Monthly Rentals in Oak Bluffs

Discover long-term rentals that feel like home for stays of a month or longer.

Nearby monthly rentals

Guest favorite
Apartment in Oak Bluffs
4.89 out of 5 average rating, 264 reviews

In-Town Retreat: Deck, Walk to beach, a Gem!

ColleenRating, 5 stars3 weeks ago
I arrived at Sharon's place for a quick winter getaway and found the second-floor apartment well-appointed and sunny with lots of windows and a cute balcony. Everything you need is there -- from the shipshape kitchen with artisan tableware, the most comfortable bed surrounded by an excellent selection of novels and books about Martha's Vineyard and beyond, to the living area complete with an ottoman to put your feet up and watch streaming TV. I loved being able to walk to the grocery store and get takeout from Offshore Ale House -- MV in the wintertime has its own magical vibe as I discovered while walking through the quiet summer camp cottages and beach nearby. There are enough restaurants and even a great manicure place, Hollywood Nails, all open to make this the perfect weekend of pampering, and communication from the hosts was spot-on. I hope to be back for another round of relaxation!
Guest favorite
Home in Oak Bluffs
4.92 out of 5 average rating, 166 reviews

impeccable cottage STEPS to downtown OB & beach!

RhondaRating, 5 stars5 months ago
Great stay! Relaxing and very walkable. Host let us check in early which was nice. We came in off season and it was freezing. The heaters throughout the cottage were much appreciated. Super cozy space that we would definitely stay in again:)
Guest favorite
Guest suite in Oak Bluffs
4.95 out of 5 average rating, 351 reviews

Lovely 2 BR Oak Bluffs Apartment

LeaAnneRating, 5 stars1 month ago
We loved this spot. Very clean and decorated beautifully with everything we needed. Jasmine was very responsive and friendly. Will definitely return!
Top guest favorite
Cottage in Tisbury
4.98 out of 5 average rating, 336 reviews

Martha's Vineyard Getaway Cottage

MitchellRating, 5 stars1 month ago
We had an amazing stay. Winter on the island is so different but still a magical place. We made a fire and just hung out while it snowed and had a fabulous Valentine’s Day. Marilyn is an awesome host - responsive, clear, and caring. One of the best stays we’ve had.

Amenities and perks for longer stays

Furnished rentals

Fully furnished rentals include a kitchen and the amenities you need to live comfortably for a month or longer. It’s the perfect alternative to a sublet.

Flexibility you need

Choose your exact move-in and move-out dates and easily book online, without any additional commitment or paperwork.*

Simple monthly prices

Special rates for long-term vacation rentals and a single monthly payment without additional charges.*

Book with confidence

Reviewed by our trusted community of guests and 24/7 support during your extended stay.

Work-friendly spaces for digital nomads

Traveling professional? Find a long-term stay with high-speed wifi and dedicated working spaces.

Looking for corporate housing?

Airbnb has fully furnished apartment homes ideal for staffing, corporate housing, and relocation needs.

Stay near Oak Bluffs's top sights

Inkwell Beach31 locals recommend
Flying Horses Carousel82 locals recommend
ArtCliff Diner58 locals recommend
Lookout Tavern52 locals recommend
The Black Dog Tavern52 locals recommend
Linda Jean's Restaurant48 locals recommend

Destinations to explore

*Some exclusions may apply in certain geographies and for some properties.