A grassy field with a wooden fence, surrounded by autumn-colored trees and a hill in the background.

Charlestown Vacation Rentals

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Check prices for these dates

In two weeks
Jul 10 - Jul 12
In two months
Aug 21 - Aug 23
In three months
Sep 18 - Sep 20
In four months
Oct 16 - Oct 18

Our top choices for Charlestown vacation rentals

Outdoor dining

Hideaway Cottages, Cottage A

Hideaway Cottages, Cottage A
New London
9.6 out of 10, Exceptional, (62 reviews)
"Awesome placeThe host was attentive to every needWould highly recommend"
United States
paul K.
The price is ￥28,684
￥43,586 total
includes taxes & fees
Jul 9 - Jul 10
Hideaway Cottages, Cottage A
Fridge, microwave, stovetop, coffee/tea maker

Hiking Trails On-Site: Cozy Falls Brook Cabin

Hiking Trails On-Site: Cozy Falls Brook Cabin
Dummerston
10.0 out of 10, Exceptional, (18 reviews)
"We had a great stay! Cabin is cozy and met all of our needs for the weekend. We loved exploring the nearby trails and shops. Our dogs loved it as well :) "
United States
Kelsey M.
The price is ￥22,164
￥69,456 total
includes taxes & fees
Jun 27 - Jun 28
Hiking Trails On-Site: Cozy Falls Brook Cabin
Interior

Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit

Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit
Cavendish
10.0 out of 10, Exceptional, (19 reviews)
"We had a great stay. The hot tub was perfect after a long day of skiing."
United States
Michael L.
The price is ￥25,480
￥46,832 total
includes taxes & fees
Jun 30 - Jul 1
Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit
Exterior

Charming Fully Renovated One-Room Schoolhouse on 22+ acres

Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Grafton
9.6 out of 10, Exceptional, (169 reviews)
"We had a very lovely stay. The kitchen was well-equipped and the whole home was very cozy. There was wood for the wood stove and lots of games and puzzles to do. Check-in and check-out was simple. Just what we were looking for! "
United States
Eleanor D.
The price is ￥27,503
￥58,707 total
includes taxes & fees
Jul 8 - Jul 9
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
House (2 Bedrooms) | Interior

Hiking Trails On-site: Cozy Falls Brook Cabin

Hiking Trails On-site: Cozy Falls Brook Cabin
3.0 star property
Brattleboro
10.0 out of 10, Exceptional, (2 reviews)
"This is exactly how it’s described- perfect cozy spot- babbeling brook to keep you company while sitting on the porch - fire pit for cozy evenings and cabin inside is perfection- cozy cozy cozy!! Matt was the perfect host and readily available- hoping to return!! 15 mins from farmers markets, covered bridges, shops, food, drinks and entertainment ❤️"
United States
sarah
The price is ￥29,282
￥71,287 total
includes taxes & fees
Jun 27 - Jun 28
Hiking Trails On-site: Cozy Falls Brook Cabin
Property grounds

Ski-in/out mountainside condo close to everything with full kitchen - tranquil

Ski-in/out mountainside condo close to everything with full kitchen - tranquil
Clock Tower Base Area
8.8 out of 10, Excellent, (81 reviews)
"Our stay was perfectly pleasant but the parking was far from the unit and the ski school and daycare was on a different part of the mountain which made the location inconvenient for having little kids with us."
United States
Teresa W.
The price is ￥12,060
￥43,071 total
includes taxes & fees
Jun 29 - Jun 30
Ski-in/out mountainside condo close to everything with full kitchen - tranquil
TV

Hideaway Cottages, Cottage B

Hideaway Cottages, Cottage B
New London
10.0 out of 10, Exceptional, (37 reviews)
"Character-filled old NH cabin nicely located on beautiful setting close to amenities"
United States
Brian
The price is ￥32,760
￥48,008 total
includes taxes & fees
Jun 29 - Jun 30
Hideaway Cottages, Cottage B
Interior

•   Blaisdel Serenity Retreat Minutes to Lake & Sunapee Area

•   Blaisdel Serenity Retreat Minutes to Lake & Sunapee Area
Sutton
10.0 out of 10, Exceptional, (19 reviews)
"Host was extremely welcoming and the place was great."
United States
Chad C.
The price is ￥29,120
￥66,176 total
includes taxes & fees
Jul 7 - Jul 8
•   Blaisdel Serenity Retreat Minutes to Lake & Sunapee Area
TV, DVD player

Ski-In/Out condo with patio, mountain views, washer/dryer, & cable

Ski-In/Out condo with patio, mountain views, washer/dryer, & cable
Clock Tower Base Area
9.2 out of 10, Wonderful, (30 reviews)
"The slope side condo was wonderful, warm and had everything we needed. Thank you, Amy"
United States
AMY K.
The price is ￥8,323
￥37,547 total
includes taxes & fees
Jun 28 - Jun 29
Ski-In/Out condo with patio, mountain views, washer/dryer, & cable
Living area

Cozy Private Cabin in Andover - Fireplace & Hot tub

Cozy Private Cabin in Andover - Fireplace & Hot tub
Andover
The price is ￥35,414
￥81,520 total
includes taxes & fees
Jun 28 - Jun 29
Cozy Private Cabin in Andover - Fireplace & Hot tub
Fridge, microwave, oven, stovetop

Soonipi Casa by Sunapee Stays Peekaboo views of Mount Sunapee

Soonipi Casa by Sunapee Stays Peekaboo views of Mount Sunapee
Sunapee
10.0 out of 10, Exceptional, (58 reviews)
"Wonderful place to stay for our trip. Great location and the house was nicely updated. "
United States
Andrew W.
The price is ￥43,535
￥83,394 total
includes taxes & fees
Jun 29 - Jun 30
Soonipi Casa by Sunapee Stays Peekaboo views of Mount Sunapee
Sauna

