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Chappaquiddick Vacation Rentals

A five-minute ride on the "On Time," the 3 car plus passenger ferry from the Edgartown dock takes you to Chappaquiddick, ďan island off an island,Ē with dirt roads lined with blueberry bushes and an area of frequent sightings of deer, osprey, otters, shorebirds, and turtles. Vacationers choose Chappy for the privacy and tranquility this 6 by 3 mile spit of sand offers. By bike or kayak, explore the sa... more info and map.

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9 Vacation Properties in Chappaquiddick

Chappaquiddick vacation rentals that sleep 16

Chappaquiddick, Edgartown
ID 10812
6 BR
4 baths
Sleeps 16
''Snow's Point'' Waterfront w/ guesthouse, beach and dock !
Distance to beach: 50 ft to sandy assoc. beach and dock on Katama Bay
5 reviews read reviews
Description
With the romantic charm of a bygone era, this rambling shingle style house in an idyllic setting on Katama Bay has 6 acres of lawns, woods, fields and a new guesthouse. Association sandy swimming beac... read more
Key amenities
on a salt water beach, boat dock, screened porch, deck/porch/patio, outdoor shower, washer&dryer, dishwasher, linens included, DVD or VCR, fireplace, wireless or wired internet, pet-friendly, handicap accessibility
Time active on this website
6 years, 1 month
Property ID 10812 listed by: Lindsay
Summer:
$11,000 - $12,000/wk
Off Season:
$10,000 - $12,000/wk
Chappaquiddick
ID 21244
6 BR
4 ½ baths
Sleeps 16
Luxury Edgartown Waterview Home. Heated Pool, Tennis Court
Distance to beach: 1 Mile to East Beach
Description
The home is nestled atop Sampsonís Hill, the highest elevation in Edgartown, with a 180 degree view of Nantucket Island where your family and guests can enjoy outdoor activities and gatherings with be... read more
Key amenities
view of salt water, walk to a salt water beach, hot tub, screened porch, deck/porch/patio, pool, outdoor shower, jacuzzi, central A/C, washer&dryer, dishwasher, linens included, cable TV, DVD or VCR, fireplace, wireless or wired internet
Time active on this website
2 years, 8 months
Property ID 21244 listed by: Stephen Olsson
Summer:
$12,000 - $15,000/wk
Off Season:
$7,000 - $15,000/wk

Chappaquiddick vacation rentals that sleep 14

Chappaquiddick, Edgartown
ID 12723
6 BR
4 baths
Sleeps 14
Island Graciousness with Majestic Views of Katama Bay
Distance to beach: Less than 200 yards to private beach on Katama Bay
4 reviews read reviews
Description
Built over 100 years ago, this beautiful colonial home has been remodeled to provide all the amenities for contemporary vacation living while retaining its original island charm. Two separate bedroom ... read more
Key amenities
on a salt water beach, screened porch, deck/porch/patio, outdoor shower, washer&dryer, dishwasher, cable TV, DVD or VCR, wireless or wired internet, pet-friendly, handicap accessibility
Time active on this website
8 years
Property ID 12723 listed by: Karen Stephens
Summer:
$5,500 - $8,000/wk
$25,000 - $40,000/mo
Off Season:
$750 - $950/night
$5,500 - $8,000/wk
$20,000 - $22,000/mo

Chappaquiddick vacation rentals that sleep 12

Chappaquiddick
ID 8479
4 BR
4 baths
Sleeps 12
Luxury Chappaquiddick Family Home Heated pool, tennis court,
Distance to beach: 1 M Harbour beach, 1.5 Dyke east ,2.5 South Beach
Description
The home is nestled atop Sampsonís Hill, the highest elevation in Edgartown, where your family and guests can enjoy outdoor activities and gatherings with the benefits of a full size heated pool, tenn... read more
Key amenities
hot tub, screened porch, deck/porch/patio, pool, outdoor shower, jacuzzi, central A/C, washer&dryer, dishwasher, linens included, cable TV, DVD or VCR, fireplace, wireless or wired internet, handicap accessibility
Time active on this website
9 years
Property ID 8479 listed by: Stephen Olsson
Summer:
$12,000 - $15,000/wk
Off Season:
$7,000 - $12,000/wk

