Best Middlebury Vacation Rentals
Robert Frost Mountain Cabins
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Skiing
- Garden area
The 7-room Robert Frost Mountain Cabins Middlebury, located 4.2 km from Historic Ripton Community Church, invites guests to relax in a Jacuzzi. The lodge is nestled in a recreational area of Middlebury and offers Wi-Fi and a private parking lot.
Treatment facilities feature spa service. Snow skiing and hiking can be enjoyed here.
Robert Frost Mountain Cabins
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Skiing
- Garden area
Robert Frost Mountain Cabins
The 7-room Robert Frost Mountain Cabins Middlebury, located 4.2 km from Historic Ripton Community Church, invites guests to relax in a Jacuzzi. The lodge is nestled in a recreational area of Middlebury and offers Wi-Fi and a private parking lot.
Treatment facilities feature spa service. Snow skiing and hiking can be enjoyed here.
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Great deal
Downtown Middlebury River House
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Terrace
Offering garden views, Downtown Middlebury River House villa is situated 0.7 km from Henry Sheldon Museum of Vermont History. Providing guests with Wi-Fi and a private parking lot, the 1-bedroom holiday home is in proximity to Edgewater Gallery.
Downtown Middlebury River House
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Terrace
Downtown Middlebury River House
Offering garden views, Downtown Middlebury River House villa is situated 0.7 km from Henry Sheldon Museum of Vermont History. Providing guests with Wi-Fi and a private parking lot, the 1-bedroom holiday home is in proximity to Edgewater Gallery.
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Top location
Purple Door Cottage In The Heart Of Middlebury!
- BBQ facilities
- Free parking
- Tea and coffee facilities
2-bedroom Purple Door Cottage In The Heart Of Middlebury! hosts up to 6 guests and provides proximity to Vermont Folklife Center Museum, situated merely an 8-minute walk away. Located 4.3 km from Halpin Covered Bridge, the property provides Wi-Fi and a car park.
Purple Door Cottage In The Heart Of Middlebury!
- BBQ facilities
- Free parking
- Tea and coffee facilities
Purple Door Cottage In The Heart Of Middlebury!
2-bedroom Purple Door Cottage In The Heart Of Middlebury! hosts up to 6 guests and provides proximity to Vermont Folklife Center Museum, situated merely an 8-minute walk away. Located 4.3 km from Halpin Covered Bridge, the property provides Wi-Fi and a car park.
Cheap Middlebury Vacation Rentals
Spacious Country Retreat Close To Town And Nature, Sylvana Farm Vt
- Cookware/ Kitchen utensils
- Free parking
- VIP check-in/ -out
- Air conditioning
- Ski to door
- Sun terrace
The 2-bedroom Spacious Country Retreat Close To Town And Nature, Sylvana Farm Vt Montpelier apartment boasts a convenient location merely 650 metres from Morse Farm Maple Sugarworks. If you are travelling to Montpelier to go skiing, the apartment offers a ski school, a ski storage room, and ski rental.
Thanks to luxuries such as a sun deck and a picnic area available at this apartment, the ultimate relaxation is provided.
Spacious Country Retreat Close To Town And Nature, Sylvana Farm Vt
- Cookware/ Kitchen utensils
- Free parking
- VIP check-in/ -out
- Air conditioning
- Ski to door
- Sun terrace
Spacious Country Retreat Close To Town And Nature, Sylvana Farm Vt
The 2-bedroom Spacious Country Retreat Close To Town And Nature, Sylvana Farm Vt Montpelier apartment boasts a convenient location merely 650 metres from Morse Farm Maple Sugarworks. If you are travelling to Montpelier to go skiing, the apartment offers a ski school, a ski storage room, and ski rental.
Thanks to luxuries such as a sun deck and a picnic area available at this apartment, the ultimate relaxation is provided.
Town House Lodge
- Shared kitchen
- Free parking
- VIP check-in/ -out
- Air conditioning
- Leisure/ TV room
- Golf centre
Boasting a picnic area and a golf course for guests' enjoyment, Town House Lodge Lake Placid is located a 5-minute walk from St Agnes Catholic Church. Providing guests with Wi-Fi and a car park, this villa is 4.3 km from Lake Placid Olympic Ski Jumping Complex.
