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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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16 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:
$10,000 - $12,000/wk,
$48,000 - $56,000/mo,

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 !

Right on Katama Bay with acres of lawns, woods, fields, this rambling shingle style house and its new guesthouse,and dock offers the quintessential Vineyard experience, great privacy & exceptional vie....

Distance to beach: 50 feet to sandy private beach on Katama Bay.

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

Time active on this website: 5 years, 5 months

Guest Reviews: 3

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 - $12,000/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

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:
$6,000 - $7,500/wk,
$30,000 - $32,000/mo,

Off Season:
$750 - $1,000/night,
$4,000 - $6,000/wk,
$24,000 - $25,000/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, 4 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, 4 months

Property ID# 8479, Listed by: Stephen Olsson

12 4 4
Chappaquiddick vacation rentals that sleep 10  

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: 7 years, 5 months

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:
$500 - $650/night,
$3,500 - $4,650/wk,
$17,000 - $20,000/mo,

Off Season:
$250 - $675/night,
$1,400 - $3,500/wk,
$6,000 - $14,000/mo,

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

SPECTAC OceanView Home-* CHAPPY'S BEST LOCATION* Ferry tix

*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: 12 years, 7 months

Guest Reviews: 10

Property ID# 2919, Listed by: Cynthia Lally

9 3 2.5
Owner Special: Call us at 239-642-0261 and mention this site (2919) and receive a $50 discount!
Chappaquiddick vacation rentals that sleep 8  

Chappaquiddick, Edgartown

Chappaquiddick, Edgartown Martha's Vineyard vacation rental

Summer:
$2,800 - $4,000/wk,

Off Season:
$1,800 - $3,300/wk,

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

Sweeping Water View & spectacular sunsets

Enjoy unobstructed view of 4th of July fireworks display on Edgartown Harbor from this wonderful vacation home. Short walk down private path to Land Bank beach with calm swimming and a mooring for you....

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, fireplace, wireless or wired internet

Time active on this website: 13 years, 7 months

Guest Reviews: 1

Property ID# 2954, Listed by: Deborah

8 4 2
Owner Special: Flexible on start days.

Chappaquiddick, Edgartown

Chappaquiddick, Edgartown Martha's Vineyard vacation rental

Summer:
$1,750 - $1,950/wk,

Off Season:
$1,200 - $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, 2 months

Property ID# 6680, Listed by: Kathy

8 4 2

Chappaquiddick, Edgartown

Chappaquiddick, Edgartown Martha's Vineyard vacation rental

Summer:
$1,800/wk,

Off Season:
$750 - $1,600/wk,

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

Contemporary in Private Setting on Chappy

Owner designed & occupied contemporary ranch home. Will accommodate up to 6 adults and 6 children. We welcome respectful pets. This our permanent residence that we rent when we are off-island visit....

Distance to beach: one mile

Key amenities: deck/porch/patio, outdoor shower, washer&dryer, dishwasher, cable TV, DVD or VCR, fireplace, wireless or wired internet, pet-friendly

Time active on this website: 4 years, 4 months

Property ID# 12333, Listed by: Jozef & Sheila Sliwkowski

8 4 2

Chappaquiddick

Chappaquiddick Martha's Vineyard vacation rental

Summer:
$400 - $614/night,
$4,300/wk,

Off Season:
$250 - $300/night,
$1,800 - $4,300/wk,

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

Exquisite Spacious Home on Wasque Point

This exquisite Wasque Point home is open and bright with an inviting floor plan. The large living room has vaulted ceilings and large windows with Atlantic views to Nantucket and Katama Bay. A large o....

Distance to beach: 300 yards to Katama Bay and Wasque Point

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, wireless or wired internet

Time active on this website: 1 year, 1 month

Property ID# 18924, Listed by: Dick and Joan Holmes

8 4 2.5

Chappaquiddick, Edgartown

Chappaquiddick, Edgartown Martha's Vineyard vacation rental

Summer:
$1,000 - $4,000/wk,

Off Season:
$200 - $250/night,
$1,000 - $1,500/wk,

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

Classic Chappy 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

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: 5 months

Property ID# 23580, Listed by: Jeffrey

8 4 1

Chappaquiddick, Edgartown

Chappaquiddick, Edgartown Martha's Vineyard vacation rental

Summer:
$1,500 - $2,800/wk,
$9,000 - $9,500/mo,

Off Season:
$300 - $450/night,
$1,000 - $2,600/wk,
$4,500 - $5,000/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

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

Summer:
$500 - $575/night,
$2,750 - $3,500/wk,
$14,000/mo,

Off Season:
$350 - $425/night,
$2,500 - $3,500/wk,
$10,000 - $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, 5 months

Property ID# 11193, Listed by: Sabrena

6 3 2

Edgartown, Chappaquiddick

 Edgartown, Chappaquiddick Martha's Vineyard vacation rental

Summer:
$7,000/wk,
$30,000 - $35,000/mo,

Off Season:
$6,000 - $7,000/wk,
$25,000 - $35,000/mo,

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

Very Private Waterfront Retreat on Katama Bay w/ Sandy Beach

In an exceptional,very private location,at the end of a private lane, with harbor, marsh and pond views. Architect designed contemporary house, 2 miles from the Chappy Ferry. Filled with light from sk....

Distance to beach: 5 minute walk to private sandy beach on Katama Bay

Key amenities: on salt water, walk to a salt water beach, boat dock, screened porch, deck/porch/patio, outdoor shower, washer&dryer, dishwasher, linens included, cable TV, fireplace, wireless or wired internet, pet-friendly, handicap accessibility

Time active on this website: 4 years, 11 months

Guest Reviews: 1

Property ID# 11146, Listed by: Lindsay

6 3 2
Owner Special: Special price for a two week rental in June/July before July 11! $6,000 a week instead of $7,000!

Chappaquiddick

Chappaquiddick Martha's Vineyard vacation rental

Summer:
$1,500 - $2,300/wk,

Off Season:
$800 - $1,500/wk,

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

Anchor Cottage

A charming, traditional Chappy cottage with outstanding views of Edgartown Harbor, and a private beach just steps away. Enjoy the screened in front porch for lazing and dining with superb views of th....

Distance to beach: 300 feet to private beach

Key amenities: walk to a salt water beach, screened porch, outdoor shower, washer&dryer, dishwasher, fireplace, pet-friendly, handicap accessibility

Time active on this website: 4 years, 1 month

Property ID# 18174, Listed by: Mary Beth

6 3 2

Chappaquiddick

Chappaquiddick Martha's Vineyard vacation rental

Summer:
$2,100 - $2,600/wk,

Off Season:
$2,000 - $2,400/wk,

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

A House With Character, Walk to Beach

Have a memorable vacation in a house with character! This welcoming house lies only a few minutes by foot from Katama Bay, the Atlantic Ocean, and Wasque Reservation—an open-air aviary of osprey, e....

Distance to beach: 1/5 mile to Katama Bay;1/4 mile to Atlantic Ocean

Key amenities: view of salt water, walk to a salt water beach, deck/porch/patio, outdoor shower, dishwasher, DVD or VCR, fireplace, wireless or wired internet, pet-friendly, handicap accessibility

Time active on this website: 1 year, 2 months

Guest Reviews: 7

Property ID# 20170, Listed by: Rebecca

6 3 1.5