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1,289 apartments
Cozy MV Cottage with Charming Romantic Gardens
Martha's Vineyard / Oak Bluffs
2 3 2 nights min
- 2 bedrooms
- sleeps 3
- 2 nights min
- Child Friendly
- Car not necessary
Map
Price per night from
$602
Price per night from
$602
WATERFRONT HOME WITH PRIVATE BEACH
Martha's Vineyard / Oak Bluffs
7 12 min stay varies
- 7 bedrooms
- sleeps 12
- min stay varies
- Ask about children
Map
Price per night from
$1,000
Price per night from
$1,000
Cozy townhouse w/ shared pool, tennis & great location close to the beach!
Martha's Vineyard / Oak Bluffs
2 6 min stay varies
- 2 bedrooms
- sleeps 6
- min stay varies
- Swimming pool
- Child Friendly
- Car not necessary
Map
Price per night from
$161
Responds fast!
avg. 37 minutes
Price per night from
$161
Charming house with lots of entertainment and gourmet kitchen!
Martha's Vineyard / Oak Bluffs
3 6 min stay varies
- 3 bedrooms
- sleeps 6
- min stay varies
- Child Friendly
- Car not necessary
- Air conditioning
Map
Price per night from
$182
Responds fast!
avg. 37 minutes
Price per night from
$182
Adorable Cottage Walking Distance to Town and Beach
Martha's Vineyard / Oak Bluffs
4 7 min stay varies
- 4 bedrooms
- sleeps 7
- min stay varies
- Ask about children
Map
Price per night from
$214
Price per night from
$214
Dog-friendly condo with shared pool & tennis courts - golf and beach nearby!
Martha's Vineyard / Oak Bluffs
2 6 min stay varies
- 2 bedrooms
- sleeps 6
- min stay varies
- Swimming pool
- Child Friendly
- Car not necessary
Map
Price per night from
$161
Responds fast!
avg. 1 hour 8 minutes
Price per night from
$161
In-Town Historic Property on Martha's Vineyard
Martha's Vineyard / Oak Bluffs
2 5 min stay varies
- 2 bedrooms
- sleeps 5
- min stay varies
- Beach / lakeside relaxation
- Nearest beach 0.2 mi
- Child Friendly
Map
Price per night from
$177
Responds fast!
avg. 2 hours 39 minutes
Price per night from
$177
CLARO - New Contemporary Farmhouse Design, Multiple Living Areas, Screened Porch
Martha's Vineyard / Oak Bluffs
3 7 7 nights min
- 3 bedrooms
- sleeps 7
- 7 nights min
- Ask about children
- Air conditioning
Map
Price per night from
$257
Price per night from
$257
Certificate of Excellence
Oak Bluffs Contemporary Summer Home
Martha's Vineyard / Oak Bluffs
3 6 7 nights min
- 3 bedrooms
- sleeps 6
- 7 nights min
- Beach / lakeside relaxation
- Child Friendly
Certificate of Excellence
Map
Price per night from
$276
Responds fast!
avg. 3 hours 51 minutes
Price per night from
$276
Charming cottage with deck and playroom one mile from beach
Martha's Vineyard / Oak Bluffs
4 8 2 nights min
- 4 bedrooms
- sleeps 8
- 2 nights min
- Child Friendly
- Car not necessary
- Air conditioning
Map
Price per night from
$162
Responds fast!
avg. 1 hour 8 minutes
Price per night from
$162
COZY,CUTE COTTAGE NEAR TOWN & BEACH.
Martha's Vineyard / Oak Bluffs
2 4 min stay varies
- 2 bedrooms
- sleeps 4
- min stay varies
- Ask about children
- Air conditioning
Map
Price per night from
$129
Price per night from
$129
ALLER - Oak Bluffs 4 Bedroom Home, Walk to Town and Beach!
Martha's Vineyard / Oak Bluffs
4 8 7 nights min
- 4 bedrooms
- sleeps 8
- 7 nights min
- Ask about children
- Air conditioning
Map
Price per night from
$386
Price per night from
$386
Lovely townhouse w/ private deck, shared pool & tennis - walk to the beach!
Martha's Vineyard / Oak Bluffs
2 6 min stay varies
- 2 bedrooms
- sleeps 6
- min stay varies
- Swimming pool
- Child Friendly
- Car not necessary
Map
Price per night from
$203
Responds fast!
avg. 37 minutes
Price per night from
$203
Newly Renovated with Fabulous ocean views
Martha's Vineyard / Oak Bluffs
4 10 7 nights min
- 4 bedrooms
- sleeps 10
- 7 nights min
- Beach / lakeside relaxation
- Nearest beach 1 mi
- Child Friendly
Map
Price per night from
$1,025
Price per night from
$1,025
GOLLB - Waterfront, Private Beach, Gorgeous Water Views, Room AC, Wifi
Martha's Vineyard / Oak Bluffs
3 4 7 nights min
- 3 bedrooms
- sleeps 4
- 7 nights min
- Ask about children
- Air conditioning
Map
Price per night from
$207
Price per night from
$207
Coastal getaway w/ shared outdoor pool & 3 tennis courts - 1/2 mile to the beach
Martha's Vineyard / Oak Bluffs
1 6 min stay varies
- 1 bedroom
- sleeps 6
- min stay varies
- Swimming pool
- Child Friendly
- Car not necessary
Map
Price per night from
$155
Responds fast!
avg. 37 minutes
Price per night from
$155
Cozy condo with shared pool & tennis courts, close to golfing & the beach!
