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Best Vacation rentals and Airbnb offers in Oak Bluffs, MA
9.1 13 reviews
Oak Bluffs, MA
08/08 – 08/10
$925/nighttotal: $1850 (2 )
Falmouth Heights House Walk To Beach
3 4
apartment , Falmouth
This Falmouth Heights house is a 4-minute walk from the beach, a short distance from Falmouth Center and Mashpee Commons, offering easy access to shops, restaurants, and attractions. The property enjoys excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay. The 3-bedroom, 2-bathroom home comfortably accommodates 6 guests, providing ample space for families or groups of friends. Amenities include a fully equipped kitchen, air conditioning, a private deck with a grill, and fast internet, perfect for relaxation, entertainment, and work.
9.8 11 reviews
Oak Bluffs, MA
08/08 – 08/10
$293/nighttotal: $586 (2 )
Ocean Front Resort Studio Unit
1 4
resort , Falmouth
This oceanfront Falmouth studio is located in a timeshare resort with direct beach access. The 250-square-foot unit features a Murphy bed, queen-size sleeper sofa, kitchenette, and accommodates up to four guests; a 20% discount is available for week-long stays (Saturday to Saturday).
9.7 14 reviews
Oak Bluffs, MA
08/08 – 08/10
$876/nighttotal: $1752 (2 )
Falmouth-near Downtown+beaches Less Than 5 Mins
1 4
apartment , Falmouth
This East Falmouth house, located 1.5 miles from Menauhant Beach, offers easy access to the beach and a quiet residential setting near Falmouth's attractions. The three-bedroom, two-bathroom home features a pull-out sofa bed, accommodating up to eight guests, and includes a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher, plus air conditioning, a garden, parking, and internet access.
9.8 105 reviews
Oak Bluffs, MA
08/08 – 08/10
$984/nighttotal: $1968 (2 )
Cozy Pet Friendly Falmouth Beach House
1 4
apartment , Falmouth
This East Falmouth vacation home is conveniently located near Cape Cod beaches and offers easy access to Woods Hole and numerous local amenities including restaurants, bars, mini golf, a golf course, and a winery. The four-bedroom, two-bathroom property sleeps up to ten guests and features a fully equipped kitchen (fridge, freezer, microwave), air conditioning, internet, parking, a garden, and allows pets.
9.9 19 reviews
Oak Bluffs, MA
08/05 – 08/11
$2269/nighttotal: $13614 (6 )
14d Kennebec The Center Of Ob! No Car, No Problem!
1 2
apartment , Oak Bluffs
This Oak Bluffs apartment is centrally located, steps from the Flying Horses Carousel, 100 steps (approximately 33 yards) from Back Door Donuts, and a short walk from Inkwell Beach. The one-bedroom, one-bathroom rental offers a full kitchen with dishwasher, in-unit laundry, smart TVs, and sleeps four guests comfortably, with convenient access to ferries and Oak Bluffs attractions.
10 5 reviews
Oak Bluffs, MA
08/08 – 08/10
$962/nighttotal: $1924 (2 )
Cape Escape: Beaches And Bonfires With King Bed
2 4
apartment , Falmouth
This newly remodeled Cape-style home in East Falmouth, near Tony Andrews Farm, offers easy access to Old Silver, Falmouth Heights, and Chapoquoit Beaches. Sleeping eight comfortably, this two-bedroom, two-bathroom rental boasts a king-size bed, microwave, dishwasher, air conditioning, parking, a back deck with BBQ and fire pit, and is close to the Woods Hole Ferry Terminal, Cape Cod Children's Museum, and Mashpee River Reservation.
9.6 14 reviews
Oak Bluffs, MA
08/08 – 08/10
$1422/nighttotal: $2844 (2 )
Falmouth Heights • 6br • Walk To Beach + Yard
1 4
apartment , Falmouth
This Falmouth Heights home, located in the Historic District, is steps from the Black Dog Café, three blocks from Heights Beach, and an eight-minute walk from the Island Queen Ferry. This spacious six-bedroom, two-bathroom house sleeps eleven guests and boasts a large yard with a 25-foot rope swing, plus amenities including beach chairs, umbrellas, and potentially youth bikes.
