Oceanfront Rentals in Oak Bluffs, MA: Compare 10+ Sites & Save

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  5.  Oak Bluffs

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384 Best Oceanfront Rentals in Oak Bluffs (Starting from $208)

Marthas Vineyard Home Walk to Oak Bluffs Beach!
Marthas Vineyard Home Walk to Oak Bluffs Beach!
House
Vineyard Haven, MA, USA
1.7k from Oak Bluffs center

Cheap, Accommodations, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings, Places to stay

2 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$224
Average price / night
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Island Serenity: Beautiful home in quiet neighborhood close to Oak Bluffs
Island Serenity: Beautiful home in quiet neighborhood close to Oak Bluffs
House
Oak Bluffs, MA, 02557, United States
0.3k from Oak Bluffs center

AC, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

3 Bedrooms6 Guests
9.6

Exceptional

14 reviews

$662
Average price / night
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Oak Leaf Cape Cottage
Oak Leaf Cape Cottage
House
Oak Bluffs, MA, USA
1.7k from Oak Bluffs center

Accommodations, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay, Beach rentals

4 Bedrooms8 Guests
6.3

Good

3 reviews

$860
Average price / night
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Cozy, Clean, Bikes, Kayaks, Laundry, Ferry Tickets, Near Bike Path and Town
Cozy, Clean, Bikes, Kayaks, Laundry, Ferry Tickets, Near Bike Path and Town
House
Oak Bluffs, MA, 02557, United States
0.5k from Oak Bluffs center

AC, Barbecue, Dryer, Extra Bed, Fitness Equipment, Free Parking, Heater, Internet, Kitchen

3 Bedrooms7 Guests
9.8

Exceptional

54 reviews

$541
Average price / night
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Charming MV Cottage Walk to Dtwn Oak Bluffs!
Charming MV Cottage Walk to Dtwn Oak Bluffs!
House
Oak Bluffs, MA, USA
1.8k from Oak Bluffs center

Cheap, Accommodations, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings, Vacation rentals

3 Bedrooms8 Guests
9.5

Superb

2 reviews

$932
Average price / night
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Charming Martha's Vineyard retreat close to beaches & downtown - large yard
Charming Martha's Vineyard retreat close to beaches & downtown - large yard
House
Oak Bluffs, MA, 02568, United States
0.6k from Oak Bluffs center

AC, Barbecue, Dryer, Free Parking, Heater, Kitchen, Laundry, Living Area, Microwave

3 Bedrooms8 Guests
10.0

Exceptional

6 reviews

$702
Average price / night
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Breezy Oak Bluffs Condo - Steps to Inkwell Beach!
Breezy Oak Bluffs Condo - Steps to Inkwell Beach!
Apartment
Oak Bluffs, MA, USA
2.0k from Oak Bluffs center

Apartments, Accommodations, Parking, Lodgings, Vacation rentals, Beach, Places to stay, Beach rentals, Condos

2 Bedrooms4 Guests
10.0

Exceptional

4 reviews

$239
Average price / night
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Family cottage in Oak Bluffs.  Close to town
Family cottage in Oak Bluffs. Close to town
Cottage
Oak Bluffs, MA, 02557, United States
0.6k from Oak Bluffs center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms6 Guests
8.6

Fabulous

9 reviews

$415
Average price / night
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Capricorn House
Capricorn House
House
Oak Bluffs, MA, USA
2.0k from Oak Bluffs center

Cheap, Accommodations, Homestays, Lodgings, Vacation rentals, Places to stay, Beach rentals

7 Bedrooms14 Guests
8.7

Fabulous

102 reviews

$362
Average price / night
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Best Kept Secret Retreat for Adults with Water & Golf Course Views!
Best Kept Secret Retreat for Adults with Water & Golf Course Views!
House
Oak Bluffs, MA, 02568, United States
0.7k from Oak Bluffs center

AC, Barbecue, Dryer, Extra Bed, Fireplace, Free Parking, Heater, Internet, Kitchen