Town House Lodge also features an outdoor swimming pool with a pool cover. You can indulge in hiking and skiing.
Town House Lodge
- Shared kitchen
- Free parking
- VIP check-in/ -out
- Air conditioning
- Leisure/ TV room
- Golf centre
Town House Lodge
Boasting a picnic area and a golf course for guests' enjoyment, Town House Lodge Lake Placid is located a 5-minute walk from St Agnes Catholic Church. Providing guests with Wi-Fi and a car park, this villa is 4.3 km from Lake Placid Olympic Ski Jumping Complex.
Town House Lodge also features an outdoor swimming pool with a pool cover. You can indulge in hiking and skiing.
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Private beach
Adirondack Spruce Lodge
- BBQ facilities
- Valet parking
- VIP check-in/ -out
- Air conditioning
- Live entertainment
- Sun terrace
Situated within 25 minutes' walk of Santa's Workshop Amusement Park, Adirondack Spruce Lodge Wilmington offers guests to enjoy a sunbathing terrace, a shared lounge, and a golf course. The Wilmington villa features opportunities for cross-country skiing, snowshoeing, and mini golf in the area, 2.1 km from Whiteface Mountain.
There are live music provided for guests' enjoyment, along with a fitness centre for guests to stay fit. On-site treatments include body wraps, body treatments, and facials at the Wilmington property.
Adirondack Spruce Lodge
- BBQ facilities
- Valet parking
- VIP check-in/ -out
- Air conditioning
- Live entertainment
- Sun terrace
Adirondack Spruce Lodge
Situated within 25 minutes' walk of Santa's Workshop Amusement Park, Adirondack Spruce Lodge Wilmington offers guests to enjoy a sunbathing terrace, a shared lounge, and a golf course. The Wilmington villa features opportunities for cross-country skiing, snowshoeing, and mini golf in the area, 2.1 km from Whiteface Mountain.
There are live music provided for guests' enjoyment, along with a fitness centre for guests to stay fit. On-site treatments include body wraps, body treatments, and facials at the Wilmington property.
Pet Friendly Vacation Rentals Middlebury Vermont
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Guest favorite
The Devlin
- Cookware/ Kitchen utensils
- Free parking
- Security
- Air conditioning
- Golf centre
- Pool with view
The Devlin Villa Lake Placid provides a lobby fireplace and a golf course for guests' leisure, and is nearly a 20-minute walk from Mirror Lake. Located in a ski area, this property features an outdoor swimming pool as well as views of the pool.
Mini golf are available within walking distance.
The Devlin
- Cookware/ Kitchen utensils
- Free parking
- Security
- Air conditioning
- Golf centre
- Pool with view
The Devlin
The Devlin Villa Lake Placid provides a lobby fireplace and a golf course for guests' leisure, and is nearly a 20-minute walk from Mirror Lake. Located in a ski area, this property features an outdoor swimming pool as well as views of the pool.
Mini golf are available within walking distance.
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Best-rated
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Beach access
Queen City Bungalow & Cottages
- BBQ facilities
- Free parking
- Security
- Air conditioning
- Flat-screen TV
- Terrace
The 4-room Queen City Bungalow & Cottages Burlington offers proximity to nearby tourist spots, such as Ethan Allen Shopping Center, situated approximately 10 minutes' walk away.
Queen City Bungalow & Cottages
- BBQ facilities
- Free parking
- Security
- Air conditioning
- Flat-screen TV
- Terrace
Queen City Bungalow & Cottages
The 4-room Queen City Bungalow & Cottages Burlington offers proximity to nearby tourist spots, such as Ethan Allen Shopping Center, situated approximately 10 minutes' walk away.
Grunberg Haus Inn & Cabins
- Picnic area/ Tables
- Free parking
- VIP check-in/ -out
- Air conditioning
- Skiing
- Sun terrace
Nestled 4.6 km from Perry Hill Trailhead, the family Grunberg Haus Inn & Cabins Waterbury is boasting a sundeck and a picnic area for guests' enjoyment. Located about 10 minutes by car from Cross Vermont Trail, the lodge provides Wi-Fi and a car park.
The Waterbury property offers a games room for entertainment, as well as snowboarding, hiking, and skiing for sport lovers.
