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Holiday Homes in Rochester

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Rochester holiday homes

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.

1. 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 €541
includes taxes & fees
30 Sept - 1 Oct
Ski Home/Arcade Mountain Views Near Killington/Woodstock

2. 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 €503
includes taxes & fees
28 Sept - 29 Sept
Ski home/Pool Table Mountain Views near Killington/Pico/Sugarbush/Woodstock
A rustic cabin surrounded by autumn foliage.

3. Beautiful home located in the Mad River Valley

Beautiful home located in the Mad River Valley
Warren
9.8 out of 10, Exceptional, (27 reviews)
"As a family we travel a lot and stay in may types of accommodations. This was a VERY pleasant surprise - it is affordable, AMAZING locations (yet private), beautiful setting, clean & well appointed! To many positives to list. You won't be disappointed if you book a stay!"
United States
Eric W.
Beautiful home located in the Mad River Valley
A rustic cabin surrounded by autumn foliage.

4. Beautiful home located in the Mad River Valley

Beautiful home located in the Mad River Valley
Warren
9.0 out of 10, Wonderful, (12 reviews)
"We had a great stay - Quiet, clean, cozy, and a great location, we'll definitely stay here again for future trips!"
United States
Sloan S.
Beautiful home located in the Mad River Valley
A wooden cabin with a snow-covered ground, a wooden fence, and a door with a window above it.

5. Luxury Condo Tucked in the Heart of Killington

Luxury Condo Tucked in the Heart of Killington
Killington
The price is €268
includes taxes & fees
28 Oct - 29 Oct
Luxury Condo Tucked in the Heart of Killington
A cozy living room with a stone fireplace, wooden walls, a leather sofa, and a dining area.

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

Maple Castle – Cozy Riverside Retreat with Hot Tub, Trails & Fireplace
Hancock
10.0 out of 10, Exceptional, (1 review)
"The maple castle was awesome! Definitely the most unique house I have ever stayed in. You can sit in the hot tub and watch the river or you can walk down a tiny hill to tie up a tube and float in it. The owners were extremely helpful and responsive. Would definitely recommend. "
United States
Katie H.
The price is €840
includes taxes & fees
2 Oct - 3 Oct
Maple Castle – Cozy Riverside Retreat with Hot Tub, Trails & Fireplace
A kitchen with a central island, two bar stools, pendant lights, and a view of the living area through an open archway.

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

Cozy Killington A-Frame w/ Hot Tub, Modern Kitchen & Forest Views – Near Skiing & Hiking Trails
North Sherburne
10.0 out of 10, Exceptional, (1 review)
"Great property to stay at highly recommend and will hopefully be staying again soon!"
United States
Robert R.
Cozy Killington A-Frame w/ Hot Tub, Modern Kitchen & Forest Views – Near Skiing & Hiking Trails
A dining area with a wooden table, four chairs, a coffee maker, and a trash can.

8. 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 €468
includes taxes & fees
28 Sept - 29 Sept
Chittenden Farmhouse: Historic 4BR/2BA, 20 Min to Killington, 7 Min to Mountaintop Resort
A modern kitchen with a black stove, a red microwave, and a stainless steel sink. There are two black chairs and a black table.

9. 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 €209
includes taxes & fees
28 Sept - 29 Sept
new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
A room with a large window overlooking a forest in autumn.

10. Beautiful home located in the Mad River Valley

Beautiful home located in the Mad River Valley
Warren
9.4 out of 10, Exceptional, (49 reviews)
"Nice location off of Route 100 there was a little road noise but the house is situated a bit back. The seating was super comfy and the kitchen was nicely stocked for cooking. It was awesome to be able to bring our pup! "
United States
Melissa P.
Beautiful home located in the Mad River Valley
A modern living room with a large window overlooking a forested mountain landscape.

11. Sugarbush Vista - 4000sq. ft. Estate with Hot Tub & Mountain Views

Sugarbush Vista - 4000sq. ft. Estate with Hot Tub & Mountain Views
East Warren
10.0 out of 10, Exceptional, (10 reviews)
"Wonderful comfortable place with the best view in the valley. All the amenities you need for great vacation. "
United States
Jeff C.
Sugarbush Vista - 4000sq. ft. Estate with Hot Tub & Mountain Views
A house with a stone staircase leading to a wooden deck, surrounded by lush greenery.

