Search Guest Houses in Chappaquiddick Island from CA $414

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Check prices for these dates

Next weekend
Aug 8 - Aug 10
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Aug 15 - Aug 17
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Aug 29 - Aug 31
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Sep 26 - Sep 28

Browse Select Chappaquiddick Island Guest Houses

Sea Breeze Inn
Experience the charm of a traditional beachfront inn with a welcoming entrance and easy access to the beach.

Sea Breeze Inn

2.5 star property
7.8 out of 10, Good, (176)
"Nice place to stay "
Sea Breeze Inn
The Lightkeepers Inn
Classic two-story building with a gabled roof and symmetrical facade, featuring a charming front porch and well-maintained garden.

The Lightkeepers Inn

3.0 star property
9.6 out of 10, Exceptional, (184)
"Great location! "
The price is CA $723
CA $807 total
includes taxes & fees
Aug 3 - Aug 4
The Lightkeepers Inn
Spacious Guest House in Falmouth Village
Relax in this inviting bedroom with a large bed, sofa, and wooden cabinet.

Spacious Guest House in Falmouth Village

8.6 out of 10, Excellent, (7)
"Great location Nice and clean Great people to work with"
The price is CA $414
CA $706 total
includes taxes & fees
Aug 10 - Aug 11
Spacious Guest House in Falmouth Village
Madison Inn
Traditional home with a charming front porch and balcony, featuring a central entrance and potted plants.

Madison Inn

2.5 star property
9.8 out of 10, Exceptional, (77)
"Great location! Very clean rooms and friendly staff."
Madison Inn
Charming guest house set on horse farm, walk to downtown Edgartown
Prepare meals in the spacious kitchen with a large island and sink, then dine at the wooden table.

Charming guest house set on horse farm, walk to downtown Edgartown

10.0 out of 10, Exceptional, (19)
"Great place with a wonderful owner. We hope to be back!"
Charming guest house set on horse farm, walk to downtown Edgartown
Sherburne Inn
Relax in a serene garden setting with two comfortable Adirondack chairs.

Sherburne Inn

3.0 star property
9.8 out of 10, Exceptional, (23)
"Perfect location and such a wonderful Innkeeper. Thank you, Madeline, for making our stay so wonderful."
Sherburne Inn
The Oak Bluffs Inn
Relax in a cozy seating area with a sofa and round coffee table, surrounded by large windows offering a view of the outside deck and tree-lined area.

The Oak Bluffs Inn

3.0 star property
9.6 out of 10, Exceptional, (11)
"Such a beautiful, unique spot. Great location, I'll definitely be back."
The Oak Bluffs Inn
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

Hyannis Harbor Hotel

Hyannis Harbor Hotel

10/10 Excellent
"Excellent stay and in the heart of everything, with in walking distance of shops, restaurants and boats to Martha’s Vineyard "
Paul 3-night trip
Posted 16 hours ago
Hyannis Harbor Hotel

Frequently asked questions

What is the nightly rate for a guest house in Chappaquiddick Island?
Rates for Chappaquiddick Island guest houses vary, but travelers can find great-value prices from CA $414 with Expedia. A range of factors can affect nightly rates, such as the location, the breakfast offering, and the range of amenities. Travelers looking for a good deal should consider looking for a midweek stay, as weekend rates at Chappaquiddick Island guest houses tend to be higher. Remember to also use our filters to sort prices from low to high.
What's the difference between a Chappaquiddick Island guest house and a B&B?
A guest house in Chappaquiddick Island is typically a larger establishment with more rooms, offering a more hotel-like experience, and may provide additional amenities including luxury bedding. In contrast, a B&B is usually a smaller property that focuses primarily on providing a room and breakfast. A B&B is often more personal, and breakfast is typically included as part of the stay, but other services might be more limited compared to a guest house.