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Cottages in Ossipee

Find the cottages that appeal to you the most

Top picks for Ossipee hotels

Explore our most popular hotels in Ossipee

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Your Home Away From Home

Wolfeboro (Near Ossipee)

Offering barbecue facilities, Your Home Away From Home features accommodations in Wolfeboro. There's a sun terrace and guests can use free Wifi and free private parking.

A
Anna
From
United States
Spacious and clean space for my two families with four kids. Very comfortable to hang out together. We have not used the outdoor space,
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 5 reviews
Price from
$325
1 night, 2 adults

Cottage 7 - Stand Alone Queen Bed Child Loft w Twin Private Bath Kitchenette Pets Allowed Fee applies

Wolfeboro (Near Ossipee)

Featuring free bikes, Cottage 7 - Stand Alone Queen Bed Child Loft w Twin Private Bath Kitchenette Pets Allowed Fee applies features accommodations in Wolfeboro.

B
Bruno
From
United States
Very cozy, comfortable and quiet
Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 11 reviews
Price from
$168.75
1 night, 2 adults

Cottage 1-2 -2 Bedroom 1 Bath End Unit with Kitchenette Private Courtyard Pet Friendly fee applies

Wolfeboro (Near Ossipee)

Featuring free bikes, Cottage 1-2 -2 Bedroom 1 Bath End Unit with Kitchenette Private Courtyard Pet Friendly fee applies features accommodations in Wolfeboro.

M
Mark
From
United States
Great location. Walking distance to everything.
Scored out of 10, guest rating 8.6
Excellent - What previous guests thought, 5 reviews
Price from
$306.45
1 night, 2 adults

Belleau Lake Escape

Wakefield (Near Ossipee)

This property offers access to a balcony, free private parking, and free Wifi.

K
Kathleen
From
United States
Close to everything we needed to make it the perfect vacation.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 8 reviews

Cottage 4 - Queen and Full Beds Child Loft w 2 Twins Private Bath Kitchenette Pets Allowed Fee applies

Wolfeboro (Near Ossipee)

Offering free bikes, Cottage 4 - Queen and Full Beds Child Loft w 2 Twins Private Bath Kitchenette Pets Allowed Fee applies offers accommodations in Wolfeboro.

B
Barbara
From
United States
very quaint, great amenities and the host was wonderful
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 6 reviews

Center Ossipee Cabin with Game Room and Fire Pit!

Center Ossipee (Near Ossipee)

Center Ossipee Cabin with Game Room and Fire Pit! is located in Center Ossipee, just 22 miles from Banana Village Mini Golf and 23 miles from Conway Scenic Railroad.

C
Carol
From
United States
Cozy place, very clean, nice and quiet.
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 5 reviews

Maggie's Lakeside Cottage

Wakefield (Near Ossipee)

The vacation home has access to a restaurant. On clear days, guests can head outside to enjoy the vacation home's outdoor fireplace or simply kick back and relax.

D
Dorothea
From
United States
lovely cottage, great location, beautiful lake
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 5 reviews

NEW! Cozy & Modern A-Frame in the woods w/HOT TUB

Tamworth (Near Ossipee)

NEW! Cozy & Modern A-Frame in the woods w/HOT TUB offers accommodations in Tamworth, 26 miles from Story Land Amusement Park and 27 miles from White Mountain National Forest.

J
Jennifer
From
United States
The property was very clean. It felt like a very safe and remote location that offered great views of the surrounding mountains and foliage. And the great communication from the host.
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 7 reviews

Lakeshore Retreat

Gilford (Near Ossipee)

With mountain views, this accommodation offers a patio. There's a restaurant.

B
Bruce
From
United States
Setting, quality of accommodations! Bed and pillows, excellent! Furniture was comfortable and facility was very clean! Appliances, top notch!
Scored out of 10, guest rating 8.9
Excellent - What previous guests thought, 6 reviews

Deer Run Retreat

Gilford (Near Ossipee)

Providing a restaurant, the property also has massage services as well as a hot tub.

J
John
From
United States
Excellent location for Laconias bike week. Plenty of space with large kitchen and private bedrooms. Enjoyed the deck, but especially the hot tub after a long day of riding
Scored out of 10, guest rating 8.4
Very Good - What previous guests thought, 10 reviews
All cottages in Ossipee

The best cottages in Ossipee

Check out our selection of great cottages in Ossipee

Filter by:

Review score

Your Home Away From Home

Wolfeboro (Near Ossipee)

Offering barbecue facilities, Your Home Away From Home features accommodations in Wolfeboro. There's a sun terrace and guests can use free Wifi and free private parking.

