Oak Bluffs
2 guests

Adults:

2

Children:

0

Child’s age:

Oak Bluffs

Sep 24 - Sep 25 ·
2 guests

Oak Bluffs Vacation Rentals

Oak Bluffs
2 guests

Adults:

2

Children:

0

Child’s age:

Over 55 stays assessed to highlight the standout picks

Navigation

1. Capricorn House

2. Breezy Oak Bluffs Condo - Steps To Inkwell Beach!

3. Brewster House

4. Garage Suite

Cheap Oak Bluffs Vacation Rentals

5. Martha'S Vineyard Apt ~ 1 Mile To Inkwell Beach!

6. Bird'S Paradise

7. Victorian By The Sea

Pet Friendly Vacation Rentals Oak Bluffs Massachusetts

8. Yellow Brick Road House

9. Island Sanctuary

10. Family Getaway

Best Oak Bluffs Vacation Rentals

  • Best-rated
  • Beach access
Hotel Image Hotel Image

Capricorn House

79 Seaview Avenue
0.7 km (0.4 mi) from city center
  • Heating
  • Terrace

The 7-room Capricorn House Apartment Oak Bluffs includes a terrace and is located around a 25-minute walk from the historic East Chop Lighthouse. This apartment features Wi-Fi in the rooms.

8.9
166 reviews
~ US$325 / night

Capricorn House

0.7 km (0.4 mi) from city center
  • Heating
  • Terrace

Capricorn House

The 7-room Capricorn House Apartment Oak Bluffs includes a terrace and is located around a 25-minute walk from the historic East Chop Lighthouse. This apartment features Wi-Fi in the rooms.

8.9
166 reviews
From US$ 325 / night
  • Beach access
Hotel Image Hotel Image

Breezy Oak Bluffs Condo - Steps To Inkwell Beach!

Oak Bluffs, MA, 02557
0.7 km (0.4 mi) from city center
102
  • Cookware/ Kitchen utensils
  • Free parking
  • Ironing facilities
  • Heating
  • Sun loungers

The 2-bedroom Breezy Oak Bluffs Condo - Steps To Inkwell Beach! villa offers quick access to such tourist spots as the Oak Bluffs Town Beach, situated only a 6-minute walk away. The welcoming holiday home is suitable for 4 guests and provides bicycles for hire.

A variety of outdoor activities such as hiking can be enjoyed in the surroundings.

10
3 reviews
~ US$571 / night

Breezy Oak Bluffs Condo - Steps To Inkwell Beach!

0.7 km (0.4 mi) from city center
102
  • Cookware/ Kitchen utensils
  • Free parking
  • Ironing facilities
  • Heating
  • Sun loungers

Breezy Oak Bluffs Condo - Steps To Inkwell Beach!

The 2-bedroom Breezy Oak Bluffs Condo - Steps To Inkwell Beach! villa offers quick access to such tourist spots as the Oak Bluffs Town Beach, situated only a 6-minute walk away. The welcoming holiday home is suitable for 4 guests and provides bicycles for hire.

A variety of outdoor activities such as hiking can be enjoyed in the surroundings.

10
3 reviews
From US$ 571 / night
  • Beach access
Hotel Image Hotel Image

Brewster House

9 Towanticut Street
1.1 km (0.7 mi) from city center
87
  • BBQ facilities
  • Air conditioning
  • Ironing facilities
  • Tea and coffee facilities
  • Heating
  • Garden area

Brewster House Villa Oak Bluffs is located merely an 11-minute walk from the Oak Bluffs Public Library and invites guests to join fishing.

9
1 reviews
~ US$224 / night

Brewster House

1.1 km (0.7 mi) from city center
87
  • BBQ facilities
  • Air conditioning
  • Ironing facilities
  • Tea and coffee facilities
  • Heating
  • Garden area

Brewster House

Brewster House Villa Oak Bluffs is located merely an 11-minute walk from the Oak Bluffs Public Library and invites guests to join fishing.

9
1 reviews
From US$ 224 / night

Cheap Oak Bluffs Vacation Rentals

  • Beach access
Hotel Image Hotel Image

Garage Suite

55 Wing Rd Suite Over Garage
0.7 km (0.5 mi) from city center
47
  • Air conditioning
  • Ironing facilities
  • Tea and coffee facilities
  • Garden area

Garage Suite Oak Bluffs lies in a prime location in Oak Bluffs, nearly a 5-minute walk from the Long Point Wildlife Refuge. To elevate their stay, guests can make the most of fishing available on site.

10
1 reviews
~ US$685 / night

Garage Suite

0.7 km (0.5 mi) from city center
47
  • Air conditioning
  • Ironing facilities
  • Tea and coffee facilities
  • Garden area

Garage Suite

Garage Suite Oak Bluffs lies in a prime location in Oak Bluffs, nearly a 5-minute walk from the Long Point Wildlife Refuge. To elevate their stay, guests can make the most of fishing available on site.

