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Chappaquiddick Vacation Rentals

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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. 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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17 Vacation Properties in Chappaquiddick    sleeping 19, 12, 10, 9, 8, 6

Location Price Description (click blue title for more...) Sleeps BRs Baths
Vacation rentals that sleep 19  

Chappaquiddick

Chappaquiddick Martha's Vineyard vacation rental

Summer:
$12,500/week,
Off Season:
$6,000 - $10,000/week,

Wasque Watch

Are you Chappaquiddick bound? Are you Victoriana inclined? Are you large in numbers? Then this six bedroom home plus three more in adjacent cottages, two full and two half baths, every common room of ....
Distance to beach: 1/4 mile to Katama Bay
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
Time active on this website: 5 years, 8 months

Property ID# 4486, Listed by: Mack at Martha's Management

19 9 3.5
Vacation rentals that sleep 12  

Chappaquiddick

Chappaquiddick Martha's Vineyard vacation rental

Summer:
$6,000/week, $22,000 - $26,000/month,
Off Season:
$750 - $900/night, $4,000 - $6,000/week, $18,000 - $23,000/month,

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 remodelled 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, VCR or DVD, pets considered, handicap accessibility
Time active on this website: 1 year, 7 months

Property ID# 12723, Listed by: Karen Stephens

12 6 4
Owner Special: Inquire about Labor Day Weekend Special

Chappaquiddick

Chappaquiddick Martha's Vineyard vacation rental

Summer:
$800 - $1,000/night, $7,500 - $10,000/week, $33,000 - $40,000/month,
Off Season:
$300 - $600/night, $4,000 - $8,000/week, $15,000 - $22,000/month,

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

Details! Luxury Home Elegance - Perfection Guaranteed

Be thrilled to rent this beautiful new home located on top of Chappy's Sampson Hill with conservation paths connecting to all points on Island. Home is 1.5 mile from Beach and 1.5 mile from Edgartown ....
Distance to beach: 1.1 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: 3 years, 8 months

Property ID# 8479, Listed by: Mary

12 4 4
Owner Special: Beat the ferry line start any day of week rental!
Vacation rentals that sleep 10  

Chappaquiddick

Chappaquiddick Martha's Vineyard vacation rental

Summer:
$1,800 - $2,950/week, $10,000 - $10,350/month,
Off Season:
$145 - $230/night, $1,000 - $1,500/week, $4,200 - $5,500/month,

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

MV, Chappy Ocean Views, Walk to Bay, Ocean Nature Preserves

Relax and enjoy the best of both worlds: beach and nature during the day and Edgartown at night. The property is across the street from 400 acres of pristine conservation land (Wasque Reservation) wi....
Distance to beach: 4/10 mile Ocean and 2/10 mile Katama Bay
Key amenities: view of salt water, walk to a salt water beach, deck/porch/patio, outdoor shower, washer&dryer, dishwasher, TV, VCR or DVD, handicap accessibility
Time active on this website: 7 months

Property ID# 14342, Listed by: Judy and Paul Belazis

10 4 2

Chappaquiddick, Edgartown

Chappaquiddick, Edgartown Martha's Vineyard vacation rental

Summer:
$3,500 - $4,500/week,
Off Season:
$3,500 - $4,500/week,

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

Just in: 1 week in June available!!

Up-to-date Chappaquiddick home spectacularly perched on bluff overlooking Edgartown Harbor. Edgartown’s lovely shops and restaurants are a short boat ride from our private dock, or a one-minute ride o....
Distance to beach: harbor beach front of house ocean beach 2 mi
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
Time active on this website: 1 year, 8 months

Property ID# 12623, Listed by: Poppy

10 4 2
Vacation rentals that sleep 9  

Chappaquiddick

Chappaquiddick Martha's Vineyard vacation rental

Summer:
$1,950/week,
Off Season:
$1,200 - $1,950/week,

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

4 BR 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, VCR or DVD
Time active on this website: 4 years, 5 months

Property ID# 6680, Listed by: Kathy

9 4 2

Chappaquiddick

Chappaquiddick Martha's Vineyard vacation rental

Summer:
$500 - $600/night, $4,200 - $4,300/week, $16,000 - $19,000/month,
Off Season:
$350 - $750/night, $1,400 - $4,400/week, $6,000 - $18,000/month,

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

Spectacular OceanView -Chappy (Wasque) Contemporary Home

This dream home faces Katama Bay and Chappaquiddick's South Beach and is located near the beautiful Wasque reservation conservation Area. It is a reverse design, with bedrooms on the first level and ....
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, TV, VCR or DVD, fireplace, handicap accessibility
Time active on this website: 8 years, 1 months

Property ID# 2919, Listed by: Cynthia Lally

9 3 2.5
Owner Special: RENT OUR HOME IN SEPTEMBER AND OCTOBER FOR SPECIAL SAVINGS!!!!!
Vacation rentals that sleep 8  