10 3 reviews
Oak Bluffs, MA
08/05 – 08/11
$614/nighttotal: $3684 (6 )
One Bedroom Apartment Located In Downtown Falmouth
1 2
apartment , Falmouth
This Falmouth apartment rental is located less than a mile from Main Street and Cape Cod beaches, within 15 minutes of the Falmouth Museums on the Green and the College Light Opera Company. This one-bedroom, one-bathroom unit sleeps three guests and includes a microwave, hairdryer, and iron/ironing board; enjoy convenient access to Main Street's shops and restaurants.
8.8 5 reviews
Oak Bluffs, MA
08/05 – 08/11
$366/nighttotal: $2196 (6 )
Comfortable 2 Queen Beds – Sleeps 4 (302)
1 2
apartment , Falmouth
This Falmouth apartment rental sleeps four guests in two queen beds and is conveniently located near Falmouth's attractions and amenities, though the exact address is not provided. The first-floor suite offers air conditioning, parking, and Wi-Fi, providing a comfortable base for exploring this coastal town.
9.6 21 reviews
Oak Bluffs, MA
08/08 – 08/10
$538/nighttotal: $1076 (2 )
Renovated One Bedroom Falmouth
1 4
apartment , Falmouth
This downtown Falmouth, MA rental is steps from restaurants and shops, and minutes from Falmouth's beaches. The one-bedroom, one-bathroom apartment sleeps four guests and features a fully equipped kitchen with a microwave and Keurig coffee maker, plus air conditioning.
Oak Bluffs, MA
08/05 – 08/11
$3680/nighttotal: $22080 (6 )
Stay 1 Block From Ocean At 7-bed Retreat With Yard, Deck And Game Room, Host Up To 22 Across 16 Beds, Gas Fireplace, Gas Grill, Ample Parking, Walk To Menauhant Beach, Perfect For Family Getaway, 24 Hr Hospitality
7 2
apartment , Falmouth
This newly listed estate in East Falmouth is located just 264 feet from the ocean, offering easy beach access and proximity to the Steamship Authority terminal for Martha's Vineyard. This spacious 7-bedroom, 4.5-bathroom residence boasts 4890 square feet of living space, a gourmet kitchen with Sub Zero and Wolf appliances, a game room with foosball and ping pong, and an expansive outdoor deck with a gas grill, accommodating up to 22 guests with parking for 4 cars.
Best Oak Bluffs, MA vacation rentals with a balcony
8.0 2 reviews
Oak Bluffs, MA
08/08 – 08/10
$466/nighttotal: $932 (2 )
4 Mi To Bristol Beach! Coastal Retreat W/ Pond
2 4
house , Falmouth
This East Falmouth Cape Cod cottage, a 4-mile drive from Bristol Beach and near South Cape Beach State Park, offers easy access to local attractions. The 700-square-foot house features two bedrooms, one bathroom, sleeps seven, and includes a fully equipped kitchen with a dishwasher, air conditioning, Wi-Fi, a private patio, and parking (extra charge).
8.8 104 reviews
Oak Bluffs, MA
08/08 – 08/10
$1054/nighttotal: $2108 (2 )
Bella Luna
2 4
house , Falmouth
This Falmouth vacation rental is located just 1.3 miles from Bristol Beach and within a 20-mile radius of attractions like the Sandwich Glass Museum, Heritage Museums & Gardens, and John F Kennedy Hyannis Museum. The house has received excellent ratings for user experience, location, and cleanliness. This 2-bedroom, 2-bathroom home is perfect for families or groups of up to 6 guests and offers 1120 square feet of living space. Enjoy features like air conditioning, a fully equipped kitchen, a balcony with sea views, free Wi-Fi, cable TV, and a private garden with parking.
Oak Bluffs, MA
08/05 – 08/11
$929/nighttotal: $5574 (6 )
Seabreeze Escape
4 2
house , Falmouth
Seabreeze Escape, a four-bedroom Falmouth house rental, is located near Bristol Beach (1.3 miles) and South Cape Beach State Park (10 miles), offering easy access to Falmouth's attractions. This 1150-square-foot home features a fully equipped kitchen, air conditioning, a patio, garden, and accommodates up to 15 guests, perfect for family getaways or group trips near Falmouth beaches.
Browse Family-Friendly Vacation Rentals in Oak Bluffs, MA
Family beach vacations in Oak Bluffs, MA are better in spacious rentals that offer plenty of room to spread out near the shore.
