50 Best Vacation Rentals in Vineyard Haven - Holiday Lettings - Cabins

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1,197 Vacation rentals

31

Vacation home in Vineyard Haven

Martha's Vineyard / Vineyard Haven

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Ask about children
  • Air conditioning
Nestled in the lovely private community of homes and condos, this lovely two bedroom 2 and a half bath unit is just a five minute walk to the association pool and tennis courts and just two miles from Vineyard Haven Village Center. Relax on the large back deck with …see more

from $215 / night

$1,500 - $2,900 / week

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from $215 / night

18

Vacation home in Vineyard Haven

Martha's Vineyard / Vineyard Haven

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Air conditioning
MVVR Exclusive: Beautifully appointed with a mix of Asian and Tibetan antique furniture, furnishings from Napa Valley, Sundance and Pottery Barn, and original art work, this highly desirable townhouse provides a luxurious but comfortable setting for a memorable Vineyard …see more

from $286 / night

$2,000 - $3,400 / week

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from $286 / night

35

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
  • Air conditioning
Relax and enjoy the picturesque views of the outer harbor, with its plethora of boats going by each day, from the screened Gazebo, porch and patio areas. The wide, sandy private beach offers excellent swimming for both adults and children. The large yard with beautiful …see more

from $622 / night

$4,350 - $8,900 / week

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from $622 / night

16

Home rental in Vineyard Haven

Martha's Vineyard / Vineyard Haven

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
Located on a quiet residential circle in Vineyard Haven, this pristine sweet home with oversized windows is contemporary, yet rustic with exposed wooden beams and a cathedral ceiling. New natural travertine floors unify the open and light filled freshly painted and fu …see more

from $304 / night

$2,125 / week

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from $304 / night

14

Vineyard Haven Vacation home rental

Martha's Vineyard / Vineyard Haven

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
  • Air conditioning
Country Cottage Retreat. This completely renovated gem is located just at the head of the West Chop area in Vineyard Haven. 2008 will bring all new country antiques and contemporary furnishing together for a summer cottage interior. The interior layout features four bed …see more

from $329 / night

$2,300 - $4,400 / week

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from $329 / 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 $479 / night

$3,350 - $5,400 / week

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from $479 / night

(1) Excellent 

28

Vineyard Haven Vacation home rental

Martha's Vineyard / Vineyard Haven

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Ask about children
Beautifully maintained four bedroom contemporary home in private North Shore location. Just a short walk or drive to the beach. This beach is great for walking and kayaking and can be sandy or rocky depending on seasonal storms. Large porch and deck, privacy yet less th …see more

from $450 / night

$3,150 - $3,800 / week

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from $450 / night

14

Vineyard Haven Vacation home rental

Martha's Vineyard / Vineyard Haven

3 5 7 nights min

  • 3 bedrooms
  • Sleeps 5
  • 7 nights min
  • Ask about children
Delightful private summer retreat with magnificent beach rights just a 5 minute walk away. Open and airy pristine house complimented by a large deck. One and a half miles from town, close to Mink Meadows Golf Course. \n Amenities and Features include...\n \nShared priv …see more

from $472 / night

$3,300 / week

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from $472 / night

43

Vineyard Haven Vacation home rental

Martha's Vineyard / Vineyard Haven

4 9 2 nights min

  • 4 bedrooms
  • Sleeps 9
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
Best suited for large groups, this Vineyard Haven vacation rental on Martha's Vineyard has private beach access, gorgeous ocean views, and more than enough space for up to nine guests. Have your next family reunion, wedding reception, or any other celebration at this fi …see more

from $470 / night

$3,290 / week

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Responds fast!
avg. 1 hour 19 minutes

from $470 / night

40

Vineyard Haven Vacation home rental

Martha's Vineyard / Vineyard Haven

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Air conditioning
A truly spectacular way to spend your time on the island of Martha's Vineyard. Enjoy the good life! Waterfront Lagoon: Gorgeous Contemporary with waterviews from just about every room. Spectacular lighting and a baby grand player piano draw you in, absolutely romant …see more

