Search and Rent Chappaquiddick Island Condos

Start date: Check-in selected.
To Date
End date: Check-out
    bundle and save illustration

    Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
    one key illustration

    OneKeyCash

    Earn OneKeyCash on all your eligible bookings
    ftc illustration

    Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
In two months
In three months
In four months

Condo Rentals in Chappaquiddick Island

Large Cottage for Perfect Family Vacation

9.8 out of 10, Exceptional, (41)
"Lovely property, great community and gorgeous beach! Everything exceeded our expectations and we can't wait to come back next year."
Large Cottage for Perfect Family Vacation

Southcape Resort Mashpee a Ramada by Wyndham

3.0 star property
8.6 out of 10, Excellent, (201)
"Enjoyed our stay."
Southcape Resort Mashpee a Ramada by Wyndham

Spacious Waterview Condo - Steps To The Beach, Right Across The Street!

9.4 out of 10, Exceptional, (73)
"This was both a spacious and cozy home away from home unit directly across from the beach and very easy walking distance to numerous restaurants, shops, and the ferry. "
Spacious Waterview Condo - Steps To The Beach, Right Across The Street!

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

10.0 out of 10, Exceptional, (73)
"Very nice place. It had everything we needed. Would stay again."
Sleeps 6 @ New Seabury w/ Pool - All Season Modern Condo!

Pool Villas- 2 bedroom, 2 bath, sleeps 4, heated pool, gas fireplace & grill

9.6 out of 10, Exceptional, (35)
"This place was awesome, beautifully decorated and comfortable. Gorgeous pool yard was our daily oasis during our stay. Highly recommend. "
Pool Villas- 2 bedroom, 2 bath, sleeps 4, heated pool, gas fireplace & grill

Maushop Village, 2-bedroom, 1.5 baths, Sleeps 4, A/C, patios & private beach

10.0 out of 10, Exceptional, (8)
"We loved our vacation! The house is adorable and decorated with cute beach decorations...the neighborhood is pretty and the people are very kind. Its Mashpee commons are close by for fun shopping and restaurants. We would absolutely recommend and come back again !"
Maushop Village, 2-bedroom, 1.5 baths, Sleeps 4, A/C, patios & private beach

OCEAN VIEWS & A/C in cozy condo w/upscale finishes!- STEPS TO PRIVATE BEACH

10.0 out of 10, Exceptional, (116)
"Clean and very well appointed nice decor everything was great"
OCEAN VIEWS & A/C in cozy condo w/upscale finishes!- STEPS TO PRIVATE BEACH

1BR Condo w/ Balcony in Mashpee, MA

1BR Condo w/ Balcony in Mashpee, MA

Spacious 2BR by the Sea in Falmouth

Spacious 2BR by the Sea in Falmouth

Lovely Family Haven w/ Stylish Interior, WiFi & W/D - Walk to Englewood Beach

9.6 out of 10, Exceptional, (18)
"Nice location, nice amenities, we enjoyed our stay!"
Lovely Family Haven w/ Stylish Interior, WiFi & W/D - Walk to Englewood Beach

Renovated Nantucket Style 2 Bed/2 Bath Cottage, Steps to Private Beach, Market..

8.6 out of 10, Excellent, (48)
"Great place for a summer vacation"
Renovated Nantucket Style 2 Bed/2 Bath Cottage, Steps to Private Beach, Market..

Heart of VH, walk to ferry, shops & restaurants. Pool, AC & beach gear provided!

9.8 out of 10, Exceptional, (25)
"We had a lovely time, everything was very clean and Matthew was very welcoming. Everything that we needed was right at hand!"
Heart of VH, walk to ferry, shops & restaurants. Pool, AC & beach gear provided!

Family-Friendly 1BR Condo w/ Pools & Kitchenette

10.0 out of 10, Exceptional, (1)
"Rooms were clean and didnt smell moldy or wet , lines were clean and supplied daily. Staff was a pleasure. Environment was lovely, clean,flowersin season everywhere, just lovely. Will here again if given the opportunity. "
Family-Friendly 1BR Condo w/ Pools & Kitchenette

Oceanfront 3BR condo. Say no to hotels, yes to a home! 1600 ft supplies included

10.0 out of 10, Exceptional, (5)
Oceanfront 3BR condo. Say no to hotels, yes to a home! 1600 ft supplies included

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

9.8 out of 10, Exceptional, (21)
"Great location. Walk to everything. Enjoyed very much. "
Heart of downtown, walk to harbor, Martha’s Vineyard ferry, bikeway and beach!

Beautiful sunset on John’s Pond

6.8 out of 10, (3)
"Nice property. Gets you on the Cape. The pond is a bonus."
Beautiful sunset on John’s Pond

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

10.0 out of 10, Exceptional, (97)
"Definitely recommend staying here!!!"
Pristine Year Round Retreat in Private Lewis Bay Compound w/video tour!

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

9.4 out of 10, Exceptional, (14)
"We stayed to be close to the beach and this was perfect. Comfortable and convenient.The house is small but worked well for our family. We would definitely go back. "
$337 nightly
The price is $386
Sep 21 - Sep 22
Total with taxes and fees
Next to Cragville beach with warm sea water at a quiet and family friendly villa

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

9.8 out of 10, Exceptional, (15)
"Beautiful and comfortable! Our family loved this true “gem”! "
Heart of Oak Bluffs, No Car Needed! Ocean Views, Walk to Everywhere!

Condo in Falmouth with access to the secluded flax pond and a built in pool.

8.0 out of 10, Very Good, (2)
"Great location! "
Condo in Falmouth with access to the secluded flax pond and a built in pool.
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Chappaquiddick Island Hotel Reviews

Find out more about Chappaquiddick Island

Find out more about Chappaquiddick Island

Chappaquiddick Island Condo Rentals information

Number of reviews
745
Accommodation
84 Condo Rentals
Lowest Price
$386
Highest Price
$386

Explore a world of travel with Expedia

Explore a world of travel with Expedia