Oak Bluffs Vacation Rentals
43 homes in Oak Bluffs, Massachusetts
VueStay Vacations has 43 vacation homes in Oak Bluffs, Massachusetts, all bookable direct. Homes range from studios to 6 bedrooms and the largest sleeps 18. 9 welcome pets, 9 have a fireplace, and 8 have a fire pit.
Homes in Oak Bluffs
See all 43 homes in Oak BluffsMassachusetts
Dog-Friendly Downtown Home withFree WiFi, Deck, Water Views, & Partial A/C
Marsh Walk
3 BR · 1 BA · sleeps 6
Massachusetts
Enchanting bungalow with golf nearby, full kitchen, central AC, & washer & dryer
East Chop 90
4 BR · 3 BA · sleeps 10
Massachusetts
Bright old-world cottage with two porches & large yard - walk to town & beaches
Oak Bluffs Cottage
3 BR · 2.5 BA · sleeps 6
Massachusetts
Family friendly, walking distance to town, harbor, shops, restaurants, beaches
Canary Cottage
5 BR · 2 BA · sleeps 6
Massachusetts
Wonderful three-story home with lovely decks, firepit, fast WiFi & washer & dryer
Brewster House
4 BR · 2 BA · sleeps 10
Massachusetts
Cozy island cottage near local attractions with breezy yard & inviting interior
TumbleINN
2 BR · 1 BA · sleeps 4
Massachusetts
Spacious home in central location with beautiful patio, pool table, washer & dryer, & AC
Bird Street Breeze
5 BR · 3.5 BA · sleeps 12

Massachusetts
Spacious island home near Farm Neck Golf Course, the beach and town
Twin Ponds
4 BR · 3 BA · sleeps 10
Massachusetts
Coastal home with outdoor shower, grill, fireplace, central AC, & washer & dryer
Yellow Brick Road House
3 BR · 1 BA · sleeps 6
Massachusetts
Quaint, ranch style home in Oak Bluffs with central air
The Rootskeller
4 BR · 2 BA · sleeps 7
Massachusetts
Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs
Island Getaway
2 BR · 2 BA · sleeps 4
Massachusetts
Historic cottage with patio, games, walk to beach & dog-friendly fenced yard
Pilgrim Cottage
3 BR · 1.5 BA · sleeps 5
Massachusetts
Historic, dog-friendly beach view house with fast WiFi, ocean view, & grill
Captain Shaw Norris House
6 BR · 4 BA · sleeps 11
Massachusetts
Inviting, two-story home with a large yard, sunroom, balcony
Gingerbread Dream
3 BR · 2 BA · sleeps 8
Massachusetts
Elegant Dream Home with Luxurious Living Spaces, Full Kitchen, & Wraparound Porch
Oak Manor
4 BR · 4.5 BA · sleeps 8
Massachusetts
Charming home with private hot tub, firepit, deck, grill, outdoor shower, AC
Tiffany's Treasure
4 BR · 3 BA · sleeps 8
Massachusetts
Private island house with close beach access and water view from deck
Soundmeadow House
2 BR · 2 BA · sleeps 10
Massachusetts
Serene private home with large deck & yard on conservation land
The Big Easy
4 BR · 2.5 BA · sleeps 12
Massachusetts
2-story home near Crystal Lake with partial views, deck, grill, outdoor shower
Vineyard State of Mind
4 BR · 3.5 BA · sleeps 7
Massachusetts
Charming studio with amazing location near town & beach
Sankofa Studio
0 BR · 1 BA · sleeps 2
Massachusetts
Charming home away from home near lagoon pond with boat launch
Island Sanctuary
3 BR · 1.5 BA · sleeps 7
