Holiday Homes in Oak Bluffs

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Featured Holiday Homes in Oak Bluffs

Our top choices for Oak Bluffs holiday homes

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 AU$953
includes taxes & fees
14 Sept - 15 Sept
Hyannis Hideaway in Cape Cod

Brand New 5BR - Pool, Hot Tub, A/C – Walk to Beach, Main St. & Ferry - Sleeps 12

10.0 out of 10, Exceptional, (3)
"The house was spotless and very well organized. My family and I loved our stay — it’s in a perfect location, close to everything: grocery stores, the beach, restaurants, and more. The owner is very communicative and responds right away to any questions. We would definitely love to come back!"
Brand New 5BR - Pool, Hot Tub, A/C – Walk to Beach, Main St. & Ferry - Sleeps 12

Maushop - 6 Hammock Pond Rd

9.0 out of 10, Wonderful, (34)
"The beach access very nice nice for early morning or evening walks - quiet and private neighborhood. The 2 bedroom unit was comfortable and met our needs."
Maushop - 6 Hammock Pond Rd

Classic Cape home with full kitchen, W/D, firepit & gas grill - walk to beach

5.8 out of 10, (6)
"The living room was moldy, the door doesn’t lock, the insects were in every room; including the bed, the kitchen tools were rusty, the floors were dirty, the place is a mess. The post states a gas grill; there’s only a charcoal grill without any charcoal, the post states resident beach parking pass; there was none, the post states a queen size bed; there wasn’t one. The kitchen floor was completely stripped of tile. Overall the house was dirty and a complete waste of money. The only nice thing...
Classic Cape home with full kitchen, W/D, firepit & gas grill - walk to beach

Located Steps Away To Main Street And .7 Miles From Surf Drive Beach

10.0 out of 10, Exceptional, (198)
"Loved this spot. So easy to get to downtown and Surf Beach. It was fabulous and clean!"
The price is AU$847
includes taxes & fees
11 Sept - 12 Sept
Located Steps Away To Main Street And .7 Miles From Surf Drive Beach

Popponesset-Exclusive Waterfront Home, Firepit, Hot Tub, & central A/C

10.0 out of 10, Exceptional, (179)
"The best and the most relaxing stay in Cape Cod. Close to ocean, breathtaking views , beautiful and very comfortable house. "
The price is AU$871
includes taxes & fees
15 Sept - 16 Sept
Popponesset-Exclusive Waterfront Home, Firepit, Hot Tub, & central A/C

Totally Renovated Central AC Dog Friendly Near Golf

9.6 out of 10, Exceptional, (7)
"Was a great house!! Clean, comfortable, and inviting. Close to Falmouth to get the ferry, close to Hyannis for dinner. Several great restaurants nearby! "
Totally Renovated Central AC Dog Friendly Near Golf

Historic Home across from Monument Beach, Central A/C

10.0 out of 10, Exceptional, (90)
"Great location and easy walk to the beach."
Historic Home across from Monument Beach, Central A/C

Walking to the beach. Bars and Restaurants.

9.6 out of 10, Exceptional, (5)
"Our group included l, my husband & I and our daughter, her husband, their two kids, boys aged 3&5. The place was spotless - completely clean and filled with amenities! Ample parking and truly happy to pick some party up at the airport! Absolute “ Service with a smile."
Walking to the beach. Bars and Restaurants.

Maushop Property - First Time Available

10.0 out of 10, Exceptional, (42)
"Great spot, we loved it!"
Maushop Property - First Time Available

Your Oasis Awaits

9.6 out of 10, Exceptional, (43)
"Great area for family"
Your Oasis Awaits

Cozy cottage 3/4 mile from Oak Bluffs harbor

9.8 out of 10, Exceptional, (47)
"Enjoyed our stay. Location was great and easy to get around the island. House was clean. Had a great time."
Cozy cottage 3/4 mile from Oak Bluffs harbor

Gorgeous Spacious Victorian Cape Cod Beach View Retreat

10.0 out of 10, Exceptional, (14)
"We loved our stay here. Melissa was very responsive and the house was just as advertised. Would recommend staying here."
Gorgeous Spacious Victorian Cape Cod Beach View Retreat

Quaint,,,Quiet..up island feel yet a short walk to town and harbor

9.8 out of 10, Exceptional, (92)
"Fab place to stay while visiting Martha’s Vineyard with my family!"
Quaint,,,Quiet..up island feel yet a short walk to town and harbor

Lambert's Cove Beach Getaway - NEW LISTING Private Beach Access!

10.0 out of 10, Exceptional, (62)
"The most magical place, thank you for the prefect stay."
Lambert's Cove Beach Getaway - NEW LISTING Private Beach Access!

By the Water - Steps to the Beach - 4Br, AC, Views of Vineyard Sound

9.8 out of 10, Exceptional, (23)
"We had a great week staying at this property. It's well maintained and had plenty of room for a family getaway to the Cape. Steps away from the beach, this property is well taken care of and had everything we needed for a comfortable stay. This would be our first choice for any future trips to the Cape."
By the Water - Steps to the Beach - 4Br, AC, Views of Vineyard Sound

Expansive Cape Cod Family Retreat

10.0 out of 10, Exceptional, (8)
"Wonderful home for our family reunion. Large well-equipped kitchen, comfy beds and just a really nice place to gather as a family. Location is great for walking into town as well as the beach. We had a terrific week!"
Expansive Cape Cod Family Retreat

Classic Summer Home | A Mile Walk To The Beach

9.0 out of 10, Wonderful, (10)
"Great place on route 6. Close to great local places to eat. Very clean and lots of beds. Pull around driveway was great."
Classic Summer Home | A Mile Walk To The Beach

West Falmouth Cottage in the Heart of This Historic Village.

10.0 out of 10, Exceptional, (53)
"Great location, comfortable and perfect for my family of four. "
West Falmouth Cottage in the Heart of This Historic Village.

Secluded Guest House overlooking Menemsha Pond. Dogs welcome + Lvl2 EV charger.

10.0 out of 10, Exceptional, (54)
"The guest house is small and quaint. Floor to ceiling glass over looking the yard and Menemsha pond make for a peaceful setting. Christian is an excellent host with great communication. "
Secluded Guest House overlooking Menemsha Pond. Dogs welcome + Lvl2 EV charger.
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

Find out more about Oak Bluffs

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Oak Bluffs Holiday Homes information

Number of reviews
Accommodation
1467 Holiday Homes
Lowest Price
AU$847
Highest Price
AU$953