Flying Horses Carousel Pet Friendly Vacation Rentals

      Highly Rated

Apartment

In-Town Certified National Historic Oak Bluffs Property -

• Oak Bluffs
• ·
• Circuit Avenue
• 0.02 mi to center

10.0

Exceptional

(157 Reviews)

2 Bedrooms 1 Bath 5 Guests 800 ft²

• 
  Oceanfront
• 
  Ocean View
• 
  Balcony/Terrace
• 
  View

US $798/Night 7 Nights - US $5,589

View Deal

     

House

Oak Bluffs Darling

• Oak Bluffs
• ·
• Lagoon Heights
• 1.12 mi to center

10.0

Exceptional

(1 Review)

3 Bedrooms 2 Baths 6 Guests 1001.04 ft²

• 
  Parking
• 
  Balcony/Terrace
• 
  View
• 
  Air Conditioner

US $434/Night 7 Nights - US $3,038

View Deal

      Highly Rated

Hotel

The Attleboro House

• Massachusetts
• ·
• Oak Bluffs
• 1.26 mi to center

9.8

Exceptional

(102 Reviews)

1 Bath

• 
  Air Conditioner
• 
  Internet
• 
  Child Friendly
• 
  Laundry

US $183/Night 7 Nights - US $1,281

View Deal

      Price Dropped

Cottage

Arrowsmith Cottage - Oak Bluffs Near Eastville Beach; Steps to bike path.

• Massachusetts
• ·
• Oak Bluffs
• 1.09 mi to center

10.0

Exceptional

(104 Reviews)

2 Bedrooms 1 Bath 4 Guests 700 ft²

• 
  Oceanfront
• 
  Parking
• 
  Ocean View
• 
  Balcony/Terrace

US $386/Night 7 Nights - US $2,702

View Deal

     

House

1 Mi to Ferry Terminal: Oak Bluffs Family Retreat!

• Oak Bluffs
• ·
• East Chop
• 0.74 mi to center

9.0

Exceptional

(1 Review)

3 Bedrooms 1 Bath 6 Guests 1001.04 ft²

• 
  Oceanfront
• 
  Parking
• 
  Ocean View
• 
  Balcony/Terrace

US $530/Night 7 Nights - US $3,708

View Deal

      Highly Rated

Hotel

Summercamp

• Massachusetts
• ·
• Oak Bluffs
• 1.24 mi to center

9.4

Exceptional

(1010 Reviews)

1 Bath

• 
  Parking
• 
  Balcony/Terrace
• 
  Kitchen
• 
  Air Conditioner

US $448/Night 7 Nights - US $3,139

View Deal

      Highly Rated

Apartment

Sea Captain's Victorian studio bedroom apartment. Pets OK

• Vineyard Haven
• ·
• Tisbury
• 1.50 mi to center

10.0

Exceptional

(87 Reviews)

1 Bedroom 1 Bath 2 Guests 600 ft²

• 
  Hot Tub
• 
  Parking
• 
  Ocean View
• 
  Balcony/Terrace

US $272/Night 7 Nights - US $1,905

View Deal

     

House

Brewster House

• Oak Bluffs
• ·
• East Chop
• 0.53 mi to center

9.0

Exceptional

(1 Review)

4 Bedrooms 2 Baths 10 Guests 936.46 ft²

• 
  Balcony/Terrace
• 
  View
• 
  Air Conditioner
• 
  Internet

US $816/Night 7 Nights - US $5,712

View Deal

      Highly Rated

Hotel

Mansion House Inn And Spa

• Massachusetts
• ·
• Vineyard Haven
• 0.06 mi to center

9.4

Exceptional

(1004 Reviews)

1 Bath

• 
  Hot Tub
• 
  Pool
• 
  Spa
• 
  Balcony/Terrace

US $431/Night 7 Nights - US $3,020

View Deal

      Price Dropped

Apartment

Perfect location! By Beach, Harbor & Town! Gorgeous Gingerbread Upstairs Aptmt

• Massachusetts
• ·
• Oak Bluffs
• 1.19 mi to center

10.0

Exceptional

(47 Reviews)

1 Bedroom 1 Bath 4 Guests

• 
  Oceanfront
• 
  Ocean View
• 
  Balcony/Terrace
• 
  View

US $390/Night 7 Nights - US $2,733

View Deal

     

Apartment

Main Street Upper

• Vineyard Haven
• ·
• Tisbury
• 1.12 mi to center

8.6

Fabulous

(17 Reviews)

2 Bedrooms 2 Baths 7 Guests 1291.67 ft²

• 
  Balcony/Terrace
• 
  View
• 
  Air Conditioner
• 
  Internet

US $485/Night 7 Nights - US $3,395

View Deal

      Price Dropped

Apartment

Downtown Oasis, Walk to Beach: Vineyard Vacation Houses Welcomes You!

