Brandon, VT Vacation Homes from AED 535

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

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Our top choices for Brandon vacation homes

A dining area with a wooden table, four chairs, a coffee maker, and a trash can.

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

Chittenden

"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!"

Carl P.

AED 2,005 total

includes taxes & fees

25 Oct - 26 Oct

A bedroom with a bed, a framed collage, a window with floral curtains, and a striped rug.

2. Cozy 2 Bedroom close distance to downtown.

Rutland

AED 535 total

includes taxes & fees

24 Oct - 25 Oct

A dining table set with plates, glasses, and a vase with a plant.

3. Cozy Rutland Retreat

Rutland

Valerie

AED 719 total

includes taxes & fees

2 Nov - 3 Nov

A modern kitchen with a black stove, a red microwave, and a stainless steel sink. There are two black chairs and a black table.

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

Mendon

Aurore H.

AED 851 total

includes taxes & fees

25 Oct - 26 Oct

A two-story house with a covered porch and a gabled roof.

5. Historic Victorian Estate 4 Bed 2 Bath Fast Wifi

Fair Haven

Amy G.

AED 1,116 total

includes taxes & fees

25 Oct - 26 Oct

A kitchen with a central island, two bar stools, pendant lights, and a view of the living area through an open archway.

6. Cozy Killington A-Frame w/ Hot Tub, Modern Kitchen & Forest Views – Near Skiing & Hiking Trails

North Sherburne

Robert R.

AED 2,750 total

includes taxes & fees

11 Nov - 12 Nov

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

Stockbridge

Kevin M.

AED 2,169 total

includes taxes & fees

25 Oct - 26 Oct

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

Stockbridge

Sophie L.

AED 2,169 total

includes taxes & fees

25 Oct - 26 Oct

A spacious living area with a red sectional sofa, a wooden dining table, and a kitchen in the background.

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

North Sherburne

"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...

Essa R.

AED 2,364 total

includes taxes & fees

25 Oct - 26 Oct

A large grassy field with a historic building in the background.

10. Purple Door Cottage in the heart of Middlebury!

Middlebury

carol m.

AED 1,515 total

includes taxes & fees

25 Oct - 26 Oct

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

North Sherburne

"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...

Heidi P.

AED 2,564 total

includes taxes & fees

26 Oct - 27 Oct

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

Killington

"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...

Melinda D.

AED 1,033 total

includes taxes & fees

3 Nov - 4 Nov

A spacious kitchen with a large island, wooden dining table, and chairs. There are multiple windows providing natural light and views of the outdoors.

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

Mendon

Callison A.

AED 1,659 total

includes taxes & fees

3 Nov - 4 Nov

A modern kitchen with white cabinets, stainless steel appliances, a window with a view, and a 'GATHER' sign above the window.

14. Relaxing Rutland Retreat Near Skiing, Dining & Hiking

Rutland

AED 2,703 total

includes taxes & fees

26 Oct - 27 Oct

A two-story house with a covered porch and a chimney.

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

The Woods

AED 1,300 total

includes taxes & fees

1 Nov - 2 Nov

A wooden interior with a bench and shelves, a door with a handle, and a tiled floor.

16. The Outpost Double | Modern 2BR Ground Level Duplex | Exclusive Ski Deals

Killington

Gifford F.

A cozy living room with a stone fireplace, wooden walls, a leather sofa, and a dining area.

17. Maple Castle – Cozy Riverside Retreat with Hot Tub, Trails & Fireplace

Hancock

Katie H.

AED 4,131 total

includes taxes & fees

25 Oct - 26 Oct

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

Killington

Patrick B.

AED 2,723 total

includes taxes & fees

25 Oct - 26 Oct

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.

Rutland

Matthew T.

AED 3,023 total

includes taxes & fees

25 Oct - 26 Oct

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.

20. CozyDen- Location, Ski Off/ Shuttle On

Killington

Berni H.

AED 1,040 total

includes taxes & fees

26 Oct - 27 Oct

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Top Brandon Hotel Reviews

The Mountain Inn at Killington

10/10 Excellent

"We had soooooo much fun and will definitely be back!!!! 10/10 all around :)"

Econo Lodge Rutland City near Hwy 7

8/10 Good

"I asked the girl at check-in for a first-floor room with 2 double beds. I am handicapped in a wheelchair, and she got us exactly what we wanted. Very clean room. Only one light in the room, so kind of on the dim side. The bed was too soft for me. The location was located to all kinds of stores and restaurants. They accept dogs for a small fee, which was great for us and our beloved Harleyquinn. Breakfast was supposed to be between 7 a.m.- 10 a.m., but at 7:15 am when I went to check out, the lobby was not open yet. I believe the worst thing is the parking. I do believe there is more in the back, but the front was pretty packed. I had to wait a few minutes for a truck to move so I could park in front of my room. Would stay here again, especially the price of the room."

Room 1

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Treat yourself

Be picky

Check prices for these dates

Our top choices for Brandon vacation homes

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

2. Cozy 2 Bedroom close distance to downtown.

3. Cozy Rutland Retreat

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

5. Historic Victorian Estate 4 Bed 2 Bath Fast Wifi

6. Cozy Killington A-Frame w/ Hot Tub, Modern Kitchen & Forest Views – Near Skiing & Hiking Trails

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

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

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

10. Purple Door Cottage in the heart of Middlebury!

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

12. Luxury Condo Tucked in the Heart of Killington

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

14. Relaxing Rutland Retreat Near Skiing, Dining & Hiking

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

16. The Outpost Double | Modern 2BR Ground Level Duplex | Exclusive Ski Deals

17. Maple Castle – Cozy Riverside Retreat with Hot Tub, Trails & Fireplace

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

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

20. CozyDen- Location, Ski Off/ Shuttle On

Find vacation rentals that suit your style

Top Brandon Hotel Reviews

The Mountain Inn at Killington

Days Inn by Wyndham Rutland/Killington Area

Après Inn Killington

Best Western Inn & Suites Rutland-Killington

The Warren Lodge

Killington Mountain Lodge, Tapestry Collection by Hilton

Econo Lodge Rutland City near Hwy 7

Search Vacation Homes in Brandon

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Brandon vacation homes

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

2. Cozy 2 Bedroom close distance to downtown.

3. Cozy Rutland Retreat

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

5. Historic Victorian Estate 4 Bed 2 Bath Fast Wifi

6. Cozy Killington A-Frame w/ Hot Tub, Modern Kitchen & Forest Views – Near Skiing & Hiking Trails

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

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

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

10. Purple Door Cottage in the heart of Middlebury!

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

12. Luxury Condo Tucked in the Heart of Killington

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

14. Relaxing Rutland Retreat Near Skiing, Dining & Hiking

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

16. The Outpost Double | Modern 2BR Ground Level Duplex | Exclusive Ski Deals

17. Maple Castle – Cozy Riverside Retreat with Hot Tub, Trails & Fireplace

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

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

20. CozyDen- Location, Ski Off/ Shuttle On

Find vacation rentals that suit your style

Top Brandon Hotel Reviews

The Mountain Inn at Killington