Holiday houses in Wardsboro

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Top-rated holiday rentals in Wardsboro

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Guest favourite
A bright living space is surrounded by floor-to-ceiling windows, offering views of vibrant foliage and serene waterways. A small wooden table is positioned on a natural wood floor, highlighting the connection to the outdoor landscape. Warm sunlight filters through the trees, creating a calm ambiance.
Home in Guilford
4.95 out of 5 average rating, 129 reviews

Vermont Mirror House

Escape to our stunning glass house nestled in the Vermont forest. This modern retreat offers breathtaking 360-degree views of lush wilderness and beautiful waterways. Unwind in the hot tub, warm up by the cozy fireplace, or rejuvenate in the sauna. Floor-to-ceiling windows bring nature indoors! Perfect for romantic getaways, small families or simply work away from work with fiber wifi. Experience tranquility during all seasons in this one-of-a-kind hideaway. Book now for an unforgettable escape!

Guest favourite
The custom home features warm wood siding and a welcoming porch with flower boxes. A spacious deck with rustic railings extends from the second floor, while a covered area includes seating. Surrounding greenery enhances the natural setting, creating a serene outdoor ambiance.
Cabin in Wardsboro
4.86 out of 5 average rating, 177 reviews

Mountain side acres

10 years of love and affection went into building our 2 bedroom custom home. Sticking with natural products to blend together the beauty of the surrounding area. Lay in bed at night and listen to river that runs the entire length of the property. The house has a full kitchen with seating for 6. Spacious living room for relaxing or admiring one of the many birds that visit all year round. Two upstairs bedrooms and office space. Walkout basement with full entertainment area, hot tub,exercise room.

Top Guest favourite
A cozy tiny cabin, constructed with wooden beams and a sloped roof, is situated among tall trees. The porch features a railing, inviting seating, and a lantern. Sunlight filters through the foliage, casting a soft glow on the forest floor covered in pine needles.
Treehouse in Brookline
4.98 out of 5 average rating, 257 reviews

Glamping Cabin with Hot Tub on Flower Farm

<b>Vermont's Most Wish Listed</b> ﹏﹏﹏ Nestled in a wooded grove on Tanglebloom Flower Farm, this unforgettable glamping-inspired farm stay invites you to escape the everyday & immerse yourself in nature - comfortably. Designed with a clear roof looking up to the trees and screened sides to let in the breeze, the handmade tiny cabin invites you to slow down. Explore southern Vermont's hikes, farmer's markets & swimming holes or stay put. Perfect for a romantic couples retreat or solo getaway.

Guest favourite
The inviting living room features a modern wood-burning stove against a backdrop of light wooden walls. A comfortable dark sofa is arranged around a round wooden coffee table, complemented by a decorative plant. Natural light filters through the windows, enhancing the cozy atmosphere.
Cabin in Londonderry
4.95 out of 5 average rating, 247 reviews

Summit View Cottage:Ski | Hot tub|Fireplace3bd 2ba

Summit view cottage boasts 3 acres in the beautiful green mountains, we are 1,700 feet up in elevation . At this brand newly built PET FRIENDLY cabin you will have 3 bedrooms and 2 full bathrooms, which will sleep 7 comfortably. We have a brand new 6 person HOT TUB! You will find yourself within 15 minutes to the world famous Stratton mtn, 15 minutes from Bromley mtn and a close 4 minutes to the local Magic mtn.Very close proximity to the town of Manchester, which has great shops and restaurants

Guest favourite
Cabin in Wardsboro
4.99 out of 5 average rating, 100 reviews

Cozy Log Cabin Between Mount Snow and Stratton

Charming 3 Bedroom Log Home Located in the Green Mountain National Forest 7 Min. From Mount Snow and 15 Min. from Stratton Mountain. This home offers a large living room and dining room with cathedral ceilings and a wood burning stove nestled into a stone fireplace. Hardwood floors, log walls an ceilings provide the perfect backdrop to this cozy Vermont home. Step onto the back deck and hear the tranquil sounds of the babbling brook or sit on the front porch just enjoying the fresh Vermont air.

Top Guest favourite
Tiny home in Wilmington
4.99 out of 5 average rating, 365 reviews

Beautiful Timber Frame Retreat

This cabin retreat is situated on a natural clearing in the beautiful Green Mt. Forrest. Surrounded by a dense grove of spruce trees gives you complete privacy. It's only a quick 5 minute drive to great restaurants, breweries, and shops in downtown Wilmington. It's also less than 20 minutes to Mt. Snow. There's great hiking at Molly Stark State Park right across the street and amazing lakes all within a 10 minute drive! No WIFI and cell service is not great so it is a great place to unplug!

