Find Extended Stay Hotels in Oak Bluffs, MA

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Top Oak Bluffs Extended Stay Hotels | Reserve now, pay later

TV, fireplace, books
A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!

A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!

Oak Bluffs
9.4 out of 10, Exceptional, (3)
"This house was perfect for our getaway. Rebecca, the host, was extremely responsive and helpful during our trip. The house was as advertised. It was clean, well equipped, and the location was perfect as well "
United States
Louis R.
$800 nightly
The price is $894
Dec 10 - Dec 11
Total with taxes and fees
A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!
Smart TV
Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View

Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View

Oak Bluffs
9.4 out of 10, Exceptional, (88)
"Very happy. Thank you for the stay."
United States
Gillian S.
$446 nightly
The price is $498
Dec 10 - Dec 11
Total with taxes and fees
Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View
Interior
MOST CHIC SPOT! Your Martha's Vineyard Getaway!

MOST CHIC SPOT! Your Martha's Vineyard Getaway!

Oak Bluffs
10.0 out of 10, Exceptional, (7)
"Our kids and their friends had so much fun in the beautifully finished basement. Easy access to beach and ferry, would love to go back every year, the host was wonderful."
United States
Swathanthra M.
$1,053 nightly
The price is $1,176
Dec 10 - Dec 11
Total with taxes and fees
MOST CHIC SPOT! Your Martha's Vineyard Getaway!
Interior
Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.

Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.

Oak Bluffs
9.4 out of 10, Exceptional, (91)
"Great place to stay in Oak Bluffs"
United States
Stephen S.
$446 nightly
The price is $498
Dec 10 - Dec 11
Total with taxes and fees
Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.
Exterior
Falmouth Tides

Falmouth Tides

3.0 star property
Falmouth Heights
9.4 out of 10, Exceptional, (697)
"great location"
United States
roger
$149 nightly
The price is $167
Jan 1 - Jan 2, 2026
Total with taxes and fees
Falmouth Tides
Reception
AutoCamp Cape Cod

AutoCamp Cape Cod

4.0 star property
Falmouth
9.4 out of 10, Exceptional, (300)
"Overall we enjoyed our stay.. "
United States
Mardia
$219 nightly
The price is $251
Dec 30 - Dec 31
Total with taxes and fees
AutoCamp Cape Cod
Courtyard
Vineyard Harbor Motel - Private Beach

Vineyard Harbor Motel - Private Beach

2.5 star property
Vineyard Haven
9.0 out of 10, Wonderful, (609)
"Great view and super helpful staff, great place to stay on the island."
United States
Robert
$157 nightly
The price is $175
Dec 15 - Dec 16
Total with taxes and fees
Vineyard Harbor Motel - Private Beach
Private beach nearby, beach bar
The Club at New Seabury

The Club at New Seabury

3.5 star property
New Seabury
9.0 out of 10, Wonderful, (339)
"Very relaxing, loved the different clubs available; beach, pool, tennis, playground for the little ones, bars and food. Some shops were closed due to being off season, but still enjoyed our stay. Looking forward to booking again "
United States
Jose O.
$136 nightly
The price is $156
Dec 28 - Dec 29
Total with taxes and fees
The Club at New Seabury
Beach nearby
Cozy Spacious Home Walk to the Beach & 1 Mile to Downtown Hyannis

Cozy Spacious Home Walk to the Beach & 1 Mile to Downtown Hyannis

Barnstable
8.6 out of 10, Excellent, (8)
"This was an amazing property and our host was awesome and checked in to make sure everything was going well. Would definitely stay here again! Thank you! "
United States
Kim
$470 nightly
The price is $521
Dec 16 - Dec 17
Total with taxes and fees
Cozy Spacious Home Walk to the Beach & 1 Mile to Downtown Hyannis
Exterior
The SandDollar Suite - Private Deck with Gorgeous Views of Onset Beach

