50 Best Vacation Rentals in Martha's Vineyard - Holiday Lettings - Cabins

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Vacation rentals Edgartown
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Martha's Vineyard

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1,287 Vacation rentals

6

Edgartown Vacation townhouse rental

Martha's Vineyard / Edgartown

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
  • Pet friendly
The K-4 Duplex is part of the Winnetu Oceanside Resort - the only Resort at South Beach. It's a 10-minute walk to the beach and is situated at the bicycling/jogging path leading to charming Edgartown. This 'Silver Level' home offers three bedrooms, two-and-a-half bathro …see more

from $883 / night

$6,175 / week

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from $883 / night

5

Vacation home rental

Martha's Vineyard / Oak Bluffs

4 7 Min stay varies

  • 4 bedrooms
  • Sleeps 7
  • Min stay varies
  • Nearest beach 1 mi
  • Child friendly
Nestled in Historical Oak Bluffs is our one level cottage. It features a large (15x37) deck. Location. location. 1.5 miles from either ferry. Oak Bluffs or Vineyard Haven. . Distance to shopping , either town or going to the beach less then 2 miles. Public transportatio …see more

from $300 / night

$2,500 - $2,600 / week

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Responds fast!
avg. 3 hours 29 minutes

from $300 / night

(1) Excellent 

10

Chilmark Vacation home rental

Martha's Vineyard / Chilmark

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Car not necessary
Located in Chilmark on Martha's Vineyard, this 3 bedroom, 3 bathroom property is a perfect spring, summer or fall getaway. Cathedral ceilings create bright, airy spaces. Amenities include air conditioning, high speed internet, washer/dryer, gas fireplaces, TV in all ro …see more

from $345 / night

$2,415 / week

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from $345 / night

19

Home rental in Edgartown

Martha's Vineyard / Edgartown

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Ask about children
Adorable new Chappaquiddick cottage with wonderful water views. This lovely arts and craftsman style cottage is located on the island of Chappaquiddick. This open layout provides a great space. Enjoy dinner and cocktails on the expansive wrap around porch. The secon …see more

from $214 / night

$1,500 - $2,500 / week

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from $214 / night

12

Home rental in Oak Bluffs

Martha's Vineyard / Oak Bluffs

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
This cozy, quaint waterfront property offers beautiful sunsets and great harbor views. Swimming, boating, kayaking, are just steps from this warm and charming quintessential Vineyard cottage. \n Amenities and Features include...\n \nWaterfront, Waterview Additional ame …see more

from $429 / night

$3,000 - $4,400 / week

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from $429 / night

50

Vacation home with swimming pool in Edgartown

Martha's Vineyard / Edgartown

7 12 7 nights min

  • 7 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
An exceptional coastal summer home, this spectacular waterfront property is beautifully positioned overlooking one of Martha’s Vineyard’s most picturesque and sought-after location off of Planting Field Way. Entirely custom-built and designed, this home, landscaping, g …see more

from $3,572 / night

$25,000 - $45,000 / week

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from $3,572 / night

22

Vacation home in Edgartown

Martha's Vineyard / Edgartown

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
  • Air conditioning
Lovely 4 bedroom, 2 bath home. Located just on the outskirts of Edgartown village center on Sweetened Water Farm (an 87 acre horse farm located near Morning Glory Farm). This spacious home offers the convenience of a walk or bike to town in a private picturesque setti …see more

from $329 / night

$2,300 - $4,000 / week

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from $329 / night

17

Vacation home in Edgartown

Martha's Vineyard / Edgartown

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Air conditioning
This charming and well-maintained home is located in the heart of the Katama, South Beach area of Edgartown. Surrounded by a large landscaped yard and featuring a lovely spacious bluestone patio area, this sweet home sits equidistant to South Beach and the Edgartown Vi …see more

from $500 / night

$3,500 / week

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from $500 / night

19

Vacation home in Edgartown

Martha's Vineyard / Edgartown

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Ask about children
  • Air conditioning
Located in the desirable community of Dodger's Hole. This lovely four bedroom home features a large custom kitchen and breakfast bar with upscale appliances and everything needed to create casual snacks or gourmet feasts. The adjacent dining area seats eight or more. Th …see more

from $429 / night

$3,000 - $3,500 / week

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from $429 / night

27

Vacation home in Oak Bluffs

Martha's Vineyard / Oak Bluffs

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
Stay in this peaceful, well-maintained home with a large wrap-around porch, a deck, and in close proximity to the ocean for your next unforgettable New England vacation. Come with a small group of friends, bring your own small family, or get away with another couple and …see more

