Weston vacation rentals

We found 1,505 vacation rentals — enter your dates for availability

Discover a selection of 16 homes and other vacation rentals in Weston that are perfect for your trip. Whether you’re traveling with friends, family, or just with your pet, vacation rentals have the amenities you expect for your stay, such as air conditioning and WiFi. You'll be able to choose a rental that has what everyone needs, including places that are non-smoking or accessible.
  • Peace of mind
    Our Book with Confidence guarantee gives you 24/7 support
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, yards and more
  • More for less
    More space, more privacy, more amenities — more value
  • A place for everyone
    We stand for diversity, inclusion and families everywhere.
    Learn more

Find out more about Weston

Find out more about Weston

Why visit Weston

  1. Outdoor Adventures: Enjoy skiing, hiking, and biking in the beautiful landscapes surrounding Weston.
  2. Weston Playhouse: Experience local theater and cultural performances at this charming venue.
  3. Picturesque Town: Explore the quaint charm of Weston, with friendly locals and stunning scenery.
  4. Nearby Attractions: Visit the historical town of Woodstock for family-friendly outings and romantic escapes.
  5. Variety of Accommodations: Choose from cozy condos, private homes, and convenient motels to suit your travel needs.

Popular types of accommodation in Weston

If you're considering a getaway to Weston, you'll find a variety of accommodation options to suit your needs. Our most popular choices include cozy condos, spacious houses, and comfortable apartments. Whether you're looking for a hotel in Weston, a motor lodge, or a more unique experience, we’ve got all the information you need to make your stay enjoyable and memorable.

  • Condos: The top choice for travelers in Weston, offering modern amenities and shared facilities for a comfortable stay.
  • Houses: A popular option for those seeking spacious accommodations, ideal for families or groups looking for a home-like experience.
  • Apartments: A convenient alternative for solo travelers or couples, providing essential comforts in a compact space.
  • Cabins: A charming option for nature lovers, offering a rustic retreat amidst the beautiful Vermont scenery.
  • Cottages: Cozy and quaint, these rentals provide a delightful getaway with a touch of charm and character.**

Top attractions in Weston

Weston, Vermont, is a fantastic destination for ski and adventure enthusiasts. Explore popular attractions like ski resorts, national parks, and serene lakes, perfect for outdoor adventures and cultural experiences. Don't miss the chance to enjoy bike tours and other outdoor activities, as well as a visit to the Weston Playhouse for a taste of local theater. Whether you're with family or friends, Weston offers a delightful blend of scenery and recreation for an unforgettable vacation.

  1. Stratton Mountain Resort: A premier ski resort located 14 miles from Weston, offering thrilling outdoor adventures year-round. Enjoy skiing, snowboarding, and mountain biking amidst breathtaking landscapes, making it perfect for outdoor enthusiasts.
  2. Weston Priory: Nestled in Weston, this serene monastery features beautiful architecture and peaceful gardens. Visitors can experience a unique cultural retreat, reflecting on spirituality and tranquility in a picturesque setting.
  3. Lowell Lake State Park: Just 5 miles from Weston, this national park is a haven for nature lovers. Explore scenic trails, enjoy outdoor activities, and take in stunning views of the lake and surrounding wilderness.

Things to do recommended for couples

Experience romance in Weston, Vermont! Enjoy skiing at Okemo Mountain Resort, just 9 miles away, or seek adventure at Stratton Mountain Resort and take in stunning views from the Stratton Mountain Summit Gondola, both 14 miles from your cozy getaway. Perfect for couples who love the outdoors!

Things to do recommended for families

Families can explore the serene Dana L. Thompson Memorial Park, just 15 miles from Weston, enjoy thrilling rides at the Bromley Alpine Slide, 9 miles away, or skate at The Ice House Ice Skating, located 10 miles from Weston, offering fun and relaxation for all ages.

Things to do recommended for groups

Your group can enjoy a captivating performance at the Weston Playhouse, immerse yourselves in local flavors at the West River Farmers Market just 4 miles away, and challenge yourselves on the beautiful Fox Run Golf Course located 10 miles from Weston.

What do I need to keep in mind when booking a vacation in Weston

When planning your trip, whether it's with friends, family, pets, or for an extended stay, it's important to prioritize your preferences. Here are some helpful booking tips for using Vrbo.

  • Traveling to Weston with a group: Think about how many bedrooms you require, as well as features like a full kitchen or outdoor areas for group gatherings. Luckily, you can easily refine your search for these options and more on Vrbo.
  • Traveling to Weston with young kids: Traveling with little ones can be demanding. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to attractions that are enjoyable for families.
  • Taking your pets with you to Weston: For many families, a vacation just isn’t the same without their furry companions. If this resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly homes offer feeding bowls and cozy beds to ensure that every member of the family feels comfortable and at home.
  • Planning for a long term stay visiting Weston: If you're in search of vacation rentals that offer discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to consider including features like parking, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay in Weston

Weston, Vermont, offers a delightful blend of relaxation and adventure, making it an ideal getaway. Explore the picturesque charm of the town, with its friendly locals and stunning scenery. Nearby, the enchanting town of Woodstock beckons with its historical charm, perfect for family-friendly outings or romantic escapes. Whether you're skiing in winter or enjoying destination weddings amidst breathtaking landscapes, Weston promises a memorable experience for every traveler.

