Beach Home Rentals in Chappaquiddick, MA: Compare 10+ Sites & Save

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  3.  USA

  4.  Massachusetts

  5.  Edgartown
  6.  Chappaquiddick

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30 Beach Home Rentals in Chappaquiddick (Starting from $300)

Contemporary cottage with outdoor shower infrared sauna 6 Min drive to the beach
Contemporary cottage with outdoor shower infrared sauna 6 Min drive to the beach
Cottage
Edgartown, MA, 02539, United States
0.2k from Chappaquiddick center

AC, Balcony, Barbecue, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Internet

3 Bedrooms6 Guests
10.0

Exceptional

11 reviews

$364
Average price / night
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Charming and cozy Chappy cottage -- best of indoor and outdoor beach living!
Charming and cozy Chappy cottage -- best of indoor and outdoor beach living!
Cottage
Edgartown, MA, 02539, United States
0.3k from Chappaquiddick center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

3 Bedrooms8 Guests
10.0

Exceptional

33 reviews

$442
Average price / night
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Private Chappaquiddick Retreat with Large Screened in Porch. Minutes from Beach!
Private Chappaquiddick Retreat with Large Screened in Porch. Minutes from Beach!
House
Edgartown, MA, 02539, United States
0.3k from Chappaquiddick center

AC, Barbecue, Crib, Dryer, Extra Bed, Fireplace, Free Parking, Heater, Internet

3 Bedrooms7 Guests
New to Booking
$974
Average price / night
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Beautiful Post and Beam. Built in 2013. Sleeps 6-8
Beautiful Post and Beam. Built in 2013. Sleeps 6-8
House
Edgartown, MA, 02539, United States
0.4k from Chappaquiddick center

Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

3 Bedrooms8 Guests
10.0

Exceptional

19 reviews

$530
Average price / night
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Updated and Beloved Home on Martha's Vineyard, close to beaches and town center.
Updated and Beloved Home on Martha's Vineyard, close to beaches and town center.
House
Edgartown, MA, 02539, United States
0.4k from Chappaquiddick center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms8 Guests
8.0

Good

5 reviews

$551
Average price / night
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Chappaquiddick retreat-outdoor shower, hot-tub, decks, central AC-close to beach
Chappaquiddick retreat-outdoor shower, hot-tub, decks, central AC-close to beach
House
Edgartown, MA, 02539, United States
0.4k from Chappaquiddick center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Hot Tub, Internet, Kitchen

3 Bedrooms8 Guests
10.0

Exceptional

36 reviews

$633
Average price / night
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Chappy - Family Beach House
Chappy - Family Beach House
House
Edgartown, MA, 02539, United States
0.4k from Chappaquiddick center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms8 Guests
10.0

Exceptional

15 reviews

$577
Average price / night
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Chappy relaxation and fun!
Chappy relaxation and fun!
Cottage
Edgartown, MA, 02539, United States
0.5k from Chappaquiddick center

Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking

2 Bedrooms5 Guests
10.0

Exceptional

14 reviews

$400
Average price / night
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Family-friendly 4 Bedroom House on Chappy - Book Now for Summer 2026
Family-friendly 4 Bedroom House on Chappy - Book Now for Summer 2026
House
Edgartown, MA, 02539, United States
0.6k from Chappaquiddick center

AC, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Laundry, Living Area

5 Bedrooms7 Guests
10.0

Exceptional

21 reviews

$436
Average price / night
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Charming Pet-Friendly 4B Chappy Cottage
Charming Pet-Friendly 4B Chappy Cottage
Cottage
Edgartown, MA, 02539, United States
0.7k from Chappaquiddick center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms10 Guests
New to Booking
$643
Average price / night
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WALK to Cape Pogue Bay, Blackbird Café & enjoy our private, spacious property.
WALK to Cape Pogue Bay, Blackbird Café & enjoy our private, spacious property.
House
Edgartown, MA, 02539, United States
0.7k from Chappaquiddick center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms8 Guests
10.0

Exceptional

11 reviews

$642
Average price / night
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Chappy Summer Cabin!
Chappy Summer Cabin!
Cottage
Edgartown, MA, 02539, United States
0.9k from Chappaquiddick center

AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave

2 Bedrooms4 Guests
8.4

Very Good

36 reviews

$359
Average price / night
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Chappaquiddick, Cozy 2 Bedroom, October Dates Available!
Chappaquiddick, Cozy 2 Bedroom, October Dates Available!
Cottage
Edgartown, MA, 02539, United States
0.9k from Chappaquiddick center

AC, Barbecue, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking, TV

2 Bedrooms4 Guests
10.0

Exceptional

31 reviews

$300
Average price / night
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Sleeps 12, amazing view, tennis court, basketball court, beaches
Sleeps 12, amazing view, tennis court, basketball court, beaches
House
Edgartown, MA, 02539, United States
0.9k from Chappaquiddick center

AC, Arcade, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet

6 Bedrooms12 Guests
9.6

Exceptional

40 reviews

$1771
Average price / night
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Charming 6 bdr house-Chappaquiddick near Edgartown, beaches, 20x60pool,amenities
Charming 6 bdr house-Chappaquiddick near Edgartown, beaches, 20x60pool,amenities
House
Edgartown, MA, 02539, United States
1.0k from Chappaquiddick center

