Best Resorts in Oak Bluffs

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Compare 6 Resorts in Oak Bluffs with updated reviews, rates, and availability.

Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers
Cape Cod Irish Village
3.5 star property
6.2 out of 10, (1000)
" The short time I had to stay with you folks was FANTASTIC. We only got to use the room for two nights. I wish I could have stayed longer but I had other engagements to get to. Great place to host our Competition for the Barbershop Harmony Society. Thank you. Robert Jordan."
Cape Cod Irish Village
Indoor pool, outdoor pool
Deluxe suite at the oceanfront Surfside Resort
Deluxe suite at the oceanfront Surfside Resort
Pool | Outdoor pool, a heated pool
Captain's Quarters Resort Oceanfront suite, beautiful ocean view, swimming pool
10.0 out of 10, Exceptional, (1)
"The Inn was beautiful and very accommodating. The staff was great and the location perfect."
Captain's Quarters Resort Oceanfront suite, beautiful ocean view, swimming pool
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Beach
Studio Villa directly across from beach. Sleeps 4
Studio Villa directly across from beach. Sleeps 4
Exterior
Martha’s Vineyard Waterfront 1 Bedroom King Bed - Available October 9-16
Martha’s Vineyard Waterfront 1 Bedroom King Bed - Available October 9-16
Outdoor dining
Coastal Family Haven: Spacious Retreat Near Old Silver Beach
Coastal Family Haven: Spacious Retreat Near Old Silver Beach
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other property types in Oak Bluffs

Fridge, microwave, oven, stovetop
Cute & cozy cottage with a patio & gas grill in the heart of Martha's Vineyard
8.2 out of 10, Very Good, (24)
"Upon entering the property, everything was very clean and welcoming. The rooms were spacious and comfortable. It felt like home. We would definitely book this property again."
Cute & cozy cottage with a patio & gas grill in the heart of Martha's Vineyard
Iron/ironing board, WiFi, bed sheets
Romantic seaside getaway with pool & tennis courts - dog-friendly
9.8 out of 10, Exceptional, (36)
"Great location, lots of amenities - pool, fire pits, tennis courts, nearby restaurant. Communication for checking was excellent."
Romantic seaside getaway with pool & tennis courts - dog-friendly
Property grounds
Luxury home with private pool & foosball - near 3 towns & many beaches
8.6 out of 10, Excellent, (30)
"I recently stayed in this lovely OB home with my family. It was me and 9 other people, and there was plenty of room for everyone. The photos are accurate. The pool was clean and heated. The house is located in a private, wooded area but conveniently located to OB, Edgartown, the airport and beaches. The interior/furniture were so cozy. The house came equipped with enough plates, dishes, pots, pans, utensil, towels, etc. It would be helpful if the house came with a book of instructions, so we'd...
Luxury home with private pool & foosball - near 3 towns & many beaches
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Oak Bluffs Resorts information

Number of reviews
1,000
Accommodation
6 Resorts
Lowest Price
Highest Price

Frequently asked questions

What is Oak Bluffs like for a resort vacation?
You deserve to get away, and a resort is just the place to indulge in all the amenities and services you need for a relaxing stay in Oak Bluffs. One of the comfortable resorts in the surrounding area could be just what you’re looking for, whether you’re hoping for great restaurants on site, a state-of-the-art fitness center, or fun activities to try.
What's a favorite resort in Oak Bluffs?
Our top-rated resorts around Oak Bluffs: Cape Cod Irish Village - Family-friendly resort right by Cape Cod Melody Tent. 19.1 mi (30.7 km) from Oak Bluffs. Features 2 restaurants, a golf course, and a seasonal outdoor pool. Deluxe suite at the oceanfront Surfside Resort - Beach resort, 5-minute walk from Cape Cod Beaches. 6.4 mi (10.3 km) from Oak Bluffs. Has a garden, concierge services, and an indoor pool. Captain’s Quarters Resort Oceanfront suite, beautiful ocean view, swimming pool - Beach resort, 5-minute walk from Cape Cod Beaches. 6.6 mi (10.6 km) from Oak Bluffs. Enjoy the garden, concierge services, and outdoor pool. Martha’s Vineyard Waterfront 1 Bedroom King Bed - Available October 9-16 - 5.2 mi (8.3 km) from Oak Bluffs. Amenities include an outdoor pool.
What can I do in Oak Bluffs?
Travelers enjoy exploring the beaches, and have good things to say about the shopping and other activities. Monuments like Trinity Park Tabernacle and Flying Horses Carousel are places to learn more about the local history, or you can head to Oak Bluffs Town Beach and Inkwell Beach for some time by the water. Additional attractions in the area include Circuit Avenue and Oak Bluffs Harbor.
What's the weather like in Oak Bluffs?
The hottest months are usually August and July with an average temp of 68°F, while the coldest months are February and January with an average of 38°F. Average annual precipitation for Oak Bluffs is 47 inches.
What's the best way to get to and around Oak Bluffs?
Fly into Vineyard Haven, MA (MVY-Martha’s Vineyard), which is located 5.2 mi (8.3 km) from the heart of the city. Otherwise, you can search for flights to Hyannis, MA (HYA-Barnstable Municipal), which is 20.5 mi (32.9 km) away. If you’d like to explore around the area, consider renting a car to take in more sights.

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