Chappaquiddick vacation rentals that sleep 9

Edgartown-(Chappaquiddick Isla
ID 2919
3 BR
2 ½ baths
Sleeps 9
SPECTAC OCEANVU HM*CHAPPY'S BEST LOCATION* Av 10/7-11, 10/18
Distance to beach: 500 feet to Wasque beach on Chappaquiddick Island
10 reviews read reviews
Description
*VIEWS---VIEWS---AND--- MORE---VIEWS.* This is'everyone's'dream home facing Katama Bay and Chappaquiddick's South Beach and is located near the beautiful Wasque Reservation conservation area. Home go... read more
Key amenities
on salt water, walk to a salt water beach, screened porch, deck/porch/patio, outdoor shower, jacuzzi, washer&dryer, dishwasher, cable TV, DVD or VCR, fireplace, wireless or wired internet, handicap accessibility
Time active on this website
13 years, 3 months
Property ID 2919 listed by: Cynthia Lally
Summer:
$600 - $675/night
$3,500 - $4,650/wk
$17,000 - $19,000/mo
Off Season:
$250 - $430/night
$1,400 - $4,600/wk
$6,000 - $15,000/mo

Chappaquiddick vacation rentals that sleep 8

Edgartown
ID 23580
4 BR
1 bath
Sleeps 8
Classic Chappy Beach House with Views over Katama Bay
Distance to beach: less than 2 minute walk to Katama Bay beach
1 review read review
Description
New to internet listing, this 4 bedroom, Cape style ''beach house'' is unique on the Island. After a day at the beach and an outdoor shower, you'll never want to leave. Bordering on preserved land... read more
Key amenities
view of salt water, walk to a salt water beach, deck/porch/patio, outdoor shower, A/C unit(s), washer&dryer, dishwasher, cable TV, DVD or VCR, fireplace, wireless or wired internet, pet-friendly
Time active on this website
1 year, 1 month
Property ID 23580 listed by: Jeffrey
Summer:
$1,100 - $3,500/wk
Off Season:
$200 - $250/night
$1,100 - $3,500/wk
Chappaquiddick, Edgartown
ID 6680
4 BR
2 baths
Sleeps 8
4 Bedroom Lovely Chappy Cape
Distance to beach: ~1 mile to beautiful East Beach or Wasque
Description
Chappy is our favorite place on earth - The peace and quiet in the woods and on the beaches is great - and you can still have the convenience and fun of Edgartown's shops and restaurants with a quick... read more
Key amenities
deck/porch/patio, outdoor shower, washer&dryer, dishwasher, TV, DVD or VCR
Time active on this website
10 years, 9 months
Property ID 6680 listed by: Kathy
Off Season:
$1,500 - $1,750/wk
Chappaquiddick, Edgartown
ID 9065
3 BR
2 baths
Sleeps 8
! Alert ! This Beach Lovers House on Chappy is for you!!
Distance to beach: 4/10 Mile to Katama Bay, 5/10 mile South Beach
1 review read review
Description
Chappy, as we natives call it, is a quiet hideaway. You are bordering the Wasque Reservation and Cape Poge Wildlife Refuge. The beaches within walking distance are clean white sand. Also walk or drive... read more
Key amenities
view of salt water, walk to a salt water beach, deck/porch/patio, outdoor shower, washer&dryer, dishwasher, linens included, cable TV, DVD or VCR, pet-friendly
Time active on this website
7 years, 8 months
Property ID 9065 listed by: Leslie Look
Off Season:
$300 - $450/night
$1,000 - $2,600/wk
$4,500/mo

Chappaquiddick vacation rentals that sleep 6

Chappaquiddick, Edgartown
ID 11193
3 BR
2 baths
Sleeps 6
Breathtaking Water Views & Steps to Beaches
Distance to beach: less than 1/4 mile
Description
Enjoy 180 degree water views from this light, bright, newly renovated vacation home. The home is a salt box style with bedrooms downstairs and common areas upstairs. This allows one to take in the exp... read more
Key amenities
view of salt water, walk to a salt water beach, deck/porch/patio, outdoor shower, washer&dryer, dishwasher, cable TV, DVD or VCR, wireless or wired internet
Time active on this website
8 years, 1 month
Property ID 11193 listed by: Sabrena
Off Season:
$350 - $425/night
$2,500 - $3,500/wk
$11,000/mo