from $1,000 / night

$7,000 - $10,000 / week

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from $1,000 / night

22

Vacation home with swimming pool in Vineyard Haven

Martha's Vineyard / Vineyard Haven

5 8 7 nights min

  • 5 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
Contemporary design, this spacious home has just been updated and features two spacious living areas, 5 bedrooms and 3.5 bath. Designed to accommodate two families the lower level features a large family TV room, two bedrooms and a bath. The main living level has an upd …see more

from $558 / night

$3,900 - $8,400 / week

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from $558 / night

27

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
  • Air conditioning
Lagoon Front Luxury home, custom designed and built, craftsmanship visible throughout, floor to ceiling windows on the water side, open living spaces for your vacation enjoyment. This impeccable light filled home boasts beautiful water views of the lagoon from ju …see more

from $600 / night

$4,200 - $7,500 / week

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from $600 / night

15

Vineyard Haven 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
Beautiful, spacious contemporary home, just a short walk from the village of Vineyard Haven, Lagoon Pond and bike paths. This home is located on a private, wooded acreage with large fenced in yard, landscaped gardens, and hammock for relaxing. Features include a fully e …see more

from $286 / night

$2,000 - $3,000 / week

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from $286 / 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

15

Studio rental in Vineyard Haven with golf nearby

Martha's Vineyard / Vineyard Haven

Studio 2 2 nights min

  • Studio
  • Sleeps 2
  • 2 nights min
FROG-Finished Room Over Garage for maximum, TWO(2) ADULTS ONLY. Not suitable for children. Located in a quiet residential neighborhood that is walking distance from the Vineyard Haven ferry, town, restaurants, shopping and beach. 2 night minimum. No Smoking, No Pets. OP …see more

from $225 / night

$1,575 / week

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Responds fast!
avg. 56 minutes

from $225 / 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

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 $842 / night

$5,900 - $7,900 / week

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from $842 / night

19

Vineyard Haven Vacation home rental

Martha's Vineyard / Vineyard Haven

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Ask about children
  • Air conditioning
Completely renovated Greek Revival home (the Berkshire House) on historic William Street with walking path one block from Main Street. Every inch of this home has been thoughtfully redone while maintaining much of the original detail and character. Small rooms have been …see more

from $843 / night

$5,900 - $9,900 / week

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from $843 / night

17

Vacation home in Vineyard Haven

Martha's Vineyard / Vineyard Haven

3 5 7 nights min

  • 3 bedrooms
  • Sleeps 5
  • 7 nights min
  • Ask about children
  • Air conditioning
\n Amenities and Features include...\n \nTashmoo Cove Condominimum, Association Pool, Tennis and Beach, Central Air …see more

from $348 / night

$2,430 - $2,880 / week

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from $348 / night

41

Vacation home rental

Martha's Vineyard / Vineyard Haven

4 12 7 nights min

  • 4 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
Beautiful 5 Bedroom, 3.5 bath family compound with pool, situated in Mink Meadows Association, Mink Meadows Public Golf Course just a short drive from this home to the club house. Families can walk from this home to a Private association beach or if you prefer you can d …see more

from $723 / night

$5,056 - $6,232 / week

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from $723 / night

23

Vacation home in Vineyard Haven

Martha's Vineyard / Vineyard Haven

4 7 7 nights min

  • 4 bedrooms
  • Sleeps 7
  • 7 nights min
  • Ask about children
  • Air conditioning
Beautiful home in Mink Meadows area of West Chop. Guests will enjoy the gorgeous waterviews across Mink Meadows Pond to the North Shore, swans, geese and ducks reside in the pond a visual treat for all and the sunsets are breathtaking over the North Shore. Walk or dr …see more

from $429 / night

$3,000 - $6,250 / week

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from $429 / night

30

Vacation home in Vineyard Haven

Martha's Vineyard / Vineyard Haven

5 8 7 nights min

  • 5 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
Gracious Beach Home. A spacious open floor plan with views from every room. First floor Master Suite opens to a wrap around deck. Small detached guest house with full bathroom. Private white sand beach. \n Amenities and Features include...\n \nWaterfront and Beachfront …see more