Top Guest favourite
The cabin's exterior showcases a warm wooden facade with large, strategically placed windows. A spacious screened porch extends from the building, inviting natural light and outdoor enjoyment. A stone pathway leads to the entrance, surrounded by landscaped gravel and native vegetation.
Cabin in Jamaica
4.99 out of 5 average rating, 302 reviews

New Cabin in Jamaica

Recently constructed 500sq ft passive solar cabin, 10 minutes to Stratton Mtn., 20 minutes to Mt. Snow and Dover for skiing, shopping, food, or a beer at Snow Republic. Quiet road but very accessible. Perfect area for hiking, biking, relaxing walks along the Ball Mountain Brook or kayaking on Grout Pond or Gale Meadows. Enjoy a campfire in the side yard/former pony corral or relax on the spacious screened in porch. 30 minutes from seasonal farmers market and from Manchester for outlets.

Guest favourite
The tiny house exterior features a charming porch with colorful railings and vibrant green doors. Tall trees surround the cottage, and a light dusting of snow covers the ground, adding to the serene atmosphere of the setting.
Tiny home in Jamaica
4.94 out of 5 average rating, 1,344 reviews

Apple Blossom Cottage: A Tiny House

The ABC is located just 15 minutes from the Stratton Mountain Gondola and just 2 miles from the popular Jamaica State Park. Comfortable for up to 5 people. The private tiny house includes fresh linens, dedicated Wi-Fi, a kitchenette, hot shower, flushing toilet, fire pit and porch. The calendar is accurate. Stratton Mountain Resort 10 miles Grace Cottage Hospital 7 miles Magic Mtn 15 miles Bromley 18 miles Mount Snow 15 miles Brattleboro 24 miles Okemo 30 miles Killington 47 miles

Top Guest favourite
The cabin is illuminated in warm light, set against a twilight backdrop. Its large front deck features comfortable seating and a fire pit on the ground level, creating an inviting space for gatherings in a serene outdoor environment.
Cabin in Wardsboro
4.95 out of 5 average rating, 155 reviews

Cabin w/Hot tub, Sauna near Mt.Snow & Stratton.

Rustic cabin situated on a quiet cul-de-sac between Mt. Snow & Stratton Mtns. Features 2 beautiful wood burning fireplaces, sauna, outdoor hot tub & fire pit and Generac stand by generator. Modern kitchen on main floor w/4 bedrooms and 2 full bathrooms . Huge open concept layout perfect for entertaining. Natural light beams in onto the loft and master bedroom just upstairs from the main floor. Basement offers a pull out couch w/ easy access from driveway. Coffee /Firewood included.

Top Guest favourite
An inviting outdoor space features colorful chairs surrounding a fire pit, set against a winter backdrop. A cozy seating area on a deck showcases modern decor, including a patterned throw and a view of rolling hills framed by an oversized circular window.
Cottage in Shaftsbury
4.98 out of 5 average rating, 760 reviews

Schoolhouse Spa Retreat on a Vermont Farm

Escape to our historic and lovingly-renovated schoolhouse on a 250-acre verified-regenerative farm, where Green Mountain views meet modern comfort. Unwind in your private hot tub and barrel sauna after exploring farm trails, then fall asleep to the gentle sounds of sheep grazing in the pastures below. This is Vermont at its most authentic—working farm life with all the luxury. Level 2 EV charger, in-unit washer/dryer, and ductless AC for summer comfort.

Guest favourite
A warm campfire flickers in the foreground, surrounded by a circle of stones. The A-frame cabin is illuminated in the background, showcasing large windows that reflect the soft light of dusk. Tall trees frame the scene, enhancing the serene forest setting.
Cabin in Wardsboro
4.89 out of 5 average rating, 188 reviews

Mod Cabin in woods Hot Tub near Stratton & MtSnow

Private AFrame cabin on 7 acres w/hot tub! 7.5 Miles to Mt Snow, 12 Miles to Stratton. Gorgeous modern kitchen fully stocked and open to the living/dining room with a cozy wood burning fireplace. 2 bdrms on 1st floor (1 kid friendly), amazing loft overlooking the living room and sprawling front lawn 3rd bdrm upstairs. Spend the days on the mountain and head back home to crank up the fire and reminisce about your day. Make memories for years to come.

Guest favourite
A cozy cabin is set among vibrant trees in various autumn hues. The outdoor area features a gravel circle with four colorful Adirondack chairs, providing a welcoming spot for relaxation. Stairs lead up to a wooden deck that overlooks the surrounding natural landscape.
Cabin in Wardsboro
4.95 out of 5 average rating, 107 reviews

Cozy Ski Cabin with Hot Tub, Fireplace, EV Frndly

Relax in front of the fireplace with the whole family or soak in the outdoor hot tub all year round at our cozy cabin after a day of hiking, exploring, or skiing in Southern Vermont. Nestled between Mt. Snow and Stratton Ski Resorts, we're just a short drive from local farms, snow mobile trails, boating, sledding, hiking and horseback riding. With lots of family friendly restaurant options in the area boasting local flavors, you'll never go hungry.

Popular amenities for Wardsboro holiday rentals

When is the best time to visit Wardsboro?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$639 NZD$635 NZD$508 NZD$400 NZD$424 NZD$390 NZD$437 NZD$424 NZD$442 NZD$457 NZD$456 NZD$620 NZD
Avg. temp-5°C-4°C1°C8°C14°C18°C21°C20°C16°C9°C4°C-2°C

Frequently Asked Questions

  • What are the best places to stay in Wardsboro?