12. Hand Crafted Post and Beam Home with Mountain Views Minutes from Sugarbush

Hand Crafted Post and Beam Home with Mountain Views Minutes from Sugarbush
East Warren
9.6 out of 10, Exceptional, (17 reviews)
"Great location, plenty of space, everything in house worked as described. Thank you!!"
United States
Daniel B.
Hand Crafted Post and Beam Home with Mountain Views Minutes from Sugarbush
A two-story house with a garage, solar panels, and a deck with outdoor furniture.

13. Secluded 5K Sq Ft Retreat: Sauna, Hot Tub & Games

Secluded 5K Sq Ft Retreat: Sauna, Hot Tub & Games
North Sherburne
9.4 out of 10, Exceptional, (24 reviews)
"House was beautiful & a great getaway for our group! "
United States
GiGi M.
The price is €686
includes taxes & fees
28 Sept - 29 Sept
Secluded 5K Sq Ft Retreat: Sauna, Hot Tub & Games
A two-story house with a porch, green shutters, and a brick chimney.

14. Beautiful Farmhouse Close to Warren Village and Sugarbush Resort

Beautiful Farmhouse Close to Warren Village and Sugarbush Resort
Warren
10.0 out of 10, Exceptional, (12 reviews)
"Comfortable, well equipped, beautiful location. Hope to return."
United States
Sara O.
Beautiful Farmhouse Close to Warren Village and Sugarbush Resort
A dining table set with plates, glasses, and a vase with a plant.

15. 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 €172
includes taxes & fees
28 Oct - 29 Oct
Cozy Rutland Retreat
A spacious living room with a fireplace, a television, and a large window.

16. 4BR Killington Home Perfect for Families, Pet-Friendly

4BR Killington Home Perfect for Families, Pet-Friendly
North Sherburne
10.0 out of 10, Exceptional, (23 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 €650
includes taxes & fees
30 Sept - 1 Oct
4BR Killington Home Perfect for Families, Pet-Friendly
A spacious living area with a red sectional sofa, a wooden dining table, and a kitchen in the background.

17. 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 €669
includes taxes & fees
30 Sept - 1 Oct
Experience the charm of Peak Hill Home, Entire home in Killington/Pittsfield, Vermont
A room with a large window overlooking a deck with two chairs and a table.

18. Luxurious Vermont home minutes from Sugarbush Resort

Luxurious Vermont home minutes from Sugarbush Resort
Warren
10.0 out of 10, Exceptional, (43 reviews)
"Perfect location for ski vacation. House was clean, close to resort. Quick drive to restaurants, looking forward to staying again! "
United States
Noah S.
Luxurious Vermont home minutes from Sugarbush Resort
A compact kitchen with a refrigerator, stove, microwave, and sink.

19. The Coolidge Barn | Game Room, Firepit & Mountain Views | Sleeps 6

The Coolidge Barn | Game Room, Firepit & Mountain Views | Sleeps 6
Plymouth
The price is €504
includes taxes & fees
28 Sept - 29 Sept
The Coolidge Barn | Game Room, Firepit & Mountain Views | Sleeps 6
A bedroom with a bed, a nightstand, a window with a view of trees, and a framed picture on the wall.

20. Slopeside Estate Guesthouse: Hot tub, AC, Grill

Slopeside Estate Guesthouse: Hot tub, AC, Grill
Killington
The price is €863
includes taxes & fees
28 Sept - 29 Sept
Slopeside Estate Guesthouse: Hot tub, AC, Grill
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 Rochester Hotel Reviews

Mountain Meadows Lodge

Mountain Meadows Lodge

10/10 Excellent
"We were here for our Anniversary. Very clean, and thats a must for me. The staff was very friendly and helpful, we loved our room, I loved being able to get fresh grounded coffee anytime I wanted.. I loved the decor of the lodge, very homie and warm.. We will most certainly stay here again.."
steve 2-night trip
Posted 6 hours ago
Mountain Meadows Lodge

Find out more about Rochester

Rochester Holiday Homes information

Number of reviews
214
Accommodation
666 Holiday Homes
Lowest Price
€172
Highest Price
€686