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

Shrewsbury Vacation Rentals

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Dates

November 2026

December 2026

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Our top choices for Shrewsbury vacation 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

Mendon

Aurore H.

$195 nightly

Nov 11 - Nov 12

Total with taxes and fees

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

2. Cozy Rutland Retreat

Rutland

Susan E.

$175 nightly

Nov 30 - Dec 1

Total with taxes and fees

A living room with a sofa, armchair, coffee table, TV, fireplace, and artwork on the wall.

3. Newly renovated cozy ski retreat with view of Killington slopes

Killington

Suzanne

$340 nightly

Nov 11 - Nov 12

Total with taxes and fees

A cozy cabin interior with a stone fireplace, leather sofas, and large windows offering a view of the forest.

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

Mt Holly

Cheri V.

$407 nightly

Nov 11 - Nov 12

Total with taxes and fees

A swimming pool with a hot tub, surrounded by a building with balconies and a fenced area with trees.

5. Mountain Green ground-floor condo with private yard off the patio

Killington

$253 nightly

Nov 14 - Nov 15

Total with taxes and fees

A spacious restaurant with high ceilings, exposed ductwork, and a mix of wooden and metal furniture.

6. Killington resort: Walk to Mountain, Ski/Ride, World Cup

Killington

Todd I.

$315 nightly

Nov 11 - Nov 12

Total with taxes and fees

A living room with a sofa, a dining table with chairs, a kitchen area with wooden cabinets, and a bar.

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

Killington

Susanne B.

$288 nightly

Nov 11 - Nov 12

Total with taxes and fees

A kitchen with granite countertops, wooden cabinets, and a built-in oven.

8. The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland.

Mendon

Diane

$391 nightly

Nov 11 - Nov 12

Total with taxes and fees

A modern kitchen with stainless steel appliances, a wooden dining table set for four, and a seating area with a sofa and chairs.

9. Cozy Village Condo-Okemo Shuttle

Ludlow

walter s.

$221 nightly

Nov 11 - Nov 12

Total with taxes and fees

A wooden cabin with multiple decks and large windows, surrounded by snow and rocks.

10. Trailside Village 5: Wood Stove, Private Sauna and Hot Tub

Killington

Conor D.

$559 nightly

Nov 11 - Nov 12

Total with taxes and fees

A wooden gazebo with a roof, surrounded by lush greenery and flowers.

11. Wade`s World Ski Home Shuttle location

Killington

Michael K.

$391 nightly

Nov 11 - Nov 12

Total with taxes and fees

12. CozyCub -Location, Ski Off/ Shuttle On

Killington

casey d.

$232 nightly

Nov 11 - Nov 12

Total with taxes and fees

A modern kitchen with stainless steel appliances, a dining area with a glass table, and a living room with a fireplace.

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

Killington

Riley T.

$356 nightly

Nov 11 - Nov 12

Total with taxes and fees

An aerial view of a residential area with houses, a swimming pool, and a parking lot.

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

Killington

Asad B.

$239 nightly

Nov 11 - Nov 12

Total with taxes and fees

A compact kitchen with white cabinetry, a microwave, an oven, and a wooden countertop.

15. Rutland apartment on the bus route with central A/C, near Pico

Rutland

Thomas A.

$294 nightly

Nov 11 - Nov 12

Total with taxes and fees

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

16. Mountain Green high-floor front condo in Building 3 with ski trail views

Killington

Jason B.

$329 nightly

Nov 14 - Nov 15

Total with taxes and fees

A sign for Whifletree with a view of a golf course and mountains in the background.

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

Killington

Brandy

$339 nightly

Nov 11 - Nov 12

Total with taxes and fees

A living room with a sofa, a bench, a fireplace, a TV, and a large window.

18. Ground-floor ski-in/ski-out condo facing the Clock Tower base lodge

Clock Tower Base Area

tiliger01

$202 nightly

Nov 11 - Nov 12

Total with taxes and fees

A residential area with houses, a swimming pool, and a mountain backdrop.

19. The Suites: Next Door - Studio at Killington Resort on the Bus Route. Discounted Ski Rentals. 531

Killington

Nathan H.

$235 nightly

Nov 11 - Nov 12

Total with taxes and fees

A modern kitchen with a central island, stainless steel appliances, and wooden cabinets.

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

Killington

Spencer P.

$373 nightly

Nov 11 - Nov 12

Total with taxes and fees

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Find vacation rentals that suit your style

Top Shrewsbury Hotel Reviews

A modern interior with a wooden reception desk, seating area, and large windows.