9.2 5 reviews
Oak Bluffs, MA
08/05 – 08/11
$859/nighttotal: $5154 (6 )
Cozy Retreat Near Beaches With Washer/dryer, Ac, Games, Patio & Yard
4 2
apartment , Falmouth
This recently renovated apartment is centrally located in East Falmouth, providing easy access to local dining, Inkwell Beach, and the Woods Hole Ferry Terminal, all within 2 miles. This 1150 square foot home accommodates up to 8 guests with 4 bedrooms, a full kitchen, air conditioning, and a private backyard with a patio and gas grill, offering on-site entertainment like board games and yard games.
This West Falmouth apartment is located just off Route 28, offering a 2-minute walk to the Shining Sea Bikeway and a short drive to downtown Falmouth's shops and restaurants. This family-friendly vacation rental accommodates up to four guests in two bedrooms and features a full kitchen with a dishwasher, air conditioning, and access to a garden.
9.8 26 reviews
Oak Bluffs, MA
08/21 – 08/22
$1508/nightfor 1 night
The Seashell Cove - Martha's Vineyard
4 8
apartment , Edgartown
This Katama vacation home, located within two miles of Edgartown's Old Whaling Church, Vincent House Museum, and Edgartown Public Library, and three miles from Katama Plains Natural Heritage Area and Lighthouse Beach, offers convenient access to historic sites and natural beauty. This four-bedroom, four-bathroom house sleeps eight guests and features a fully equipped kitchen, a private patio, a garden, and a spa, providing ample space and amenities for a relaxing Edgartown getaway.
8.0 2 reviews
Oak Bluffs, MA
08/08 – 08/10
$4217/nighttotal: $8434 (2 )
Winnetu Oceanside Resort At South Beach
1 4
resort , Edgartown
Winnetu Oceanside Resort at South Beach is located near South Beach, a three-minute walk away, and 3.2 miles from Edgartown's Main Street, offering easy access to both beach and town. This Edgartown resort boasts seasonal heated pools, a fitness center, complimentary children's programs, tennis courts, and The Dunes restaurant with ocean views; various accommodations, including studios, cottages, and up to four-bedroom suites, are available.
Frequently Asked Questions about vacation rentals in Oak Bluffs, MA
What are some interesting places to visit in or near Oak Bluffs, MA?
Oak Bluffs is full of charm! You can't miss the colorful gingerbread cottages in the historic district, and the Flying Horses Carousel is a must-see. For a bit of nature, head over to the Martha's Vineyard Island Wildlife Sanctuary. You can even take a ferry to Edgartown for a day trip, which is just a short hop away.
What are the best Airbnb and vacation rentals in Oak Bluffs, MA?
Which walking or cycling routes are the best in Oak Bluffs, MA?
The Oak Bluffs Harbor Walk is a great option for a stroll with beautiful views of the harbor. For a longer bike ride, check out the Martha's Vineyard Trail, which runs for 15 miles along the island's north shore. You can also rent a bike and explore the scenic backroads around town.
What are the most popular Airbnbs in Oak Bluffs, MA?
What sports or outdoor activites can visitors enjoy in and around Oak Bluffs, MA?
Oak Bluffs has plenty to offer outdoors! There are public beaches like Ocean Park and East Chop Beach for swimming, sunbathing, and surfing. You can also rent kayaks or paddleboards to explore the waters around the island. And don't forget to check out the Oak Bluffs Tennis Club for a game.
What are the best vacation rentals with a pool in Oak Bluffs, MA?
What amenities are commonly available in vacation rentals in Oak Bluffs, MA?
Vacation rentals in Oak Bluffs usually include all the essentials like kitchens, bathrooms, and bedrooms. Many also offer amenities like Wi-Fi, laundry facilities, and outdoor spaces with decks or patios. Some even have private pools or hot tubs!
What are the best rentals for families and kids in Oak Bluffs, MA?
What time of year is best to rent a vacation rental Oak Bluffs, MA?
Summer is definitely the most popular time to visit Oak Bluffs, but it can get crowded and expensive. If you prefer a quieter experience, consider visiting in the shoulder seasons, like spring or fall. The weather is still pleasant, and you'll find fewer crowds and lower prices.
What are the best rentals or Airbnbs with a jacuzzi in Oak Bluffs, MA?
What are the local dishes in Oak Bluffs, MA region?
