Photo by The Curious Zephyr

Search Charlestown Cottage Rentals from CA $247

    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
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Sep 5 - Sep 7
In two months
Oct 17 - Oct 19
In three months
Nov 14 - Nov 16
In four months
Dec 12 - Dec 14

Browse Select Charlestown Cottages

Cozy & bright getaway close to ski mountains and lake
Exterior

Cozy & bright getaway close to ski mountains and lake

10.0 out of 10, Exceptional, (29)
"This cozy cottage was perfect for our recent visit to visit family in Elkins, NH. It is located a short walk to Pleasant Lake for swimming and boating (in good weather). Steph was so attentive and helpful and provided many wonderful amenities in the cottage. This is our go-to place to stay whenever we visit the area."
Cozy & bright getaway close to ski mountains and lake
Renovated lakefront cottage w/ hot tub, dock, kayaks, swim platform, & firepit
Exterior

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

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

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
The Cairn, 1840s Cozy Stone Cottage, Pet Friendly
Exterior

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

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!
Lakefront Bradford Cottage w/ Dock, Near Skiing!
Dining

Lakefront Bradford Cottage w/ Dock, Near Skiing!

9.2 out of 10, Wonderful, (10)
"Thankd for everything. The house ess well cared for snd we enjoyed the town"
Lakefront Bradford Cottage w/ Dock, Near Skiing!
Vermont Country Cottage (Near Village)
Exterior

Vermont Country Cottage (Near Village)

9.4 out of 10, Exceptional, (13)
"Cute place. Enjoyed our stay. "
Vermont Country Cottage (Near Village)
Hideaway Cottages, Cottage A
Fridge, microwave, oven, stovetop

Hideaway Cottages, Cottage A

9.4 out of 10, Exceptional, (39)
"Great family cottage. "
The price is CA $247
CA $370 total
includes taxes & fees
Sep 8 - Sep 9
Hideaway Cottages, Cottage A
Brook Road Cabin
Exterior

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 $267
CA $428 total
includes taxes & fees
Aug 24 - Aug 25
Brook Road Cabin
Lovely Ludlow Farmhouse ~ 1 Mi to Town & Slopes!
House (3 Bedrooms) | Interior

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!
Peaceful Brookside Getaway ~10 Mi to Okemo Slopes!
Interior

Peaceful Brookside Getaway ~10 Mi to Okemo Slopes!

3.0 star property
Peaceful Brookside Getaway ~10 Mi to Okemo Slopes!
Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro
TV, books

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 $307
CA $380 total
includes taxes & fees
Aug 24 - Aug 25
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
Exterior

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
New London Cottage w/ Grill, Lake & Beach Access
Cottage (2 Bedrooms) | Interior

New London Cottage w/ Grill, Lake & Beach Access

3.0 star property
New London Cottage w/ Grill, Lake & Beach Access
Hideaway Cottages, Cottage B
TV

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 $262
CA $379 total
includes taxes & fees
Sep 21 - Sep 22
Hideaway Cottages, Cottage B
Idyllic Lakefront Cottage Near Mount Sunapee
TV, fireplace, books

Idyllic Lakefront Cottage Near Mount Sunapee

9.8 out of 10, Exceptional, (7)
"Very welcoming and well stocked!"
Idyllic Lakefront Cottage Near Mount Sunapee
Luxury Vermont Vacation Rental: Private Hot Tub!
House (4 Bedrooms) | Interior

Luxury Vermont Vacation Rental: Private Hot Tub!

3.0 star property
Luxury Vermont Vacation Rental: Private Hot Tub!
Chester Farmhouse on 100 Acres, 15 Min to Okemo!
House (5 Bedrooms) | Interior

Chester Farmhouse on 100 Acres, 15 Min to Okemo!

3.0 star property
Chester Farmhouse on 100 Acres, 15 Min to Okemo!
Ski & Lake Home-Minutes from Magic, Stratton, Bromley & Okemo-Southern Vermont
Fridge, microwave, oven, stovetop

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
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
Sign in
Sign up, it's free

Top Charlestown Hotel Reviews

Claremont Motor Lodge

Claremont Motor Lodge

10/10 Excellent
"It was a very nice place to come to after a night out at a wedding. The room was clean and comfortable and there was no noise so sleeping was great. "
Robert 1-night trip
Posted 2 days ago
Claremont Motor Lodge