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Over 1,000 places

Guest favorite

Home in Edgartown

Chappy Beach House

5 beds

May 12 – 17

$300 per night, originally $400

5.0 out of 5 average rating, 6 reviews

Home in Edgartown

Private house with beautiful beach on Chappy!

7 beds

Apr 21 – 26

$350 per night

4.75 out of 5 average rating, 8 reviews

Guest favorite

Vacation home in Edgartown

Contemporary Chappaquiddick Retreat

5 beds

Apr 20 – 25

$599 per night

5.0 out of 5 average rating, 13 reviews

Superhost

Home in Edgartown

Newly Renovated Seclusion near Heavenly Beaches!

3 beds

May 11 – 16

$300 per night

4.78 out of 5 average rating, 9 reviews

Guest favorite

Cottage in Edgartown

Chappy cottage close to ferry & walk to beach

4 beds

May 11 – 16

$350 per night, originally $400

4.96 out of 5 average rating, 52 reviews

Guest favorite

Home in Edgartown

Luxury Chappaquiddick Home with Oceanviews

6 beds

Apr 22 – 27

$528 per night, originally $600

5.0 out of 5 average rating, 23 reviews

Home in Edgartown

Chappy's Pole House: A Luxurious Bohemian Escape

5 beds

Apr 22 – 27

$700 per night

Guest favorite

Home in Edgartown

Chappy Relaxation and Fun!

3 beds

Apr 26 – May 1

$330 per night

5.0 out of 5 average rating, 30 reviews

Home in Edgartown

Waterfront Oasis

5 beds

Apr 26 – May 1

$400 per night

Cottage in Edgartown

Nice Chappy Cottage

3 beds

Apr 22 – 29

$300 per night

4.95 out of 5 average rating, 19 reviews

Guest favorite

Home in Edgartown

Chappaquiddick, Edgartown, MA

5 beds

Apr 21 – 26

$535 per night

4.9 out of 5 average rating, 30 reviews

Guest favorite

Home in Edgartown

Chappy Whispering Pines

Apr 20 – 27

$500 per night

4.93 out of 5 average rating, 14 reviews

Cabin in Edgartown

Little Chappy House "unplugged" and off-the-grid

On the beachOcean views,

Jun 1 – 8

$225 per night

4.95 out of 5 average rating, 20 reviews

Home in Edgartown

Updated Chappaquiddick Home For Rent

6 beds

Apr 20 – 27

$480 per night

Home in Edgartown

Breezy Chappy Beach House

Apr 20 – 25

$500 per night

5.0 out of 5 average rating, 8 reviews

Home in Edgartown

Private Chappaquiddick Retreat with Screened Porch

5 beds

Jun 1 – 8

$699 per night

4.71 out of 5 average rating, 7 reviews

Guest favorite

Apartment in Edgartown

Stylish retreat | walk to town | patio | fire pit

2 beds

Apr 20 – 25

$225 per night

5.0 out of 5 average rating, 82 reviews

Guest favorite

Cottage in Edgartown

Edgartown Designer Cottage between Town & Beach

1 queen bed

May 4 – 9

$295 per night

5.0 out of 5 average rating, 20 reviews