10
1 reviews
From US$ 685 / night
Hotel Image Hotel Image

Martha'S Vineyard Apt ~ 1 Mile To Inkwell Beach!

Oak Bluffs, MA, 02568
1.4 km (0.9 mi) from city center
112
  • Cookware/ Kitchen utensils
  • Free parking
  • Flat-screen TV
  • Sun loungers

The spacious Martha'S Vineyard Apt ~ 1 Mile To Inkwell Beach! Oak Bluffs features a prime location a 20-minute walk from the Circuit Avenue and hosts up to 6 guests. This apartment offers parking on site and modern comforts like Wi-Fi.

A range of activities, such as hiking are offered in the area.

8.7
4 reviews
~ US$828 / night

Martha'S Vineyard Apt ~ 1 Mile To Inkwell Beach!

1.4 km (0.9 mi) from city center
112
  • Cookware/ Kitchen utensils
  • Free parking
  • Flat-screen TV
  • Sun loungers

Martha'S Vineyard Apt ~ 1 Mile To Inkwell Beach!

The spacious Martha'S Vineyard Apt ~ 1 Mile To Inkwell Beach! Oak Bluffs features a prime location a 20-minute walk from the Circuit Avenue and hosts up to 6 guests. This apartment offers parking on site and modern comforts like Wi-Fi.

A range of activities, such as hiking are offered in the area.

8.7
4 reviews
From US$ 828 / night
  • Beach access
Hotel Image Hotel Image

Bird'S Paradise

85 Meadow View Road
3.1 km (1.9 mi) from city center
455
  • BBQ facilities
  • Air conditioning
  • Ironing facilities
  • Tea and coffee facilities
  • Heating
  • Garden area

Bird'S Paradise Oak Bluffs villa entices guests to enjoy fishing and is located 3.5 km from such natural sites as the Scenic Inkwell Public Beach.

9.3
3 reviews
~ US$950 / night

Bird'S Paradise

3.1 km (1.9 mi) from city center
455
  • BBQ facilities
  • Air conditioning
  • Ironing facilities
  • Tea and coffee facilities
  • Heating
  • Garden area

Bird'S Paradise

Bird'S Paradise Oak Bluffs villa entices guests to enjoy fishing and is located 3.5 km from such natural sites as the Scenic Inkwell Public Beach.

9.3
3 reviews
From US$ 950 / night

Pet Friendly Vacation Rentals Oak Bluffs Massachusetts

  • Beach access
Hotel Image Hotel Image

Victorian By The Sea

34 Samoset Avenue
0.4 km (0.3 mi) from city center
202
  • Air conditioning
  • Tea and coffee facilities
  • Heating
  • Garden area
  • Patio

At Victorian By The Sea Villa Oak Bluffs, guests can enjoy fishing as well as a location just 9 minutes' walk from the Trinity Park Tabernacle.

9
3 reviews
~ US$1182 / night

Victorian By The Sea

0.4 km (0.3 mi) from city center
202
  • Air conditioning
  • Tea and coffee facilities
  • Heating
  • Garden area
  • Patio

Victorian By The Sea

At Victorian By The Sea Villa Oak Bluffs, guests can enjoy fishing as well as a location just 9 minutes' walk from the Trinity Park Tabernacle.

9
3 reviews
From US$ 1182 / night
Hotel Image Hotel Image

Yellow Brick Road House

85 Linton Ave
1.3 km (0.8 mi) from city center
95
  • BBQ facilities
  • Air conditioning
  • Ironing facilities
  • Tea and coffee facilities
  • Heating

Yellow Brick Road House Oak Bluffs villa is located nearly 25 minutes' walk from the Niantic Park, giving access to various tourist spots nearby. Guests can enjoy fishing at this Oak Bluffs holiday home, located just 1.9 km from the Flying Horses Carousel.

6.6
12 reviews
~ US$316 / night

Yellow Brick Road House

1.3 km (0.8 mi) from city center
95
  • BBQ facilities
  • Air conditioning
  • Ironing facilities
  • Tea and coffee facilities
  • Heating

Yellow Brick Road House

Yellow Brick Road House Oak Bluffs villa is located nearly 25 minutes' walk from the Niantic Park, giving access to various tourist spots nearby. Guests can enjoy fishing at this Oak Bluffs holiday home, located just 1.9 km from the Flying Horses Carousel.

