Beach Home Rentals in Vineyard Playhouse, MA: Compare 10+ Sites & Save

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  3.  USA

  4.  Massachusetts

  5.  Vineyard Haven
  6.  Vineyard Playhouse

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158 Beach Home Rentals in Vineyard Playhouse (Starting from $208)

Vineyard Harbor Motel
Vineyard Harbor Motel
Apartment
Ferry Boat Island, MA, USA
0.5k from Vineyard Playhouse center

Apartments, Cheap, Accommodations, Parking, Serviced apartments, Lodgings, Beach, Places to stay

1 Bedroom2 Guests
9.7

Exceptional

3 reviews

$341
Average price / night
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Make 'Our Place' Your Place for Summer Vacation!
Make 'Our Place' Your Place for Summer Vacation!
House
Vineyard Haven, MA, 02568, United States
0.1k from Vineyard Playhouse center

Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

3 Bedrooms7 Guests
9.8

Exceptional

9 reviews

$462
Average price / night
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Family-Friendly Tisbury Escape - Walk to Town
Family-Friendly Tisbury Escape - Walk to Town
House
Vineyard Haven, MA, USA
1.3k from Vineyard Playhouse center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

5 Bedrooms8 Guests
9.5

Superb

4 reviews

$273
Average price / night
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Pristine  with central air and outdoor shower
Pristine with central air and outdoor shower
House
Vineyard Haven, MA, 02568, United States
0.1k from Vineyard Playhouse center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms8 Guests
9.6

Exceptional

27 reviews

$578
Average price / night
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Walk to Beach and Lighthouse Oak Bluffs Studio!
Walk to Beach and Lighthouse Oak Bluffs Studio!
Apartment
Oak Bluffs, MA, USA
2.1k from Vineyard Playhouse center

Apartments, Cheap, Accommodations, Parking, Pet-friendly, Lodgings, Places to stay

1 Bedroom3 Guests
10.0

Exceptional

2 reviews

$208
Average price / night
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Stylish In-Town Cottage- Walk to everything!
Stylish In-Town Cottage- Walk to everything!
House
Vineyard Haven, MA, 02568, United States
0.1k from Vineyard Playhouse center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

1 Bedroom2 Guests
10.0

Exceptional

12 reviews

$894
Average price / night
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1 Mi to Ferry Terminal Oak Bluffs Family Retreat!
1 Mi to Ferry Terminal Oak Bluffs Family Retreat!
House
Oak Bluffs, MA, USA
2.1k from Vineyard Playhouse center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

3 Bedrooms6 Guests
New to Booking
$436
Average price / night
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Downtown Captain's Mansion- The Dexter- Family, event, and pet friendly
Downtown Captain's Mansion- The Dexter- Family, event, and pet friendly
House
Tisbury, MA, 02568, United States
0.1k from Vineyard Playhouse center

AC, Balcony, Barbecue, Breakfast Available, Dryer, Extra Bed, Fireplace, Free Parking, Heater

9 Bedrooms18 Guests
10.0

Exceptional

68 reviews

$1429
Average price / night
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Sunset on the Vineyard
Sunset on the Vineyard
House
Vineyard Haven, MA, USA
2.1k from Vineyard Playhouse center

Accommodations, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals, Places to stay

2 Bedrooms4 Guests
5.6

Review score

6 reviews

$272
Average price / night
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Captain Spring House: In Town Luxury - Water Views - Walk to Ferry!
Captain Spring House: In Town Luxury - Water Views - Walk to Ferry!
House
Vineyard Haven, MA, 02568, United States
0.2k from Vineyard Playhouse center

AC, Arcade, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet

4 Bedrooms10 Guests
10.0

Exceptional

11 reviews

$909
Average price / night
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Captain Samuel Norris House
Captain Samuel Norris House
House
Vineyard Haven, MA, USA
2.1k from Vineyard Playhouse center

Accommodations, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals, Beach, Places to stay

6 Bedrooms11 Guests
New to Booking
$2434
Average price / night
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Stunning, Classic Renovated Greek Revival - few mins Walk to Main St & VH Ferry
Stunning, Classic Renovated Greek Revival - few mins Walk to Main St & VH Ferry
House
Vineyard Haven, MA, 02568, United States
0.3k from Vineyard Playhouse center

AC, Barbecue, Dryer, Extra Bed, Fireplace, Free Parking, Heater, Internet, Kitchen

4 Bedrooms10 Guests
10.0

Exceptional

42 reviews

$1143
Average price / night
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Marthas Vineyard Apt about 1 Mile to Inkwell Beach!
Marthas Vineyard Apt about 1 Mile to Inkwell Beach!
Apartment
Oak Bluffs, MA, USA
2.9k from Vineyard Playhouse center

Apartments, Cheap, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay

2 Bedrooms6 Guests
8.6

Fabulous

6 reviews

$212
Average price / night
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12 mins from Beach - Immaculate Intimate Retreat!
12 mins from Beach - Immaculate Intimate Retreat!
Apartment
Tisbury, MA, 02568, United States
0.3k from Vineyard Playhouse center

AC, Balcony, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking, Outdoor Space

2 Bedrooms4 Guests
10.0

Exceptional

35 reviews

$356
Average price / night
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Beautiful, sunny historic home, walk from VH ferry!
Beautiful, sunny historic home, walk from VH ferry!
House
Tisbury, MA, 02568, United States
0.3k from Vineyard Playhouse center

Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking

5 Bedrooms8 Guests
9.4

Superb

3 reviews

$958
Average price / night
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Classic Downtown Property
Classic Downtown Property
House
Tisbury, MA, 02568, United States
0.4k from Vineyard Playhouse center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

