A boat on a calm lake at sunset with mountains in the background.

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Ossipee cottages

A cabin with a porch, a small attached shed, and a well-maintained lawn.

1. Cozy Tuftonboro Escape: Steps to Private Beaches!

Cozy Tuftonboro Escape: Steps to Private Beaches!
3.0 star property
Tuftonboro
10.0 out of 10, Exceptional, (2 reviews)
"We’ll kept "
United States
Denise
The price is €412
includes taxes & fees
25 Oct - 26 Oct
Cozy Tuftonboro Escape: Steps to Private Beaches!
A garden with a white pergola, red chairs, and pink flowers.

2. Cottage 4 - Year Round Pet Friendly $50 Fee 1 Bed w/ Loft / 1 Bath & Courtyard

Cottage 4 - Year Round Pet Friendly $50 Fee 1 Bed w/ Loft / 1 Bath & Courtyard
Wolfeboro
9.6 out of 10, Exceptional, (14 reviews)
"Great place "
United States
Anonymous traveller
The price is €161
includes taxes & fees
27 Oct - 28 Oct
Cottage 4 - Year Round Pet Friendly $50 Fee 1 Bed w/ Loft / 1 Bath & Courtyard
A two-story house with a white picket fence, a gravel driveway, and autumn foliage in the background.

3. Cottage 3 - Year Round - Pet Friendly $50 Fee - 1 Bedroom / 1 Bath

Cottage 3 - Year Round - Pet Friendly $50 Fee - 1 Bedroom / 1 Bath
Wolfeboro
10.0 out of 10, Exceptional, (6 reviews)
"It was very cute and clean, loved the outside area and would def be back again."
United States
Anais & Zach
The price is €161
includes taxes & fees
27 Oct - 28 Oct
Cottage 3 - Year Round - Pet Friendly $50 Fee - 1 Bedroom / 1 Bath
A spacious kitchen with a large island, white cabinetry, and a view of a playground through large windows.

4. Newly Renovated Cottage 3 on Main Street Alton Bay!

Newly Renovated Cottage 3 on Main Street Alton Bay!
Alton
9.6 out of 10, Exceptional, (8 reviews)
"Staff was very freindly"
United States
David
The price is €234
includes taxes & fees
1 Nov - 2 Nov
Newly Renovated Cottage 3 on Main Street Alton Bay!
A storefront with a blue awning and American flags, named "Paper Store Blacks Gift Shop."

5. Cottage 12 - Year Round - Pet Friendly $50 Fee -1 King Bed / 1 Bath & Courtyard

Cottage 12 - Year Round - Pet Friendly $50 Fee -1 King Bed / 1 Bath & Courtyard
Wolfeboro
9.8 out of 10, Exceptional, (22 reviews)
"This is a great place to stay with a dog"
United States
David M.
The price is €171
includes taxes & fees
25 Oct - 26 Oct
Cottage 12 - Year Round - Pet Friendly $50 Fee -1 King Bed / 1 Bath & Courtyard
A house with a porch, surrounded by a garden with pink and yellow flowers.

6. Cottage 7 - Year Round - Pet Friendly $50 Fee - Stand Alone 1 Bedroom / 1 Bath

Cottage 7 - Year Round - Pet Friendly $50 Fee - Stand Alone 1 Bedroom / 1 Bath
Wolfeboro
9.0 out of 10, Wonderful, (8 reviews)
"Great location & comfortable! "
United States
Jeanine L.
The price is €159
includes taxes & fees
26 Oct - 27 Oct
Cottage 7 - Year Round - Pet Friendly $50 Fee - Stand Alone 1 Bedroom / 1 Bath
A waterfront area with a large white building, a dock with boats, and a clock tower in the background.

7. Cottage 10-Pet Friendly-1 Bedroom w/ Loft / 1 Bath

Cottage 10-Pet Friendly-1 Bedroom w/ Loft / 1 Bath
Wolfeboro
10.0 out of 10, Exceptional, (5 reviews)
"We had a perfect stay. Super cute cabin, clean and very comfortable.We thoroughly enjoyed or time there. Very easy process and would absolutely recommend and book again."
United States
Jessica G.
The price is €181
includes taxes & fees
26 Oct - 27 Oct
Cottage 10-Pet Friendly-1 Bedroom w/ Loft / 1 Bath
A golf course with a pond, surrounded by trees with autumn foliage.

