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In two weeks
Jan 9 - Jan 11
In two months
Feb 20 - Feb 22
In three months
Mar 20 - Mar 22
In four months
Apr 17 - Apr 19

Our top choices for Winnisquam cottages

House (1 Bedroom) | Interior
Hiking & Snowmobile Trails On-site: Alton Retreat!

Cottage in Alton

Hiking & Snowmobile Trails On-site: Alton Retreat!
3.0 star property
Hiking & Snowmobile Trails On-site: Alton Retreat!
Exterior
Grandmas Cottage on the River and the Rail Trail in Wolfeboro

Cottage in Wolfeboro

Grandmas Cottage on the River and the Rail Trail in Wolfeboro
10.0 out of 10, Exceptional, (17)
"All excellent "
United States
Marc
$415 nightly
The price is $451
Dec 23 - Dec 24
Total with taxes and fees
Grandmas Cottage on the River and the Rail Trail in Wolfeboro
Marina
Cottage 10 - 1 Bedroom w/ Loft / 1 Bath

Cottage in Wolfeboro

Cottage 10 - 1 Bedroom w/ Loft / 1 Bath
10.0 out of 10, Exceptional, (4)
"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.
$171 nightly
The price is $185
Dec 23 - Dec 24
Total with taxes and fees
Cottage 10 - 1 Bedroom w/ Loft / 1 Bath
Property grounds
Cottage 7 - Year Round - Pet Friendly - Stand Alone 1 Bedroom / 1 Bath

Cottage in Wolfeboro

Cottage 7 - Year Round - Pet Friendly - Stand Alone 1 Bedroom / 1 Bath
10.0 out of 10, Exceptional, (4)
"Great location & comfortable! "
United States
Jeanine L.
$173 nightly
The price is $188
Jan 4 - Jan 5, 2026
Total with taxes and fees
Cottage 7 - Year Round - Pet Friendly - Stand Alone 1 Bedroom / 1 Bath
Exterior
Cottage 12 - Year Round - Pet Friendly -1 King Bed / 1 Bath & Courtyard

Cottage in Wolfeboro

Cottage 12 - Year Round - Pet Friendly -1 King Bed / 1 Bath & Courtyard
10.0 out of 10, Exceptional, (17)
"Very nice spot nice get away would stay there again"
United States
Alan T.
$185 nightly
The price is $200
Dec 23 - Dec 24
Total with taxes and fees
Cottage 12 - Year Round - Pet Friendly -1 King Bed / 1 Bath & Courtyard
Golf
Cottage 11 - Year Round - Pet Friendly - 1 Bed / 1 Bath w/ Private Courtyard

Cottage in Wolfeboro

Cottage 11 - Year Round - Pet Friendly - 1 Bed / 1 Bath w/ Private Courtyard
10.0 out of 10, Exceptional, (5)
"Booked a last minute trip with the family and it was perfect. Right near downtown and a cozy place to rest with the kids."
United States
Sean P.
$171 nightly
The price is $185
Dec 23 - Dec 24
Total with taxes and fees
Cottage 11 - Year Round - Pet Friendly - 1 Bed / 1 Bath w/ Private Courtyard
Terrace/patio
Cottage 8-9 - Year Round - Pet Friendly - Stand Alone 2 Bedroom / 2 Bath

Cottage in Wolfeboro

Cottage 8-9 - Year Round - Pet Friendly - Stand Alone 2 Bedroom / 2 Bath
10.0 out of 10, Exceptional, (4)
"Everything was great!"
United States
Leah F.
$283 nightly
The price is $307
Dec 23 - Dec 24
Total with taxes and fees
Cottage 8-9 - Year Round - Pet Friendly - Stand Alone 2 Bedroom / 2 Bath
Exterior
Cozy Cottage on a Lake, near Gunstock Mountain

Cottage in Gilmanton

Cozy Cottage on a Lake, near Gunstock Mountain
9.0 out of 10, Wonderful, (2)
"We had a great time. Loved the cabin super cute. Neighborhood & neighbors very nice. The lake & private beaches were great. We enjoyed the hot tub & fire pit. I brought a few games, but you had a nice selection as well. Kitchen was very nice with everything we needed for some nice big breakfasts to start our day. We did run into a bit of a problem with the water running out. During showers, but we worked through it. Over all it was a great place. Thank you. Kim, Steve,Brianna,Cam & Brody "
United States
kim M.
$354 nightly
The price is $384
Jan 7 - Jan 8, 2026
Total with taxes and fees
Cozy Cottage on a Lake, near Gunstock Mountain
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 Winnisquam Hotel Reviews

Best Western Plus Landmark Inn

Best Western Plus Landmark Inn

10/10 Excellent
"This hotel is very nice. Lobby and rooms were very clean, modern and comfortable. Beds were comfortable and the towels full and fluffy. The only complaint I have was the breakfast. The eggs and sausage were unappealing . I would not even consider trying them."
janice 1-night trip
Posted 2 days ago
Best Western Plus Landmark Inn

Find out more about Winnisquam

Winnisquam Cottages information

Number of reviews
42
Accommodation
203 Cottages
Lowest Price
$185
Highest Price
$451

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