Wardsboro holiday lettings

We found 1,243 holiday rentals — enter your dates for availability
Discover a selection of 25 homes, 10 cabins and other holiday rentals in Wardsboro that are perfect for your trip. Whether you’re staying in a holiday home with friends, family or even just your pets, you'll have the best amenities for spending time at your home away from home, such as air conditioning and a TV. No matter what you're looking for, you'll be sure to find a property to rent that has what everyone needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts – Wardsboro

Showing deals for:22 Jan - 29 Jan

Bedroom 1: Queen Bed
Large open-concept living and kitchen area
Terrace/patio
Dining area
Exceptional
(18 reviews)

Leonard’s Log Cabin— Mt. Snow/Stratton Ski House

Wardsboro

7% off
£4,629
for 7 nights, 1 cabin
£661 per night
includes taxes & fees
Leonard’s Log Cabin— Mt. Snow/Stratton Ski House
Main floor open concept living area, table seating for 12, sectional couch & TV
The NEW back deck with dining table, hot tub, and charcoal grill for cooking
Updated ski chalet, in the mountains of southern Vermont, 1 minute from Mt Snow
Main living area, seating, Roku TV, and electric fireplace to set the mood.
Exceptional
(12 reviews)

Chalet 1mi to Mount Snow with cinema and hot tub

West Dover

8% off
£7,897
for 7 nights, 1 chalet
£1,128 per night
includes taxes & fees
Chalet 1mi to Mount Snow with cinema and hot tub
foyer for all skiing and outdoor stuff
Jacuzzi hot tub
kitchen
main level living room sitting area
Exceptional
(26 reviews)

True Vermont Log Cabin Home at Mount Snow

West Dover

7% off
£5,384
for 7 nights, 1 cabin
£769 per night
includes taxes & fees
True Vermont Log Cabin Home at Mount Snow
Dining
Living area
Exterior
Exterior
Exceptional
(8 reviews)

Chalet /Stratton Mountain VT /5 minutes from base/Tesla Charger/5 bedrooms

Bondville

11% off
£6,007
for 7 nights, 1 chalet
£858 per night
includes taxes & fees
Chalet /Stratton Mountain VT /5 minutes from base/Tesla Charger/5 bedrooms
Private kitchen
Interior
Bar (on property)
Room
Exceptional
(80 reviews)

On River & Close to Stratton - Brand New 8-Person Hot Tub Arriving Nov 15!

Jamaica

8% off
£12,901
for 7 nights, 1 home
£1,843 per night
includes taxes & fees
On River & Close to Stratton - Brand New 8-Person Hot Tub Arriving Nov 15!
Fully equipped kitchen
Front of the house
Patio chairs and solo stove firepit
Livingroom with a view.
Exceptional
(17 reviews)

Chalet Mount Snow/Stratton Skiing/hiking

East Dover

7% off
£2,304
for 7 nights, 1 chalet
£329 per night
includes taxes & fees
Chalet Mount Snow/Stratton Skiing/hiking
Master 2 Second Floor
A beautiful brook that runs through our lot
Silestone counter top and Hickory cabinets
Enjoy chess, checkers or backgammon
Exceptional
(101 reviews)

New Lakefront Log Home

Wilmington

11% off
£3,407
for 7 nights, 1 chalet
£487 per night
includes taxes & fees
New Lakefront Log Home
The tile work in all bathrooms and kitchen are unique hand made tiles
One of a kind woodwork, beautiful handmade furniture and built ins.....
Inside, Outside - take your pick - it's always magical
Outdoor spa tub
Exceptional
(53 reviews)

One of a Kind Post and Beam Home on Private 100 acre Island

Jamaica

8% off
£6,816
for 7 nights, 1 home
£974 per night
includes taxes & fees
One of a Kind Post and Beam Home on Private 100 acre Island
Sitting room looking into the kitchen.
First floor full bath.
Interior
View from upstairs guest room
Exceptional
(8 reviews)