from $170 / night

$1,190 / week

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Responds fast!
avg. 21 minutes

from $170 / night

29

Home rental in Edgartown

Martha's Vineyard / Edgartown

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Air conditioning
Pristine summer home, centrally located in Dodger's Hole neighborhood offers a private setting surrounded by beautifully landscaped yard. The home features a wrap around deck, deck dining area and a spacious screened porch with outdoor living room and overlooks the gor …see more

from $315 / night

$2,200 - $3,500 / week

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from $315 / night

(4) Very Good 

22

Vacation home in Oak Bluffs

Martha's Vineyard / Oak Bluffs

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Air conditioning
This bright and charming 3 bedroom, 1.5 bath house rests outside downtown Oak Bluffs. The house boasts 3 bedrooms, 1.5 baths, an open living room/kitchen combination, 2 decks and an outside eating area. The first floor bedroom contains a full sized bed. A half bat …see more

from $250 / night

$1,450 - $2,000 / week

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from $250 / night

25

Vacation home in Vineyard Haven

Martha's Vineyard / Vineyard Haven

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Ask about children
  • Air conditioning
This spacious waterfront home offers spectacular 180-degree Lagoon views, lagoon beach area perfect for launching kayaks and a great play beach area for children. This lovely home boasts all the amenities is just minutes away from the central town areas of Edgartown, Oa …see more

from $785 / night

$5,500 - $7,500 / week

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from $785 / night

49

West Tisbury Vacation home rental

Martha's Vineyard / West Tisbury

7 12 7 nights min

  • 7 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
Gorgeous, unique rental offering with heated pool, spectacular pastoral views across stone walls and acres of open fields bordered by mature oaks. The yard around the house is beautifully landscaped with spacious grounds bordered by perennial beds and mature plantings. …see more

from $1,286 / night

$9,000 - $15,000 / week

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from $1,286 / night

20

Home rental in Oak Bluffs

Martha's Vineyard / Oak Bluffs

4 6 7 nights min

  • 4 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Air conditioning
Pristine 4 bedroom waterfront hideaway. Enjoy spectacular views and sunsets across the lagoon. Private dock for boat enthusiasts. Kayak and boat rentals can be delivered to the property and kayaking on the lagoon is a fun and picturesque activity for the entire famil …see more

from $272 / night

$1,900 - $3,800 / week

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from $272 / night

(2) Very Good 

39

Home rental in Edgartown

Martha's Vineyard / Edgartown

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 5 mi
  • Child friendly
This home has been in our family since it was built in 1987, and it has undergone a $30K renovation in 2014-16. Set on a quiet, cul-de-sac street, this home is perfectly set in the middle of Vineyard Haven, Oak Bluffs, and Edgartown, a perfect setting. Renovations inclu …see more

from $300 / night

$2,200 / week

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Responds fast!
avg. 1 hour 18 minutes

from $300 / night

24

Vacation home rental

Martha's Vineyard / Oak Bluffs

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
This charming recently renovated waterfront home atop the lagoon bluffs boasts spectacular sunsets and panoramic waterfront views of the Lagoon, outer Vineyard Haven Harbor and Cape Cod from patios, living room, dining room and two upstairs bedrooms. Stairs down to priv …see more

from $450 / night

$3,150 - $4,950 / week

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from $450 / night

18

Vacation home in Oak Bluffs

Martha's Vineyard / Oak Bluffs

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Ask about children
  • Air conditioning
Pristine clean cottage just on the outskirts of Oak Bluffs , Bike or drive to village center. The home features light filled living and dining area with oversize windows, large kitchen, two bedrooms each with window ac and one bath. There is a large screened in porch …see more

from $179 / night

$1,250 - $2,250 / week

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from $179 / night

35

Home rental in Vineyard Haven

Martha's Vineyard / Vineyard Haven

6 14 7 nights min

  • 6 bedrooms
  • Sleeps 14
  • 7 nights min
  • Ask about children
Privacy, waterviews, walk to private beach. Kayak on scenic Aunt Rhoda's pond. Wonderful post and beam family compound. Sleeps 14. 6 bedrooms, 3.5 baths. An area of the Vineyard few will ever experience yet convenient to town, dining, theaters, golf, galleries, etc... …see more

from $458 / night

$3,200 - $5,700 / week

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from $458 / night

20

Vacation home in Oak Bluffs

Martha's Vineyard / Oak Bluffs

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Ask about children
  • Air conditioning
Adorable Waterfront and Beachfront cottage. Immaculately maintained, lots of summer charm, fantastic views of the Vineyard Sound and Lagoon from the large patio area. Stairs lead directly to private, sandy beach, great area for young children and adults. Kayak ent …see more

