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Oak Bluffs: Vacation Rental By Owner

Search result 1 to 20 Of 164
  • Property-1 Image 1
    House Select Dates for Price
    • 6Bed
    • 6Baths
    • (5) Exceptional
    Oak Bluffs, MA

    A'Lelia's Ocean View Perched on the corner of Ocean Park overlooking Nantucket Sound and across the street from the beach, this elegant home in Oak Bluffs... ...more

  • Property-2 Image 1
    House Select Dates for Price
    • 5Bed
    • 3Baths
    • (19) Wonderful
    Oak Bluffs, MA

    Old vineyard classic full of authentic/rustic cottage charm in perfect location 100 steps to famous inkwell beach.. House has original Victorian cathedral... ...more

  • Property-3 Image 1
    House $503 / Nightly
    • 4Bed
    • 4Baths
    • (10) Wonderful
    Oak Bluffs, MA

    This spacious, well-decorated home is located in Meadow View Farms, Oak Bluffs - a quiet neighborhood of gracious custom homes. The layout is perfect for two... ...more

  • Property-4 Image 1
    House $693 / Nightly
    • 5Bed
    • 4Baths
    • (4)
    Oak Bluffs, MA

    Located on historic Circuit Ave in Oak Bluffs within walking distance to town, beach, and parks. Minutes away from shopping and restaurants. Fully equipped eat-in... ...more

  • Property-5 Image 1
    House Select Dates for Price
    • 7Bed
    • 4Baths
    • (5) Very Good
    Oak Bluffs, MA

    Newer home in Oak Bluffs with over 3600 sq ft. This rather large house is located just a few blocks from the lagoon and within walking or biking distance of... ...more

  • Property-6 Image 1
    House Select Dates for Price
    • 3Bed
    • 3Baths
    • (18) Excellent
    Oak Bluffs, MA

    Location, location, location. This cozy 3 bedroom house is located steps from downtown on a family neighborhood side street. Stroll among the Gingerbread houses,... ...more

  • Property-7 Image 1
    House $355 / Nightly
    • 4Bed
    • 3Baths
    • (14) Exceptional
    Oak Bluffs, MA

    Tucked in a quiet neighborhood and within walking distance to town and beaches, this quaint cottage was moved to East Chop from the campgrounds at the turn of the... ...more

  • Property-8 Image 1
    House $2,669 / Nightly
    • 4Bed
    • 7Baths
    Oak Bluffs, MA

    Contemporary vacation home with beautiful indoor/outdoor spaces. In ground pool and patio overlooking Lagoon pond. Access private beach or go kayaking or paddle... ...more

  • Property-9 Image 1
    House Select Dates for Price
    • 3Bed
    • 3Baths
    Oak Bluffs, MA

    This fabulous Island home is located in a quiet neighborhood and is only a few miles from all major towns and several beaches. Great for foodies, it has a fully... ...more

  • Property-10 Image 1
    House $642 / Nightly
    • 5Bed
    • 3Baths
    • (11)
    Oak Bluffs, MA

    Welcome to "Eventide." Your historic vacation home is nestled at 63 Temahigan Ave. in Oak Bluffs- Martha's Vineyard. Conveniently situated minutes from the ferry... ...more

  • Property-11 Image 1
    Townhome $385 / Nightly
    • 2Bed
    • 2Baths
    • (10) Excellent
    Oak Bluffs, MA

    The property is set among several private townhouses in a lovely neighborhood located off of Sengekontacket Pond in Oak Bluffs. The townhouse has clean,... ...more

  • Property-12 Image 1
    House $489 / Nightly
    • 3Bed
    • 3Baths
    • (29) Wonderful
    Oak Bluffs, MA

    The perfect layout for families with an open floor plan on the main level and first floor en suite master bedroom with a king size bed. The second floor has one... ...more

  • Property-13 Image 1
    Cottage $370 / Nightly
    • 3Bed
    • 1Baths
    Oak Bluffs, MA

    Charming 3 bedroom cottage with open plan living room, fully-stocked gourmet kitchen plus a deck- perfect for outdoor dining. One renovated bath and a glorious... ...more

  • Property-14 Image 1
    House $592 / Nightly
    • 4Bed
    • 3Baths
    • (16) Exceptional
    Oak Bluffs, MA

    ** New to 2019- Upgraded heat/AC mini splits added to upper level and all 4 bedrooms!** Newly renovated Oak Bluffs home features 4 bedrooms and 2 full Baths. The... ...more

  • Property-15 Image 1
    Cottage $489 / Nightly
    • 3Bed
    • 4Baths
    • (6) Exceptional
    Oak Bluffs, MA

    This property has something for the whole family to enjoy. A large wrap-around porch, screened in dining area on porch, outdoor seating and grill make outdoor... ...more

  • Property-16 Image 1
    House $974 / Nightly
    • 5Bed
    • 5Baths
    • (9) Wonderful
    Oak Bluffs, MA

    We welcome you to enjoy our spacious and comfortable home. It's a beautiful 5 BR, 4.5 bath Oak Bluffs home with modern conveniences and nestled in an idyllic,... ...more

  • Property-17 Image 1
    House Select Dates for Price
    • 3Bed
    • 3Baths
    • (42) Wonderful
    Oak Bluffs , MA

    Our home is in the town of Oak Bluffs on a quiet residential street about 15 minutes easy walking distance to the town of Oak Bluffs and Oak Bluffs Harbor through... ...more

  • Property-18 Image 1
    House $604 / Nightly
    • 4Bed
    • 4Baths
    • (11)
    Oak Bluffs, MA

    Located within 100 feet of one of the Vineyards top beaches and with dramatic views, this picture perfect beach house is also steps away from downtown Oak Bluffs... ...more

  • Property-19 Image 1
    House Select Dates for Price
    • 4Bed
    • 3Baths
    • (1) Exceptional
    Oak Bluffs, MA

    New construction property overlooking Vineyard Haven Harbor where water views can be enjoyed from almost all areas of the house. This tastefully decorated Smart... ...more

  • Property-20 Image 1
    House Select Dates for Price
    • 4Bed
    • 4Baths
    • (4)
    Oak Bluffs, MA

    LABOR DAY WEEKEND- 3 NIGHT minimum available. This four bedroom, 2½ bath, 1870’s American-farmhouse style home is located in the Vineyard Highlands above Sunset... ...more

Vacation Rental Filters are an easy way to help you personalize your search to find the ideal rental in Oak Bluffs. Many accommodations in Oak Bluffs provide "Non Smoking Only", there are 276, or there are 246 of Vacation Rentals in Oak Bluffs with a "Children Welcome", there are also 221 with "Pets Not Allowed", which is another great reason to visit Oak Bluffs.

We analyzed price data and rendered them in this graph, which shows vacation rental prices for the next twelve months in Oak Bluffs. The most expensive month of the next 12 months is in January, where prices hit an average of $487 a night. In December, prices will hit an average low of $200 per night.