Views of Stratton, Minutes from the Slopes, EV Charging Level 2

Bondville

16% off
£9,097
for 7 nights, 1 home
£1,300 per night
includes taxes & fees
Views of Stratton, Minutes from the Slopes, EV Charging Level 2
Kitchen
Clubhouse BYOB bar
June 18th 2022
Second Floor - sitting area view
Exceptional
(48 reviews)

Mountain Chalet mins to Mount Snow - Chimney Hill Resort w/indoor pool & hot tub

Wilmington

11% off
£1,885
for 7 nights, 1 chalet
£269 per night
includes taxes & fees
Mountain Chalet mins to Mount Snow - Chimney Hill Resort w/indoor pool & hot tub
Wood burning fireplace in main living room
View from dining room into kitchen with fireplace
Bright sunny kitchen
Living room overlooks the back fields and sunset views
Exceptional
(34 reviews)

Mt Snow for families! Sprawling home, great views, skiing, snowmobiling, hiking

Jacksonville

7% off
£3,800
for 7 nights, 1 home
£543 per night
includes taxes & fees
Mt Snow for families! Sprawling home, great views, skiing, snowmobiling, hiking
Property grounds
Relax in the hot tub - perfect after a day on the slopes!
Living area
Interior
Exceptional
(27 reviews)

Secluded Home Near Mount Snow - 22 Acres, 4,500 sq. ft., Hot Tub, Pet-Friendly!

Brattleboro

7% off
£4,550
for 7 nights, 1 home
£650 per night
includes taxes & fees
Secluded Home Near Mount Snow - 22 Acres, 4,500 sq. ft., Hot Tub, Pet-Friendly!
Enjoy the family friendly open concept living area with soaring ceilings
Photo by @dirtandglass
Welcome to Bear Lair Lodge!

Photo by : @dirtandglass
Gather to enjoy the cozy wood burning fireplace with 65” TV/ DVD player/ movies
Exceptional
(30 reviews)

Mount Snow Chalet-modern family home, chefs kitchen, gameroom, Clubhouse pool

Wilmington

8% off
£4,356
for 7 nights, 1 home
£622 per night
includes taxes & fees
Mount Snow Chalet-modern family home, chefs kitchen, gameroom, Clubhouse pool
Room
Living area
Dining
Terrace/patio
Exceptional
(35 reviews)

Beautiful log home close to Mt. Snow with hot tub and sauna.

West Dover

7% off
£7,100
for 7 nights, 1 cabin
£1,014 per night
includes taxes & fees
Beautiful log home close to Mt. Snow with hot tub and sauna.
Games room
Indoor spa tub
Interior
Private kitchen
Exceptional
(53 reviews)

SKIING, PARTY SAFELY IN THE SNOW! NO NEED TO DRINK & DRIVE.

Wilmington

8% off
£6,139
for 7 nights, 1 home
£877 per night
includes taxes & fees
SKIING, PARTY SAFELY IN THE SNOW! NO NEED TO DRINK & DRIVE.
Living room with fireplace and 55" smart tv
Open floorplan
Outdoor firepit with plenty of seating
downtown is just a 4 minute walk. So much to see and do
Exceptional
(11 reviews)

Large rustic home with gameroom. Near lakes, skiing, walk to downtown.

Wilmington

11% off
£4,643
for 7 nights, 1 home
£663 per night
includes taxes & fees
Large rustic home with gameroom. Near lakes, skiing, walk to downtown.
Room
View from deck.
Kitchen and dining area.
Living area
Exceptional
(25 reviews)

Spacious/Elegant 3 level house on Spruce Lake- swim or fish, short drive to Mt.

Wilmington

17% off
£4,192
for 7 nights, 1 home
£599 per night
includes taxes & fees
Spacious/Elegant 3 level house on Spruce Lake- swim or fish, short drive to Mt.
Private kitchen
Interior
Living area
Dining
Exceptional
(6 reviews)

Grateful Getaway - 5BR, 3.5B Home Sleeps 10 - Close to Mount Snow!

