Rochester Holiday Rentals

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Check prices for these dates

In two weeks
9 Jan - 11 Jan
In two months
20 Feb - 22 Feb
In three months
20 Mar - 22 Mar
In four months
17 Apr - 19 Apr

Our top choices for Rochester holiday rentals

Exterior
Barn stay with dairy goats! Your clean cozy spot in the barn is waiting for you

Holiday Home in Chelsea

Barn stay with dairy goats! Your clean cozy spot in the barn is waiting for you
2.0 star property
10.0 out of 10, Exceptional, (38)
"Lovely farm and friendly hosts"
United States
Ruilin
The price is HK$1,167
HK$1,499 total
includes taxes & fees
2 Jan - 3 Jan 2026
Barn stay with dairy goats! Your clean cozy spot in the barn is waiting for you
Property grounds
Secluded retreat in the trees

Cabin in Roxbury

Secluded retreat in the trees
10.0 out of 10, Exceptional, (38)
"Absolutely beautiful! So pleased with everything about our stay!"
United States
Gwen B.
The price is HK$1,331
HK$2,222 total
includes taxes & fees
31 Dec - 1 Jan 2026
Secluded retreat in the trees
Property grounds
Central to VT skiing areas 5 minutes to I-89 , near VAST trails, near Norwich

Apartment in Williamstown

Central to VT skiing areas 5 minutes to I-89 , near VAST trails, near Norwich
10.0 out of 10, Exceptional, (53)
"It was a great central location to everything that we wanted to see and do in Vermont!"
United States
Tanner H.
The price is HK$693
HK$1,473 total
includes taxes & fees
4 Jan - 5 Jan 2026
Central to VT skiing areas 5 minutes to I-89 , near VAST trails, near Norwich
Property grounds
Doc's Lake house 1st floor, 2 bedroom apartment

Apartment in Salisbury

Doc's Lake house 1st floor, 2 bedroom apartment
10.0 out of 10, Exceptional, (72)
"Doc runs a great place for all to enjoy. "
United States
William D.
The price is HK$1,050
HK$1,595 total
includes taxes & fees
3 Jan - 4 Jan 2026
Doc's Lake house 1st floor, 2 bedroom apartment
Terrace/patio
Escape to this private and peaceful tiny home with hot tub in Sharon, VT!

Cabin in Sharon

Escape to this private and peaceful tiny home with hot tub in Sharon, VT!
10.0 out of 10, Exceptional, (3)
"Very welcoming, awesome weekend getaway."
United States
Zachary B.
The price is HK$973
HK$2,179 total
includes taxes & fees
15 Jan - 16 Jan 2026
Escape to this private and peaceful tiny home with hot tub in Sharon, VT!
Exterior
Robert Frost Mountain Cabins

Cabin in Ripton

Robert Frost Mountain Cabins
3.5 star property
10.0 out of 10, Exceptional, (40)
"Ammazing,would go again!"
United States
Joseph
The price is HK$1,954
HK$2,130 total
includes taxes & fees
4 Jan - 5 Jan 2026
Robert Frost Mountain Cabins
Smart TV
Brand New Cabin On Working Farm

Cabin in Northfield

Brand New Cabin On Working Farm
9.6 out of 10, Exceptional, (22)
"Clean cozy quiet with nice view from the deck, unique farm setting, would stay again "
United States
Brad
The price is HK$1,167
HK$1,482 total
includes taxes & fees
4 Jan - 5 Jan 2026
Brand New Cabin On Working Farm
Exterior
*Downtown Middlebury Waterfall Studio Apartment*

Apartment in Middlebury

*Downtown Middlebury Waterfall Studio Apartment*
10.0 out of 10, Exceptional, (7)
"fantastic!"
United States
Diana L.
The price is HK$611
HK$2,211 total
includes taxes & fees
8 Jan - 9 Jan 2026
*Downtown Middlebury Waterfall Studio Apartment*
Property grounds
Cozy Rustic Cabin, Mountain Views, Hot Tub, Fire Pit in Rutland

Cabin in Rutland

Cozy Rustic Cabin, Mountain Views, Hot Tub, Fire Pit in Rutland
2.5 star property
9.2 out of 10, Wonderful, (5)
The price is HK$1,167
HK$1,499 total
includes taxes & fees
5 Jan - 6 Jan 2026
Cozy Rustic Cabin, Mountain Views, Hot Tub, Fire Pit in Rutland
Ultimate relaxing vacation

Cabin in Orwell

Ultimate relaxing vacation
9.8 out of 10, Exceptional, (215)
"Great stay! Right on the lake with a great dock to relax and enjoy the summer days."
United States
Harry S.
The price is HK$1,089
HK$1,394 total
includes taxes & fees
19 Jan - 20 Jan 2026
Ultimate relaxing vacation
Private kitchen
Bridges Resort

Condo resort in Warren

Bridges Resort
3.5 star property
8.2 out of 10, Very good, (16)
"Great condo and excellent proximity to sugarbush. 10/10 would rent again"
United States
Jesse
The price is HK$1,441
HK$1,916 total
includes taxes & fees
7 Jan - 8 Jan 2026
Bridges Resort
Property grounds
Ben & Jerry’s Studio | 10 Min to Killington

Apartment in Bridgewater

Ben & Jerry’s Studio | 10 Min to Killington
9.2 out of 10, Wonderful, (7)
"Close to Woodstock and market. Easy check in. Very quiet. Kurig, no cups for coffee."
United States
Nancy
The price is HK$887
HK$1,830 total
includes taxes & fees
12 Jan - 13 Jan 2026
Ben & Jerry’s Studio | 10 Min to Killington
Fridge, oven, stovetop, dishwasher
Ski-in/ski-out condo near the slopes with pool, fast WiFi & garden-level patio