Martha's Vineyard / Oak Bluffs
1 6 min stay varies
- 1 bedroom
- sleeps 6
- min stay varies
- Swimming pool
- Child Friendly
- Car not necessary
Map
Price per night from
$144
Responds fast!
avg. 1 hour 25 minutes
Price per night from
$144
Spacious Oak Bluffs Condo - Steps to Inkwell Beach
Martha's Vineyard / Oak Bluffs
3 4 min stay varies
- 3 bedrooms
- sleeps 4
- min stay varies
- Child Friendly
Map
Price per night from
$315
Responds fast!
avg. 9 minutes
Price per night from
$315
TOTHG - Adorable Updated Vineyard Cottage, Lovely Landscaped Yard, Central A/C,
Martha's Vineyard / Oak Bluffs
3 5 7 nights min
- 3 bedrooms
- sleeps 5
- 7 nights min
- Ask about children
- Air conditioning
Map
Price per night from
$286
Price per night from
$286
BEAUTIFUL SECLUDED ESCAPE WITH CENTRAL A/C
Martha's Vineyard / Oak Bluffs
4 8 7 nights min
- 4 bedrooms
- sleeps 8
- 7 nights min
- Child Friendly
Map
Price per night from
$716
Price per night from
$716
KEEFJ - Historic Waterfront Home Located just 1 Mile from Oak Bluffs Center, Pri
Martha's Vineyard / Oak Bluffs
7 12 7 nights min
- 7 bedrooms
- sleeps 12
- 7 nights min
- Ask about children
Map
Price per night from
$3,193
Price per night from
$3,193
“Gingerbread House”, water views, large porch!
Martha's Vineyard / Oak Bluffs
4 8 6 nights min
- 4 bedrooms
- sleeps 8
- 6 nights min
- Child Friendly
- Car not necessary
Map
Price per night from
$456
Price per night from
$456
ARMSA - Cozy Newly updated Seashore Cottage, East Chop Highlands Area, Farmers
Martha's Vineyard / Oak Bluffs
3 6 7 nights min
- 3 bedrooms
- sleeps 6
- 7 nights min
- Ask about children
- Air conditioning
Map
Price per night from
$286
Price per night from
$286
Tranquil, quiet home w/ private deck - walk to beaches and downtown Oak Bluffs!
Martha's Vineyard / Oak Bluffs
2 4 min stay varies
- 2 bedrooms
- sleeps 4
- min stay varies
- Child Friendly
- Car not necessary
- Air conditioning
Map
Price per night from
$232
Responds fast!
avg. 37 minutes
Price per night from
$232
BURBR - Perfect Retreat for Large Families, 1.5 miles Oak Bluffs Town Center
Martha's Vineyard / Oak Bluffs
6 13 7 nights min
- 6 bedrooms
- sleeps 13
- 7 nights min
- Ask about children
- Air conditioning
Map
Price per night from
$354
Price per night from
$354
LIJOY - Hidden Cove Summer Retreat, Newly Updated, Association Tennis Courts, B
Martha's Vineyard / Oak Bluffs
4 8 7 nights min
- 4 bedrooms
- sleeps 8
- 7 nights min
- Ask about children
- Air conditioning
Map
Price per night from
$357
Price per night from
$357
Solera Victorian charm, ocean view, steps to beach
Martha's Vineyard / Oak Bluffs
4 9 7 nights min
- 4 bedrooms
- sleeps 9
- 7 nights min
- Beach / lakeside relaxation
- Nearest beach 0.1 mi
- Child Friendly
Map
Price per night from
$1,058
Price per night from
$1,058
Superb townhouse close to golfing & the beach - deck, tennis, & shared pool
Martha's Vineyard / Oak Bluffs
2 6 min stay varies
- 2 bedrooms
- sleeps 6
- min stay varies
- Swimming pool
- Child Friendly
- Car not necessary
Map
Price per night from
$161
Responds fast!