from $858 / night

$6,000 - $16,000 / week

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from $858 / night

31

Vineyard Haven Vacation home rental

Martha's Vineyard / Vineyard Haven

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Air conditioning
  • Private garden
Beautifully maintained 3 bedroom contemporary home in Vineyard Haven. Full Kitchen with all amenities including dishwasher; large living room 65" cable tv with VCR, WiFi wireless internet, A/C in every room house fully furnished and laundry. Large porch and deck with a …see more

from $399 / night

$2,500 / week

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Responds fast!
avg. 3 hours 50 minutes

from $399 / night

39

Vacation home in Vineyard Haven

Martha's Vineyard / Vineyard Haven

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Ask about children
  • Air conditioning
Exquisite waterfront family compound sleeps 12, with 270 degree waterview of the Lagoon, perfect private sandy on lagoon beach, private dock for boaters. Owner provides 2 kayaks! Larger boats, skiffs, paddle boards and various other water gear can rented and delivered t …see more

from $715 / night

$5,000 - $15,000 / week

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from $715 / night

39

Vacation home in Vineyard Haven

Martha's Vineyard / Vineyard Haven

6 11 7 nights min

  • 6 bedrooms
  • Sleeps 11
  • 7 nights min
  • Ask about children
Built in 1758, this historic waterfront home was originally a tavern, until the 1850's, with renovations in the 1920's and 1998. From the front porch, you will enjoy expansive views of Vineyard Haven harbor, East Chop and Vineyard Sound. The path with stairs to the shor …see more

from $1,500 / night

$10,500 - $16,800 / week

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from $1,500 / night

(1) Excellent 

26

Vacation home in Vineyard Haven

Martha's Vineyard / Vineyard Haven

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
The next time you visit Martha's Vineyard, stay at Natures Pocket, a serene and secluded Vineyard Haven vacation rental. Well maintained and sitting near a lagoon, this spot is a delight. Walk to or take a short drive to must-visit spots nearby. A half mile away lies …see more

from $130 / night

$910 / week

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Responds fast!
avg. 1 hour 2 minutes

from $130 / 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 $1,268 / night

$8,875 / week

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from $1,268 / night

40

Vineyard Haven Vacation home rental

Martha's Vineyard / Vineyard Haven

4 12 7 nights min

  • 4 bedrooms
  • Sleeps 12
  • 7 nights min
  • Ask about children
  • Air conditioning
This luxury, in-town home was built by one of the island’s preeminent craftsmen and no expense was spared in creating the millwork details and sleek designer styling of the interior. The hand-crafted architectural detail includes reclaimed wood ceilings, unique cabinetr …see more

from $450 / night

$3,150 - $5,750 / week

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from $450 / night

26

Vacation home in Vineyard Haven

Martha's Vineyard / Vineyard Haven

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Ask about children
  • Air conditioning
Vineyard Haven In-Town Luxury With Water Views. This four bedroom, four and a half bath home has all the modern luxuries you will need during your summer vacation. The first floor of features an spacious great room designed for entertaining, with living and dining a …see more

from $427 / night

$2,990 - $7,990 / week

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from $427 / night

22

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
  • Air conditioning
Families are sure to enjoy this custom designed home with open spaces and light filled rooms. Privately located yet a walk to town. There are three living spaces so guests can relax together or find a space to call your own. The main living level features a gourmet …see more

from $508 / night

$3,550 - $4,450 / week

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from $508 / night

28

Vacation home in Vineyard Haven

Martha's Vineyard / Vineyard Haven

7 12 7 nights min

  • 7 bedrooms
  • Sleeps 12
  • 7 nights min
  • Ask about children
  • Air conditioning
This stately waterfront family compound has just undergone a major renovation. The new wing of the house features central AC, an all new kitchen with walk in pantry and a breakfast/family room just off of the kitchen, 4 bedrooms and 2 full baths, office/den and laundry …see more