Wilmington

7% off
£5,815
for 7 nights, 1 home
£831 per night
includes taxes & fees
Grateful Getaway - 5BR, 3.5B Home Sleeps 10 - Close to Mount Snow!
Interior
Living area
Room
Outdoor dining
Exceptional
(6 reviews)

Charming Home with Lake and Mountain View

Whitingham

7% off
£4,683
for 7 nights, 1 cabin
£669 per night
includes taxes & fees
Charming Home with Lake and Mountain View
Family time!
Let the fun times begin
Open for a cold beer!
Living area
Exceptional
(120 reviews)

Gather, Ski, Relax & Repeat — Spacious 6BR Vermont Getaway Overlooking the Mtns.

Wilmington

7% off
£6,807
for 7 nights, 1 home
£972 per night
includes taxes & fees
Gather, Ski, Relax & Repeat — Spacious 6BR Vermont Getaway Overlooking the Mtns.
Private kitchen
Living area
Living area
Interior
Exceptional
(5 reviews)

Mount Snow Cabin • Fireplace • Fire Pit • Pet Friendly • Sleeps 8

West Dover

7% off
£4,779
for 7 nights, 1 home
£683 per night
includes taxes & fees
Mount Snow Cabin • Fireplace • Fire Pit • Pet Friendly • Sleeps 8
Welcome to Tallwood Timber VT
Large dining area accommodates family sized gatherings
Wood burning stove 1
Backyard - Fire Pit area
Exceptional
(13 reviews)

Tallwood Timber: a Family Friendly Ski House in Southern Vermont

Londonderry

7% off
£3,702
for 7 nights, 1 home
£529 per night
includes taxes & fees
Tallwood Timber: a Family Friendly Ski House in Southern Vermont
Large swimming pool
Brand new wood burning fireplace
Terrace/patio
The Great Room features modern furniture that is very comfortable to relax on.
Exceptional
(22 reviews)

SKI-IN CONDO at MT SNOW, Renovated, Free Shuttle & Fireplace

West Dover

16% off
£2,395
for 7 nights, 1 apartment
£342 per night
includes taxes & fees
SKI-IN CONDO at MT SNOW, Renovated, Free Shuttle & Fireplace
Living area
Entering the condo view, living room, kitchen & dining room
Kitchen
A14
Exceptional
(14 reviews)

Stratton Mountain-Spacious Multi-Level 1830 Ft. Premium Townhouse

Bondville

7% off
£4,777
for 7 nights, 1 apartment
£682 per night
includes taxes & fees
Stratton Mountain-Spacious Multi-Level 1830 Ft. Premium Townhouse
  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Choose a holiday rental for your Wardsboro getaway

Learn about the unique charm of Wardsboro with a stay in a holiday home rental. This city has something for everyone. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Activities and attractions in Wardsboro

Are you hoping to find top things to see and do in the area? Venture out of your cosy holiday rental and check out everything that makes Wardsboro a fun place to get away to. These are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Stratton Mountain Resort (7.3 mi / 11.7 km)
  • Jamaica State Park (7.4 mi / 11.9 km)
  • Mount Snow Golf Course (8.1 mi / 13.1 km)
  • Stratton Mountain Golf Course (8.3 mi / 13.3 km)
  • Mount Snow (8.6 mi / 13.9 km)
  • The Hermitage Club (10 mi / 16.1 km)

Exploring the natural features in Wardsboro

Whether you're looking for fun outdoor activities or just want to appreciate the scenery, Wardsboro is a great place to spend some time outside. Here are some of the area’s most stunning natural features, all within 30 miles (48.2 km) of the city centre:

  • Lake Raponda (11.6 mi / 18.6 km)
  • Hogback Mountain Conservation Area (12.5 mi / 20.2 km)
  • Lye Brook Falls (14.1 mi / 22.6 km)
  • Harriman Reservoir (15.7 mi / 25.2 km)
  • Battenkill River (16 mi / 25.7 km)
  • Jacksonville Pond (16.7 mi / 26.9 km)

Travelling to and around Wardsboro

The nearest airport is in Springfield, VT (VSF-Hartness State), located 24.8 mi (40 km) from the city centre.

