Shrewsbury Holiday House Rentals from AU$249: Search Holiday Homes

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

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Our top choices for Shrewsbury holiday homes

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.

includes taxes & fees

5 Oct - 6 Oct

A spacious living room with wooden floors, a high ceiling with exposed beams, a dining area with a table and chairs, and large windows offering a view of the outdoors.

2. Killington Retreat | Deck-Fire Pit-Mountain Views!

Clarendon

Ahmad H.

includes taxes & fees

24 Oct - 25 Oct

A dining table set with plates, glasses, and a vase with a plant.

3. Cozy Rutland Retreat

Rutland

Valerie

includes taxes & fees

2 Nov - 3 Nov

A compact kitchen with a refrigerator, stove, microwave, and sink.

4. The Coolidge Barn | Game Room, Firepit & Mountain Views | Sleeps 6

Plymouth

includes taxes & fees

5 Oct - 6 Oct

A spacious kitchen with a large island, wooden dining table, and chairs. There are multiple windows providing natural light and views of the outdoors.

5. large ski ranch hot tub close to killington pets ok

Mendon

Callison A.

includes taxes & fees

3 Nov - 4 Nov

A bedroom with a bed, a framed collage, a window with floral curtains, and a striped rug.

6. Cozy 2 Bedroom Suite walking distance to downtown

Rutland

includes taxes & fees

18 Oct - 19 Oct

A wooden cabin with a snow-covered ground, a wooden fence, and a door with a window above it.

7. Luxury Condo Tucked in the Heart of Killington

Killington

includes taxes & fees

28 Oct - 29 Oct

A bedroom with a bed, a nightstand, a window with a view of trees, and a framed picture on the wall.

8. Slopeside Estate Guesthouse: Hot tub, AC, Grill

Killington

includes taxes & fees

6 Oct - 7 Oct

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

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

Mt Holly

Cheri V.

includes taxes & fees

25 Oct - 26 Oct

A hallway with a wooden beam ceiling, a door with a frosted glass panel, and a view of a living room with a sofa and a table.

10. Cozy 2BR Mountain Retreat Near Killington Resort - Pet Friendly w/ Fireplace

Killington

A room with a bunk bed, a dresser, a lamp, and a window with a view of greenery.

11. Peaceful Stay w/ Pond & Massage Chair | Near Okemo

Ludlow

includes taxes & fees

5 Oct - 6 Oct

A modern living room with a flat-screen TV, grey sofas, a dining table with chairs, and a large window with a view of greenery.

12. CozyDen- Location, Fireplace, Ski Off/ Shuttle On

Killington

Berni H.

includes taxes & fees

5 Oct - 6 Oct

A two-story house with a covered porch and a garage.

13. Luxury Farmhouse Mins 2 Okemo w/Hot Tub & Fire Pit!

Mount Holly

Chi L.

includes taxes & fees

5 Oct - 6 Oct

A modern kitchen with a large island, white cabinetry, and a stainless steel refrigerator.

14. Susan Lane Hideaway: 4BR/4.5BA Renovated Home. Close to skiing and town.

Rutland

Matthew T.

includes taxes & fees

5 Oct - 6 Oct

A two-story cabin with a deck, a fire pit, and Adirondack chairs.

15. RoundTop Chalet | Hot Tub, Fire Pit & Mountain Views near Killington & Okemo

Plymouth

"Everything about the property was beautiful and relaxing. We loved our stay .... We did however run into one issue, while we were enjoying the property, someone claiming to be there to service the hot tub decided to let themselves in with the lock code unannounced while we were undressed and stood there listening to us and only when the dog ran down there did he announce himself. Not sure if simple sent them or if they showed up on their own accord but boy did we get quite the scare and hope...

Adam S.

includes taxes & fees

7 Oct - 8 Oct

A dining area with a wooden table, four chairs, a coffee maker, and a trash can.

