Chappaquiddick Island Vacation Rentals

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Browse Select Chappaquiddick Island Vacation Homes

Cozy Oceanfront Room | 2 Beds + Kitchenette

The price is CA $277
CA $348 total
includes taxes & fees
Sep 1 - Sep 2
Cozy Oceanfront Room | 2 Beds + Kitchenette

2 Double Bed Oceanview Stay + Shared Deck

The price is CA $313
CA $392 total
includes taxes & fees
Sep 4 - Sep 5
2 Double Bed Oceanview Stay + Shared Deck

Chappy - Family Beach House

10.0 out of 10, Exceptional, (14)
"Very nice property. We were comfortable and had everything we needed. "
The price is CA $556
CA $1,331 total
includes taxes & fees
Sep 1 - Sep 2
Chappy - Family Beach House

Contemporary coastal retreat nearby Falmouth beaches! w/ spacious living area

10.0 out of 10, Exceptional, (2)
"Mike & Olya's house is even more beautiful in person, both inside and out.The house is equipped with everything needed for a peaceful stay. The décor and contemporary style made us want to live there — very tasteful.Check-in and check-out were easy to access. We were authorized to enter the house starting at 4 p.m.The cleaning crew was delayed by just a few minutes (maybe 5 minutes), and I immediately received a message saying I had been refunded for the inconvenience. Although such a gesture...
The price is CA $327
CA $880 total
includes taxes & fees
Sep 17 - Sep 18
Contemporary coastal retreat nearby Falmouth beaches! w/ spacious living area

Steps to Beaches & Main Street: Hyannis Retreat

10.0 out of 10, Exceptional, (1)
"Had a fabulous time. The rental more than exceeded our expectations! Plenty of room for 4 adults and 3 children. Loved the fire pit and the outdoor shower. Was pleasantly surprised that so many extras were included such as beach chairs, beach cart, sand toys and board games. The Kitchen was fully stocked with all the essentials. There was even a high chair if needed. The location was perfect, within walking distance to Main street and also the beach but also tucked away and private and in an...
The price is CA $127
CA $696 total
includes taxes & fees
Aug 24 - Aug 25
Steps to Beaches & Main Street: Hyannis Retreat

Waterfront on Lake! 6 bd, 2 bth. Central Air. Huge Deck. Paddle boat!

10.0 out of 10, Exceptional, (29)
"Good location, pretty spot on pond. Nice deck plenty of room for family of 12"
The price is CA $209
CA $1,345 total
includes taxes & fees
Sep 14 - Sep 15
Waterfront on Lake! 6 bd, 2 bth. Central Air. Huge Deck. Paddle boat!

A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!

9.0 out of 10, Wonderful, (2)
"The house was lovely. Very clean and orderly. Beautiful back porch that we enjoyed very much. The beds were very comfortable. Our only complaint was the Master bathroom needs some updating. The shower head desperately needs to be changed and the lighting is extremely poor. Also, only 1 half size mirror on the whole first floor. Other than that, it was perfect."
The price is CA $1,738
CA $2,799 total
includes taxes & fees
Sep 1 - Sep 2
A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!

Charming Cape 🌞 With Beach Pass Included, Close to Beaches and Downtown

9.4 out of 10, Exceptional, (10)
"Very beautiful and clean house and yard. The house is on a busy street but backyard is quite a nice oasis."
The price is CA $381
CA $818 total
includes taxes & fees
Sep 7 - Sep 8
Charming Cape 🌞 With Beach Pass Included, Close to Beaches and Downtown

MOST CHIC SPOT! Your Martha's Vineyard Getaway!

10.0 out of 10, Exceptional, (7)
"Our kids and their friends had so much fun in the beautifully finished basement. Easy access to beach and ferry, would love to go back every year, the host was wonderful."
The price is CA $2,086
CA $3,323 total
includes taxes & fees
Sep 1 - Sep 2
MOST CHIC SPOT! Your Martha's Vineyard Getaway!

1 Mi to Ferry Terminal: Oak Bluffs Family Retreat!

The price is CA $346
CA $870 total
includes taxes & fees
Sep 1 - Sep 2
1 Mi to Ferry Terminal: Oak Bluffs Family Retreat!

