Oak Bluffs Guest Houses

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Guest Houses in Oak Bluffs

The Lightkeepers Inn

25 Simpson's Lane, Edgartown, MA

$269

per night

May 29 - May 30

With a stay at The Lightkeepers Inn in Edgartown, you'll be near the beach, within a 10-minute drive of Inkwell Beach and Edgartown Lighthouse.

Sea Breeze Inn

270 Ocean Avenue, Hyannis, MA

$90

per night

May 23 - May 24

With a stay at Sea Breeze Inn in Hyannis, you'll be near the beach, a 4-minute walk from Cape Cod Beaches and a 2-minute drive from Cape Cod Melody Tent.

Parking included

Free WiFi

,Artist Guest House on beautiful estate open concept King Sized Bunk Beds

With a stay at this guesthouse in Oak Bluffs, you'll be near the beach, within a 10-minute drive of Inkwell Beach and Gus Ben David's World of Reptiles and Birds Park.

Air conditioning

Spacious Guest House, Falmouth Village

With a stay at this guesthouse, you'll be centrally located in Falmouth, within a 5-minute drive of Cape Cod Beaches and Island Queen Ferry.

Pet friendly

Free WiFi

Mid Island Family retreat

Located in Vineyard Haven, this guesthouse is by the sea, within a 10-minute drive of Lake Tashmoo and Island Cove Adventures.

Woods Hole Passage Inn

186 Woods Hole Road, Falmouth, MA

When you stay at Woods Hole Passage Inn in Falmouth, you'll be by the ocean, within a 5-minute drive of The Knob and Surf Drive Beach.

The Oak Bluffs Inn

64 Circuit Ave, Oak Bluffs, MA

When you stay at The Oak Bluffs Inn in Oak Bluffs, you'll be near the beach, within a 10-minute walk of Inkwell Beach and Circuit Avenue.

Free WiFi

Air conditioning

Madison Inn

18 Kennebeck Avenue, Oak Bluffs, MA

A stay at Madison Inn places you in the heart of Oak Bluffs, a 1-minute drive from Inkwell Beach and 12 minutes from Edgartown Lighthouse.

Free WiFi

Air conditioning

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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.