Holiday Rentals in Brattleboro, VT

This charming lakeside house in Putney, Vermont is perfectly situated within a 3-mile radius of Harlow's, Next Stage Arts, and Landmark College, offering easy access to local attractions. The property has received excellent ratings for location, cleanliness, and overall experience.
The 158 square metre house comfortably accommodates up to 6 guests in its two bedrooms and two bathrooms. The home boasts a host of amenities, including a fully equipped kitchen, laundry facilities, a spacious balcony, a garden, a spa, parking, and a playground for children.

This charming cabin is located in Dummerston, Vermont, just 1.6 kilometres from the Dummerston Covered Bridge and a 10-minute drive from Brattleboro's attractions. The cabin has received excellent reviews from previous guests, highlighting its peaceful and secluded setting.
This 79 square metre, two-bedroom cabin can accommodate up to four guests. The property features a fully equipped kitchen, a separate studio space, a private seasonal swimming hole, and a range of outdoor spaces for relaxation and enjoyment.

This luxurious Vermont lodge near Brattleboro, Guilford, offers easy access to hiking trails, swimming spots, and ski slopes within a few kilometres.
The self-catering property sleeps four, featuring a queen bedroom, RV-size bunk beds, a full kitchen with an air fryer, a private porch, a shared sauna (advance booking required), and modern amenities including WiFi and smart TVs; outdoor activities include a fire pit and cornhole.

This one-bedroom barn apartment is located in Dummerston, just 800 metres from the West River Trail, which leads to Brattleboro's Marina, and is surrounded by the peaceful countryside of the Nature Conservancy. The apartment has received excellent ratings for cleanliness, location and user experience.
The apartment can accommodate up to three guests and features a kitchen with a fridge, parking and internet access. Guests can also enjoy shared amenities such as a communal kitchen, a clawfoot tub, and access to all common outdoor areas, perfect for relaxing and enjoying the natural surroundings.

This five-bedroom, four-bathroom Winchester apartment is situated in a peaceful neighbourhood, close to Schell Bridge and the Old NMH Campus Building #3.
The property sleeps six guests and boasts a modern design, including a microwave, dishwasher, air conditioning, parking, and is ideal for photoshoots, workshops or small gatherings near Winchester Speedpark and The Stone Church.

This charming cabin is located just 19 kilometres from Brattleboro, 40 kilometres from Grafton, and 48 kilometres from Bellows Falls, making it a great base for exploring the beautiful Vermont countryside. The cabin has received excellent reviews from previous guests, highlighting its peaceful and tranquil setting.
The cabin has one bedroom and one bathroom, comfortably accommodating up to two guests. Guests can enjoy a private river beach, a sauna, a garden, and a kitchen with a fridge and microwave oven, as well as a range of wellness services, a daily breakfast, and a nightly happy hour.

This charming cabin is located in Newfane, Vermont, a 30-minute drive from Brattleboro and a short walk from the Putney mountain trailhead, offering a peaceful escape from the hustle and bustle of Brookline. The property has received very good user ratings, indicating a positive experience for previous guests.
The cabin is suitable for up to four guests and features two bedrooms and two bathrooms. Guests can enjoy a range of amenities, including a garden, parking, internet access, and a wood-burning stove, as well as the opportunity to explore nearby hiking trails, cheese farms, and ski resorts.

This five-bedroom house in Brattleboro is ideally located just a short drive from the Southern Vermont Natural History Museum and Molly Stark State Park. The property has received excellent ratings for its location, cleanliness, and overall experience.
The spacious house can comfortably accommodate up to 10 guests, making it perfect for families or groups of friends. Guests can enjoy a fully equipped kitchen, a garden, a barbecue, free Wi-Fi, and a DVD player, as well as convenient parking.

This 2nd-floor flat in Brattleboro, located on Route 9, offers a unique position above an art gallery and dim sum catering service, situated 3.2 kilometres from the town centre and 1.6 kilometres from the I-91 motorway, within an 1880s Victorian building that serves as an art and culinary arts centre.
This accommodation, suitable for up to four guests, features a full-body massage chair, a dedicated conference room, and access to shared gallery and common spaces, with off-street parking and outdoor sculptures in a secluded garden.

This Vernon holiday home, near the Norcross Wildlife Sanctuary (walking distance) and Satan's Kingdom Wildlife Management Area (a 2km drive), offers convenient access to local attractions including the Latchis Theatre.
The 156 square metre property features two bedrooms, two bathrooms, and sleeps six, boasting a private terrace with a fire pit and barbecue, plus a fully equipped kitchen and air conditioning.

This yurt is located just across the road from the Kilburn entrance to Pisgah State Park, bordering Bear Mountain Park, offering easy access to over 14,000 hectares of hiking trails. The surrounding area is peaceful and tranquil, despite the proximity to the road.
This one-bedroom, two-bathroom yurt can comfortably accommodate two guests. The property offers showers and bathrooms for guests, and is conveniently located near hiking trails, making it ideal for nature enthusiasts seeking a secluded escape.

