Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

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

Location Type

Even More Filters

Features

Managed By

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

Oak Bluffs Waterfront Vacation Rentals Vacation Rentals(71)

71 Results
  • 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)
  • Studio,
  • 1 BA,
  • Sleeps 2
3 - 7 night minimum stay
$400 - $571
per night
3 - 7 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 6
3 - 7 night minimum stay
(5)
  • 5 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 9
2 - 7 night minimum stay
(5)
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
7 night minimum stay
1 Review
$700 - $1,214
per night
1 - 7 night minimum stay
  • 7 BR,
  • 6 BA,
  • Sleeps 14
1 - 7 night minimum stay
(6)
  • 4 BR,
  • 2 BA,
  • Sleeps 8
1 Review
$1,900 - $3,400
per week
7 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 7
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
2 - 7 night minimum stay
2 Reviews
$1,300 - $2,975
per week
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
7 night minimum stay
  • 6 BR,
  • 3 BA,
  • Sleeps 8
7 night minimum stay
$168 - $314
per night
5 - 7 night minimum stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
5 - 7 night minimum stay
  • 5 BR,
  • 3 BA,
  • Sleeps 10
(12)
$1,999 - $2,199
per week
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
7 night minimum stay
(8)
  • 4 BR,
  • 2 BA,
  • Sleeps 6
6 - 7 night minimum stay
(3)
  • 1 BR,
  • 1 BA,
  • Sleeps 3
  • 4 BR,
  • 3 BA,
  • Sleeps 10
1 Review
  • 4 BR,
  • 2 BA,
  • Sleeps 6
7 night minimum stay
$2,125 - $4,025
per week
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
7 night minimum stay
$257 - $571
per night
5 - 7 night minimum stay
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
5 - 7 night minimum stay
  • 3 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
3 - 7 night minimum stay
(4)
  • 3 BR,
  • 3 BA,
  • Sleeps 6
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
3 - 7 night minimum stay
(13)
  • 7 BR,
  • 5 BA,
  • 2 HF BA,
  • Sleeps 14
6 night minimum stay
  • 3 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 5
7 night minimum stay
2 Reviews
$1,000 - $1,357
per night
5 - 7 night minimum stay
  • 7 BR,
  • 6 BA,
  • 1 HF BA,
  • Sleeps 14
5 - 7 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 6
2 - 7 night minimum stay
(3)
  • 4 BR,
  • 4 BA,
  • Sleeps 12
7 night minimum stay
(3)
Advertisement
 

Recent Oak Bluffs Reviews

Relaxing, Comfortable, Clean

4 of 5
This property is conveniently located within walking distance if you enjoy a scenic 5-10 minute walk . However, if you are carrying a lot of luggage, groceries or children, take a cab. Upon arrival, you will find a beautiful, clean and efficient unit. We were only there to sleep as the Island had so many things to do. We rented scooters and took in the entire Island, eating and drinking at every port. Truly an amazing experience. Being off season, we didnt take advantage of the beautiful beach across the street. The only draw back to this property is the high volume of trucks traveling at all hours of the night at high speed. Found it to be very noisy in the late evening through early morning - had to shut all windows at front of unit. Overall - a beautiful place and location - very clean
  • Submitted: Sep 22, 2014
  • Stayed: Sep 2014

Awesome vacation!

5 of 5
My husband and I and our three daughters had our first visit to Martha's Vineyard. Not knowing where a good place to stay was, it was very helpful to have the owner call me immediately upon my request for the house. She was very informative and I felt like I was making a good choice about the location of the house. The house was adorable and had everything you can imagine. It was really helpful to have the beach chairs and cooler to use! Our favorite part of the house was the fact that the upstairs bedroom had its own deck to overlook the pond and sound. It was beautiful and very private. Our girls had their rooms downstairs and we had ours upstairs. It was perfect. We brought our bikes and really enjoyed biking down to the beach with the "jaws" bridge you can jump off of. The ride was gorgeous with water on both sides of the road. My girls were able to walk to town to get an ice cream etc. and we could walk to get a drink or dinner. House was very clean, great location, and tons of extras. We would definitely stay there again! Loved it!
  • Submitted: Sep 13, 2014
  • Stayed: Jul 2014

Gorgeous Waterview Location

5 of 5
This is a fantastic home on a beautiful pond with a private dock directly across from Nantucket Sound. The deck is large and looks out on the water and the living areas are spacious and well appointed for all your needs. The master bedroom upstairs has a spectacular view of the water. The bedrooms are all air conditioned and have plenty of closet and dresser space. The living area is large with a flat screen TV and WIFI . Two of he bedrooms even had TV's in them The kitchen is quite big with all the utensils for a family vacation and the view from the kitchen is also amazing!!!! We loved the location because we could walk to town but we were also on a private street with our own private dock on the water and Vanessa The Sea Serpant always our constant reminder of what a magical place Martha's Vineyard is and why we want to return to the same house next year. The owner was so happy to help with any of our needs and the house was exactly as he described it over the phone and in Home Away. It was the perfect vacation spot for myself and my 3 adult children. I will definitely rent from them again and recommend this house to anyone who wants a beautiful home in a relaxed gorgeous setting with lots of quiet and privacy.
  • Submitted: Sep 2, 2014
  • Stayed: Aug 2014