Owner Direct Beach Rentals in Oak Bluffs

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  5.  Oak Bluffs

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578 Oak Bluffs Beach Rentals From $208

Ready for a sun-soaked trip to Oak Bluffs? Explore our index of beach house rentals and sunny coastal apartments. Owner Direct helps you filter through verified seaside options to find your next relaxing shore retreat.

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

$744
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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Martha’s Vineyard studio
Martha’s Vineyard studio
Apartment
Oak Bluffs, MA, 02557, United States
0.4k from Oak Bluffs center

Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

1 Bedroom2 Guests
10.0

Exceptional

3 reviews

$301
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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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

$624
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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Discover the magic of Martha’s Vineyard! NEW ! Build in 2020 !
Discover the magic of Martha’s Vineyard! NEW ! Build in 2020 !
Apartment
Oak Bluffs, MA, 02568, United States
0.5k from Oak Bluffs center

AC, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking, Patio

1 Bedroom2 Guests
10.0

Exceptional

59 reviews

$348
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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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, Heater, Internet, Kitchen, Microwave, No Smoking, Outdoor Space

3 Bedrooms8 Guests
10.0

Exceptional

6 reviews

$726
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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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

$549
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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Bright 4BR Oak Bluffs Home – Walk to Town & Beach!
Bright 4BR Oak Bluffs Home – Walk to Town & Beach!
House
Oak Bluffs, MA, 02557, United States
0.7k from Oak Bluffs center

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

4 Bedrooms8 Guests
New to Booking
$1004
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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Charming home away from home near lagoon pond w/ boat launch
Charming home away from home near lagoon pond w/ boat launch
House
Oak Bluffs, MA, 02557, United States
0.7k from Oak Bluffs center

AC, Balcony, Barbecue, Dryer, Heater, Internet, Kitchen, Microwave, No Smoking

New to Booking
$782
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

$3437
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

$1248
Average price / night
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Heated pool & hot tub with pond views in Farm Neck
Heated pool & hot tub with pond views in Farm Neck
House
Oak Bluffs, MA, 02557, United States
0.8k from Oak Bluffs center

AC, Barbecue, Dryer, Free Parking, Hot Tub, Internet, Kitchen, Living Area, Microwave

5 Bedrooms15 Guests
New to Booking
$2301
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, Internet, Kitchen, Microwave, No Smoking, Outdoor Space, TV

1 Bedroom2 Guests
10.0

Exceptional

2 reviews

$589
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

$673
Average price / night
Check Availability

Pro Tip:
OwnerDirectVacationRental 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 Beach Rentals in Oak Bluffs.

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From oceanfront condos and coastal cottages to luxury villas and family homes, there's a rental to fit every traveler and budget.

Frequently Asked Questions

There are a lot of options in Oak Bluffs. If you plan on staying in the Oak Bluffs area, consider making a reservation for a few nights at one of these properties as these have been rated the top Beach Rentals in Oak Bluffs

You can explore 578 verified beach rentals in Oak Bluffs. Our listings are sourced from trusted booking providers, giving you access to a wide selection of oceanfront homes, seaside condos, and coastal stays—all in one place.

Beach rental prices in Oak Bluffs vary depending on the season, property size, and distance from the shoreline. Rates typically start from around $208 per night, with beachfront properties and peak summer dates often priced higher. Comparing available options can help you find the best fit for your budget.

Many beach rentals in Oak Bluffs offer direct access to the sand or are located within a short walking distance of the shoreline. You can use filters to find properties with beachfront locations, private walkways, or unobstructed ocean views.

Yes, many beach rentals in Oak Bluffs welcome pets. Currently, 17 listings allow pets, although policies may vary by property. It's also a good idea to check local beach regulations for any restrictions on pets during your stay.

For peak travel periods such as summer holidays or spring break, it's recommended to book your beach rental 90 to 120 days in advance to secure the best options. During off-peak seasons, you may find more flexibility and availability closer to your travel dates.

Beach rentals in Oak Bluffs often include amenities designed for coastal living, such as Ocean View, View, and Oceanfront. These features help enhance comfort and make it easier to enjoy time by the water.

Some beach rentals provide extras like chairs, umbrellas, or beach gear, but this can vary by property. It's best to review the amenities section of each listing to confirm what is included and plan accordingly.