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Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sept - 7 Sept
In two months
3 Oct - 5 Oct

Featured Condo Rentals in Chappaquiddick Island

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

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

8.6 out of 10, Excellent, (40)
"Great place for a summer vacation"
The price is NZ$1,355
includes taxes & fees
20 Aug - 21 Aug
Renovated Nantucket Style 2 Bed/2 Bath Cottage, Steps to Private Beach, Market..
Southcape Resort Mashpee a Ramada by Wyndham
Houses with brick exteriors and white trim stand amidst well-manicured lawns and trees.

Southcape Resort Mashpee a Ramada by Wyndham

3.0 star property
8.6 out of 10, Excellent, (200)
"Enjoyed our stay."
Southcape Resort Mashpee a Ramada by Wyndham
Oceanfront 3BR condo in Hyannis, 8/30-9/6 available! Sept/Oct discounted rates!
On the beach, sun-loungers, beach towels

Oceanfront 3BR condo in Hyannis, 8/30-9/6 available! Sept/Oct discounted rates!

10.0 out of 10, Exceptional, (4)
"This was a great property, perfect for families! Loved being by the pool and the beach as well as the ferries and restaurants. Property was clean, beautiful and owner was above and beyond communicative, kind and always available! He truly ensured we had a great stay! "
Oceanfront 3BR condo in Hyannis, 8/30-9/6 available! Sept/Oct discounted rates!
Heart of Oak Bluffs, No Car Needed! Ocean Views, Walk to Everywhere!
Enjoy cooking in this well-equipped kitchen with a central island, oven, and sink.

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

9.8 out of 10, Exceptional, (14)
"The location and view could not be better for Oak Bluffs.The master bed was exceptionally comfortable.The hosts were easily accessible.We would stay here again. "
Heart of Oak Bluffs, No Car Needed! Ocean Views, Walk to Everywhere!
Walk to Attractions: Couple’s Retreat in Nantucket
Enjoy a stylish kitchen with a sink, stainless steel refrigerator, and chandelier.

Walk to Attractions: Couple’s Retreat in Nantucket

9.8 out of 10, Exceptional, (41)
"This is the cutest little place in town! It is exactly as described and is in the best location right on centre street. Highly recommend! "
Walk to Attractions: Couple’s Retreat in Nantucket
Large Cottage for Perfect Family Vacation
Access the beach via a gravel path, where an entrance awaits with a white picket fence.

Large Cottage for Perfect Family Vacation

9.8 out of 10, Exceptional, (38)
"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
New Rental-Maushop Village, 2-bedroom, 1.5 baths, A/C, patios & private beach
Property grounds

New Rental-Maushop Village, 2-bedroom, 1.5 baths, A/C, patios & private beach

10.0 out of 10, Exceptional, (5)
New Rental-Maushop Village, 2-bedroom, 1.5 baths, A/C, patios & private beach
Sleeps 6 @ New Seabury w/ Pool - All Season Modern Condo!
Step into the classic charm of The Popponesset Inn, where a red brick pathway leads to the entrance beneath a welcoming awning.

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

10.0 out of 10, Exceptional, (69)
"We had a great stay at Ethan’s condo! First of all, there was Great Communication with the host throughout the stay! The condo was clean, the beds comfortable too. The location was a little off the beaten path but quick to get to Mashpee Commons and Falmouth where we needed to go. "
Sleeps 6 @ New Seabury w/ Pool - All Season Modern Condo!
2-bedroom condo, private pool, 6-minute drive to Cape Cod Beaches
Enjoy a refreshing dip in the pool surrounded by a patio area with a barbecue grill and comfortable seating.

2-bedroom condo, private pool, 6-minute drive to Cape Cod Beaches

9.6 out of 10, Exceptional, (32)
"This place was awesome, beautifully decorated and comfortable. Gorgeous pool yard was our daily oasis during our stay. Highly recommend. "
2-bedroom condo, private pool, 6-minute drive to Cape Cod Beaches
Spacious 2BR by the Sea in Falmouth
Stunning coastal scenery with a rugged breakwater leading into the sea.

