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Waitsfield holiday lettings

We found 382 holiday rentals — enter your dates for availability

Select from 68 houses, 20 flats and other holiday rentals to find the perfect place for your stay in Waitsfield. Whether you’re travelling with friends, family or just with your pet, holiday rentals have the best amenities for hanging out with the people that matter most, such as air conditioning and Wi-Fi. No matter what you're looking for, you'll be able to choose a property to rent that has what everyone needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts - Waitsfield

Showing deals for:15 May - 22 May

Image gallery for Contemporary Hillside Chalet

Exterior View
9.6 out of 10, Exceptional, (117 reviews)
Exceptional
(117 reviews)

Contemporary Hillside Chalet

Waitsfield

9% off
Price is £3,703
for 7 nights, 1 chalet
£529 per night
includes taxes & fees
Contemporary Hillside Chalet

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Why visit Waitsfield

  • Scenic landscapes: Waitsfield boasts stunning natural beauty, perfect for outdoor enthusiasts and tranquil retreats.
  • Skiing and adventure: Ideal for thrill-seekers, with access to excellent ski resorts and adventure activities.
  • Historic charm: Discover picturesque covered bridges and a rich local heritage throughout the town.
  • Art and culture: Explore local art galleries and partake in guided tours to immerse yourself in the community.
  • Comfortable accommodation: Enjoy a variety of inviting rental options, from cozy condos to charming private homes.

Popular types of accommodation in Waitsfield

Planning a getaway to Waitsfield? The next step is selecting the perfect accommodation for your stay. Explore a variety of options, including houses, cosy condos, and stylish apartments. With a range of Waitsfield vacation rentals available, you’re sure to find the ideal rental home that suits your needs. Discover the charm of house rentals in this picturesque destination and enjoy a memorable holiday with peace of mind.

  • Houses: The top choice for visitors to Waitsfield, offering spacious living and the comforts of home for families or groups.
  • Condos: A popular option for those seeking modern amenities and a convenient location, perfect for couples or small families.
  • Apartments: Ideal for solo travellers or couples, providing a homely feel in the heart of Waitsfield.
  • Cabins: A charming retreat nestled in nature, great for those wanting a rustic experience.
  • Cottages: Quaint and inviting, perfect for a romantic getaway or a peaceful escape.**

Top attractions near Waitsfield

Waitsfield, Vermont, is ideal for ski and adventure holidays, offering a variety of attractions such as ski resorts, historic bridges, and universities. Visitors can immerse themselves in culture and outdoor activities, with options for friendly pursuits, art galleries, and guided tours. Whether you're seeking thrilling experiences or a leisurely exploration of the local area, Waitsfield provides a delightful backdrop for your vacation.

  • Sugarbush Ski Resort: Nestled 3.1km from Waitsfield, this premier ski resort offers thrilling slopes for all skill levels, complemented by stunning mountain views. Enjoy a variety of outdoor activities, from skiing to snowboarding, all within an adventurous atmosphere.
  • Norwich University: Located 5.6km away, this historic institution boasts a rich cultural heritage. Explore its beautiful campus and engage with the vibrant community that celebrates military history and education.
  • Mad River Valley: Just 3.7km from Waitsfield, this picturesque valley is perfect for outdoor enthusiasts. Experience hiking, biking, and breathtaking scenery in a serene, adventurous setting.

Things to do recommended for couples

For a romantic getaway in Waitsfield, indulge in skiing at Sugarbush Ski Resort, only 3.1km away. Enjoy the adventure vibes at the Gate House Quad Ski Lift, or explore the serene trails at Ole's Cross Country Center, perfect for couples seeking outdoor excitement together.

Things to do recommended for families

Families visiting Waitsfield can indulge in sweet treats at Ben and Jerry's Factory and Green River Chocolates, both offering delightful family vibes. For some outdoor fun, head to Rikert Nordic Center for wellness and relaxation, perfect for a day of recreation just 11.2km away.

Things to do recommended for groups

Enjoy a round at Sugarbush Resort Golf Club, located 3.1km from Waitsfield, or explore the scenic trails at Blueberry Lake Cross Country and Snowshoeing Center, 3.7km away. For an entertaining evening, catch a film at The Big Picture Theater & Cafe in the heart of Waitsfield.

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

Whether you're journeying with a group, enjoying a family holiday, bringing along your pets, or seeking extended stays, it's important to filter your options according to your key priorities. Here are some helpful booking tips for using Vrbo.

