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Charlestown vacation rentals

We found 112 vacation rentals — enter your dates for availability

Scroll through and select from vacation rentals in Charlestown to find one that's perfect for your trip. Vacation rentals provide the best amenities for your family, friends, or furry companion, like parking and a TV. What you'll find is a rental to meet everyone's needs, including options that are accessible or non-smoking.

Vacation rentals with weekly discounts - Charlestown

Showing deals for:Aug 8 - Aug 15
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Find out more about Charlestown

Find out more about Charlestown

Why visit Charlestown

  1. Outdoor Adventure: Charlestown is ideal for nature enthusiasts, featuring beautiful lakes and scenic trails for hiking and exploration.
  2. Rich History: Discover historical sites that reflect the town's heritage and charm, perfect for history buffs.
  3. Charming Neighborhoods: Experience friendly locals and a family-friendly atmosphere while wandering through picturesque neighborhoods.
  4. Diverse Accommodations: Choose from a variety of vacation rentals, including cozy homes, stylish condos, and rustic cabins.
  5. Artistic Vibes: Enjoy the local art scene that adds a creative touch to your travel experience in Charlestown.

Popular types of accommodation in Charlestown

Discover the charm of Charlestown with a variety of vacation rental options on our platform. Whether you’re looking for houses, cozy condos, or rustic cabins, we have something for everyone. From value apartments to affordable options, you can find the perfect place that fits your budget and needs. Explore the best apartments in Charlestown for a memorable getaway!

  • Houses: The top choice among travelers in Charlestown, these homes offer spacious and comfortable accommodations for families, friends, or couples.
  • Condos: A popular option for those seeking convenience and amenities, condos provide a modern stay with easy access to local attractions.
  • Cabins: For a true escape into nature, cabins are a favorite, offering a cozy and rustic atmosphere.
  • Apartments: Ideal for short stays, apartments provide a home-like setting with essential amenities.
  • Cottages: These quaint and charming spaces are perfect for guests looking for a snug and intimate retreat.**

Top attractions in Charlestown

Charlestown, New Hampshire, is perfect for outdoor and adventure enthusiasts, offering stunning scenery and a variety of attractions. Visitors can explore local lakes, nearby state parks, and modern college universities, all providing rich cultural and outdoor experiences. Whether you're looking to immerse yourself in nature or discover the charm of Charlestown, there's plenty to see and do that will make your vacation memorable.

  1. Eureka Schoolhouse: A charming historic site located 2 miles from Charlestown, Eureka Schoolhouse offers a glimpse into the past with its cultural ambiance, showcasing the educational practices of yesteryear.
  2. The Fort at No.4 Open Air Museum: Situated within Charlestown, this historic fort immerses visitors in colonial life, featuring reenactments and exhibits that highlight the area's rich cultural heritage.
  3. Muckross State Park: Located 3 miles away, this national park is a haven for adventure enthusiasts, boasting stunning scenery and a variety of outdoor activities like hiking and picnicking.

Things to do recommended for couples

For a romantic getaway in Charlestown, explore the thrill of skiing at Okemo Mountain Resort, savor fine wines at Walpole Mountain View Winery, or take an adventurous scenic flight at Morningside Flight Park. Each experience offers a perfect blend of adventure and romance for couples to enjoy.

Things to do recommended for families

During your family vacation in Charlestown, enjoy thrilling adventures at Maple Lanes arcade, relax at The Ice House Ice Skating, and experience the excitement of the Timber Ripper Mountain Coaster. Each destination offers fun vibes perfect for creating lasting memories together.

Things to do recommended for groups

Explore the Vermont Country Store for unique finds, catch a show at the Bellows Falls Opera House for a dose of culture, and savor local produce at the Walpole Farmers Market. These experiences are perfect for creating lasting memories with your group in Charlestown!

What do I need to keep in mind when booking a vacation in Charlestown

If you're traveling with a group, family, pets, or planning an extended stay, it's important to filter your options according to your specific needs. Here are some helpful booking tips for using Vrbo.

