Mansion holiday rentals in Orange

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Top-rated mansion rentals in Orange

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Guest favourite
An open living space features wooden beams and natural wood finishes. Large windows allow for ample natural light and views of the surrounding trees. A cozy seating area with a sofa is positioned near a stone fireplace, complemented by a dining area that includes a wooden table.
Cabin in Dover
4.97 out of 5 average rating, 143 reviews

Cozy Cedar Cabin 8 Min to Mt Snow

Recently updated cedar cabin located 8 minutes from Mt. Snow & nearby hiking, snowmobile trails, swimming, golfing, cute New England towns, & more. This cozy-yet-spacious home sits nestled on a private wooded lot with stunning views of the sunsets & offers a peaceful, private escape for up to 10 guests. Inside you are treated to a charming open concept living area with vaulted ceilings & exposed timbers, a wood burning fireplace, & natural wood throughout making this an ideal mountain getaway!

Top guest favourite
A view from above displays a cozy sitting area beneath exposed wooden beams. A rich, patterned rug covers the floor, while a plush armchair and a small table are positioned nearby. Natural light filters in through the adjacent windows, illuminating bookshelves filled with items.
Home in New Salem
4.9 out of 5 average rating, 229 reviews

Stone n' Sky Lodge

Complete with all the comforts & amenities of home, Stone n’ Sky Lodge is fully furnished & decorated with family heirlooms & fine art. Featuring a fully equipped kitchen, fiber optic internet & a separate home office, the Lodge is located on a paved, dead end road, surrounded by a wildlife sanctuary; yet minutes from town & interstate highways. Local attractions, festivals, artisans, hiking, micro-brewed beers, ciders, good food & music are all to be discovered within minutes of this location.

Top guest favourite
The exterior showcases a blue wooden cabin with large windows reflecting its natural surroundings. A spacious deck is visible in the foreground, providing a welcoming access point. Autumn foliage surrounds the property, indicating a peaceful, rural setting.
Cabin in Wilmington
4.96 out of 5 average rating, 105 reviews

Peaceful Cabin Perfect for All Seasons

A little blue gem hidden in hills of Southern Vermont. This 4-bedroom, 1.75-bath cabin places you just 7.4 miles from Mount Snow, 2.5 miles from the Haystack Mountain Trail, and 2 miles from the Wilmington Village Historic District. Whether you're discovering an assortment of hiking trails, enjoying a historic walk in Bennington, soaking up the summer sun on the Harriman Reservoir, hitting the winter slopes, or admiring the beauty of a vibrant New England autumn, you will love your stay here!

Top guest favourite
A charming lodge is nestled within a wooded landscape, showcasing a vast back deck with seating and a central fire pit surrounded by comfortable chairs. Colorful autumn leaves frame the scene, highlighting the welcoming atmosphere of the outdoor space.
Chalet in Charlemont
4.99 out of 5 average rating, 127 reviews

The Lodge on Warner Hill

On your journey to our lodge, you will pass through a nostalgic covered bridge, drive by a babbling brook, and meander up a winding dead-end dirt road. Our home sits in a quiet, peaceful 5-acre setting. It has been completely remodeled with earth-tone charm. Enjoy your time with friends and family relaxing, reading a book, playing pool, barbequing on the back deck, gazing at the stars, or hanging out by the fire pit. Located less than 10 minutes from Berkshire East and the Deerfield River

Superhost
A cape-style farmhouse is nestled beneath the expansive green canopy of a large tree. The house features multiple windows and a spacious deck, while the surrounding lawn is dotted with sunlight and shrubbery, creating a serene outdoor environment.
Home in Colrain
4.89 out of 5 average rating, 134 reviews

The 1770 House

Come and enjoy our country retreat with breathtaking mountain and valley views. This expanded 1770 farmhouse gives you 4,500 sq. ft. of space for large family and friend get togethers. The house overlooks the Green River Valley with views to Vermont. The end of a dirt road location provides an escape with views that are changing through the seasons. There are six bedrooms and three bathrooms. Have an event or special gathering from wedding to retirement let us know maybe we can help.