This charming Vermont lodge, near Brattleboro, offers a unique Viking-themed escape, conveniently located a short drive from attractions such as the Delectable Mountain Cloth and Brattleboro Bowl.
The 60 square metre cabin sleeps four, boasting two bedrooms, a fully equipped kitchenette, a gas fireplace, and a garden; its sustainable wood construction adds to its appeal.

This three-bedroom Vermont lodge is situated near Jacksonville, approximately 9.6km from Honora Winery and various state parks, including H.O. Cook State Forest and Molly Stark State Park.
Sleeping seven, the property boasts a fully equipped kitchen, fireplace, private garden, terrace, and on-site arcade; guests can also enjoy free Wi-Fi and parking.

This Vermont lodge, situated between Wilmington and Brattleboro, is under 32km from Mount Snow ski resort, offering easy access to both towns and their amenities.
Sleeping up to 10 guests in four bedrooms and three bathrooms, the property boasts a fully equipped kitchen (fridge, microwave, dishwasher), Wi-Fi, parking, and a large deck with stunning Vermont hill views; nearby attractions include the Southern Vermont Natural History Museum and Hogback Mountain Conservation Area.

This detached house is located in a district offering convenient access to Brattleboro's attractions and outdoor pursuits.
This family-friendly accommodation provides space for up to nine guests, featuring a fully equipped kitchen with a dishwasher and microwave, air conditioning, a terrace, a garden, and free private parking, with laundry service and bed linen/towels provided for a comfortable stay.

This Brattleboro flat offers a secluded woodland setting, providing a peaceful retreat just a short drive from the town centre.
This two-bedroom flat sleeps five guests and features air conditioning, a kitchen with fridge, freezer and dishwasher, internet, parking, and a garden, making it ideal for outdoor enthusiasts and families.

This three-bedroom holiday flat in Brattleboro offers convenient access to the Connecticut River, a mere 3-minute drive away, and is within walking distance of the Harris Hill Ski Jump (700 metres) and the Estey Organ Museum (1.1 kilometres).
This accommodation for six guests provides essential amenities including Wi-Fi and air conditioning, with nearby attractions such as Epsilon Spires, Creamery Covered Bridge, Brattleboro Country Club, Winchester Speedpark, and The Stone Church concert venue offering diverse recreational and cultural opportunities.

This guest house is located in Brattleboro, just a short distance from the town centre and with views of Round Mountain and a nearby pond. The accommodation has received excellent ratings for its cleanliness, location and user experience.
The property features a private deck with views of the surrounding countryside and can accommodate up to two guests. Guests can enjoy a daily continental breakfast, access to a hot tub and sauna, and complimentary high-speed internet.

This charming apartment is located in southern Vermont, just 10km from Brattleboro, 15km from Putney, and within a 45-50km drive of popular ski resorts like Mt Snow and Stratton. The property enjoys an excellent user rating, with guests consistently praising the cleanliness, location and overall experience.
The apartment comfortably sleeps up to six guests across multiple bedrooms and offers a fully equipped kitchen, a basement TV/rec room, and a large deck with a grill. Guests can enjoy a secluded setting with a private pond and stream, a fire pit for marshmallow roasting, and access to a washer/dryer, Wi-Fi, Roku, and a well-stocked kitchen.

This modern two-bedroom flat is located in Dummerston, just 2.4 kilometres from the town of Brattleboro, offering a peaceful setting surrounded by 15 acres of woods and gardens. It is part of a historic home dating back to 1854, adding a touch of history to its modern design.
The flat has a spacious open-plan layout and can comfortably accommodate up to six guests. Enjoy the outdoors with a deck featuring a fire pit and a covered seating area, as well as convenient off-road parking.

This Newfane dwelling offers a secluded riverside escape in Southern Vermont, situated approximately 400 kilometres from both NYC and Boston, adjacent to a scenic mountain river within a wooded environment.
This modern 2-bedroom, 2-bathroom property includes a separate tiny house, accommodating up to four guests, and features private river beach access, a wood-fired sauna, outdoor cooking facilities, and a firepit, ideal for remote workers with fast WiFi and extended summer stays.

This rural retreat, a detached house, is situated on over 121 hectares of conserved land just outside Chesterfield, New Hampshire, approximately 16 kilometres from Brattleboro, Vermont, and 24 kilometres from Keene, New Hampshire.
This property accommodates up to seven guests and features a well-equipped kitchen with a fridge, freezer, microwave, and dishwasher, air conditioning, two bathrooms, and garden access, with nearby attractions including Chesterfield Gorge Natural Area and Pisgah State Park, offering opportunities for hiking, skiing and wildlife observation.