Holiday Homes in Rochester

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Featured Holiday Homes in Rochester

Our top choices for Rochester holiday homes

Water front home with large two tiered deck! 2 bathrooms 😂

9.4 out of 10, Exceptional, (105)
"My family has stayed here 2 weekends and it was perfect for us. Great location and perfect area to relax. Our dog enjoyed swimming and we enjoyed fishing. Great communication with manager also. Look forward to staying here again!"
Water front home with large two tiered deck! 2 bathrooms 😂

☆ SKI ON & OFF! ☆ Spruce Glen D on Great Eastern Trail w/AC, Sauna, Fireplace

9.2 out of 10, Wonderful, (38)
"Fantastic location for easy ski on ski off."
☆ SKI ON & OFF! ☆ Spruce Glen D on Great Eastern Trail w/AC, Sauna, Fireplace

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, (20)
"It is not luxurious, but is absolutely unique and fun! We loved it!"
The price is AU$295
includes taxes & fees
25 Aug - 26 Aug
Barn stay with dairy goats! Your clean cozy spot in the barn is waiting for you

Rural Vermont with internet and Smart TV, cell phone works, Dogs welcome.

10.0 out of 10, Exceptional, (21)
"Our stay at this beautiful property was just the reset I needed. It was blissfully quiet and we enjoyed evenings out by the fire. "
Rural Vermont with internet and Smart TV, cell phone works, Dogs welcome.

Charming waterfront 2BR house, private beach, waterfall, firepit, wifi, kayak

2.0 star property
9.8 out of 10, Exceptional, (75)
"Beautiful area and gorgeous leaves. Liked having a weber grill."
Charming waterfront 2BR house, private beach, waterfall, firepit, wifi, kayak

Woodstock Carriage House-280 acres-Views-Gardens-Skiing-Farm-2.5 miles from town

10.0 out of 10, Exceptional, (55)
"Margarete and Alice welcomed us upon arrival. The house was the quintessential New England home! It was super clean, our bed was very comfortable with soft welcoming linens. The views are incredible, and the property provided much needed peace and tranquility. The weather was not the best but we managed to find plenty to do in the area. Alice, Margarete's black lab, took us for a hike on the property. She was an excellent playful guide! We look forward to returning to this peaceful retreat in...
Woodstock Carriage House-280 acres-Views-Gardens-Skiing-Farm-2.5 miles from town

New Modern Mountain Retreat

10.0 out of 10, Exceptional, (2)
"Beautiful house and country landscape. The hosts were accommodating and responsive. The one helpful hint would be that the road is dirt with many pit holes and slight wash outs from storms so don’t take your low to the ground car on the road"
New Modern Mountain Retreat

104 Two Queen Bed Standard Hotel Room outdoor heated pool

8.6 out of 10, Excellent, (27)
"Excellent customer service and beautiful, well-maintained property."
The price is AU$246
includes taxes & fees
25 Aug - 26 Aug
104 Two Queen Bed Standard Hotel Room outdoor heated pool

Crisp and Clean Lakefront Home sleeps 8 in 4 Bedrooms

10.0 out of 10, Exceptional, (16)
"It was a wonderful stay in a beautiful home close to all of the places we wanted to spend time!"
Crisp and Clean Lakefront Home sleeps 8 in 4 Bedrooms

Newly Renovated Cottage, Hot Tub, Fire place, 5min to Killington Ski Gondola

Newly Renovated Cottage, Hot Tub, Fire place, 5min to Killington Ski Gondola

Limited-Time Discounted Deals | Private Hot Tub & Ping-Pong | Close to Ski

9.6 out of 10, Exceptional, (25)
"Absolutely loved it!!! Amazing house. Will definitely stay again!"
Limited-Time Discounted Deals | Private Hot Tub & Ping-Pong | Close to Ski

Quiet Modern Luxury Home w/ Memory Foam Beds, A/C, FAST WiFi and Full Kitchen

10.0 out of 10, Exceptional, (109)
"Nice rental for our family and the owner was very rsponsive."
Quiet Modern Luxury Home w/ Memory Foam Beds, A/C, FAST WiFi and Full Kitchen

PRIVATE & AFFORDABLE charming custom ranch in S. Woodstock. WIFI and AC.

9.8 out of 10, Exceptional, (220)
"Our stay was amazing! The house offered everything we needed, was spacious and clean. Working with the owners was also easy. Would definitely recommend and stay again!"
PRIVATE & AFFORDABLE charming custom ranch in S. Woodstock. WIFI and AC.

BRIDGEWATER RETREAT

10.0 out of 10, Exceptional, (7)
"A true gem."
BRIDGEWATER RETREAT

The Brandon Inn - Fourth Floor Queen Room

8.8 out of 10, Excellent, (6)
"Clean, great location…restaurants, quaint interesting little shops… rent a vehicle and go hiking explore etc"
The price is AU$294
includes taxes & fees
25 Aug - 26 Aug
The Brandon Inn - Fourth Floor Queen Room

Large multi-family ski home located on the slopes of Sugarbush Resort

10.0 out of 10, Exceptional, (27)
"Proximity to the mountain was great. Large house for a wonderful ski weekend "
Large multi-family ski home located on the slopes of Sugarbush Resort

Deluxe One bedroom Queen Suite with outdoor heated pool 203

9.4 out of 10, Exceptional, (9)
"Condo was clean & well furnished. Only stayed one night after a visit to Quechee, Woodstock, and area."
The price is AU$267
includes taxes & fees
25 Aug - 26 Aug
Deluxe One bedroom Queen Suite with outdoor heated pool 203

Recently updated home with shared hot tub, pool, and easy ski access

8.4 out of 10, Very good, (44)
"Great place"
Recently updated home with shared hot tub, pool, and easy ski access

New Listing - Luxury log home with stunning views

10.0 out of 10, Exceptional, (31)
"Beautiful house on an amazing piece of property. The house was very comfortable for two families of four. It has everything you could need and more. The hosts were very responsive. We will definitely stay here again."
New Listing - Luxury log home with stunning views

Susan Lane Hideaway: 4BR/3.5BA Renovated Home. Close to skiing and town.

9.0 out of 10, Wonderful, (4)
"Big and spacious. "
The price is AU$952
includes taxes & fees
26 Aug - 27 Aug
Susan Lane Hideaway: 4BR/3.5BA Renovated Home. Close to skiing and town.
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Rochester Hotel Reviews