Grunberg Haus Inn & Cabins
- Picnic area/ Tables
- Free parking
- VIP check-in/ -out
- Air conditioning
- Skiing
- Sun terrace
Grunberg Haus Inn & Cabins
Nestled 4.6 km from Perry Hill Trailhead, the family Grunberg Haus Inn & Cabins Waterbury is boasting a sundeck and a picnic area for guests' enjoyment. Located about 10 minutes by car from Cross Vermont Trail, the lodge provides Wi-Fi and a car park.
The Waterbury property offers a games room for entertainment, as well as snowboarding, hiking, and skiing for sport lovers.
Middlebury Vacation Rentals Oceanfront
Roberts Lake House Room #3
- Free parking
- 24-hour security
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
- Terrace
Roberts Lake House Room #3 Colchester offers a convenient location, approximately a 15-minute drive from the historic house museum "Ethan Allen Homestead". Wi-Fi and parking are also available at the spacious homestay.
Roberts Lake House Room #3
- Free parking
- 24-hour security
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
- Terrace
Roberts Lake House Room #3
Roberts Lake House Room #3 Colchester offers a convenient location, approximately a 15-minute drive from the historic house museum "Ethan Allen Homestead". Wi-Fi and parking are also available at the spacious homestay.
Innsbruck Inn At Stowe
- BBQ facilities
- Free parking
- Security
- Air conditioning
- Sauna
- Pool with view
Offering guests to work out with bicycles, the resort Innsbruck Inn At Stowe villa is situated just around the corner from the vermont mountain "Mount Mansfield". Offering a hot tub, a sauna, and two hot tubs, this inn is 10 minutes by car from Stowe Mountain Resort.
Leisure facilities include a sundeck and playground, as well as an outdoor swimming pool, where you can relax after a busy day. An array of activities, such as snow skiing, horseback riding, and lawn tennis are offered in the area.
Innsbruck Inn At Stowe
- BBQ facilities
- Free parking
- Security
- Air conditioning
- Sauna
- Pool with view
Innsbruck Inn At Stowe
Offering guests to work out with bicycles, the resort Innsbruck Inn At Stowe villa is situated just around the corner from the vermont mountain "Mount Mansfield". Offering a hot tub, a sauna, and two hot tubs, this inn is 10 minutes by car from Stowe Mountain Resort.
Leisure facilities include a sundeck and playground, as well as an outdoor swimming pool, where you can relax after a busy day. An array of activities, such as snow skiing, horseback riding, and lawn tennis are offered in the area.
Idyllic Wallingford Retreat - Near Skiing & Hiking
- Cookware/ Kitchen utensils
- Free parking
- Express check-in/ -out
- Heating
The 1-bedroom Idyllic Wallingford Retreat - Near Skiing & Hiking villa offers easy access to such tourist spots as Wallingford First Baptist Church, located just a 5-minute walk away. Providing guests with Wi-Fi and parking, this welcoming holiday home is merely 200 metres from Wallingford Main Street Historic District.
Idyllic Wallingford Retreat - Near Skiing & Hiking
- Cookware/ Kitchen utensils
- Free parking
- Express check-in/ -out
- Heating
Idyllic Wallingford Retreat - Near Skiing & Hiking
The 1-bedroom Idyllic Wallingford Retreat - Near Skiing & Hiking villa offers easy access to such tourist spots as Wallingford First Baptist Church, located just a 5-minute walk away. Providing guests with Wi-Fi and parking, this welcoming holiday home is merely 200 metres from Wallingford Main Street Historic District.
Middlebury Vacation Rentals with Private Pool
The Wilderness Inn: Chalets
- BBQ facilities
- Free parking
- Express check-in/ -out
- Flat-screen TV
- Skiing
- Terrace
Offering a location 1.5 km from Wildforest Flume Trailhead parking lot, the 6-room The Wilderness Inn: Chalets Wilmington gives access to various tourist spots in the area. This accommodation includes private car parking and a terrace with views of the garden.
The Wilderness Inn: Chalets
- BBQ facilities
- Free parking
- Express check-in/ -out
- Flat-screen TV
- Skiing
- Terrace
The Wilderness Inn: Chalets
Offering a location 1.5 km from Wildforest Flume Trailhead parking lot, the 6-room The Wilderness Inn: Chalets Wilmington gives access to various tourist spots in the area. This accommodation includes private car parking and a terrace with views of the garden.