4 Bedrooms10 Guests
10.0

Exceptional

39 reviews

$2960
Average price / night
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The Wayland Victorian
The Wayland Victorian
House
Oak Bluffs, Massachusetts, USA
2.1k from Oak Bluffs center

Accommodations, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay, Family, Accessible hotels

4 Bedrooms10 Guests
10.0

Exceptional

1 reviews

$727
Average price / night
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BRAND NEW!
BRAND NEW!
House
Oak Bluffs, MA, 02557, United States
0.7k from Oak Bluffs center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

5 Bedrooms10 Guests
10.0

Exceptional

6 reviews

$1034
Average price / night
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Walk to Beach and Lighthouse Oak Bluffs Studio!
Walk to Beach and Lighthouse Oak Bluffs Studio!
Apartment
Oak Bluffs, MA, USA
2.3k from Oak Bluffs center

Apartments, Cheap, Accommodations, Parking, Pet-friendly, Lodgings, Places to stay

1 Bedroom3 Guests
10.0

Exceptional

2 reviews

$208
Average price / night
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Private suite with roof deck, near golf, bus stop, shops, and trails
Private suite with roof deck, near golf, bus stop, shops, and trails
Apartment
Oak Bluffs, MA, 02557, United States
0.8k from Oak Bluffs center

AC, Balcony, Free Parking, Kitchen, Living Area, Microwave, No Smoking, Outdoor Space, Patio

1 Bedroom2 Guests
10.0

Exceptional

2 reviews

$531
Average price / night
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1 Mi to Ferry Terminal Oak Bluffs Family Retreat!
1 Mi to Ferry Terminal Oak Bluffs Family Retreat!
House
Oak Bluffs, MA, USA
2.3k from Oak Bluffs center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

3 Bedrooms6 Guests
New to Booking
$436
Average price / night
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Beautiful 3 bedroom  2 bath Home / Close to Town & Beach
Beautiful 3 bedroom 2 bath Home / Close to Town & Beach
House
Oak Bluffs, MA, 02557, United States
0.8k from Oak Bluffs center

AC, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet, Kitchen

3 Bedrooms6 Guests
9.8

Exceptional

24 reviews

$413
Average price / night
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Captain Samuel Norris House
Captain Samuel Norris House
House
Vineyard Haven, MA, USA
2.4k from Oak Bluffs center

Accommodations, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals, Beach, Places to stay

6 Bedrooms11 Guests
New to Booking
$2434
Average price / night
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Oak Bluffs Retreat! Spacious Vineyard Home Near Beaches & Downtown
Oak Bluffs Retreat! Spacious Vineyard Home Near Beaches & Downtown
House
Oak Bluffs, MA, 02568, United States
0.8k from Oak Bluffs center

AC, Dryer, Heater, Internet, Kitchen, Laundry, No Smoking, Outdoor Grill, Patio

3 Bedrooms10 Guests
10.0

Exceptional

7 reviews

$635
Average price / night
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Vineyard Harbor Motel
Vineyard Harbor Motel
Apartment
Ferry Boat Island, MA, USA
2.5k from Oak Bluffs center

Apartments, Cheap, Accommodations, Parking, Serviced apartments, Lodgings, Beach, Places to stay

1 Bedroom2 Guests
9.7

Exceptional

3 reviews

$341
Average price / night
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The Nest, Comfortable, Cozy and Convenient
The Nest, Comfortable, Cozy and Convenient
Apartment
Oak Bluffs, MA, 02557, United States
0.9k from Oak Bluffs center

AC, Barbecue, Extra Bed, Fireplace, Free Parking, Heater, Internet, Kitchen, Outdoor Space

1 Bedroom4 Guests
10.0

Exceptional

20 reviews

$406
Average price / night
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Oak Bluffs Home with Renovated Screened-in Porch - Short Drive to Beach
Oak Bluffs Home with Renovated Screened-in Porch - Short Drive to Beach
House
Oak Bluffs, MA, 02557, United States
0.9k from Oak Bluffs center

