Charlestown Holiday Rentals from NZ$402: Search Short-Term Rentals

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Our top choices for Charlestown holiday rentals

1. Secluded Spa Retreat | Hot Tub + Sauna | Okemo

Ludlow

includes taxes & fees

8 Sept - 9 Sept

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

Grafton

Eleanor D.

includes taxes & fees

8 Sept - 9 Sept

3. Explore the upper valley from this spacious Claremont Home

Claremont

includes taxes & fees

8 Sept - 9 Sept

4. Lakefront Family Fun Retreat

Newport

Ann R.

includes taxes & fees

28 Sept - 29 Sept

5. Cozy Chic! Cabin #3: wooded delights with year-round hot-tub and private firepit

Cavendish

Joe C.

includes taxes & fees

15 Sept - 16 Sept

Family Cabin, 2 Bedrooms, Mountain View | Living room

6. Brook Road Cabin

Goshen

Jill

includes taxes & fees

8 Sept - 9 Sept

7. Charming Chester Farmhouse near Near VT Slopes

Chester Depot

Kimberly B.

includes taxes & fees

8 Sept - 9 Sept

8. Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort

Cavendish

Ania H.

includes taxes & fees

8 Sept - 9 Sept

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Top Charlestown Hotel Reviews

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

10/10 Excellent

"Bel endroit pour passer du temps avec la famille."

The Common Man Inn & Restaurant

10/10 Excellent

"Our stay at the common man is always a pleasure! Great location, extremely clean room and great amenities. Staff always nice and professional Ethan thank you for a smooth check in and out! Pam always a pleasure as well! The restaurant is always a plus and good food with customer service. We do wish the breakfast area was in a different location or like it was before in the restaurant area it becomes crowded sometimes in the lobby area. We highly recommend the common man to anyone to experience."

Pointe at Castle Hill Resort

10/10 Excellent

"I found this interesting "resort" by accident when I needed to spend time with my mom who was about 40 minutes away in the Lebanon/Hancock, NH area. Wished I'd had more time to spend at there! I would have brought a bathing suit, tried the hot tub, booked a massage at the Spa, and had another delicious meal at the restaurant in the historic building. The non-historic lodging part of the property seems more like a place families and couples might stay when they ski: very comfortable and casual, older (but not historic), not too fancy, allows dogs!! Staff was lovely! Nice, friendly, available for questions, and willing to make more coffee when I slept in and everyone else beat to me to it."

Mountain Edge Suites at Sunapee, an Ascend Collection Hotel

8/10 Good

"First, the service was amazing. The afternoon/evening front desk gentlemen was extremely kind and helpful as we navigated an issue with the room we were originally given (that turned out to not be an issue so won’t bother mentioning). The rooms were slightly dated but clean and well maintained. The only downside of the room was the carpet - it wasn’t awful but was old and a bit musty. We are very sensitive to smells and allergens so others may not notice. That said it didn’t affect our allergies too much so it wasn’t that bad. Room comes with basic cooking equipment, plates and silverware. The room we got was a two bedroom but the queen bedroom doesn’t have a door that closes - it’s a separate room but is open to the living room/kitchen. This wasn’t an issue for us but worth noting for others. Beds were clean and looked new but weren’t the nicest mattresses. Same with the pillows. We did go to the indoor pools - it was pretty well maintained. They had locker rooms and a dry sauna but we didn’t use either. Continental breakfast was as you’d expect. Nothing hot was served but lots of options - including a whole gluten free section which you NEVER see at hotels and I great appreciated. The hotel was nice and the staff great but it definitely had “we were a reeeallly nice hotel before the pandemic and then we lost a lot of our extras” vibes. They used to have a spa, a bar, an outdoor pool and a restaurant but those are all gone. It was fine as is though."

Brook Road Inn

8/10 Good

"Gave me a little sore throat and mild congestion because of the dust in the atmosphere of my bedroom but overall clean and neat environment. When stepping out of the room the smell of the furniture was be noticed as being a bit antique on the cheaper rooms. But regardless of that, everything was absolutely beautiful thank you! I liked longing on the couch down the stairs even took a nap. Really nice view outside and environment to be in."

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$402 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?

HISTORIC, RENOVATED BARN w/ Mt. SUNAPEE VIEW, SLEEPS 22+, Minutes to Lake / Mt.: 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 7 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a library.

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. Secluded Spa Retreat | Hot Tub + Sauna | Okemo

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

3. Explore the upper valley from this spacious Claremont Home

4. Lakefront Family Fun Retreat

5. Cozy Chic! Cabin #3: wooded delights with year-round hot-tub and private firepit

6. Brook Road Cabin

7. Charming Chester Farmhouse near Near VT Slopes

8. Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort

9. Fat Sheep Farm & Cabins

10. Terrific 3-bedroom cottage with AC in charming Cavendish

11. Cabin on the hill Ascutney Vt - 4 bedrooms

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

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

14. Okemo Mountain, Family Affordable 2 fl village walk to town, Dogs OK.fireplace.

15. Cozy 3 bedroom Cottage on Farm with great outdoor space 10 min to Bellows Falls

16. Family Friendly Hilltop House In Putney Vermont

17. @SunapeeSeasons—Across from Dewey Beach, Lake View, 8 Min. from Mt. Sunapee

18. Tranquil 3 bedroom Home with Hot Tub/Fast WIFI/Standby Generator in Andover

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

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

Find holiday rentals that suit your style

Top Charlestown Hotel Reviews

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

The Common Man Inn & Restaurant

Hampton Inn & Suites Keene

Pointe at Castle Hill Resort

Hideaway Inn Mt.Sunapee

Mountain Edge Suites at Sunapee, an Ascend Collection Hotel

Fairfield Inn & Suites by Marriott Keene Downtown

Brook Road Inn

HISTORIC, RENOVATED BARN w/ Mt. SUNAPEE VIEW, SLEEPS 22+, Minutes to Lake / Mt.

Find out more about Charlestown

Frequently asked questions

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