6.6
12 reviews
From US$ 316 / night
  • Beach access
Hotel Image Hotel Image

Island Sanctuary

1.8 km (1.1 mi) from city center
  • BBQ facilities
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities
  • Heating
  • Garden area

Island Sanctuary Villa Oak Bluffs is located about a 25-minute walk from the Trinity Park Tabernacle and provides fishing for active guests.

7.6
9 reviews
~ US$739 / night

Island Sanctuary

1.8 km (1.1 mi) from city center
  • BBQ facilities
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities
  • Heating
  • Garden area

Island Sanctuary

Island Sanctuary Villa Oak Bluffs is located about a 25-minute walk from the Trinity Park Tabernacle and provides fishing for active guests.

7.6
9 reviews
From US$ 739 / night

Oak Bluffs Vacation Rentals Oceanfront

  • Beach access
Hotel Image Hotel Image

Family Getaway

2 High Meadow Ln
3.2 km (2.0 mi) from city center
289
  • BBQ facilities
  • Air conditioning
  • Ironing facilities
  • Tea and coffee facilities
  • Heating
  • Garden area

Situated 3.8 km from the Ocean Park, Family Getaway Villa Oak Bluffs entices guests to enjoy fishing in the area.

10
1 reviews
~ US$1965 / night

Family Getaway

3.2 km (2.0 mi) from city center
289
  • BBQ facilities
  • Air conditioning
  • Ironing facilities
  • Tea and coffee facilities
  • Heating
  • Garden area

Family Getaway

Situated 3.8 km from the Ocean Park, Family Getaway Villa Oak Bluffs entices guests to enjoy fishing in the area.

10
1 reviews
From US$ 1965 / night
  • Beach access
Hotel Image Hotel Image

Sea Glen Cottage

4.6 km (2.9 mi) from city center
  • Ironing facilities
  • Tea and coffee facilities
  • Heating
  • Garden area
  • Patio

Sea Glen Cottage Oak Bluffs is located 4.8 km from the Cottage Museum and provides fishing for active guests.

6.8
6 reviews
~ US$378 / night

Sea Glen Cottage

4.6 km (2.9 mi) from city center
  • Ironing facilities
  • Tea and coffee facilities
  • Heating
  • Garden area
  • Patio

Sea Glen Cottage

Sea Glen Cottage Oak Bluffs is located 4.8 km from the Cottage Museum and provides fishing for active guests.

6.8
6 reviews
From US$ 378 / night
Hotel Image Hotel Image

Canary Cottage

3 Brunswick Avenue
0.6 km (0.3 mi) from city center
154
  • BBQ facilities
  • Air conditioning
  • Tea and coffee facilities
  • Heating
  • Patio

Situated 25 minutes' walk from the Eastville Point Beach, Canary Cottage Oak Bluffs invites guests to relax at a patio.

7.8
5 reviews
~ US$350 / night

Canary Cottage

0.6 km (0.3 mi) from city center
154
  • BBQ facilities
  • Air conditioning
  • Tea and coffee facilities
  • Heating
  • Patio

Canary Cottage

Situated 25 minutes' walk from the Eastville Point Beach, Canary Cottage Oak Bluffs invites guests to relax at a patio.

7.8
5 reviews
From US$ 350 / night

Oak Bluffs Vacation Rentals with Private Pool

  • Beach access
Hotel Image Hotel Image

Oak Bluffs Cottage

0.4 km (0.2 mi) from city center
  • BBQ facilities
  • Air conditioning
  • Tea and coffee facilities
  • Heating
  • Patio

Situated just 6 minutes' walk from the Martha's Vineyard Camp Meeting Association, Oak Bluffs Cottage entices guests with fishing in the area.

7.6
6 reviews
~ US$1027 / night

Oak Bluffs Cottage

0.4 km (0.2 mi) from city center
  • BBQ facilities
  • Air conditioning
  • Tea and coffee facilities
  • Heating
  • Patio

Oak Bluffs Cottage

Situated just 6 minutes' walk from the Martha's Vineyard Camp Meeting Association, Oak Bluffs Cottage entices guests with fishing in the area.

7.6
6 reviews
From US$ 1027 / night
  • Top location
  • Beach access
Hotel Image Hotel Image

Winthrop Cottage

0.3 km (0.2 mi) from city center
139
  • Tea and coffee facilities
  • Heating
  • Patio

Winthrop Cottage Oak Bluffs enjoys a prime location only an 8-minute walk from the Cottage Museum, and invites guests to spend time on a patio. The holiday home features opportunities for fishing in the area, within a few blocks of the A Gallery Martha's Vineyard.

8
3 reviews
~ US$625 / night

Winthrop Cottage

0.3 km (0.2 mi) from city center
139
  • Tea and coffee facilities
  • Heating
  • Patio

Winthrop Cottage

Winthrop Cottage Oak Bluffs enjoys a prime location only an 8-minute walk from the Cottage Museum, and invites guests to spend time on a patio. The holiday home features opportunities for fishing in the area, within a few blocks of the A Gallery Martha's Vineyard.