• Massachusetts
• ·
• Oak Bluffs
• 1.19 mi to center

10.0

Exceptional

(43 Reviews)

2 Bedrooms 1 Bath 4 Guests 700 ft²

• 
  Oceanfront
• 
  Hot Tub
• 
  Parking
• 
  Ocean View

US $526/Night 7 Nights - US $3,679

View Deal

     

House

< 1 Mi to Beaches: Home w/Deck in Oak Bluffs

• Massachusetts
• ·
• Oak Bluffs
• 0.90 mi to center

8.0

Excellent

(3 Reviews)

2 Bedrooms 2 Baths 4 Guests 1097.92 ft²

• 
  Parking
• 
  Balcony/Terrace
• 
  Internet
• 
  Pet Friendly

US $244/Night 7 Nights - US $1,709

View Deal

      Price Dropped

House

Water View 1 mi from Oak Bluffs 10 min Walk to Beach

• Oak Bluffs
• ·
• Lagoon Heights
• 1.71 mi to center

10.0

Exceptional

(11 Reviews)

2 Bedrooms 1 Bath 6 Guests 1000 ft²

• 
  Oceanfront
• 
  Parking
• 
  Ocean View
• 
  Balcony/Terrace

US $693/Night 7 Nights - US $4,848

View Deal

     

House

* Vineyard Vacation Retreat * with HOT TUB

• Oak Bluffs
• ·
• Lagoon Heights
• 0.50 mi to center

10.0

Exceptional

(3 Reviews)

2 Bedrooms 1 Bath 4 Guests

• 
  Parking
• 
  Ocean View
• 
  Balcony/Terrace
• 
  View

US $1,376/Night 7 Nights - US $9,632

View Deal

     

Cottage

Cozy Cottage in Oak Bluffs - Close to town and beach!

• Massachusetts
• ·
• Oak Bluffs
• 0.79 mi to center

10.0

Exceptional

(2 Reviews)

1 Bedroom 1 Bath 2 Guests

• 
  Oceanfront
• 
  Parking
• 
  Ocean View
• 
  View

US $510/Night 7 Nights - US $3,573

View Deal

     

Condo

Short Walk to Town - Nice Comfortable -Reasonable

• Vineyard Haven
• ·
• Tisbury
• 1.61 mi to center

10.0

Exceptional

(1 Review)

2 Bedrooms 1 Bath 5 Guests

• 
  Parking
• 
  Ocean View
• 
  Balcony/Terrace
• 
  View

US $702/Night 7 Nights - US $4,914

View Deal

     

House

Charming Waterfront 2-bedroom house in beautiful Vineyard Haven

• Oak Bluffs
• ·
• Lagoon Heights
• 0.83 mi to center

10.0

Exceptional

(1 Review)

2 Bedrooms 1 Bath 6 Guests

• 
  Child Friendly

US $682/Night 7 Nights - US $4,776

View Deal

      Price Dropped

Apartment

Central 2nd-floor apartment with propane stove, grill, W/D, & great location

• Massachusetts
• ·
• Vineyard Haven
• 0.31 mi to center

10.0

Exceptional

(1 Review)

2 Bedrooms 2 Baths 7 Guests 1296 ft²

• 
  Oceanfront
• 
  Ocean View
• 
  View
• 
  Kitchen

US $447/Night 7 Nights - US $3,127

View Deal

     

House

Private island house with close beach access and water view from deck

• Massachusetts
• ·
• Oak Bluffs
• 1.02 mi to center

9.8

Exceptional

(9 Reviews)

2 Bedrooms 2 Baths 10 Guests 3872 ft²

• 
  Oceanfront
• 
  Ocean View
• 
  Balcony/Terrace
• 
  View

US $1,069/Night 7 Nights - US $7,481

View Deal

      Highly Rated

House

In-Town-WALK TO EVERYTHING! PETS OK! Screened Porch, 3 A/C units, Outdoor Shower

• Vineyard Haven
• ·
• Tisbury
• 1.89 mi to center

9.6

Exceptional

(54 Reviews)

2 Bedrooms 1 Bath 4 Guests 1100 ft²

• 
  Oceanfront
• 
  Parking
• 
  Ocean View
• 
  Balcony/Terrace

US $366/Night 7 Nights - US $2,565

View Deal

     

House

Vineyard Cottage Charm, Walk to Beach, On Bike Path, Near Town

• Oak Bluffs
• ·
• East Chop
• 0.76 mi to center

8.8

Fabulous

(9 Reviews)

2 Bedrooms 1 Bath 6 Guests 1000 ft²

• 
  Oceanfront
• 
  Parking
• 
  Ocean View
• 
  Balcony/Terrace

US $631/Night 7 Nights - US $4,420

View Deal

     

House

< 1 Mi to Beaches: Home w/Deck in Oak Bluffs

• Massachusetts
• ·
• Oak Bluffs
• 0.90 mi to center

7.4

Very Good

(3 Reviews)

2 Bedrooms 1 Bath 4 Guests 1100 ft²

• 
  Parking
• 
  Balcony/Terrace
• 
  Kitchen
• 
  Air Conditioner

US $801/Night 7 Nights - US $5,606

View Deal

      Highly Rated

House

Contemporary Pet-Friendly Year-round Retreat. In the Woods, Walk to Town.

• Vineyard Haven
• ·
• Tisbury
• 0.99 mi to center

10.0

Exceptional

(92 Reviews)

3 Bedrooms 1 Bath 6 Guests 1352 ft²

• 
  Oceanfront
• 
  Parking
• 
  Ocean View
• 
  Balcony/Terrace

US $370/Night 7 Nights - US $2,591

View Deal