Oak Bluffs Vacation Rentals

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Check prices for these dates

Next weekend
Aug 22 - Aug 24
In two weeks
Aug 29 - Aug 31
In one month
Sep 12 - Sep 14
In two months
Oct 10 - Oct 12

Browse Select Oak Bluffs Vacation Homes

A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!
TV, fireplace, books

A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!

9.0 out of 10, Wonderful, (2)
"The house was lovely. Very clean and orderly. Beautiful back porch that we enjoyed very much. The beds were very comfortable. Our only complaint was the Master bathroom needs some updating. The shower head desperately needs to be changed and the lighting is extremely poor. Also, only 1 half size mirror on the whole first floor. Other than that, it was perfect."
The price is CA $1,727
CA $2,779 total
includes taxes & fees
Sep 1 - Sep 2
A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!
MOST CHIC SPOT! Your Martha's Vineyard Getaway!
Interior

MOST CHIC SPOT! Your Martha's Vineyard Getaway!

10.0 out of 10, Exceptional, (7)
"Our kids and their friends had so much fun in the beautifully finished basement. Easy access to beach and ferry, would love to go back every year, the host was wonderful."
The price is CA $2,072
CA $3,301 total
includes taxes & fees
Sep 1 - Sep 2
MOST CHIC SPOT! Your Martha's Vineyard Getaway!
1 Mi to Ferry Terminal: Oak Bluffs Family Retreat!
Exterior detail

1 Mi to Ferry Terminal: Oak Bluffs Family Retreat!

The price is CA $344
CA $864 total
includes taxes & fees
Sep 1 - Sep 2
1 Mi to Ferry Terminal: Oak Bluffs Family Retreat!
Island Inn - 2 Bedroom & 2 Bath Townhouse - 50G - Oak Bluffs, MA
Beach

Island Inn - 2 Bedroom & 2 Bath Townhouse - 50G - Oak Bluffs, MA

10.0 out of 10, Exceptional, (1)
"Great location, clean, quiet, great amenities inside AND out, loved having special access to Nomans, we were VERY happy with our stay. Thank you for such an awesome option to enjoy MV and Island Life!"
The price is CA $1,117
CA $1,599 total
includes taxes & fees
Aug 28 - Aug 29
Island Inn - 2 Bedroom & 2 Bath Townhouse - 50G - Oak Bluffs, MA
Island Inn - 2 Bedroom & 2 Bath Townhouse - 44G - Oak Bluffs, MA
Beach

Island Inn - 2 Bedroom & 2 Bath Townhouse - 44G - Oak Bluffs, MA

9.0 out of 10, Wonderful, (2)
"Great location. Very nice property. The unit was clean but dated in a few areas. Overall, it was perfect for 4 of us visiting for the wknd. "
The price is CA $1,192
CA $1,697 total
includes taxes & fees
Aug 19 - Aug 20
Island Inn - 2 Bedroom & 2 Bath Townhouse - 44G - Oak Bluffs, MA
Island Inn - 2 Bedroom & 1.5 Bath Townhouse - 43G - Dog-friendly - Oak Bluffs, MA
Beach

Island Inn - 2 Bedroom & 1.5 Bath Townhouse - 43G - Dog-friendly - Oak Bluffs, MA

Island Inn - 2 Bedroom & 1.5 Bath Townhouse - 43G - Dog-friendly - Oak Bluffs, MA
Island Inn - 2 Bedroom & 2 Bath Townhouse - 48G - Oak Bluffs, MA
Beach

Island Inn - 2 Bedroom & 2 Bath Townhouse - 48G - Oak Bluffs, MA

The price is CA $953
CA $1,393 total
includes taxes & fees
Sep 2 - Sep 3
Island Inn - 2 Bedroom & 2 Bath Townhouse - 48G - Oak Bluffs, MA
Charming 3 bed room with magnificent views & large deck
Exterior

Charming 3 bed room with magnificent views & large deck

8.0 out of 10, Very good, (1)
". Great locations. Short walk to numerous restaurants and ferry. "
The price is CA $262
CA $623 total
includes taxes & fees
Sep 14 - Sep 15
Charming 3 bed room with magnificent views & large deck
Remodeled historical Gosnold Cottage.300 yards to the beach.
Property grounds

Remodeled historical Gosnold Cottage.300 yards to the beach.

10.0 out of 10, Exceptional, (3)
"We had a great stay at this property! It was very clean and spacious for our family of 4. Veterans Beach was within walking distance. The shower was great and my 2 year old loved to run around the property l would definitely stay here again"
The price is CA $310
CA $832 total
includes taxes & fees
Sep 7 - Sep 8
Remodeled historical Gosnold Cottage.300 yards to the beach.
Gosnold Manor 300 Yards To Veterans Park Beach, recently updated home.
Beach nearby, sun loungers, beach towels

Gosnold Manor 300 Yards To Veterans Park Beach, recently updated home.