avg. 37 minutes
Price per night from
$161
Charming Oak Bluffs Cottage
Martha's Vineyard / Oak Bluffs
2 6 min stay varies
- 2 bedrooms
- sleeps 6
- min stay varies
- Ask about children
- Air conditioning
Map
Price per night from
$257
Price per night from
$257
OCALC - Adorable Campground Cottage, Overlooks Park , Walk to Town and Ink Well
Martha's Vineyard / Oak Bluffs
2 4 7 nights min
- 2 bedrooms
- sleeps 4
- 7 nights min
- Ask about children
- Air conditioning
Map
Price per night from
$357
Price per night from
$357
QUINTESSENTIAL VINEYARD SUMMER HOME
Martha's Vineyard / Oak Bluffs
6 12 min stay varies
- 6 bedrooms
- sleeps 12
- min stay varies
- Ask about children
Map
Price per night from
$500
Price per night from
$500
DOHEM - East Chop Seaside Cottage, Large Porch, WiFi, Spectacular Views
Martha's Vineyard / Oak Bluffs
3 6 7 nights min
- 3 bedrooms
- sleeps 6
- 7 nights min
- Ask about children
Map
Price per night from
$529
Price per night from
$529
BRANF - Exquistie Contemporary Home in Fresh Pond Estates, Screened Porch, ****
Martha's Vineyard / Oak Bluffs
4 8 7 nights min
- 4 bedrooms
- sleeps 8
- 7 nights min
- Ask about children
- Air conditioning
Map
Price per night from
$500
Price per night from
$500
SMEDM - Retreat to this Lovely Vacation Home with Main and Guest House, Central
Martha's Vineyard / Oak Bluffs
7 10 7 nights min
- 7 bedrooms
- sleeps 10
- 7 nights min
- Ask about children
- Air conditioning
Map
Price per night from
$500
Price per night from
$500
Lovely Oak Bluffs home one mile from town and beach
Martha's Vineyard / Oak Bluffs
3 9 min stay varies
- 3 bedrooms
- sleeps 9
- min stay varies
- Ask about children
Map
Price per night from
$143
Price per night from
$143
Wonderful Contempory Home in Meadow View Farms
Martha's Vineyard / Oak Bluffs
4 8 min stay varies
- 4 bedrooms
- sleeps 8
- min stay varies
- Ask about children
- Air conditioning
Map
Price per night from
$400
Price per night from
$400
GOLDF - Outstanding Summer Home with Pool, Screened Porch, and Patio Area, Assoc
Martha's Vineyard / Oak Bluffs
5 10 7 nights min
- 5 bedrooms
- sleeps 10
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
Map
Price per night from
$700
Price per night from
$700
LECAY - Boutique Sweet with Designer Interior, Large Screened Porch, AC all Bed
Martha's Vineyard / Oak Bluffs
4 8 7 nights min
- 4 bedrooms
- sleeps 8
- 7 nights min
- Ask about children
- Air conditioning
Map
Price per night from
$429
Price per night from
$429
About Oak Bluffs
The town of Oak Bluffs lies on the island of Martha’s Vineyard and is a popular tourist destination during the summer months, home to the largest marina on the island. Choose from over 900 Oak Bluffs vacation rentals and find your dream accommodation with FlipKey.
About Oak Bluffs
The pretty Gingerbread Cottages here have appealed to vacationers for over 100 years, and it’s easy to see why this quaint and charming town remains such a popular destination. With ferries arriving at the harbor from the mainland several times a day, families and couples come to Oak Bluffs for a relaxing break.
Beautiful beaches, rich history to explore and plenty of outdoor activities like golfing, fishing and hiking ensure that Oak Bluffs has everything you need for a great vacation. While you’re here, dine on delights such as fried seafood, blackened catfish and jambalaya. Wash it all down with a beer or root beer from the Offshore Ale Company, the island’s only brewery.
With around 203 sunny days a year, summer is definitely the warmest time to visit the town, but Oak Bluffs is just as beautiful during the Fall. Average summer temperatures are around 78 degrees Fahrenheit.
What to do
The beaches here are simply stunning, whether you head for Oak Bluffs Town Beach or relax on Joseph A. Sylvia State Beach. With two miles of golden sands, the calm waters and views of Cape Cod ensure this is a popular family spot that’s also good for windsurfing.
The marina here is a great spot for drinks and dining, with events like the Harbor Festival held here during the summer months. You’ll find the majority of stores, bars and restaurants on Circuit Avenue.
Don’t miss the chance to see the Flying Horses Carousel, the oldest operating carousel in the US, with hand-carved horses created in 1876.
There are plenty of outdoor activities here, too, with family fishing expeditions leaving from Oak Bluffs Dock and Farm Neck Golf Course with its 18-hole championship course and driving range. Pecoy Point Preserve is also nearby, with 14 acres of trails.
Top Oak Bluffs travel tips
Ferries arrive at the harbor from the mainland from five different destinations in Massachusetts: Falmouth, North Kingstown, Woods Hole, New Bedford and Hyannis.
The best way to explore this compact town is definitely on foot, but there is a bus service, or you can rent a bike or moped in the town center. There’s also a free pedicab service, with any tips and donations going to charity.
Beautiful beaches, family-friendly restaurants and outdoor activities continue to draw visitors to Oak Bluffs year after year.
Why not book a vacation rental with ocean views on FlipKey today and come find out what Oak Bluffs has to offer?
What is Certificate of Excellence?
TripAdvisor gives a Certificate of Excellence to accommodations, attractions and restaurants that consistently earn great reviews from travelers.