The SandDollar Suite - Private Deck with Gorgeous Views of Onset Beach

Onset
9.4 out of 10, Exceptional, (9)
"Great location"
United States
Robert C.
$376 nightly
The price is $420
Dec 10 - Dec 11
Total with taxes and fees
The SandDollar Suite - Private Deck with Gorgeous Views of Onset Beach
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.
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Find out more about Oak Bluffs

Discover top Oak Bluffs attractions

Oak Bluffs, Massachusetts, offers a delightful mix of coastal charm and family-friendly activities that will captivate adventurous travelers. Start your exploration at the iconic Flying Horses Carousel, the oldest operating carousel in the United States, where kids and adults alike can enjoy a ride on beautifully crafted wooden horses. Nature enthusiasts will love a visit to the serene Oak Bluffs Harbor, perfect for a leisurely stroll or a boat tour to explore the stunning coastline and nearby islands. For a taste of local culture, don’t miss the colorful Gingerbread Cottages, a historic district filled with whimsical Victorian-style homes that provide a picturesque backdrop for family photos. If you're looking to unwind, head to Inkwell Beach, known for its soft sands and gentle waves, making it an ideal spot for families to relax and play together. After a day of adventure, consider staying in the heart of Oak Bluffs, where you can find charming boutique hotels and inviting inns that emphasize attentive service and comfort, ensuring that your family's needs are met with care. Enjoy the convenience of having restaurants, shops, and attractions right at your doorstep, making your vacation both exciting and straightforward.

Find the best extended stay hotels in Oak Bluffs

For travelers heading to Oak Bluffs, Massachusetts, who appreciate the convenience of kitchen amenities, these hotels offer delightful options to make your stay feel like home.

MV Surfside Hotel

  • Why it's great for an extended stay: MV Surfside Hotel is an excellent choice for travelers seeking a comfortable stay with essential kitchen amenities. With a solid review rating of 8.8, guests will appreciate the convenient kitchen facilities, including a microwave and necessary cookware, allowing them to prepare meals at their leisure. The hotel also offers beautiful ocean views, enhancing your stay with a scenic backdrop.
  • Other amenities: In addition to kitchen amenities, guests can enjoy a range of features including daily housekeeping, air conditioning, and easy access to a nearby beach. The hotel also provides beach towels and sun loungers for those looking to relax by the water. Self-parking is available, making it convenient for those traveling by car, and the location in the historic district adds to the charm of your visit.
  • Nearby attractions: Circuit Avenue - 0.01 miles, Flying Horses Carousel - 0.08 miles, Oak Bluffs Harbor - 0.1 miles

Expand your search

Most booked related extended stays in Oak Bluffs in 2026

Oak Bluffs apart-hotels
Apart-hotels for extended stays
Apart-hotels for extended stays
Oak Bluffs vacation homes with a kitchen
Vacation homes with a kitchen
Vacation homes with a kitchen

