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Check prices for these dates

In two weeks
5 Sept - 7 Sept
In two months
17 Oct - 19 Oct
In three months
14 Nov - 16 Nov
In four months
12 Dec - 14 Dec

Featured Condo Rentals in Chappaquiddick Island

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, (200)
"Enjoyed our stay."
Southcape Resort Mashpee a Ramada by Wyndham
Oceanfront 3BR condo. Labor Day Week open! Book now! Sept/Oct discounted rates!
On the beach, sun-loungers, beach towels

Oceanfront 3BR condo. Labor Day Week open! Book now! Sept/Oct discounted rates!

10.0 out of 10, Exceptional, (5)
Oceanfront 3BR condo. Labor Day Week open! Book now! Sept/Oct discounted rates!
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, (42)
"Great place for a summer vacation"
Renovated Nantucket Style 2 Bed/2 Bath Cottage, Steps to Private Beach, Market..
Walk to Attractions: Couple’s Retreat in Nantucket
TV

Walk to Attractions: Couple’s Retreat in Nantucket

9.8 out of 10, Exceptional, (41)
"Lovely little condo in easy distance of Main Street. Very considerate and generous owners "
Walk to Attractions: Couple’s Retreat in Nantucket
Heart of VH, walk to ferry, shops & restaurants. Pool, AC & beach gear provided!
Outdoor pool

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

10.0 out of 10, Exceptional, (23)
"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!
Spacious Waterview Condo - Steps To The Beach, Right Across The Street!
On the beach, sun-loungers, beach towels

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

9.4 out of 10, Exceptional, (72)
"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!
Large Cottage for Perfect Family Vacation
Property grounds

Large Cottage for Perfect Family Vacation

9.8 out of 10, Exceptional, (39)
"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
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, (20)
"Clean, updated, and centrally located !!"
Heart of downtown, walk to harbor, Martha’s Vineyard ferry, bikeway and beach!
Sleeps 6 @ New Seabury w/ Pool - All Season Modern Condo!
Exterior

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

10.0 out of 10, Exceptional, (70)
"Great place, great location."
Sleeps 6 @ New Seabury w/ Pool - All Season Modern Condo!
Breezy Oak Bluffs Condo - Steps to Inkwell Beach!
Terrace/patio

Breezy Oak Bluffs Condo - Steps to Inkwell Beach!

10.0 out of 10, Exceptional, (30)
"Had a great time"
Breezy Oak Bluffs Condo - Steps to Inkwell Beach!
Spacious 2BR by the Sea in Falmouth
Beach nearby

Spacious 2BR by the Sea in Falmouth

Spacious 2BR by the Sea in Falmouth
OCEAN VIEWS & A/C in cozy condo w/upscale finishes!- STEPS TO PRIVATE BEACH
Property grounds

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

10.0 out of 10, Exceptional, (113)
"Clean and very well appointed nice decor everything was great"
OCEAN VIEWS & A/C in cozy condo w/upscale finishes!- STEPS TO PRIVATE BEACH
Upscale cottage in the heart of South Cape Cod, walk to beach & marketplace
Dining

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

8.8 out of 10, Excellent, (23)
"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
Island Inn - 2 Bedroom Townhouse - 40G - Dog-friendly - Oak Bluffs, MA
Beach

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

Island Inn - 2 Bedroom Townhouse - 40G - Dog-friendly - Oak Bluffs, MA
Modern condo near golf & beach with AC, deck, W/D and board games
Outdoor dining

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
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!

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!
Family-Friendly 1BR Condo w/ Pools & Kitchenette
Outdoor dining

Family-Friendly 1BR Condo w/ Pools & Kitchenette

Family-Friendly 1BR Condo w/ Pools & Kitchenette
Maushop Village, 2-bedroom, 1.5 baths, Sleeps 4, A/C, patios & private beach
Property grounds

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

10.0 out of 10, Exceptional, (6)
Maushop Village, 2-bedroom, 1.5 baths, Sleeps 4, A/C, patios & private beach
3 Bedroom Beachfront Falmouth Condo RPAM053
On the beach

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
Island Inn - Residential Suite - 32G - Dog-freindly - Oak Bluffs, MA
Beach

Island Inn - Residential Suite - 32G - Dog-freindly - Oak Bluffs, MA

10.0 out of 10, Exceptional, (1)
"Really nice property. Perfect for our weekend away with the dogs."
Island Inn - Residential Suite - 32G - Dog-freindly - Oak Bluffs, MA
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

Heritage House Inn on Cape Cod

Heritage House Inn on Cape Cod

10/10 Excellent
"For the price you have a nice experience. In the middle of cape cod, lots of malls. Water side is minutes away! Good service and breakfast was always different everyday. "
andre 3-night trip
Posted 15 hours ago
Heritage House Inn on Cape Cod