from $222 / night

$1,550 - $2,725 / week

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from $222 / night

27

Vacation home rental

Martha's Vineyard / Oak Bluffs

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
  • Air conditioning
Visitors will enjoy this delightful and comfortable four bedroom, 3 bath home in the desirable East Chop area of Oak Bluffs. Relax in the breeze with your morning coffee on the front porch and have afternoon drinks on the back patio. Several gathering areas with b …see more

from $429 / night

$3,000 - $5,300 / week

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from $429 / night

26

Vacation home in Chilmark

Martha's Vineyard / Chilmark

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
This quintessential Chilmark cottage/home has been impeccably maintained, The dining and living areas with spectacular views across Menemsha Channel to Aquinnah open to a wrap around deck. Enjoy spectacular water views and never forget sunsets from just about every a …see more

from $572 / night

$4,000 - $6,550 / week

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from $572 / night

32

Vacation home in Edgartown

Martha's Vineyard / Edgartown

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
Beautiful tri -level contemporary home will host an all new 18 x 40 heated saltwater pool with bluestone patio, outdoor dining area, chaise lounge chairs and fire pit. This recently updated home includes, spacious open floor plan with vaulted ceilings, south facing wall …see more

from $643 / night

$4,500 - $14,500 / week

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from $643 / night

26

Vacation home in Vineyard Haven

Martha's Vineyard / Vineyard Haven

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
Stunning home where the waterfront is literally at your doorstep. Relax on the expansive waterfront deck which is the only one of it's kind on the Vineyard. Private dock at the end of the deck. Boat rentals are also available. Private tennis courts shared only with …see more

from $1,215 / night

$8,500 / week

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from $1,215 / night

20

Home rental in Edgartown

Martha's Vineyard / Edgartown

2 7 Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
  • Ask about children
  • Air conditioning
Just a stone's throw from Sengekontacket Pond, this renovated vineyard summer cottage is perfect for a family vacation. (the owner knows, because this is the owner's family vacation home!) It is charming & beautifully maintained & is in a private setting just minutes fr …see more

from $225 / night

$1,575 - $2,915 / week

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from $225 / night

19

Vacation home rental

Martha's Vineyard / Edgartown

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
  • Air conditioning
Fabulous Katama Area Family Beach House, in a location few will ever experience Herring Creek Farm, a private enclave of summer homes with private beach rights to a magnificent stretch of South Beach. Walk or drive down a private lane to the beach past acres of pastora …see more

from $572 / night

$4,000 - $6,500 / week

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from $572 / night

18

Vacation home in Edgartown

Martha's Vineyard / Edgartown

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Ask about children
Located away from the crowds, but only a ten minute drive to the ferry & Edgartown town. This casual, cozy & charming home, with a Guest House attached via a large deck, is in a natural setting is a great spot to escape to. With both bay and ocean beaches close by, you …see more

from $193 / night

$1,350 - $3,450 / week

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from $193 / night

21

Home accommodation in Martha's Vineyard with golf nearby

Massachusetts / Martha's Vineyard

3 8 4 nights min

  • 3 bedrooms
  • Sleeps 8
  • 4 nights min
  • Child friendly
  • Pet friendly
This home is situated in a safe and quiet neighborhood. It offers privacy and the rural setting of Edgartown, yet feels close enough to town for shopping and activities. Looking for some beach time? Long Point beach is about mile away. The bike trails that lead all over …see more

from $425 / night

$2,975 / week

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from $425 / night

17

Home rental in Vineyard Haven

Martha's Vineyard / Vineyard Haven

6 10 7 nights min

  • 6 bedrooms
  • Sleeps 10
  • 7 nights min
  • Ask about children
Enjoy expansive harbor views and passing tall masted schooners from the breezy wrap-around porch of this delightful five bedroom classic Vineyard home over the harbor. Stroll to the village center, tennis, fine and family dining, library, art galleries, and shopping. …see more

from $536 / night

$3,750 - $4,750 / week

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from $536 / night

11

Edgartown Vacation home rental

Martha's Vineyard / Edgartown

5 8 7 nights min

  • 5 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
  • Air conditioning
Traditional home with large fenced in yard and location, location. Extended families seeking walking distance to in-town activities will find this comfortable and attractively furnished home the perfect address The large landscaped yard and the covered porch provide ad …see more

from $400 / night

$2,800 - $4,850 / week

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from $400 / night

18

Vacation home in Edgartown

Martha's Vineyard / Edgartown

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Air conditioning
Note not seen in photos displayed, - kitchen has new stone counters and a new stainless stove. This wonderful three bedroom, two bath home has been completely redecorated for the 2015 season. Offering unique Vineyard character with raised, beamed ceilings and wood …see more

