Oak Bluffs Holiday Rentals from AU$419: Search Short-Term Rentals

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Holiday Rentals in Oak Bluffs

Relax on the deck with a view of the surrounding landscape and trees, featuring a glass-top table and comfortable seating for four.

"The location was perfect. It is a bit of an older house but it worked for what we needed. The house was clean on arrival and it was very spacious for our kids to run around. My only suggestion would be the it might be time to replace the window until, it was a bit dirty. Other than that everything worked and it was a great mini vacation house."

Residents can stroll along the walking path and enjoy the serene atmosphere of this well-maintained neighborhood.

"There were times when the shower in the master bathroom only emitted cold water. The water spigot in the tubs would not turn completely off in bathroom in the hallway. I had trouble with the lockbox. Maybe add more specific directions. It would have been helpful to know that MV transit bus was available at the intersection of the street and County Road."

Staircase leads to an upper level, with a kitchen area and modern appliances in the background.

"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."

includes taxes & fees

11 July - 12 July

Stroll along the beach and enjoy the calm waters from the end of the pier.

"Really adorable place that is very well appointed for everything you need"

Traditional two-story house with a well-maintained lawn and mature trees.

"Great location, walking distance to beach, restaurants and shops!"

Enjoy beachside cabanas and umbrellas, a covered pavilion, and scenic views amidst lush greenery.

"Great stay! Didn't notice it being dated or dirty at all like some reviews said. We loved it!"

includes taxes & fees

24 July - 25 July

Relax by the pool, surrounded by comfortable lounge chairs.

"We love the location of the resort. Easy access to restaurants and beaches. The pool area was great. We went to the indoor pool and hot tub. We feel the unit needed updating. It was clean and accommodating but really old. "

includes taxes & fees

31 July - 1 Aug

"Great place for a summer vacation"

Enjoy a serene retreat with a pool and lush surroundings.

"The room is in excellent and clean condition, with easy access to the beach."

includes taxes & fees

14 July - 15 July

Enjoy a serene beach experience with a gentle slope leading to the calm sea.

"Excellent location! Close to the Ferry and downtown !"

Enjoy a peaceful beach experience with a wide, sandy shoreline perfect for walking or sunbathing.

"We really enjoyed our stay there and can definitely see staying there again. Very convenient to really everything you might want to do. Restaurants nearby as well as the beaches, beautiful places, and boardwalks over the marshes. Also, very clean and comfortable."

Walk along the serene beach, flanked by tall grasses and dunes.

"Great place to stay we loved it"

Relax in this inviting room with a sofa set and a view of the outside through the large window.

"Perfect cottage"

"Really beautiful place with a lot of space and a very helpful host"

Relax in a serene patio surrounded by lush greenery and trees, featuring a round table and wicker chairs.

"Great location and private beach access. Charming enclave perfect for our weekend getaway."

Stunning beachfront homes with sloped roofs and a grassy area.

"We had a great time at this little cottage! It’s perfect for a few days or a week stay! The house was clean, perfect location for beach walks or shopping at the commons!"

Enjoy ocean views from the large bed, with a telescope at the ready for stargazing.

"Great stay! "

Stunning two-story house with a gabled roof and charming tower, featuring a covered porch and beautiful windows.

"Great location and easy walk to the beach."

Enjoy access to the ocean from this beach entrance, marked by a picket fence and clear rules for a safe and enjoyable experience.

"We had a great stay. Nice and close to the beach so my mid 80’s mom could even walk back and forth. and the raw bar on property was the perfect place for an easy meal. Would happily stay again."

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Find out more about Oak Bluffs

Everything you need to know about Oak Bluffs holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Oak Bluffs holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Oak Bluffs holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search.

Oak Bluffs holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Oak Bluffs. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Oak Bluffs holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Oak Bluffs holiday rentals we have selected for you start as low as AU$419 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Oak Bluffs rentals

At Expedia, we put the best Oak Bluffs holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Oak Bluffs rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Oak Bluffs holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Oak Bluffs. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Recent reviews of Oak Bluffs properties

5/5 Excellent

"Amazing location a few steps from the beach, couple blocks from the Main Street with shops and restaurants, bus stop nearby with buses to take you to other parts of the island (free busses for the summer) and very close to cottages to explore. Breakfast is great, with healthy options and fresh fruits. The staff is terrific! Lisa at the front desk was understanding and wonderful! Will definitely stay there again."

A verified traveller stayed at Pequot Hotel

Posted 2 days ago

5/5 Excellent

"i live in falmouth but often come to the vineyard to see friends and get “away”, discovered this hotel and stayed for one night! the location is unbeatable. it is a bit tucked away which i liked but also in the middle of everything. the door codes were very convenient and modern. i didn’t mind that there wasn’t a desk person on site per say; common of boutique hotels! it was the weekend of july 4th so i knew the area would be insane, although my only gripe was that from midnight to 3am there was someone banging on the hotel door (we were on the second floor), pounding incessantly, either trying to get in or just drunk and obnoxious. i will admit it was a little off putting/scary, had i had children or was elderly i don’t think i would’ve been very happy. not the “hotels” problem per say but had a desk person been there i doubt it would’ve continued. other than that the hotel is very quaint and comfy with nice details! "

A verified traveller stayed at Morgan Hotel

Posted 4 days ago

5/5 Excellent

"Perfect inn for exploring Oak Bluffs ! Owners are so lovely and make sure you have everything you need for adventures .. water , maps, umbrellas, beach chairs, recommendations, luggage storage .. even beach towels and phone chargers! Can’t wait to come back next year to our cottage room with a gorgeous ocean balcony !"

