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Rochester Holiday Rentals

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Rochester holiday rentals

A wooden staircase leading to a covered outdoor area with a view of a green lawn and trees.

1. Cozy cabin >> Hottub, WiFi, AC. Easy access to outdoors activities year around

Cozy cabin >> Hottub, WiFi, AC. Easy access to outdoors activities year around
Hancock
10.0 out of 10, Exceptional, (6 reviews)
"A wonderful property in a great location especially if you are leisurely driving the VT 100 scenic byway."
United States
Kevin J.
The price is AU$699
includes taxes & fees
22 Oct - 23 Oct
Cozy cabin >> Hottub, WiFi, AC. Easy access to outdoors activities year around
A rustic cabin with a wooden deck, surrounded by dense greenery and a rocky landscape.

2. Gnome Home Mountain Ski Chalet w/Sauna Killington

Gnome Home Mountain Ski Chalet w/Sauna Killington
Stockbridge
10.0 out of 10, Exceptional, (7 reviews)
"Nice property in a beautiful location. Host was very responsive and informative. Thanks for the stay!"
United States
Gerald S.
The price is AU$726
includes taxes & fees
2 Nov - 3 Nov
Gnome Home Mountain Ski Chalet w/Sauna Killington
A wooden cabin with a snow-covered roof, surrounded by trees and snow.

3. Robert Frost Mountain Cabins

Robert Frost Mountain Cabins
3.5 star property
Ripton
10.0 out of 10, Exceptional, (43 reviews)
"Very nice place great owner"
United States
Joe
The price is AU$553
includes taxes & fees
20 Oct - 21 Oct
Robert Frost Mountain Cabins
A rustic wooden table with a woven chair, a hammock, and a view of a forest through a large window.

4. Charming TREEHOUSE in remote location

Charming TREEHOUSE in remote location
Braintree
10.0 out of 10, Exceptional, (2 reviews)
"Views amazing and so cool"
United States
Benjamin F.
The price is AU$454
includes taxes & fees
27 Oct - 28 Oct
Charming TREEHOUSE in remote location
A house surrounded by dense trees with sunlight filtering through the leaves.

5. Secluded retreat in the trees

Secluded retreat in the trees
Roxbury
10.0 out of 10, Exceptional, (51 reviews)
"Such a peaceful place to stay, we absolutely loved it there"
United States
Katherine
The price is AU$370
includes taxes & fees
25 Oct - 26 Oct
Secluded retreat in the trees
A kitchen with a large island, wooden ceiling beams, and various kitchen appliances.

6. Pristine Custom Cottage, Grand Piano, Massage Studio on Site

Pristine Custom Cottage, Grand Piano, Massage Studio on Site
Leicester
10.0 out of 10, Exceptional, (97 reviews)
"The cottage was just lovely. Very comfortable. And the host was really nice and helpful. A wonderful stay!"
United States
Laura Ann
The price is AU$304
includes taxes & fees
22 Oct - 23 Oct
Pristine Custom Cottage, Grand Piano, Massage Studio on Site
A cozy cabin interior with a wooden floor, a bed with white bedding, wicker chairs with patterned cushions, a small round table, and a ceiling fan.

7. Cozy Cabin Retreat

Cozy Cabin Retreat
Roxbury
10.0 out of 10, Exceptional, (46 reviews)
"Host was very friendly and accommodating "
United States
Alexandria
The price is AU$313
includes taxes & fees
21 Oct - 22 Oct
Cozy Cabin Retreat
A spacious living room with a fireplace, a television, and a large window.

8. 4BR Killington Home Perfect for Families, Pet-Friendly

4BR Killington Home Perfect for Families, Pet-Friendly
North Sherburne
10.0 out of 10, Exceptional, (24 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 AU$1,054
includes taxes & fees
18 Oct - 19 Oct
4BR Killington Home Perfect for Families, Pet-Friendly
A modern kitchen with a large island, stainless steel appliances, and a herringbone-patterned backsplash.

9. Dreamy Artist Chalet in Secluded Historic Village

Dreamy Artist Chalet in Secluded Historic Village
East Warren
9.8 out of 10, Exceptional, (23 reviews)
"Great little place, love the ambiance. Host sent perfect directions and instructions."
United States
Jonathan B.
The price is AU$649
includes taxes & fees
1 Nov - 2 Nov
Dreamy Artist Chalet in Secluded Historic Village
A wooden deck with blue chairs and a barbecue grill.

10. Glamping hut with WiFi in Ripton, biking, hiking, skiing

Glamping hut with WiFi in Ripton, biking, hiking, skiing
Ripton
9.4 out of 10, Exceptional, (10 reviews)
"Beautiful, magical location, and prompt communication."
United States
Alex
The price is AU$333
includes taxes & fees
19 Oct - 20 Oct
Glamping hut with WiFi in Ripton, biking, hiking, skiing
Aerial view

11. The Suites at Killington Center

The Suites at Killington Center
3.5 star property
Killington
The price is AU$526
includes taxes & fees
20 Oct - 21 Oct
The Suites at Killington Center
A wooden deck with a hot tub, a table, and chairs.

12. Fabulous 4-bedroom chalet in tranquil Killington getaway with Hot tub two Kings

Fabulous 4-bedroom chalet in tranquil Killington getaway with Hot tub two Kings
North Sherburne
8.0 out of 10, Very good, (16 reviews)
"We had a great time!"
United States
Matthew R.
The price is AU$607
includes taxes & fees
25 Oct - 26 Oct
Fabulous 4-bedroom chalet in tranquil Killington getaway with Hot tub two Kings
A cozy cabin interior with a stone fireplace, wooden beams, a rocking chair, and a blue sofa.