Dryer, Extra Bed, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking

3 Bedrooms6 Guests
7.0

Good

13 reviews

$647
Average price / night
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Spacious island home near Farm Neck Golf Course, the beach and town
Spacious island home near Farm Neck Golf Course, the beach and town
House
Oak Bluffs, MA, 02557, United States
1.0k from Oak Bluffs center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Kitchen, Laundry, Living Area

4 Bedrooms10 Guests
9.0

Fabulous

2 reviews

$934
Average price / night
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4-BR, Hot tub, Wifi, AC, Fire pit. No Pets.
4-BR, Hot tub, Wifi, AC, Fire pit. No Pets.
House
Oak Bluffs, MA, 02557, United States
1.0k from Oak Bluffs center

AC, Arcade, Balcony, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet

5 Bedrooms12 Guests
New to Booking
$1508
Average price / night
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New Home in Oak Bluffs 5 min. walk to Circuit Ave & 10 min walk to Inkwell Beach
New Home in Oak Bluffs 5 min. walk to Circuit Ave & 10 min walk to Inkwell Beach
House
Oak Bluffs, MA, 02557, United States
1.0k from Oak Bluffs center

AC, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms9 Guests
10.0

Exceptional

32 reviews

$910
Average price / night
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The Island Collection MV: Experience a Luxury Getaway by the Lagoon
The Island Collection MV: Experience a Luxury Getaway by the Lagoon
House
Oak Bluffs, MA, 02557, United States
1.0k from Oak Bluffs center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms8 Guests
10.0

Exceptional

17 reviews

$865
Average price / night
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WALK TO BEACHES,HARBOR,EVERYTHING!! IN-TOWN OB!  A/C,Large Deck,Gazebo,Yard
WALK TO BEACHES,HARBOR,EVERYTHING!! IN-TOWN OB! A/C,Large Deck,Gazebo,Yard
House
Oak Bluffs, MA, 02568, United States
1.1k from Oak Bluffs center

AC, Arcade, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms8 Guests
9.8

Exceptional

43 reviews

$445
Average price / night
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WALK TO BEACHES,HARBOR,EVERYTHING!! IN-TOWN OB! Deck,A/C,Outdoor Shower, Wifi
WALK TO BEACHES,HARBOR,EVERYTHING!! IN-TOWN OB! Deck,A/C,Outdoor Shower, Wifi
House
Oak Bluffs, MA, 02557, United States
1.1k from Oak Bluffs center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

4 Bedrooms7 Guests
9.8

Exceptional

59 reviews

$698
Average price / night
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Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Oceanfront Rentals in Oak Bluffs.

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Oak Bluffs Oceanfront Rentals on the Map

Frequently Asked Questions

You can explore 384 verified oceanfront rentals in Oak Bluffs. These properties are located directly along the shoreline, offering uninterrupted access to the beach and ocean views.

Oceanfront rental prices in Oak Bluffs vary depending on the property size, exact beachfront location, and season. Rates typically start from around $208 per night, with higher prices for larger homes or peak travel periods. Properties located directly on popular stretches of coastline tend to command premium rates.

Many oceanfront rentals in Oak Bluffs offer direct access to the beach, often through private walkways or dedicated entry paths. Some properties may share access points, so it’s helpful to review the listing details to understand the type of beach access provided.

Yes, some oceanfront rentals in Oak Bluffs welcome pets. Currently, 16 listings allow pets, although policies can vary by property. It’s recommended to check specific house rules for details such as size limits or additional fees.

Oceanfront properties are often in high demand, especially during peak travel seasons, so booking 90 to 120 days in advance is recommended for the best selection. During quieter periods, you may still find availability closer to your travel dates.

Oceanfront rentals in Oak Bluffs often include features designed for a comfortable coastal stay, such as Ocean View, Oceanfront, and View. These amenities help guests make the most of their time by the water.

Yes, there is a clear difference. "Oceanfront" means the property is located directly on the beach with no obstructions between the home and the water. "Ocean View" typically means the ocean is visible from certain angles or rooms, but the property may not be right on the shoreline.