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Chappaquiddick Vacation Rentals

info & map

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 sand dunes and tidal ponds, the >... more info and map.

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20 Vacation Properties in Chappaquiddick    sleeping 15, 14, 10, 9, 8, 6, 4

Location Price Description (click blue title for more...) Sleeps BRs Baths
Chappaquiddick vacation rentals that sleep 15  

Chappaquiddick, Edgartown

Chappaquiddick, Edgartown Martha's Vineyard vacation rental

Summer:
$8,000 - $10,000/week, $40,000 - $45,000/month,
Off Season:
$8,000 - $10,000/week, $30,000 - $40,000/month,

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

''Snow's Point'' Waterfront with Guest House!

Right on Katama Bay with acres of lawns, woods, fields, this rambling shingle style house and its new guesthouse, offer the quintessential Vineyard experience, great privacy & exceptional views of the bay and Edgartown Harbor. In front of the house is a sandy swimming beach. Swim, catch a ''keeper'....
Distance to beach: 50 feet to sandy private beach on Katama Bay.
Key amenities: on a salt water beach, screened porch, deck/porch/patio, outdoor shower, washer&dryer, dishwasher, linens included, TV, VCR or DVD, fireplace, high speed internet, pet-friendly, handicap accessibility
Time active on this website: 3 years, 3 months

Property ID# 10812, Listed by: Lindsay

15 6 4
Chappaquiddick vacation rentals that sleep 14  

Chappaquiddick, Edgartown

Chappaquiddick, Edgartown Martha's Vineyard vacation rental

Summer:
$750 - $950/night, $5,500 - $7,000/week,
Off Season:
$750 - $950/night, $5,000 - $5,500/week,

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 wings help create an air of spaciousness while a generous kitchen and dining area offer the perfect ....
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, VCR or DVD, high speed internet, pet-friendly, handicap accessibility
Time active on this website: 5 years, 2 months

Property ID# 12723, Listed by: Karen Stephens

14 6 4

Chappaquiddick, Edgartown

Chappaquiddick, Edgartown Martha's Vineyard vacation rental

Summer:
$7,000 - $9,500/week,
Off Season:
$4,000 - $7,000/week,

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

Martha's Vineyard Luxury Home-Chappaquiddick 1mi Beach&Town

Beautiful and perfectly located home on top of Chappy's Sampson Hill with heated pool, gardens and jacuzzi, large yard and porches. All beaches and amenities just 1 mile away. Never see traffic or parking jams, your exclusive home is 1 mile to beach. The home centers on old native walking/biking pat....
Distance to beach: 1 M harbour beach, 1.5 Dyke east ,2.5 South Beach
Key amenities: screened porch, deck/porch/patio, pool, outdoor shower, hot tub, jacuzzi, central A/C, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, fireplace, high speed internet, handicap accessibility
Time active on this website: 6 years, 10 months

Property ID# 8479, Listed by: Stephen Olsson

14 5 4
Chappaquiddick vacation rentals that sleep 10  

Chappaquiddick, Edgartown

Chappaquiddick, Edgartown Martha's Vineyard vacation rental

Summer:
$3,800 - $5,000/week,
Off Season:
$300 - $550/night, $1,500 - $4,000/week,

See a full calendar with detailed availability and pricing for this Chappaquiddick 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 restaurants, is just a short boat ride from your private dock, or a quick (2 minutes!) ride on the ....
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, VCR or DVD, fireplace, high speed internet
Time active on this website: 5 years, 3 months

Property ID# 12623, Listed by: Lisa

10 4 2
Chappaquiddick vacation rentals that sleep 9  

Chappaquiddick, Edgartown

Chappaquiddick, Edgartown Martha's Vineyard vacation rental

Summer:
$2,800 - $4,400/week, $16,000 - $18,000/month,
Off Season:
$250 - $350/night, $1,400 - $3,200/week, $7,000 - $12,000/month,

