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Lighthouse Properties ~ Rental Listings
View All Vacation Rentals Below
  Vacation Rental Listings 101 to 120 of 255 1 - 2 - 3 - 4 - 5 - 6 - 7 - 8 - 9 - 10 - 11 - 12 - 13
20 Bay Lot Circle
Edgartown Property ID: Pikoj4 Peak Rates: $5,415 - $2,945
Max Occupancy: 8 Bedrooms: 4 Baths: 2 Half Bath: 1
Vacation by the beach in a relaxing contemporary home with panoramic views of Edgartown Harbor, Chappaquiddick, Katama Bay and South Beach. This Katama Bay house is located off of Edgartown Bay Road at the end of a quiet cul-de-sac close to the public boat launch access. For those who love the ocean breezes and sandy beaches, there is great sunbathing, windsurfing, sailing, boating, and shell-fish ...
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71 Pennacook Ave
Oak Bluffs Property ID: Monar Peak Rates: $5,300
Max Occupancy: 10 Bedrooms: 6 Baths: 2 Half Bath: 1

The Pennacook house in Oak Bluffs is beautifully maintained, bright and sunny, with a large eat-in kitchen, living room, dining room, and library. Outside play on the large lawn, relax in the hammock, watch sunset from the front porch and enjoy cookouts at the huge picnic table. No car needed! Walk just a few blocks to beach, town, tennis courts, basketball courts, playground, bike paths and bu ...

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43 Slough Cove Rd
Edgartown Property ID: Kraws Peak Rates: $5,300
Max Occupancy: 10 Bedrooms: 4 Baths: 3 Half Bath:

Reverse contemporary located on 1.5 acres of farmland, overlooking Slough Cove. The house has a wrap-a-round deck. First floor has family room (3)bedrooms and (2)full baths. The second floor has open floor plan, with dining, living room and kitchen, (1) bedroom and full bath.

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99 The Boulevard
Edgartown Property ID: Andrs Peak Rates: $5,200
Max Occupancy: 12 Bedrooms: 5 Baths: 4 Half Bath: 0

An open, spacious architect-designed home near Sengekontacket coastal pond is convenient to all the amenities of Edgartown. The Caroline Tuthill Wildlife Preserve with its access to a small, quiet beach on Sengekontacket, a town boat landing and major bike trail are within 1/2 mile away. State Beach which is a beautiful beach with easy access and calm water, ideal for swimming and children, is ...

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6 North Bog
Edgartown Property ID: Johnk Peak Rates: $6,200
Max Occupancy: 12 Bedrooms: 5 Baths: 3 Half Bath: 1

Windows and French doors abound in this impeccable contemporary. Located 1 mile from the center of Edgartown and 4 miles from South Beach, this wonderfully furnished house is the perfect getaway for summer fun. The private lot is on over an acre of land close to the bike path. The first floor has huge amounts of living space, tastefully furnished with comfy over-sized couches and sisal rug ...

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144 Lambert's Cove Road
West Tisbury Property ID: JohnkWT Peak Rates: $5,200
Max Occupancy: 10 Bedrooms: 5 Baths: 3 Half Bath: 0

Only .7 of a mile from beautiful Lambert's Cove Beach, nestled on almost four wooded acres, the grounds feature a pleasant brook, hillside and wonderful seclusion. With 4400 square feet of luxury, this property is truly beautiful and many visitors express how special the scenery and interior uniqueness feels.

Built in 1985, the home seems much older in terms of the charm of ...

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North Water St, Water Front Cottage with Private Dock
Edgartown Property ID: Connj2 Peak Rates: $5,000
Max Occupancy: 2 Bedrooms: 1 Baths: 1 Half Bath:

Guest cottage located on North Water Street in Edgartown.  Sweeping lawn leads to the water with dock available for tenants' use.  Furnished and decorated to give it a true beach feel. Cozy fireplace and living area. Sit on the porch and enjoy views of the boats going in and out of the Harbor.

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15 North Meadow Lane
Oak Bluffs Property ID: Walkd Peak Rates: $5,000
Max Occupancy: 8 Bedrooms: 4 Baths: 3 Half Bath: 1

Beautiful new contemporary home with four bedrooms and three and a half bathrooms.  Finely appointed and tastefully decorated.  This home is located in  a highly desirable area close to town and beaches.  The house overlooks a meadow and provides a perfect setting for a family vacation.  Approximately two miles to the beach and town. This property has a PlayStation 3, W ...

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6 Old South Road
Aquinnah Property ID: Goldh Peak Rates: $5,000
Max Occupancy: 6 Bedrooms: 3 Baths: 2 Half Bath: 0

This brand new three bedroom, two bath home is beautifully appointed and decorated and is just 1/4 mile from Aquinnah's fabulous Philbin Beach.  The house is equipped with central air conditioning and also features a large screened porch, a perfect place to relax or dine after a busy day of summer fun! 

