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

Brandon Vacation Rentals

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Brandon vacation 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
10.0 out of 10, Exceptional, (1 review)
"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 CA $484
CA $1,026 total
includes taxes & fees
Oct 6 - Oct 7
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 CA $223
CA $771 total
includes taxes & fees
Oct 6 - Oct 7
Chittenden Farmhouse: Historic 4BR/2BA, 20 Min to Killington, 7 Min to Mountaintop Resort
A dining table set with plates, glasses, and a vase with a plant.

3. 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 CA $130
CA $261 total
includes taxes & fees
Nov 4 - Nov 5
Cozy Rutland Retreat
A bedroom with a bed, a framed collage, a window with floral curtains, and a striped rug.

4. Cozy 2 Bedroom Suite walking distance to downtown

Cozy 2 Bedroom Suite walking distance to downtown
Rutland
The price is CA $212
CA $244 total
includes taxes & fees
Oct 20 - Oct 21
Cozy 2 Bedroom Suite walking distance to downtown
A modern kitchen with a black stove, a red microwave, and a stainless steel sink. There are two black chairs and a black table.

5. 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 CA $127
CA $327 total
includes taxes & fees
Oct 6 - Oct 7
new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
A wooden cabin with a snow-covered ground, a wooden fence, and a door with a window above it.

6. Luxury Condo Tucked in the Heart of Killington

Luxury Condo Tucked in the Heart of Killington
Killington
The price is CA $138
CA $414 total
includes taxes & fees
Nov 3 - Nov 4
Luxury Condo Tucked in the Heart of Killington
A large grassy field with a historic building in the background.

7. 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 CA $270
CA $608 total
includes taxes & fees
Oct 27 - Oct 28
Purple Door Cottage in the heart of Middlebury!
A two-story house with a covered porch and a gabled roof.

8. Historic Victorian Estate 4 Bed 2 Bath Fast Wifi

Historic Victorian Estate 4 Bed 2 Bath Fast Wifi
Fair Haven
9.0 out of 10, Wonderful, (37 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 CA $192
CA $428 total
includes taxes & fees
Oct 13 - Oct 14
Historic Victorian Estate 4 Bed 2 Bath Fast Wifi
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.

9. 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.
The price is CA $228
CA $878 total
includes taxes & fees
Oct 6 - Oct 7
Ski Home/Arcade Mountain Views Near Killington/Woodstock
Winter Wonderland

10. 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 CA $228
CA $878 total
includes taxes & fees
Oct 6 - Oct 7
Ski home/Pool Table Mountain Views near Killington/Pico/Sugarbush/Woodstock
A spacious living room with a fireplace, a television, and a large window.

11. 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 CA $349
CA $1,058 total
includes taxes & fees
Oct 6 - Oct 7
4BR Killington Home Perfect for Families, Pet-Friendly
A spacious living room with wooden floors, a high ceiling with exposed beams, a dining area with a table and chairs, and large windows offering a view of the outdoors.

12. Killington Retreat | Deck-Fire Pit-Mountain Views!

Killington Retreat | Deck-Fire Pit-Mountain Views!
Clarendon
9.2 out of 10, Wonderful, (5 reviews)
"Beautiful house! It had everything we needed for a fun and relaxing week. "
United States
Joshua
The price is CA $187
CA $577 total
includes taxes & fees
Oct 24 - Oct 25
Killington Retreat | Deck-Fire Pit-Mountain Views!
A spacious living area with a red sectional sofa, a wooden dining table, and a kitchen in the background.

13. 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 CA $321
CA $958 total
includes taxes & fees
Oct 7 - Oct 8
Experience the charm of Peak Hill Home, Entire home in Killington/Pittsfield, Vermont
A hallway with a wooden beam ceiling, a door with a frosted glass panel, and a view of a living room with a sofa and a table.

14. Cozy 2BR Mountain Retreat Near Killington Resort - Pet Friendly w/ Fireplace

Cozy 2BR Mountain Retreat Near Killington Resort - Pet Friendly w/ Fireplace
Killington
The price is CA $266
CA $708 total
includes taxes & fees
Oct 6 - Oct 7
Cozy 2BR Mountain Retreat Near Killington Resort - Pet Friendly w/ Fireplace
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.

15. 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, (1 review)
The price is CA $342
CA $984 total
includes taxes & fees
Oct 7 - Oct 8
NEW! Smart 3BR Basecamp w/ Hot Tub, AC, EV Charger & Flat Parking
A spacious kitchen with a large island, wooden dining table, and chairs. There are multiple windows providing natural light and views of the outdoors.

16. 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 CA $248
CA $668 total
includes taxes & fees
Nov 3 - Nov 4
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.

17. Relaxing Rutland Retreat Near Skiing, Dining & Hiking

Relaxing Rutland Retreat Near Skiing, Dining & Hiking
Rutland
The price is CA $534
CA $1,036 total
includes taxes & fees
Oct 6 - Oct 7
Relaxing Rutland Retreat Near Skiing, Dining & Hiking
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 CA $352
CA $1,052 total
includes taxes & fees
Oct 6 - Oct 7
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 CA $515
CA $1,168 total
includes taxes & fees
Oct 6 - Oct 7
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, (83 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 CA $561
CA $1,077 total
includes taxes & fees
Nov 1 - Nov 2
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

My Place Hotel-Randolph VT

My Place Hotel-Randolph VT

10/10 Excellent
"Me gustó el amplio parqueo, la habitación muy amplia, limpia, hotel nuevo o remodelado. Muy buen escritorio y camas confortables. Mucho espacio para 4 personas con 4 maletas grandes. Lo único es que no brindan desayuno."
Isaac 1-night trip
Posted 5 hours ago
My Place Hotel-Randolph VT

Find out more about Brandon

Brandon Vacation Homes information

Number of reviews
191
Accommodation
659 Vacation Homes
Lowest Price
CA $244
Highest Price
CA $1,168

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