from $215 / night

$1,500 - $3,500 / week

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from $215 / night

15

Home rental in Oak Bluffs

Martha's Vineyard / Oak Bluffs

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
  • Air conditioning
All newly remodeled and furnished and tucked away on a quiet Oak Bluffs lane for the perfect reprieve after a day at the beach and shopping in town, along the Oak Bluffs harbor - and all just a short drive or bike ride away. This vacation home looks and feels so comf …see more

from $429 / night

$3,000 - $4,000 / week

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from $429 / night

30

Vacation home in Edgartown

Martha's Vineyard / Edgartown

7 14 7 nights min

  • 7 bedrooms
  • Sleeps 14
  • 7 nights min
  • Ask about children
  • Air conditioning
In Town, walk to beach, tennis and town area. This wonderful family home has a large wrap around porch, 7 bedrooms and sleeps 12-14. Many areas of this wonderful older home have been updated. Hi Speed Internet. \n Amenities and Features include...\n \n1 Block to Beach, …see more

from $636 / night

$4,450 - $7,500 / week

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from $636 / night

12

Chilmark Vacation home rental

Martha's Vineyard / Chilmark

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
Note: New for 2017, all new master bath, new larger dining table and chairs in the dining area and a new teak dining table on the screened porch Charming recently renovated summer cottage features large open living room with sliders leading on to a screened porch an …see more

from $329 / night

$2,300 - $3,125 / week

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from $329 / night

25

Vacation home rental

Martha's Vineyard / Vineyard Haven

4 7 7 nights min

  • 4 bedrooms
  • Sleeps 7
  • 7 nights min
  • Ask about children
  • Air conditioning
Upon entering this pristine clean cape, you are greeted by an open floor plan and light filled rooms. A double living area with multiple seating areas and TV, features lovely waterviews and opens to the deck and yard area. The spacious dining area is adjacent to the k …see more

from $315 / night

$2,200 - $3,500 / week

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from $315 / night

(1) Excellent 

27

Vacation home in Edgartown

Martha's Vineyard / Edgartown

6 10 7 nights min

  • 6 bedrooms
  • Sleeps 10
  • 7 nights min
  • Ask about children
Gorgeous main and guest house compound on Edgartown Great Pond. Short meandering paths across the yard lead you to this magnificent body of water where kayaking is truly a breathtaking experience. There is a small sand beach on the pond, a great play area for young ch …see more

from $836 / night

$5,850 - $9,850 / week

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from $836 / night

30

Oak Bluffs Vacation home rental

Martha's Vineyard / Oak Bluffs

4 7 7 nights min

  • 4 bedrooms
  • Sleeps 7
  • 7 nights min
  • Ask about children
  • Air conditioning
Quintessential waterfront home, situated on the north shore of Martha's Vineyard, East Chop Area. Gorgeous cottage vernacular, pristinely maintained and decorated with perfect blend of coastal colors. Private dock and mooring, for those who might wish to bring a boat, …see more

from $500 / night

$3,500 - $8,000 / week

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from $500 / night

22

Edgartown Vacation home rental

Martha's Vineyard / Edgartown

6 11 7 nights min

  • 6 bedrooms
  • Sleeps 11
  • 7 nights min
  • Ask about children
  • Air conditioning
Beautifully maintained and appointed South Beach Contemporary home on a very quiet street, just 8/10ths of a mile to South Beach. \n Amenities and Features include...\n \nKatama, less than a mile to South Beach, hi speed wireless internet. May be rented as a 4 bedroom …see more

from $415 / night

$2,900 - $6,400 / week

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from $415 / night

15

Vacation home rental

Martha's Vineyard / Edgartown

7 16 7 nights min

  • 7 bedrooms
  • Sleeps 16
  • 7 nights min
  • Ask about children
Waterfront, Chappaquiddick home with dock and guest house. Quintessential Vineyard home sleeps 16. Wonderful views of the bay and 400 feet of private sandy beach for swimming, fishing and kayaking. Large old style living spaces, impeccably maintained. Exceptional privac …see more

from $2,143 / night

$15,000 / week

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from $2,143 / night

17

Vacation home rental

Martha's Vineyard / Vineyard Haven

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Ask about children
Privately nestled atop a dune with breathtaking views and just steps from private swimming beach. This immaculate 2 bedroom, 1 bath beachfront cottage offers a tastefully furnished interior with sun filled rooms and panoramic views on both sides of the cottage.. Ste …see more

from $458 / night

$3,200 - $5,250 / week

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from $458 / night