  • Traveling to Charlestown with a group: Think about how many bedrooms you require, along with amenities like a full kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and many more on Vrbo.
  • Traveling to Charlestown with young kids: Traveling with young kids can be difficult. It's important to prioritize their comfort and safety, as well as find age-appropriate amenities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Charlestown: For many families, a vacation wouldn't feel complete without their furry companions. If you can relate, take a look at Vrbo properties that welcome pets. Many of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Charlestown: If you're in search of vacation rentals offering discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include amenities like a parking space, a well-equipped kitchen, or a private pool in your search criteria.

Where to stay in Charlestown

Charlestown, New Hampshire, offers a perfect blend of outdoor adventure and rich history. Explore its charming neighborhoods, where friendly locals and family-friendly atmospheres await. Nearby, you can discover scenic landscapes and artistic vibes that enhance your travel experience. Whether you’re hiking along picturesque trails or delving into historical sites, Charlestown is a prime location for a relaxing getaway filled with unforgettable memories.

  • Woodstock: Located 27 miles from Charlestown, Woodstock is a haven for outdoor enthusiasts seeking adventure. Nestled in the picturesque mountains, this charming city is known for its excellent ski resorts, which offer thrilling slopes for both beginners and experienced skiers. In addition to skiing, visitors can explore the nearby lakes and parks, perfect for hiking, picnicking, or simply enjoying the breathtaking natural scenery. Woodstock's vibrant community also hosts various events throughout the year, making it a delightful stop for travelers looking to immerse themselves in the local culture.
  • Springfield: A mere 5 miles from Charlestown, Springfield is an exciting destination for sports and outdoor activities. Renowned for its ski fields and resorts, this city attracts visitors year-round who are eager to hit the slopes or partake in other recreational adventures. Springfield is also home to stunning natural attractions, including a beautiful lake and a national state park, offering ample opportunities for hiking, fishing, and camping. The combination of thrilling activities and serene landscapes makes Springfield a perfect getaway for those looking to enjoy the great outdoors.
  • Rockingham: Rockingham, located just 5 miles away from Charlestown, is another gem for those seeking adventure. This city boasts fantastic skiing options, with several ski fields and resorts nearby, catering to winter sports enthusiasts. In addition to the slopes, Rockingham is characterized by its scenic valleys and lush parks, which are ideal for hiking and exploring nature. Visitors can enjoy a variety of outdoor activities, from biking to picnicking, all while taking in the beautiful surroundings that make Rockingham a must-visit destination.

Best time to go to Charlestown

If you're planning a trip to Charlestown, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from July to September, while off-peak times, like November to January tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January22.1°F (-5.5°C)Light RainMostly CloudyModerately LowModerately High
February23.9°F (-4.5°C)Light RainMostly CloudyAverageModerately High
March31.8°F (-0.1°C)Light RainMostly CloudyAverageAverage
April44.1°F (6.7°C)Light RainMostly SunnyAverageModerately Low
May56.5°F (13.6°C)Light RainMostly SunnyAverageModerately Low
June64.2°F (17.9°C)Light RainMostly SunnyAverageAverage
July70.3°F (21.3°C)Light RainMostly SunnyModerately HighAverage
August68.4°F (20.2°C)Light RainMostly SunnyModerately HighAverage
September61.2°F (16.2°C)Light RainMostly SunnyModerately HighModerately Low
October49.6°F (9.8°C)Light RainMostly SunnyAverageAverage
November37.4°F (3.0°C)Light RainMostly SunnyModerately LowAverage
December28.9°F (-1.7°C)Light RainMostly SunnyModerately LowModerately High

Booking with Vrbo is simple

Looking to save money on your next vacation? Consider being flexible with your travel dates, as prices can fluctuate. Moreover, extending your stay can often result in significant savings. To discover the ideal Vrbo property that fits your budget, utilize our filters to narrow your search by price, location, and type of vacation rental.

Save more with One Key

When you reserve a qualifying Vrbo for your group getaway, you'll receive OneKeyCash™ on the full booking amount. It's truly rewarding to be the planner! Become a member of our OneKey rewards program to unlock special savings and accumulate OneKeyCash™ on eligible stays. Enroll today and begin reaping the benefits!

Vrbo Trips: Effortless planning

Vrbo’s Trip Board offers an easy-to-use platform where you can plan new trips, resume your previous ones, or organize your travel arrangements. You'll find your saved or booked properties neatly categorized into Potential, Upcoming, or Current Trips. To get started with Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties booked during 2023 and 2024.