from $3,143 / night

$22,000 / week

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from $3,143 / night

32

Vineyard Haven Vacation home rental

Martha's Vineyard / Vineyard Haven

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Air conditioning
This elegant, charming waterfront home on the lagoon features beautiful views and a lovely landscaped yard. Families are sure to enjoy the pristine interior with open living space in the chef's kitchen, living and dining area, all of which open onto a spacious deck over …see more

from $929 / night

$6,500 / week

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from $929 / night

17

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
  • Air conditioning
This newly renovated Cape is sure to please with A/C in every room, bamboo floors, new kitchen and baths. Great space and furnishings fresh and light throughout. Also includes a lower level family room. Large deck, enclosed outside shower and private spacious backyard. …see more

from $315 / night

$2,200 - $2,900 / week

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from $315 / night

31

Vacation home in Vineyard Haven

Martha's Vineyard / Vineyard Haven

6 11 7 nights min

  • 6 bedrooms
  • Sleeps 11
  • 7 nights min
  • Ask about children
  • Air conditioning
Newly updated water view home located within walking distance to downtown Vineyard Haven yet lots of privacy. Expansive decks one on the front of the house and one at the rear of the house and a screened in porch allow for outdoor entertaining, relaxing and enjoying th …see more

from $358 / night

$2,500 - $5,950 / week

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from $358 / night

35

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
  • Air conditioning
Tucked away in the private area surrounding Mink Meadows Golf course, this outstanding contemporary home has abundant natural light, is freshly painted throughout, new furnishings are being set up through June. Interior photos will be updated once all furnishings are i …see more

from $550 / night

$3,850 - $6,150 / week

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from $550 / night

18

Vineyard Haven Vacation home rental

Martha's Vineyard / Vineyard Haven

4 6 7 nights min

  • 4 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Air conditioning
Spacious, contemporary townhouse with expansive deck, open floor plan, cathedral ceilings, central air conditioning and gas grill. Upper level has master bedroom with queen size bed, cathedral ceiling, Jacuzzi tub, and second bedroom with queen size bed and private bath …see more

from $286 / night

$2,000 - $3,000 / week

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from $286 / night

26

Vacation studio in Vineyard Haven

Martha's Vineyard / Vineyard Haven

Studio 6 7 nights min

  • Studio
  • Sleeps 6
  • 7 nights min
  • Ask about children
THOREAU'S SPIRIT LIVES - An original 1920's summer bungalow lovingly restored to perfection. Two plus acres of quiet comfort, surrounded by farmland and woods. Walk down the long lawn past flower gardens and through the trees to your private shore front on Lagoon Pond o …see more

from $304 / night

$2,125 - $3,175 / week

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from $304 / night

18

Vacation home in Vineyard Haven

Martha's Vineyard / Vineyard Haven

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Ask about children
  • Air conditioning
This charming Vineyard house at the end of a mile long dirt road with waterviews with a private beach a few steps from the door has among the best views on the Island. Ideal Vineyard atmosphere with an up-Island feel and down-Island convenience. Spectacular views of Tas …see more

from $290 / night

$2,030 - $5,950 / week

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from $290 / night

25

Vineyard Haven Vacation home rental

Martha's Vineyard / Vineyard Haven

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Ask about children
  • Air conditioning
Stunning Makonikey Contemporary: Completed in 2006, this fabulous home features gourmet kitchen, butler's pantry, wine cooler, professional cook stove, 2 ovens and 2 dishwashers. Large open family room with fireplace surrounded by windows and opens to deck and large lan …see more

from $529 / night

$3,700 - $8,000 / week

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from $529 / night

14

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
  • Air conditioning
This completely renovated in town house is just a 5 minute walk to town, restaurants, shopping, etc... Completely private back yard and deck. \n Amenities and Features include...\n \nIn Town, Central Air Conditioning …see more

from $315 / night

$2,200 - $3,900 / week

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from $315 / night