Vacation rentals in Charlestown

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Top-rated vacation rentals in Charlestown

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite

Home in Wilmington

5 out of 5 average rating, 10 reviews

Lake & Mountain View Cabin - Sauna, Hot Tub, Hikes

Enjoy stunning lake & mountain views w/ easy access to hiking, swimming, boating, & fishing (kayaks, paddle board, and bikes included). Cathedral ceilings w/ beams provide a cozy feel & heated floors give an always-warm home in the winter. Covered deck w/ grill is great for outdoor dining. Additional features include outdoor hot tub, sauna, & quality game room (pool table, shuffleboard, foosball, ping pong). 4WD/AWD required in winter. Close to Mt. Snow & downtown Wilmington w/ shops and dining.

Superhost

Home in Tinmouth

4.81 out of 5 average rating, 133 reviews

Vermont Lakefront Getaway "The Wild Loon"

This home was built in 2020 with the beautiful lake and mountain views in mind. The Wild Loon is what we decided to name our retreat because we are often visited by wild loons here on the lake. The Wild Loon has an open concept floor plan. Sleeping arrangements are upstairs and downstairs in the basement. The half bath, kitchen, living and dining room are all on the main floor. Parking is directly across the road and can fit 4 vehicles in the summer, spring and fall 3 vehicles during winter

Superhost

Cottage in Mendon

5 out of 5 average rating, 5 reviews

The Mendon Cottage: Cozy Home. Killington / Pico

Recently renovated 2BR/2BA cottage in Mendon, VT, near Pico & Killington Ski Resorts, & Rutland. Sleeps 6: 1BR w/ queen & ensuite, 2nd BR w/ 2 double beds. Additional BA, laundry room, living room w/ smart TV, fully equipped kitchen & dining area. High-speed WiFi, mini splits for heat/AC, front & back decks, BBQ grill. All new furnishings offer modern comfort & rustic charm. Ideal for skiing, exploring, or relaxing in the mountains. Perfect base for your VT adventure! Discounted ski rentals.

Guest favorite

Home in Poultney

4.89 out of 5 average rating, 9 reviews

Snowberry Farm Home Sweet Home

This memorable place is anything but ordinary. Hike the hayfields on the mowed paths! Fish in the Pond and enjoy the peace and quiet of this comfortable and spacious home. Star gazing is on the menu too! One mile to rail trail for bike enthusiasts. This house is very welcoming & well equipped for entertaining family & friends. Room for everyone & extra space for quiet reading & conversation. Cider house, craft breweries, dining options& golf all nearby. Escape Florida or Arizona summer heat!

Top guest favorite

Home in Killington

4.93 out of 5 average rating, 107 reviews

Glamorous Dog Friendly 2BR 2.5 Bath w/ Pool Sauna

Our 2-bedroom, 2.5-bath Airbnb, nestled in Vermont’s Green Mountains, invites you to escape into a haven of year-round adventure. Enjoy breathtaking views of a scenic pond, skiing through pristine slopes, bike along winding trails, or hike amidst the number 1 ranked foliage in the USA. Rejuvenate in the indoor pool and spa, with hot tubs, steam rooms, sauna and gym. Unwind by the cozy fireplace, creating unforgettable memories. Experience the charm and beauty of Killington like never before.

Top guest favorite

Apartment in Wilmington

4.91 out of 5 average rating, 134 reviews

Globetrotter Retreat too - Minutes to the Mountain

Newly renovated, fully furnished in heart of quaint mountain village; minutes to Mount Snow, Green Mountains & lakes. Year round outdoor activities: snow sports in winter, watersports/hiking in summer. Quiet 1 bedroom apt on 2nd floor sleeps 4 people in comfort. Private balcony overlooks tranquil woods & rolling river. Steps to restaurants, bars & shopping. Supermarket is a short walk. Free Moover bus stop across the street ride for free to local destinations! 18 years or older guests only.

Superhost

Cabin in Bridgewater

4.91 out of 5 average rating, 100 reviews

100 Acres Views & Creek near Woodstock/Killington

You will leave the demands of your busy lifestyle behind when you vacation on our 100+ acre 4 BR 2 BA cabin property with a babbling crystal clear mountain creek. Place your beach chair in the creek, relax with your favorite book for Best Spa Experience Ever! Large open covered porch with porch swing seating to enjoy the expansive mountain views, listen to the leaves rustle and the stream running in the distance. Miles of hiking & biking trails, skiing, restaurants and more nearby.

Guest favorite

Cottage in Croydon

5 out of 5 average rating, 10 reviews

Charming Lakefront cottage with beautiful views

Make memories with family or friends at our perfectly situated waterfront getaway. Enjoy the tranquility of waking up to peaceful mornings with a cup of coffee on your bedroom balcony. Take a leisurely tour of the lake in our kayaks or paddleboat. In the evenings, enjoy toasting smores on the camp fire. Our spacious dock is great for fishing or sitting in the Adirondack chairs with your favorite beverage. We look forward to offering our guests a vacation to remember.

