Oak Bluffs Holiday Rentals: Short-Term Accommodations for Rent

Q: Can I find holiday rentals in Oak Bluffs?

Yes, there are holiday rentals in Oak Bluffs close to Flying Horses Carousel, 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.

Q: What are some of the best holiday rentals that Oak Bluffs has to offer?

Coastal Retreat | Walk to Inkwell Beach, Dining & Flying Horses Carousel : This highly rated holiday home rental in Oak Bluffs is located near the beach, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Other favourite homes for rent in Oak Bluffs are Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs and Victorian cottage overlooking downtown Oak Bluffs and the Harbor. .

Q: How many holiday rentals will I find in Oak Bluffs?

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

Q: What can I see and do in Oak Bluffs?

Ocean Park and Oak Bluffs Town Beach are a couple of scenic spots to enjoy the outdoors, whereas Cottage Museum is one of the cultural attractions. Other places in town to visit include Circuit Avenue and Oak Bluffs Harbor.

Q: 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.

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Our top choices for Oak Bluffs holiday rentals

1. Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View

Oak Bluffs

Cassandra

HK$4,020 total

includes taxes & fees

20 Sept - 21 Sept

On the beach, sun-loungers, beach towels

2. Beautiful Beachfront “Oasis by the Sea” in the Heart of Oak Bluffs!

Oak Bluffs

Rachael C.

HK$7,217 total

includes taxes & fees

24 Sept - 25 Sept

3. Walk to Beach & Lighthouse: Oak Bluffs Studio!

Oak Bluffs

Diana

HK$4,914 total

includes taxes & fees

13 Sept - 14 Sept

4. < 1 Mi to Beaches: Home w/ Deck in Oak Bluffs

Oak Bluffs

"House was neat architectural wise and family history of home ownership was very cool. However, listing noted there was a washer/dryer and there was not. House also noted that there was a fire pit and it was rusted through. Screen door handles were broken, windows need repair, and house has animals living in the downstairs bathroom wall. House needs updates to charge what was being charged a night. In addition, there was a Nor’easter that hit the island and we attempted to contact the host to let...

Kate K.

HK$7,367 total

includes taxes & fees

24 Sept - 25 Sept

5. Relax by Oak Bluffs Harbor, enjoy your 3-bedroom East Chip retreat

Oak Bluffs

Sherri R.

HK$10,721 total

includes taxes & fees

1 Oct - 2 Oct

6. 1 Mi to Ferry Terminal: Oak Bluffs Family Retreat!

Oak Bluffs

Bethann N.

HK$5,606 total

includes taxes & fees

13 Sept - 14 Sept

Coffee/tea maker, fridge, microwave, oven

7. Brand New Guest house

Oak Bluffs

Elizabeth O.

HK$7,507 total

includes taxes & fees

1 Oct - 2 Oct

8. Charming Vacation Home in Oak Bluffs.

Oak Bluffs

HK$6,202 total

includes taxes & fees

4 Oct - 5 Oct

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Top Oak Bluffs Hotel Reviews

Iris Hotel Cape Cod

10/10 Excellent

"The staff from the front desk to the cafe were polite, helpful and very welcoming. Our room was truly handicap accessible, with a shower seat over the tub, adjustable shower and amenities within easy reach. Breakfast was beyond expectations. We stayed here before and after our excursion to MV and we would highly recommend to anyone traveling in Cape Cod or going to Martha’s Vineyard or Nantucket."

Faraway Martha's Vineyard

10/10 Excellent

"The Faraway hotel in Edgartown is one of the nicest hotels on Martha's Vineyard. The location is unbeatable. They have their own parking lot which is key on the island. From the time you walk into the stunning lobby you are met by attentive staff and the hotels own signature fragrance. The rooms are spacious, updated and very clean. And the pool is an oasis in itself. I wouldn't stay anywhere else on the island."

