Holiday rentals with outdoor seating in Waterbury

4.97 out of 5 average rating, 189 reviews

Aerial view of the vibrant Vermont landscape, showcasing rolling hills adorned with a diverse palette of fall foliage. The rustic barn sits among expansive fields, framed by trees displaying bright autumn colors, with distant mountains in the background under a partly cloudy sky.

Barn in Morristown

200 acre Stowe area Bunkhouse.

Hello and welcome to our Red Road Farm 'Bunkhouse' -- We're so happy to host you! Sitting on our 200 acre estate this authentic barn offers our guests a chance to relax in the beautiful rolling hills of Vermont. Access the vast majority of our historic Stowe area land -- from our apple orchards to our extensive walking paths in fields and woodland. We hope that you can experience such fun and quiet time in our cozy, western-style bunk room. Located only a 10 minute drive from downtown Stowe.

4.96 out of 5 average rating, 255 reviews

The exterior of a charming cabin is surrounded by snow-covered trees and a blanketed yard. A bold red door contrasts with the dark wooden facade and multiple windows, inviting entry. The peaceful winter setting emphasizes the cabin's rustic charm.

Cabin in Worcester

the little house

Come rejuvenate in our sweet little cabin tucked into the Vermont mountains. It has such wonderful healing energy! ✨ Cozy up to read a book next to the fireplace or book a private healing session at my studio in Montpelier, VT. I have a passion for creating welcoming, safe spaces that support your nervous system & empower your soul. ❤️ -On site Minister Brook access--5 min. walk -Lots of skiing, hiking, water to explore -18 min to Montpelier- funky downtown, eccentric shops & restaurants

Guest suite in Waterbury Center

A sweeping view of autumn foliage showcases vibrant colors in shades of red, orange, and yellow. The mountainous backdrop is partially shrouded in gentle clouds, with an expansive green field in the foreground, creating a serene natural landscape.

4.96 out of 5 average rating, 289 reviews

Farmhouse with Sunset Mountain Views

Unbeatable Vermont setting, panoramic mountain views and gorgeous sunsets. Located one mile off Rt 100, 18 minutes to Stowe, minutes from the best skiing, bike trails, kayaking, and hiking in the east. The apartment is a sunny, bright and private space, cheerfully decorated, with the comfiest beds and coziest linens. And great outdoor spaces to relax in at the end of the day! 10 min to Stowe, 18 to lifts, 30 to Sugarbush, 35 min Burlington. The pictures and our 5 star reviews say it all!

5 out of 5 average rating, 116 reviews

The exterior of the house features a classic design with large windows and a welcoming front porch. A well-maintained lawn provides a green expanse, while surrounding trees offer shade, creating a peaceful atmosphere. The structure has multiple gabled roofs and a blend of white siding and dark accents.

Apartment in Hyde Park

Cozy Carriage House in the Green Mountains

Beautifully converted, attached carriage house located in peaceful Hyde Park Village in the heart of the Green Mountains. 25 minutes to Stowe and Smugglers, a block from the Lamoille Rail Trail, and close to numerous x-country trails (including Long Trail). Perfect location for outdoor enthusiasts of all kinds! Enjoy the quiet privacy of the carriage house, with private driveway & entrance, back garden & deck, hearthstone fireplace, and spacious 2nd floor master room with two queen beds.

4.94 out of 5 average rating, 229 reviews

The exterior of Alder Brook Cottage is shown, featuring rustic wooden siding and a metal roof. A wooden footbridge leads to the front door, surrounded by trees and patches of snow. Bright windows are visible, enhancing the cabin's inviting appearance.

Tiny home in Hardwick

Alder Brook Cottage: A Tiny House in the Woods

From the moment you cross the cedar footbridge over Alder Brook, you'll know you're somewhere special. Featured in Boston Magazine and CabinPorn, Alder Brook Cottage is an inspired, rustic dream cabin located in the woods of Vermont's Northeast Kingdom. Surrounded by a crystal clear stream and 1400 acres of rugged forest, it is the perfect getaway for glampers looking to experience the tiny house life. Minutes away from Caspian Lake, Hill Farmstead Brewery & Craftsbury Outdoor Center.

Guesthouse in Waterbury Center

The cottage, featuring a wooden exterior and large windows, is surrounded by greenery and natural rock formations. A stone pathway leads to the entrance, which is sheltered by an overhanging roof. Sunlight illuminates the peaceful setting, highlighting the rustic charm of the structure.

4.99 out of 5 average rating, 255 reviews

A true Vermont get-away cabin in the woods

Badger Cottage offers a true rustic Vermont experience nestled in the woods with spectacular views and a quiet and peaceful ambiance. Once a barn, carefully reconstructed on the owners’ property, and modernized to today’s standards, this post and beam cabin is warm and cosy in winter and cool in summer. Well behaved dogs are very welcome and will enjoy the walks in the woods. Covid vaccinations are required. The owners live in an adjacent house with their very friendly Border Terrier

4.99 out of 5 average rating, 147 reviews

The timber frame house is illuminated against a night sky filled with stars. The exterior features large windows, warm lighting, and a sloped roof. Snow blankets the ground, and surrounding trees are subtly highlighted, creating a peaceful nighttime setting.

