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Search over 150,000 vacation rentals properties now! Click here to see more Vacation Homes
Search for vacation rental homes in Oak Bluffs
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Waterview Victorian in heart of downtown OB, 1 block from beach — Property 141191
- Cottage
- 5 bedrooms , sleeps 11
- 2 bathrooms
- beach, downtown
- garden
- Rates (shown in USD)
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In-town Oak Bluffs, Adorable Gingerbread House, Location! Location! Location! — Property 221417
- House
- 3 bedrooms , sleeps 6
- 2 bathrooms
- beach, downtown
- tennis court
- Rates (shown in USD)
- $1100 - $2500 per property per week
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Oak Bluffs Cottage - A Short Walk to the Beach! — Property 245883
- Cottage
- 3 bedrooms , sleeps 8
- 2 bathrooms
- near the ocean, town
- internet access
- Rates (shown in USD)
- $1000 - $2400 per property per week
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Look No Further... Classic Cape, End of Road, Walk to Town — Property 122103
- House
- 4 bedrooms , sleeps 14
- 2 bathrooms
- 1 half bathroom
- near the ocean, town
- balcony
- Rates (shown in USD)
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Contemporary luxury open-air apartment/loft in the heart of the Arts District — Property 232445
- Condo
- 2 bedrooms , sleeps 5
- 2 bathrooms
- beach, town
- garden
- Rates (shown in USD)
- $1000 - $2700 per property per week
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Nashawena Park, Oak Bluffs
Elegant Victorian, Walk to Beach & Tennis, Free High Speed Internet Access — Property 105836
- House
- 6 bedrooms , sleeps 12
- 2 bathrooms
- 2 half bathroom
- downtown
- garden
- Rates (shown in USD)
- $3000 - $4000 per property per week
-
Oak Bluffs Rental
Vineyard Rental, Oak Bluffs — Property 252361
- House
- 6 bedrooms , sleeps 12
- 2 bathrooms
- 2 half bathroom
- beach, downtown
- satellite or cable
- Rates (shown in USD)
- $4500 per property per week
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Luxury condo on Inkwell Beach. Overlooking the ocean and park — Property 138835
- Condo
- 2 bedrooms , sleeps 6
- 2 bathrooms
- beach, waterfront
- balcony
- Rates (shown in USD)
- $600 - $2500 per property per week
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Magnificent 19th Century Sun Swept Colonial close to beach — Property 111504
- House
- 5 bedrooms , sleeps 10
- 2 bathrooms
- beach, town
- garden
- Rates (shown in USD)
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Charming House Steps to the Lagoon — Property 185970
- House
- 3 bedrooms , sleeps 6
- 2 bathrooms
- near the ocean, rural
- TV
- Rates (shown in USD)
- $895 - $1795 per property per week
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Bedrooms
- 2 bedrooms (8)
- 3 bedrooms (25)
- 4+ bedrooms (60)
Sleeps
- Sleeps 1-4 (2)
- Sleeps 5-8 (57)
- Sleeps 9-12 (31)
- Sleeps 13 or more (3)
Lodging Type
- condo rentals (4)
- cottage rentals (13)
- farmhouse rentals (1)
- house rentals (75)
Amenities
- air conditioning (21)
- satellite or cable tv (79)
- pool (1)
- internet access (60)
- dishwasher (80)
- washing machine (90)
Leisure Activities
Suitability
- wheelchair accessible (8)
- suitable for elderly or infirm (27)
- pet friendly (18)
- non smoking only (82)