AC, Barbecue, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet

6 Bedrooms12 Guests
New to Booking
$1882
Average price / night
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Pristine Chappy! Early July Late August 2026 Prime Weeks Available !
Pristine Chappy! Early July Late August 2026 Prime Weeks Available !
House
Chappaquiddick Island, Edgartown, MA, 02539, United States
1.0k from Chappaquiddick center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

5 Bedrooms12 Guests
10.0

Exceptional

24 reviews

$1093
Average price / night
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Inquire about fall Bluefish Derby 6 week special price
Inquire about fall Bluefish Derby 6 week special price
House
Edgartown, MA, 02539, United States
1.0k from Chappaquiddick center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

3 Bedrooms8 Guests
10.0

Exceptional

7 reviews

$488
Average price / night
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Gracious Victorian On Chappy
Gracious Victorian On Chappy
House
Edgartown, MA, 02539, United States
1.2k from Chappaquiddick center

Arcade, Barbecue, Dryer, Fireplace, Free Parking, Internet, Kitchen, Laundry, Living Area

7 Bedrooms13 Guests
10.0

Exceptional

3 reviews

$1412
Average price / night
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Charming Chappaquiddick Retreat: Steps from Private Beach & Edgartown's Best!
Charming Chappaquiddick Retreat: Steps from Private Beach & Edgartown's Best!
House
Edgartown, MA, 02539, United States
1.3k from Chappaquiddick center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms8 Guests
9.8

Exceptional

16 reviews

$1061
Average price / night
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Chappaquiddick Retreat, close to Edgartown Village & Chappy Ferry with WaterView
Chappaquiddick Retreat, close to Edgartown Village & Chappy Ferry with WaterView
House
Edgartown, MA, 02539, United States
1.3k from Chappaquiddick center

AC, Arcade, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen

4 Bedrooms8 Guests
New to Booking
$1711
Average price / night
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Chappy House, 1 Mile from Edgartown Harbor
Chappy House, 1 Mile from Edgartown Harbor
House
Edgartown, MA, 02539, United States
1.7k from Chappaquiddick center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

4 Bedrooms8 Guests
7.2

Good

10 reviews

$476
Average price / night
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Private Chappaquiddick Retreat
Private Chappaquiddick Retreat
House
Edgartown, MA, 02539, United States
1.7k from Chappaquiddick center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

5 Bedrooms10 Guests
10.0

Exceptional

5 reviews

$1121
Average price / night
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Chappy cottage with private beach
Chappy cottage with private beach
Cottage
Edgartown, MA, 02539, United States
1.7k from Chappaquiddick center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms9 Guests
10.0

Exceptional

17 reviews

$636
Average price / night
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Luxurious Waterfront Estate with Private Beach & Deep Water Dock
Luxurious Waterfront Estate with Private Beach & Deep Water Dock
House
Edgartown, MA, 02539, United States
1.9k from Chappaquiddick center

Fireplace, Fitness Equipment, Internet, Kitchen, Microwave, No Smoking, Spa, Toys, TV

8 Bedrooms16 Guests
New to Booking
$2881
Average price / night
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Classic Chappy Beach House, big water views, near the water
Classic Chappy Beach House, big water views, near the water
House
Edgartown, MA, 02539, United States
1.9k from Chappaquiddick center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

4 Bedrooms8 Guests
10.0

Exceptional

30 reviews

$614
Average price / night
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Oceanviews, Walk to Beaches, Nature Preserves,
Oceanviews, Walk to Beaches, Nature Preserves,
House
Edgartown, MA, 02539, United States
2.1k from Chappaquiddick center

Arcade, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

4 Bedrooms8 Guests
9.4

Superb

13 reviews

$995
Average price / night
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Luxury Chappaquiddick Getaway with Oceanviews
Luxury Chappaquiddick Getaway with Oceanviews
House
Chappaquiddick, MA, 02539, United States
2.2k from Chappaquiddick center

AC, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

4 Bedrooms8 Guests
10.0

Exceptional

28 reviews

$820
Average price / night
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Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Beach Rentals in Chappaquiddick.

Chappaquiddick Beach Rentals on the Map

Frequently Asked Questions

You can explore 30 verified beach rentals in Chappaquiddick. Our listings are sourced from trusted booking providers, giving you access to a wide selection of oceanfront homes, seaside condos, and coastal stays—all in one place.

Beach rental prices in Chappaquiddick vary depending on the season, property size, and distance from the shoreline. Rates typically start from around $300 per night, with beachfront properties and peak summer dates often priced higher. Comparing available options can help you find the best fit for your budget.

Many beach rentals in Chappaquiddick offer direct access to the sand or are located within a short walking distance of the shoreline. You can use filters to find properties with beachfront locations, private walkways, or unobstructed ocean views.

Yes, many beach rentals in Chappaquiddick welcome pets. Currently, 17 listings allow pets, although policies may vary by property. It’s also a good idea to check local beach regulations for any restrictions on pets during your stay.

For peak travel periods such as summer holidays or spring break, it’s recommended to book your beach rental 90 to 120 days in advance to secure the best options. During off-peak seasons, you may find more flexibility and availability closer to your travel dates.

Beach rentals in Chappaquiddick often include amenities designed for coastal living, such as Ocean View, View, and Kitchen. These features help enhance comfort and make it easier to enjoy time by the water.

Some beach rentals provide extras like chairs, umbrellas, or beach gear, but this can vary by property. It’s best to review the amenities section of each listing to confirm what is included and plan accordingly.