Chappaquiddick Island Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Nov 15 - Nov 16
Tomorrow
Nov 16 - Nov 17
Next weekend
Nov 21 - Nov 23
In two weeks
Nov 28 - Nov 30

Vacation Rentals in Chappaquiddick Island

Private beach nearby, beach bar
The Club at New Seabury

The Club at New Seabury

3.5 star property
Mashpee
9.0 out of 10, Wonderful, (337)
"Great stay! Didn't notice it being dated or dirty at all like some reviews said. We loved it!"
United States
Rachael
The Club at New Seabury
Beach
Secluded-Entire 2nd floor Suite with Private Bath

Secluded-Entire 2nd floor Suite with Private Bath

Barnstable
10.0 out of 10, Exceptional, (1)
"Great, very close to downtown hyannis. Charming and a nice owner. "
United States
sam s.
The price is ￥12,240
￥24,621 total
includes taxes & fees
Dec 15 - Dec 16
Secluded-Entire 2nd floor Suite with Private Bath
Beach nearby
Cozy Spacious Home Walk to the Beach & 1 Mile to Downtown Hyannis

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

Barnstable
8.6 out of 10, Excellent, (8)
"This was an amazing property and our host was awesome and checked in to make sure everything was going well. Would definitely stay here again! Thank you! "
United States
Kim
The price is ￥23,028
￥80,270 total
includes taxes & fees
Nov 20 - Nov 21
Cozy Spacious Home Walk to the Beach & 1 Mile to Downtown Hyannis
Outdoor dining
LUXURIOUS New Cottage! 5-min. walk to Main St. And Harbor Beaches

LUXURIOUS New Cottage! 5-min. walk to Main St. And Harbor Beaches

Nantucket Town
10.0 out of 10, Exceptional, (176)
"Great place to stay! Walking distance to town and lovely yard to relax in."
United States
Danielle J.
The price is ￥30,887
￥76,991 total
includes taxes & fees
Dec 1 - Dec 2
LUXURIOUS New Cottage! 5-min. walk to Main St. And Harbor Beaches
Exterior
Nantucket - edge of town

Nantucket - edge of town

Nantucket
9.6 out of 10, Exceptional, (88)
"Very easy, comfortable and accessible to beaches and town!"
United States
Jacqueline D.
The price is ￥28,916
￥74,962 total
includes taxes & fees
Dec 1 - Dec 2
Nantucket - edge of town
Outdoor dining
Newly Renovated Martha's Vineyard Vacation Rental!

Newly Renovated Martha's Vineyard Vacation Rental!

Katama
9.6 out of 10, Exceptional, (47)
"Very nice house that served our needs. Well located. Nicely appointed. The bedroom downstairs with twin beds accommodated my elderly mother who has trouble with stairs. No real maintenance issues other than, the gfci outlets in the bathrooms did not work."
United States
Silvia B.
The price is ￥27,958
￥91,996 total
includes taxes & fees
Nov 23 - Nov 24
Newly Renovated Martha's Vineyard Vacation Rental!
Fridge, microwave, oven, stovetop
Located Steps Away To Main Street And .7 Miles From Surf Drive Beach

Located Steps Away To Main Street And .7 Miles From Surf Drive Beach

Falmouth
10.0 out of 10, Exceptional, (207)
"The house was even nicer than the pictures. We came in March for a long weekend with some friends and had a really great time. Walking distance to so many fun things- great house for all ages!"
United States
Briget R.
The price is ￥25,037
￥76,590 total
includes taxes & fees
Nov 16 - Nov 17
Located Steps Away To Main Street And .7 Miles From Surf Drive Beach
Interior
Charming Hyannis 3 Bed 2 Bath

Charming Hyannis 3 Bed 2 Bath

Barnstable
9.4 out of 10, Exceptional, (11)
"Walk to Hyannis restaurants & bars. Walk to ferry. "
United States
Dina M.
The price is ￥31,011
￥88,380 total
includes taxes & fees
Nov 16 - Nov 17
Charming Hyannis 3 Bed 2 Bath
Interior
Charming studio in tranquil Falmouth with AC

Charming studio in tranquil Falmouth with AC

Falmouth
The price is ￥19,705
￥30,511 total
includes taxes & fees
Nov 29 - Nov 30
Charming studio in tranquil Falmouth with AC
Exterior
Love Sand, Madaket on the Beach, Lovely Seaside Home

Love Sand, Madaket on the Beach, Lovely Seaside Home

Nantucket
10.0 out of 10, Exceptional, (55)
"Beautiful location. Views are amazing and the sound from the ocean so soothing!"
United States
Jennifer M.
The price is ￥45,616
￥150,409 total
includes taxes & fees
Nov 17 - Nov 18
Love Sand, Madaket on the Beach, Lovely Seaside Home
Terrace/patio
The Seashell Cove - Martha's Vineyard

The Seashell Cove - Martha's Vineyard

Katama
9.8 out of 10, Exceptional, (23)
"My family and I had a great stay in this lovely home!! The house had everything we needed and was a great starting point for all island adventures. Charles was so helpful throughout the entire trip. We would most certainly stay here again!"
United States
Caryn I.
The price is ￥38,638
￥88,734 total
includes taxes & fees
Dec 15 - Dec 16
The Seashell Cove - Martha's Vineyard
Family House, Private Bathroom, Pool View | Shared kitchen
Sal's Place