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

Spectac OceanView -Chappy (Wasque) Lux. Home-*Reduced Rates*

*VIEWS---VIEWS---AND--- MORE---VIEWS.* This ''everyones'' dream home faces Katama Bay and Chappaquiddick's South Beach and is located near the beautiful Wasque reservation conservation Area. We own to the water's edge It is a reverse design, with bedrooms on the first level and the main living area....
Distance to beach: 500 feet to the beach
Key amenities: on salt water, walk to a salt water beach, screened porch, deck/porch/patio, outdoor shower, jacuzzi, washer&dryer, dishwasher, cable TV, VCR or DVD, fireplace, high speed internet, handicap accessibility
Time active on this website: 11 years, 8 months

Property ID# 2919, Listed by: Cynthia Lally

9 3 2.5
Chappaquiddick vacation rentals that sleep 8  

Chappaquiddick

Chappaquiddick Martha's Vineyard vacation rental

Summer:
$1,500 - $3,100/week,
Off Season:
$600 - $1,500/week,

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

Menaca

This lovely Victorian summer house, originally built in 1886 and moved in 1909 to this beautiful site overlooking its beach and Edgartown outer harbor, retains much of its original charm and furnishings. Magnificent water views from screened front porches, and from three of its five bedrooms. Two ....
Distance to beach: 300 feet
Key amenities: view of salt water, walk to a salt water beach, screened porch, deck/porch/patio, washer&dryer, dishwasher, cable TV, VCR or DVD, fireplace, high speed internet, pet-friendly, smoking permitted
Time active on this website: 1 year, 2 months

Property ID# 18686, Listed by: Mary Beth

8 5 1.5

Chappaquiddick, Edgartown

Chappaquiddick, Edgartown Martha's Vineyard vacation rental

Summer:
$3,200 - $3,500/week,
Off Season:
$1,800 - $3,000/week,

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

Sweeping Waterviews from Airy Vacation Home with Mooring

Enjoy breathtaking water views and spectacular sunsets from this wonderful vacation home facing the Edgartown lighthouse. Short walk down private path to outer harbor beach with calm swimming and a mooring for your boat. Ocean beaches one mile. Secluded setting on over two acres of flower gardens an....
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, VCR or DVD, fireplace, high speed internet
Time active on this website: 11 years, 5 months

Property ID# 2954, Listed by: Deborah

8 4 2

Chappaquiddick, Edgartown

Chappaquiddick, Edgartown Martha's Vineyard vacation rental

Summer:
$1,650 - $1,950/week,
Off Season:
$1,500 - $1,650/week,

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 drive or bike ride and 2 minute ferry ride. Centrally located, very well equipped Chappy cottag....
Distance to beach: ~1 mile to beautiful East Beach or Wasque
Key amenities: deck/porch/patio, outdoor shower, washer&dryer, dishwasher, TV, VCR or DVD
Time active on this website: 7 years, 11 months

Property ID# 6680, Listed by: Kathy

8 4 2

Chappaquiddick, Edgartown - Chappaquidick

Chappaquiddick, Edgartown - Chappaquidick Martha's Vineyard vacation rental

Summer:
$1,700/week,
Off Season:
$1,000 - $1,700/week,

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 visiting our many grandchildren. We ask you not smoke. 1,700 sq. ft. of living space. Open floor plan ....
Distance to beach: one mile
Key amenities: deck/porch/patio, outdoor shower, washer&dryer, dishwasher, TV, VCR or DVD, fireplace, high speed internet, pet-friendly
Time active on this website: 3 years, 4 months

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

8 4 2

Chappaquiddick, Edgartown

Chappaquiddick, Edgartown Martha's Vineyard vacation rental

Summer:
$350/night, $1,950 - $2,600/week,
Off Season:
$250/night, $1,150 - $1,650/week,