Guest favorite

Home in Harrisville

4.9 out of 5 average rating, 10 reviews

Harrisville Lake House - A Tranquil Get-Away

Welcome to Harrisville Lake House, a tranquil lakeside retreat for family and friends on the shore of Harrisville Pond. Our cherished home is perfect for a week-long escape, where nature’s beauty meets the warmth of a family home. Our home is a treasure trove of antique furniture, worldly keepsakes, and artwork. Fall colors in September and early October are breathtaking! From the haunting call of loons to the majestic flight of bald eagles, nature is a daily delight!

Guest favorite

Apartment in Pittsford

4.97 out of 5 average rating, 33 reviews

Norm's Place

Located in historic Pittsford Vermont, come stay in our newly renovated private unit. Close to Killington and Pico for skiing, the Mountain Top Inn , The Brandon Inn and Lilac Inn for weddings and events. Walking distance to the Pittsford Recreation center and walking trails. Convenient to swimming at the Chittenden reservoir or State Parks. Lots of opportunities for hiking and experiencing local breweries. Come see what our beautiful state has to offer!

Superhost

Cottage in Hill

4.98 out of 5 average rating, 87 reviews

The red house

Charming Country Retreat in Hill, NH - Perfect for Families and Groups Welcome to our serene home in the charming town of Hill, New Hampshire! Nestled on 12 scenic acres, this inviting home offers the perfect blend of tranquility and adventure for families and groups looking to escape the hustle and bustle. Feel free to reach out if you have any questions or need additional information. We’re here to help make your stay perfect!

Top guest favorite

Apartment in Williamstown

5 out of 5 average rating, 124 reviews

Downtown | Waterfront | Walk to Shops

★ New to Williamstown? Explore our interactive guidebook. One bedroom with all the bells and whistles! Meticulously upgraded with the discerning guest's convenience in mind. The property is in the midst of Williamstown's popular spots: Williams College campus, theaters, museums, restaurants, shops, and golf course. It also sits by the rushing, sometimes tranquil, Green River where you can sit back, relax and enjoy the fire pit.

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What guests are saying

Okemo Hot Tub Fireplace Billiard

4.93 out of 5 average rating, 67 reviews1 month ago

Our stay was awesome! The driveway was icy but the hosts provided salt for us to use and the snow-pile guy came during our week and spread sand which was very helpful. The house was huge and provided lots of activities and room for everyone to spread out. We had some amazing family dinners using the well equipped kitchen and large dining space.

Chalet in Mount Holly

What guests are saying

Zen Haven Farm Dog Paradise! A True Zen Escape!

5 out of 5 average rating, 16 reviews2 months ago

We could not have found a better place to stay while having renovations done at our own home. We packed up our gaggle of golden retrievers and one beagle and felt welcomed the moment we stepped into the house. There were treats for the dogs, blankets to put on the couch, verrrry comfortable twin-sized memory foam dog beds and endless amounts of toys for our pups to enjoy. There was also a treat station as well as lickit mats and doggie painting to keep these retrievers happy and busy. This house is so dog friendly. It’s a perfect balance of a beautiful home for the humans that is also perfect for the dogs. The furniture was comfortable, the kitchen large and well-stocked with necessities, such as paper towels, dish soap, dishes, pots and pans and that stove…. Beautiful! The bed was very comfortable and cozy. If the dogs hadn’t wanted to get up so early, we may have slept part of the day away. Having the availability to do laundry was also very helpful. We truly enjoyed our stay!

Farm stay in Mont Vernon

What guests are saying

Upper Valley Shaker-Style Home, close to Dartmouth

4.95 out of 5 average rating, 19 reviews6 months ago

Barbara's place is a real gem. So clean, with a beautiful mix of antique and woodsy modern furniture, and a wonderfully comfortable living area overlooking a meandering brook which a few hundred yards down the road leads to the lake. The kitchen was well-equipped and modern, and beddings and beds were very comfortable. While the house was close too a busy road, we didn't hear a thing, and for summer users the deck is completely away from the road, overlooking the brook. Even more than we expected.

Home in Enfield

What guests are saying

Private Upscale Comfortable Newfound Lake House

4.83 out of 5 average rating, 6 reviews44 months ago

We had a wonderful time at this home . Excellent view of the lake and the beach in a little cove is fantastic. We heard loons in morning and evening and saw a bald eagle 1st morning. If you like canoeing or kayaking this is a great spot. Much quieter than other parts of the lake. The home is completely modernized with excellent appliances and very relaxing. Great dining not to far away. Can't wait to go back again next year

Home in Hebron

What guests are saying

Kiki's Mountain Chateau

5 out of 5 average rating, 26 reviews2 months ago

We highly recommend this house! Great space with everything we needed. The hot tub and fire place was a huge bonus. We had a 4W car and had no trouble driving through the back roads up to the house even during snow/sleet. Stephanie was fantastic- communicated well, helpful, accommodating and a pleasure to rent from.

Home in Wilmington

What guests are saying

Lake front hideaway!

4.93 out of 5 average rating, 41 reviews6 months ago

It was exactly what I needed to get away from a high stress job! Easy lake access, beautiful views, perfect trail behind the property to walk. RV was clean and had everything we needed to be comfortable. Surrounding towns were close enough for comfort/ groceries when needed. Added points for the friendly pets you may see. They made me miss mine at home, but were adorable! Thank you!!

Camper/RV in Lebanon

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