A waterfall in a snowy landscape with a wooden building in the background.

Holiday Homes in Brandon

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Brandon holiday homes

A wooden staircase leading to a dock by a lake surrounded by trees.

1. Lakeside Lodge at Fern Lake: 3BR/1BA Waterfront w/ Dock

Lakeside Lodge at Fern Lake: 3BR/1BA Waterfront w/ Dock
Leicester
8.0 out of 10, Very good, (2 reviews)
"Everything was spectacular! Fern Lake is peaceful and breathtaking. Lake house was wonderful, and amazing. It was spacious, yet homie."
United States
Eric A.
The price is AU$1,041
includes taxes & fees
21 Oct - 22 Oct
Lakeside Lodge at Fern Lake: 3BR/1BA Waterfront w/ Dock
A dining area with a wooden table, four chairs, a coffee maker, and a trash can.

2. Chittenden Farmhouse: Historic 4BR/2BA, 20 Min to Killington, 7 Min to Mountaintop Resort

Chittenden Farmhouse: Historic 4BR/2BA, 20 Min to Killington, 7 Min to Mountaintop Resort
Chittenden
9.4 out of 10, Exceptional, (6 reviews)
"Loved this stay - the farmhouse is authentic and oozes charm! Everything about this stay was easy - 20min drive to the slopes, 15 min to downtown Rutland, and an extremely well-equipped house to easily accommodate the six of us. Superb communication from the host both prior to and during our stay (promptly answered several questions for us). If you want a vintage farmhouse feel as opposed to a modern condo-style stay, this is the place for you!"
United States
Carl P.
The price is AU$758
includes taxes & fees
21 Oct - 22 Oct
Chittenden Farmhouse: Historic 4BR/2BA, 20 Min to Killington, 7 Min to Mountaintop Resort
A bedroom with a bed, a framed collage, a window with floral curtains, and a striped rug.

3. Cozy 2 Bedroom close distance to downtown.

Cozy 2 Bedroom close distance to downtown.
Rutland
The price is AU$211
includes taxes & fees
21 Oct - 22 Oct
Cozy 2 Bedroom close distance to downtown.
A dining table set with plates, glasses, and a vase with a plant.

4. Cozy Rutland Retreat

Cozy Rutland Retreat
Rutland
9.8 out of 10, Exceptional, (16 reviews)
"The location was perfect, the property is very well maintained and comfortable. I would highly recommend this place!"
United States
Valerie
The price is AU$281
includes taxes & fees
2 Nov - 3 Nov
Cozy Rutland Retreat
Winter Wonderland

5. Ski home/Pool Table Mountain Views near Killington/Pico/Sugarbush/Woodstock

Ski home/Pool Table Mountain Views near Killington/Pico/Sugarbush/Woodstock
Stockbridge
10.0 out of 10, Exceptional, (3 reviews)
"Exactly as pictured, specious, clean. Owners were extremely responsive and kind."
United States
Sophie L.
The price is AU$1,062
includes taxes & fees
1 Nov - 2 Nov
Ski home/Pool Table Mountain Views near Killington/Pico/Sugarbush/Woodstock
A modern kitchen with a black stove, a red microwave, and a stainless steel sink. There are two black chairs and a black table.

6. new 2 bedroom close to killington and bike trails this is pet ok downstairs unit

new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
Mendon
9.8 out of 10, Exceptional, (6 reviews)
"Very pretty property, wish we could have spent more time there. Getting in and out was easy and there were plenty of options for food in town just a few minutes away. Great stay."
United States
Aurore H.
The price is AU$327
includes taxes & fees
1 Nov - 2 Nov
new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
A living room with a wooden console table, a potted plant, and two clocks. A staircase and a fireplace with a TV are in the background.

7. Ski Home/Arcade Mountain Views Near Killington/Woodstock

Ski Home/Arcade Mountain Views Near Killington/Woodstock
Stockbridge
10.0 out of 10, Exceptional, (3 reviews)
"Skied Killington for 2 days and was a 20 min drive. Fun to drive the 100."
United States
Kevin M.
Ski Home/Arcade Mountain Views Near Killington/Woodstock
A spacious living area with a red sectional sofa, a wooden dining table, and a kitchen in the background.