Frequently asked questions

What is the best area to stay in Wardsboro when booking a holiday rental?
When considering a holiday rental in Wardsboro, Vermont, a great area to stay would be close to the charming village centre, which offers a quaint atmosphere and easy access to local amenities. This area typically features a variety of properties, from cosy cabins to spacious homes, making it ideal for different group sizes and preferences.Staying near the village centre allows you to enjoy the picturesque surroundings and engage in outdoor activities, with the nearby Green Mountain National Forest providing excellent hiking trails and stunning views. Additionally, you can explore the local culture with attractions like the Wardsboro Historical Society, where you can learn about the town's rich heritage.
How much does it cost to rent a holiday home in Wardsboro?
Prices for holiday rentals in Wardsboro 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 Wardsboro 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 Wardsboro holiday house rentals?
You can find great discounts on house rentals in Wardsboro 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 Wardsboro ski resort rentals?
For the best ski resort rentals near Wardsboro, Vermont, travellers should consider the nearby areas of Stratton and Dover, both of which provide convenient access to the Stratton Mountain Resort. In Stratton, visitors can find a variety of properties, including ski-in/ski-out chalets and luxurious mountain lodges. These accommodations often come equipped with amenities such as hot tubs, fireplaces, and fully stocked kitchens, superb for relaxing after a day on the slopes.In Dover, options include charming cabins and spacious condos that cater to families and groups. Many of these properties feature modern conveniences like Wi-Fi, laundry facilities, and outdoor decks with stunning views of the surrounding landscape. The area is also home to several shops and restaurants, ensuring you have everything you need nearby.Moreover, Wardsboro itself offers a quaint, rural atmosphere, with opportunities for cross-country skiing and snowshoeing in the surrounding areas. Rentals in this region may include rustic log cabins or traditional New England homes, often featuring cosy interiors, wood-burning stoves, and easy access to local trails.
What is the most popular type of holiday rental accomodation in Wardsboro?
In Wardsboro, holiday houses are the most prevalent type of holiday rental, with approximately 88 available throughout the area. These properties typically feature spacious layouts, multiple bedrooms, fully equipped kitchens, and often outdoor spaces such as decks or patios, ideal for enjoying the picturesque Vermont surroundings. Additionally, there are around 40 cabins and 24 chalets, which provide a rustic charm and are generally outfitted with amenities like fireplaces and access to nature trails. For those seeking a quaint option, several cottages are also available, offering a more intimate setting.
Are there any family house rentals in Wardsboro?
In Wardsboro, Vermont, families will find a variety of house rentals available—about 29 in total. This charming area is known for its beautiful landscapes and outdoor recreational opportunities, making it an excellent choice for those looking to spend quality time together. Properties often feature spacious living rooms, fully equipped kitchens for preparing family meals, and outdoor areas where children can enjoy themselves. Many rentals come with amenities such as Wi-Fi and laundry facilities, ensuring a comfortable stay.Additionally, Wardsboro's proximity to attractions like the Green Mountain National Forest offers families chances for hiking, biking, and exploring nature. Visitors can also take advantage of local activities, including fishing and skiing during the winter months.
Can I rent a holiday home with a pool or hot tub in Wardsboro?
In Wardsboro, Vermont, there are several holiday homes available for rent that come with pools or hot tubs, with around 15 options to choose from. This picturesque area, located in the Green Mountains, offers a serene escape for those looking to relax and unwind. Many of these properties feature private pools, hot tubs, and outdoor decks, great for enjoying the natural beauty of the surroundings. Inside, travellers can expect amenities such as spacious living areas, fully equipped kitchens, and comfortable bedrooms, ensuring a pleasant stay for families or groups.
Can I find long-stay holiday rentals in Wardsboro?
A long-stay holiday rental in Wardsboro 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 Wardsboro?
