A wooden covered bridge with a wooden roof, surrounded by autumn-colored trees and a rocky stream.

Shrewsbury 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 Shrewsbury holiday rentals

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

1. 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 HK$699
HK$1,819 total
includes taxes & fees
1 Nov - 2 Nov
new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
A dining table set with plates, glasses, and a vase with a plant.

2. 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 HK$722
HK$1,482 total
includes taxes & fees
20 Oct - 21 Oct
Cozy Rutland Retreat
A swimming pool with a hot tub, surrounded by a building with balconies and a fenced area with trees.

3. Welcoming condo near the slopes with free WiFi and full kitchen

Welcoming condo near the slopes with free WiFi and full kitchen
Killington
The price is HK$577
HK$2,274 total
includes taxes & fees
14 Nov - 15 Nov
Welcoming condo near the slopes with free WiFi and full kitchen
A cozy cabin interior with a sofa, dining table, chairs, wooden cabinets, and a kitchen area.

4. Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails

Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails
Ludlow
The price is HK$437
HK$2,325 total
includes taxes & fees
29 Oct - 30 Oct
Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails
A picnic table and a fire pit by a lake with a forest in the background.

5. Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit

Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit
3.0 star property
Ludlow
The price is HK$1,460
HK$2,662 total
includes taxes & fees
22 Oct - 23 Oct
Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit
A spacious living room with a stone fireplace, wooden furniture, and large windows.

6. Hawk Mountain retreat near Okemo with wifi, washer/dryer & deck

Hawk Mountain retreat near Okemo with wifi, washer/dryer & deck
Plymouth
9.8 out of 10, Exceptional, (24 reviews)
"convenient to okemo"
United States
marcus l.
The price is HK$1,442
HK$5,428 total
includes taxes & fees
31 Oct - 1 Nov
Hawk Mountain retreat near Okemo with wifi, washer/dryer & deck
A modern kitchen with stainless steel appliances, wooden flooring, and white cabinetry.

7. Centrally located apartment for the skier & outdoor enthusiast

Centrally located apartment for the skier & outdoor enthusiast
Rutland
The price is HK$1,030
HK$2,637 total
includes taxes & fees
15 Nov - 16 Nov
Centrally located apartment for the skier & outdoor enthusiast
A living room with a fireplace, a sofa, a coffee table, and a television.

8. Resort condo with mountain views, full kitchen, and free WiFi

Resort condo with mountain views, full kitchen, and free WiFi
Killington
8.8 out of 10, Excellent, (47 reviews)
"Great location. Great amenities. Great communication. "
United States
Jason B.
The price is HK$733
HK$2,980 total
includes taxes & fees
15 Nov - 16 Nov
Resort condo with mountain views, full kitchen, and free WiFi
A spacious restaurant with high ceilings, exposed ductwork, and a mix of wooden and metal furniture.

9. Killington resort: Walk to Mountain, Bike, Pool

Killington resort: Walk to Mountain, Bike, Pool
Killington
9.8 out of 10, Exceptional, (37 reviews)
"Excellent location. Clean and easy."
United States
Todd I.
The price is HK$1,184
HK$3,084 total
includes taxes & fees
28 Oct - 29 Oct
Killington resort: Walk to Mountain, Bike, Pool
A cozy cabin interior with a stone fireplace, leather sofas, and large windows offering a view of the forest.

10. Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore

Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore
Mt Holly
9.8 out of 10, Exceptional, (42 reviews)
"This house has great hang out space and plenty of space for a big family!"
United States
Cheri V.
The price is HK$1,201
HK$4,052 total
includes taxes & fees
21 Oct - 22 Oct
Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore
A modern kitchen with a central island, stainless steel appliances, and wooden cabinets.

11. Sweet Suite! Modern, Pool, 2RM, 2BA, Ski Resort 532

Sweet Suite! Modern, Pool, 2RM, 2BA, Ski Resort 532
Killington
9.6 out of 10, Exceptional, (71 reviews)
"This condo is in a great location and offers plenty of space with 2 full bathrooms. It is ground floor with no steps to get in. Beds were comfortable and plenty of towels were provided. We came in summer and the unit does have two AC units in it. The description and photos are accurate, and it was a very pleasant stay."
United States
Mari B.
The price is HK$1,040
HK$3,047 total
includes taxes & fees
18 Oct - 19 Oct
Sweet Suite! Modern, Pool, 2RM, 2BA, Ski Resort 532
A snow-covered outdoor area with buildings, a wooden fence, and a sign with text.

12. Ski-In/Out condo with patio, mountain views, washer/dryer, & cable

Ski-In/Out condo with patio, mountain views, washer/dryer, & cable
Clock Tower Base Area
9.2 out of 10, Wonderful, (30 reviews)
"Great property, clean and close to the slope"
United States
tiliger01
The price is HK$404
HK$1,821 total
includes taxes & fees
29 Oct - 30 Oct
Ski-In/Out condo with patio, mountain views, washer/dryer, & cable
A bedroom with a large bed, a TV mounted on the wall, and a sliding door leading to a bathroom.

13. Jack S`Bearo - Slopes, Fireplace, Pool

Jack S`Bearo - Slopes, Fireplace, Pool
Killington
10.0 out of 10, Exceptional, (17 reviews)
"Great condo and building. Everything in excellent condition. Convenient location."
United States
Joseph S.
The price is HK$1,082
HK$2,252 total
includes taxes & fees
26 Oct - 27 Oct
Jack S`Bearo - Slopes, Fireplace, Pool
A sign for Whifletree with a view of a golf course and mountains in the background.

