Pet-Friendly 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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155 Best Pet-Friendly Rentals in Vineyard Playhouse (Starting from $208)

Main Street Upper
Main Street Upper
Apartment
Vineyard Haven, MA, USA
0.4k from Vineyard Playhouse center

Apartments, Accommodations, Pet-friendly, Lodgings, Vacation rentals, Places to stay, Beach rentals

2 Bedrooms7 Guests
7.6

Good

15 reviews

$510
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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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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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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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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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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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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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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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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Classic Vineyard Home with Private Beach Access
Classic Vineyard Home with Private Beach Access
House
Vineyard Haven, MA, 02568, United States
0.5k from Vineyard Playhouse center

Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

5 Bedrooms13 Guests
10.0

Exceptional

5 reviews

$949
Average price / night
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Oak Bluffs Darling
Oak Bluffs Darling
House
MA, USA
2.4k from Vineyard Playhouse center

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

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$434
Average price / night
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Renovated Vineyard Retreat
Renovated Vineyard Retreat
House
Tisbury, MA, 02568, United States
0.6k from Vineyard Playhouse center

AC, Dryer, Heater, Internet, Laundry, No Smoking, Washer

3 Bedrooms6 Guests
9.2

Superb

5 reviews

$408
Average price / night
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** Vineyard Vacation Retreat ** with NEW HOT TUB
** Vineyard Vacation Retreat ** with NEW HOT TUB
Villa
Vineyard Playhouse, Vineyard Haven, Massachusetts, USA
2.5k from Vineyard Playhouse center

Air Conditioner, Internet, Hot Tub, Pet Friendly, Balcony/Terrace, Kitchen, Laundry

2 Bedrooms4 Guests
New to Booking
$1520
Average price / night
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Beautiful Historic Hilltop Haven -Walk to Town & Water
Beautiful Historic Hilltop Haven -Walk to Town & Water
House
Vineyard Haven, MA, 02568, United States
0.8k from Vineyard Playhouse center

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

4 Bedrooms12 Guests
9.6

Exceptional

35 reviews

$536
Average price / night
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Brewster House
Brewster House
House
Oak Bluffs, MA, USA
2.9k from Vineyard Playhouse center

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

4 Bedrooms10 Guests
9.0

Fabulous

1 reviews

$816
Average price / night
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Walk to Town & Water from your PERFECT SUMMER COTTAGE
Walk to Town & Water from your PERFECT SUMMER COTTAGE
Cottage
Tisbury, MA, 02568, United States
0.8k from Vineyard Playhouse center

AC, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms5 Guests
9.8

Exceptional

23 reviews

$860
Average price / night
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Vineyard Haven
Vineyard Haven
House
Oak Bluffs, MA, USA
3.0k from Vineyard Playhouse center

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

4 Bedrooms8 Guests
9.0

Fabulous

1 reviews

$310
Average price / night
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In-Town-WALK TO EVERYTHING! PETS OK! Screened Porch, 3 A/C units, Outdoor Shower
In-Town-WALK TO EVERYTHING! PETS OK! Screened Porch, 3 A/C units, Outdoor Shower
House
Vineyard Haven, MA, 02568, United States
0.9k from Vineyard Playhouse center

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

2 Bedrooms4 Guests
9.4

Superb

46 reviews

$272
Average price / night
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Less Than 1 Mi to Beaches Home with Deck in Oak Bluffs
Less Than 1 Mi to Beaches Home with Deck in Oak Bluffs
House
Oak Bluffs, MA, USA
3.1k from Vineyard Playhouse center

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

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$244
Average price / night
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Charming, Clean And Well Maintained Home Walking Distance To Town And Beach
Charming, Clean And Well Maintained Home Walking Distance To Town And Beach
House
Vineyard Haven, MA, 02568, United States
0.9k from Vineyard Playhouse center

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

2 Bedrooms5 Guests
10.0

Exceptional

91 reviews

$558
Average price / night
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Treeside Lodge
Treeside Lodge
House
Vineyard Playhouse, Vineyard Haven, Massachusetts, USA
3.1k from Vineyard Playhouse center