  • Woodstock: Located 27 miles from Weston, Woodstock is a picturesque town known for its vibrant arts scene and outdoor adventures. Nestled amidst rolling hills and lush landscapes, this charming destination attracts visitors for its excellent skiing opportunities and outdoor experiences. Notable attractions include the beautiful Marsh-Billings-Rockefeller National Historical Park, where you can hike scenic trails, and the iconic Woodstock Inn & Resort, which offers luxurious accommodations. In winter, the nearby ski fields provide thrilling slopes for skiing enthusiasts, making Woodstock a perfect year-round getaway.
  • Killington: Also situated 27 miles from Weston, Killington is a renowned ski resort town that offers a thrilling blend of adventure and sports experiences. Famous for its expansive ski area, Killington attracts winter sports lovers from all over. In addition to skiing, visitors can explore the stunning Killington Mountain, which provides breathtaking views and hiking trails in warmer months. The vibrant town center is lined with cozy restaurants and shops, making it a great place to unwind after a day on the slopes. The vibrant atmosphere and variety of activities ensure a memorable visit.
  • Ludlow: Just 9 miles from Weston, Ludlow is a charming town that offers an inviting mix of skiing, adventure, and sports experiences. Home to the popular Okemo Mountain Resort, Ludlow is a winter wonderland, perfect for skiing and snowboarding. In the summer, visitors can enjoy hiking trails with stunning mountain and valley views. The town’s friendly atmosphere is complemented by local eateries and shops, providing a cozy retreat after a day outdoors. Ludlow’s close proximity to scenic lakes makes it an ideal spot for fishing, swimming, and picnicking, adding to its appeal.

Best time to go to Weston

If you're planning a trip to Weston, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in July and September to October, while off-peak times, like January to March tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January19.8°F (-6.8°C)Light RainMostly CloudySlightly LowModerately High
February21.7°F (-5.7°C)Light RainMostly CloudySlightly LowModerately High
March29.7°F (-1.3°C)Light RainMostly CloudySlightly LowAverage
April41.9°F (5.5°C)Light RainMostly CloudyAverageModerately Low
May54.9°F (12.7°C)Light RainMostly SunnyAverageModerately Low
June62.2°F (16.8°C)Light RainMostly SunnyAverageModerately Low
July68.2°F (20.1°C)Light RainMostly SunnySlightly HighAverage
August66.2°F (19.0°C)Light RainMostly SunnyAverageAverage
September59.4°F (15.2°C)Light RainMostly SunnySlightly HighAverage
October47.8°F (8.8°C)Light RainMostly CloudySlightly HighAverage
November35.4°F (1.9°C)Light RainMostly SunnyAverageAverage
December26.8°F (-2.9°C)Light RainMostly CloudyAverageModerately High

Booking with Vrbo is simple

Are you hoping to cut costs on your upcoming trip? Being flexible with your travel dates can lead to significant savings, as prices tend to vary. Additionally, opting for a longer stay often results in better deals. To discover the perfect Vrbo rental that fits your budget, take advantage of our filters to sort by price, location, and type of vacation rental.

Save more with One Key

Plan your group getaway by booking an eligible Vrbo and earn OneKeyCash™ on your reservation. Being the planner has its perks! When you join our travel rewards program, One Key, you gain immediate access to member discounts and can earn and redeem OneKeyCash™ on qualifying bookings. Sign up now and begin enjoying your savings!

Vrbo Trips: Effortless planning

Vrbo’s Trip Board provides a convenient space for you to plan new trips, keep your travel arrangements on track, and manage your bookings in an organized way. Your saved or booked properties are categorized into Potential, Upcoming, or Current Trips for easy access. To start exploring Trip Boards, please visit: https://www.vrbo.com/trips.

**Based on Vrbo properties booked during 2023 and 2024.

Head to the tranquil city of Weston

Enjoy the area's entertainment, theater scene and museums and make a vacation rental your home during your stay in Weston. This relaxing and scenic city is known for its skiing, hiking and shopping. A vacation rental can help make your stay complete. Many rentals come with a full kitchen and laundry facilities.