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

Charming Chappy Contemporary

This exciting 4 bedroom year-round contemporary home is 1/3 of a mile from the ocean and has 3 levels of living area. The first floor has 3 bedrooms, a full bath, and separate laundry room. The second floor consists of a large cathedral ceilinged living room with paddle fan and an outside deck. Th....
Distance to beach: 1/3 mile to beach
Key amenities: walk to a salt water beach, boat dock, deck/porch/patio, outdoor shower, washer&dryer, dishwasher, cable TV, VCR or DVD
Time active on this website: 6 years, 9 months

Property ID# 9738, Listed by: Jean

8 4 2

Chappaquiddick, Edgartown

Chappaquiddick, Edgartown Martha's Vineyard vacation rental

Summer:
$1,600 - $2,300/week, $8,700/month,
Off Season:
$250 - $350/night, $800 - $1,800/week, $3,000 - $5,000/month,

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 to Katama Bay for shellfishing. Wasque, the famous fishing spot for Striped Bass, Bluefish, Bonita,....
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, VCR or DVD, pet-friendly
Time active on this website: 5 years, 7 months

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:
$2,300 - $2,800/week, $9,800/month,
Off Season:
$1,800 - $2,300/week, $5,900 - $8,500/month,

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

Lovely Waterview - On Caleb's Pond

Our lovely secluded home is located on the island of Chappaquiddick, and only one mile from the ferry which runs from Edgartown. The house is situated on Caleb's pond, a salt pond, which opens out into Edgartown harbor. The living room, dining room, porch and master bedroom all have views of the pon....
Distance to beach: 0.5 miles to private beach
Key amenities: view of salt water, walk to a salt water beach, screened porch, deck/porch/patio, outdoor shower, washer&dryer, dishwasher, cable TV, VCR or DVD, high speed internet
Time active on this website: 5 years, 9 months

Property ID# 6887, Listed by: Bob or Kim Yantorno

6 3 2
Owner Special: Newly available in July and August!

Chappaquiddick, Edgartown

Chappaquiddick, Edgartown Martha's Vineyard vacation rental

Summer:
$1,050 - $1,350/week,
Off Season:
$275/night, $825 - $1,050/week,

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

Campstyle Cottage with Fireplace - Nestled in the Woods

This comfortable and cozy house is nestled in the woods, close to a private beach and 1 mile from the Chappy Ferry. The living room has a gas fireplace, and opens through sliding-glass doors onto a large deck. The kitchen is fully equipped, with new appliances. The location is quiet and very seclud....
Distance to beach: 0.5 miles to private beach
Key amenities: walk to a salt water beach, deck/porch/patio, outdoor shower, washer&dryer, cable TV, VCR or DVD, fireplace, high speed internet, pet-friendly
Time active on this website: 5 years, 9 months

Property ID# 6826, Listed by: Bob or Kim Yantorno

6 3 1.5

Chappaquiddick, Edgartown

Chappaquiddick, Edgartown Martha's Vineyard vacation rental

Summer:
$2,750 - $3,850/week,
Off Season:
$500 - $1,000/night, $2,750 - $3,850/week, $14,000 - $15,400/month,

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 expansive views while dining and enjoying the upstairs of the home. 800 ft from warm Katama Bay and abu....
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, VCR or DVD, high speed internet
Time active on this website: 5 years, 2 months

Property ID# 11193, Listed by: Sabrena

6 3 2

Chappaquiddick, Edgartown

Chappaquiddick,  Edgartown Martha's Vineyard vacation rental

Summer:
$6,000 - $7,000/week, $25,000 - $28,000/month,
Off Season:
$6,000 - $7,000/week, $24,000/month,