8. Experience the charm of Peak Hill Home, Entire home in Killington/Pittsfield, Vermont

Experience the charm of Peak Hill Home, Entire home in Killington/Pittsfield, Vermont
North Sherburne
10.0 out of 10, Exceptional, (1 review)
"Peak Hill, is a lovely and very clean home, with a fully stocked kitchen and comfy beds. This home is exactly as the pictures that are shown. We had a very small issue with the door lock (battery), called and it was fixed right away, wonderful service. The owner, Geri, we had the opportunity to meet and she is very kind and a pleasure to speak with. We travel alot and l bring pretty much my own kitchen, pillow...... with me where ever l go. However, l would of been fine using all at this...
United States
Essa R.
The price is AU$893
includes taxes & fees
21 Oct - 22 Oct
Experience the charm of Peak Hill Home, Entire home in Killington/Pittsfield, Vermont
A two-story house with a covered porch and a gabled roof.

9. Historic Victorian Estate 4 Bed 2 Bath Fast Wifi

Historic Victorian Estate 4 Bed 2 Bath Fast Wifi
Fair Haven
9.2 out of 10, Wonderful, (39 reviews)
"Very nice house to stay in Fair Haven VT. Worked perfectly for us and beautiful area. Clean and has everything you need."
United States
Amy G.
The price is AU$425
includes taxes & fees
21 Oct - 22 Oct
Historic Victorian Estate 4 Bed 2 Bath Fast Wifi
A large grassy field with a historic building in the background.

10. Purple Door Cottage in the heart of Middlebury!

Purple Door Cottage in the heart of Middlebury!
Middlebury
9.4 out of 10, Exceptional, (3 reviews)
"Lovely home in a great location. Very comfortable and we had a great stay"
United States
carol m.
The price is AU$551
includes taxes & fees
21 Oct - 22 Oct
Purple Door Cottage in the heart of Middlebury!
A modern living room with a red sectional sofa, a round coffee table, wooden ceiling beams, a kitchen area, and a balcony with a view of trees.

11. NEW! Smart 3BR Basecamp w/ Hot Tub, AC, EV Charger & Flat Parking

NEW! Smart 3BR Basecamp w/ Hot Tub, AC, EV Charger & Flat Parking
North Sherburne
10.0 out of 10, Exceptional, (2 reviews)
"On our 30th Anniversary trip to Vermont, New Hampshire and Maine we fell in love with Killington, Vermont. So much so we left the coast of Maine and last minute booked our remaining two nights back in Killington at the Poweder Run Lodge. The lodge was a wonderful experience! The location was beautiful, spacious, clean, had a fully stocked kitchen and spectacular views. The hosts were kind and easy to communicate with. We are older and need a continuous running fan and a little softer bed when we...
United States
Heidi P.
NEW! Smart 3BR Basecamp w/ Hot Tub, AC, EV Charger & Flat Parking
A wooden cabin with a snow-covered ground, a wooden fence, and a door with a window above it.

12. Luxury Condo Tucked in the Heart of Killington

Luxury Condo Tucked in the Heart of Killington
Killington
10.0 out of 10, Exceptional, (1 review)
"We were very surprised. The accommodation's well worth the amount we paid. I was surprised how from the start to the close of our Anniversary get away It was such an easygoing experience. The host left fresh towels and bedding linens. The host kept in contact the entire way booking this condo. It was roomy nice Quiet!! I loved the privacy yet close to everything Killington has to offer. Our anniversary was special as we went with the host recommendation for a local resturaunt the Garlic. We have...
United States
Melinda D.
The price is AU$419
includes taxes & fees
9 Nov - 10 Nov
Luxury Condo Tucked in the Heart of Killington
A spacious living room with a fireplace, a television, and a large window.

13. 4BR Killington Home Perfect for Families, Pet-Friendly

4BR Killington Home Perfect for Families, Pet-Friendly
North Sherburne
10.0 out of 10, Exceptional, (24 reviews)
"Our group had a wonderful ski weekend at the house! It was well stocked with everything we needed and the fireplace was perfect to relax near after a day on the slopes. "
United States
Christina V.
The price is AU$1,066
includes taxes & fees
21 Oct - 22 Oct
4BR Killington Home Perfect for Families, Pet-Friendly
A neatly made bed with patterned bedding, a bedside table with a lamp, and a window with curtains.