Air Conditioner, Laundry, Kitchen, Parking, Pet Friendly, Internet, Balcony/Terrace

4 Bedrooms7 Guests
8.0

Good

1 reviews

$702
Average price / night
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Spacious 6-bedroom house sleeps 12+ with pool, close to Tashmoo and pet friendly
Spacious 6-bedroom house sleeps 12+ with pool, close to Tashmoo and pet friendly
House
Tisbury, MA, 02568, United States
1.0k from Vineyard Playhouse center

AC, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry

6 Bedrooms14 Guests
New to Booking
$3956
Average price / night
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Luxurious Contemporary Near The Lagoon
Luxurious Contemporary Near The Lagoon
House
Vineyard Haven, MA, 02568, United States
1.0k from Vineyard Playhouse center

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

5 Bedrooms10 Guests
9.4

Superb

3 reviews

$1136
Average price / night
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Serene 6-bedroom Vineyard Haven Retreat
Serene 6-bedroom Vineyard Haven Retreat
House
Tisbury, MA, 02568, United States
1.1k from Vineyard Playhouse center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, No Smoking, Outdoor Space

6 Bedrooms12 Guests
New to Booking
$3877
Average price / night
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Modern Luxury Vineyard Home | 3BR, 2BA Near Town
Modern Luxury Vineyard Home | 3BR, 2BA Near Town
House
Tisbury, MA, 02568, United States
1.1k from Vineyard Playhouse center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking

3 Bedrooms6 Guests
New to Booking
$1257
Average price / night
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Your Summer Home - Close to Beach, Shops, Cafes, & Ferry! 50+ ⭐️⭐️⭐️⭐️⭐️ Reviews
Your Summer Home - Close to Beach, Shops, Cafes, & Ferry! 50+ ⭐️⭐️⭐️⭐️⭐️ Reviews
House
Vineyard Haven, MA, 02568, United States
1.1k from Vineyard Playhouse center

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

3 Bedrooms8 Guests
9.8

Exceptional

52 reviews

$480
Average price / night
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Charming Cottage Near West Chop- Vineyard Haven
Charming Cottage Near West Chop- Vineyard Haven
House
Vineyard Haven, MA, 02568, United States
1.1k from Vineyard Playhouse center

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

3 Bedrooms8 Guests
10.0

Exceptional

12 reviews

$434
Average price / night
Check Availability

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 Pet-Friendly Rentals in Vineyard Playhouse.

Where to stay in Vineyard Playhouse? Best neighborhoods & areas

Vineyard Playhouse Pet-Friendly Rentals on the Map

Frequently Asked Questions

You can explore 155 verified pet-friendly rentals in Vineyard Playhouse. These include a range of homes, cabins, and condos that welcome pets, making it easier to plan a trip with your companion.

Pet fees in Vineyard Playhouse vary by property and may include a nightly charge or a one-time fee. Rates for pet-friendly rentals typically start from around $208 per night, with additional fees depending on the host’s policy.

Some pet-friendly rentals in Vineyard Playhouse may have weight or breed restrictions, while others are more flexible. It’s recommended to review the property’s house rules or contact the host to confirm whether your pet is allowed.

Some pet-friendly rentals in Vineyard Playhouse include fenced or partially enclosed outdoor spaces, which can be helpful for pets. Checking the listing details can help you find properties that offer secure outdoor areas.

Pet-friendly properties can be in high demand, especially during peak travel seasons, so booking 90 to 120 days in advance is recommended for the best selection. Availability may be more flexible during off-peak periods.

Pet-friendly rentals in Vineyard Playhouse may include amenities such as Pet Friendly, Fireplace/Heating, and Laundry. These features help make stays more comfortable for both pets and their owners.

You can use map-based search features to find rentals located near dog parks, walking trails, or pet-friendly outdoor areas. This can help you choose a location that is convenient for daily walks and outdoor activities with your pet.