Activities and attractions in Weston

Are you looking for attractions to visit while you're in the area? Venture out of your vacation home and experience everything that makes Weston a fun spot to vacation. Here are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Stratton Mountain Resort (14.4 mi / 23.2 km)
  • Viking Nordic Center (4.5 mi / 7.3 km)
  • Magic Mountain Ski Resort (6.7 mi / 10.8 km)
  • Okemo Mountain Resort (8.5 mi / 13.7 km)
  • Bromley Mountain Ski Resort (8.8 mi / 14.1 km)
  • Jamaica State Park (10 mi / 16.1 km)

Exploring the natural landscape of Weston

Whether you're looking for adventure or just want to spend some time taking in the scenery, Weston is a great place to get out in nature. These are some of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city center:

  • Lowell Lake State Park (4.9 mi / 7.9 km)
  • Winhall River (10.3 mi / 16.5 km)
  • Buttermilk Falls (10.5 mi / 16.9 km)
  • Emerald Lake State Park (10.7 mi / 17.2 km)
  • Green Mountain National Forest (10.8 mi / 17.4 km)
  • Lake Rescue (12 mi / 19.3 km)

Transportation to and around Weston

The nearest airport is in Springfield, VT (VSF-Hartness State), located 14 mi (22.6 km) from the city center. If you can't find a flight that works for your travel itinerary, you can also fly into Rutland, VT (RUT-Rutland Southern Vermont Regional), which is 18 mi (29 km) away.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Weston?
The most desirable types of vacation rentals in Weston are cottages. Ready for more choices? Vrbo has many options to match our guests’ diverse needs, so you’ll see properties in lots of shapes and sizes. The ideal fit is ready and waiting for you — find yours today.
How much does it cost to rent a vacation rental in Weston?
A range of factors affect how much you pay for a vacation rental in Weston, including the type of property, season and length of stay. Still, all Vrbo homes have one thing in common — exceptional value. Just enter your travel dates to find your dream escape.
How much does it cost to rent a beach house in Weston?
Prices for beach houses in Weston will vary depending on the style and size of the property and time of year you’re traveling. Simply enter your dates of travel into Vrbo and how many guests to see available options and prices. From there you can use the filters to narrow your search results by nearby activities, amenities, ratings and more.
Are there pet-friendly vacation rentals in Weston?
Good news! Yes. You can pick from 17 vacation rentals that allow pets in Weston. Many of our pet-friendly vacation rentals even come with an area outdoors for your four-legged fur baby to play in, complimentary treats, special dog beds and proximity to parks. Apply the “Pets allowed” filter to find your pawfect place on Vrbo.
Can I rent a house with a pool in Weston?
Pack your swimsuit and inflatable lounger, because there are three houses with a private pool in Weston. Kick back at one of these sought-after vacation homes and let every day be a pool day. Simply enter your dates into Vrbo, then check the “pool” filter to find the ideal place for a splashing good time!
What are popular rental amenities in Weston?
When it comes to rental amenities that people look for in Weston, a fireplace, a garden and a chef rank highest. With Vrbo vacation rentals, there are choices to fit your taste and style, whether you’re going away with friends, relatives or even pets.
Are there large group vacation rentals in Weston?
With seven properties that can sleep 10 or more people in Weston, you won’t have to hold back on your invites. From fun family get-togethers to special events like birthday parties and weddings, Vrbo can help you find a large group rental to match the occasion.
Are there vacation rentals in Weston that welcome kids?
With 17 family-friendly vacation rentals to pick from in Weston, now is a great time to introduce the little ones to the pleasures of travel. Click on our “Properties good for families” filter to discover stays packed with amenities ideal for vacationing families, such as multiple bedrooms, patios, entertainment areas and hot tubs.
What are the top attractions for families in Weston?
Give the kiddos a good time at these wonderful family-friendly attractions in Weston:

  • Weston Priory
  • Weston Playhouse

Are there one-bedroom vacation rentals in Weston?
You’ll find two one-bedroom properties in Weston to pick from. A one-bedroom vacation rental is a great option if it’s only you and your partner or if you’re flying solo. Add in more convenience, space and privacy compared to a hotel, and you’ve got the makings of a trip to remember.
Can I find two-bedroom vacation rentals in Weston?
Gather your loved ones and enjoy peace, privacy and comfort in one of the three two-bedroom vacation rentals Weston has to offer.
Are there vacation rentals with WiFi in Weston?
You can choose from 11 vacation rentals with WiFi in Weston. If you want to disconnect from daily life on your trip, but still need to be connected to the internet, these properties have just what you need. Narrow your search by applying the WiFi filter on Vrbo.
How can I find vacation rentals with air conditioning in Weston?
Weston has nine vacation rentals where you can relax and recharge in air-conditioned comfort. To book a property on Vrbo that comes with this perk, enter your preferred travel dates and use the handy filters to select the “air conditioning” box.
How old do you have to be to rent a vacation rental in Weston?
The minimum required age is usually 16, 18 or 21. It can differ across properties on Vrbo, so check the rules of your preferred Weston vacation home before you book.
How long can I rent a vacation rental in Weston for?
It’s really down to the Weston property. To see a list of options offering extended stays, simply type your dates and guest number into Vrbo’s search page. Enjoy having the whole property to yourself, as well as comforts such as a fully-equipped kitchen and a yard where your little ones can play. Be on the lookout for long-term stays that offer discounted weekly or monthly prices.
Does Vrbo offer discounts for vacation homes in Weston?
Whether you’re eyeing off one of our newly listed homes, or one of our weekly or monthly discounts on vacation rentals, you’re sure to find some amazing deals and discounts on Vrbo. From weekend trips to extended getaways, we’ve got the perfect space for your next Weston escape.

More Vacation Rentals ideas

People also search for