Rochester Vacation Home Rentals from CA $248: Search Top Private Vacation Homes for Rent

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Our top choices for Rochester vacation homes

A cozy living room with a fireplace, a sofa, and a coffee table.

An indoor swimming pool with a wooden ceiling and large windows.

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

A bedroom with a bed, two bedside lamps, a nightstand, and a window with blinds.

1. 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 CA $174

CA $174

CA $490 total

includes taxes & fees

Sep 13 - Sep 14

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

A modern kitchen with a central island, wooden cabinets, and a window with a snowy view.

A spacious living room with a high ceiling, large windows, a fireplace, and a flat-screen TV mounted on the wall.

A wooden deck with a round table and a bench, overlooking a mountainous landscape.

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)

10/10

Exceptional

(3 reviews)

"Exactly as pictured, specious, clean. Owners were extremely responsive and kind."

Sophie L.

The price is CA $196

CA $196

CA $825 total

includes taxes & fees

Sep 7 - Sep 8

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

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.

A spacious living room with a staircase, a wooden coffee table, a sofa, and a fireplace.

A spacious living area with a wooden floor, a staircase, a dining table with chairs, and a sofa.

A house with a dark roof, multiple windows, and a wooden deck, surrounded by dense green forest.

3. 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)

10/10

Exceptional

(3 reviews)

"Skied Killington for 2 days and was a 20 min drive. Fun to drive the 100."

Kevin M.

The price is CA $196

CA $196

CA $816 total

includes taxes & fees

Sep 8 - Sep 9

Ski Home/Arcade Mountain Views Near Killington/Woodstock

A bedroom with a bed, a nightstand with a lamp, and a cabinet.

A compact kitchen with a central island, white cabinetry, and stainless steel appliances.

A living room with a sofa, coffee table, and chairs, a television mounted on the wall, and a kitchen area with a stone wall and wooden beams.

A living room with a beige sofa set, a wooden coffee table, and a lamp. There are framed pictures on the wall and a window with curtains.

4. Luxury Condo Tucked in the Heart of Killington

Luxury Condo Tucked in the Heart of Killington

Killington

The price is CA $110

CA $110

CA $374 total

includes taxes & fees

Sep 8 - Sep 9

Luxury Condo Tucked in the Heart of Killington

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.

A kitchen with wooden cabinets, stainless steel appliances, and a marble countertop.

A building with a red exterior, a white door, and a wooden porch with steps leading to it.

A dining area with a wooden table and chairs, large windows, and a ceiling with recessed lighting.

5. 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

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

A hot tub on a wooden deck with a view of autumn trees and a mountain in the background.

A wooden lodge with a deck, a covered outdoor seating area, and a garage.

A cozy cabin interior with a wooden dining table, a sofa with cushions, a kitchen area with modern appliances, and a large window offering a view of the outdoors.

A cozy wooden cabin bedroom with a bed, a nightstand, a lamp, a mirror, and a window with a view of trees.

6. Secluded Mountain Getaway with Hot tub and Views!

Secluded Mountain Getaway with Hot tub and Views!

Granville

8.8 out of 10, Excellent, (5 reviews)

8.8/10

Excellent

(5 reviews)

"Very nice place & convenient to Sugarbush & Rochester.We had 10 guys mountain biking in the area and worked out perfectly."

Clint F.

The price is CA $220

CA $220

CA $986 total

includes taxes & fees

Sep 23 - Sep 24

Secluded Mountain Getaway with Hot tub and Views!

A rustic cabin surrounded by autumn foliage.

A forested area with a hammock and white chairs on a wooden deck.

A house with a large rock in the yard, surrounded by trees.

A kitchen with wooden cabinets, a white countertop, a sink, a microwave, and a window with a plant.

7. 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)

9.8/10

Exceptional

(27 reviews)

"We had a great time! "

Allie T.

Beautiful home located in the Mad River Valley

A cozy living room with a sofa, a television, a fireplace, and a view of the outdoors.

8. 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)

9.0/10

Wonderful

(12 reviews)

"We had a great stay - Quiet, clean, cozy, and a great location, we'll definitely stay here again for future trips!"

Sloan S.

Beautiful home located in the Mad River Valley

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

A bedroom with a bed, grey walls, and a patterned bedspread.

A living room with a pool table, a leather sofa, and a billiards cue rack.

A residential property with a well-maintained lawn, a large flowering tree, and a house with a porch.

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)

9.8/10

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."

Aurore H.

The price is CA $128

CA $128

CA $325 total

includes taxes & fees

Sep 7 - Sep 8

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

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

A spacious living room with a stone fireplace, leather sofas, wooden flooring, and a staircase leading to an upper level.

A hammock set up between trees by a stream.

