Holiday Homes in Oak Bluffs

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Check prices for these dates

In two weeks
19 June - 21 June
In two months
31 July - 2 Aug
In three months
28 Aug - 30 Aug
In four months
25 Sept - 27 Sept

Our top choices for Oak Bluffs holiday homes

TV, fireplace, books

A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!

A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!
Oak Bluffs
9.0 out of 10, Wonderful, (4 reviews)
"The host was very responsive.We definitely recommend this house as family friendly."
United States
Karen M.
The price is AU$1,313
includes taxes & fees
10 June - 11 June
A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!
Interior

MOST CHIC SPOT! Your Martha's Vineyard Getaway!

MOST CHIC SPOT! Your Martha's Vineyard Getaway!
Oak Bluffs
10.0 out of 10, Exceptional, (8 reviews)
"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."
United States
Swathanthra M.
The price is AU$1,854
includes taxes & fees
9 June - 10 June
MOST CHIC SPOT! Your Martha's Vineyard Getaway!
Exterior

Beautiful Estate with salt water pool & pond with kayaks

Beautiful Estate with salt water pool & pond with kayaks
Oak Bluffs
The price is AU$4,263
includes taxes & fees
15 June - 16 June
Beautiful Estate with salt water pool & pond with kayaks
Smart TV, ping pong, books

Newly Renovated Hyannis Home w/ Fire Pit & Yard

Newly Renovated Hyannis Home w/ Fire Pit & Yard
Hyannis
10.0 out of 10, Exceptional, (2 reviews)
"Really enjoyed our stay. Very clean and comfortable home. The communication with the owners was excellent. We would definitely visit again. "
United States
Shawn B.
The price is AU$807
includes taxes & fees
3 June - 4 June
Newly Renovated Hyannis Home w/ Fire Pit & Yard
Fridge, microwave, oven, stovetop

Come Enjoy Cape Cod! Charming 3-BR house in pleasant Falmouth

Come Enjoy Cape Cod! Charming 3-BR house in pleasant Falmouth
Falmouth
9.6 out of 10, Exceptional, (11 reviews)
"Really beautiful place with a lot of space and a very helpful host"
United States
Gokul K.
The price is AU$1,169
includes taxes & fees
8 June - 9 June
Come Enjoy Cape Cod! Charming 3-BR house in pleasant Falmouth
Beach nearby

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

Cozy Spacious Home Walk to the Beach & 1 Mile to Downtown Hyannis
Barnstable
8.8 out of 10, Excellent, (9 reviews)
"This was an amazing property and our host was awesome and checked in to make sure everything was going well. Would definitely stay here again! Thank you! "
United States
Kim
The price is AU$763
includes taxes & fees
14 June - 15 June
Cozy Spacious Home Walk to the Beach & 1 Mile to Downtown Hyannis
Beach

Contemporary coastal retreat nearby Falmouth beaches! w/ spacious living area

Contemporary coastal retreat nearby Falmouth beaches! w/ spacious living area
Falmouth
10.0 out of 10, Exceptional, (9 reviews)
"A beautiful home conveniently located-very clean Nd comfortable for 6 long time friends."
United States
Linda W.
The price is AU$906
includes taxes & fees
21 June - 22 June
Contemporary coastal retreat nearby Falmouth beaches! w/ spacious living area
Interior

Bike to Beach: Centerville Home w/ Deck!

Bike to Beach: Centerville Home w/ Deck!
Centerville
9.6 out of 10, Exceptional, (19 reviews)
"The house was very clean, updated and comfortable. It suited our needs beautifully. Communication was great and check in was very easy. The location was very convenient and it was wonderful to have ample parking."
United States
Jeanne S.
The price is AU$889
includes taxes & fees
7 June - 8 June
Bike to Beach: Centerville Home w/ Deck!
Property grounds

Charming 3 bed room with magnificent views & large deck

Charming 3 bed room with magnificent views & large deck
Barnstable
8.6 out of 10, Excellent, (4 reviews)
"Perfect location for the ferry and some great restaurants. We walked everywhere. Super comfortable to relax after being gone all day. Bathroom was hotel quality. Great view from the deck. "
United States
Rose T.
The price is AU$616
includes taxes & fees
7 June - 8 June
Charming 3 bed room with magnificent views & large deck
Property grounds

Lakefront Stunning Cape Cod Views w Private Lake Beach - Backyard is the Lake !

Lakefront Stunning Cape Cod Views w Private Lake Beach - Backyard is the Lake !
Barnstable
10.0 out of 10, Exceptional, (1 review)
"My family and I thoroughly enjoyed our week long stay at the beautiful property. There were 12 of us and we were extremely comfortable, with plenty of space to gather and sleep. The property sits on a quiet pond, that was perfect for swimming and canoeing. We had our own little piece of paradise. There are canoes for use, several decks for lounging and was within a short distance to various shops and a grocery store just a few minutes away. The host was in constant contact with us, making sure...
United States
Madilynn B.
The price is AU$1,638
includes taxes & fees
3 June - 4 June
Lakefront Stunning Cape Cod Views w Private Lake Beach - Backyard is the Lake !
Terrace/patio

Spring Escape in Hatchville – Sleeps 6 + Dogs!

