Charlestown Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

Our top choices for Charlestown holiday rentals

Cottage in Goshen

Brook Road Cabin
3.5 star property
7.8 out of 10, Good, (9 reviews)
"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. 😊"
United States
Jill
Brook Road Cabin

Cabin in Alstead

Owl's Nest Treehouse
10.0 out of 10, Exceptional, (19 reviews)
"10/10 across the board! The cabin was a great experience. The hot tub was amazing. They have their own store near by with lots of goodies. They were very helpful with any questions we had. Would come here again!"
United States
Adriana
The price is NZ$555
includes taxes & fees
3 Mar - 4 Mar
Owl's Nest Treehouse
9.6 out of 10, Exceptional, (167 reviews)
"Very nice and clean cabin, not too far from small towns, decently supplied for expected conveniences, charming area - a small stream nearby provides a pleasant background noise. "
United States
Philip
The price is NZ$607
includes taxes & fees
12 Mar - 13 Mar
Charming Fully Renovated One-Room Schoolhouse on 22+ acres

Cottage in New London

Hideaway Cottages, Cottage A
9.6 out of 10, Exceptional, (53 reviews)
"Easy check in and comfortable environment "
United States
Jeff F.
The price is NZ$373
includes taxes & fees
9 Mar - 10 Mar
Hideaway Cottages, Cottage A

Holiday Home in Sunapee

Chic Farmhouse Decor | Deck w/View
10.0 out of 10, Exceptional, (55 reviews)
"Loved our stay and will definitely return!"
United States
Jenifer S.
The price is NZ$672
includes taxes & fees
2 Mar - 3 Mar
Chic Farmhouse Decor | Deck w/View

Holiday Home in Newbury

Unique Treehouse Near Mt Sunapee
10.0 out of 10, Exceptional, (28 reviews)
"Great stay. Had a wonderful time."
United States
Chris P.
The price is NZ$729
includes taxes & fees
1 Mar - 2 Mar
Unique Treehouse Near Mt Sunapee
9.8 out of 10, Exceptional, (16 reviews)
"Perfect spot to jump onto the mountain and ski. Two adults and 4 kids, and we had plenty of space for a long weekend."
United States
Allison T.
The price is NZ$1,546
includes taxes & fees
8 Mar - 9 Mar
Ski-In/Out Condo with Mountain Views, and Washer/Dryer
10.0 out of 10, Exceptional, (50 reviews)
"We had a very lovely stay. "
United States
mary c.
The price is NZ$966
includes taxes & fees
2 Mar - 3 Mar
Lg/Charming Updated Farmhouse Historic Picturesque Walpole NH/VT Border sleeps 9

Cottage in New London

Hideaway Cottages, Cottage B
10.0 out of 10, Exceptional, (28 reviews)
"Awesome location and very cute cottage!"
United States
Anonymous traveller
The price is NZ$335
includes taxes & fees
1 Mar - 2 Mar
Hideaway Cottages, Cottage B
10.0 out of 10, Exceptional, (3 reviews)
"We really enjoyed our stay at this home. It had everything we needed and was very comfortable. The countryside around this part of Vermont is beautiful. We found lots of great museums and restaurants. "
United States
Donald M.
The price is NZ$1,837
includes taxes & fees
11 Mar - 12 Mar
Cozy Vermont Cabin · Mountain Views · Near Okemo

Holiday Home in Goshen

Brook Road Condo
3.0 star property
8.8 out of 10, Excellent, (3 reviews)
"Convenient location, quiet and rural. Accommodations were clean and neat. Nice to have full kitchen for meal prep and snacks."
United States
Margaret
The price is NZ$499
includes taxes & fees
9 Mar - 10 Mar
Brook Road Condo
10.0 out of 10, Exceptional, (8 reviews)
"Beautiful cozy cottage. Very clean. Wonderful host."
United States
Gloria A.
The price is NZ$419
includes taxes & fees
1 Mar - 2 Mar
Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro
9.6 out of 10, Exceptional, (15 reviews)
"The treehouse was so cool and well maintained. We were very warm and everything was clearly laid out for where to go, where to park, etc. "
United States
Ethan
The price is NZ$310
includes taxes & fees
16 Mar - 17 Mar
Treehouse at Wise Pines- NoBo
10.0 out of 10, Exceptional, (2 reviews)
"Very nice secluded treehouse. We would definitely recommend!"
United States
Beth H.
The price is NZ$1,441
includes taxes & fees
2 Mar - 3 Mar
Insanely romantic treehouse perched next to a stream and rolling hills.
10.0 out of 10, Exceptional, (104 reviews)
"Lovely home. Very clean and nicely renovated. Will stay again when back in the area!"
United States
Cheryl S.
Boutique Cottage | Patio & Fire Pit | Deck w/ View
8.8 out of 10, Excellent, (10 reviews)
"We had a wonderful stay."
United States
Joshua
The price is NZ$929
includes taxes & fees
2 Mar - 3 Mar
Treehouse lifted up over a stocked trout pond up in the beautiful birch trees!
10.0 out of 10, Exceptional, (18 reviews)
"We loved our weekend experience at the Hideaway! "
United States
Benjamin M.
The price is NZ$747
includes taxes & fees
1 Mar - 2 Mar
Hideaway By The Bay - 20ft boat slip and 4 minutes to Mount Sunapee
10.0 out of 10, Exceptional, (3 reviews)
"Very welcoming and extremely helpful. Had a wonderful stay post ski day! Would definitely recommend and stay again. "
United States
Joseph P.
The price is NZ$420
includes taxes & fees
18 Mar - 19 Mar
Wellness Getaway with a Personal Sauna, and Private River Beach!
10.0 out of 10, Exceptional, (10 reviews)
"Great location, well-designed house, and a beautiful view."
United States
Marcel P.
The price is NZ$1,319
includes taxes & fees
12 Mar - 13 Mar
Newly built Vermont secluded cabin retreat with AC and brand new Hot Tub!!!
9.6 out of 10, Exceptional, (5 reviews)
"Great little space"
United States
John
The price is NZ$1,070
includes taxes & fees
12 Mar - 13 Mar
Romantic Riverbed Treehouse - hot tub & new sauna!
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.

The Annual Holiday Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Save an average of 15% on thousands of hotels when you're signed in

Top Charlestown Hotel Reviews

Find out more about Charlestown

Everything you need to know about Charlestown holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Charlestown holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Charlestown holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Charlestown holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Charlestown. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Charlestown holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Charlestown holiday rentals we have selected for you start as low as NZ$373 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Charlestown rentals

At Expedia, we put the best Charlestown holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Charlestown rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Charlestown holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Charlestown. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Charlestown?

Yes, there are holiday rentals close to the most popular sights in Charlestown, or you can select a more secluded option if you're looking for a relaxing stay. Charlestown is known for its university setting and museums.

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

Modern private home 30 acres w/ pool, river, billiards, & near 4 ski mtns: This holiday home rental outside of Charlestown is located on a river, and has an outdoor pool, a fireplace and a BBQ 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 that you can cook with friends or family. It offers a balcony, a garden and a selection of games so that you can immerse yourself in your holiday.

What’s there to see and do in Charlestown?

Connecticut River and Connecticut River State Park 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. Hubbard Hill State Forest and Charlestown Town Hall are other places to visit while you're in town.

What’s a holiday rental in Charlestown like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Charlestown. Holiday rentals provide amenities such as laundry facilities and kitchens to help you enjoy your stay. If you're concerned about a sanitised environment, a holiday rental can provide a sense of security away from public hotel lifts and busy concierge desks while still allowing you to travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive option for a small group gathering.