13. Stetson Hollow Cabin by Stetson Brook

Stetson Hollow Cabin by Stetson Brook
Warren
9.8 out of 10, Exceptional, (182 reviews)
"Jill was very attentive to make sure we had everything we needed very nice stay!"
United States
Kathy B.
The price is AU$641
includes taxes & fees
19 Oct - 20 Oct
Stetson Hollow Cabin by Stetson Brook
A wooden table with a bottle of wine, glasses, and grapes.

14. Welcoming, pet-friendly cabin in Green Mountain Nat'l Forest

Welcoming, pet-friendly cabin in Green Mountain Nat'l Forest
Ripton
9.4 out of 10, Exceptional, (13 reviews)
"It is a beautiful location in a fully equipped cabin off the beaten path."
United States
Steven
The price is AU$494
includes taxes & fees
2 Nov - 3 Nov
Welcoming, pet-friendly cabin in Green Mountain Nat'l Forest
A cozy living room with a wooden ceiling, a fireplace, a television, and a comfortable seating area.

15. Charming and meticulously cleaned cabin with panoramic view of the Green Mtns

Charming and meticulously cleaned cabin with panoramic view of the Green Mtns
Ripton
10.0 out of 10, Exceptional, (17 reviews)
"Beautiful place. Lots to do around the cabin and in the area. The hosts are very helpful. The cabin has everything you could want for a great stay. "
United States
Susan
The price is AU$494
includes taxes & fees
2 Nov - 3 Nov
Charming and meticulously cleaned cabin with panoramic view of the Green Mtns
A modern kitchen with stainless steel appliances, a dining area with a glass table, and a living room with a fireplace.

16. Killington Center 632: a spacious 2RM/2BA condo in the heart of Killington. Discounted ski rentals.

Killington Center 632: a spacious 2RM/2BA condo in the heart of Killington. Discounted ski rentals.
Killington
9.6 out of 10, Exceptional, (7 reviews)
"Everything was as advertised. Host was responsive to questions. Great stay overall."
United States
Riley T.
The price is AU$527
includes taxes & fees
18 Oct - 19 Oct
Killington Center 632: a spacious 2RM/2BA condo in the heart of Killington. Discounted ski rentals.
A log cabin interior with a living room, dining area, and kitchen.

17. Handcrafted Log Cabin • Walk to Lake • Private Backyard w/Fire Pit • Sleeps 8

Handcrafted Log Cabin • Walk to Lake • Private Backyard w/Fire Pit • Sleeps 8
East Warren
10.0 out of 10, Exceptional, (3 reviews)
"The house is amazing. The hosts clearly love it, and it shows in how well it is set up and stocked. Highly recommended."
United States
Greg E.
The price is AU$1,049
includes taxes & fees
27 Oct - 28 Oct
Handcrafted Log Cabin • Walk to Lake • Private Backyard w/Fire Pit • Sleeps 8
A modern living room with a stone fireplace, a flat-screen TV mounted above it, wooden flooring, and a kitchen area in the background.

18. Modern Killington Farmhouse Condo: Close to it all! 412

Modern Killington Farmhouse Condo: Close to it all! 412
Killington
10.0 out of 10, Exceptional, (61 reviews)
"Fantastic spot for hitting mountains as a family. Incredibly clean, convenience, and comfortable. Couldn’t be better! EV charging on site was the icing on the cake "
United States
Tyler L.
The price is AU$532
includes taxes & fees
18 Oct - 19 Oct
Modern Killington Farmhouse Condo: Close to it all! 412
A living room with a sofa, a dining table with chairs, a kitchen area with wooden cabinets, and a bar.

19. Pico's Doorstep: Ski On/Off. Steps to Lifts! Close to Killington.

Pico's Doorstep: Ski On/Off. Steps to Lifts! Close to Killington.
Killington
9.8 out of 10, Exceptional, (14 reviews)
"We had such a great time staying here. It was clean, cozy and so convenient to walk right out the door to the slopes! "
United States
Susanne B.
The price is AU$531
includes taxes & fees
18 Oct - 19 Oct
Pico's Doorstep: Ski On/Off. Steps to Lifts! Close to Killington.
A rustic cabin surrounded by autumn foliage.

20. Beautiful home located in the Mad River Valley

Beautiful home located in the Mad River Valley
Warren
9.8 out of 10, Exceptional, (28 reviews)
"We had a great time! "
United States
Allie T.
Beautiful home located in the Mad River Valley
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

My Place Hotel-Randolph VT

My Place Hotel-Randolph VT

10/10 Excellent
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My Place Hotel-Randolph VT

Find out more about Rochester

Everything you need to know about Rochester holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Rochester holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Rochester holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Rochester holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Rochester. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Rochester holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Rochester holiday rentals we have selected for you start as low as AU$304 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Rochester rentals

At Expedia, we put the best Rochester holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Rochester rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Rochester holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Rochester. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Barn stay with dairy goats! Your clean cozy spot in the barn is waiting for you: This holiday home rental outside of Rochester offers a garden, a selection of games and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

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. Liberty Hill Farm and Rochester Public Library 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.