Love Sand, Madaket on the Beach , Lovely Seaside Home

10.0 out of 10, Exceptional, (52)
"We thoroughly enjoyed our two nights and are sad to leave. The property is iconically Nantucket. Its location - and the views- is spectacular. It is well equipped for a relaxing family or couples vacation. Hope we can make it back. "
The price is CA $1,067
CA $2,228 total
includes taxes & fees
Sep 22 - Sep 23
Love Sand, Madaket on the Beach , Lovely Seaside Home

Charming studio in tranquil Falmouth with AC

The price is CA $167
CA $263 total
includes taxes & fees
Aug 31 - Sep 1
Charming studio in tranquil Falmouth with AC

Remodeled historical Gosnold Cottage.300 yards to the beach.

10.0 out of 10, Exceptional, (4)
"We had a great stay on this property! Minutes to the beach and close to Main Street. I’d highly recommend. "
The price is CA $311
CA $855 total
includes taxes & fees
Sep 11 - Sep 12
Remodeled historical Gosnold Cottage.300 yards to the beach.

Book a Last Minute Cape Escape! Modern, Tranquil Cape home close to town beaches

10.0 out of 10, Exceptional, (11)
"We very much enjoyed the stay and wowed by the beautiful decoration of the house. The owners take good care of this house and they are also very approachable. Thank you for providing such a wonderful environment for our vacation!"
The price is CA $458
CA $1,047 total
includes taxes & fees
Sep 21 - Sep 22
Book a Last Minute Cape Escape! Modern, Tranquil Cape home close to town beaches

Cozy Spacious Home Walk to the Beach & 1 Mile to Downtown Hyannis

8.8 out of 10, Excellent, (5)
"Perfect to walk to the beach"
The price is CA $305
CA $844 total
includes taxes & fees
Sep 9 - Sep 10
Cozy Spacious Home Walk to the Beach & 1 Mile to Downtown Hyannis

Island Inn - 2 Bedroom & 1.5 Bath Townhouse - 43G - Dog-friendly - Oak Bluffs, MA

The price is CA $1,108
CA $1,572 total
includes taxes & fees
Aug 24 - Aug 25
Island Inn - 2 Bedroom & 1.5 Bath Townhouse - 43G - Dog-friendly - Oak Bluffs, MA

Charming 2BR Coastal Cottage – Walk to Surf Drive Beach & Downtown!

The price is CA $487
CA $993 total
includes taxes & fees
Sep 21 - Sep 22
Charming 2BR Coastal Cottage – Walk to Surf Drive Beach & Downtown!

Spacious Lake House for Large Groups w Private Acre+ short path to Lake

10.0 out of 10, Exceptional, (1)
"The home was clean, spacious, and very private. It was a great fit for our large group of friends. On/off street parking was plentiful and half of the bedrooms were spacious and light filled. Some of the smaller, downstairs rooms were less luxurious, but they got the job done. The best part was the spacious backyard and back deck, which was great for hosting a large dinner and barbecue outside. Very private, sun filled, and plenty of seating.We had an issue with the dishwasher not working...
The price is CA $948
CA $1,899 total
includes taxes & fees
Aug 24 - Aug 25
Spacious Lake House for Large Groups w Private Acre+ short path to Lake

Hyannis Hideaway in Cape Cod

10.0 out of 10, Exceptional, (2)
"Awesome private property, close to Main Street and Craigsville beach. My friends and I stay in Hyannis every 4th of July and this home was super accommodating for groups and close to everything. Great stay would recommend. "
The price is CA $569
CA $953 total
includes taxes & fees
Sep 8 - Sep 9
Hyannis Hideaway in Cape Cod

NEW! Renovated Family-Friendly Vineyard Haven Home, Close to town!

10.0 out of 10, Exceptional, (13)
"The house is beautiful and conveniently located. The host, Melissa, was accessible and super helpful. We thoroughly enjoyed our time here and hope to be back in the future."
The price is CA $765
CA $1,597 total
includes taxes & fees
Sep 16 - Sep 17
NEW! Renovated Family-Friendly Vineyard Haven Home, Close to town!
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