14. large ski ranch hot tub close to killington pets ok

large ski ranch hot tub close to killington pets ok
Mendon
9.2 out of 10, Wonderful, (9 reviews)
"The hot tub was great after a day of skiing."
United States
Callison A.
The price is AU$643
includes taxes & fees
3 Nov - 4 Nov
large ski ranch hot tub close to killington pets ok
A modern kitchen with white cabinets, stainless steel appliances, a window with a view, and a 'GATHER' sign above the window.

15. Relaxing Rutland Retreat Near Skiing, Dining & Hiking

Relaxing Rutland Retreat Near Skiing, Dining & Hiking
Rutland
10.0 out of 10, Exceptional, (1 review)
The price is AU$1,054
includes taxes & fees
21 Oct - 22 Oct
Relaxing Rutland Retreat Near Skiing, Dining & Hiking
A two-story house with a covered porch and a chimney.

16. The Woods Resort Killington - 2B Townhouse with Spa, Pool & Jacuzzi

The Woods Resort Killington - 2B Townhouse with Spa, Pool & Jacuzzi
The Woods
The price is AU$508
includes taxes & fees
1 Nov - 2 Nov
The Woods Resort Killington - 2B Townhouse with Spa, Pool & Jacuzzi
A modern living room with a flat-screen TV, grey sofas, a dining table with chairs, and a large window with a view of greenery.

17. CozyDen- Location, Ski Off/ Shuttle On

CozyDen- Location, Ski Off/ Shuttle On
Killington
9.6 out of 10, Exceptional, (4 reviews)
"Place was clean and location was great"
United States
Berni H.
The price is AU$396
includes taxes & fees
21 Oct - 22 Oct
CozyDen- Location, Ski Off/ Shuttle On
A cozy living room with a stone fireplace, a large sectional sofa, and a wooden ceiling.

18. The Tower House | Hot Tub | Firepit | Dog-Friendly

The Tower House | Hot Tub | Firepit | Dog-Friendly
Killington
6.8 out of 10, (3 reviews)
"Great place, near everything and great customer service!!"
United States
Patrick B.
The price is AU$1,049
includes taxes & fees
1 Nov - 2 Nov
The Tower House | Hot Tub | Firepit | Dog-Friendly
A modern kitchen with a large island, white cabinetry, and a stainless steel refrigerator.

19. Susan Lane Hideaway: 4BR/4.5BA Renovated Home. Close to skiing and town.

Susan Lane Hideaway: 4BR/4.5BA Renovated Home. Close to skiing and town.
Rutland
9.4 out of 10, Exceptional, (6 reviews)
"Perfect spot for a large group to enjoy Rutland, Killington, and the surrounding area. Plenty of beds for everyone, and bathrooms so no one felt cramped whatsoever. Beautiful home and safe neighborhood. All around a great stay. If we come back for the US Open of MTB next year, this house would be high on our list to stay in again."
United States
Matthew T.
The price is AU$1,139
includes taxes & fees
21 Oct - 22 Oct
Susan Lane Hideaway: 4BR/4.5BA Renovated Home. Close to skiing and town.
A modern kitchen with a central island, stainless steel appliances, and a large window.

20. Updated Middlebury Home! Walk to Town, Sleeps Groups Comfortably

Updated Middlebury Home! Walk to Town, Sleeps Groups Comfortably
Middlebury
10.0 out of 10, Exceptional, (85 reviews)
"A perfect spot for our Middlebury reunion gathering - with great living/gathering space indoors and outdoors. The home is comfortable, clean, convenient, with really nice cozy touches. Thank you!"
United States
Page E.
The price is AU$1,074
includes taxes & fees
1 Nov - 2 Nov
Updated Middlebury Home! Walk to Town, Sleeps Groups Comfortably
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.
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Top Brandon Hotel Reviews

Mountain Meadows Lodge

Mountain Meadows Lodge

10/10 Excellent
"This was by far one of the best stays my husband and I have ever had! The lodge was full of amenities and the atmosphere was cozy and relaxing. The staff were extremely helpful and attentive and we really enjoyed the breakfast each morning, especially the scones! We would absolutely return again."
Theresa 3-night trip
Posted 18 hours ago
Mountain Meadows Lodge

Find out more about Brandon

Brandon Holiday Homes information

Number of reviews
198
Accommodation
659 Holiday Homes
Lowest Price
AU$211
Highest Price
AU$1,139