Holiday Rentals in Brattleboro, VT

This charming cottage is located on a working farm just 5 kilometres outside of downtown Brattleboro, Vermont, offering a tranquil escape from the hustle and bustle of town. It has received excellent ratings for its cleanliness, location, and user experience.
The self-catering cottage has one bedroom and one bathroom, comfortably sleeping two guests. It offers a fully equipped kitchen, a cosy fireplace, a spacious garden, and parking, as well as access to nearby hiking trails, boating opportunities, other farms, and golf courses.

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 Dummerston dwelling, situated on a 45-acre plot a few minutes' drive from Brattleboro and Interstate 91, shares a driveway with the historic Naulakha, Rudyard Kipling's former home.
The two-bedroom, one-bathroom property sleeps four, offering a fully equipped kitchen, games room, fireplace, private clay tennis court (June-November – Vermont's first!), and ample opportunities for hiking and cross-country skiing on its extensive grounds.

This two-bedroom apartment is situated in a renovated building in a central Brattleboro district, just a short walk from the downtown area and the Connecticut River. It has received excellent ratings for its cleanliness, location, and overall experience, making it an ideal choice for travellers.
The apartment is spacious and comfortably accommodates up to four guests. It comes fully furnished, with modern amenities such as a washer and dryer, and offers a peaceful retreat after a day exploring the town.

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 two-bedroom apartment is located on Route 9 in Brattleboro, Vermont, just 3.2 kilometres from the town centre and 1.6 kilometres from Interstate 91. The apartment is part of a 19th-century Victorian building transformed into a cultural hub, offering guests access to an art gallery, a dim sum catering service, and an artist/chef's studio, as well as regular events related to Asian culture.

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 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 two-bedroom flat is located just 0.2 kilometres from Brattleboro’s Main Street, putting you within easy walking distance of the town's theatre, art scene, and restaurants. The property has received excellent ratings for its location, cleanliness, and overall experience.
The flat is fully equipped for a comfortable stay, with a kitchen, living room, and bathroom, accommodating up to four guests. You can enjoy modern amenities such as Apple TV, a flat-screen TV, and WiFi, as well as access to a shared terrace, gardens, and laundry facilities.

This one-bedroom flat is situated on a hillside just 3 kilometres outside Brattleboro, offering a peaceful retreat in a forested area, with easy access to the town centre and the Connecticut River. It has consistently received excellent ratings for its location, cleanliness, and overall experience.
The apartment has a private entrance and a lush garden, providing a secluded feel, and can comfortably accommodate up to four guests. Enjoy stunning mountain views, a modern kitchen with an induction hob and quartz worktops, high-speed internet, and a private laundry area.

This one-bedroom flat is located on Main Street in downtown Brattleboro, just a short walk from the Brattleboro Food Coop and within easy reach of numerous shops, restaurants, and cafes. The apartment has received excellent ratings for cleanliness, location, and overall experience.
The flat is on the second floor and can comfortably accommodate up to four guests. It features a well-equipped kitchen with a fridge, microwave oven, and dishwasher, as well as air conditioning and internet access. Guests can enjoy the lively atmosphere of Main Street from the apartment's window and are within walking distance of Mount Wantastiquit, a scenic hiking destination.

This unique octagonal house is located just 3.2 kilometres from the centre of Brattleboro, Vermont, offering a peaceful retreat in a secluded setting off Route 9. The house has received excellent ratings for its cleanliness, location, and overall experience.
This unusual property is ideal for a family of up to four guests, featuring a comfortable futon and floor mats for sleeping. The house is equipped with everything you need for a comfortable stay, including a wood-burning stove, air conditioning, a garden and ample parking.