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

Very Private Waterfront Retreat on Katama Bay

In an exceptional, very private location, at the end of a sandy lane, with harbor, marsh and pond views. Architect designed contemporary house, 2 miles from the Chappy Ferry, filled with light from skylights and large windows. WATERVIEWS from every room. Off the deck is an active osprey pole, herb, ....
Distance to beach: 5 minute walk to private sandy beach on Katama Bay
Key amenities: on salt water, walk to a salt water beach, screened porch, deck/porch/patio, outdoor shower, washer&dryer, dishwasher, linens included, cable TV, fireplace, high speed internet, pet-friendly, handicap accessibility
Time active on this website: 2 years, 8 months

Property ID# 11146, Listed by: Lindsay

6 3 2

Chappaquiddick

Chappaquiddick Martha's Vineyard vacation rental

Summer:
$1,500 - $2,500/week,
Off Season:
$750 - $1,500/week,

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 the outer harbor, Edgartown Light, and boats. Just an 8-minute walk to the Chappy Ferry and downtown ....
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: 2 years, 1 month

Property ID# 18174, Listed by: Mary Beth

6 3 2

Chappaquiddick

Chappaquiddick Martha's Vineyard vacation rental

Summer:
$1,900 - $2,400/week, $5,500/month,
Off Season:
$700 - $2,300/week, $900 - $4,000/month,

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

Chappy Water View Cottage - Short Walk to 4 mile long Beach

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 kids. Canoe and kayak rentals are available from the Trustees of Reservations at Dike Bridge. The....
Distance to beach: East Beach, 1/4-1/2 mile
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, VCR or DVD, pet-friendly, handicap accessibility
Time active on this website: 6 months

Property ID# 20648, Listed by: Sylvia Malm

6 3 2
Owner Special: Only 3 June/July weeks open! Reserve a June or July week with deposit by 2/14 & receive 5% discount

Chappaquiddick, Edgartown

Chappaquiddick, Edgartown Martha's Vineyard vacation rental

Summer:
$300/night, $1,450 - $2,050/week,
Off Season:
$250/night, $1,050 - $10,950/week,

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

Lovely Chappy Cape

This is a year-round Cape Cod style house located 1/3 mile from the ocean. The house consists of a spacious cathedral ceilinged living room with paddle fan; an open dining area with a sliding glass door leading to a screened-in porch with white wicker funiture; a fully equipped kitchen; full bath;....
Distance to beach: 1/3 mile
Key amenities: walk to a salt water beach, boat dock, screened porch, deck/porch/patio, outdoor shower, washer&dryer, dishwasher, cable TV, VCR or DVD
Time active on this website: 6 years, 9 months

Property ID# 9768, Listed by: Jean

6 3 1
Chappaquiddick vacation rentals that sleep 4  

Chappaquiddick

Chappaquiddick Martha's Vineyard vacation rental

Summer:
$650 - $1,100/week,
Off Season:
$500 - $650/week,

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

Rudder

Adorable and charming traditional cottage with large front yard, absolutely incredible views of Edgartown Outer Harbor, Cape Pogue Light and Edgartown Light. Enclosed, screened-in front porch. One of the best locations on all of the Vineyard. Private beach just steps away. 8 minute walk to Chappy....
Distance to beach: about 350 feet
Key amenities: walk to beach, screened porch, outdoor shower, fireplace, pet-friendly
Time active on this website: 2 years, 1 month

Property ID# 18177, Listed by: Mary Beth

4 2 1

Chappaquiddick

Chappaquiddick Martha's Vineyard vacation rental

Summer:
$650 - $1,100/week,
Off Season:
$95/night, $500 - $650/week,

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

Mizzen Cottage

Adorable and charming traditional cottage with front yard, absolutely incredible views of Edgartown Outer Harbor. Enclosed, screened-in front porch. One of the best locations on all of the Vineyard. Private beach just steps away. 8 minute walk to Chappy Ferry - enjoy the quiet of Chappy and the conv....
Distance to beach: 300 feet
Key amenities: walk to a salt water beach, screened porch, deck/porch/patio, outdoor shower, pet-friendly
Time active on this website: 1 year, 4 months

Property ID# 18925, Listed by: Mary Beth

4 2 1