  • Traveling to Waitsfield with a group: Think about how many bedrooms you'll require, along with facilities like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for all of these options and more on Vrbo.
  • Traveling to Waitsfield with young kids: Travelling with young children can present its own set of challenges. It's important to prioritise their comfort and safety, alongside ensuring that suitable facilities, like a private swimming pool, are available. Additionally, you may want to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Waitsfield: For many, a family holiday isn’t truly fulfilled without their furry companion by their side. If this resonates with you, take a look at Vrbo properties that welcome pets. The majority of pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at ease.
  • Planning for a long term stay visiting Waitsfield: If you're in search of holiday rentals offering 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 a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Waitsfield

Waitsfield, Vermont, is a charming destination perfect for ski and adventure enthusiasts. Nestled in stunning landscapes, this quaint town offers a family-friendly atmosphere, inviting excursions, and a warm community spirit. Explore the beauty of Waitsfield with its serene surroundings, ideal for quiet rentals and evenings by a firepit. Whether you seek thrilling sports or a peaceful retreat, Waitsfield promises an unforgettable vacation experience.

  • Warren: Nestled a mere 3.7km from Waitsfield, Warren is a charming town that beckons adventure enthusiasts, particularly those keen on skiing and outdoor sports. With its stunning valley and mountain vistas, Warren is home to some of the best ski resorts in the region, offering a plethora of exhilarating activities. Visitors can explore the expansive ski fields or enjoy a leisurely day by the scenic lakes. The town’s welcoming atmosphere and proximity to nature make it a favourite among those seeking both adventure and relaxation.
  • Moretown: Just 3.1km away from Waitsfield, Moretown is a delightful destination for outdoor lovers and thrill-seekers. With its picturesque valleys and serene lakes, this quaint town is perfect for skiing and other outdoor adventures. The local ski resorts provide exciting opportunities for both novice and experienced skiers alike. Moretown's natural beauty and ample recreational activities ensure that every visitor can find something to enjoy, from hiking to snowboarding, making it an ideal spot for an exhilarating getaway.
  • Waterbury: Located 6.8km from Waitsfield, Waterbury is a vibrant city known for its stunning landscapes and adventurous spirit. With easy access to ski resorts and outdoor sports, it attracts many seeking an active holiday. The surrounding valleys and mountains provide a breathtaking backdrop for skiing, hiking, and other recreational pursuits. Additionally, Waterbury's charming downtown area is replete with local shops and eateries, offering a taste of the region's culture and hospitality, making it a must-visit on your holiday itinerary.

Best time to go to Waitsfield

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

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January17.6°F (-8.0°C)Light RainMostly CloudyAverageSlightly High
February19.8°F (-6.8°C)Light RainMostly CloudyAverageSlightly High
March28.4°F (-2.0°C)Light RainMostly CloudyAverageAverage
April41.0°F (5.0°C)Light RainMostly CloudyAverageAverage
May54.9°F (12.7°C)Light RainMostly SunnySlightly LowSlightly Low
June62.2°F (16.8°C)Light RainMostly SunnyAverageSlightly Low
July68.2°F (20.1°C)Light RainMostly SunnySlightly HighAverage
August66.4°F (19.1°C)Light RainMostly SunnySlightly HighAverage
September59.2°F (15.1°C)Light RainMostly SunnySlightly HighSlightly Low
October47.3°F (8.5°C)Light RainMostly CloudyAverageAverage
November34.5°F (1.4°C)Light RainMostly CloudySlightly LowAverage
December25.3°F (-3.7°C)Light RainMostly CloudySlightly LowSlightly High

Booking with Vrbo is simple

Looking to make the most of your next holiday? Consider being flexible with your travel dates, as this can lead to significant savings. Moreover, extending your stay often results in even better deals. To discover the ideal Vrbo property that fits your budget, utilise our filters to refine your search by price, location, and type of holiday rental.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board provides a convenient platform for you to plan new trips, manage your ongoing arrangements, or review and organise your bookings. The properties you’ve saved or reserved are neatly categorised into Potential, Upcoming, or Current Trips. To discover the features of Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

The arty city of Waitsfield awaits you

Enjoy the art galleries and other features of Waitsfield. Travellers to this scenic city praise the skiing, hiking and cycling. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities and attractions in and around Waitsfield

Are you hoping to discover attractions to see in the area? Travellers enjoy fun activities like skiing and horse riding. Venture out of your cosy holiday rental and experience everything that makes Waitsfield a fun place to get away to. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Ole's Cross Country Center (4.9 mi / 7.9 km)
  • Sugarbush Ski Resort (5 mi / 8 km)
  • Mad River Glen Cooperative (5.1 mi / 8.3 km)
  • Blueberry Lake Cross Country and Snowshoeing Center (6.4 mi / 10.3 km)
  • Cold Hollow Cider Mill (14.2 mi / 22.8 km)
  • Bolton Valley Ski Area (15.7 mi / 25.3 km)

