Default HTG hotel image

Search Winona Cottage Rentals from CA $373

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Jul 31 - Aug 2
In two months
Sep 11 - Sep 13
In three months
Oct 9 - Oct 11
In four months
Nov 6 - Nov 8

Our top choices for Winona cottages

Coffee/tea maker, fridge, microwave, oven

Picturesque studio in bay-front locale just steps to water w/WiFi & kitchenette

Picturesque studio in bay-front locale just steps to water w/WiFi & kitchenette
Alton
8.6 out of 10, Excellent, (19 reviews)
"Nice location on the lake."
United States
Mary L.
The price is CA $220
CA $482 total
includes taxes & fees
Jul 31 - Aug 1
Picturesque studio in bay-front locale just steps to water w/WiFi & kitchenette
Terrace/patio

Cottage 4 - Year Round Pet Friendly 1 Bed w/ Loft / 1 Bath & Courtyard

Cottage 4 - Year Round Pet Friendly 1 Bed w/ Loft / 1 Bath & Courtyard
Wolfeboro
9.6 out of 10, Exceptional, (12 reviews)
"Great place "
United States
Anonymous traveller
The price is CA $350
CA $435 total
includes taxes & fees
Jul 22 - Jul 23
Cottage 4 - Year Round Pet Friendly 1 Bed w/ Loft / 1 Bath & Courtyard
Exterior

Cottage 3 - Year Round - Pet Friendly - 1 Bedroom / 1 Bath

Cottage 3 - Year Round - Pet Friendly - 1 Bedroom / 1 Bath
Wolfeboro
10.0 out of 10, Exceptional, (5 reviews)
"It was very cute and clean, loved the outside area and would def be back again."
United States
Anais & Zach
The price is CA $429
CA $532 total
includes taxes & fees
Jul 29 - Jul 30
Cottage 3 - Year Round - Pet Friendly - 1 Bedroom / 1 Bath
Exterior

Cozy Cottage on a Lake, near Gunstock Mountain

Cozy Cottage on a Lake, near Gunstock Mountain
Gilmanton
8.8 out of 10, Excellent, (5 reviews)
"We had a wonderful time during our stay. The cottage was in a great location, exactly as advertised, and spotlessly clean. The hot tub was great. Can’t think of a single thing we’d change. Would love to come back again during the summer months."
United States
Dawn P.
The price is CA $246
CA $567 total
includes taxes & fees
Jul 20 - Jul 21
Cozy Cottage on a Lake, near Gunstock Mountain
House (2 Bedrooms) | Interior

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, (1 review)
"We’ll kept "
United States
Denise
The price is CA $298
CA $649 total
includes taxes & fees
Jul 23 - Jul 24
Cozy Tuftonboro Escape: Steps to Private Beaches!
Exterior

White Mountain Cozy Cottage with Touch of Modern

White Mountain Cozy Cottage with Touch of Modern
Campton
9.4 out of 10, Exceptional, (53 reviews)
"The cottage was perfect for our long weekend getaway. It was more spacious than expected and convenient location. The host is very responsive and accommodating. Would stay again!"
United States
Emily F.
The price is CA $251
CA $469 total
includes taxes & fees
Jul 19 - Jul 20
White Mountain Cozy Cottage with Touch of Modern
Exterior

Grandmas Cottage on the River and the Rail Trail in Wolfeboro

Grandmas Cottage on the River and the Rail Trail in Wolfeboro
Wolfeboro
10.0 out of 10, Exceptional, (19 reviews)
"We had a wonderful stay at Grandma’s with our two little boys and dog. It was clean, cozy and a perfect location for our weekend ice fishing trip! We enjoyed walking the rail trail, watching ducks by the dock, passing snowmobiles, and playing puzzles/games. Highly recommend for a family getaway. We would definitely stay again."
United States
Nicole C.
The price is CA $456
CA $867 total
includes taxes & fees
Aug 16 - Aug 17
Grandmas Cottage on the River and the Rail Trail in Wolfeboro
Outdoor dining

Cozy, Pet-Friendly Escape Near Lake & Mountains

Cozy, Pet-Friendly Escape Near Lake & Mountains
Gilford
10.0 out of 10, Exceptional, (43 reviews)
"Really cozy and clean home. Hosts were wonderful too. "
United States
jacqueline S.
Cozy, Pet-Friendly Escape Near Lake & Mountains
Exterior

Cottage 12 - Year Round - Pet Friendly -1 King Bed / 1 Bath & Courtyard

Cottage 12 - Year Round - Pet Friendly -1 King Bed / 1 Bath & Courtyard
Wolfeboro
10.0 out of 10, Exceptional, (19 reviews)
"This is a great place to stay with a dog"
United States
David M.
The price is CA $301
CA $373 total
includes taxes & fees
Jul 19 - Jul 20
Cottage 12 - Year Round - Pet Friendly -1 King Bed / 1 Bath & Courtyard
Marina

Cottage 10 - 1 Bedroom w/ Loft / 1 Bath

Cottage 10 - 1 Bedroom w/ Loft / 1 Bath
Wolfeboro
10.0 out of 10, Exceptional, (4 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 CA $374
CA $464 total
includes taxes & fees
Jul 29 - Jul 30
Cottage 10 - 1 Bedroom w/ Loft / 1 Bath
Golf