The Attleboro House

10/10 Excellent

"If I didn’t know better, I would have thought I was in a Paris suite. The room was beautiful and just lovely, comfortable and very cozy. It was small but compact. I’m telling you, it had everything you needed: television, table/desk, chair, small sink and very functional. The bathroom shower was perfect size and enough room to use bathroom comfortably. Very comfortable bed and plenty of towels. They even had a small refrigerator. It was just beautiful with a nice dresser to put your clothes in even managed to add a comfortable chair where you could sit to read with a small lamp table. It was just amazing and it was immaculately maintained. The lobby was nice and cozy and it was just quiet and peaceful and I tell you next year I’m definitely coming and I’m staying for an entire week. Superb!! Not to mention the location. Next to everything. Concert hall restaurants stores shops ice cream parlors pizza parlors. Walking distance to steamship for shuttle. We left our car parked on other side and paid $22 per ticket round trip car would have been 360$ on ferry."

MV Surfside Hotel

8/10 Good

"The Staff wer great including the manager as I had an issue with the charges which was fixed right away. The location wer great as well as our rooms is great too. The only comment I can tell would be the shampoo, conditioner and soap they had wer tiny. We are 4 ladies with long hair, we all get used to having those in most hotel with just big container of shampoo, conditioner and bodywash. Overall its all great"

Find out more about Oak Bluffs

Search for holiday rentals in Oak Bluffs on Expedia! You can easily find your home rentals, villas, holiday apartments in Oak Bluffs using one of the methods below:

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Look no further and take a look at our great range of rental properties in Oak Bluffs!

Frequently asked questions

Can I find holiday rentals in Oak Bluffs?

Yes, there are holiday rentals in Oak Bluffs close to Flying Horses Carousel, 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.

What are some of the best holiday rentals that Oak Bluffs has to offer?

Coastal Retreat | Walk to Inkwell Beach, Dining & Flying Horses Carousel: This highly rated holiday home rental in Oak Bluffs is located near the beach, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Other favourite homes for rent in Oak Bluffs are Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs and Victorian cottage overlooking downtown Oak Bluffs and the Harbor..

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?

Ocean Park and Oak Bluffs Town Beach are a couple of scenic spots to enjoy the outdoors, whereas Cottage Museum is one of the cultural attractions. 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.

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Check prices for these dates

Our top choices for Oak Bluffs holiday rentals

1. Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View

2. Beautiful Beachfront “Oasis by the Sea” in the Heart of Oak Bluffs!

3. Walk to Beach & Lighthouse: Oak Bluffs Studio!

4. < 1 Mi to Beaches: Home w/ Deck in Oak Bluffs

5. Relax by Oak Bluffs Harbor, enjoy your 3-bedroom East Chip retreat

6. 1 Mi to Ferry Terminal: Oak Bluffs Family Retreat!

7. Brand New Guest house

8. Charming Vacation Home in Oak Bluffs.

9. A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!

10. MOST CHIC SPOT! Your Martha's Vineyard Getaway!

11. Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.

12. Walk to Beach! Oak Bluffs Home & Studio

13. The Club at New Seabury

14. Cozy studio with water views. AC,WiFi, full kitchen, private entrance and patio.

15. New Seabury Cape Condo + Pool & Beach Escape

16. New 4 BR house near center and beaches with bikes

17. Cozy Cottage walk to Menauhant Beach

18. Charming 3 bedroom home just 1 MILE to Surf drive Beach! Located between downtow

19. Private Waterfront, Beach, Dock, Kayaks, Paddle Boards and Hot Tub!

20. Coastal chic meets French Provençal in this newly renovated oceanfront home.

Find holiday rentals that suit your style

Top Oak Bluffs Hotel Reviews

Iris Hotel Cape Cod

Summercamp

Morgan Hotel

Inn on the Square

Admiralty Inn & Suites - a Red Collection Hotel

Faraway Martha's Vineyard

The Attleboro House

MV Surfside Hotel

Pequot Hotel

Find out more about Oak Bluffs

Frequently asked questions

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