8. Cottage 11 - Year Round - Pet Friendly $50 Fee- 1 Bed / 1 Bath w/ Courtyard

Cottage 11 - Year Round - Pet Friendly $50 Fee- 1 Bed / 1 Bath w/ Courtyard
Wolfeboro
9.8 out of 10, Exceptional, (9 reviews)
"Had a great time at the cottages at Wolfeboro. Nice and relaxing stay for 2 nights"
United States
Connie S.
The price is €173
includes taxes & fees
26 Oct - 27 Oct
Cottage 11 - Year Round - Pet Friendly $50 Fee- 1 Bed / 1 Bath w/ Courtyard
A red wooden building with a balcony and a staircase leading to a deck.

9. Rustic Rose Cottage of Historic West Lebanon

Rustic Rose Cottage of Historic West Lebanon
Lebanon
9.8 out of 10, Exceptional, (31 reviews)
"Everything was great. Very clean and comfortable! Thank you for a great place to stay. "
United States
Heather K.
The price is €210
includes taxes & fees
3 Nov - 4 Nov
Rustic Rose Cottage of Historic West Lebanon
Outdoor dining

10. Cozy, Pet-Friendly Escape Near Lake & Mountains

Cozy, Pet-Friendly Escape Near Lake & Mountains
Gilford
10.0 out of 10, Exceptional, (49 reviews)
"Cute and comfortable. The host communicated well and had all the essentials available. We enjoyed our stay."
United States
Julie W.
Cozy, Pet-Friendly Escape Near Lake & Mountains
A garden with a white pergola, red chairs, and pink flowers.

11. Cottage 8-9 - Year Round - Pet Friendly $50 Fee- Stand Alone 2 Bedroom / 2 Bath

Cottage 8-9 - Year Round - Pet Friendly $50 Fee- Stand Alone 2 Bedroom / 2 Bath
Wolfeboro
10.0 out of 10, Exceptional, (4 reviews)
"Everything was great!"
United States
Leah F.
The price is €248
includes taxes & fees
25 Oct - 26 Oct
Cottage 8-9 - Year Round - Pet Friendly $50 Fee- Stand Alone 2 Bedroom / 2 Bath
A lakeside house with a dock, a small boathouse, and a flag.

12. Cozy Lakehouse near N. Conway Beach Access, Canoe, Fire Pit, Grill & Pool Table

Cozy Lakehouse near N. Conway Beach Access, Canoe, Fire Pit, Grill & Pool Table
Brownfield
10.0 out of 10, Exceptional, (6 reviews)
"Great little camp with lake access! Thanks for hosting us :-)"
United States
Anonymous traveller
The price is €319
includes taxes & fees
1 Nov - 2 Nov
Cozy Lakehouse near N. Conway Beach Access, Canoe, Fire Pit, Grill & Pool Table
A small cabin with a deck, a front door, and a window.

13. Newly Renovated Cottage 8 Main Street Alton Bay!

Newly Renovated Cottage 8 Main Street Alton Bay!
Alton
7.4 out of 10, Good, (6 reviews)
"My bed was broken to the point where I was sleeping at an angle & The couch bed was nasty it had stains and dirt all over it , The bunk beds were like taking a trip to bar heaven it was truly a painful stay"
United States
Eric
The price is €327
includes taxes & fees
25 Oct - 26 Oct
Newly Renovated Cottage 8 Main Street Alton Bay!
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 Ossipee Hotel Reviews

Purity Spring Resort

Purity Spring Resort

10/10 Excellent
"We stayed in the Mill, the older section of the property. The guest room was spacious and clean. The room was well-equipped, with a refrigerator, microwave, and a coffee pot. We shared a balcony overlooking the lake with the other rooms on our level. The staff were super-helpful. They would send us a text message almost every day, asking if we needed anything. A quick climb down the stairs ended up at the hot tub, which was very relaxing after a long day of hiking. The Traditions Restaurant was charming, and the food was excellent as far as quality and value. The servers were also very friendly and helpful. Be aware that the restaurant is only open Thursday through Sunday. If you arrive on a different day, be prepared to go offsite (i.e. to another town) for food."
Suthee 3-night trip
Posted 3 hours ago
Purity Spring Resort

Find out more about Ossipee

Ossipee Cottages information

Number of reviews
160
Accommodation
230 Cottages
Lowest Price
€159
Highest Price
€412