A row of colorful, historic houses with a central path.

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Check prices for these dates

In two weeks
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for Oak Bluffs cottages

A wooden deck with wicker furniture, including two sofas and a chair, and a large umbrella.

1. 4 Mi to Bristol Beach! Coastal Retreat w/ Pond

4 Mi to Bristol Beach! Coastal Retreat w/ Pond
3.0 star property
East Falmouth
The price is €535
includes taxes & fees
5 Oct - 6 Oct
4 Mi to Bristol Beach! Coastal Retreat w/ Pond
A wooden deck with wicker furniture, including two sofas and a chair, and a large umbrella.

2. 4 Mi to Bristol Beach! Coastal Retreat w/ Pond

4 Mi to Bristol Beach! Coastal Retreat w/ Pond
East Falmouth
9.4 out of 10, 3, (3 reviews)
"We had a wonderful stay at this charming New England home. The house was spotless, beautifully maintained, and full of character. It had all the comforts we needed, inviting spaces to relax in after exploring the area. The location was perfect—close to local shops, scenic spots, and great dining. Our host was friendly, responsive, and made us feel right at home. We honestly couldn’t have asked for a better experience, and we look forward to returning."
United States
Shaun G.
The price is €555
includes taxes & fees
5 Oct - 6 Oct
4 Mi to Bristol Beach! Coastal Retreat w/ Pond
A wooden deck with a table and chairs, overlooking a forested area.

3. Mashpee Heaven Lake front

Mashpee Heaven Lake front
Mashpee
8.0 out of 10, 1, (1 review)
"Location was very nice. The kayaks were a plus. The interior was like retro 1960's, but very comfortable. The exterior was a bit unkempt."
United States
Richard B.
The price is €814
includes taxes & fees
15 Sept - 16 Sept
Mashpee Heaven Lake front
A house surrounded by dense forest, overlooking a body of water.

4. WOW View! Waterfront Cottage. Private Beach, King Bed, Full Kitchen. Relax&Enjoy

WOW View! Waterfront Cottage. Private Beach, King Bed, Full Kitchen. Relax&Enjoy
Sandwich
10.0 out of 10, 4, (4 reviews)
"We really enjoyed our stay at this property. The view was amazing and had our own private beach to lounge at!"
United States
Sean H.
The price is €443
includes taxes & fees
20 Sept - 21 Sept
WOW View! Waterfront Cottage. Private Beach, King Bed, Full Kitchen. Relax&Enjoy
A single-story house with a front door, a small porch, and a gravel driveway.

5. 1 Mi to Ferry: 'Sea Street Cottage' in Hyannis

1 Mi to Ferry: 'Sea Street Cottage' in Hyannis
Hyannis
9.0 out of 10, 22, (22 reviews)
"Perfect weekend getaway- super location. Cozy spot! Loved the area "
United States
Jill S.
The price is €328
includes taxes & fees
2 Oct - 3 Oct
1 Mi to Ferry: 'Sea Street Cottage' in Hyannis
A single-story house with a front door, a small porch, and a gravel driveway.

6. 1 Mi to Ferry: 'sea Street Cottage' in Hyannis

1 Mi to Ferry: 'sea Street Cottage' in Hyannis
3.0 star property
Hyannis
8.0 out of 10, 1, (1 review)
"The cottage is in a great location close to Main Street and the harbor. Easy parking at the cottage and it’s in a walkable area. Decor is cute and nautical, but it does feel like the cottage is missing a few things. It sleeps 4, but there is not enough seating for 4 in the living room. An additional comfortable chair would be nice. A stackable washer and dryer would also be great, but there is very little space for anything- we even had trouble finding spots for our luggage. The fridge door...
United States
Christa
The price is €314
includes taxes & fees
2 Oct - 3 Oct
1 Mi to Ferry: 'sea Street Cottage' in Hyannis
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

MV Surfside Hotel

MV Surfside Hotel

10/10 Excellent
"The staff was absolutely great. I had asked for early check in and they accommodated me with that. 4 women with luggage second floor no elevator staff stepped up and carried our bags up and down the next day. Will definitely be staying again. Thank you Surf side"
Karen 1-night trip
Posted 20 hours ago
MV Surfside Hotel

Find out more about Oak Bluffs

Oak Bluffs Cottages information

Number of reviews
1
Accommodation
228 Cottages
Lowest Price
€314
Highest Price
€535

Frequently asked questions

How much do cottages in Oak Bluffs cost?
Cottages in Oak Bluffs range between €314 and €535 per night. These stays offer a chance to get in touch with nature — at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Oak Bluffs?
Enjoy reconnecting with nature in one of the 228 cottages available in Oak Bluffs. To help you choose a property that's right for you, take advantage of our filters to search for perks or amenities you need.
Are there any family-friendly cottages in Oak Bluffs?
Yes, there are! Reserve a stay at 11 Mashpee - 2 Bedroom Cottage, an excellent base for exploring the great outdoors in Oak Bluffs. This family-friendly cottage has a 3-star rating and comes with useful amenities like a playground and a barbecue grill. After checking in and chilling together in your new digs, it's time to start exploring! Inkwell Beach and Oak Bluffs Town Beach are popular family-friendly attractions in Oak Bluffs.
Why book your cottage in Oak Bluffs with Expedia?
We think that travelling should be easy, so if you're after cottages in Oak Bluffs at a nice price, Expedia delivers. Stick to the budget and pick a thrifty option far from the rush of the city, or book an upscale cottage to pamper your loved ones.
How can I find cheap cottages in Oak Bluffs?
Expedia is here to help you track down cheap cottages in Oak Bluffs. To book your special stay in a couple of clicks, simply use the filter tool to refine your search by star rating, budget and amenities.
What is there to do in Oak Bluffs near my cottage?
Oak Bluffs has enough experiences and sights to keep you busy for weeks, starting with East Chop Light. Farm Neck Golf Club, Oak Bluffs Town Beach and Trinity Park Tabernacle are other impressive attractions. If you have time to spare, Cottage Museum and Inkwell Beach are nice finishing touches to your itinerary.