    Stay in private homes, cabins, or farmhouses nestled around Wardsboro for a relaxed, nature-inspired retreat. Many accommodations have peaceful views and easy access to local trails and village activities.

  • What are the best things to do in Wardsboro with kids?

    Wardsboro has forest trails for easy hikes, opportunities for wildlife spotting, and seasonal events that welcome families. Local farms and maple sugaring demonstrations are frequently suggested for hands-on learning.

  • What are some of the best things to do in Wardsboro?

    Explore forested hiking trails, visit local farms for fresh Vermont products, or participate in seasonal town festivals. The area is also known for fishing, birding, and community events.

  • How is the weather in Wardsboro?

    Wardsboro experiences cold, snowy winters, with temperatures ranging from 13–37°F (-11–3°C), and warm summers near 57–81°F (14–27°C). Spring and autumn are cooler and bring rain, so packing layers is often helpful.

  • When is the best time to visit Wardsboro?

    Late spring through early fall is often recommended for exploring Wardsboro's outdoor landscapes, with temperatures ranging from 44–81°F (7–27°C) and longer daylight hours. Autumn brings striking foliage, while winter attracts visitors interested in snow sports and seasonal events.

  • What are the best places to visit in Wardsboro?

    Explore traditional Vermont general stores, forest preserves, and local farms for a taste of Wardsboro's rural character. Community green spaces and the historic village center are often recommended for their relaxed atmosphere.

  • What are some hiking trails in Wardsboro?

    Wardsboro has forest trails suitable for beginners and families, with gentle terrain and opportunities for birdwatching. Nearby state forests often feature more rugged paths for those seeking a challenge.

  • What are some family activities we can do in Wardsboro?

    Families can enjoy hiking gentle trails, exploring streams, or picnicking in local parks. Seasonal festivals, maple syrup making, and small town markets often bring families together for hands-on fun.

  • What are some of the best day trip ideas from Wardsboro?

    Explore neighboring small towns with artisan markets, discover covered bridges, or visit local farms for cheese tasting and maple syrup experiences. Nearby state parks and forested areas invite hiking, birding, or gentle paddling.

  • Are there any pet friendly accommodations available in Wardsboro?

    Wardsboro has a selection of pet-friendly rentals, including cabins and cottages with outdoor spaces. Trails and parklands around the area allow for walks with your dog and relaxed outdoor activities.

  • What are some local tips for visiting Wardsboro?

    Layer your clothing to accommodate shifting weather, and check event schedules for seasonal festivals or town gatherings. Exploring local general stores, chatting with residents, and wandering scenic back roads are often suggested for a fuller experience.

  • What is Wardsboro known for?

    Wardsboro has a reputation for scenic Vermont countryside, local festivals, and historic New England charm. The area is known for outdoor activities, maple syrup traditions, and a strong sense of community.

  • What are the best hidden gems to explore in Wardsboro?

    Discover quiet streams, lesser-known forest paths, or local farm stands tucked around Wardsboro's back roads. Art studios and small family-run shops often surprise visitors looking for authentic finds.

  • What are the best foods to try in Wardsboro?

    Try local Vermont maple syrup, sharp cheddar cheeses, and traditional baked goods from area farms or markets. Seasonal produce and homemade treats are often highlighted at community events and farmstands.

  • What should I bring for a trip to Wardsboro?

    Pack in layers, including a waterproof jacket, sturdy shoes for outdoor activities, and comfortable clothing for changing weather. Binoculars, a reusable water bottle, and a camera are often suggested for enjoying the scenery and local wildlife.

  • What is the nightlife in Wardsboro like?

    Nightlife in Wardsboro is relaxed and casual, with community gatherings, live acoustic music in local venues, and cozy restaurants. Evening activities frequently center on socializing with locals or enjoying the quiet countryside atmosphere.

  • What are the most popular events or festivals in Wardsboro?

    Wardsboro has an annual Fourth of July celebration featuring local traditions, community gatherings, and regional food. Seasonal events often highlight crafts and music, reflecting the area’s strong sense of community.

  • Are there family friendly vacation rentals in Wardsboro?

    Many vacation rentals in Wardsboro are designed with families in mind, often including kitchens, multiple bedrooms, and outdoor spaces. Look for places near parks or forested areas to make the most of outdoor activities.

Quick stats about holiday rentals in Wardsboro

  • Total holiday rentals

    Explore 100 holiday rentals in Wardsboro

  • Nightly prices starting at

    Wardsboro holiday rentals start at $102 NZD per night before taxes and fees

  • Verified guest reviews

    Over 5,480 verified reviews to help you choose

  • Family-friendly holiday rentals

    90 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 50 rentals that welcome pets

  • Holiday rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    100 of Wardsboro holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Wardsboro rentals

  • 4.9 Average rating

    Wardsboro stays are highly rated by guests—averaging 4.9 out of 5!

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