Photo by The Curious Zephyr

Search Charlestown Cottage Rentals from CA $245

    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 Charlestown Cottages

Hideaway Cottages, Cottage A

9.4 out of 10, Exceptional, (39)
"Great family cottage. "
The price is CA $245
CA $360 total
includes taxes & fees
Sep 8 - Sep 9
Hideaway Cottages, Cottage A

The Cairn, 1840s Cozy Stone Cottage, Pet Friendly

10.0 out of 10, Exceptional, (13)
"We very much enjoyed our stay in this historic, architecturally significant home. We would definitely stay here again."
The Cairn, 1840s Cozy Stone Cottage, Pet Friendly

Renovated lakefront cottage w/ hot tub, dock, kayaks, swim platform, & firepit

9.8 out of 10, Exceptional, (17)
"We loved the house and especially the location. The views are beautiful and the proximity to town, the mountain and parks make it a fantastic spot to stay."
Renovated lakefront cottage w/ hot tub, dock, kayaks, swim platform, & firepit

Cozy & bright getaway close to ski mountains and lake

10.0 out of 10, Exceptional, (29)
"Always a lovely stay at this cottage. So convenient for our needs and it is clean, cozy and comfortable. "
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!

Cozy cottage on the river, minutes from skiing, horse events, and so much more!

10.0 out of 10, Exceptional, (7)
"very good cozy location. enjoyed the privacy during our stay."
Cozy cottage on the river, minutes from skiing, horse events, and so much more!

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 $284
CA $446 total
includes taxes & fees
Aug 13 - Aug 14
Brook Road Cabin

Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro

10.0 out of 10, Exceptional, (7)
"Great, clean, charming cottage. The hosts are amazing and communicated every detail, very hospitable. Highly recommend. "
The price is CA $356
CA $427 total
includes taxes & fees
Sep 4 - Sep 5
Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro

Beautiful Vacation Cottage with a View in Newfane, Vermont, near Mt. Snow

9.6 out of 10, Exceptional, (65)
"We enjoyed our stay in this cozy cabin on the ridge. The owners have great taste and they have thought of everything to make the stay pleasant. "
Beautiful Vacation Cottage with a View in Newfane, Vermont, near Mt. Snow

Hideaway Cottages, Cottage B

10.0 out of 10, Exceptional, (15)
"Cute little cabins to stay at while taking in the fall New Hampshire foliage. Property is/was super helpful and responsive. Would stay again if in the area. "
The price is CA $289
CA $421 total
includes taxes & fees
Aug 25 - Aug 26
Hideaway Cottages, Cottage B

Peaceful Brookside Getaway ~10 Mi to Okemo Slopes!

3.0 star property
Peaceful Brookside Getaway ~10 Mi to Okemo Slopes!

Luxury Vermont Vacation Rental: Private Hot Tub!

3.0 star property
Luxury Vermont Vacation Rental: Private Hot Tub!

Idyllic Lakefront Cottage Near Mount Sunapee

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

Ski & Lake Home-Minutes from Magic, Stratton, Bromley & Okemo-Southern Vermont

10.0 out of 10, Exceptional, (2)
"The Carriage House is lovely and surroundings beautiful. We had a very relaxing experience. Lizzie was a perfect host."
Ski & Lake Home-Minutes from Magic, Stratton, Bromley & Okemo-Southern Vermont

Cozy Historic Hilltop Cottage with Mount Ascutney View

9.6 out of 10, Exceptional, (78)
"Had a great stay at the old school house. Location was perfect for what we needed. Place was super clean and well appointed. Would love to come back again."
Cozy Historic Hilltop Cottage with Mount Ascutney View

Historic New Hampshire Home: 1 Mi to Boat Launch

3.0 star property
Historic New Hampshire Home: 1 Mi to Boat Launch

Vermont Country Cottage (Near Village)

9.4 out of 10, Exceptional, (13)
"Cute place. Enjoyed our stay. "
Vermont Country Cottage (Near Village)

Wooded Waterfront Grantham Home < 10 Mi to Ski!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Great atmosphere!"
Wooded Waterfront Grantham Home < 10 Mi to Ski!

Lovely Ludlow Farmhouse ~ 1 Mi to Town & Slopes!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Great place "
Lovely Ludlow Farmhouse ~ 1 Mi to Town & Slopes!
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 Charlestown Hotel Reviews