Exploring the natural features in Waitsfield

Whether you're an adventurous traveller or just want to take in the scenery, Waitsfield is a great place to get outside. These are some of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city centre:

  • Mad River (4.2 mi / 6.7 km)
  • Mad River Valley (5.5 mi / 8.9 km)
  • Moss Glen Falls (12 mi / 19.2 km)
  • Granville Gulf State Reservation (13 mi / 20.9 km)
  • Little River State Park (14.1 mi / 22.6 km)
  • Cedar Lake (15.9 mi / 25.5 km)

Seasonal weather averages in Waitsfield

Travellers enjoy Waitsfield for its skiing. If you've planned your trip around snowy activities, consider visiting in March, January, December or February, when snowfall averages 55 cm and temperatures average -5°C.

How to get to and around Waitsfield

The nearest airport is in Montpelier, VT (MPV-Edward F. Knapp State), located 13 mi (20.9 km) from the city centre. If you can't find a flight that's convenient for your trip, you could also fly into Burlington, VT (BTV-Burlington Intl.), which is 25.3 mi (40.7 km) away.

Frequently asked questions

What is the best area to stay in Waitsfield when booking a holiday rental?
When considering a holiday rental in Waitsfield, Vermont, the Mad River Valley is a popular area to stay. This picturesque region is renowned for its stunning mountain views and outdoor recreational opportunities, making it a favourite among both winter sports enthusiasts and summer adventurers.

A highlight of staying in this area is the proximity to the Sugarbush Resort, which offers excellent skiing in the winter and fantastic hiking trails during the warmer months. Additionally, the charming village of Waitsfield itself is home to a variety of delightful shops and eateries, where you can savour local flavours and explore artisan crafts.

In terms of rental options, the Mad River Valley boasts a diverse range of properties, from cosy cabins to elegant lodges, ensuring that visitors can find a superb fit for their needs.
How much does it cost to rent a holiday home in Waitsfield?
Prices for holiday rentals in Waitsfield vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Waitsfield to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Waitsfield holiday house rentals?
You can find great discounts on house rentals in Waitsfield on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best Waitsfield ski resort rentals?
For renting ski accommodations in Waitsfield, Vermont, the area surrounding Sugarbush Resort offers excellent options for travellers seeking proximity to the slopes. The immediate vicinity boasts a variety of properties, including spacious condominiums and charming chalets that are ideal for families or groups. Many of these rentals come equipped with amenities such as full kitchens, fireplaces, and hot tubs, providing a comfortable retreat after a day on the mountain.

In the heart of Waitsfield, you can find delightful cottages and townhomes that offer easy access to both the ski resort and the vibrant local scene. These properties often feature outdoor decks with scenic views, ski storage facilities, and communal amenities such as swimming pools or fitness areas. The nearby Mad River Valley is also home to quaint inns and lodges, where visitors can enjoy rustic charm combined with modern comforts, including complimentary Wi-Fi and breakfast options.

For those looking to explore beyond skiing, the Mad River Valley offers outdoor activities year-round, including hiking and mountain biking trails, with some rentals providing direct access to these pathways.
What is the most popular type of holiday rental accomodation in Waitsfield?
In Waitsfield, holiday houses are the most popular type of holiday rental, with approximately 264 available throughout the area. These spacious homes are often situated in scenic locations, providing easy access to the natural beauty of Vermont. Most holiday houses feature fully equipped kitchens, multiple bedrooms, and ample outdoor space, making them ideal for families or groups looking to enjoy a comfortable and private retreat.

Additionally, there are around 72 condos and 40 apartments, which are commonly found in convenient locations near local attractions and amenities. These rentals typically include modern conveniences such as Wi-Fi, laundry facilities, and sometimes shared amenities like pools or fitness centres. For those seeking a cozier setting, about 24 cottages and 16 chalets are also available, offering a charming and rustic atmosphere.
Are there any family house rentals in Waitsfield?
In Waitsfield, Vermont, there are numerous family-friendly house rentals available—specifically, around 71 options throughout the area. Visitors can find spacious rooms in various neighbourhoods, offering amenities that cater to both relaxation and entertainment. Many properties boast large living rooms, fully equipped kitchens for preparing meals together, and outdoor spaces where children can play safely.

The locale is also conveniently located near popular attractions such as Sugarbush Resort, which is superb for skiing in the winter and mountain biking in the summer. Families can enjoy nearby hiking trails and enjoy the picturesque scenery of the Mad River Valley, which is ideal for outdoor activities.
Can I rent a holiday home with a pool or hot tub in Waitsfield?
In Waitsfield, Vermont, there are around 20 holiday homes available for rent that feature pools or hot tubs, making it an excellent choice for travellers seeking relaxation and leisure. This picturesque town, located in the Mad River Valley, offers a charming blend of outdoor adventures and serene landscapes, ideal for both summer and winter getaways.

