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Featured Cottages in Chappaquiddick Island

Steps to Beach & Main St: Dog-friendly Retreat!
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Steps to Beach & Main St: Dog-friendly Retreat!

3.0 star property
Steps to Beach & Main St: Dog-friendly Retreat!
Beach & Lake Access: Home w/ Porch in Mashpee!
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Beach & Lake Access: Home w/ Porch in Mashpee!

3.0 star property
Beach & Lake Access: Home w/ Porch in Mashpee!
1 Mi to Ferry: 'sea Street Cottage' in Hyannis
Stroll through the charming yard, surrounded by lush trees and a serene atmosphere.

1 Mi to Ferry: 'sea Street Cottage' in Hyannis

3.0 star property
1 Mi to Ferry: 'sea Street Cottage' in Hyannis
Cape Cod Home: Walk to Beach & Main St Hyannis!
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Cape Cod Home: Walk to Beach & Main St Hyannis!

3.0 star property
Cape Cod Home: Walk to Beach & Main St Hyannis!
Walk to Beach & Main Street: Hyannis Cottage
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Walk to Beach & Main Street: Hyannis Cottage

3.0 star property
Walk to Beach & Main Street: Hyannis Cottage
Family-friendly Tisbury Escape - Walk to Town
Relax on the spacious deck with comfortable seating and expansive views of the surrounding greenery.

Family-friendly Tisbury Escape - Walk to Town

3.0 star property
10.0 out of 10, Exceptional, (1)
"Perfect. Great."
Family-friendly Tisbury Escape - Walk to Town
Charming Cape Cod Home w/ Patio, 2 Mi to Beach!
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Charming Cape Cod Home w/ Patio, 2 Mi to Beach!

3.0 star property
Charming Cape Cod Home w/ Patio, 2 Mi to Beach!
Easy Access to Beaches: Vineyard Haven House
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Easy Access to Beaches: Vineyard Haven House

3.0 star property
Easy Access to Beaches: Vineyard Haven House
Charming Hyannis Cottage: 1 Mi to Beach!
Stroll through the beautifully manicured front yard, surrounded by lush greenery and trees.

Charming Hyannis Cottage: 1 Mi to Beach!

3.0 star property
Charming Hyannis Cottage: 1 Mi to Beach!
< 1 Mi to Beach: Family-friendly Falmouth Home!
Front of property

< 1 Mi to Beach: Family-friendly Falmouth Home!

3.0 star property
< 1 Mi to Beach: Family-friendly Falmouth Home!
Charming Hyannis Home w/ Deck: Walk to Beach!
Enjoy a peaceful retreat in this two-story house surrounded by a lush garden and a backyard with a wooden deck.

Charming Hyannis Home w/ Deck: Walk to Beach!

3.0 star property
10.0 out of 10, Exceptional, (1)
"We love it "
Charming Hyannis Home w/ Deck: Walk to Beach!
1 Mi to Ferry & Beach: Waterfront Hyannis Home!
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1 Mi to Ferry & Beach: Waterfront Hyannis Home!

3.0 star property
1 Mi to Ferry & Beach: Waterfront Hyannis Home!
Patio & Walk to Craigville Beach: Cape Cod Retreat
Stunning two-story house with a central entrance and symmetrical facade, surrounded by lush lawns and evergreen shrubs.

Patio & Walk to Craigville Beach: Cape Cod Retreat

3.0 star property
Patio & Walk to Craigville Beach: Cape Cod Retreat
Modern Cape Cod Cottage: Walk to Craigville Beach
Stunning coastal home surrounded by a well-manicured lawn and a wooden fence, offering serene views of the ocean.

Modern Cape Cod Cottage: Walk to Craigville Beach

3.0 star property
Modern Cape Cod Cottage: Walk to Craigville Beach
Cozy Vineyard Haven Cottage < 1 Mi to Beach!
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Cozy Vineyard Haven Cottage < 1 Mi to Beach!

3.0 star property
Cozy Vineyard Haven Cottage < 1 Mi to Beach!
Waterfront Cape Cod Cottage on Peter's Pond
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Waterfront Cape Cod Cottage on Peter's Pond

3.0 star property
Waterfront Cape Cod Cottage on Peter's Pond
Cozy Edgartown Vacation Rental Near Beach!
Exterior

Cozy Edgartown Vacation Rental Near Beach!

3.0 star property
Cozy Edgartown Vacation Rental Near Beach!
2 Mi to Craigville Beach: Hyannis Home w/ Deck
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2 Mi to Craigville Beach: Hyannis Home w/ Deck

3.0 star property
2 Mi to Craigville Beach: Hyannis Home w/ Deck
Bike to Private Beach: Cape Cod Escape w/ Sunroom
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Bike to Private Beach: Cape Cod Escape w/ Sunroom

3.0 star property
Bike to Private Beach: Cape Cod Escape w/ Sunroom
1/2 Mi to Beach: Stunning Home w/ Deck in Falmouth
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1/2 Mi to Beach: Stunning Home w/ Deck in Falmouth

3.0 star property
1/2 Mi to Beach: Stunning Home w/ Deck in Falmouth
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

Summercamp

Summercamp

10/10 Excellent
"Great location, sink is way too small and the toilet paper was awful. Like sandpaper. No elevator and had to walk 4 flights of steps. Last 2 flights were very steep. Everything else was great. "
Stephanie 3-night trip
Posted 12 hours ago
Summercamp

Frequently asked questions

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