
House holiday rentals in Oak Bluffs
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Top-rated house rentals in Oak Bluffs
Guests agree: these houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for house rentals in Oak Bluffs
House rentals with a pool

Waterfront Home w/ Dock, Heated Pool, Kayaks & A/C

Beautiful Mashpee Home with Pool

Stunning Cape Home - Inground Pool, 5 Min To Beach

18 Menemsha Rd., Popponesset, Pool, 3-Beds, 4 bath

Exclusive New Seabury Home w/ Heated Pool ⛳️🏖🦞☀️🐠

Beautiful Edgartown Colonial with heated pool.

New Construction Home with Pool in N. Falmouth

Dog Friendly Cape Oasis | Pool+Beach |Tennis Court
Weekly house rentals

Walk to OB Town & Beach | Family & Dog Friendly

Walk to Town/Golf Club - Renovated Edgartown Home

Nautical Oasis Walking Distance to Downtown OB

Beautiful Oak Bluffs Cottage Close to Town

Modern Marvel in Woods Hole - Walk to town & ferry

First-class 4+ BR Lagoon Pond Camp

Classic Downtown Property

3 beds, 3 baths 1.5 Miles to Downtown and Beaches!
Private house rentals

Updated Beautiful Cottage in Edgartown AC

Piece of Katama Heaven near South Beach,Edgartown

Lovely Day Oceanside

Edgartown Cottage By The Pond

Katama Hideaway

Walk to town - Beautiful, quiet Edgartown home

Idyllic renovated home across from Seth's Pond

On HGTV! Gorgeous, AC, Hot Tub, WALK Town & Beach
Quick stats about house rentals in Oak Bluffs
Total rentals
440 properties
Nightly prices starting at
£29 before taxes and fees
Total number of reviews
12K reviews
Family-friendly rentals
390 properties are a good fit for families
Pet-friendly rentals
110 properties allow pets
Rentals with a pool
20 properties have a pool
Destinations to explore
- Newport Holiday rentals
- Philadelphia Holiday rentals
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- South Jersey Holiday rentals
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- New York Holiday rentals
- East River Holiday rentals
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- Plainview Holiday rentals
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- The Hamptons Holiday rentals
- Boston Holiday rentals
- Rentals with a patio Oak Bluffs
- Rentals with a washing machine and dryer Oak Bluffs
- Rentals with a firepit Oak Bluffs
- Rentals with breakfast Oak Bluffs
- Rentals with beach access Oak Bluffs
- Waterfront rentals Oak Bluffs
- Flat rentals Oak Bluffs
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- Rentals with lake access Oak Bluffs
- Rentals with pools Oak Bluffs
- Bed and breakfasts Oak Bluffs
- Rentals with a fireplace Oak Bluffs
- Apartment rentals Oak Bluffs
- Private suite rentals Oak Bluffs
- Rentals with outdoor seating Oak Bluffs
- Rentals with an EV charger Oak Bluffs
- Hotel rentals Oak Bluffs
- Family-friendly rentals Oak Bluffs
- Rentals with a hot tub Oak Bluffs
- Pet-friendly rentals Oak Bluffs
- Rentals with a kayak Oak Bluffs
- Beachfront rentals Oak Bluffs
- Boutique hotel rentals Oak Bluffs
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- Cape Cod
- Mayflower Beach
- West Dennis Beach
- East Sandwich Beach
- Craigville Beach
- Duxbury Beach
- Easton Beach
- Sagamore Beach
- Sandwich Glass Museum
- Roger Williams Park Zoo
- Owen Park Beach
- Point Judith Country Club
- Coast Guard Beach
- Oakland Beach
- Onset Beach
- Inman Road Beach
- South Shore Beach
- Nickerson State Park
- Fort Adams State Park
- Second Beach
- Oyster Harbors Beach
- Pinehills Golf Club
- Goddard Memorial State Park
- Scusset Beach