14. Whiffletree Cozy Condo: 2-Bedroom Condo in Killington, VT with Garden View and Ski Rental Deals

Whiffletree Cozy Condo: 2-Bedroom Condo in Killington, VT with Garden View and Ski Rental Deals
Killington
10.0 out of 10, Exceptional, (1 review)
"The property was a great location. Close enough for a daily drive to stowe or woodstock. I would highly recommend this place. The only thing I wish I would have known is there are a few flights of stairs to go up and down with luggage. Thanks for a great stay"
United States
Brandy
The price is HK$1,135
HK$3,565 total
includes taxes & fees
18 Oct - 19 Oct
Whiffletree Cozy Condo: 2-Bedroom Condo in Killington, VT with Garden View and Ski Rental Deals
A view of a grassy area with a ski lift and a building in the background.

15. Ski-in/out mountainside condo close to everything with full kitchen - tranquil

Ski-in/out mountainside condo close to everything with full kitchen - tranquil
Clock Tower Base Area
8.8 out of 10, Excellent, (81 reviews)
"It was a perfect location and had everything we needed for a great stay."
United States
Danna K.
The price is HK$585
HK$2,090 total
includes taxes & fees
29 Oct - 30 Oct
Ski-in/out mountainside condo close to everything with full kitchen - tranquil
A modern kitchen with a microwave, stove, and red stools. A living area with a fireplace and a TV is visible in the background.

16. Skiers Suite: 2RM/2BA Renovated Condo on the Bus Route w/ Pool. Discounted Ski Rentals. #332

Skiers Suite: 2RM/2BA Renovated Condo on the Bus Route w/ Pool. Discounted Ski Rentals. #332
Killington
9.4 out of 10, Exceptional, (12 reviews)
"Quick trip but would stay here again"
United States
John O.
Skiers Suite: 2RM/2BA Renovated Condo on the Bus Route w/ Pool. Discounted Ski Rentals. #332
A modern living room with a glass coffee table, a sofa, a TV mounted on the wall, a fireplace, and a blue accent wall.

17. Tranquil Peaks Studio at Killington Center - Perfect for a Getaway in the Heart of Killington

Tranquil Peaks Studio at Killington Center - Perfect for a Getaway in the Heart of Killington
Killington
9.6 out of 10, Exceptional, (5 reviews)
"Great room!"
United States
Carla M.
Tranquil Peaks Studio at Killington Center - Perfect for a Getaway in the Heart of Killington
An aerial view of a residential area with houses, a swimming pool, and a parking lot.

18. Killington Center Renovated Studio with Kitchenette on Bus Route and Discounted Ski Rentals.

Killington Center Renovated Studio with Kitchenette on Bus Route and Discounted Ski Rentals.
Killington
9.4 out of 10, Exceptional, (8 reviews)
"Beautiful place . My sister was visiting USA/ Vermont for the first time . We went to the Breakfast cafe next door it was amazing . "
United States
Asad B.
Killington Center Renovated Studio with Kitchenette on Bus Route and Discounted Ski Rentals.
A wooden gazebo with a roof, surrounded by lush greenery and flowers.

19. CozyCub -Location, Ski Off/ Shuttle On

CozyCub -Location, Ski Off/ Shuttle On
Killington
9.8 out of 10, Exceptional, (26 reviews)
"Great trip!"
United States
casey d.
The price is HK$1,175
HK$2,419 total
includes taxes & fees
18 Oct - 19 Oct
CozyCub -Location, Ski Off/ Shuttle On
A modern kitchen with stainless steel appliances, a dining area with a glass table, and a living room with a fireplace.

20. 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 HK$946
HK$2,878 total
includes taxes & fees
18 Oct - 19 Oct
Killington Center 632: a spacious 2RM/2BA condo in the heart of Killington. Discounted ski rentals.
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 Shrewsbury Hotel Reviews

Woodstock Inn & Resort

Woodstock Inn & Resort

10/10 Excellent
"Beautiful"
Dan 3-night trip
Posted less than an hour ago
Woodstock Inn & Resort

Find out more about Shrewsbury

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

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

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

Frequently asked questions

Are there holiday rentals in Shrewsbury?

Yes, there are holiday rentals close to the most popular sights in Shrewsbury, or you can select a more secluded option if you're looking for a relaxing stay. Shrewsbury is known for its ski areas and shopping. Make sure you have time to check out the restaurants while you're in the area.

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

Traveling with kids? Try this secluded & updated 3-bedroom home close to Okemo: This holiday home rental outside of Shrewsbury is located on a lake, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

How many holiday rentals are there in Shrewsbury?

Expedia has 4 holiday rentals for your stay in Shrewsbury.

What’s there to see and do in Shrewsbury?

While exploring the area, visit family-friendly sights like Killington Adventure Center, or get outside and enjoy nature at Green Mountain National Forest. While here, Shrewsbury Free Library and Clarendon Gorge Wildlife Management Area are other places worth a visit.

What’s a holiday rental in Shrewsbury like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Shrewsbury. Holiday rentals offer extras such as patios, hot tubs and fire pits so you'll feel right at home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of safety away from shared hotel lifts and busy concierge desks while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular choice for a small group gathering.