Island Dream

in Vineyard Haven

10 guests · 6 bedrooms · 3 baths

Free WiFi/internet · Beach access

Looking for a memorable stay in Oak Bluffs? Our House might just be what you're looking for. Enjoy amenities including Free Parking, Non-smoking and WiFi/Internet, and more during your stay.

9.9 / 10

Outstanding(32 Ratings)

Oak Bluffs Gingerbread Cottage near Downtown, Beach, Ferry and Ocean Park!

8 guests · 5 bedrooms · 1 bath

Indulge in a peaceful retreat at Oak Bluffs Gingerbread Cottage near Downtown, Beach, Ferry and Ocean Park!, our elegant Cottage in Oak Bluffs. Enjoy amenities including No pets allowed, Family friendly and Non-smoking, and more.

You can save with One Key

9.6 / 10

Outstanding(11 Ratings)

Historical house with wraparound porch, modern updates, enclosed yard, & W/D

12 guests · 6 bedrooms · 3 baths

Nestled in Oak Bluffs, this House is perfect for your next vacation. Enjoy Historical house with wraparound porch, modern updates, enclosed yard, & W/D's top-rated amenities, including No pets allowed, Family friendly and Non-smoking, and more.

10 / 10

Outstanding(1 Rating)

Steps to Inkwell Beach: Victorian Home!

in Vineyard Haven

10 guests · 6 bedrooms · 2 baths

House in Oak Bluffs, for $800 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

10 / 10

Outstanding(14 Ratings)

Spacious Victorian, 5 minute walk to beach, town, and ferry in Oak Bluffs

13 guests · 5 bedrooms · 4 baths

The best choice in Oak Bluffs for House, for $855 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

10 / 10

Outstanding(5 Ratings)

6 Beds! Walk to Beach, Ferry, Ocean Park and OB!

12 guests · 6 bedrooms · 2 baths

Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Oak Bluffs, at $840 per night for your next great vacation.

You can save with One Key

9.5 / 10

Outstanding(27 Ratings)

Within Walking Distance to Town, Beach & Parks, Enclosed yard with a new deck,

12 guests · 5 bedrooms · 3 baths

Soak up the beauty of Oak Bluffs in our House, Within Walking Distance to Town, Beach & Parks, Enclosed yard with a new deck,. With a range of amenities such as No pets allowed, Family friendly and Non-smoking, you'll feel right at home.

9.6 / 10

Outstanding(11 Ratings)

Historical house with wraparound porch, modern updates, enclosed yard, & W/D

12 guests · 6 bedrooms · 3 baths

Are you ready to indulge in a relaxing getaway? Our House in Oak Bluffs has everything you need for a rejuvenating stay. Treat yourself to Historical house with wraparound porch, modern updates, enclosed yard, & W/D's exceptional amenities, such as No pets allowed, Family friendly and Non-smoking.

10 / 10

Outstanding(1 Rating)

Steps to Inkwell Beach: Victorian Home!

in Vineyard Haven

10 guests · 6 bedrooms · 2 baths

Discover the beauty of Oak Bluffs with a stay at Steps to Inkwell Beach: Victorian Home!, a top rated House with amenities such as No pets allowed, Family friendly and Non-smoking, and more.

You can save with One Key

9.6 / 10

Outstanding(30 Ratings)

Beach, Town, Tennis, Pickleball - Central AC

15 guests · 6 bedrooms · 2 baths

The best choice in Oak Bluffs for House, for $881 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

8.6 / 10

Excellent(7 Ratings)

Spacious colonial home close to town with AC, porches, & W/D

8 guests · 4 bedrooms · 2 baths

This inviting House in Oak Bluffs can fit your needs for many types of vacations, at $847 per night.

9.7 / 10

Outstanding(30 Ratings)

Charming Gingerbread Cottage in Historic Campgrounds in Oak Bluffs Sleeps Nine

9 guests · 5 bedrooms · 2 baths

This attractive House in Oak Bluffs, $674 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

8.6 / 10

Excellent(7 Ratings)

Spacious colonial home close to town with AC, porches, & W/D

8 guests · 4 bedrooms · 2 baths

Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Oak Bluffs, at $847 per night for your next great vacation.

9.8 / 10

Outstanding(50 Ratings)

Charming, cozy spacious home within 1 mile walking distance to Oak Bluffs

10 guests · 5 bedrooms · 2 baths

Enjoy the best of Oak Bluffs in our House, Charming, cozy spacious home within 1 mile walking distance to Oak Bluffs. A stunning property with amenities including Pets allowed, Family friendly and Non-smoking, and more.

