Luxury Cruises - Vacation Rentals in Oak Bluffs

Property Image From $702
         

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8.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $488
         

10.0 (21 Reviews)
Apartment
  • 1097 ft² Apartment
  • Air Conditioner
  • Parking
  • View
Property Image From $265
         

9.8 (87 Reviews)
Hotel
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Property Image From $239
         

Luxury Places to Stay in Oak Bluffs

Over 636+ Luxury Places to Stay in or Near Oak Bluffs
Property Image From $3,675
         

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9.1 (6 Reviews)
House
  • Air Conditioner
  • View
  • Security/Safety
Property Image From $2,750
         

Top-Rated Vacation Rentals with a Pool in Oak Bluffs

Over 134+ Top-Rated Vacation Rentals with a Pool in or Near Oak Bluffs
Property Image From $1,879
         

10.0 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Property Image From $1,929
         

10.0 (3 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Oak Bluffs

Over 133+ Pet-Friendly Vacation Rentals in or Near Oak Bluffs
Property Image From $434
         

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10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $567
         

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10.0
House
  • 3871 ft² House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $244
         

Property Image From $816
         

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9.0 (1 Review)
House
  • Pet Friendly
  • Wheelchair Accessible
  • Balcony/Terrace

Large Vacation Homes & Villas in Oak Bluffs

Over 131+ Large Vacation Homes & Villas in or Near Oak Bluffs
Property Image From $362
         

8.7 (102 Reviews)
House
  • View
  • Ocean View
  • Balcony/Terrace
Property Image From $491
         

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10.0 (3 Reviews)
House
  • 1496 ft² House
  • Air Conditioner
  • Parking
  • TV
Property Image From $810
         

9.6 (44 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Property Image From $165
         

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8.6 (168 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • View
Property Image From $244
         

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8.3 (3 Reviews)
House
  • Air Conditioner
  • Balcony/Terrace
  • Security/Safety
Property Image From $223
         

Wheelchair Accessible Vacation Homes in Oak Bluffs

Over 15+ Wheelchair Accessible Vacation Homes in or Near Oak Bluffs
Property Image From $401
         

Property Image From $1,026
         

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9.5 (2 Reviews)
House
  • Air Conditioner
  • Wheelchair Accessible
  • Balcony/Terrace
Property Image From $601
         

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7.8 (7 Reviews)
House
  • Wheelchair Accessible
  • Accessibility
  • Security/Safety
Property Image From $295
         

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7.0 (1 Review)
House
  • Wheelchair Accessible
  • Balcony/Terrace
  • Accessibility
Property Image From $1,516
         

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1.0 (1 Review)
House
  • Air Conditioner
  • Pool
  • View

Oak Bluffs Varoom and Airbnb Places to Stay Under $200

Over 8+ Oak Bluffs Varoom and Airbnb Places to Stay Under $200
Property Image From $163
         

10.0 (1 Review)
House
  • Balcony/Terrace
  • Security/Safety
  • Sports/Activities
Property Image From $180
         

Property Image From $152
         

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8.0 (8 Reviews)
House
  • Balcony/Terrace
  • Security/Safety
  • Sports/Activities
Property Image From $153
         

7.8 (6 Reviews)
House
  • Air Conditioner
  • Balcony/Terrace
  • Security/Safety
Property Image From $154
         

3.5 (7 Reviews)
House
  • Balcony/Terrace
  • Security/Safety
  • Sports/Activities
Property Image From $160
         

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New
House
  • Wheelchair Accessible
  • Balcony/Terrace
  • Accessibility
Property Image From $199
         

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8.9 (223 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV

Instantly Bookable Vacation Homes in Oak Bluffs

Over 273+ Instantly Bookable Vacation Homes in or Near Oak Bluffs
Property Image From $423
         

9.4 (19 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Property Image From $957
         

10.0 (24 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • TV

About Oak Bluffs Vacation Rentals

With more than 645 Oak Bluffs vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Luxurycruises and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Oak Bluffs.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Luxurycruises Oak Bluffs, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Oak Bluffs. Places to stay near Oak Bluffs are 1001.46 ft² on average, with prices averaging $811 a night.

Luxurycruises makes it easy and safe to find and compare vacation rentals in Oak Bluffs with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Oak Bluffs

Type Count
Vacation Homes 441
Holiday Apartments 82
Cottages 43
Hotels with Suites 14
B&B 2
Villas 2
Cabin Rentals 1
Resorts 1

Use these Quick Filters to Find a Vacation Rental in Oak Bluffs

Pro Tip: Luxurycruises makes it easy to compare the best listings on Luxurycruises homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Luxurycruises homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Oak Bluffs.

Weather in Oak Bluffs

View the weather forecast for Oak Bluffs before booking your Oak Bluffs Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F