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A five-minute ride on the "On Time," the 3 car plus passenger ferry from the Edgartown dock takes you to Chappaquiddick, "an island off an island," with dirt roads lined with blueberry bushes and an area of frequent sightings of deer, osprey, otters, shorebirds, and turtles.

8 Vacation Properties in Chappaquiddick
sleeping

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
7 years, 3 months
Property ID 10812 listed by: Lindsay
Summer:
$13,000 - $14,000/wk
Off Season:
$12,000 - $13,000/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
9 years, 2 months
Property ID 12723 listed by: Karen Stephens
Summer:
$5,500 - $8,000/wk
$28,000 - $40,000/mo
Off Season:
$750 - $950/night
$5,500/wk
$18,000 - $20,000/mo
Edgartown
ID 25849
5 BR
2 ½ baths
Sleeps 14
The Catbird Seat
Distance to beach: 1/2 mile to many beaches in every direction
Description
Situated at the top of Chappaquiddick Island, this exclusive home is hidden inside a 200 acre wildlife preserve which has remained peacefully unchanged. To stay at the home is to step back in time to ... read more
Key amenities
view of salt water, walk to a salt water beach and walk to a fresh water beach, deck/porch/patio, outdoor shower, A/C unit(s), washer&dryer, dishwasher, linens included, cable TV, DVD or VCR, fireplace, wireless or wired internet, pet-friendly, handicap accessibility
Time active on this website
Less than a month
Property ID 25849 listed by: John Mcelhinney
Summer:
$600/night
$4,200/wk
$16,800/mo
Off Season:
$500/night
$3,500 - $4,200/wk
$14,000 - $16,800/mo

Chappaquiddick vacation rentals that sleep 8

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
11 years, 11 months
Property ID 6680 listed by: Kathy
Summer:
$1,950/wk
Off Season:
$1,750 - $1,950/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, wireless or wired internet, pet-friendly
Time active on this website
8 years, 9 months
Property ID 9065 listed by: Leslie Look
Summer:
$2,000 - $3,000/wk
$8,000 - $10,000/mo
Off Season:
$300 - $350/night
$1,000 - $2,000/wk
$3,000 - $6,000/mo

Chappaquiddick vacation rentals that sleep 6

Edgartown
ID 25258
3 BR
2 baths
Sleeps 6
Chappy Cottage adjacent to the Wasque Reservation
Distance to beach: Wasque Beach .5 mi, Bay beach less than .25 mi
Description
Vacation in this comfortable 3 bedroom, 2 bath ''upside down'' home abutting the Wasque Reservation on Chappy offering water views to the Atlantic Ocean AND to Katama Bay. Enjoy the view from the fro... 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 months
Property ID 25258 listed by: Marcia
Summer:
$3,300 - $3,400/wk
Off Season:
$2,500 - $3,300/wk
Wasque
ID 24971
3 BR
2 baths
Sleeps 6
3 Bedroom Wasque/Chappy Home with Waterviews
Distance to beach: 1/4 mile Katama Bay beach
Description
Steps from the Wasque Reservation, this reverse saltbox with 3 bedrooms/2 full baths down, open living/dining/kitchen up has southwesterly views over the treetops to Katama Bay, Norton Point and the A... read more
Key amenities
view of salt water, walk to a salt water beach, deck/porch/patio, outdoor shower, washer&dryer, dishwasher, TV, DVD or VCR, fireplace, wireless or wired internet
Time active on this website
4 months
Property ID 24971 listed by: Dana
Summer:
$1,600 - $1,800/wk
Off Season:
$1,000 - $1,200/wk
Chappaquiddick
ID 20648
3 BR
2 baths
Sleeps 6
Chappy Water View Cottage - Short Walk to 4 mile long Beach
Distance to beach: East Beach, 1/4-1/2 mile
Description
Dogs accepted. This cozy cottage is just steps from the Dike Bridge and a short walk to East Beach with easy ocean swimming. There is access from the yard to Pocha Pond with a small beach, great for... read more
Key amenities
on 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, pet-friendly, handicap accessibility
Time active on this website
1 year, 8 months
Property ID 20648 listed by: Sylvia Malm
Summer:
$1,900 - $2,400/wk
Off Season:
$200 - $300/night
$1,500 - $2,300/wk
$740 - $750/mo