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Beach access
Loza House Adirondack Screened-In Porch Unit Lake Front
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Jacuzzi
- Sun loungers
Set approximately 10 minutes' drive from Battle of Plattsburgh Associates Educational Museum, the spacious 1-bedroom Loza House Adirondack Screened-In Porch Unit Lake Front Plattsburgh comprises a patio and a balcony overlooking the mountain. This 84 m² apartment capacity is based on up to 6 guests.
Loza House Adirondack Screened-In Porch Unit Lake Front
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Jacuzzi
- Sun loungers
Loza House Adirondack Screened-In Porch Unit Lake Front
Set approximately 10 minutes' drive from Battle of Plattsburgh Associates Educational Museum, the spacious 1-bedroom Loza House Adirondack Screened-In Porch Unit Lake Front Plattsburgh comprises a patio and a balcony overlooking the mountain. This 84 m² apartment capacity is based on up to 6 guests.
Artful Lodging & Retreats
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Skiing
- Sun terrace
Featuring a convenient location, Artful Lodging & Retreats Montpelier apartment offers views of the garden, nearly a 15-minute walk from Ceres Statue. The unique 3-room apartment has bicycle hire, as well as private parking on site.
Thanks to luxuries such as a sundeck and a picnic area, the ultimate relaxation is provided. Access to hiking and badminton helps guests maintain their active lifestyle.
Artful Lodging & Retreats
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Skiing
- Sun terrace
Artful Lodging & Retreats
Featuring a convenient location, Artful Lodging & Retreats Montpelier apartment offers views of the garden, nearly a 15-minute walk from Ceres Statue. The unique 3-room apartment has bicycle hire, as well as private parking on site.
Thanks to luxuries such as a sundeck and a picnic area, the ultimate relaxation is provided. Access to hiking and badminton helps guests maintain their active lifestyle.
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Beach access
Roberts Lake House Room# 2
- Free parking
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
- Heating
- Terrace
A beachfront location of Roberts Lake House Room# 2 Colchester provides easy access to the use Niquette Bay State Park 4.6 km away. Wi-Fi and a private parking lot are provided for guests' business or leisure needs.
Roberts Lake House Room# 2
- Free parking
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
- Heating
- Terrace
Roberts Lake House Room# 2
A beachfront location of Roberts Lake House Room# 2 Colchester provides easy access to the use Niquette Bay State Park 4.6 km away. Wi-Fi and a private parking lot are provided for guests' business or leisure needs.
Modern Garden Suite With Ultra-Fast Fiber Near Stowe
- Cookware/ Kitchen utensils
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Garden area
Overlooking the garden, the 1-bedroom Modern Garden Suite With Ultra-Fast Fiber Near Stowe Morristown is 1.5 km from Holy Cross Church in Morristown. Featuring a picnic area and a play area, this 65 m² apartment offers Wi-Fi for business or leisure needs.
Modern Garden Suite With Ultra-Fast Fiber Near Stowe
- Cookware/ Kitchen utensils
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Garden area
Modern Garden Suite With Ultra-Fast Fiber Near Stowe
Overlooking the garden, the 1-bedroom Modern Garden Suite With Ultra-Fast Fiber Near Stowe Morristown is 1.5 km from Holy Cross Church in Morristown. Featuring a picnic area and a play area, this 65 m² apartment offers Wi-Fi for business or leisure needs.
Goldilocks Cabin
- BBQ facilities
- Free parking
- Express check-in/ -out
- Air conditioning
- Skiing
- Terrace
The family-friendly Goldilocks Cabin Stowe is located 3.3 km from West Branch Gallery & Sculpture Park and invites guests to enjoy a terrace. Guests can enjoy canyoning, snow skiing, and cycling at this 2-bedroom holiday home, located 10 minutes by car from Blessed Sacrament Church.