Top guest favourite
A spacious deck overlooks a calm lake, reflecting the surrounding trees in warm autumn colors. Several wooden chairs and a circular table are arranged comfortably, with an umbrella providing shade. The setting offers a serene atmosphere, ideal for relaxation or enjoying nature.
Home in Oakham
5 out of 5 average rating, 177 reviews

Lovely & Peaceful Waterfront Vacation Retreat

Come enjoy this unique & beautiful retreat home, set on 50 acres of wooded land, with a breath-taking view over a 2 mile long, 190-acre body of water, & no houses in sight! Wonderful in any season. Peaceful, healing haven, & great get-away spot for a romantic weekend or family vacation. Perfect for swimming, boating, fishing, hiking, & cross-country skiing--or just relaxing in a hammock, on the deck, or in a bedroom overlooking the water. Youtube Video: Fred's Place, James Crowther

Guest favourite
Chalet in Dover
4.96 out of 5 average rating, 137 reviews

Private Brook Chalet: Hot Tub - Fire pit - Ski

The Brook House Vermont is set back in the trees and unbelievably cozy. It's a place to reconnect while listening to the brook. To enjoy big meals, conversations, and games by the fireplace. To bask in the sun or do yoga on the deck, or gaze into dark, starry skies from the hot tub and fire pit at night. There's skiing mins away at Mount Snow, swimming at Harriman Reservoir, as well as hiking, golf, mountain biking, antiquing, breweries, and some of the best food VT has to offer.

Top guest favourite
A well-maintained home is situated on a gentle slope, featuring a neatly landscaped front yard with flowering plants and shrubs. An American flag is displayed by the entrance, and a gravel driveway leads to the garage below, surrounded by lush greenery.
Home in Amherst
5 out of 5 average rating, 133 reviews

The Suprenant House

Cozy home in the 5 college area, close to downtown Amherst minutes from UMASS and Amherst College in a rural part of Town with endless scenic views. Free fast Wifi and parking. During your stay you can enjoy a fully stocked kitchen, laundry essentials, books, board games and other activities. Your hosts live directly next door to the property and available to help at any time. You will be staying next to a working farm, where there are trucks and machines working daily.

Guest favourite
A quaint bedroom features two twin beds adorned with patterned quilts, showcasing rustic designs. A small nightstand with a lamp is placed between the beds, adding a touch of warmth. Natural light filters through a lace-curtained window, creating a cozy atmosphere.
Barn in Hancock
4.92 out of 5 average rating, 141 reviews

4 Br Home, town walkable, pet friendly

Rustic converted barn 4 bedrooms, big kitchen, dining, living room, 2 level deck, fire pit. Family/friends gatherings are welcome! Big field for dogs & kids to play. Sleeps 8. Good for playing acoustic music, board games, heart to heart conversations and deep sleep. Hancock Harris Center, Norway Pond, Hornberg Brewery, Fiddleheads. Nearby restaurants, art, live music, yoga, fancy shops, swimming, biking, skiing. Location not really suited for loud late night parties.

Top guest favourite
The house is illuminated at night, showcasing its welcoming exterior and solar panels. A fire pit filled with glowing embers sits in the foreground, complemented by two Adirondack chairs. The spacious patio area is visible, surrounded by a lush garden.
Home in Newfane
4.97 out of 5 average rating, 145 reviews

Peaceful cabin close to skiing & Brattleboro

Country privacy close to the best of Southern VT! This spacious home is close to skiing (20 min to Mt. Snow; 35 min to Stratton), river swimming holes, hiking, biking, art galleries and great restaurants. Open concept with fireplace, cook's kitchen, jet bathtub, gardens, winter hot tub off deck, and large patio and fire pit give the perfect vibes for your VT gathering. Secluded from neighbors but close to amenities, this home is a comfortable and peaceful retreat.

Guest favourite
A spacious kitchen and dining area with a large wooden table and seating for 10 is complemented by stylish bar stools. An air hockey table is visible nearby, and ample natural light fills the room, reflecting off the polished hardwood floors.
Home in Colrain
4.95 out of 5 average rating, 203 reviews

Fallinlove with the falls AirHockey Firepit

Enter into the brightly lit kitchen/dining with seating for 10 while the kids enjoy the air hockey table and board games close by. You'll adore cooking in our stunning kitchen which guests absolutely love! The first floor bedroom is tucked away from the fun activities, while 4 bedrooms upstairs offer plenty of space and privacy. 5 minutes from Shelburne Falls and local areas for downhill and x-country skiing, hiking, restaurants, shops and more. Don't miss out!

Top guest favourite
The exterior view of a spacious orange house is presented, nestled within a lush green landscape. Large windows provide natural light, and a deck is visible in front. Trees surround the property, offering privacy and a serene atmosphere.
Home in Brattleboro
4.95 out of 5 average rating, 137 reviews

Spacious Brattleboro home on river, walk to town

Spacious 3,000 sq. ft. home with 4 bedrooms (3 queens, 2 twins) and 4 bathrooms, 3 en-suite. Enjoy a formal living room with grand and upright pianos, a cozy TV room, and a fully equipped kitchen with eat-in area leading to a deck with stunning river and mountain views. Formal dining seats 12. Expansive grounds are perfect for relaxing or hosting special events. Just a 10-min walk to Brattleboro’s Main Street shops, cafes, and culture.

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