The historic area of Charlestown awaits your stay

The area's history and museums are just a few of the reasons to vacation in Charlestown. One of the city's many top draws is its university setting. Are you looking for specific amenities for your getaway? Many of our vacation rentals feature full kitchens and laundry facilities.

Activities and attractions in Charlestown

Are you searching for attractions to visit while you're in the area? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that Charlestown has to offer. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Vermont Country Store (5 mi / 8 km)
  • Arrowhead Recreation Area (9.6 mi / 15.4 km)
  • North Country Smokehouse (9.9 mi / 15.9 km)
  • Walpole Mountain View Winery (11.9 mi / 19.1 km)
  • Newport Golf Club (14.7 mi / 23.7 km)
  • Magic Mountain Ski Resort (17.4 mi / 28 km)

Exploring the natural features in Charlestown

Whether you're looking for fun outdoor activities or just want to spend some time taking in the scenery, Charlestown is a great place to get out in nature. Here are a few of the area's most enchanting features, all within 30 miles (48.2 km) of the city center:

  • Crescent Lake (8.8 mi / 14.1 km)
  • Mount Ascutney (14.3 mi / 22.9 km)
  • Connecticut Lakes Region (15.3 mi / 24.7 km)
  • Lowell Lake State Park (17.2 mi / 27.7 km)
  • West River (19.3 mi / 31 km)
  • Perkins Pond (19.4 mi / 31.2 km)

Traveling to and around Charlestown

The nearest airport is in Springfield, VT (VSF-Hartness State), located 8.7 mi (14.1 km) from the city center. If you can't find a flight that's convenient for your trip, you could also fly into Lebanon, NH (LEB-Lebanon Municipal), which is 27.3 mi (44 km) away.

Frequently asked questions

How much does it cost to rent a vacation rental in Charlestown?
Length of stay, season and property type are among the factors that can influence the price of a vacation home. Simply add your dates of travel to find your dream escape. From comfy cottages to sprawling luxury villas, all Vrbo vacation rentals provide unbeatable value.
How much does it cost to rent a beach house in Charlestown?
Prices for beach houses in Charlestown will vary depending on the type and size of the property and when you’re traveling. All you have to do is enter your travel dates into Vrbo and how many guests to view your vacation rental options and prices. From there you can use the filters to tailor your search by amenities, nearby activities, ratings and more.
Are there pet-friendly vacation rentals in Charlestown?
Pack a suitcase and a bone for your puppy dog because Charlestown has two vacation rentals that throw out the welcome mat to pets. Let your happy hound join in on the family trip at one of our pet-friendly vacation rentals on Vrbo. Simply enter your travel dates and destination, then check the “Pets allowed” filter box.
What are popular rental amenities in Charlestown?
The most popular rental amenities guests are looking for in Charlestown include a garden, a water view and a nearby river. Whether you’re on the road with your besties, family or even pets, Vrbo vacation properties include the best amenities for fun and relaxation with the people that matter most.
Are there large group vacation rentals in Charlestown?
With two Charlestown vacation rentals that can host a group of five or more people, you can invite a few extra friends or family members along. Whether you’re planning a casual gathering or a celebratory event, Vrbo will help you book the perfect space to match the occasion.
What are the top attractions for families in Charlestown?
There’s no room for boredom during your Charlestown trip with these family-friendly attractions:

  • The Fort at No.4 Open Air Museum
  • Morningside Flight Park

How old do you have to be to rent a vacation rental in Charlestown?
The minimum age is usually 16, 18 or 21. It can vary between properties on Vrbo, so check the rules of your chosen Charlestown stay before booking your trip.
How long can I rent a vacation rental in Charlestown for?
The amount of time you can rent a Charlestown vacation rental for is down to each property. Simply enter your preferred travel dates to see options offering extended stays. They come with all you need to make your extended trip more comfortable such as air conditioning and laundries. Some properties might also offer weekly or monthly discounted prices, so you can stick around for longer for less.
Does Vrbo offer discounts for vacation homes in Charlestown?
Short stay or extended vacation, Vrbo has some excellent value options in Charlestown to match your style and budget. Browse our weekly and monthly discounts on vacation rentals, or check out what’s just been added with one of our newly listed homes. Whatever you’re after, you’ll find the perfect place to stay — without breaking the bank.

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