Weston Holiday Rentals

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Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Weston holiday rentals

A swimming pool with a stone border, surrounded by a snow-covered landscape and a wooden fence.

1. Long Trail House at Stratton Mountain Resort

Long Trail House at Stratton Mountain Resort
3.0 star property
Stratton
8.6 out of 10, Excellent, (85 reviews)
"Clean well, equipped room. Great amenities, wonderful proximity to all the action in the village,easy parking and access throughout the facility."
United States
Michael
The price is AU$630
includes taxes & fees
8 Nov - 9 Nov
Long Trail House at Stratton Mountain Resort
A spacious living area with a gray sofa, a coffee table, and a kitchen area with a bar counter and stools.

2. Newly built Vermont secluded cabin retreat with AC and brand new Hot Tub!!!

Newly built Vermont secluded cabin retreat with AC and brand new Hot Tub!!!
Londonderry
10.0 out of 10, Exceptional, (11 reviews)
"Great location, well-designed house, and a beautiful view."
United States
Marcel P.
The price is AU$1,124
includes taxes & fees
5 Nov - 6 Nov
Newly built Vermont secluded cabin retreat with AC and brand new Hot Tub!!!
A modern kitchen with stainless steel appliances, a wooden dining table set for four, and a seating area with a sofa and chairs.

3. Modern Village Condo Steps to Dining & Ski Shuttle

Modern Village Condo Steps to Dining & Ski Shuttle
Ludlow
9.8 out of 10, Exceptional, (89 reviews)
"Great place to stay, very easy to get to. A cozy and comfortable place, that is always clean. There are postings and labels throughout, which is very helpful. Hosts are great and make the experience very easy. Oh and the bed is amazing!!"
United States
Vanessa W.
The price is AU$364
includes taxes & fees
5 Nov - 6 Nov
Modern Village Condo Steps to Dining & Ski Shuttle
A wooden cabin with a balcony and a staircase leading to a second level.

4. Romantic Riverbed Treehouse - hot tub & new sauna!

Romantic Riverbed Treehouse - hot tub & new sauna!
londonderry
9.0 out of 10, Wonderful, (7 reviews)
"Beautiful location and place. Could have been a bit cleaner (windows, TV, shower curtain) and the hot tub worked well but definitely needed to be cleaner."
United States
Tracey V.
The price is AU$882
includes taxes & fees
11 Nov - 12 Nov
Romantic Riverbed Treehouse - hot tub & new sauna!
A cozy living room with a fireplace, a black leather sofa, and a television mounted above it.

5. Village Fireplace Shuttle Boot Warmers

Village Fireplace Shuttle Boot Warmers
Ludlow
9.8 out of 10, Exceptional, (109 reviews)
"Great location right in town and close to Okemo."
United States
Justin P.
The price is AU$582
includes taxes & fees
30 Nov - 1 Dec
Village Fireplace Shuttle Boot Warmers
A modern kitchen with a central island, built-in appliances, and a dining area with a wooden table and chairs.

6. New Ludlow Village Home with Stunning Okemo Mountain View

New Ludlow Village Home with Stunning Okemo Mountain View
Ludlow
10.0 out of 10, Exceptional, (23 reviews)
"The perfect stop on the way to UVM. Super clean! Walkable eateries & a beautiful view. Thank you!"
United States
Tara
The price is AU$797
includes taxes & fees
16 Nov - 17 Nov
New Ludlow Village Home with Stunning Okemo Mountain View
A living room with a sofa, a bench, a fireplace, a TV, and a large window.

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

Ground-floor ski-in/ski-out condo facing the Clock Tower base lodge
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 AU$336
includes taxes & fees
11 Nov - 12 Nov
Ground-floor ski-in/ski-out condo facing the Clock Tower base lodge
A cozy cabin interior with a wooden ceiling, a round table with chairs, a fireplace, and a large window overlooking a snowy landscape.

8. Beautiful country cabin with hot tub and outdoor shower in Londonderry

Beautiful country cabin with hot tub and outdoor shower in Londonderry
Londonderry
10.0 out of 10, Exceptional, (3 reviews)
"Stay is very cozy and rustic. Be prepared for house to be cold when you show up. Host is very responsive and accommodating."
United States
Michael D.
The price is AU$488
includes taxes & fees
5 Nov - 6 Nov
Beautiful country cabin with hot tub and outdoor shower in Londonderry
A modern kitchen with white cabinets, stainless steel appliances, and a wooden floor.

9. Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle

Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle
Ludlow
9.8 out of 10, Exceptional, (114 reviews)
"Wendi was very responsive when I had questions. We enjoyed our weekend getaway. Great location we walked into town to the Farmers Market Sunday."
United States
Tina l.
The price is AU$673
includes taxes & fees
16 Nov - 17 Nov
Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle
A fire pit with logs, surrounded by Adirondack chairs and a table with a mug.

10. Tranquil Brookside Retreat with Hot Tub & Firepit

Tranquil Brookside Retreat with Hot Tub & Firepit
Peru
10.0 out of 10, Exceptional, (9 reviews)
"Beautiful place. Comfortable and well furnished. "
United States
Michael B.
The price is AU$1,040
includes taxes & fees
10 Nov - 11 Nov
Tranquil Brookside Retreat with Hot Tub & Firepit
A two-story house with a covered porch, a staircase, and a front door with a wreath.

