Search Guest Houses in Oak Bluffs

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Compare 8 Guest Houses in Oak Bluffs with updated reviews, rates, and availability.

Sea Breeze Inn

2.5 star property
8.0 out of 10, Very Good, (148)
"This was just what we needed, no frills clean Bed and Shower, Walk to beach !"
The price is AED 279
AED 319 total
includes taxes & fees
24 Feb - 25 Feb
Sea Breeze Inn

The Lightkeepers Inn

3.0 star property
9.6 out of 10, Exceptional, (174)
"A lovely spot near the downtown, shopping, restaurants and the wharf. It had everything we needed."
The Lightkeepers Inn

Woods Hole Passage Inn

3.0 star property
9.6 out of 10, Exceptional, (59)
"The property was wonderful and the host was excellent. I had lots of questions during our stay as it was our first time in Falmouth, and the host made sure we had answers to everything we needed. They even had a binder full of local recommendations in the room when we checked in! "
Woods Hole Passage Inn

,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

Charming guest house set on horse farm, walk to downtown Edgartown

10.0 out of 10, Exceptional, (16)
"We enjoyed our stay at the guest house. The location is lovely on a quiet horse farm with easy access to the nearby bike path and road into town. The guest house is attached to the main house but with a private and respectful feel. The house is well stocked and the kitchen is top grade. The bedrooms upstairs are small but comfortable. Would return. "
Charming guest house set on horse farm, walk to downtown Edgartown

Spacious Guest House in Falmouth Village

9.0 out of 10, Wonderful, (4)
"Great location Nice and clean Great people to work with"
Spacious Guest House in Falmouth Village

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

Madison Inn

2.5 star property
9.8 out of 10, Exceptional, (76)
"Great location! Very clean rooms and friendly staff."
Madison Inn
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.
Don't see what you're looking for?
See all available properties in Oak Bluffs
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Oak Bluffs

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

10.0 out of 10, Exceptional, (34)
"This is the second year in a row that we have stayed in this home. We just love it so much. It has everything you need which makes packing much easier. Owners are great. We hope to stay again."
Charming, cozy spacious home within 1 mile walking distance to Oak Bluffs

Cozy getaway in a central location w/ a full kitchen & furnished deck

6.8 out of 10, (22)
"You can see by the photos that the home is outdated. However, this home shouldn't even be rented. I rent homes on VBRO all the time and this is my first bad experience. The doors didn't shut, including the two bathrooms. The larger bathroom we tried to avoid. The toliet moved, you could rock back and forth on it if you wanted too. They put a chain lock on the back of the door to hold it shut. A screw in the light switch, to make the switch work. The door in the smaller bathroom didn't shut...
Cozy getaway in a central location w/ a full kitchen & furnished deck

Make Lasting Memories In This Adorable Vineyard Cottage!

9.8 out of 10, Exceptional, (140)
"This place is exactly as described and pictured on the website. Cute, clean, quiet cul de sac. All appliances in working order. Lori, the property manager was communicative, promptly and happily addressing all questions. I would definitely go back. :)"
Make Lasting Memories In This Adorable Vineyard Cottage!
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.