16. Chittenden Farmhouse: Historic 4BR/2BA, 20 Min to Killington, 7 Min to Mountaintop Resort

Chittenden

"Loved this stay - the farmhouse is authentic and oozes charm! Everything about this stay was easy - 20min drive to the slopes, 15 min to downtown Rutland, and an extremely well-equipped house to easily accommodate the six of us. Superb communication from the host both prior to and during our stay (promptly answered several questions for us). If you want a vintage farmhouse feel as opposed to a modern condo-style stay, this is the place for you!"

Carl P.

includes taxes & fees

7 Oct - 8 Oct

A modern kitchen with stainless steel appliances, a dining table, and a wooden floor.

17. 4BR Home | Walk Downtown Rutland + Trails

Rutland

Dominic C.

includes taxes & fees

26 Oct - 27 Oct

A wooden interior with a bench and shelves, a door with a handle, and a tiled floor.

18. The Outpost Double | Modern 2BR Ground Level Duplex | Exclusive Ski Deals

Killington

Gifford F.

includes taxes & fees

7 Oct - 8 Oct

19. Escape to this brand-new 3BR/2.5BA cabin just minutes from Killington Resort!

Killington

Gregg Z.

includes taxes & fees

26 Oct - 27 Oct

A rustic cabin with a stone fire pit, wooden deck, and a chimney.

20. Forest Mountain Ski Retreat. 20 min to Killington/14 to Pico.

Mendon

Heidi S.

includes taxes & fees

3 Nov - 4 Nov

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Top Shrewsbury Hotel Reviews

Mountain Sports Inn

10/10 Excellent

"Great location in the mountains! The hot breakfast in the morning was delicious and included with your stay. Would definitely stay there again and would recommend to friends or family traveling to Vermont."

The Shire Woodstock

10/10 Excellent

"We had Deluxe King River view - deluxe has a fireplace and shares a balcony with rocking chairs. The room was great except a couple little maintenance issues (I told the front desk and hope they fix). And it’s a great location walkable to downtown, great views of river and hills, and the inn has fire pits ready to go. Too bad coffee makers are in the hallway, not in the room, and there’s no breakfast (they said they might start next year). We went nearby for breakfast, and a good market is just across the street."

Brandon Inn

8/10 Good

"This lovely inn is a unique experience. I loved the building and furnishings, and my dog and I enjoyed exploring the garden area. The people were helpful and friendly, and breakfast was nice. I did have a little trouble with the electronic lock on the door to my room, but was eventually able to get in each time. Also, I couldn’t find a remote for the TV in the room, and when I called the phone number for assistance, the voice mailbox was full so I couldn’t leave a message. I didn’t care that much about watching TV so I didn’t bother to follow up."

Jackson Gore Village, A Vail Resorts Property

10/10 Excellent

"My daughter and I were looking for someplace to meet in the middle… one coming from upstate New York and one coming from Massachusetts.This was not the first hotel we looked at. Fortunately it is the one we stayed at! The facility is very nice, even though older still very well maintained. Staff was exceptional! The location was perfect for just a fun getaway weekend. The downtown area has some lovely restaurants and shops but the restaurant at the resort was also very good. We enjoyed the area so much. We're talking about going again in the winter, even though neither of us have skied in ages!"

On The River Inn

8/10 Good

"We had a river view suite. Trouble was you couldn’t see the river. There was to much undergrowth and trees, so you couldn’t tell there was a river there. The view from our balcony was beautiful, out onto the large lawn and a small pond. The TVs are old, so you couldn’t stream. Make sure you tell the front desk or put out your door hanger or you won’t get your room refreshed. The bar seemed open only during dinner hours. During our stay, one night the chief was “out” and they only served burgers. Breakfast was around $18, we never went down. Our room was large and bathroom adequate. It’s a 10 minute drive to town. It’a satisfactory hotel, but not worth the price."