Spring Escape in Hatchville – Sleeps 6 + Dogs!
Falmouth
10.0 out of 10, Exceptional, (11 reviews)
"Enjoyed our stay. Everything was clean and well kept. "
United States
Lynn S.
The price is AU$1,100
includes taxes & fees
3 June - 4 June
Spring Escape in Hatchville – Sleeps 6 + Dogs!
Beach

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

Cape Diem ; All new; 1.5m to Criagville, Hyannis beach; with WiFi, AC
Barnstable
10.0 out of 10, Exceptional, (5 reviews)
"Very nice property in a quiet and convenient location. Private backyard with outdoor shower. Interior was completely updated with very nice furnishings and appliances. All in all a great home that we will definitely return to. "
United States
Jim C.
The price is AU$927
includes taxes & fees
3 June - 4 June
Cape Diem ; All new; 1.5m to Criagville, Hyannis beach; with WiFi, AC
Hair dryer, towels, soap, shampoo

Entire Hyannis Home - Near Downtown & Beaches

Entire Hyannis Home - Near Downtown & Beaches
Barnstable
10.0 out of 10, Exceptional, (1 review)
"We had a fantastic stay! The property was extremely clean from top to bottom, which immediately made us feel comfortable settling in. The beds and linens were incredibly comfortable and we all slept great.The location was also a huge plus. It is close to great restaurants, local events and plenty to do in the area, making it easy to get around and enjoy everything nearby.The host was extremely communicative and responsive, which made the whole experience smooth and stress free from booking...
United States
Bethany P.
The price is AU$937
includes taxes & fees
25 June - 26 June
Entire Hyannis Home - Near Downtown & Beaches
Dining

4-bedroom house in lovely Edgartown..Centrally located

4-bedroom house in lovely Edgartown..Centrally located
Edgartown
The price is AU$1,685
includes taxes & fees
3 June - 4 June
4-bedroom house in lovely Edgartown..Centrally located
Beach nearby

4-bedroom waterfront house in E. Falmouth with WiFi, AC, Hot Tub, Private Beach

4-bedroom waterfront house in E. Falmouth with WiFi, AC, Hot Tub, Private Beach
Falmouth
The price is AU$1,130
includes taxes & fees
16 June - 17 June
4-bedroom waterfront house in E. Falmouth with WiFi, AC, Hot Tub, Private Beach
Property grounds

Hyannis Hideaway in Cape Cod

Hyannis Hideaway in Cape Cod
Barnstable
10.0 out of 10, Exceptional, (2 reviews)
"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. "
United States
Hunter W.
The price is AU$835
includes taxes & fees
3 June - 4 June
Hyannis Hideaway in Cape Cod
Smart TV, DVD player

The Seashell Cove - Martha's Vineyard

The Seashell Cove - Martha's Vineyard
Katama
9.8 out of 10, Exceptional, (26 reviews)
"Nice and clean house, good location on the island, nice neighborhood "
United States
Eric C.
The price is AU$1,530
includes taxes & fees
7 June - 8 June
The Seashell Cove - Martha's Vineyard
Interior

Booking Summer 2026 Cape Escape! Modern Tranquil Cape home close to town beaches

Booking Summer 2026 Cape Escape! Modern Tranquil Cape home close to town beaches
Falmouth
10.0 out of 10, Exceptional, (14 reviews)
"Super neat and clean rental with plenty of space for our large group. We were only there one night but would definitely stay again if in the area!"
United States
Laura K.
The price is AU$1,325
includes taxes & fees
21 June - 22 June
Booking Summer 2026 Cape Escape! Modern Tranquil Cape home close to town beaches
Dining

4-bedroom house in Tisbury for a relaxing getaway - newly renovated

4-bedroom house in Tisbury for a relaxing getaway - newly renovated
Tisbury
The price is AU$1,886
includes taxes & fees
7 June - 8 June
4-bedroom house in Tisbury for a relaxing getaway - newly renovated
Outdoor dining

Spacious Lake House for Large Groups w Private Acre+ short path to Lake

Spacious Lake House for Large Groups w Private Acre+ short path to Lake
Barnstable
8.0 out of 10, Very good, (7 reviews)
"Had a great stay here - the hosts were flexible with our early check in and made the whole trip a smooth process! "
United States
Ally D.
The price is AU$1,501
includes taxes & fees
3 June - 4 June
Spacious Lake House for Large Groups w Private Acre+ short path to Lake
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

Summercamp

Summercamp

10/10 Excellent
"Last minute choice, the ferry shut down due to a storm. Very accommodating staff"
Marty 1-night trip
Posted 10 hours ago
Summercamp

Find out more about Oak Bluffs

Oak Bluffs Holiday Homes information

Number of reviews
133
Accommodation
1286 Holiday Homes
Lowest Price
AU$616
Highest Price
AU$4,263