A
Anna
From
United States
Spacious and clean space for my two families with four kids. Very comfortable to hang out together. We have not used the outdoor space,
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 5 reviews
Price from
$325
1 night, 2 adults

Cottage 7 - Stand Alone Queen Bed Child Loft w Twin Private Bath Kitchenette Pets Allowed Fee applies

Wolfeboro (Near Ossipee)

Featuring free bikes, Cottage 7 - Stand Alone Queen Bed Child Loft w Twin Private Bath Kitchenette Pets Allowed Fee applies features accommodations in Wolfeboro.

B
Bruno
From
United States
Very cozy, comfortable and quiet
Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 11 reviews
Price from
$168.75
1 night, 2 adults

Cottage 1-2 -2 Bedroom 1 Bath End Unit with Kitchenette Private Courtyard Pet Friendly fee applies

Wolfeboro (Near Ossipee)

Featuring free bikes, Cottage 1-2 -2 Bedroom 1 Bath End Unit with Kitchenette Private Courtyard Pet Friendly fee applies features accommodations in Wolfeboro.

M
Mark
From
United States
Great location. Walking distance to everything.
Scored out of 10, guest rating 8.6
Excellent - What previous guests thought, 5 reviews
Price from
$306.45
1 night, 2 adults

Belleau Lake Escape

Wakefield (Near Ossipee)

This property offers access to a balcony, free private parking, and free Wifi.

K
Kathleen
From
United States
Close to everything we needed to make it the perfect vacation.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 8 reviews

Cottage 4 - Queen and Full Beds Child Loft w 2 Twins Private Bath Kitchenette Pets Allowed Fee applies

Wolfeboro (Near Ossipee)

Offering free bikes, Cottage 4 - Queen and Full Beds Child Loft w 2 Twins Private Bath Kitchenette Pets Allowed Fee applies offers accommodations in Wolfeboro.

B
Barbara
From
United States
very quaint, great amenities and the host was wonderful
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 6 reviews

Center Ossipee Cabin with Game Room and Fire Pit!

Center Ossipee (Near Ossipee)

Center Ossipee Cabin with Game Room and Fire Pit! is located in Center Ossipee, just 22 miles from Banana Village Mini Golf and 23 miles from Conway Scenic Railroad.

C
Carol
From
United States
Cozy place, very clean, nice and quiet.
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 5 reviews

Maggie's Lakeside Cottage

Wakefield (Near Ossipee)

The vacation home has access to a restaurant. On clear days, guests can head outside to enjoy the vacation home's outdoor fireplace or simply kick back and relax.

D
Dorothea
From
United States
lovely cottage, great location, beautiful lake
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 5 reviews

NEW! Cozy & Modern A-Frame in the woods w/HOT TUB

Tamworth (Near Ossipee)

NEW! Cozy & Modern A-Frame in the woods w/HOT TUB offers accommodations in Tamworth, 26 miles from Story Land Amusement Park and 27 miles from White Mountain National Forest.

J
Jennifer
From
United States
The property was very clean. It felt like a very safe and remote location that offered great views of the surrounding mountains and foliage. And the great communication from the host.
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 7 reviews

Lakeshore Retreat

Gilford (Near Ossipee)

With mountain views, this accommodation offers a patio. There's a restaurant.

B
Bruce
From
United States
Setting, quality of accommodations! Bed and pillows, excellent! Furniture was comfortable and facility was very clean! Appliances, top notch!
Scored out of 10, guest rating 8.9
Excellent - What previous guests thought, 6 reviews

Deer Run Retreat

Gilford (Near Ossipee)

Providing a restaurant, the property also has massage services as well as a hot tub.

J
John
From
United States
Excellent location for Laconias bike week. Plenty of space with large kitchen and private bedrooms. Enjoyed the deck, but especially the hot tub after a long day of riding
Scored out of 10, guest rating 8.4
Very Good - What previous guests thought, 10 reviews
All cottages in Ossipee

Looking for a cottage?

Cottages are perfect for travelers who enjoy feeling cozy and independent in the countryside. Usually small, traditionally built houses, cottages are spread across one or two floors – making them great for families or vacations with a little more privacy.

Most booked cottages in Ossipee and surrounding area in the past month

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Popular with guests booking cottages in Ossipee

Popular with guests booking cottages in Ossipee

Popular with guests booking cottages in Ossipee

Scored out of 10, guest rating 7.7
Good - What previous guests thought, 3 reviews

Popular with guests booking cottages in Wolfeboro

Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 2 reviews

Popular with guests booking cottages in Wolfeboro

Scored out of 10, guest rating 8.5
Very Good - What previous guests thought, 2 reviews

Popular with guests booking cottages in Tuftonboro

Popular with guests booking cottages in Ossipee

Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 1 review

Popular with guests booking cottages in Center Tuftonboro

Scored out of 10, guest rating 8.0
Very Good - What previous guests thought, 2 reviews

Popular with guests booking cottages in Wolfeboro

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 5 reviews