Magic Mountain Trailside Condo - Ski In / Ski Out

Magic Mountain Trailside Condo - Ski In / Ski Out
Londonderry
9.8 out of 10, Exceptional, (14 reviews)
"Nice and we enjoyed our stay"
United States
Gretchen H.
The price is ￥20,223
￥49,360 total
includes taxes & fees
Jun 30 - Jul 1
Magic Mountain Trailside Condo - Ski In / Ski Out
Outdoor dining

Vermont Cozy Cabin with Fireplace Near Hiking Trails, Stratton, Manchester

Vermont Cozy Cabin with Fireplace Near Hiking Trails, Stratton, Manchester
Townshend
8.0 out of 10, Very Good, (1 review)
"Very nice place, an ideal VT cabin!"
United States
David D.
The price is ￥26,207
￥54,355 total
includes taxes & fees
Jun 29 - Jun 30
Vermont Cozy Cabin with Fireplace Near Hiking Trails, Stratton, Manchester
TV

Ski-In/Out Condo with Mountain Views, and Washer/Dryer

Ski-In/Out Condo with Mountain Views, and Washer/Dryer
Ludlow
9.6 out of 10, Exceptional, (18 reviews)
"Very clean and comfortable for our family of 4. Great ski-in/ski-out location - easily accessible to all lifts. Highly recommend. "
United States
Carey S.
The price is ￥21,232
￥70,006 total
includes taxes & fees
Jun 27 - Jun 28
Ski-In/Out Condo with Mountain Views, and Washer/Dryer
Exterior

2nd-floor downtown Ludlow studio condo with kitchenette, streaming

2nd-floor downtown Ludlow studio condo with kitchenette, streaming
Ludlow
8.6 out of 10, Excellent, (4 reviews)
"Great location and convenient to all local businesses. I enjoyed it very much. Would stay here anytime and plan to again. "
United States
Kevin C.
The price is ￥16,138
￥41,720 total
includes taxes & fees
Jun 28 - Jun 29
2nd-floor downtown Ludlow studio condo with kitchenette, streaming
TV, DVD player, books, video library

Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails

Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails
Ludlow
The price is ￥18,684
￥60,526 total
includes taxes & fees
Jul 11 - Jul 12
Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails
Golf

Well-appointed studio right downtown - less than a mile to Okemo Mountain

Well-appointed studio right downtown - less than a mile to Okemo Mountain
Ludlow
8.8 out of 10, Excellent, (13 reviews)
"This place was so close to Okemo, and walking distance to the local pub and restaurants."
United States
Brian
The price is ￥16,138
￥49,947 total
includes taxes & fees
Jun 28 - Jun 29
Well-appointed studio right downtown - less than a mile to Okemo Mountain
Property grounds

Family Friendly Hilltop House In Putney Vermont

Family Friendly Hilltop House In Putney Vermont
Putney
9.4 out of 10, Exceptional, (61 reviews)
"The host and her daughter were lovely and kind and very quick with all communication."
United States
Susan O.
The price is ￥28,975
￥52,745 total
includes taxes & fees
Jun 29 - Jun 30
Family Friendly Hilltop House In Putney Vermont
House (2 Bedrooms) | Interior

Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit

Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit
3.0 star property
Ludlow
The price is ￥41,413
￥72,220 total
includes taxes & fees
Jun 27 - Jun 28
Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit
TV

Brook Road Cabin

Brook Road Cabin
Goshen
9.8 out of 10, Exceptional, (17 reviews)
"Would go back!"
United States
Elizabeth C.
The price is ￥27,503
￥52,309 total
includes taxes & fees
Jul 23 - Jul 24
Brook Road Cabin
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.
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Top Charlestown Hotel Reviews

Hideaway Inn Mt.Sunapee

Hideaway Inn Mt.Sunapee

8/10 Good
"I was surprised to find out that this property was primarily unstaffed. No check-In desk personnel, etc. You need to use your cell phone to get a log-in and information about your room and key code. (The cell phone service is weak by the way). The rooms were very good. Large, current, and clean. There is a 'help' kiosk and phone in the lobby. One service was helpful, the other was not (call center). There was a delay from the Hotels.com reservation to when the Hotel received it. (~30 Minutes). There was a cleaning person around, but that was the only employee I saw. Hotels are becoming more and more expensive. This presented one of the best values in the area."
Daniel 1-night trip
Posted 2 hours ago
Hideaway Inn Mt.Sunapee

Find out more about Charlestown

Search for holiday rentals in Charlestown on Expedia! You can easily find your home rentals, villas, holiday apartments in Charlestown using one of the methods below:

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Look no further and take a look at our great range of rental properties in Charlestown!

Frequently asked questions

Can I find a vacation rental in Charlestown?

Yes, we offer vacation rentals close to the most popular sights in Charlestown, or you can go with a more remote option if you want a relaxing place to stay. Charlestown is known for its university setting and museums.

What are some of the best vacation rentals that Charlestown has to offer?

Mountainside 5-BR Ski-In/Out Okemo Villa: This vacation home near Charlestown is located in the mountains and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a hot tub.

What’s there to see and do in Charlestown?

Connecticut River and Glidden Island are a couple of scenic spots to enjoy the outdoors, whereas The Fort at No.4 Open Air Museum is one of the cultural attractions. Charlestown Town Hall and Spaulding Wildlife Management Area are other places to visit while you're in town.

What’s a vacation rental in Charlestown like?

Vacation rentals are private properties you can stay in for a few weeks or just a few days in Charlestown. Vacation rentals provide amenities like WiFi and washers and dryers so you'll have a home away from home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of security away from public hotel elevators and lobbies bustling with people while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great option for a small group gathering.