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10 Rose Meadow Way
Aquinnah Property ID: Mendp Peak Rates: $5,000
Max Occupancy: 8 Bedrooms: 4 Baths: 2 Half Bath: 1


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38 Farm Pond Rd
Oak Bluffs Property ID: Marka Peak Rates: $4,900 per week
Max Occupancy: 12 Bedrooms: 4 Baths: 3 Half Bath: 0
Quintessential Vineyard House and Guest House in prestigious Harthaven neighborhood on Farm Pond. Three large bedrooms and two full baths in 'Frank Lloyd Wright' style main house with huge deck, outdoor shower, cable TV/VCR/DVD, and A/C. Additional huge bedroom, full bath and kitchen in large Guest House accessible from main deck (perfect for large family, two families vacationing together). House ...
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12 Trapp's Pond Rd
Edgartown Property ID: Provl Peak Rates: $4,900
Max Occupancy: 8 Bedrooms: 4 Baths: 2 Half Bath:
Waterfront family home on Trapp's Pond, over looking Cow Bay. Close to town. Well maintained, charming and private.  Four bedrooms, updated kitchen, living room and dining area plus family room that looks directly out over Trapp's Pond.  Launch your canoe or kayak from the house and explore the pond!  Sip cocktails in the evening from the roof top deck.  Very private setting, y ...
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9 Pease's Point Rd
Edgartown Property ID: Karac Peak Rates: $4,900
Max Occupancy: 8 Bedrooms: 4 Baths: 3 Half Bath: 0

Just a short distance to town (.9 mile) and the beach (2.4 miles to South Beach) this wonderful 3+ bedroom home has a lot to offer.  It is very spacious with an open living, dining and kitchen area. This home is located in the Katama area.  Enjoy the distant views from the third floor of Edgartown Harbor and Nantucket Sound. This home is conveniently situated ...

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7 Tuckernuck Ave
Oak Bluffs Property ID: Thomg Peak Rates: $4,800
Max Occupancy: 10 Bedrooms: 5 Baths: 2 Half Bath:

View the ocean and the park from the porch of this five bedroom Victorian home.  Walk to town, beaches and the ferry's.  Excellent location for a family wanting to be close to the action.

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19 Plymouth Ave
Oak Bluffs Property ID: Obris Peak Rates: $4,800
Max Occupancy: 10 Bedrooms: 6 Baths: 2 Half Bath: 2
The style of this home is one of a kind! It has all the charm and character to make for a very pleasant and relaxing atmosphere. There is WIRELESS high speed internet connection, PHONE, CABLE T.V., DVD. DISC player & STEREO. It's everything a single family or multi-family could need. The layout is very spacious. The kitchen comes fully equipped with all STAINLES ...
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18 Pacific Ave
Oak Bluffs Property ID: Alpeb Peak Rates: $4,750
Max Occupancy: 8 Bedrooms: 4 Baths: 3 Half Bath:

Wonderful cottage style custom built home, new in 2007.  Gourmet Kitchen, outdoor shower, screened in porch and farmers porch are just a few features of this home.  Just a short walk from this quiet little neighborhood you will find Oak Bluffs harbor, shops, restaurants, Flying Horses, beaches, two movie theaters, tennis and the town library .... Distance to beach: 6/10 mile to Jetty ...

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220 East Chop Drive
Oak Bluffs Property ID: Rossj Peak Rates: $4,725
Max Occupancy: 6 Bedrooms: 3 Baths: 2 Half Bath: 1

Enjoy magnificent views from this unique home that sits atop Telegraph Hill, directly across the street from the East Chop Lighthouse.  The open living/dining/kitchen area and the master bedroom and bath are located on the top floor to take advantage of the breezes and views. Two additional bedrooms and bath on the lower level.  Walk to the beach!

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19 Mill Square Rd
Oak Bluffs Property ID: Burnw Peak Rates: $4,600
Max Occupancy: 8 Bedrooms: 5 Baths: 2 Half Bath: 1

Beautiful Vintage East Chop water view cottage offering panoramic views from the porch, most windows and bedrooms. This lovely East Chop home has 5 bedrooms and ample living space for your family to enjoy and make their own. There is a large lawn for games and leisure and the outdoor shower is sure to please. Less than a 5 minute walk to the town beach and a few minutes to the lighthouse, this ...

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21 Knoll Dr
Edgartown Property ID: Johnr Peak Rates: $4,600 per week
Max Occupancy: 8 Bedrooms: 3 Baths: 3 Half Bath: 0
Perfect Katama location, just off the bike path, easily accessible to South Beach and Edgartown Village.  Three bedrooms with living room, den and spacious dining room.  Wonderful screened in porch, outdoor shower and large, private back yard. New for 2009, pool and hot tub! Great set-up for a carefree summer vacation.
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9 Mattakesett Way
Edgartown Property ID: Valej Peak Rates: $4,600
Max Occupancy: 8 Bedrooms: 4 Baths: 2 Half Bath: 1
Katama at its best with ocean views! On the edge of an open pasture, within walking distance to beach, this home boasts comfortable living spaces inside and out which take advantage of the views. Master suite is privately appointed on third floor and includes a jacuzzi. 14 day minimum stay and is available July and August. ...
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  Vacation Rental Listings 101 to 120 of 255 1 - 2 - 3 - 4 - 5 - 6 - 7 - 8 - 9 - 10 - 11 - 12 - 13
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