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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, “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. 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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13 Vacation Properties in Chappaquiddick    sleeping 16, 14, 12, 10, 9, 8, 6

Location Price Description (click blue title for more...) Sleeps BRs Baths
Chappaquiddick vacation rentals that sleep 16  

Chappaquiddick, Edgartown

Chappaquiddick, Edgartown Martha's Vineyard vacation rental

Summer:
$11,000 - $12,000/wk,

Off Season:
$10,000 - $12,000/wk,
$40,000 - $50,000/mo,

See a full calendar with detailed availability and pricing for this Chappaquiddick vacation rental.

''Snow's Point'' Waterfront w/ guesthouse, beach and dock !

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....

Distance to beach: 50 ft to sandy assoc. beach and dock on Katama Bay

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: 5 years, 11 months

Guest Reviews: 5

Property ID# 10812, Listed by: Lindsay

16 6 4

Chappaquiddick

Chappaquiddick Martha's Vineyard vacation rental

Summer:
$12,000 - $15,000/wk,

Off Season:
$7,000 - $15,000/wk,

See a full calendar with detailed availability and pricing for this Chappaquiddick vacation rental.

Luxury Edgartown Waterview Home. Heated Pool, Tennis Court

The home is nestled atop Sampson’s 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....

Distance to beach: 1 Mile to East Beach

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, 6 months

Property ID# 21244, Listed by: Stephen Olsson

16 6 4.5
Chappaquiddick vacation rentals that sleep 14  

Chappaquiddick, Edgartown

Chappaquiddick, Edgartown Martha's Vineyard vacation rental

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,

See a full calendar with detailed availability and pricing for this Chappaquiddick vacation rental.

Island Graciousness with Majestic Views of Katama Bay

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 ....

Distance to beach: Less than 200 yards to private beach on Katama Bay

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: 7 years, 10 months

Guest Reviews: 4

Property ID# 12723, Listed by: Karen Stephens

14 6 4
Chappaquiddick vacation rentals that sleep 12  

Chappaquiddick

Chappaquiddick Martha's Vineyard vacation rental

Summer:
$12,000 - $15,000/wk,

Off Season:
$7,000 - $12,000/wk,

See a full calendar with detailed availability and pricing for this Chappaquiddick vacation rental.

Luxury Chappaquiddick Family Home Heated pool, tennis court,

The home is nestled atop Sampson’s 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....

Distance to beach: 1 M Harbour beach, 1.5 Dyke east ,2.5 South Beach

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: 8 years, 10 months

Property ID# 8479, Listed by: Stephen Olsson

12 4 4
Chappaquiddick vacation rentals that sleep 10  

Chappaquiddick

Chappaquiddick Martha's Vineyard vacation rental


Off Season:
$2,500 - $3,500/wk,

See a full calendar with detailed availability and pricing for this Chappaquiddick vacation rental.

Steps to Private Beach overlooking Edgartown Lighthouse

Victorian cottage on Menaca Hill overlooking Edgartown's Outer Harbor - one of the best views on the Vineyard, as all yachts entering and leaving the harbor pass by. There is also a private beach 300 ....

Distance to beach: 300 feet to private beach on Edgartown Harbor

Key amenities: view of salt water, walk to a salt water beach, screened porch, deck/porch/patio, outdoor shower, washer&dryer, dishwasher, cable TV, DVD or VCR, fireplace, handicap accessibility

Time active on this website: 5 months

Property ID# 24251, Listed by: David

10 6 2

Chappaquiddick, Edgartown

Chappaquiddick, Edgartown Martha's Vineyard vacation rental

Beautiful Waterfront Home on Edgartown Harbor!

This comfortable, sun-drenched home is spectacularly perched on a bluff overlooking Edgartown's inner harbor on the tranquil shores of Chappaquiddick Island. Edgartown, with all its charming shops and....

Distance to beach: harbor beach front of house/2 miles to East Beach

Key amenities: on a salt water beach, boat dock, deck/porch/patio, outdoor shower, washer&dryer, dishwasher, linens included, cable TV, DVD or VCR, fireplace, wireless or wired internet

Time active on this website: 8 years

Property ID# 12623, Listed by: Lisa

10 4 2
Chappaquiddick vacation rentals that sleep 9  

Edgartown-(Chappaquiddick Isla

Edgartown-(Chappaquiddick Isla Martha's Vineyard vacation rental

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,

See a full calendar with detailed availability and pricing for this Chappaquiddick vacation rental.