In Wardsboro, there are several pet-friendly house rentals available, with a total of 21 options to choose from. Many of these properties come with amenities that cater to both guests and their furry companions, including spacious outdoor areas, fenced yards, and easy access to nearby walking trails.The area is known for its picturesque landscapes and proximity to outdoor activities, making it suitable for those who enjoy hiking, mountain biking, and skiing in the winter months. Additionally, Wardsboro offers a tranquil atmosphere, great for a relaxing getaway with pets. The nearby Green Mountain National Forest provides a beautiful backdrop for exploration, with various trails that are pet-friendly, ensuring that your pets can join in on the adventure.
Are there any remote work holiday rentals in Wardsboro?
In Wardsboro, Vermont, there are numerous remote work-friendly holiday rentals available, with around 140 options to choose from. This charming town, located in the Green Mountains, offers a peaceful environment ideal for those looking to combine work and leisure. Many of the properties come equipped with reliable Wi-Fi, providing the necessary connectivity for remote work. You can expect amenities such as comfortable workspaces, fully equipped kitchens for meal preparation, and cosy living areas superb for unwinding after a day of productivity.In addition to the comforts of home, Wardsboro is close to various outdoor activities, including hiking trails and scenic spots, allowing for refreshing breaks amidst nature. The nearby Stratton Mountain area is also a short drive away, offering additional recreational opportunities year-round. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Wardsboro holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Wardsboro 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 Wardsboro?
In Wardsboro, popular rental amenities include fully equipped kitchens, allowing guests to prepare their own meals during their stay. Many properties feature fireplaces, superb for creating a warm and inviting atmosphere, especially during the colder months. Outdoor living spaces are also common, with decks or patios providing a lovely spot for relaxation and enjoying the serene surroundings. Additionally, rentals typically offer coffee and tea makers, ensuring that guests can start their day with a warm beverage while taking in the picturesque views of Vermont's landscape.
When is the best time to visit Wardsboro for a holiday rental?
The best time to book a holiday rental in Wardsboro is during the peak season from May to July, with July being particularly popular among travellers. This vibrant period attracts outdoor enthusiasts eager to embrace the natural beauty of Vermont, whether it's hiking through lush green forests or enjoying various summer activities in the area.During these months, visitors can expect warm temperatures ranging from 15 to 30 degrees Celsius, creating an inviting climate for exploring scenic trails and local attractions. You can enjoy the picturesque landscapes that Wardsboro has to offer, including beautiful lakes and rolling hills, great for outdoor adventures and relaxation.For those looking for a more budget-friendly experience, consider visiting in March. This month, while quieter, provides an opportunity to enjoy the charm of Wardsboro in the early spring, where you can witness the awakening of nature and participate in activities like cross-country skiing or snowshoeing before the busy season kicks in.Ultimately, your ideal time to visit will hinge on whether you prefer the energetic summer months filled with adventure or the tranquil beauty of early spring.
How early should I book a Wardsboro holiday rental?
Book your Wardsboro 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 Wardsboro?
In Wardsboro, Vermont, visitors can enjoy a range of charming attractions that highlight the area's natural beauty and community spirit. The Wardsboro covered bridge, a picturesque spot, is a popular photo opportunity and showcases the town's historic architecture. For those who appreciate the outdoors, the nearby Green Mountain National Forest offers numerous hiking trails, superb for exploring the stunning Vermont landscape.Additionally, the area is known for its winter sports, with nearby ski resorts like Mount Snow providing excellent skiing and snowboarding options just a short drive away. In the warmer months, you can enjoy activities such as fishing, kayaking, and mountain biking, making Wardsboro a year-round destination for nature enthusiasts.
Can I change or cancel my Wardsboro home rental booking on Vrbo?
To find Wardsboro 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 Wardsboro 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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