Condo in Warren

Ski-in/ski-out condo near the slopes with pool, fast WiFi & garden-level patio
9.2 out of 10, Wonderful, (18)
"Great place"
United States
Jonathan M.
The price is HK$630
HK$2,459 total
includes taxes & fees
12 Jan - 13 Jan 2026
Ski-in/ski-out condo near the slopes with pool, fast WiFi & garden-level patio
Terrace/patio
Lovely condo near skiing with 3 pools, hot tub, sauna, fitness room & balcony

Apartment in Warren

Lovely condo near skiing with 3 pools, hot tub, sauna, fitness room & balcony
8.4 out of 10, Very good, (74)
"Perfect summer getaways! The condo was comfortable and in a great location. The pools and rec center were also so much fun. Looking forward to coming back next year."
United States
Christine P.
The price is HK$638
HK$1,843 total
includes taxes & fees
7 Jan - 8 Jan 2026
Lovely condo near skiing with 3 pools, hot tub, sauna, fitness room & balcony
Fridge, microwave, oven, stovetop
Pristine Custom Cottage, Grand Piano, Massage Studio on Site

Cottage in Leicester

Pristine Custom Cottage, Grand Piano, Massage Studio on Site
10.0 out of 10, Exceptional, (67)
"Very pleasant stay, at a unique and interesting property."
United States
Steve P.
The price is HK$1,089
HK$1,673 total
includes taxes & fees
22 Jan - 23 Jan 2026
Pristine Custom Cottage, Grand Piano, Massage Studio on Site
Fridge, microwave, oven, stovetop
Dreamy Artist Chalet in Secluded Historic Village

Chalet in East Warren

Dreamy Artist Chalet in Secluded Historic Village
9.2 out of 10, Wonderful, (10)
"Everything was beautiful. But for sure needs new mattress and pillows. "
United States
Jeanette R.
The price is HK$2,378
HK$4,215 total
includes taxes & fees
7 Jan - 8 Jan 2026
Dreamy Artist Chalet in Secluded Historic Village
TV, video library
Ski-in/ski-out condo with mountain view, seasonal pool

Condo in Warren

Ski-in/ski-out condo with mountain view, seasonal pool
8.4 out of 10, Very good, (29)
"Easy to get in and parking."
United States
Richard H.
The price is HK$848
HK$2,925 total
includes taxes & fees
12 Jan - 13 Jan 2026
Ski-in/ski-out condo with mountain view, seasonal pool
Terrace/patio
Charming cabin located one minute from the base of Sugarbush Resort

Cabin in Warren

Charming cabin located one minute from the base of Sugarbush Resort
9.2 out of 10, Wonderful, (26)
"Great little cabin perfect for everything I needed. definitely will stay again.. very peaceful, great place unwind. "
United States
Michael R.
Charming cabin located one minute from the base of Sugarbush Resort
Indoor pool
Clean & bright condo with mountain views & modern kitchen - walk to lifts

Apartment in Killington

Clean & bright condo with mountain views & modern kitchen - walk to lifts
7.2 out of 10, Good, (44)
"Quick trip to and from Killington mt"
United States
Phillip F.
The price is HK$716
HK$2,331 total
includes taxes & fees
25 Dec - 26 Dec
Clean & bright condo with mountain views & modern kitchen - walk to lifts
Property grounds
Ski condo with locker, shuttle, fast WiFi, fireplace, washer/dryer & AC

Condo in Warren

Ski condo with locker, shuttle, fast WiFi, fireplace, washer/dryer & AC
9.0 out of 10, Wonderful, (7)
"We enjoyed our stay at Paradise away very much. The apartment was spotless and well equipped and our whole family enjoyed the amenities nearby. The property is well maintained by caretakers who come by each morning to plow the parking lot after snowfalls and clear pathways. We would gladly stay here again."
United States
Paul F.
The price is HK$1,027
HK$3,772 total
includes taxes & fees
5 Jan - 6 Jan 2026
Ski condo with locker, shuttle, fast WiFi, fireplace, washer/dryer & AC
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

Après Inn Killington

Après Inn Killington

10/10 Excellent
"Comfortable, clean, easy to check in. "
Chelsea 1-night trip
Posted 1 day ago
Après Inn Killington

Find out more about Rochester

Search for holiday rentals in Rochester on Expedia! You can easily find your home rentals, villas, holiday apartments in Rochester using one of the methods below:

  • View our selection of featured holiday rentals in Rochester
  • Use the map to find apartments and other holiday homes in the Rochester neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Rochester while they last

Look no further and take a look at our great range of rental properties in Rochester!

Frequently asked questions

Are there holiday rentals in Rochester?

Yes, there are holiday rentals in Rochester close to Liberty Hill Farm, or you can select a more secluded option if you're looking for a relaxing stay. Rochester is known for its golf courses and parks.

What are some of the best holiday rentals that Rochester has to offer?

5 BR Duplex with Hot Tub & Firepit 1 minute from Killington Resort!: This holiday home rental outside of Rochester is located near skiing, and has a patio, a selection of games and laundry facilities to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as 1 hot tub.

How many holiday rentals are there in Rochester?

Expedia has 10 holiday rentals for your stay in Rochester.

What’s there to see and do in Rochester?

Green Mountain National Forest and Little Pico Mountain are a couple of lovely local spots to get outside and enjoy nature. Rochester Public Library and Liberty Hill Farm are other places to visit while you're in town.

What’s a holiday rental in Rochester like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Rochester. Holiday rentals offer extras like WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of safety away from shared hotel lifts and busy front desks while still allowing you to travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental an attractive option for families.