3 Bedrooms8 Guests
10.0

Exceptional

64 reviews

$796
Average price / night
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Sea Captain's Victorian studio bedroom apartment.  Pets OK
Sea Captain's Victorian studio bedroom apartment. Pets OK
Apartment
Tisbury (Vineyard Haven), MA, 02568, United States
0.4k from Vineyard Playhouse center

AC, Barbecue, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

1 Bedroom2 Guests
10.0

Exceptional

80 reviews

$230
Average price / night
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Historic Waterfront Home in Downtown VH — Bedroom AC window units
Historic Waterfront Home in Downtown VH — Bedroom AC window units
House
Vineyard Haven, MA, 02568, United States
0.4k from Vineyard Playhouse center

Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

6 Bedrooms12 Guests
10.0

Exceptional

17 reviews

$925
Average price / night
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Mill Hill - Walking Distance From Town And Ferry With Ocean View
Mill Hill - Walking Distance From Town And Ferry With Ocean View
House
Tisbury, MA, 02568, United States
0.4k from Vineyard Playhouse center

AC, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

6 Bedrooms11 Guests
10.0

Exceptional

56 reviews

$938
Average price / night
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Vineyard Haven Guest House - Sleeps 4, A/C, Walk to Town
Vineyard Haven Guest House - Sleeps 4, A/C, Walk to Town
House
Tisbury, MA, 02568, United States
0.4k from Vineyard Playhouse center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
9.8

Exceptional

51 reviews

$402
Average price / night
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LOCATION  & QUALITY! Right in town, freshly renovated, near everything u need!
LOCATION & QUALITY! Right in town, freshly renovated, near everything u need!
Cottage
Tisbury, MA, 02568, United States
0.4k from Vineyard Playhouse center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

2 Bedrooms4 Guests
10.0

Exceptional

55 reviews

$590
Average price / night
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WATERFRONT Downtown Cottage w/ Beach
WATERFRONT Downtown Cottage w/ Beach
Cottage
Tisbury, MA, 02568, United States
0.4k from Vineyard Playhouse center

AC, Balcony, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

1 Bedroom2 Guests
10.0

Exceptional

49 reviews

$1116
Average price / night
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Bright condo w Pool, walking distance to town!
Bright condo w Pool, walking distance to town!
Condo
Tisbury, MA, 02568, United States
0.4k from Vineyard Playhouse center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

1 Bedroom2 Guests
9.4

Superb

3 reviews

$223
Average price / night
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In Town Captain's house
In Town Captain's house
House
Vineyard Haven, MA, 02568, United States
0.4k from Vineyard Playhouse center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

6 Bedrooms12 Guests
10.0

Exceptional

1 reviews

$1608
Average price / night
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Central 2nd-floor apartment with propane stove, grill, W/D, & great location
Central 2nd-floor apartment with propane stove, grill, W/D, & great location
Apartment
Vineyard Haven, MA, 02568, United States
0.4k from Vineyard Playhouse center

AC, Barbecue, Dryer, Extra Bed, Fireplace, Free Parking, Heater, Internet, Kitchen

2 Bedrooms7 Guests
8.6

Fabulous

18 reviews

$466
Average price / night
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Vineyard Haven Gem - A luxury rental on Martha's Vineyard
Vineyard Haven Gem - A luxury rental on Martha's Vineyard
House
Tisbury, MA, 02568, United States
0.5k from Vineyard Playhouse center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

3 Bedrooms8 Guests
10.0

Exceptional

21 reviews

$1052
Average price / night
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Contemporary Pet-Friendly Year-round Retreat.  In the Woods, Walk to Town.
Contemporary Pet-Friendly Year-round Retreat. In the Woods, Walk to Town.
House
Vineyard Haven, MA, 02568, United States
0.5k from Vineyard Playhouse center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
10.0

Exceptional

90 reviews

$260
Average price / night
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Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Beach Rentals in Vineyard Playhouse.

Where to stay in Vineyard Playhouse? Best neighborhoods & areas

Vineyard Playhouse Beach Rentals on the Map

Frequently Asked Questions

You can explore 158 verified beach rentals in Vineyard Playhouse. Our listings are sourced from trusted booking providers, giving you access to a wide selection of oceanfront homes, seaside condos, and coastal stays—all in one place.

Beach rental prices in Vineyard Playhouse vary depending on the season, property size, and distance from the shoreline. Rates typically start from around $208 per night, with beachfront properties and peak summer dates often priced higher. Comparing available options can help you find the best fit for your budget.

Many beach rentals in Vineyard Playhouse offer direct access to the sand or are located within a short walking distance of the shoreline. You can use filters to find properties with beachfront locations, private walkways, or unobstructed ocean views.

Yes, many beach rentals in Vineyard Playhouse welcome pets. Currently, 13 listings allow pets, although policies may vary by property. It’s also a good idea to check local beach regulations for any restrictions on pets during your stay.

For peak travel periods such as summer holidays or spring break, it’s recommended to book your beach rental 90 to 120 days in advance to secure the best options. During off-peak seasons, you may find more flexibility and availability closer to your travel dates.

Beach rentals in Vineyard Playhouse often include amenities designed for coastal living, such as Ocean View, View, and Fireplace/Heating. These features help enhance comfort and make it easier to enjoy time by the water.

Some beach rentals provide extras like chairs, umbrellas, or beach gear, but this can vary by property. It’s best to review the amenities section of each listing to confirm what is included and plan accordingly.