Search Windsor Cottage Rentals from CA $265

    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

Next weekend
In two weeks
In one month
In two months

Browse Select Windsor Cottages

Quaint Dunbarton Waterfront Cottage

9.2 out of 10, Wonderful, (50)
"This property was perfect for us. My wife and 2 sons had a fantastic time. We were in New Hampshire for my sons college graduation. It was perfect for us. We had a beautiful weekend on the lake. It could not have been better!! Thank you for the memories!!"
Quaint Dunbarton Waterfront Cottage

Cozy & bright getaway close to ski mountains and lake

10.0 out of 10, Exceptional, (29)
"Immaculate, well decorated, and well supplied. Steps from the clearest water, family-friendly lake. We wanted for nothing. I would recommend this to everyone I know. "
Cozy & bright getaway close to ski mountains and lake

Sweet vintage cottage on Mountain View Lake, 2024 updates, next to Lake Sunapee

10.0 out of 10, Exceptional, (2)
"What a charming stay in a vintage cottage, lovingly updated. The views of the lake are spectacular and accessible. Lots to do from this starting point but I decided to kick back and relax - a perfect spot!"
Sweet vintage cottage on Mountain View Lake, 2024 updates, next to Lake Sunapee

Cozy cabin nestled in the woods, 5 minutes to Sunapee Mountain & lake!

10.0 out of 10, Exceptional, (23)
"Clean cute cabin close to ski area well equipped with good living space. "
Cozy cabin nestled in the woods, 5 minutes to Sunapee Mountain & lake!

Lakeside home. Fishing, paddle boarding, swimming, and easy lake fun.

10.0 out of 10, Exceptional, (53)
"Was just what we needed. Privacy, water, a nice cottage."
Lakeside home. Fishing, paddle boarding, swimming, and easy lake fun.

Waterfront-2/1- Cozy Cottage -Adventure & Romance, Hiking, Kayaking-lots of fun

Waterfront-2/1- Cozy Cottage -Adventure & Romance, Hiking, Kayaking-lots of fun

Lemon Drop Cottage a private cottage getaway

9.4 out of 10, Exceptional, (46)
"Straightforward check-in, very nice host. Great short stay."
The price is CA $288
CA $353 total
includes taxes & fees
Aug 15 - Aug 16
Lemon Drop Cottage a private cottage getaway

Charming Jaffrey Cottage w/ Deck & Grill!

3.0 star property
Charming Jaffrey Cottage w/ Deck & Grill!

Brook Road Cabin

3.5 star property
7.8 out of 10, Good, (9)
"In the aftermath of 30+” of snow we dug out and sought a new location with power and hot showers. How blessed we were to find this gem. A point of refuge and some much needed R&R. Cabin was quaint, warm, and comfortable, and the host was attentive and welcoming. Thank you for this port in the storm. 😊"
The price is CA $265
CA $425 total
includes taxes & fees
Aug 12 - Aug 13
Brook Road Cabin

Cozy cottage on Pleasant Pond

9.6 out of 10, Exceptional, (23)
"Cute little cabin right on the pond! We had a great time and our dog never wanted to leave :)"
Cozy cottage on Pleasant Pond

Cabin: Private Hot Tub, Walk to Pats Peak Ski Area

3.0 star property
6.0 out of 10, (1)
"This is a lovely cabin and the owners seem nice, but it needs a new cleaning plan. After arriving to a dirty microwave, dog food on the floor, a dirty floor, a moldy shower curtain, cobwebs over the table, etc… I did some digging on other sites to see people’s comments and they were the same. The owner’s response to them and to me was that it was professionally cleaned (if this is true, they need to be fired) and that he would talk to them. Well, nothing seems to have changed since the same...
Cabin: Private Hot Tub, Walk to Pats Peak Ski Area

Idyllic Lakefront Cottage Near Mount Sunapee

9.8 out of 10, Exceptional, (7)
"Very welcoming and well stocked!"
Idyllic Lakefront Cottage Near Mount Sunapee

Charming Jaffrey Cottage w/ Deck & Grill!

10.0 out of 10, Exceptional, (42)
"Great stay for family, nice gathering for grandparents and adult children."
Charming Jaffrey Cottage w/ Deck & Grill!

Breathtaking Newbury Cottage w/ Deck on Chalk Pond

3.0 star property
Breathtaking Newbury Cottage w/ Deck on Chalk Pond

Lakefront Bradford Cottage w/ Dock, Near Skiing!

3.0 star property
Lakefront Bradford Cottage w/ Dock, Near Skiing!

Cozy Tiny House on Main Street. Fully Renovated.

10.0 out of 10, Exceptional, (4)
"I was in Dublin visiting my daughter who goes to high school here and it was the perfect place for me to stay and she stayed with me two nights. The owner thought of everything you would need. It was super clean and everything looked brand new. Really well decorated. The owner was super helpful and I’m sure I’ll be back before my girl graduates. Highly recommend!"
Cozy Tiny House on Main Street. Fully Renovated.

Cottage Lake Nubanusit

10.0 out of 10, Exceptional, (2)
"Me and the wife wanted a place to get away from the daily grind. This small cabin was perfect."
Cottage Lake Nubanusit

Expansive Wilmot Escape w/ Deck Near Skiing!

3.0 star property
Expansive Wilmot Escape w/ Deck Near Skiing!

Historic Bradford Home - 8 Mi to Mount Sunapee!

3.0 star property
Historic Bradford Home - 8 Mi to Mount Sunapee!

Rustic Bradford Cottage - 14 Miles to Sunapee Mtn!

3.0 star property
Rustic Bradford Cottage - 14 Miles to Sunapee Mtn!
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 Windsor Hotel Reviews