Frequently asked questions

What are the best long-term hotels in Oak Bluffs?
The best long-term hotels come with lots of conveniences that'll make you feel at home, just like at Classic Beach Home With Gas Fireplace. Shopping and a barbecue grill are among the conveniences you'll have access to at this getaway. An extended stay in Oak Bluffs is made even more comfortable here with a kitchen to prepare homemade meals. Also check out Dog - Friendly Condo With Pool. It comes with a swimming pool, a patio and cooking facilities.
What are the top pet-friendly extended stay hotels in Oak Bluffs?
Charming Home Away From Home Near Lagoon Pond W welcomes the whole family, including your best pal. This pet-friendly escape comes with pet-friendly services and on-site parking options and is a popular choice for an extended stay in Oak Bluffs. Pets and their owners will also feel right at home at Dog - Friendly Condo With Pool. This long-term stay offers pet-friendly services, a washing machine and more.
What are the best extended stay hotels in Oak Bluffs near Martha's Vineyard Hospital Development?
Choose Charming Artsy Apartment to be as close to Martha's Vineyard Hospital Development as you can. It's a comfortable walk away and offers internet services and a fridge. Martha's Vineyard Apt ~ 1 Mile To Inkwell Beach is another good pick for a long-term stay. It's also close at hand and has free internet services and internet services.
Are there any extended stay apartments in Oak Bluffs?
Sleep, eat and explore from Discover The Magic Of Martha's Vineyard New Build In 2020. Along with handy access to downtown, it features lots of amenities such as an oven and a patio. Alternatively, appreciate the local vibe from Dog - Friendly Condo With Pool. It offers a dryer, a washing machine and a location you can't beat. With more room to move and your own kitchen to save on eating out, an apartment is a great choice for your extended stay in Oak Bluffs.
What's the best extended stay hotel in downtown Oak Bluffs?
Take in the sights and sounds of Oak Bluffs from Dog - Friendly Condo With Pool. With amenities like a patio and a nearby coin laundry, you'll be living it up like a local while staying in the center of this cool destination. Want more options? Try Charming Studio With Wifi, Pool. Another extended stay hotel that'll put you in the downtown area, it offers a nearby coin laundry and a patio. When you're ready to sample some of the most popular attractions in town, Oak Bluffs Harbor and Inkwell Beach should be on your must-see list.
Can I find extended stay hotels with pools in Oak Bluffs?
Roll out of bed, make breakfast and then lounge around by the swimming pool. If this sounds like your ideal getaway, you'll have a blast at Dog - Friendly Condo With Pool. It features all the useful amenities needed for your extended stay in Oak Bluffs, from kitchen facilities and a pool to a nearby coin laundry and a swimming pool. Charming Studio With Wifi, Pool also promises tons of poolside rest and recreation. A swimming pool and a dryer are just two of the many reasons this retreat is a popular choice.If you plan to spend most of your vacation time relaxing in the water, travel to Oak Bluffs during summer when average temperatures range between 66 ºF and 69 ºF. Of course, anytime is a good time to check out this popular destination, which has a humid subtropical climate.
What are the top extended stay hotels with 2 bedrooms in Oak Bluffs?
One of our most popular long-term stays in Oak Bluffs is Superb Townhouse Close To Golf And The Beach. With two bedrooms and amenities like a kitchen, a dryer and a washing machine, it's an ideal choice for a family getaway or catch-up with friends. Stylish Townhouse 1/2 Mile From The Beach is also a great base for discovering Oak Bluffs. Make unforgettable memories together at this two-bedroom property, which includes a dryer, an oven and more.
Why book an extended stay hotel in Oak Bluffs through Expedia?
If you want to book a long-term rental for your extended stay in Oak Bluffs, Expedia can help. Simply filter your results by price, amenities and location to find your perfect long-term stay. Some of these terrific properties may even offer discounted weekly rates. Want to learn how to get the best deals? Sign up to become an Expedia member for free and save tons of cash with special offers — plus you'll earn reward points on every booking. Our extended stay hotels in Oak Bluffs have conveniences like kitchens and recreational facilities, so even though you're far away, you can still experience the comforts of home.
What can I expect from an extended stay hotel?
Save your hard-earned money while enjoying the creature comforts with an extended stay hotel in Oak Bluffs. Whether you'd like a cozy studio for yourself or a multi-room apartment that'll fit your entire crew, these types of properties provide amenities designed to make you feel at home. On top of standard things like housekeeping and room service, many extended stay hotels have kitchens and laundry areas. This means you can cook your own meals and wash your own clothes, letting you keep a little jingle in your pocket. Special weekly rates will help you stretch your savings even further.

Top Oak Bluffs Hotel Reviews

Admiralty Inn & Suites - a Red Collection Hotel

Admiralty Inn & Suites - a Red Collection Hotel

10/10 Excellent
"Updated room, great price, good breakfast. Hot water was almost non existent!"
Sean 1-night trip
Posted 2 days ago
Admiralty Inn & Suites - a Red Collection Hotel
Hyannis Plaza Hotel

Hyannis Plaza Hotel

10/10 Excellent
"Staff was great and room was very clean "
Jessica 1-night trip
Posted 3 weeks ago
Hyannis Plaza Hotel

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