Oak Bluffs is known for its fresh seafood, so you'll find plenty of clam chowder, lobster rolls, and fish tacos. Don't forget to try the local Martha's Vineyard blueberries, which are used in pies, muffins, and other delicious treats. You can also find a variety of other cuisines in the area, from Italian to Mexican.
Destinations nearby
Best Oak Bluffs, MA vacation rentals with parking
8.4 5 reviews
Oak Bluffs, MA
08/05 – 08/11
$348/nighttotal: $2088 (6 )
Partial Ocean View Above Restaurant (203)
1 2
apartment , Falmouth
This Falmouth apartment rental is situated above a bar, a short walk from the beach. The one-bedroom, one-bathroom unit sleeps two guests and features a king-size bed, air conditioning, parking, and internet access.
Oak Bluffs, MA
08/05 – 08/11
$3792/nighttotal: $22752 (6 )
Stay 1 Block From Ocean At 7-bed Retreat With Yard, Deck And Game Room, Host Up To 22 Across 16 Beds, Gas Fireplace, Gas Grill, Ample Parking, Walk To Menauhant Beach, Perfect For Family Getaway, 24 Hr Hospitality
7 2
house , Falmouth
This seven-bedroom Falmouth mansion, a four-minute walk from Menauhant Beach and within a 10-19 mile radius of Heritage Museums & Gardens, Sandwich Glass Museum, and South Cape Beach State Park, offers luxurious accommodations for large groups. The 4,890-square-foot home boasts five bathrooms, a fully equipped kitchen with dishwasher, a fireplace, air conditioning, free Wi-Fi, parking, and a garden, comfortably sleeping up to 39 guests.
Oak Bluffs, MA
08/21 – 08/22
$7512/nightfor 1 night
Beautiful Estate With Salt Water Pool & Pond With Kayaks
5 8
apartment , Oak Bluffs
This estate is located in Prestigious Fresh Pond Estates, Oak Bluffs, offering a private, wooded setting with a freshwater pond just 2 miles from Oak Bluffs center and 500 feet from a bike path. This 4500 square foot house accommodates up to 12 guests with 5 bedrooms and 3 bathrooms, featuring a heated saltwater pool, Jacuzzi, outdoor kitchen, and private 2-bedroom living quarters, ideal for multi-family stays.
10 51 reviews
Oak Bluffs, MA
08/05 – 08/11
$976/nighttotal: $5856 (6 )
Saltwind Cottage | Beach Walk • Cozy Fireplace
1 2
apartment , Falmouth
This Falmouth, Cape Cod vacation home is situated near Green Pond, a short drive from Menauhant Beach, Surf Drive Beach, and Old Silver Beach. The 7,405-square-foot lot houses a two-bedroom, one-bathroom cottage sleeping four, featuring a fully equipped kitchen, in-unit laundry, outdoor shower, fire pit with TV, BBQ grill, and two TVs, plus a gas fireplace; enjoy nearby Main Street shops and restaurants.
Choose the Right Vacation Rentals with a Pool in Oak Bluffs, MA
Complement your time by the water with a dip in the pool at these Oak Bluffs, MA vacation rentals with on-site swimming facilities.
10 64 reviews
Oak Bluffs, MA
08/05 – 08/11
$604/nighttotal: $3624 (6 )
Falmouth/woods Hole
Charming Cottage By The Sea
1 2
house , Falmouth
This Falmouth cottage, near Woods Hole and minutes from the Martha's Vineyard ferry, offers convenient access to the Shining Sea Bike Path and Falmouth's Main Street. The one-bedroom, one-bathroom unit sleeps two guests and features a full kitchen with dishwasher, a king-size bed, private parking, and access to a shared saltwater pool (June-September), along with a private Jacuzzi.
Top-Rated Oceanfront Vacation Rentals in Oak Bluffs, MA
Enjoy a relaxing beach getaway with these coastal and seaside vacation rentals in Oak Bluffs, MA. Book your next shoreside stay today.
8.7 3 reviews
Oak Bluffs, MA
08/08 – 08/10
$1141/nighttotal: $2282 (2 )
Maushop With Scenic Views
1 4
cabin , Mashpee
Traveler-Approved Luxury Vacation Rentals in Oak Bluffs, MA
Indulge in a luxury vacation rental in Oak Bluffs, MA, where high-end design meets world-class 5-star comfort.