11. First-floor downtown condo, less than a mile from Okemo Mountain

First-floor downtown condo, less than a mile from Okemo Mountain
Ludlow
9.0 out of 10, Wonderful, (14 reviews)
"Great place!"
United States
Darcie L.
The price is AU$468
includes taxes & fees
7 Nov - 8 Nov
First-floor downtown condo, less than a mile from Okemo Mountain
A modern living room with a fireplace, a television, and a ceiling fan.

12. Ground-floor ski-in/ski-out condo near the Sachem trail, ski to Sunburst

Ground-floor ski-in/ski-out condo near the Sachem trail, ski to Sunburst
Ludlow
9.6 out of 10, Exceptional, (18 reviews)
"Very clean and comfortable for our family of 4. Great ski-in/ski-out location - easily accessible to all lifts. Highly recommend. "
United States
Carey S.
The price is AU$734
includes taxes & fees
10 Nov - 11 Nov
Ground-floor ski-in/ski-out condo near the Sachem trail, ski to Sunburst
A spacious living room with a stone fireplace, wooden beams, and a large sofa.

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

Deerwood Hill ~ après ski cabin • hot tub • fire pit • Stratton • Manchester
Londonderry
9.6 out of 10, Exceptional, (25 reviews)
"Super attentive and accommodating host! It was a perfect cozy getaway on a frigid weekend, and the fireplace and hot tub were just the ticket. "
United States
Meghan R.
The price is AU$774
includes taxes & fees
9 Nov - 10 Nov
Deerwood Hill ~ après ski cabin • hot tub • fire pit • Stratton • Manchester
A golf course with a winding path, trees, and a hilly landscape.

14. First-floor downtown studio near dining and gear shops, under a mile to Okemo

First-floor downtown studio near dining and gear shops, under a mile to Okemo
Ludlow
8.8 out of 10, Excellent, (14 reviews)
"This place was so close to Okemo, and walking distance to the local pub and restaurants."
United States
Brian
The price is AU$442
includes taxes & fees
7 Nov - 8 Nov
First-floor downtown studio near dining and gear shops, under a mile to Okemo
A view of a grassy area with a ski lift and a building in the background.

15. Okemo ski-in/ski-out condo a few feet from the A and B Quad lifts

Okemo ski-in/ski-out condo a few feet from the A and B Quad lifts
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 AU$382
includes taxes & fees
7 Nov - 8 Nov
Okemo ski-in/ski-out condo a few feet from the A and B Quad lifts
A rectangular pool with a glass enclosure, surrounded by lounge chairs and umbrellas, set in a landscaped area with trees.

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

Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort
Cavendish
10.0 out of 10, Exceptional, (26 reviews)
"Great location, and comfortable for the whole family. Everyone in the enjoyed the open living room and dining room, plus the privacy of their own bedroom space. "
United States
Ania H.
The price is AU$725
includes taxes & fees
16 Nov - 17 Nov
Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort
A red house with a covered porch and a chimney.

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

Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Grafton
9.6 out of 10, Exceptional, (175 reviews)
"We had such a great time! Those is a well taken care of, clean, cozy property. We would absolutely visit again!!"
United States
Kathy H.
The price is AU$513
includes taxes & fees
11 Nov - 12 Nov
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
A playground with slides and climbing structures surrounded by trees.

18. Cozy Bromley Retreat — Ski-In, Ski-Out

Cozy Bromley Retreat — Ski-In, Ski-Out
Bromley Mountain
9.4 out of 10, Exceptional, (21 reviews)
"The place was clean and had all the essentials. Right across from pool and great stay."
United States
Andrew P.
The price is AU$612
includes taxes & fees
17 Nov - 18 Nov
Cozy Bromley Retreat — Ski-In, Ski-Out
A golf course with a winding path, trees, and a distant mountain range.

19. Compact downtown studio condo with kitchenette near the Okemo slopes

Compact downtown studio condo with kitchenette near the Okemo slopes
Ludlow
8.6 out of 10, Excellent, (34 reviews)
"the home was clean and very nice. "
United States
Frank R.
The price is AU$347
includes taxes & fees
7 Nov - 8 Nov
Compact downtown studio condo with kitchenette near the Okemo slopes
A cozy cabin interior with a stone fireplace, leather sofas, and large windows offering a view of the forest.

20. 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 AU$660
includes taxes & fees
16 Nov - 17 Nov
Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore
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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Find holiday rentals that suit your style

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Top Weston Hotel Reviews

A bedroom with a fireplace, two beds, a chair, and a nightstand.
The Manchester View

The Manchester View

The Manchester View
Manchester Center

10/10 Excellent

.
Australia
Sharon
Reviewed October 15, 2023
The Manchester View

Find out more about Weston

Everything you need to know about Weston 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 Weston 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 Weston holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search.

Weston holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Weston. 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 Weston 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 Weston holiday rentals we have selected for you start as low as AU$201 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Weston rentals

At Expedia, we put the best Weston 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 Weston 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 Weston 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 Weston. 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 Weston?

Yes, there are holiday rentals close to the most popular sights in Weston, or you can select a more secluded option if you're looking for a relaxing stay. Weston is known for its ski areas and entertainment choices. Make sure you have time to check out the theatres and shopping during your trip.

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

Traveling with kids? Try this secluded & updated 3-bedroom home close to Okemo: This holiday home rental outside of Weston 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 Weston?

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

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 wider area, you’ll find Weston Priory and Viking Nordic Center.

What are holiday rentals like in Weston?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Weston. Holiday rentals feature amenities such as hot tubs, fire pits and patios to help you enjoy your stay. If you're concerned about a sanitised environment, a holiday rental can provide a sense of safety away from shared hotel lifts and busy reception areas while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental an attractive option for a family trip or a small group gathering.