Chappaquiddick

Chappaquiddick Martha's Vineyard vacation rental

Summer:
$3,100 - $3,200/week,
Off Season:
$1,600 - $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 from deck and spectacular 360 degree sunsets from this wonderful vacation home. Faces Edgartown lighthouse and outer harbor with boats under sail. Over two open acres of....
Distance to beach: 1/10 mile to swimming in outer harbor & mooring
Key amenities: view of salt water, walk to a salt water beach, deck/porch/patio, outdoor shower, A/C units, washer&dryer, dishwasher, cable TV, VCR or DVD, fireplace, high speed internet, handicap accessibility
Time active on this website: 7 years, 10 months

Property ID# 2954, Listed by: Deborah

8 4 2

Chappaquiddick

Chappaquiddick Martha's Vineyard vacation rental

Summer:
$300/night, $2,400 - $2,600/week,
Off Season:
$250 - $300/night, $950 - $1,400/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 seco....
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: 3 years, 3 months

Property ID# 9738, Listed by: Jean

8 4 2

Chappaquiddick, Edgartown

Chappaquiddick, Edgartown Martha's Vineyard vacation rental

Summer:
$700/night, $2,000/week,
Off Season:
$400 - $600/night, $1,500 - $2,000/week,

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 hidaway. 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, TV, VCR or DVD, pets considered
Time active on this website: 3 years, 1 months

Property ID# 9065, Listed by: Leslie Look

8 3 2

Chappaquiddick, Edgartown - Chappaquidick

Chappaquiddick, Edgartown - Chappaquidick Martha's Vineyard vacation rental

Summer:
$1,800/week,
Off Season:
$100 - $1,100/week,

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

Charming Contemporary in Lovely Setting on Chappy

Owner designed & occupied contemporary ranch home. Ideal for up to 4 adults and 4 children. We welcome respectful pets. This our permanent residence that we rent when we are off-island visiting our....
Distance to beach: one mile
Key amenities: screened porch, deck/porch/patio, outdoor shower, A/C units, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, fireplace, pets considered
Time active on this website: 11 months

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

8 3 1
Owner Special: 12 day week -- August 24 - Sept 4th - $1,800
Vacation rentals that sleep 6  

Chappaquiddick

Chappaquiddick Martha's Vineyard vacation rental

Summer:
$250/night, $1,650 - $1,850/week,
Off Season:
$250/night, $750 - $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 of a mile of the ocean. The house consists of a spacious cathedral ceilinged living room with paddle fan; an open dining area with a sliding glas....
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: 3 years, 3 months

Property ID# 9768, Listed by: Jean

6 3 1

Chappaquiddick

Chappaquiddick Martha's Vineyard vacation rental

Summer:
$1,295 - $1,450/week,
Off Season:
$225/night, $1,000 - $1,150/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 la....
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, pets considered
Time active on this website: 2 years, 9 months

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

6 3 1.5
Owner Special: Last two full weeks of August - $2,400

Chappaquiddick

Chappaquiddick Martha's Vineyard vacation rental

Summer:
$2,600 - $2,800/week,
Off Season:
$345/night, $1,395 - $2,800/week,

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

Lovely Waterview - On Caleb's Pond

Our new and very 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 ....
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: 2 years, 4 months

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

6 3 2

Chappaquiddick

Chappaquiddick Martha's Vineyard vacation rental

Summer:
$2,500 - $3,500/week,
Off Season:
$2,000 - $3,500/week,

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. 800 ft from warm Katama Bay and abutting Wasque Reservation's fishing, trails and barrier beaches - yet this quiet ....
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, TV, VCR or DVD
Time active on this website: 1 year, 8 months

Property ID# 11193, Listed by: Meghan

6 3 2
Owner Special: FIRST WEEK OF JULY 2008 NOW OPEN!!!! Book ASAP, won't last ......

Chappaquiddick

Chappaquiddick Martha's Vineyard vacation rental

Summer:
$2,600/week,
Off Season:
$1,600 - $2,600/week,

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

Heavenly Wasque

Heaven on earth for those who love sun, beach, sunsets, and a blissfully beautiful environment. This lovely, airy, contemporary home is situated on a quiet lane that dead-ends at Katama Bay and abuts ....
Distance to beach: 4/10 of a mile to South Beach in Wasque Reservatio
Key amenities: view of salt water, walk to a salt water beach, deck/porch/patio, outdoor shower, washer&dryer, dishwasher, TV, VCR or DVD
Time active on this website: 7 months

Property ID# 14366, Listed by: Julie van Roden

6 3 2

Chappaquiddick

Chappaquiddick Martha's Vineyard vacation rental

Summer:
$1,400 - $1,500/week,
Off Season:
$125/night, $1,200 - $1,500/week,

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

Quiet Sunny Cape

Well maintained, sunny Cape with open floor plan and oversized deck and outside shower, gas grill, fully equipped kitchen with dishwasher and microwave, two bedrooms, two baths, full sleeper loveseat ....
Distance to beach: One mile to Trustees of Reservations beach
Key amenities: deck/porch/patio, outdoor shower, A/C units, washer&dryer, dishwasher, linens included, TV, VCR or DVD, pets considered
Time active on this website: 2 months

Property ID# 15363, Listed by: Kathy

6 2 2