Holiday Homes in Brandon

Featured Holiday Homes in Brandon and around

Private Adirondack Getaway. Stunning Fall Foliage. Close to Lake George and VT.
10.0 out of 10, Exceptional, (66)
"This house is a dream , between location , the house it’s self & everything the family offers , it’s absolute Dream ! We will hopefully be back next year & for an extra day !"
Private Adirondack Getaway. Stunning Fall Foliage. Close to Lake George and VT.
Large multi-family ski home located on the slopes of Sugarbush Resort
9.8 out of 10, Exceptional, (20)
"Great spot for a group or family, convenient location, fully stocked kitchen , plenty of room to spread out, would recommend it for a trip to Sugarbush. Ski in & out is doable with a little effort"
Large multi-family ski home located on the slopes of Sugarbush Resort
Beautiful Private Vermont Home 2 minutes to Sugarbush Resort at Mt. Ellen with views of the slopes
10.0 out of 10, Exceptional, (14)
"Excellent home for a family getaway. Clean and as described in listing. Great communication with rental management when needed. Close to swimming and downtown Waitsfield. Drivable to Burlington, Waterbury and Stowe for day trips. Would definitely book again for our family!!!"
Beautiful Private Vermont Home 2 minutes to Sugarbush Resort at Mt. Ellen with views of the slopes
Slopeside Chalet - Ski to and from your home!
10.0 out of 10, Exceptional, (7)
"Views are incredible! Already thinking of rebooking! Thank you "
The price is €658
includes taxes & fees
1 Oct - 2 Oct
Slopeside Chalet - Ski to and from your home!
Totally remodeled year round LAKEFRONT home with stunning views of Lake Bomoseen
10.0 out of 10, Exceptional, (35)
"This waterfront, sandy bottom, lakefront home is truly amazing!! The home itself is equipped with everything you could want or need. It is so comfortable. You never feel on top of each other. The open concept is perfect. The lake views are beautiful. We were in the water everyday. Kayaking, paddleboarding, and just floating around. Craig is an amazing host. So quick to answer any questions. This is our favorite vacation home and we can't wait for next summer!"
Totally remodeled year round LAKEFRONT home with stunning views of Lake Bomoseen
Cozy private country setting - 15 miles from Woodstock
10.0 out of 10, Exceptional, (20)
"A lovely spot to stay! Great communication with the host!"
Cozy private country setting - 15 miles from Woodstock
Idyllic Wallingford Retreat - Near Skiing & Hiking
9.8 out of 10, Exceptional, (14)
"Nice loft. Had everything we needed. It had lots of little extras. Everything was very clean with only an exception of a pan that the previous guest had not washed completely. Overall it was very nice."
Idyllic Wallingford Retreat - Near Skiing & Hiking
Historic Schoolhouse in Rural Vermont Beauty Spot
10.0 out of 10, Exceptional, (24)
"The schoolhouse was just what we were looking for- a quiet country location with good walking, hiking, exploring, and close to Randolph. We appreciated the ephemera- books, maps, newspapers. Looking through the shelves and cabinets was an adventure unto itself. We spend time outdoors so one plus would have been more comfortable outdoor furniture. Thank you, Terrie, we have a terrific time!"
Historic Schoolhouse in Rural Vermont Beauty Spot
Luxurious guest home with private art gallery in the heart of a historic village
10.0 out of 10, Exceptional, (9)
"Beautiful property! Walking distance to shops and restaurants in Brandon."
The price is €413
includes taxes & fees
30 Sept - 1 Oct
Luxurious guest home with private art gallery in the heart of a historic village
Gorgeous lakeview retreat with wraparound porch, wood stove, & WiFi - dogs OK
9.6 out of 10, Exceptional, (36)
"Enjoyed our stay. Relaxing and comfortable. Will book again next year."
Gorgeous lakeview retreat with wraparound porch, wood stove, & WiFi - dogs OK
Spacious 3-story home near ski area with private hot tub, Ping-Pong
6.8 out of 10, (13)
"Enjoyed our stay. The home was cozy with lots of amenities. "
Spacious 3-story home near ski area with private hot tub, Ping-Pong