A cozy interior with leather sofas, a wooden dining table, and a staircase leading to an upper level.

10. 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)

10/10

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. "

Katie H.

The price is CA $785

CA $785

CA $1,427 total

includes taxes & fees

Sep 8 - Sep 9

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

A room with a large window overlooking a forest in autumn.

A wooden deck leading into a forested area with outdoor seating and a grill.

A red wooden building in a forested area with a gravel path leading to it.

A cozy room with a leather sofa, a wooden cabinet, and a window with a view of trees.

11. Beautiful home located in the Mad River Valley

Beautiful home located in the Mad River Valley

Warren

9.6 out of 10, Exceptional, (47 reviews)

9.6/10

Exceptional

(47 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! "

Melissa P.

Beautiful home located in the Mad River Valley

A modern living room with a large window overlooking a forested mountain landscape.

A modern living room with a white sectional sofa, a pink armchair, and a piano.

A spacious living room with a fireplace, a dining area, and large windows offering a view of the outdoors.

A dining area with a wooden table, chairs, a brick fireplace, and large windows overlooking a deck.

12. 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)

10/10

Exceptional

(10 reviews)

"Wonderful comfortable place with the best view in the valley. All the amenities you need for great vacation. "

Jeff C.

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

A cozy living room with a stone fireplace, a large sectional sofa, and a wooden ceiling.

A wooden staircase with a metal handrail and a view of the outdoors through a window.

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

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

Killington

9.0 out of 10, Wonderful, (2 reviews)

9.0/10

Wonderful

(2 reviews)

"Great place, near everything and great customer service!!"

Patrick B.

The price is CA $280

CA $280

CA $944 total

includes taxes & fees

Sep 7 - Sep 8

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

A house with a stone staircase leading to a wooden deck, surrounded by lush greenery.

A rustic interior with a stone fireplace, wooden staircase, and a cozy seating area.

A hot tub with a view of a sunset and trees.

A cozy living room with a stone fireplace, wooden ceiling beams, and a comfortable seating area with a sofa and armchairs.

14. 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)

9.6/10

Exceptional

(17 reviews)

"Great location, plenty of space, everything in house worked as described. Thank you!!"

Daniel B.

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

A cozy living room with a sofa, armchair, and a bookshelf. There is a fireplace and a window providing natural light.

A white house with a flagpole holding an American flag.

A picnic setup with a wooden table and chairs in a grassy area surrounded by trees.

A kitchen with wooden cabinets, a microwave, a coffee maker, and a sink.

15. Authentic farmhouse for those who love cozy, quirky, historical imperfection

Authentic farmhouse for those who love cozy, quirky, historical imperfection

Randolph Center

10.0 out of 10, Exceptional, (6 reviews)

10/10

Exceptional

(6 reviews)

"The rental experience was seemless....communication was great, the property fit our family so easily and the location was easily accessible to many beautiful spots. The home is well equipped and it was a delightful stay!"

Kathy K.

The price is CA $541

CA $541

CA $1,137 total

includes taxes & fees

Sep 29 - Sep 30

Authentic farmhouse for those who love cozy, quirky, historical imperfection

A room with a large window overlooking a deck with two chairs and a table.

A spacious kitchen with wooden beams, a central island with bar stools, and a large refrigerator.

A two-story house with a sloped roof, surrounded by a dense forest with autumn foliage.

A cozy living room with a fireplace, two sofas, a coffee table, and a large rug.

16. Luxurious Vermont home minutes from Sugarbush Resort

Luxurious Vermont home minutes from Sugarbush Resort

Warren

10.0 out of 10, Exceptional, (43 reviews)

10/10

Exceptional

(43 reviews)

"Perfect location for ski vacation. House was clean, close to resort. Quick drive to restaurants, looking forward to staying again! "

Noah S.

Luxurious Vermont home minutes from Sugarbush Resort

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.

A compact kitchen with wooden cabinets, stainless steel appliances, and a checkered floor mat.

A two-story building with a balcony, a grassy yard, and two lounge chairs.

A modern living room with a sofa, coffee table, and a dining area with chairs and a table.

17. CozyDen - AC, Bike to Mountain, Porch!

CozyDen - AC, Bike to Mountain, Porch!

Killington

9.4 out of 10, Exceptional, (3 reviews)

9.4/10

Exceptional

(3 reviews)

"Place was clean and location was great"

Berni H.

The price is CA $174

CA $174

CA $376 total

includes taxes & fees

Sep 9 - Sep 10

CozyDen - AC, Bike to Mountain, Porch!

A two-story cabin with a covered porch, a hot tub, and a fire pit area.

A covered outdoor deck with a table and chairs, overlooking a grassy area and a barbecue grill.

A two-story house with a covered porch, a hot tub, and a stack of firewood.