SPECTAC OCEANVU HM*CHAPPY'S BEST LOCATION* Av 10/7-11, 10/18

*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....

Distance to beach: 500 feet to Wasque beach on Chappaquiddick Island

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, 1 month

Guest Reviews: 10

Property ID# 2919, Listed by: Cynthia Lally

9 3 2.5
Chappaquiddick vacation rentals that sleep 8  

Chappaquiddick, Edgartown

Chappaquiddick, Edgartown Martha's Vineyard vacation rental

Summer:
$3,000 - $4,200/wk,

Off Season:
$1,700 - $3,900/wk,

See a full calendar with detailed availability and pricing for this Chappaquiddick vacation rental.

Sweeping water view from deck - walk to beach & mooring

Enjoy spectacular sunsets over Edgartown outer harbor from this wonderful vacation home. Short walk down private path to beach with calm swimming, fishing and a mooring for your boat. Five minutes dri....

Distance to beach: 1/10 mile to outer harbor beach & boat mooring

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: 14 years, 1 month

Guest Reviews: 1

Property ID# 2954, Listed by: Deborah

8 4 2

Chappaquiddick

Chappaquiddick Martha's Vineyard vacation rental


Off Season:
$150 - $175/night,
$900 - $1,000/wk,

See a full calendar with detailed availability and pricing for this Chappaquiddick vacation rental.

Summer Solstice

Vacation at a home away from home. This lovely 4 bedroom home is well-maintained with new ceramic tile floors, new granite kitchen countertops, new interior doors, and new furniture in many of the be....

Distance to beach: East Beach, approx 1 1/2 mi.

Key amenities: outdoor shower, washer&dryer, dishwasher, cable TV, DVD or VCR

Time active on this website: 1 year, 1 month

Property ID# 22093, Listed by: Samantha Gonzalez

8 4 2

Chappaquiddick, Edgartown

Chappaquiddick, Edgartown Martha's Vineyard vacation rental

Summer:
$1,100 - $3,500/wk,

Off Season:
$200 - $250/night,
$1,100 - $3,500/wk,

See a full calendar with detailed availability and pricing for this Chappaquiddick vacation rental.

Classic Chappy Beach House with Views over Katama Bay

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....

Distance to beach: less than 2 minute walk to Katama Bay beach

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: 11 months

Guest Reviews: 1

Property ID# 23580, Listed by: Jeffrey

8 4 1

Chappaquiddick, Edgartown

Chappaquiddick, Edgartown Martha's Vineyard vacation rental


Off Season:
$1,500 - $1,750/wk,

See a full calendar with detailed availability and pricing for this Chappaquiddick vacation rental.

4 Bedroom Lovely Chappy Cape

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....

Distance to beach: ~1 mile to beautiful East Beach or Wasque

Key amenities: deck/porch/patio, outdoor shower, washer&dryer, dishwasher, TV, DVD or VCR

Time active on this website: 10 years, 7 months

Property ID# 6680, Listed by: Kathy

8 4 2

Chappaquiddick, Edgartown

Chappaquiddick, Edgartown Martha's Vineyard vacation rental


Off Season:
$300 - $450/night,
$1,000 - $2,600/wk,
$4,500/mo,

See a full calendar with detailed availability and pricing for this Chappaquiddick vacation rental.

! Alert ! This Beach Lovers House on Chappy is for you!!

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....

Distance to beach: 4/10 Mile to Katama Bay, 5/10 mile South Beach

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, 6 months

Guest Reviews: 1

Property ID# 9065, Listed by: Leslie Look

8 3 2
Chappaquiddick vacation rentals that sleep 6  

Chappaquiddick, Edgartown

Chappaquiddick, Edgartown Martha's Vineyard vacation rental


Off Season:
$350 - $425/night,
$2,500 - $3,500/wk,
$11,000/mo,

See a full calendar with detailed availability and pricing for this Chappaquiddick vacation rental.

Breathtaking Water Views & Steps to Beaches

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....

Distance to beach: less than 1/4 mile

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: 7 years, 10 months

Property ID# 11193, Listed by: Sabrena

6 3 2