Beautiful 4-Bedroom Home beside Middlebury College
9.6 out of 10, Exceptional, (38)
"We loved our time at this beautiful home. A quaint cottage feel with a beautiful English garden in the back. A short field walk to Middlebury College and just minutes from downtown."
Beautiful 4-Bedroom Home beside Middlebury College
The Brandon Inn - Fourth Floor Queen Room
8.6 out of 10, Excellent, (4)
"This is a great spot. Was in town w Gus my field spaniel and we had a nice time at the Inn. The room was a bit antiquated but that’s part of the charm. We hiked the green mountains/silver lake trail and this place was perfect to rest weary bones. The rates are very reasonable and the property is quite beautiful. Will be back! "
The price is €170
includes taxes & fees
20 Oct - 21 Oct
The Brandon Inn - Fourth Floor Queen Room
Merry Maple Getaway
9.6 out of 10, Exceptional, (16)
"Great property for a ski trip!!! Location is perfect to hit multiple resorts. The house was clean and exactly what was expected per the listing."
Merry Maple Getaway
Lake George Waterfront Paradise
Lake George Waterfront Paradise
1888 3 story Farmhouse w/ great views 15 min. from Midd campus
10.0 out of 10, Exceptional, (17)
"Wonderful weekend. But no hot tub. Just a jet tub Loved the chickens, roosters, ducks and alpacas. Hosts were amazing!"
1888 3 story Farmhouse w/ great views 15 min. from Midd campus
Heart of Vermont Guest House with Family-Friendly Amenities
10.0 out of 10, Exceptional, (5)
"Very pretty house inside and out. Mountain views are amazing. The sheep and pasture are really nice to see. We enjoyed every morning out on the covered porch having coffee and breakfast while taking in the views. The house is centrally located to so many places in Vermont. The pond had nice fishing for kids. Communication was very prompt. I would love to come back to the property next time we come to Vermont. "
Heart of Vermont Guest House with Family-Friendly Amenities
Cozy Home, Minutes from Killington! Washer/Dryer & Free Disney+/Peacock!
10.0 out of 10, Exceptional, (22)
"Perfect accommodations for our family of 5! Easy drive into Killington for skiing. House had all the things we needed and communication with the host was prompt and responsive."
Cozy Home, Minutes from Killington! Washer/Dryer & Free Disney+/Peacock!
Mendon Home w/ Hot Tub, Fire Pit & Near Skiing!
7.0 out of 10, Good, (2)
"This rental was not only clean and roomy but in a great spot. It was spacious throughout and the beds were comfortable. The backyard and hot tub were very nice too.. I would definitely stay again!"
Mendon Home w/ Hot Tub, Fire Pit & Near Skiing!
Beechwood - 4 Bedrooms and 3 Baths, sleeps 10
10.0 out of 10, Exceptional, (1)
"We loved our stay here. Only 18 minutes from killington. The house was clean and cozy. I’d definitely book again."
Beechwood - 4 Bedrooms and 3 Baths, sleeps 10
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Other property types in Brandon

Pristine Custom Cottage, Grand Piano, Massage Studio on Site
10.0 out of 10, Exceptional, (42)
"This place is inspiring -- built with craftsmanship, vision, and love. It is fastidiously clean. It is a refuge. It's near enough to Middlebury to make it a special stay for parents. "
The price is €204
includes taxes & fees
14 Oct - 15 Oct
Pristine Custom Cottage, Grand Piano, Massage Studio on Site
Romantic Retreat: Mt. Views, Hot Tub, Movie Theater
10.0 out of 10, Exceptional, (464)
"Set up for peaceful fun. They had a volleyball court in the yard and a set up for cornhole. It was comfortable and charming. "
Romantic Retreat: Mt. Views, Hot Tub, Movie Theater
Cozy Loft for two with Hot Tub
10.0 out of 10, Exceptional, (209)
"Jeff is a very gracious host and kept in communication throughout this VRBO experience. The cabin is a wonderfully enchanting place with a lot of privacy, and everything you need to make your time spent there a very relaxing and rewarding experience. The cabin is within 20 minutes of Stowe, Vt. The culture is downhome and the food is great!!!!"
Cozy Loft for two with Hot Tub
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.