A verified traveller from Cedar Park stayed at The Attleboro House

Posted 7 days ago

5/5 Excellent

Perfect quaint cottage

"The cottage was perfect for a week stay for a friend and myself. There were thoughtful design touches that made this place feel homey and personalized (loved all the glassware!). There were a bit more bug friends than I would've hoped which wasn't unexpected given that it was a more rustic cottage and it was earlier in the season, but owner may want to give the property another spray around door and window frames. Otherwise, perfect location, amazing yard, and comfy bed!"

A verified traveller stayed at Cozy Beach Cottage

Posted 2 weeks ago

Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs

2/5 Poor

unable to prepare meals and toilet was broken

"Toilet had to be fixed by guests to function and stove was taken apart and unusable.Wasn't clean enough to want to prepare meals."

A verified traveller stayed at Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs

Posted 2 months ago

Explore a world of travel with Expedia

Frequently asked questions

Can I find holiday rentals in Oak Bluffs?

Yes, there are holiday rentals in Oak Bluffs close to Flying Horses Carousel, or you can select a more secluded option if you're looking for a relaxing stay. The shops and waterfront are just a few reasons why tourists like Oak Bluffs. Allow lots of time to check out the beaches and wineries during your visit.

What are some of the best holiday rentals that Oak Bluffs has to offer?

Dog-Friendly Downtown Home w/Free WiFi, Deck, Water Views, & Partial A/C: This highly rated holiday home rental in Oak Bluffs is located on the waterfront, and has a patio, a garden and air conditioning to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games. Other favourite homes for rent in Oak Bluffs are Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs and MOST CHIC SPOT! Your Martha's Vineyard Getaway!.

How many holiday rentals will I find in Oak Bluffs?

Choose from 260 Expedia holiday rentals in Oak Bluffs for a memorable holiday.

What can I see and do in Oak Bluffs?

Ocean Park and Oak Bluffs Town Beach are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Oak Bluffs Fishing Pier. Other places in town to visit include Circuit Avenue and Oak Bluffs Harbor.

What are holiday rentals like in Oak Bluffs?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Oak Bluffs. Holiday rentals feature extras such as laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about cleanliness, holiday rentals can provide a sense of security away from public hotel lifts and busy reception areas while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular choice for a family trip or a small group gathering.

Members save 10% or more on over 100,000 hotels worldwide when you’re signed in

Oak Bluffs Holiday Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Holiday Rentals in Oak Bluffs

Dog-Friendly Downtown Home w/Free WiFi, Deck, Water Views, & Partial A/C

Dog-Friendly Downtown Home w/Free WiFi, Deck, Water Views, & Partial A/C

Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs

Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs

Spacious colonial home close to town with AC, porches, & W/D

Spacious colonial home close to town with AC, porches, & W/D

MOST CHIC SPOT! Your Martha's Vineyard Getaway!

MOST CHIC SPOT! Your Martha's Vineyard Getaway!

Cozy Beach Cottage

Cozy Beach Cottage

Updated house close to town and beach with patio, AC, and games

Updated house close to town and beach with patio, AC, and games

The Club at New Seabury

The Club at New Seabury

Sea Mist Resort

Sea Mist Resort

Renovated Nantucket Style 2 Bed/2 Bath Cottage, Steps to Private Beach, Market..

Renovated Nantucket Style 2 Bed/2 Bath Cottage, Steps to Private Beach, Market..

Beachside Village Resort

Beachside Village Resort

InnSeason Resorts Captain's Quarters

InnSeason Resorts Captain's Quarters

Steps to the Ocean! Perfect Location!!!

Steps to the Ocean! Perfect Location!!!

Gorgeous Cottage steps from the beach

Gorgeous Cottage steps from the beach

Charming Seaside Cottage Central to the Beach and New Seabury Resort Community

Charming Seaside Cottage Central to the Beach and New Seabury Resort Community

Charming 3-bedroom house with a pool, AC, WiFi in pleasant East Falmouth

Charming 3-bedroom house with a pool, AC, WiFi in pleasant East Falmouth

Cape Cod cottage with patio - near golf, 100 yards to private Mashpee Beach

Cape Cod cottage with patio - near golf, 100 yards to private Mashpee Beach

Maushop Property - First Time Available

Maushop Property - First Time Available

Coastal chic meets French Provençal in this newly renovated oceanfront home.

Coastal chic meets French Provençal in this newly renovated oceanfront home.

Historic Home across from Monument Beach, Central A/C

Historic Home across from Monument Beach, Central A/C

Your Oasis Awaits

Your Oasis Awaits

Find out more about Oak Bluffs

Find out more about Oak Bluffs

Recent reviews of Oak Bluffs properties

Recent reviews of Oak Bluffs properties

Pequot Hotel

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Trending destinations on Expedia.com.au

Frequently asked questions