Search Guest Houses in Oak Bluffs

Most accommodation are fully refundable. Because flexibility matters.

Save an average of 15% on thousands of hotels with Expedia Rewards

Search over 2.9 million properties and 550 airlines worldwide

Featured Guest Houses in Oak Bluffs

Exterior
The Lightkeepers Inn
3.0 star property
9.6 out of 10, Exceptional, (151)
"None"
The price is NZ$472
per night
28 May - 29 May
The Lightkeepers Inn
Exterior
Sea Breeze Inn
2.5 star property
8.0 out of 10, Very good, (131)
"I find it very clean and comfortable in a cozy sort of way. Small, older place with older furnishing's, within walking distance to beach. Very quiet this time of year, just the way I like it. The woman that lives on premises is very kind and accommodating and the owner is as well, even if I only commented with him via phone and tex. The place is undergoing renovations, so by summer it will be even better than better."
The price is NZ$171
per night
15 May - 16 May
Sea Breeze Inn
Property grounds
,Artist Guest House on beautiful estate open concept King Sized Bunk Beds
10.0 out of 10, Exceptional, (2)
"Cozy and peaceful place to stay for my sister and me. Had everything we needed. Close to bus routes. Would definitely go back!"
,Artist Guest House on beautiful estate open concept King Sized Bunk Beds
Save an average of 15% on thousands of hotels when you're signed in
1 bedroom, desk, iron/ironing board, travel cot
Spacious Guest House, Falmouth Village
The price is NZ$434
per night
9 Jun - 10 Jun
Spacious Guest House, Falmouth Village
Exterior
Mid Island Family retreat
10.0 out of 10, Exceptional, (1)
"Kathie is an amazing host. They’ve thought of everything to make our stay comfortable. The space was perfect for a mother daughter vacation with room for hosting. The outdoor spaces on their property are a really nice bonus. Plus we loved being mid island to reach up island and downtown VH and OB."
Mid Island Family retreat
Front of property
Woods Hole Passage Inn
3.0 star property
9.6 out of 10, Exceptional, (55)
"When you pull in the driveway off of the busy road, you immediately feel at peace with the surroundings. There is ample parking and a yard that reflects great care and the natural beauty of the Cape. The room was so clean and comfortable. I love soft sheets and they were luxurious. Liza, the owner was very welcoming and knowledgeable about the area. The place was also affordable and about a 7 minute ride to the Martha’s Vineyard ferry. We stayed for 2 nights and I would certainly stay there...
Woods Hole Passage Inn
Deluxe Room, 2 Bedrooms
The Oak Bluffs Inn
3.0 star property
9.6 out of 10, Exceptional, (11)
"Such a beautiful, unique spot. Great location, I'll definitely be back."
The Oak Bluffs Inn
Front of property
Madison Inn
2.5 star property
9.6 out of 10, Exceptional, (76)
"Great location! Very clean rooms and friendly staff."
Madison Inn
Don't see what you're looking for?
See all available properties in Oak Bluffs
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
Interior
Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.
9.6 out of 10, Exceptional, (70)
"The apartment was spotless! Open and airy. The host left excellent instructions, and a phone number if needed. We did and he responded immediately and problem resolved. I have only one suggestion. You need more than one mirror It’s located in the bathroom. Need another either in hall or bedroom I would recommend this apartment to anyone"
The price is NZ$1,156
per night
15 May - 16 May
Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.
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
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.