Hampton Inn Rutland

Rutland

10/10 Excellent

Anonymous traveler

A wooden dock with two Adirondack chairs and a blanket, overlooking a calm lake with dense forest in the background.

Mountain Meadows Lodge

Killington

10/10 Excellent

Timothy

Snowed Inn

Killington

10/10 Excellent

Tammy

Après Inn Killington

Killington

10/10 Excellent

Anonymous traveler

A spacious indoor area with a large dining table, several chairs, and a sofa. There is a glass door leading outside, and the room has a wooden ceiling structure.

Best Western Inn & Suites Rutland-Killington

Rutland

10/10 Excellent

Judie

A modern kitchen with a central island, stainless steel appliances, and a dining area with chairs.

Sleep Woodstock Motel

Woodstock

10/10 Excellent

We were extremely impressed with the Sleep Woodstock Motel! If you get the chance- you need to book this place! Rooms were spacious and super clean, and the bed was extremely comfortable. Room had a fully stocked coffee bar; bathroom had plenty of towels, shampoo, conditioner, and lotion. Each room also has a retro mini fridge with a freezer, microwave, and coffeemaker. There is also a small eating area inside the room, and a table and chairs to sit outside your room on the patio. The room...

John

A spacious living room with a chandelier, multiple armchairs, a coffee table, and a rug.

On The River Inn

West Woodstock

10/10 Excellent

Ayleen

A dining area with a wooden table and chairs, a fireplace, and a cozy seating area with a couch and a TV.

Mountain Sports Inn

Killington

10/10 Excellent

Julianne

A spacious living room with a fireplace, leather sofas, a wooden coffee table, and a view of the outdoors.

North Star Lodge and Resort

Killington

10/10 Excellent

Thayer

A hotel with multiple buildings, a covered outdoor area, and a snowy landscape.

Jackson Gore Village, A Vail Resorts Property

Jackson Gore Base Area

10/10 Excellent

Volodymyr N.

A large two-story house with a front porch and a well-maintained lawn.

The Landgrove

Londonderry

10/10 Excellent

The Inn is in a beautiful setting. The staff were very friendly and helpful. My room was spacious and a comfortable arm chair and good lamp provided a cozy place for R&R. The spacious common area & well kept grounds would be a very pleasant place to spend time with family and friends. I was advised in advance that the restaurant was not serving dinner, but the staff provided a list of eateries in the local area. I had a very good meal at the New American Grill. The breakfast menu at the...

Rita

A lakeside setting with a stone fire pit surrounded by logs, a grassy area, and a building with outdoor seating in the background.

Lake Bomoseen Lodge

Bomoseen

10/10 Excellent

Anonymous traveler

A spacious living room with a stone fireplace, wooden furniture, and a large potted plant.

The Trailside Inn

North Sherburne

10/10 Excellent

I've never wrote a review on any product or hotel until now and that is because the Trailside Inn deserves all the recognition it could get! To start, the owners Josh and Ann are fantastic. We arrived Friday night after a long drive from Long Island - we were immediately greeted by Josh who welcomed us to the lodge and took the time to show us the best trails at Killington and offered advice on restaurants near by. It was very cold Saturday so we didn't stay long at the mountain. When we...

Alyssa

Find out more about Shrewsbury

Everything you need to know about Shrewsbury vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Shrewsbury vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 Shrewsbury vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Shrewsbury vacation rentals: An excellent choice for every season

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

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $176 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Shrewsbury rentals

At Expedia, we put the best Shrewsbury vacation 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 Shrewsbury 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 Shrewsbury vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Shrewsbury. 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 vacation rentals in Shrewsbury?

Yes, you can find vacation rentals close to the most popular attractions in Shrewsbury, or you can go with 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 vacation rentals that Shrewsbury has to offer?

Traveling with kids? Try this secluded & updated 3-bedroom home close to Okemo: This vacation home rental outside of Shrewsbury is located on a lake and has a fireplace, a balcony, and a barbecue grill 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 you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

How many vacation rentals are there in Shrewsbury?

Expedia has 4 vacation 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 vacation rental in Shrewsbury like?

Vacation rentals are private properties you can stay in for a couple of days or more in Shrewsbury. Vacation rentals provide amenities such as laundry facilities and kitchens to help you enjoy your stay. If you're concerned about a sanitized environment, a vacation rental can provide a sense of safety away from shared hotel elevators and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular choice for a small group gathering.