Oak Bluffs Holiday Rentals

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Holiday Rentals in Oak Bluffs

Fridge, microwave, oven, stovetop
Cute & cozy cottage with a patio & gas grill in the heart of Martha's Vineyard
8.2 out of 10, Very good, (24)
"Upon entering the property, everything was very clean and welcoming. The rooms were spacious and comfortable. It felt like home. We would definitely book this property again."
Cute & cozy cottage with a patio & gas grill in the heart of Martha's Vineyard
Interior
Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.
9.6 out of 10, Exceptional, (70)
"The apartment was spotless! Open and airy. The host left excellent instructions, and a phone number if needed. We did and he responded immediately and problem resolved. I have only one suggestion. You need more than one mirror It’s located in the bathroom. Need another either in hall or bedroom I would recommend this apartment to anyone"
The price is NZ$1,156
includes taxes & fees
15 May - 16 May
Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.
Iron/ironing board, WiFi, bed sheets
Romantic seaside getaway with pool & tennis courts - dog-friendly
9.8 out of 10, Exceptional, (36)
"Great location, lots of amenities - pool, fire pits, tennis courts, nearby restaurant. Communication for checking was excellent."
Romantic seaside getaway with pool & tennis courts - dog-friendly
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Property grounds
Luxury home with private pool & foosball - near 3 towns & many beaches
8.6 out of 10, Excellent, (30)
"I recently stayed in this lovely OB home with my family. It was me and 9 other people, and there was plenty of room for everyone. The photos are accurate. The pool was clean and heated. The house is located in a private, wooded area but conveniently located to OB, Edgartown, the airport and beaches. The interior/furniture were so cozy. The house came equipped with enough plates, dishes, pots, pans, utensil, towels, etc. It would be helpful if the house came with a book of instructions, so we'd...
Luxury home with private pool & foosball - near 3 towns & many beaches
Seasonal outdoor pool, pool cabanas (surcharge), pool umbrellas
The Club at New Seabury
3.5 star property
9.0 out of 10, Wonderful, (281)
"Good "
The price is NZ$375
includes taxes & fees
28 May - 29 May
The Club at New Seabury
Children's play area - outdoor
Cape Winds Resort by VRI Americas
3.5 star property
8.8 out of 10, Excellent, (383)
"Was a relaxing stay"
The price is NZ$162
includes taxes & fees
15 May - 16 May
Cape Winds Resort by VRI Americas
On the beach, white sand
InnSeason Resorts Captain's Quarters
3.5 star property
9.6 out of 10, Exceptional, (142)
"We had an amazing time and stay. Just wish we had known in advance that this was a no smoking town. Not many places to smoke. But will totally come back again. Every day i went to the beach and collected the most beautiful shells."
InnSeason Resorts Captain's Quarters
Beach nearby, sun-loungers
Steps to the Ocean! Perfect Location!!!
10.0 out of 10, Exceptional, (168)
"The cottage was immaculate. Perfect for our needs. Including location… proximity to the beach, shops and restaurants. Great starting point for everything on the Cape as well as being not that far from Boston, Salem, Worcester and Fall River, everything we wanted to do…. Did I mention immaculate; super clean and fresh smelling. We above all appreciated the communication from the property manager/host. We have stayed with VRBO lots of times and this was the Best"
Steps to the Ocean! Perfect Location!!!
Beach
Steps to the beach with an ocean view,
10.0 out of 10, Exceptional, (96)
"Tom Loved your perfect cottage !!!"
Steps to the beach with an ocean view,
Beach nearby, sun-loungers, beach towels
New House,2 Masters,Steps to Beach, Main Street, Ferry, Central AC, WiFi, Linens
9.8 out of 10, Exceptional, (123)
"Clean, well located, between beach and downtown. Responsive and friendly host."
New House,2 Masters,Steps to Beach, Main Street, Ferry, Central AC, WiFi, Linens
Balcony
Harbor-view home with seasonal hot tub, kayaks & fireplace - walk to beach
8.8 out of 10, Excellent, (5)
"I sent review comments previously: Dirty blanket was put back in closet Beer bottle in back yard Enjoyed the house/location as we were in town for a wedding."
Harbor-view home with seasonal hot tub, kayaks & fireplace - walk to beach
Exterior
Charming Cottage Falmouth Cape Cod
3.5 star property
10.0 out of 10, Exceptional, (1)
Charming Cottage Falmouth Cape Cod
Property grounds
Popponesset Waterfront - Private Deeded Beachfront Home, 3 bedrooms, 2 baths
10.0 out of 10, Exceptional, (7)
"Beautiful home with a great view, right on the ocean. Was very quiet when we went (off season), but will definitely be renting again. Very clean, and had just about everything you would need!"
Popponesset Waterfront - Private Deeded Beachfront Home, 3 bedrooms, 2 baths
Private kitchen
Newly built bayview home, steps to dock/launch on Great Pond - small dogs OK
9.0 out of 10, Wonderful, (37)
"Very clean and updated property! Conveniently located near the water. Comfortable place for us to rest and give my daughter/husband their space. Recommend this place and look forward to hopefully staying again. My only suggestion is to add dimmable lighting. We felt on stage in the living/kitchen area, bedroom. It would be nice to turn down bathroom light during the night."
Newly built bayview home, steps to dock/launch on Great Pond - small dogs OK
Exterior
Quiet duplex by the beach, short walk to Falmouth Village, 2GBps Internet.
9.8 out of 10, Exceptional, (63)
"Property is in a great location, walking distance to the shore and a little longer walk or short drive will get you to town with a pub and a few places to eat. Martha’s Vineyard ferry parking is less than ten minutes away with a free shuttle bus that takes you to the ferry. Regina (owner) is right next door and is very friendly and accommodating!!"
Quiet duplex by the beach, short walk to Falmouth Village, 2GBps Internet.
Interior
Walk to beach 3 bed 2 bath
8.4 out of 10, Very good, (8)
"We had a lovely week. Ask questions of the owner before you get there if there are things that are very important to you."
Walk to beach 3 bed 2 bath
Interior
Dog-friendly cape home with Wifi, deck, grill, fireplace, & outdoor shower
9.2 out of 10, Wonderful, (27)
"We really enjoyed our stay. There were a few issues. We couldn’t get in through the front door at all we had to go in through the garage. There were no potholders for cooking. Missing sugar for morning coffee. Napkins and tissues also unavailable. The only major concern that was an inconvenience neither of the bathrooms had heat. Thank you We will definitely be back again"
Dog-friendly cape home with Wifi, deck, grill, fireplace, & outdoor shower
Outdoor dining
Popponesset-Exclusive Waterfront Home, Firepit, Hot Tub, & central A/C
10.0 out of 10, Exceptional, (157)
"I stayed at this Cape house with 2 friends and my boyfriend and we were very pleased with the house! The house was adorably decorated, very clean, and had everything we needed for a comfortable stay, plus it was perfectly located within walking distance to a wedding we attended at the Popponesset Inn. The pond views and walking trail were a nice bonus. Communication with the host was smooth and check-in was easy. Whether you're in town for an event at the Inn or just to relax, this house is a...
Popponesset-Exclusive Waterfront Home, Firepit, Hot Tub, & central A/C
3 bedrooms, WiFi, bed sheets
Escape on conservation land with furnished deck, pond views, sunroom, & AC
8.8 out of 10, Excellent, (9)
"Very nice property. Excellent location!"
Escape on conservation land with furnished deck, pond views, sunroom, & AC
Property grounds
Adorable waterfront home w/ boat access & a three-season sunroom
9.2 out of 10, Wonderful, (15)
"The house was great aside from a few issues. Owner was quick to respond."
Adorable waterfront home w/ boat access & a three-season sunroom
Don't see what you're looking for?
See all available properties in Oak Bluffs
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.