Goldilocks Cabin
- BBQ facilities
- Free parking
- Express check-in/ -out
- Air conditioning
- Skiing
- Terrace
Goldilocks Cabin
The family-friendly Goldilocks Cabin Stowe is located 3.3 km from West Branch Gallery & Sculpture Park and invites guests to enjoy a terrace. Guests can enjoy canyoning, snow skiing, and cycling at this 2-bedroom holiday home, located 10 minutes by car from Blessed Sacrament Church.
Maple Leaf Lodge
- Free parking
- Air conditioning
- Flat-screen TV
Maple Leaf Lodge Schroon Lake is located 20 minutes' walk from Schroon-North Hudson Historical Museum and provides a swimming pool, ensuring a relaxing stay.
Maple Leaf Lodge
- Free parking
- Air conditioning
- Flat-screen TV
Maple Leaf Lodge
Maple Leaf Lodge Schroon Lake is located 20 minutes' walk from Schroon-North Hudson Historical Museum and provides a swimming pool, ensuring a relaxing stay.
Are you in a hurry?
Here is a quick list of Vacation Rentals in Middlebury, selected based on their rating
| Name of hotel | Accommodation Rating | Price, $ | |
| Robert Frost Mountain Cabins |
9.9 / 10 (39 Reviews) |
From 352$ | |
| Spacious Country Retreat Close To Town And Nature, Sylvana Farm Vt |
9.9 / 10 (51 Reviews) |
From 148$ | |
| Town House Lodge |
8.4 / 10 (380 Reviews) |
From 124$ | |
| Adirondack Spruce Lodge |
9.3 / 10 (166 Reviews) |
From 149$ | |
| The Devlin |
8.7 / 10 (491 Reviews) |
From 244$ |
Frequently Asked Questions
Which vacation rentals in Middlebury are best for families?
Adirondack Spruce Lodge and Queen City Bungalow & Cottages both provide spacious accommodations suitable for families. They offer cooking facilities and outdoor spaces, perfect for children to play.
Consider booking during weekdays, as many rental prices are lower and crowds are thinner.
Where can I find pet-friendly vacation rentals in Middlebury?
Goldilocks Cabin and The Wilderness Inn: Chalets welcome pets. They offer outdoor space where dogs can play.
Confirm pet policies before booking, as some rentals have size restrictions or require extra fees.
What vacation rentals in Middlebury have scenic views?
Loza House Adirondack Screened-In Porch Unit Lake Front offers beautiful lake views. Roberts Lake House also provides a scenic backdrop for relaxation.
Book a rental with a sunrise or sunset view for a magical experience every morning and evening.
Which vacation rentals in Middlebury are close to nature activities?
Idyllic Wallingford Retreat - Near Skiing & Hiking is perfect for outdoor enthusiasts. It provides quick access to hiking trails and ski areas.
Visit during autumn to enjoy stunning leaf peeping while hiking nearby trails.
What vacation rentals in Middlebury have 2 bedrooms?
Spacious Country Retreat Close To Town And Nature and Purple Door Cottage In The Heart Of Middlebury offer comfortable 2-bedroom options, making them great for groups or families.
Check availability well in advance, especially for weekends or holiday stays, to secure the best options.
Where can I find budget-friendly vacation rentals in Middlebury?
Town House Lodge and Maple Leaf Lodge both offer affordable rates while providing essential comforts and good locations.
Look for off-peak times, like early spring or late fall, for the lowest rates.
Which vacation rentals in Middlebury offer private balconies?
The Devlin features units with private balconies. Relax outdoors with a glass of lemonade or coffee in peace.
Search for properties with balcony amenities listed online to enhance your stay.
What activities are unique to Middlebury during the fall?
Visit during fall to experience the Middlebury New Filmmakers Festival and take part in apple picking at local orchards nearby. These events showcase the region's creative flair and natural beauty.
Plan your visit around the festival in late September for vibrant community events.
How can I make the most of my trip to Middlebury?
Explore the historic downtown area for shops, galleries, and dining. Key places to visit include the Middlebury College campus and the beautiful Otter Creek.
Stroll along Main Street on weekends when local markets pop up, offering crafts and produce.
What are the local must-try dishes in Middlebury?
Try the local cheese from the Vermont Creamery and take a bite of a fresh apple cider donut at a nearby farm stand. Both are iconic tastes of the region.
Visit during the farmers' market on Saturdays to find a variety of local foods including fresh produce.