Find out more about Shrewsbury

Shrewsbury Holiday Homes information

Number of reviews	99
Accommodation	946 Holiday Homes
Lowest Price	AU$249
Highest Price	AU$1,374

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Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Shrewsbury holiday homes

1. new 2 bedroom close to killington and bike trails this is pet ok downstairs unit

2. Killington Retreat | Deck-Fire Pit-Mountain Views!

3. Cozy Rutland Retreat

4. The Coolidge Barn | Game Room, Firepit & Mountain Views | Sleeps 6

5. large ski ranch hot tub close to killington pets ok

6. Cozy 2 Bedroom Suite walking distance to downtown

7. Luxury Condo Tucked in the Heart of Killington

8. Slopeside Estate Guesthouse: Hot tub, AC, Grill

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

10. Cozy 2BR Mountain Retreat Near Killington Resort - Pet Friendly w/ Fireplace

11. Peaceful Stay w/ Pond & Massage Chair | Near Okemo

12. CozyDen- Location, Fireplace, Ski Off/ Shuttle On

13. Luxury Farmhouse Mins 2 Okemo w/Hot Tub & Fire Pit!

14. Susan Lane Hideaway: 4BR/4.5BA Renovated Home. Close to skiing and town.

15. RoundTop Chalet | Hot Tub, Fire Pit & Mountain Views near Killington & Okemo

16. Chittenden Farmhouse: Historic 4BR/2BA, 20 Min to Killington, 7 Min to Mountaintop Resort

17. 4BR Home | Walk Downtown Rutland + Trails

18. The Outpost Double | Modern 2BR Ground Level Duplex | Exclusive Ski Deals

19. Escape to this brand-new 3BR/2.5BA cabin just minutes from Killington Resort!

20. Forest Mountain Ski Retreat. 20 min to Killington/14 to Pico.

Find holiday rentals that suit your style

Top Shrewsbury Hotel Reviews

Mountain Sports Inn

The Jackson

Woodstock Inn & Resort

The Shire Woodstock

Brandon Inn

Days Inn by Wyndham Rutland/Killington Area

Pointe at Castle Hill Resort

Jackson Gore Village, A Vail Resorts Property

On The River Inn

Find out more about Shrewsbury

Shrewsbury Holiday Homes information

Explore a world of travel with Expedia

Holiday Homes in Shrewsbury

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Shrewsbury holiday homes

1. new 2 bedroom close to killington and bike trails this is pet ok downstairs unit

2. Killington Retreat | Deck-Fire Pit-Mountain Views!

3. Cozy Rutland Retreat

4. The Coolidge Barn | Game Room, Firepit & Mountain Views | Sleeps 6

5. large ski ranch hot tub close to killington pets ok

6. Cozy 2 Bedroom Suite walking distance to downtown

7. Luxury Condo Tucked in the Heart of Killington

8. Slopeside Estate Guesthouse: Hot tub, AC, Grill

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

10. Cozy 2BR Mountain Retreat Near Killington Resort - Pet Friendly w/ Fireplace

11. Peaceful Stay w/ Pond & Massage Chair | Near Okemo

12. CozyDen- Location, Fireplace, Ski Off/ Shuttle On

13. Luxury Farmhouse Mins 2 Okemo w/Hot Tub & Fire Pit!

14. Susan Lane Hideaway: 4BR/4.5BA Renovated Home. Close to skiing and town.

15. RoundTop Chalet | Hot Tub, Fire Pit & Mountain Views near Killington & Okemo

16. Chittenden Farmhouse: Historic 4BR/2BA, 20 Min to Killington, 7 Min to Mountaintop Resort

17. 4BR Home | Walk Downtown Rutland + Trails

18. The Outpost Double | Modern 2BR Ground Level Duplex | Exclusive Ski Deals

19. Escape to this brand-new 3BR/2.5BA cabin just minutes from Killington Resort!

20. Forest Mountain Ski Retreat. 20 min to Killington/14 to Pico.

Find holiday rentals that suit your style

Top Shrewsbury Hotel Reviews

Mountain Sports Inn

Find out more about Shrewsbury

Shrewsbury Holiday Homes information

Explore a world of travel with Expedia