Other types of properties in Oak Bluffs you may be interested in

Porch
Summercamp
3.5 star property
9.2 out of 10, Wonderful, (588)
"Great location, clean, staff were very helpful and friendly."
The price is NZ$380
includes taxes & fees
16 May - 17 May
Summercamp
Room, 1 Queen Bed, Non Smoking | View from room
MV Surfside Hotel
2.5 star property
8.8 out of 10, Excellent, (738)
"Accessible "
The price is NZ$482
includes taxes & fees
16 May - 17 May
MV Surfside Hotel
Terrace/patio
Morgan Hotel
2.5 star property
8.4 out of 10, Very good, (113)
"Love the location in Oak bluff. Rates are reasonable. I would like to see a 2nd chair in the room for relaxation, watching tv, "
The price is NZ$533
includes taxes & fees
21 May - 22 May
Morgan Hotel
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.

Frequently asked questions

Can I find holiday rentals in Oak Bluffs?

Yes, there are holiday rentals in Oak Bluffs close to Oak Bluffs Fishing Pier, or you can select a more secluded option if you're looking for a relaxing stay. The shops and waterfront are just a few reasons why tourists like Oak Bluffs. Allow lots of time to check out the beaches and wineries during your visit.

How many holiday rentals will I find in Oak Bluffs?

Choose from 267 Expedia holiday rentals in Oak Bluffs for a memorable holiday.

What can I see and do in Oak Bluffs?

Oak Bluffs Town Beach and Inkwell Beach are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Oak Bluffs Fishing Pier. Other places in town to visit include Circuit Avenue and Oak Bluffs Harbor.

What are holiday rentals like in Oak Bluffs?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Oak Bluffs. Holiday rentals feature extras such as laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about cleanliness, holiday rentals can provide a sense of security away from public hotel lifts and busy reception areas while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular choice for a family trip or a small group gathering.