Charlestown Holiday Rentals from €178: Search Short-Term Rentals

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Our top choices for Charlestown holiday rentals

A bunk bed with patterned bedding, a single mattress against the wall, and a carpeted floor.

1. Charming 2-bedroom apartment in Springfield

Springfield

A red house with a covered porch and a chimney.

2. Charming Fully Renovated One-Room Schoolhouse on 22+ acres

Grafton

Eleanor D.

includes taxes & fees

12 Oct - 13 Oct

A two-story house with a deck, surrounded by dense forest.

3. 4-Season Vermont Cabin · 12 Acres, Mountain Views · Okemo

Chester

pauline

includes taxes & fees

13 Oct - 14 Oct

A wooden deck with a white railing overlooking a lake, surrounded by trees and a small house.

4. Lakefront Family Fun Retreat

Newport

Ann R.

includes taxes & fees

2 Nov - 3 Nov

A spacious living area with hardwood flooring, a staircase, a black entertainment unit, a door, and a window with blinds.

5. Explore the upper valley from this spacious Claremont Home

Claremont

includes taxes & fees

12 Oct - 13 Oct

A modern two-story building with a wooden facade, large windows, and a covered porch with seating.

6. Fat Sheep Farm & Cabins

Windsor

Jessica

includes taxes & fees

3 Nov - 4 Nov

7. Charming Chester Farmhouse near Near VT Slopes

Chester Depot

Kimberly B.

includes taxes & fees

25 Oct - 26 Oct

A covered porch with wicker furniture, a table, and chairs.

8. Renovated Vermont Retreat with mountain views near Okemo & Killington for 8

Cavendish

Mark G.

includes taxes & fees

4 Nov - 5 Nov

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Top Charlestown Hotel Reviews

Pointe at Castle Hill Resort

8/10 Good

"Room was adequate. Bedding was uncomfortable. We would not revisit this property. We would not recommend to others."

The Hartness House

8/10 Good

"I love staying at historic houses and this one was absolutely beautiful. I had breakfast in the window seat. The grounds were beautiful to look at. The bed was comfy. I loved opening my window and allowing the fresh forest air into the room. The hotel staff were so nice. The breakfast was baked muffins, croissants, banana breads, fruit, teas and coffee. The only deal breaker for me was the tub. After a week of hiking in the forest all I wanted was to soak in a tub and there was no drain or switch to stop the water from draining. I had to use a wash cloth as a stopper and that only worked so much. I also wished I had been housed in the historic home directly but instead it’s in rows of housing attached to the home. Still I did love this experience and would definitely come again and bring my own stopper."

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, apart-hotels, 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 €178 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?

Traveling with kids? Try this secluded & updated 3-bedroom home close to Okemo: This holiday home rental outside of Charlestown is located on a lake, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

How many holiday rentals are there in Charlestown?

With 3 Expedia holiday rentals, you're guaranteed to find just the right place for your Charlestown stay.

What’s there to see and do in Charlestown?

Connecticut River State Park and Connecticut River 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 Silsby Free Public Library 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.

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Check prices for these dates

Our top choices for Charlestown holiday rentals

1. Charming 2-bedroom apartment in Springfield

2. Charming Fully Renovated One-Room Schoolhouse on 22+ acres