Holiday Rentals in Brattleboro, VT

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Brattleboro, VT holiday rentals
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46 Holiday rentals and Airbnb in Brattleboro, VT

Best family friendly Brattleboro, VT holiday rentals

Among the 46 accommodations in Brattleboro, VT, here are the 4 best family friendly rentals

Kipling's Carriage House - Brattleboro, VT
9.9 28 reviews
Brattleboro, VT
03/09 – 06/09
474 €/nighttotal: 1422 € (3 )

Kipling's Carriage House

1 4
apartment , Dummerston
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.
Forest Green Retreat - Brattleboro, VT
10 3 reviews
Brattleboro, VT
03/09 – 06/09
974 €/nighttotal: 2922 € (3 )

Forest Green Retreat

1 4
apartment , Brattleboro
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.
Mahalo Temple Retreat - Brattleboro, VT
9.8 588 reviews
Brattleboro, VT
03/09 – 06/09
182 €/nighttotal: 546 € (3 )

Mahalo Temple Retreat

1 4
house , Brattleboro
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.
Forest Green Retreat - Brattleboro, VT
10 1 review
Brattleboro, VT
03/09 – 06/09
895 €/nighttotal: 2685 € (3 )

Forest Green Retreat

1 4
house , Brattleboro
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.

Best Brattleboro, VT holiday rentals with a balcony

Forest Green Retreat - Brattleboro, VT
10 1 review
Brattleboro, VT
03/09 – 06/09
895 €/nighttotal: 2685 € (3 )

Forest Green Retreat

1 4
house , Brattleboro
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.

Frequently asked questions about holiday rentals in Brattleboro, VT

  • What are some interesting places to visit in or near Brattleboro, VT?

    Brattleboro has a lot to offer! You can visit the Brattleboro Museum & Art Center, stroll through the historic downtown area, or explore the vibrant arts scene. For nature lovers, there's the Brattleboro Retreat, a beautiful historic building and a peaceful spot for a walk, or the West River Trail, which runs through the town and offers great views. If you're looking for something a little further afield, the Mount Snow ski resort is just a short drive away.
  • What are the best Airbnb and holiday rentals in Brattleboro, VT?

    Cozy - Private & Great Location For Exploring Vt, Mahalo Temple Retreat and Quiet St In Town - Gardens - Terrace are among the best Airbnb and holiday rentals in Brattleboro, VT.

  • Which walking or cycling routes are the best in Brattleboro, VT?

    The West River Trail is a popular choice for walking and cycling, offering scenic views of the river and surrounding countryside. For a shorter walk, try the Brattleboro Common, a lovely green space in the heart of town. If you're looking for a more challenging ride, the Greenway Trail, which runs along the Connecticut River, is a good option.
  • What are the most popular Airbnbs in Brattleboro, VT?

    Among the Airbnbs in Brattleboro, VT, Cozy - Private & Great Location For Exploring Vt, Mahalo Temple Retreat and Quiet St In Town - Gardens - Terrace are the most popular ones.

  • What sports or outdoor activites can visitors enjoy in and around Brattleboro, VT?

    Brattleboro is a great place for outdoor enthusiasts! You can go hiking, biking, or kayaking in the nearby Green Mountain National Forest, or try fishing on the Connecticut River. In the winter, you can go skiing or snowboarding at Mount Snow, or cross-country skiing or snowshoeing on the many trails in the area.
  • What are the best rentals for families and kids in Brattleboro, VT?

  • What amenities are commonly available in vacation rentals in Brattleboro, VT?

    Vacation rentals in Brattleboro typically offer a range of amenities, including kitchens, laundry facilities, and Wi-Fi. Some rentals also have fireplaces, hot tubs, or outdoor spaces. It really depends on the specific rental you choose.
  • What are the best rentals or Airbnbs with a jacuzzi in Brattleboro, VT?

    Beautiful - Huge One Bedroom - Downtown Brattleboro and Cozy - Pet-friendly One-bedroom Apartment In Brattleboro - Vermont are the best vacation rentals or Airbnb with a jacuzzi in Brattleboro, VT.

  • What time of year is best to rent a vacation rental Brattleboro, VT?

    The best time to visit Brattleboro depends on your interests. Summer is great for hiking, biking, and kayaking, while fall offers stunning foliage. Winter is ideal for skiing and snowboarding, and spring is a beautiful time to enjoy the blooming flowers.
  • What are the local dishes in Brattleboro, VT region?

    Brattleboro is known for its farm-to-table cuisine, so you'll find plenty of fresh, local ingredients in the restaurants. Try some of the local cheeses, maple syrup, or craft beers. You can also find some great Italian food, as Brattleboro has a large Italian-American community.

Destinations nearby

Best Brattleboro, VT holiday rentals with a sauna

Apt In Town 2 Br/2 Levels In Victorian Farmhouse - Brattleboro, VT
9.9 341 reviews
Brattleboro, VT
03/09 – 06/09
223 €/nighttotal: 669 € (3 )

Apt In Town 2 Br/2 Levels In Victorian Farmhouse

1 4
apartment , Brattleboro
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.

Best Brattleboro, VT holiday rentals with a fireplace

Mahalo Temple Retreat - Brattleboro, VT
9.8 588 reviews
Brattleboro, VT
03/09 – 06/09
182 €/nighttotal: 546 € (3 )

Mahalo Temple Retreat

1 4
house , Brattleboro
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.
Kipling's Carriage House - Brattleboro, VT
9.9 28 reviews
Brattleboro, VT
03/09 – 06/09
474 €/nighttotal: 1422 € (3 )

Kipling's Carriage House

1 4
apartment , Dummerston
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.
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