Spacious 2BR by the Sea in Falmouth

Spacious 2BR by the Sea in Falmouth
Heart of downtown, walk to harbor, Martha’s Vineyard ferry, bikeway and beach!
Enjoy cooking in this well-equipped kitchen with a large sink, stovetop oven, and coffee maker.

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

9.8 out of 10, Exceptional, (18)
"Clean, updated, and centrally located !!"
Heart of downtown, walk to harbor, Martha’s Vineyard ferry, bikeway and beach!
Upscale cottage in the heart of South Cape Cod, walk to beach & marketplace
Enjoy meals in the kitchen with a central island and dining area.

Upscale cottage in the heart of South Cape Cod, walk to beach & marketplace

9.0 out of 10, Wonderful, (22)
"Location was great. House met our needs . We had an enjoyable stay at your property"
Upscale cottage in the heart of South Cape Cod, walk to beach & marketplace
Lovely Family Haven w/ Stylish Interior, WiFi & W/D - Walk to Englewood Beach
Relax on the patio with Adirondack chairs and a small table, surrounded by a grassy lawn and a wooden fence.

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

9.6 out of 10, Exceptional, (16)
"Nice location, nice amenities, we enjoyed our stay!"
Lovely Family Haven w/ Stylish Interior, WiFi & W/D - Walk to Englewood Beach
Island Inn - 2 Bedroom Townhouse - 40G - Dog-friendly - Oak Bluffs, MA
Enjoy a serene beach experience with a sandy shoreline and a natural stone breakwater.

Island Inn - 2 Bedroom Townhouse - 40G - Dog-friendly - Oak Bluffs, MA

Island Inn - 2 Bedroom Townhouse - 40G - Dog-friendly - Oak Bluffs, MA
Cozy 3-bedroom condo with AC and WiFi in lovely Falmouth, walk to Sound beach.
Enjoy a peaceful view of the garden from the large window in this serene room, featuring a dining table, comfortable bench, and cozy reading nook.

Cozy 3-bedroom condo with AC and WiFi in lovely Falmouth, walk to Sound beach.

Cozy 3-bedroom condo with AC and WiFi in lovely Falmouth, walk to Sound beach.
Modern condo near golf & beach with AC, deck, W/D and board games
Classic two-story building with a welcoming entrance and outdoor space featuring a balcony and picnic tables.

Modern condo near golf & beach with AC, deck, W/D and board games

2.0 star property
Modern condo near golf & beach with AC, deck, W/D and board games
3 Bedroom Beachfront Falmouth Condo RPAM053
Situated on a sandy beach, this waterfront property offers a spacious balcony and access to the coast.

3 Bedroom Beachfront Falmouth Condo RPAM053

8.8 out of 10, Excellent, (3)
"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
4 Bedroom Beachfront Falmouth Condo RPAM022
Overlooking a serene waterfront, this property offers stunning views of a well-maintained beach and a scenic body of water.

4 Bedroom Beachfront Falmouth Condo RPAM022

9.8 out of 10, Exceptional, (9)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The stay was wonderful.Every amenity we could ask for."
4 Bedroom Beachfront Falmouth Condo RPAM022
Island Inn - Residential Suite - 36G - Dog-friendly - Oak Bluffs, MA
Enjoy a serene beachside escape with a natural breakwater and scenic views.

Island Inn - Residential Suite - 36G - Dog-friendly - Oak Bluffs, MA

9.4 out of 10, Exceptional, (3)
"Absolutely amazing stay and property! We loved it here and will be returning! "
Island Inn - Residential Suite - 36G - Dog-friendly - Oak Bluffs, MA
Pristine Year Round Retreat in Private Lewis Bay Compound w/video tour!
Two-story home with a symmetrical facade, featuring a covered front porch and a well-manicured lawn.

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

10.0 out of 10, Exceptional, (95)
"Definitely recommend staying here!!!"
Pristine Year Round Retreat in Private Lewis Bay Compound w/video tour!
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 Chappaquiddick Island Hotel Reviews

The Beachside

The Beachside

10/10 Excellent
"Hospitality was awesome from the bar food to comfort of the lounge/bar by the pool to the very confortable bed/spacious rooms "
Themba 3-night trip
Posted 11 hours ago
The Beachside