Search Winona Cottage Rentals from CA $208

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Browse Select Winona Cottages

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

8.8 out of 10, Excellent, (16)
"Nice location on the lake."
The price is CA $208
CA $432 total
includes taxes & fees
Aug 25 - Aug 26
Picturesque studio in bay-front locale just steps to water w/WiFi & kitchenette

Cozy Cottage on a Lake, near Gunstock Mountain

10.0 out of 10, Exceptional, (1)
"The cabin is so cute and cozy! Very comfortable. We slept great! The neighbors were very friendly and even invited us over! The neighborhood is quiet and peaceful. The lake beach were amazing! We had a wonderful weekend getaway. The hosts are easy to contact. We will stay again! Love love the location! The only downside is there is no lake view from the cottage like we thought but easy lake access. We did not use the hot tub, washer/dryer or fire pit but those are great amenities! This place has...
The price is CA $237
CA $552 total
includes taxes & fees
Sep 10 - Sep 11
Cozy Cottage on a Lake, near Gunstock Mountain

Quaint cottage on shellcamp lake with AC in charming Gilmanton

The price is CA $241
CA $639 total
includes taxes & fees
Aug 24 - Aug 25
Quaint cottage on shellcamp lake with AC in charming Gilmanton

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

10.0 out of 10, Exceptional, (3)
"Lovely, quaint and clean rental. The property staff was super friendly and very helpful. Our cottage was cozy and fully stocked with everything we needed. We enjoyed the outdoor space too. "
The price is CA $309
CA $383 total
includes taxes & fees
Sep 10 - Sep 11
Cottage 3 - Year Round - Pet Friendly - 1 Bedroom / 1 Bath

Grandmas Cottage on the River and the Rail Trail in Wolfeboro

10.0 out of 10, Exceptional, (13)
"Great for a quick trip with young swimmers! The dock was a great depth for jumping off over and over :-) "
The price is CA $374
CA $803 total
includes taxes & fees
Aug 25 - Aug 26
Grandmas Cottage on the River and the Rail Trail in Wolfeboro

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

9.6 out of 10, Exceptional, (9)
"Great property. Loved our stay and the owners were great! Definitely will book again "
The price is CA $309
CA $383 total
includes taxes & fees
Sep 2 - Sep 3
Cottage 4 - Year Round Pet Friendly 1 Bed w/ Loft / 1 Bath & Courtyard

The Gnome Home Cottage located near white mountain NH

9.6 out of 10, Exceptional, (49)
"enjoyed my stay. Property was in a great location and everything was as advertised. "
The price is CA $223
CA $420 total
includes taxes & fees
Aug 25 - Aug 26
The Gnome Home Cottage located near white mountain NH

Charming YEAR ROUND 4-bedroom cottage on Lake Winnipesaukee

2.0 star property
6.8 out of 10, (3)
"The only issue we had with the house was that the upstairs shower would not work. We also did have to shovel the landing and steps when we first arrived. The heated garage was nice to put our ice fishing gear in to dry out overnight. Plenty of room to move around. Overall, I would rent it again in the future."
The price is CA $255
CA $659 total
includes taxes & fees
Sep 4 - Sep 5
Charming YEAR ROUND 4-bedroom cottage on Lake Winnipesaukee

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."
The price is CA $354
CA $438 total
includes taxes & fees
Sep 10 - Sep 11
Cottage 10 - 1 Bedroom w/ Loft / 1 Bath

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

10.0 out of 10, Exceptional, (2)
"Very clean cottage. Check in was easy. Great location. "
The price is CA $337
CA $411 total
includes taxes & fees
Sep 14 - Sep 15
Cottage 7 - Year Round - Pet Friendly - Stand Alone 1 Bedroom / 1 Bath

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."
The price is CA $333
CA $414 total
includes taxes & fees
Sep 10 - Sep 11
Cottage 11 - Year Round - Pet Friendly - 1 Bed / 1 Bath w/ Private Courtyard

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

10.0 out of 10, Exceptional, (13)
"I love and have had a couple decades of Lake Winnepesaukee summers. With my boys now grown and raising their own families in other parts of the country, I drove up for a couple days, by myself, for a Lake Winni fix. The on site cottage was perfect in terms of location, privacy, cleanliness and the unspoken presence of security that was important to me a line traveler. I highly recommend this Inn for a special week on the lake, couples, small families. Accommodations are beautifully updated and...
The price is CA $371
CA $460 total
includes taxes & fees
Sep 8 - Sep 9
Cottage 12 - Year Round - Pet Friendly -1 King Bed / 1 Bath & Courtyard

Pet friendly, private sandy beach/dock, Spectacular Winnipesaukee Lake/Mountain

9.8 out of 10, Exceptional, (97)
"Great place one the lake"
The price is CA $749
CA $1,181 total
includes taxes & fees
Sep 8 - Sep 9
Pet friendly, private sandy beach/dock, Spectacular Winnipesaukee Lake/Mountain

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

9.4 out of 10, Exceptional, (3)
"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!!"
The price is CA $431
CA $533 total
includes taxes & fees
Sep 10 - Sep 11
Cottage 5-6 - Year Round Pet Friendly - 2 Bedroom / 1 Bath End Unit

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

10.0 out of 10, Exceptional, (3)
"Everything was great!"
The price is CA $442
CA $547 total
includes taxes & fees
Sep 2 - Sep 3
Cottage 8-9 - Year Round - Pet Friendly - Stand Alone 2 Bedroom / 2 Bath

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

10.0 out of 10, Exceptional, (2)
"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."
The price is CA $431
CA $533 total
includes taxes & fees
Sep 8 - Sep 9
Cottage 1-2 - Year Round Pet Friendly - 2 Bedroom / 1 Bath End Unit
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Winona Hotel Reviews