Search Condos Rentals in Chappaquiddick Island from CA $516

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Browse Select Chappaquiddick Island Condo Rentals

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 CA $516
CA $1,110 total
includes taxes & fees
Aug 20 - Aug 21
Renovated Nantucket Style 2 Bed/2 Bath Cottage, Steps to Private Beach, Market..

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!

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!

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

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

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

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!

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

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

Spacious 2BR by the Sea in Falmouth

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

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

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

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.

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

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

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

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

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!

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.
Save an average of 15% on thousands of hotels when you're signed in

Top Chappaquiddick Island Hotel Reviews