Oak Bluffs, MA

Travel Guide

A historic two-story house with a balcony and a porch, surrounded by a well-maintained garden.
A person walking on a sidewalk past a house with a porch and a decorative fence.
A row of colorful, historic houses with a central path.
A row of colorful Victorian-style houses with front porches and a well-maintained lawn.
A row of colorful Victorian-style houses with blue and yellow trim, a tree with white blossoms, and a paved street.
Summercamp

Summercamp

3.5 out of 5
70 Lake Avenue Oak Bluffs MA
Book a stay at this beach hotel in Oak Bluffs. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Our guests praise the helpful staff and the clean ...
9.4/10 Exceptional! (1,000 reviews)
"Beautiful contemporary boutique property. GREAT location. Bed was comfortable. Water pressure was good! Staff were genuinely nice."

Reviewed on 9 November 2026

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Summercamp
MV Surfside Hotel

MV Surfside Hotel

2.5 out of 5
7 Oak Bluffs Avenue Oak Bluffs MA
Stay at this hotel in Oak Bluffs. Enjoy parking (surcharge), daily housekeeping, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions ...
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MV Surfside Hotel
Morgan Hotel

Morgan Hotel

2.5 out of 5
9 Healy Way Oak Bluffs MA
The price is AED 506 per night from Nov 19 to Nov 20
AED 506
AED 579 total
19 Nov - 20 Nov
includes taxes & fees
Stay at this hotel in Oak Bluffs. Enjoy free WiFi, concierge services, and cable TV channels. Popular attractions Inkwell Beach and Circuit Avenue are located ...
Morgan Hotel
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Quaint, ranch style home in Oak Bluffs with central air

Quaint, ranch style home in Oak Bluffs with central air

Oak Bluffs MA
Stay at this vacation home in Oak Bluffs. Enjoy a garden, balconies, and an in-room coffeemaker. Popular attractions Inkwell Beach and Oak Bluffs Public Library ...
8.4/10 Very Good! (5 reviews)
"Would book again"

Reviewed on 27 July 2026

Quaint, ranch style home in Oak Bluffs with central air
Luxury Loft Historic Center Oak Bluffs

Luxury Loft Historic Center Oak Bluffs

Oak Bluffs MA
Stay at this vacation home in Oak Bluffs. Enjoy a garden, laundry facilities, and tennis courts. Popular attractions Inkwell Beach and Trinity Park Tabernacle ...
9.6/10 Exceptional! (51 reviews)
"The loft was not suited for adult occupancy."

Reviewed on 7 August 2026

Luxury Loft Historic Center Oak Bluffs
Charming, cozy spacious home within 1 mile walking distance to Oak Bluffs

Charming, cozy spacious home within 1 mile walking distance to Oak Bluffs

Oak Bluffs MA
Stay at this vacation home in Oak Bluffs. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Inkwell Beach and Oak Bluffs Harbor are located ...
Charming, cozy spacious home within 1 mile walking distance to Oak Bluffs
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Stay near popular Oak Bluffs attractions

A beach with a lifeguard tower, a rocky breakwater, and the ocean.

Inkwell Beach

9.0/10 (154 reviews)
If a restful vacation is part of your travel plans, Inkwell Beach might be the perfect place to seek out during your trip to Oak Bluffs. Stroll along this relaxing area's waterfront, or simply enjoy its wineries.
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