplies, condiments, and toiletries.Great location for beach, shopping, and restaurants.and toiletries. "
3 Bedroom Beachfront Falmouth Condo RPAM053
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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Other property types in Chappaquiddick Island

Sleeps 12, amazing view, tennis court, basketball court, beaches
Smart TV, fireplace, table football, ping pong

Sleeps 12, amazing view, tennis court, basketball court, beaches

9.6 out of 10, Exceptional, (37)
"It was a great place to hangout with family members. I lot of places to plop down with a book, a lot of things to do to keep people busy - just a great time."
Sleeps 12, amazing view, tennis court, basketball court, beaches
InnSeason Resorts Captain's Quarters
On the beach, white sand

InnSeason Resorts Captain's Quarters

3.5 star property
9.8 out of 10, Exceptional, (166)
"Beautiful property. Lots of amenities. Excellent appliances. Great location. View of the ocean & pool. Peaceful."
InnSeason Resorts Captain's Quarters
The Club at New Seabury
Seasonal outdoor pool, pool cabanas (surcharge), pool umbrellas

The Club at New Seabury

3.5 star property
9.0 out of 10, Wonderful, (315)
"Excellent after hours check-in process. Clean and comfy townhouse. Wonderful amenities. "
The price is €190
includes taxes & fees
28 Apr - 29 Apr
The Club at New Seabury
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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