8
3 reviews
From US$ 625 / night
  • Great deal
  • Beach access
Hotel Image Hotel Image

Sankofa Studio

21 Wayland Ave Guest House
0.8 km (0.5 mi) from city center
65
  • Air conditioning
  • Ironing facilities
  • Tea and coffee facilities
  • Heating

To enjoy your vacation in Oak Bluffs, stay at Sankofa Studio Oak Bluffs, which is only 1.1 km from the Niantic Park and a mere 7 minutes on foot from the Art Gallery Artist Co-Op. Various sport options, such as fishing, are provided in the area.

10
1 reviews

Sankofa Studio

0.8 km (0.5 mi) from city center
65
  • Air conditioning
  • Ironing facilities
  • Tea and coffee facilities
  • Heating

Sankofa Studio

To enjoy your vacation in Oak Bluffs, stay at Sankofa Studio Oak Bluffs, which is only 1.1 km from the Niantic Park and a mere 7 minutes on foot from the Art Gallery Artist Co-Op. Various sport options, such as fishing, are provided in the area.

10
1 reviews

Are you in a hurry?

Here is a quick list of Vacation Rentals in Oak Bluffs, selected based on their rating

Name of hotel Accommodation Rating Price, $
Capricorn House

8.9 / 10

(166 Reviews)

From 325$
Breezy Oak Bluffs Condo - Steps To Inkwell Beach!

10.0 / 10

(3 Reviews)

From 571$
Brewster House

9.0 / 10

(1 Reviews)

From 224$
Garage Suite

10.0 / 10

(1 Reviews)

From 685$
Martha'S Vineyard Apt ~ 1 Mile To Inkwell Beach!

8.7 / 10

(4 Reviews)

From 828$

Frequently Asked Questions

Which Oak Bluffs vacation rentals are best for beach access?

Breezy Oak Bluffs Condo and Martha'S Vineyard Apt are both just steps away from Inkwell Beach. You can easily enjoy sunbathing, swimming, and beach activities without a long walk.

Tip:

To skip crowds, plan your beach visits during weekdays before 10am.

Which Oak Bluffs vacation rentals have a view of the water?

Victorian By The Sea and Bird'S Paradise offer beautiful views of the ocean. You can enjoy stunning sunrises and sunsets right from your rental.

Tip:

Book rooms on upper floors for the best views and stronger sea breezes.

What are the best vacation rentals in Oak Bluffs for large groups?

Family Getaway and Oak Bluffs Cottage provide spacious accommodations suitable for large parties. These rentals offer multiple bedrooms and communal areas for socializing.

Tip:

Consider booking during the off-peak season, which runs from late September to early June, to find better rates on large rentals.

Which Oak Bluffs vacation rentals are best for families with kids?

Winthrop Cottage and Canary Cottage are both family-friendly with spacious layouts. They are equipped with kitchens and outdoor spaces for children to play.

Tip:

Check for properties with playgrounds or family attractions nearby to keep kids entertained.

What vacation rentals in Oak Bluffs offer a hot tub or jacuzzi?

Bird'S Paradise and Vintage By The Sea feature hot tubs for relaxation. These amenities provide a perfect end to your busy beach days.

Tip:

Book midweek stays to unlock lower prices for hot tub rentals.

Which Oak Bluffs vacation rentals are pet-friendly?

Capricorn House and Canary Cottage welcome pets. They offer ample space for your furry friends to roam.

Tip:

Contact the property owner directly to confirm their specific pet policies and any associated fees.

What are the best luxury vacation rentals in Oak Bluffs?

Island Sanctuary and Bird'S Paradise are among the top luxury rentals, offering elegant interiors and stunning locations. They provide high-end amenities for an upscale stay.

Tip:

Look for last-minute deals to find discounted rates on luxury rentals.

What are some unique local events in Oak Bluffs?

You can enjoy the Oak Bluffs Fireworks on the first Wednesday in August. It's a community celebration that's great for families and everyone can enjoy the show from various beaches.

Tip:

Arrive early to grab a good spot on the beach, as crowds gather quickly.

How can I get around Oak Bluffs easily?

Biking is a popular and fun way to explore Oak Bluffs. Rentals are available around town, and many attractions are within cycling distance.

Tip:

Consider renting a bike on weekdays to avoid the rental rush during weekends.

What local foods should I try during my visit?

The lobster rolls at Giordano's and the fried clam plate at The Seafood Shanty are must-tries. These local favorites highlight the fresh seafood available on the island.

Tip:

Visit these restaurants early to avoid long wait times during peak lunch hours.

Location