See all properties

Oak Bluffs Harbor Gem

Private kitchen

Exterior

Living area

Bathroom

Bathroom

Don't miss out! Price and availability may change

Cottage in Oak Bluffs, MA

8 guests · 3 bedrooms · 1 bath

Reasons to book

Great for petsBring all your friends and family, even the furry ones

Top-tier experienceA high end property in this area

Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

About this cottage rental

Light open concept home with view of the Oak Bluff's Harbor across the street and an incredible nightly sunset. This completely renovated cottage is in the heart of Oak Bluffs and part of a welcoming historical community. Walk to the ferry and all the action of Circuit Ave and also escape to the beaches within walking distance.

Amenities at Oak Bluffs Harbor Gem

Non-smoking

Pets allowed

Family friendly

Map of Oak Bluffs, MA

city location on map

Nearby attractions

Heritage Museums & Gardens

New Bedford Whaling Museum

New Bedford Whaling National Historical Park

$$$$

FAQs

Is parking included with this cottage?

Parking is not specified as an available amenity at Oak Bluffs Harbor Gem. For more information, we encourage you to contact the property about where to park.

Is there a pool at this cottage?

We didn’t find pool listed as an amenity for this cottage. It may be worth double checking if a pool is important for your stay.

Is Oak Bluffs Harbor Gem pet friendly?

Yes! This cottage is pet-friendly. For more information, we recommend contacting the booking provider about animal policies.

What amenities are available at Oak Bluffs Harbor Gem?

We found 3 amenities for this rental. This includes non-smoking, pets allowed, and family friendly.

Explore similar stays in Oak Bluffs

Explore all stays

9.4 / 10

Outstanding(42 Ratings)

OB Watrfront 4+ BR. Quiet/Walk to Town. Beachy, classic, great ocean/pond views.

8 guests · 4 bedrooms · 2 baths

Looking for the perfect place to call home during your trip to Oak Bluffs? This House offers a comfort and style with top-notch amenities, including Pets allowed, Family friendly and Non-smoking, and more.

8 / 10

Excellent(1 Rating)

Classic Vineyard Ocean, Harbor, Lake & Parkview Cottage w/AC

10 guests · 7 bedrooms · 2 baths

Looking for a memorable stay in Oak Bluffs? Our House might just be what you're looking for. Enjoy amenities including Pets allowed, Family friendly and Non-smoking, and more during your stay.

Bird Street Breeze

12 guests · 5 bedrooms · 4 baths

WiFi/Internet · Air conditioning · Beach access

Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Oak Bluffs, at $1,746 per night for your next great vacation.

You can save with One Key

10 / 10

Outstanding(2 Ratings)

Waterview Farm Contemporary Island Home Walk to Beach and Farm Neck Golf Club

12 guests · 6 bedrooms · 4 baths

The best choice in Oak Bluffs for House, for $1,500 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

You can save with One Key

9.8 / 10

Outstanding(8 Ratings)

Martha’s Vineyard 7 Bedroom Vintage Home! 15 min walk to beaches and Oak Bluffs!

16 guests · 7 bedrooms · 2 baths

Nestled in Oak Bluffs, this House is perfect for your next vacation. Enjoy Martha’s Vineyard 7 Bedroom Vintage Home! 15 min walk to beaches and Oak Bluffs!'s top-rated amenities, including Pets allowed, Family friendly and Non-smoking, and more.

8 / 10

Excellent(1 Rating)

Classic Vineyard Ocean, Harbor, Lake & Parkview Cottage w/AC

10 guests · 7 bedrooms · 2 baths

Looking for a memorable stay in Oak Bluffs? Our House might just be what you're looking for. Enjoy amenities including Pets allowed, Family friendly and Non-smoking, and more during your stay.

10 / 10

Outstanding(4 Ratings)

Peaceful East Chop Vineyard 6-BR 4-full BA home, AC, large yard, In-law apt.

10 guests · 6 bedrooms · 4 baths

House in Oak Bluffs, for $1,522 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

10 / 10

Outstanding(70 Ratings)

Downtown Captain's Mansion- The Dexter- Family, event, and pet friendly

18 guests · 9 bedrooms · 6 baths

Discover the beauty of Oak Bluffs with a stay at Downtown Captain's Mansion- The Dexter- Family, event, and pet friendly, a top rated House with amenities such as Pets allowed, Family friendly and Non-smoking, and more.

10 / 10

Outstanding

Historic, dog-friendly beach view house with fast WiFi, ocean view, & grill

11 guests · 6 bedrooms · 4 baths

Looking for a House in Oak Bluffs, this House for $1,735 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.

You can save with One Key

8 / 10

Excellent(17 Ratings)

Historic, dog-friendly beach view house with fast WiFi, ocean view, & grill

11 guests · 6 bedrooms · 4 baths

Soak up the beauty of Oak Bluffs in our House, Historic, dog-friendly beach view house with fast WiFi, ocean view, & grill. With a range of amenities such as Pets allowed, Family friendly and Non-smoking, you'll feel right at home.

10 / 10

Outstanding(70 Ratings)

Downtown Captain's Mansion- The Dexter- Family, event, and pet friendly

18 guests · 9 bedrooms · 6 baths

This attractive House in Oak Bluffs, $1,879 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

New to Vogo

Main Street - Walk to Downtown Vineyard Haven!

12 guests · 6 bedrooms · 5 baths

Indulge in a peaceful retreat at Main Street - Walk to Downtown Vineyard Haven!, our elegant House in Oak Bluffs. Enjoy amenities including Pets allowed, Family friendly and Non-smoking, and more.