A bedroom with a bed, dresser, bedside tables, and artwork on the walls.

18. 25 Rocky Ridge Rd - Killington Retreat: Group Ski House! Close to Mountain! Hot Tub.

25 Rocky Ridge Rd - Killington Retreat: Group Ski House! Close to Mountain! Hot Tub.

Killington

9.6 out of 10, Exceptional, (70 reviews)

9.6/10

Exceptional

(70 reviews)

"Great stay. Killer location!"

Matthew P.

25 Rocky Ridge Rd - Killington Retreat: Group Ski House! Close to Mountain! Hot Tub.

A modern living room with a sofa, a round coffee table, and a chair. There is a painting on the wall and a door leading to another room.

A bedroom with a bed, curtains, and a window.

A modern kitchen with a dishwasher, a coffee maker, and a dining area with a wooden table set for two.

A modern bathroom with a white sink, a mirror, and a shower curtain.

19. Cozy Rutland Retreat

Cozy Rutland Retreat

Rutland

9.8 out of 10, Exceptional, (16 reviews)

9.8/10

Exceptional

(16 reviews)

"The location was perfect, the property is very well maintained and comfortable. I would highly recommend this place!"

Valerie

The price is CA $120

CA $120

CA $248 total

includes taxes & fees

Sep 7 - Sep 8

Cozy Rutland Retreat

A kitchen with a central island, two bar stools, pendant lights, and a view of the adjacent dining area.

A narrow hallway with a door leading to a balcony, a kitchen area with white cabinets and a microwave, and a framed picture on the wall.

A cozy living room with a dark wooden table, woven chairs, a fireplace, and a television.

A modern kitchen with a central island, wooden flooring, and pendant lighting.

20. Killington A-frame 2 Bedroom Home

Killington A-frame 2 Bedroom Home

3.0 star property

North Sherburne

Killington A-frame 2 Bedroom Home

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

10/10 Excellent

"Terrific beds & amazing views."

Brian 2-night trip

Posted 3 hours ago

Mountain Meadows Lodge

Emrose Luxury Cabins

10/10 Excellent

"Really enjoyed the stay here friendly staff and loved the hot tub"

Michael 1-night trip

Posted 3 hours ago

Emrose Luxury Cabins

Woodstock Inn & Resort

10/10 Excellent

"Beautiful as is the town"

Kevin 1-night trip

Posted 9 hours ago

Woodstock Inn & Resort

Middlebury Inn

8/10 Good

"The Inn was centrally located to the shops in downtown Middlebury."

Michelle B 1-night trip

Posted 2 days ago

Middlebury Inn

Days Inn by Wyndham Rutland/Killington Area

10/10 Excellent

"Very quiet, great ac. Pool was great"

Nathanael 2-night trip

Posted 2 days ago

Days Inn by Wyndham Rutland/Killington Area

My Place Hotel-Randolph VT

10/10 Excellent

"Very nice hotel. We would stay there again."

Judith 1-night trip

Posted 2 days ago

My Place Hotel-Randolph VT

North Star Lodge and Resort

8/10 Good

"Room alittle dates. Some updating should be done throughout. But all around nice place."

Tanya 3-night trip

Posted 2 days ago

North Star Lodge and Resort

The Jackson

10/10 Excellent

"Love this B&B - very well located, the food is amazing and the bedrooms are very comfy! Highly recommend!"

Yanil 1-night trip

Posted 2 days ago

The Jackson

Comfort Inn Rutland - Killington

8/10 Good

"A good solid hotel."

Andrew C 2-night trip

Posted 2 days ago

Comfort Inn Rutland - Killington

Find out more about Rochester

Rochester Vacation Homes information

Number of reviews	265
Accommodation	662 Vacation Homes
Lowest Price	CA $248
Highest Price	CA $1,427

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Rochester Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Rochester vacation homes

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

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

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

4. Luxury Condo Tucked in the Heart of Killington

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

6. Secluded Mountain Getaway with Hot tub and Views!

7. Beautiful home located in the Mad River Valley

8. Beautiful home located in the Mad River Valley

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

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

11. Beautiful home located in the Mad River Valley

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

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

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

15. Authentic farmhouse for those who love cozy, quirky, historical imperfection

16. Luxurious Vermont home minutes from Sugarbush Resort

17. CozyDen - AC, Bike to Mountain, Porch!

18. 25 Rocky Ridge Rd - Killington Retreat: Group Ski House! Close to Mountain! Hot Tub.

19. Cozy Rutland Retreat

20. Killington A-frame 2 Bedroom Home

Find vacation rentals that suit your style

Top Rochester Hotel Reviews

Mountain Meadows Lodge

Find out more about Rochester

Rochester Vacation Homes information

Explore a world of travel with Expedia