Cottage 11 - Year Round - Pet Friendly - 1 Bed / 1 Bath w/ Private Courtyard

Cottage 11 - Year Round - Pet Friendly - 1 Bed / 1 Bath w/ Private Courtyard
Wolfeboro
9.8 out of 10, Exceptional, (8 reviews)
"Cute place just close quarters "
United States
Rylee F.
The price is CA $378
CA $469 total
includes taxes & fees
Jul 22 - Jul 23
Cottage 11 - Year Round - Pet Friendly - 1 Bed / 1 Bath w/ Private Courtyard
Property grounds

Lakeside Cabin 6 with Kitchen

Lakeside Cabin 6 with Kitchen
Holderness
10.0 out of 10, Exceptional, (2 reviews)
"The two bedroom cottage I stayed in at Cottage Place during a relocation was really nice. It was very quiet, comfortable, and had everything you could want for a relaxing and memorable stay. The staff was very nice and helpful, and the location right next to Squam Lake was terrific. I look forward to staying there again in the Fall."
United States
david
The price is CA $570
CA $922 total
includes taxes & fees
Aug 13 - Aug 14
Lakeside Cabin 6 with Kitchen
Exterior

Cottage 5-6 - Year Round Pet Friendly - 2 Bedroom / 1 Bath End Unit

Cottage 5-6 - Year Round Pet Friendly - 2 Bedroom / 1 Bath End Unit
Wolfeboro
9.4 out of 10, Exceptional, (3 reviews)
"The two connected Cottages were Perfect for myself husband & teenage daughter. Loved the private outdoor space & firepit! Onsite manager was super accessible and really helpful! Will definitely be back!!"
United States
Dorenda W.
The price is CA $440
CA $546 total
includes taxes & fees
Jul 22 - Jul 23
Cottage 5-6 - Year Round Pet Friendly - 2 Bedroom / 1 Bath End Unit
Exterior

Cottage 1-2 - Year Round Pet Friendly - 2 Bedroom / 1 Bath End Unit

Cottage 1-2 - Year Round Pet Friendly - 2 Bedroom / 1 Bath End Unit
Wolfeboro
10.0 out of 10, Exceptional, (3 reviews)
"In addition to everything this property offers we found there was a nearby 12mile bike trail that goes through the woods passing lakes on the the route, and bikes were available at the property."
United States
Justin
The price is CA $376
CA $467 total
includes taxes & fees
Jul 22 - Jul 23
Cottage 1-2 - Year Round Pet Friendly - 2 Bedroom / 1 Bath End Unit
House (1 Bedroom) | Interior

6 Mi to Polar Caves! All-season Getaway w/ Sauna

6 Mi to Polar Caves! All-season Getaway w/ Sauna
3.0 star property
Plymouth
The price is CA $366
CA $509 total
includes taxes & fees
Jul 31 - Aug 1
6 Mi to Polar Caves! All-season Getaway w/ Sauna
Property grounds

Cottage 7 - Year Round - Pet Friendly - Stand Alone 1 Bedroom / 1 Bath

Cottage 7 - Year Round - Pet Friendly - Stand Alone 1 Bedroom / 1 Bath
Wolfeboro
9.0 out of 10, Wonderful, (7 reviews)
"Great location & comfortable! "
United States
Jeanine L.
The price is CA $303
CA $374 total
includes taxes & fees
Jul 19 - Jul 20
Cottage 7 - Year Round - Pet Friendly - Stand Alone 1 Bedroom / 1 Bath
Terrace/patio

Cottage 8-9 - Year Round - Pet Friendly - Stand Alone 2 Bedroom / 2 Bath

Cottage 8-9 - Year Round - Pet Friendly - 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 CA $598
CA $735 total
includes taxes & fees
Aug 17 - Aug 18
Cottage 8-9 - Year Round - Pet Friendly - Stand Alone 2 Bedroom / 2 Bath
Exterior

Lakeside Cabin 7 with Kitchen

Lakeside Cabin 7 with Kitchen
Holderness
Lakeside Cabin 7 with Kitchen
Exterior

Lakeside Cabin 2 with Kitchen

Lakeside Cabin 2 with Kitchen
Holderness
The price is CA $712
CA $1,096 total
includes taxes & fees
Aug 13 - Aug 14
Lakeside Cabin 2 with Kitchen
Exterior

Lakeside Cabin 3 with Kitchen

Lakeside Cabin 3 with Kitchen
Holderness
The price is CA $712
CA $1,096 total
includes taxes & fees
Aug 13 - Aug 14
Lakeside Cabin 3 with Kitchen
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winona Hotel Reviews

The Summit Resort

The Summit Resort

10/10 Excellent
"Its a family friendly friendly resort with good amenties for a long week stays. All tge attractions around Laconia, NH are under 10 minutes drive from this reaort which makes it more attractive."
Tony 4-night trip
Posted 2 hours ago
The Summit Resort

Find out more about Winona

Winona Cottages information

Number of reviews
203
Accommodation
217 Cottages
Lowest Price
CA $373
Highest Price
CA $1,096

Explore a world of travel with Expedia