10 / 10

Outstanding(2 Ratings)

Charming 4-bedroom family home with WiFi and AC in Vineyard Haven.

8 guests · 4 bedrooms · 3 baths

This attractive House in Oak Bluffs, $1,442 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

10 / 10

Outstanding(2 Ratings)

Charming 4-bedroom family home with WiFi and AC in Vineyard Haven.

8 guests · 4 bedrooms · 3 baths

This inviting House in Oak Bluffs can fit your needs for many types of vacations, at $1,442 per night.

9.7 / 10

Outstanding(16 Ratings)

Oceanfront Home - Walk to Everything

9 guests · 4 bedrooms · 2 baths

Looking to create some memories in Oak Bluffs? Look no further than our House, Oceanfront Home - Walk to Everything. Enjoy top-rated amenities including No pets allowed and Non-smoking, and more.

You can save with One Key

10 / 10

Outstanding(4 Ratings)

Welcome to The “SUMMER WIND” House! 5-Minutes to the Beach!

10 guests · 5 bedrooms · 3 baths

Soak up the beauty of Oak Bluffs in our House, Welcome to The “SUMMER WIND” House! 5-Minutes to the Beach!. With a range of amenities such as No pets allowed, Family friendly and Non-smoking, you'll feel right at home.

You can save with One Key

10 / 10

Outstanding(18 Ratings)

Original Pratt House built in 1866 with Ocean View of the Inkwell beach.

10 guests · 5 bedrooms · 2 baths

Business stays, family stays, couples stay, getaway vacation, and rental in Oak Bluffs at Original Pratt House built in 1866 with Ocean View of the Inkwell beach. for $1,449 for your next trip.

Heated pool & hot tub with pond views in Farm Neck

15 guests · 5 bedrooms · 4 baths

Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Oak Bluffs, at $1,475 per night for your next great vacation.

You can save with One Key

10 / 10

Outstanding(3 Ratings)

9 Bedroom Home in Oak Bluffs with Ocean Views & A/C

18 guests · 9 bedrooms · 6 baths

This House in Oak Bluffs, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!

10 / 10

Outstanding(18 Ratings)

Original Pratt House built in 1866 with Ocean View of the Inkwell beach.

10 guests · 5 bedrooms · 2 baths

When traveling to Oak Bluffs, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $1,449 per night.

You can save with One Key

10 / 10

Outstanding(36 Ratings)

The Island Collection MV: Enjoy This 1850s Victorian Home With Ocean Views!

14 guests · 7 bedrooms · 4 baths

The best choice in Oak Bluffs for House, for $2,025 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

You can save with One Key

6BR Colonial Steps from the Beach & Circuit Ave

12 guests · 6 bedrooms · 3 baths

Business stays, family stays, couples stay, getaway vacation, and rental in Oak Bluffs at 6BR Colonial Steps from the Beach & Circuit Ave for $1,910 for your next trip.

10 / 10

Outstanding(2 Ratings)

Luxurious Sengekontacket Contemporary With Water Views

8 guests · 4 bedrooms · 4 baths

Experience vacation in Oak Bluffs with our House, Luxurious Sengekontacket Contemporary With Water Views. Enjoy amenities such as ;, and more.

10 / 10

Outstanding(14 Ratings)

Gingerbread cottage with stunning Oak Bluffs Harbor View

8 guests · 4 bedrooms · 2 baths

Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Oak Bluffs, at $1,490 per night for your next great vacation.

Oak Bluffs Renovated Retreat With Pool, Tennis, and Sengekontacket Pond Access!

8 guests · 3 bedrooms · 2 baths

Experience vacation in Oak Bluffs with our House, Oak Bluffs Renovated Retreat With Pool, Tennis, and Sengekontacket Pond Access!. Enjoy amenities such as No pets allowed, Family friendly and Non-smoking, and more.

10 / 10

Outstanding(5 Ratings)

Spacious home in central location with beautiful patio, pool table, W/D, & AC

12 guests · 5 bedrooms · 4 baths

Indulge in a peaceful retreat at Spacious home in central location with beautiful patio, pool table, W/D, & AC, our elegant House in Oak Bluffs. Enjoy amenities including No pets allowed, Family friendly and Non-smoking, and more.

You can save with One Key

10 / 10

Outstanding(8 Ratings)

Spacious 5-bedroom house with AC and WiFi in brilliant Oak Bluffs

10 guests · 5 bedrooms · 4 baths

Soak up the beauty of Oak Bluffs in our House, Spacious 5-bedroom house with AC and WiFi in brilliant Oak Bluffs. With a range of amenities such as No pets allowed, Family friendly and Non-smoking, you'll feel right at home.

10 / 10

Outstanding(5 Ratings)

Spacious home in central location with beautiful patio, pool table, W/D, & AC

12 guests · 5 bedrooms · 3 baths

This inviting House in Oak Bluffs can fit your needs for many types of vacations, at $1,549 per night.

10 / 10

Outstanding(5 Ratings)

Spacious home in central location with beautiful patio, pool table, W/D, & AC

12 guests · 5 bedrooms · 4 baths

Looking to create some memories in Oak Bluffs? Look no further than our House, Spacious home in central location with beautiful patio, pool table, W/D, & AC. Enjoy top-rated amenities including No pets allowed, Family friendly and Non-smoking, and more.

9.8 / 10

Outstanding(21 Ratings)

Charming 6 Bedroom Cottage in East Chop with Water Views! Walk to Beach & Town!

12 guests · 6 bedrooms · 3 baths

This attractive House in Oak Bluffs, $1,563 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)