Sal's Place

2.0 star property
Hyannis
The price is ￥43,274
￥68,073 total
includes taxes & fees
Nov 21 - Nov 22
Sal's Place
Exterior
3-bedroom house in charming Barnstable with WiFi, AC,Walking distance to Main st

3-bedroom house in charming Barnstable with WiFi, AC,Walking distance to Main st

Barnstable
10.0 out of 10, Exceptional, (1)
"Excellent property with a great location"
United States
David B.
The price is ￥44,047
￥57,136 total
includes taxes & fees
Dec 1 - Dec 2
3-bedroom house in charming Barnstable with WiFi, AC,Walking distance to Main st
Beach nearby, sun loungers, beach towels
Charming Post and Beam Cottage! Walk to the beach, Tennis, Bike Path, & Shuttle

Charming Post and Beam Cottage! Walk to the beach, Tennis, Bike Path, & Shuttle

Eel Point
9.8 out of 10, Exceptional, (29)
"We had a lovely time. Charming cottage"
United States
Nichola J.
The price is ￥76,502
￥192,312 total
includes taxes & fees
Nov 28 - Nov 29
Charming Post and Beam Cottage! Walk to the beach, Tennis, Bike Path, & Shuttle
Private kitchen
Hyannis with Waterview [3bd]

Hyannis with Waterview [3bd]

Barnstable
7.0 out of 10, Good, (2)
"We wanted a place close to town so we could walk to restaurants and downtown. We each had our own room. We watched movies and hung out when we were not exploring the area. There was a lovely park just a few blocks away and a very good sidewalk for walking. We had our own parking lot which was nice. Everything was very nicely kept. "
United States
Kathy J.
The price is ￥25,514
￥98,223 total
includes taxes & fees
Dec 1 - Dec 2
Hyannis with Waterview [3bd]
Terrace/patio
Cape Diem ; All new; 1.5m to Criagville, Hyannis beach; with WiFi, AC

Cape Diem ; All new; 1.5m to Criagville, Hyannis beach; with WiFi, AC

Barnstable
10.0 out of 10, Exceptional, (4)
"Great property for families- loved the downstairs pool table and outside area with fire pit and volleyball net. Super clean. Highly recommend. "
United States
Erica C.
The price is ￥40,801
￥103,123 total
includes taxes & fees
Nov 16 - Nov 17
Cape Diem ; All new; 1.5m to Criagville, Hyannis beach; with WiFi, AC
Fridge, oven, stovetop, dishwasher
Sal's Place-Close to Tourism, Private Yard, Pool!

Sal's Place-Close to Tourism, Private Yard, Pool!

Barnstable
The price is ￥43,296
￥56,101 total
includes taxes & fees
Nov 19 - Nov 20
Sal's Place-Close to Tourism, Private Yard, Pool!
Fridge, microwave, oven, stovetop
NEW! Renovated Family-Friendly Vineyard Haven Home, Close to town!

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

Tisbury
10.0 out of 10, Exceptional, (16)
"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."
United States
Betel G.
The price is ￥77,315
￥167,713 total
includes taxes & fees
Dec 1 - Dec 2
NEW! Renovated Family-Friendly Vineyard Haven Home, Close to town!
Game room
Spring Escape in Hatchville – Sleeps 6 + Dogs!

Spring Escape in Hatchville – Sleeps 6 + Dogs!

Falmouth
10.0 out of 10, Exceptional, (11)
"We LOVED our stay. The home is gorgeous and comfortable with everything we needed. The kids loved the game barn. Nicely located. We loved the deck. Would stay again!"
United States
Enid G.
The price is ￥44,533
￥111,492 total
includes taxes & fees
Nov 16 - Nov 17
Spring Escape in Hatchville – Sleeps 6 + Dogs!
Property grounds
Remodeled historical Gosnold Cottage.300 yards to the beach.

Remodeled historical Gosnold Cottage.300 yards to the beach.

HYANNIS
10.0 out of 10, Exceptional, (8)
"We had an outstanding time at this property. It was as advertised and for a cottage, the amenities were new and worked well. The location is quiet and removed from the road with easy parking. We had no problems during our time and the owner was easily reachable. "
United States
Mark
The price is ￥50,847
￥116,035 total
includes taxes & fees
Nov 26 - Nov 27
Remodeled historical Gosnold Cottage.300 yards to the beach.
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chappaquiddick Island Hotel Reviews

Hyannis Travel Inn

Hyannis Travel Inn

10/10 Excellent
"Great to have a hotel nearby when the boats are cancelled. Patrick is a great host"
James 1-night trip
Posted 2 days ago
Hyannis Travel Inn

Find out more about Chappaquiddick Island

Search for holiday rentals in Chappaquiddick Island on Expedia! You can easily find your home rentals, villas, holiday apartments in Chappaquiddick Island using one of the methods below:

  • View our selection of featured holiday rentals in Chappaquiddick Island
  • Use the map to find apartments and other holiday homes in the Chappaquiddick Island neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Chappaquiddick Island while they last

Look no further and take a look at our great range of rental properties in Chappaquiddick Island!