Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Book Faster

Property Type

Apartments
Bungalows
Condos
Cottages
Estates
Homes
Barns
Boats
Cabins
Castles
Chalets
Farmhouses
Hotels
Lodges
Studios
Townhomes
Villas
Yachts

Book Faster

Location Type

Even More Filters

Features

Managed By

Cancel Clear Filters Apply Filters
Use filters to narrow your search results!

Oak Bluffs Short Term Vacation Rentals(57)

57 Results
  • 4 BR,
  • 3 BA,
  • Sleeps 15
1 - 7 night minimum stay
(10)
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
4 - 5 night minimum stay
(3)
$5,000
per week
7 night minimum stay
  • 5 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 9
7 night minimum stay
(5)
  • 5 BR,
  • 2 BA,
  • Sleeps 13
2 - 7 night minimum stay
(15)
  • 5 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 9
2 - 7 night minimum stay
(5)
$185 - $300
per night
2 - 7 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 5
2 - 7 night minimum stay
(5)
$1,800 - $3,100
per week
4 - 7 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 9
4 - 7 night minimum stay
2 Reviews
  • 4 BR,
  • 4 BA,
  • Sleeps 8
  • 3 BR,
  • 3 BA,
  • Sleeps 8
7 night minimum stay
1 Review
  • 2 BR,
  • 2 BA,
  • Sleeps 6
2 - 7 night minimum stay
(6)
  • 2 BR,
  • Sleeps 6
2 - 4 night minimum stay
1 Review
$40 - $340
per night
2 - 30 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
2 - 30 night minimum stay
  • 4 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 9
2 - 7 night minimum stay
(6)
$350 - $525
per night
4 - 5 night minimum stay
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 9
4 - 5 night minimum stay
2 Reviews
$300 - $393
per night
2 - 7 night minimum stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
2 - 7 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 2
2 night minimum stay
1 Review
$3,200
per week
3 - 7 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 12
3 - 7 night minimum stay
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 4
7 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
1 - 7 night minimum stay
(11)
  • 2 BR,
  • 1 BA,
  • Sleeps 4
2 - 7 night minimum stay
(11)
$250 - $425
per night
2 - 7 night minimum stay
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
2 - 7 night minimum stay
2 Reviews
$1,500 - $2,800
per week
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 5
7 night minimum stay
(4)
$214 - $486
per night
3 - 7 night minimum stay
  • 5 BR,
  • 2 BA,
  • Sleeps 9
3 - 7 night minimum stay
(5)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
3 - 7 night minimum stay
(4)
$247 - $347
per night
2 - 7 night minimum stay
  • 3 BR,
  • 1 BA,
  • Sleeps 6
2 - 7 night minimum stay
(9)
$375 - $443
per night
3 - 7 night minimum stay
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
3 - 7 night minimum stay
(9)
  • 3 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
7 night minimum stay
(5)
$85 - $179
per night
2 - 7 night minimum stay
  • Studio,
  • 1 BA,
  • Sleeps 4
2 - 7 night minimum stay
(8)
$945 - $5,500
per week
7 night minimum stay
  • 4 BR,
  • 2 BA,
  • 2 HF BA,
  • Sleeps 10
7 night minimum stay
(4)
Advertisement
 

Recent Oak Bluffs Reviews

Excellent rental

5 of 5
This apartment was JUST right for the two of us. It is just so tasteful and warm and clean and felt like home. The owner is incredibly nice and engaged and fully accessible and helpful, and also warm and kind. The location is superb (for us, in the fall; can't speak to busier seasons)...all the Oak Bluffs main street attractions just around the corner and, yet, also a bit off the busy/beaten path. For a mid-fall getaway, it was cozy and, well, perfect. There are great walks by water and into the woods nearby. I give it two energetic thumbs up.
  • Submitted: Dec 9, 2014
  • Stayed: Nov 2014

Great Seaview condo!

5 of 5
This is a great unit just across from the beach. It is clean and well equipped, and the owner is wonderful to work with. Fantastic location - a 5 min walk to Circuit Ave and the ferry dock.
  • Submitted: Dec 1, 2014
  • Stayed: Nov 2014

Fantastic place

5 of 5
I stayed in the upstairs apartment for two weeks in October and it was perfect. It's not huge, but beautifully maintained, and great for one or two people - and ideal as a writing retreat. It's right off the main business district of Oak Bluffs so no car is required and everything is at your doorstep. And Sharon (the owner) is absolutely cool and relaxed and great fun to hang out with - and always available in case of problems. The kitchen is small but with all necessities and totally suited my needs - with a funky vintage stove/sink/fridge combo unit. Plus, there's a back deck for warmer months. I definitely recommend it.
  • Submitted: Nov 19, 2014
  • Stayed: Oct 2014