8 / 10

Excellent(1 Rating)

Inviting, two-story home with a large yard, sunroom, balcony

8 guests · 3 bedrooms · 2 baths

This attractive House in Oak Bluffs, $727 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

10 / 10

Outstanding(50 Ratings)

Charming, cozy spacious home within 1 mile walking distance to Oak Bluffs

10 guests · 5 bedrooms · 2 baths

The best choice in Oak Bluffs for House, for $595 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

8.8 / 10

Excellent(31 Ratings)

Oak Bluffs Cottage - A Short Walk to the Beach!

8 guests · 3 bedrooms · 2 baths

Experience the best of Oak Bluffs with this Cottage available for $672. This property is equipped with amenities including No pets allowed, Family friendly and Non-smoking, and more.

8 / 10

Excellent(1 Rating)

Inviting, two-story home with a large yard, sunroom, balcony

8 guests · 3 bedrooms · 2 baths

The best choice in Oak Bluffs for House, for $727 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

9 / 10

Outstanding(2 Ratings)

Family Home Near Arts District & Inkwell Beach

8 guests · 4 bedrooms · 1 bath

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.

9.9 / 10

Outstanding(62 Ratings)

Historic Home in East Chop

8 guests · 4 bedrooms · 2 baths

Experience vacation in Oak Bluffs with our House, Historic Home in East Chop. Enjoy amenities such as No pets allowed, Family friendly and Non-smoking, and more.

9 / 10

Outstanding(2 Ratings)

Family Home Near Arts District & Inkwell Beach

8 guests · 4 bedrooms · 1 bath

Soak up the beauty of Oak Bluffs in our House, Family Home Near Arts District & Inkwell Beach. With a range of amenities such as Pets allowed, Family friendly and Non-smoking, you'll feel right at home.

You can save with One Key

10 / 10

Outstanding(42 Ratings)

Perfect Home For A Family Vacation With All The Amenities

13 guests · 4 bedrooms · 4 baths

The best choice in Oak Bluffs for House, for $682 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

You can save with One Key

10 / 10

Outstanding(8 Ratings)

Oak Bluffs Retreat! Spacious Vineyard Home Near Beaches & Downtown

10 guests · 3 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 $860 per night.

9.6 / 10

Outstanding(16 Ratings)

Wonderful three-story home with lovely decks, firepit, fast WiFi & washer/dryer

10 guests · 4 bedrooms · 2 baths

Indulge in a peaceful retreat at Wonderful three-story home with lovely decks, firepit, fast WiFi & washer/dryer, our elegant House in Oak Bluffs. Enjoy amenities including Pets allowed, Family friendly and Non-smoking, and more.

You can save with One Key

9.8 / 10

Outstanding(117 Ratings)

Your "Vineyard Dream" Vacation - OAK BLUFFS -Sunny Open Floor Plan Close to Town

8 guests · 4 bedrooms · 2 baths

Discover the beauty of Oak Bluffs with a stay at Your "Vineyard Dream" Vacation - OAK BLUFFS -Sunny Open Floor Plan Close to Town, a top rated House with amenities such as No pets allowed, Family friendly and Non-smoking, and more.

9.6 / 10

Outstanding(16 Ratings)

Wonderful three-story home with lovely decks, firepit, fast WiFi & washer/dryer

10 guests · 4 bedrooms · 2 baths

Are you ready to indulge in a relaxing getaway? Our House in Oak Bluffs has everything you need for a rejuvenating stay. Treat yourself to Wonderful three-story home with lovely decks, firepit, fast WiFi & washer/dryer's exceptional amenities, such as Pets allowed, Family friendly and Non-smoking.

New Construction with Patio & Yard - Downtown & Beaches

10 guests · 4 bedrooms · 3 baths

This House for $605 in Oak Bluffs, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)

New to Vogo

East Chop Oasis 3 Bedrooms, AC close to downtown OAK BLUFFS

8 guests · 3 bedrooms · 2 baths

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

You can save with One Key

New Construction with Patio & Yard - Downtown & Beaches

10 guests · 4 bedrooms · 3 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 $605 per night.

Steps to Inkwell Beach: Victorian Home!

10 guests · 6 bedrooms · 2 baths

Indulge in a peaceful retreat at Steps to Inkwell Beach: Victorian Home!, our elegant Cottage in Oak Bluffs. Enjoy amenities including Non-smoking, No pets allowed and Family friendly, and more.