Properties with these amenities can often be found in close proximity to the famous Mad River Glen and Sugarbush ski resorts, allowing for easy access to skiing in the winter and hiking or mountain biking in the warmer months. Many of these rentals come equipped with spacious living areas, fully stocked kitchens, and outdoor spaces, superb for gatherings with family or friends.

Additionally, you can expect features like private hot tubs for après-ski relaxation, outdoor pools for summer enjoyment, and beautiful views of the surrounding mountains, enhancing your stay in this delightful Vermont town.
Can I find long-stay holiday rentals in Waitsfield?
A long-stay holiday rental in Waitsfield is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Waitsfield?
In Waitsfield, Vermont, there are several pet-friendly house rentals available, with a total of 37 options for travellers. Many of these holiday homes are situated in close proximity to the scenic Mad River Valley, providing easy access to both outdoor adventures and local attractions. Amenities typically include spacious living areas, fully equipped kitchens, and outdoor spaces such as decks or patios, great for enjoying the stunning mountain views.

The area is known for its charming rural atmosphere, making it an excellent choice for families or groups travelling with pets. Nearby, you can explore pet-friendly hiking trails and parks, allowing for enjoyable outings with your furry companions. Additionally, the local community often hosts events and activities that welcome pets, ideal for visitors.
Are there any remote work holiday rentals in Waitsfield?
In Waitsfield, Vermont, remote work holiday rentals are plentiful, with around 388 options available. This picturesque town offers a blend of natural beauty and modern conveniences, making it an excellent choice for those looking to balance work and leisure. Many of the properties come equipped with essential amenities such as high-speed internet, dedicated workspaces, and Wi-Fi access, ensuring a comfortable environment for productivity.

Travellers can expect a range of accommodations, from cosy cabins located in the woods to spacious homes with beautiful mountain views. Some rentals may also feature amenities like outdoor decks, hot tubs, and fully equipped kitchens, allowing for a relaxing stay after a day of work.

Additionally, the charming Waitsfield village offers local shops, restaurants, and access to outdoor activities like hiking and skiing in the nearby Mad River Valley, providing a great backdrop for both work and play. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Waitsfield holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Waitsfield with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Waitsfield?
In Waitsfield, popular rental amenities typically include kitchens, allowing guests to prepare their own meals and enjoy the convenience of home cooking. Many properties also feature decks or patios, superb for relaxing outdoors and soaking in the picturesque surroundings. A coffee and tea maker is a common amenity, suiting those who appreciate a warm drink at any time of day. Onsite parking is often available, making it easy for guests to explore the area without worrying about where to leave their vehicles.
When is the best time to visit Waitsfield for a holiday rental?
The best time to visit Waitsfield for a holiday rental is during the peak season from July to September. This vibrant period attracts visitors eager to experience the stunning beauty of Vermont's Green Mountains. With warm temperatures averaging around 20 to 30 degrees Celsius, it's an ideal time for outdoor adventures like hiking, kayaking, and exploring the picturesque landscapes that the area is famous for.

July is particularly popular, offering a lively option with plenty of events and activities, including the vibrant farmers' markets and outdoor festivals that showcase local culture and produce. Whether you're enjoying a scenic drive along the Mad River Valley or taking in the breathtaking views from the Sugarbush Resort, July provides an abundance of opportunities for both relaxation and adventure.

If you're seeking a more budget-friendly option, consider planning your visit in November. This month is quieter, allowing for a peaceful retreat while still enjoying the enchanting charm of the area, especially as the fall colours transition into the early winter landscape.

Ultimately, your choice of when to visit Waitsfield can shape your experience, whether you're drawn to the energetic summer months filled with activities or the tranquil beauty of the quieter shoulder season.
How early should I book a Waitsfield holiday rental?
Book your Waitsfield holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Waitsfield?
In Waitsfield, Vermont, visitors can enjoy a variety of attractions that highlight the natural beauty and charm of the area. The Mad River Valley is a popular spot for outdoor activities such as hiking and mountain biking, with trails that cater to all skill levels. The picturesque Waitsfield covered bridge is a quintessential photo opportunity and a beloved local landmark.

For those interested in skiing, the nearby Sugarbush Resort offers excellent winter sports options, including skiing and snowboarding, along with stunning views of the surrounding mountains. The area also features quaint shops and local eateries that provide a taste of Vermont's culinary delights.

Furthermore, the Waitsfield Farmers Market is a great place to experience local produce and artisan goods, typically held on weekends during the warmer months.
Can I change or cancel my Waitsfield home rental booking on Vrbo?
To find Waitsfield holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Waitsfield holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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