9.8 out of 10, Exceptional, (26)
"Great peaceful calming"
The price is CA $569
CA $1,414 total
includes taxes & fees
Sep 7 - Sep 8
Gosnold Manor 300 Yards To Veterans Park Beach, recently updated home.
Beautiful Private Beach House
Smart TV

Beautiful Private Beach House

10.0 out of 10, Exceptional, (48)
"The property was lovely with amazing views and a comfortable atmosphere. The host was very responsive. It was a great long weekend retreat for a multi-generational family."
Beautiful Private Beach House
Cozy Spacious Home Walk to the Beach & 1 Mile to Downtown Hyannis
Beach nearby

Cozy Spacious Home Walk to the Beach & 1 Mile to Downtown Hyannis

8.8 out of 10, Excellent, (5)
"Perfect to walk to the beach"
The price is CA $303
CA $837 total
includes taxes & fees
Sep 9 - Sep 10
Cozy Spacious Home Walk to the Beach & 1 Mile to Downtown Hyannis
3-bedroom house in charming Barnstable with WiFi, AC,Walking distance to Main st
Exterior

3-bedroom house in charming Barnstable with WiFi, AC,Walking distance to Main st

The price is CA $547
CA $708 total
includes taxes & fees
Sep 1 - Sep 2
3-bedroom house in charming Barnstable with WiFi, AC,Walking distance to Main st
The Sunshine Cape Family/DogFriendly GameRoom Outdoor Shower
Exterior detail

The Sunshine Cape Family/DogFriendly GameRoom Outdoor Shower

9.0 out of 10, Wonderful, (7)
"Great accommodations very clean."
The price is CA $531
CA $1,292 total
includes taxes & fees
Aug 21 - Aug 22
The Sunshine Cape Family/DogFriendly GameRoom Outdoor Shower
Hyannis Hideaway in Cape Cod
Paper towels

Hyannis Hideaway in Cape Cod

10.0 out of 10, Exceptional, (2)
"Awesome private property, close to Main Street and Craigsville beach. My friends and I stay in Hyannis every 4th of July and this home was super accommodating for groups and close to everything. Great stay would recommend. "
The price is CA $511
CA $884 total
includes taxes & fees
Sep 15 - Sep 16
Hyannis Hideaway in Cape Cod
Cape Diem ; All new; 1.5m to Criagville, Hyannis beach; with WiFi, AC
Terrace/patio

Cape Diem ; All new; 1.5m to Criagville, Hyannis beach; with WiFi, AC

10.0 out of 10, Exceptional, (4)
"We had a small group of adults and kids stay for the night. This house had plenty of space with the upstairs and downstairs living room and large bedrooms. The pool/air hockey table was fun for everyone and the large, fenced in yard gave the kids plenty of space to run around. Ari and Sri were amazing hosts! They quickly answered any messages, provided easy check-in and check-out instructions, and so kindly provided us with ice cream for the kids in the freezer! Overall we had a wonderful stay...
Cape Diem ; All new; 1.5m to Criagville, Hyannis beach; with WiFi, AC
Sal's Place-Close to Tourism, Private Yard, Pool!
Pool

Sal's Place-Close to Tourism, Private Yard, Pool!

The price is CA $622
CA $791 total
includes taxes & fees
Sep 14 - Sep 15
Sal's Place-Close to Tourism, Private Yard, Pool!
Charming Cape 🌞 With Beach Pass Included, Close to Beaches and Downtown
Fridge, microwave, oven, stovetop

Charming Cape 🌞 With Beach Pass Included, Close to Beaches and Downtown

9.4 out of 10, Exceptional, (10)
"Very beautiful and clean house and yard. The house is on a busy street but backyard is quite a nice oasis."
The price is CA $327
CA $745 total
includes taxes & fees
Sep 8 - Sep 9
Charming Cape 🌞 With Beach Pass Included, Close to Beaches and Downtown
New construction! Craigville Beach, Main St, Playground, Ice cream/restaurants!!
Fridge, microwave, oven, stovetop

New construction! Craigville Beach, Main St, Playground, Ice cream/restaurants!!

10.0 out of 10, Exceptional, (28)
"Great location and nice house! "
The price is CA $1,105
CA $1,897 total
includes taxes & fees
Aug 31 - Sep 1
New construction! Craigville Beach, Main St, Playground, Ice cream/restaurants!!
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.
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Top Oak Bluffs Hotel Reviews

Oak Bluffs - Quiet neighborhood

Oak Bluffs - Quiet neighborhood

10/10 Excellent
"Check-in was just as described and house was easy to find. Bill was easy to communicate with and allowed us to leave luggage early on the property (not in, to be clear!) so we could get to the beach. The house is quaint, completely functional and the location is great for biking and walking to OB, ten and twenty minutes respectively. The neighborhood is quiet and not far from Tony’s Market. Remember to rent your sheets and towels!"
Gizele R. 3-night trip
Posted 2 days ago
Oak Bluffs - Quiet neighborhood