Weston Vacation Rentals from ￥36,411: Search Short-Term Rentals

Q: What are some of the best vacation home rentals in Weston?

Birch Lodge - mountain views, hottub, minutes to Okemo! : This vacation home near Weston is located in the mountains and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

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Our top choices for Weston vacation rentals

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

Clock Tower Base Area

AMY K.

￥37,087 total

includes taxes & fees

Sep 2 - Sep 3

2. Cozy Bromley Retreat

Bromley Mountain

Jaime

￥54,853 total

includes taxes & fees

Sep 2 - Sep 3

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

Clock Tower Base Area

serena m.

￥42,544 total

includes taxes & fees

Sep 2 - Sep 3

4. Ski-In/Out Condo with Mountain Views, and Washer/Dryer

Ludlow

Carey S.

￥69,149 total

includes taxes & fees

Sep 2 - Sep 3

5. Deerwood Hill ~ après ski cabin • hot tub • fire pit • Stratton • Manchester

Londonderry

Meghan R.

￥103,968 total

includes taxes & fees

Sep 8 - Sep 9

6. Okemo Mountain, Family Affordable 2 fl village walk to town, Dogs OK.fireplace.

Ludlow

Tyler

￥50,557 total

includes taxes & fees

Sep 2 - Sep 3

7. Perfect Getaway! Cozy, Modern & Convenience to Everything!

Ludlow

Vanessa W.

￥28,944 total

includes taxes & fees

Sep 16 - Sep 17

8. Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street

Ludlow

Keath

￥43,369 total

includes taxes & fees

Sep 2 - Sep 3

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Top Weston Hotel Reviews

Comfort Inn Rutland - Killington

8/10 Good

"A good solid hotel."

Hampton Inn and Suites Manchester

10/10 Excellent

"WOW! Nicest Hampton Inn ever! The manager Stacy is over the top cordial, professional and helpful. I highly recommend this stay. Nice breakfast and all of the employees are doing a great job. Fun shopping nearby and great restaurant selections too. I would not hesitate to book a stay here again in the future."

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

10/10 Excellent

"There was a lot to love about Holiday Inn Club Vacations Mount Ascutney, especially for a larger family or group. Our three-bedroom villa was BY FAR the largest accommodation of our trip and surprisingly affordable. We had tons of room to spread out, a decent-sized kitchen for cooking, and FREE laundry—a huge win during a long road trip! The villa kitchen was helpful but pretty minimally stocked. Cooking utensils and cutting boards were lacking, so bring some basics if you plan to cook. Grills are available, but you’ll need charcoal. I’d recommend buying it and any groceries before arriving because the onsite marketplace is expensive. The biggest disappointment was the pool, which is closed through 2027. Traveling with kids, that was a major bummer and definitely something families should know before booking. The location is incredibly beautiful, tucked away on a Vermont mountainside, but it is truly in the middle of nowhere. Come prepared! Overall, the incredible amount of space and affordability made it work really well for our group. It wasn’t our favorite stay of the trip, but the value for a three-bedroom villa was hard to beat."

The Weston

10/10 Excellent

"I cannot say enough wonderful things about our stay at The Weston. From the moment we arrived, it was clear this was a truly special place. The property is absolutely beautiful, with a timeless Vermont charm that feels both luxurious and welcoming. Every space is thoughtfully designed, impeccably maintained, and filled with character. What made our stay even more memorable was the incredible hospitality. Every member of the staff was genuinely warm, attentive, and eager to make sure we had everything we needed. The level of service was exceptional and made us feel like valued guests rather than just another reservation. Dinner at the inn was one of the highlights of our trip. The food was outstanding, beautifully prepared, and every bit as memorable as the setting itself. It was the perfect way to end the day and added so much to the experience of staying here. The Weston is one of those rare places that manages to feel elegant, peaceful, and incredibly personal all at once. It is the kind of property you hope to find but rarely do. We left wishing we could have stayed longer, and there is no question that we will return. If you are visiting Vermont, do yourself a favor and stay here. It is truly unforgettable."

Find out more about Weston

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Frequently asked questions

Are there vacation rentals in Weston?

Yes, we offer vacation rentals close to popular attractions in Weston, or you can choose a more secluded option if you're looking for relaxation. Weston is known for its ski areas and entertainment choices. Make sure you have time to check out the theaters and shopping during your trip.

What are some of the best vacation home rentals in Weston?

Birch Lodge - mountain views, hottub, minutes to Okemo!: This vacation home near Weston is located in the mountains and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals are there in Weston?

Choose from 11 Expedia vacation rentals in Weston for a memorable vacation.

What can I see and do in Weston?

Enjoy the outdoors at Green Mountain National Forest and West River, or simply take in cultural attractions like Weston Playhouse and Mill Museum. In the larger area, you’ll find Weston Priory and Viking Nordic Center.

What are vacation rentals like in Weston?

Vacation rentals are privately owned properties you can book for a few days or a quick weekend in Weston. Vacation rentals provide amenities such as kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about cleanliness, vacation rentals can offer a sense of security away from public hotel elevators and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great option for family gatherings.

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Check prices for these dates

Our top choices for Weston vacation rentals

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

2. Cozy Bromley Retreat

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

4. Ski-In/Out Condo with Mountain Views, and Washer/Dryer

5. Deerwood Hill ~ après ski cabin • hot tub • fire pit • Stratton • Manchester

6. Okemo Mountain, Family Affordable 2 fl village walk to town, Dogs OK.fireplace.

7. Perfect Getaway! Cozy, Modern & Convenience to Everything!

8. Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street

9. Efficient condo near slopes with kitchenette & great location

10. Cozy Studio Condo with Great Location, WiFi & Kitchenette

11. Walk to lifts, condo at Stratton Mountain, fireplace, pool, hot tubs, sauna

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

13. Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts

14. Okemo's Back Room - in the heart of the village on the shuttle route!

15. Charming Fully Renovated One-Room Schoolhouse on 22+ acres

16. Bear`s Den in Ludlow, Okemo Views + Epic Game Room

17. Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort

18. Historic Home with Colonial Charm in Manchester

19. Your Vermont Mountain Haven Pet Friendly home with Hot tub!

20. Stratton Mountain Home - Hot Tub, Sauna, Fire Pit, & MORE!

Find vacation rentals that suit your style

Top Weston Hotel Reviews

Comfort Inn Rutland - Killington

Killington Mountain Lodge, Tapestry Collection by Hilton

Jackson Gore Village, A Vail Resorts Property

Hampton Inn and Suites Manchester

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

The Manchester View

The Equinox Golf Resort And Spa

The Weston

Find out more about Weston

Frequently asked questions

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