Guesthouse in Stowe

Stunning timber frame home on Cady Hill

Wrap yourself in the warmth of our recently finished, one-of-a-kind timber frame straw bale home - aka DD's House. Owner-built in honor of our beloved Grandma DD, we welcome you and yours to enjoy some trailside quality time together as you relax after a day of skiing, hiking, mountain biking, or simply enjoying the beauty of Stowe, Vermont. Located right next to Stowe's Cady Hill Forest, this thoughtful design will present you with truly unique construction and finish details.

4.96 out of 5 average rating, 122 reviews

An open living space features wooden beams overhead and large windows that allow natural light. A cozy seating area with leather chairs and a coffee table is situated beside a modern kitchen, equipped with stainless steel appliances and a dining table with stools.

Home in Stowe

Sunny 2BR w/ Pond + Fireplace | Walk to Stowe

At this quiet 2BR on five green acres, you’ll start your mornings with coffee by the pond and end your days by the fire. Bring your bikes to ride over to Cady Hill, snow shoe or hike in Smuggler’s Notch, or stroll the flat mile into town for dinner. Inside, you’ll find toxin-free cookware, natural fiber bedding, and crisp spring-fed water straight from the tap. With a bunk room for the kids and a king suite for you, it’s a calm, well-kept base for year-round adventure in Stowe.

4.94 out of 5 average rating, 215 reviews

The Victorian home features a turret and vibrant blue exterior, framed by lush gardens filled with colorful flowers. A welcoming porch with white railings and hanging flower baskets invites relaxation, while large windows reflect the sunlight. A driveway and neighboring buildings are visible.

Apartment in Waterbury

1880 Purple Village Victorian

Our home sits in the heart of the historic Waterbury village. It is a Victorian, full of historical charm and warm light. There is off-street parking and a side porch in which to enjoy a cup of coffee. It is in easy walking distance to restaurants, bars, small shops, a grocery store, and pharmacy. We live right off of interstate 89, exit 10, the crossroads between Sugarbush Valley, Stowe, Montpelier, and Burlington. Outdoor entertainment is accessible in all these areas.

4.79 out of 5 average rating, 194 reviews

A welcoming patio area is displayed, featuring a wooden deck with bistro-style seating. Two bright yellow chairs surround a small table, while a full-sized grill is positioned nearby. The entrance features a glass door with a welcoming sign above it, surrounded by green lawn.

Apartment in Waterbury

Modern & Charming Waterbury Village Apt - 1

Our remodeled village apartment is a nestled right in the heart of the village offering you all that Waterbury has to offer for dining, entertainment, and craft beer, all within walking distance from this modern and private apartment. Whether your coming into Waterbury for a get away, extended stay, or business our beautiful unit boasts some amazing amenities from a business center to ROKU TV's in both the living room and bedroom streaming complimentary Netflix and Hulu.

5 out of 5 average rating, 155 reviews

A rustic cabin with a wooden exterior is surrounded by lush greenery. The inviting porch features several rocking chairs and is accessed by steps from a grassy area, while a gravel driveway leads to the entrance, enhancing the private setting.

Cabin in Wolcott

Meadow Woods Cabin, private, cozy and unconnected

Enjoy beautiful sunsets from your rocking chair on the cabin's wonderful porch. There is a large, well equipped kitchen, open space floor plan, new shower unit and plenty of closet space in the bedroom. Easy access to VAST snowmobile trails, within an hour's drive to 3 ski areas (Stowe, Smuggler's Notch and Jay Peak), X-Country skiing right outside the door or in Craftsbury or Stowe. Elmore State Park is 3 miles away. Hiking trails and kayaking abound!

4.97 out of 5 average rating, 147 reviews

The interior space features high wood-paneled ceilings and large windows that invite natural light. A cozy seating area with cushions is positioned next to the window, while a wooden table offers a functional workspace. A staircase leads to the sleeping loft above.

Tiny home in Wolcott

The Caterpillar House: Tiny w/ Hot Tub & Fire Pit

Escape to our charming tiny house—The Caterpillar House—where comfort meets minimalist living in scenic Elmore, Vermont. Ideal for solo travelers, couples, or small families seeking a peaceful retreat. Enjoy a private hot tub, fire pit under the stars, and direct snowmobile trail access—perfect for summer and winter getaways. Located on our shared property, this cozy haven is surrounded by nature for a truly relaxing stay.

Popular amenities for Waterbury outdoor seating rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with Outdoor Seating

4.91 out of 5 average rating, 118 reviews

An open-concept kitchen features modern dark cabinetry and a large central island with four high stools. Stainless steel appliances are positioned strategically, with ample natural light illuminating the space through a nearby window. Newer flooring adds a fresh touch to the inviting layout.

Home in Waterbury Center

Full House 3 Bedrooms/3.5 Baths

4.93 out of 5 average rating, 120 reviews

A spacious living area showcases vaulted ceilings with exposed wooden beams. A dark sectional sofa is positioned near a modern coffee table, facing large glass doors that open to a forested view. A sleek kitchen features stainless steel appliances and a wood-burning stove adds warmth.

Home in Stowe

Brand new Beautiful Modern Clean Home On River

4.97 out of 5 average rating, 209 reviews

A comfortable living area features two dark sofas arranged around a central coffee table on a textured area rug. A lamp stands beside one sofa, and a stone fireplace adds warmth to the space. Large windows allow natural light to illuminate the room.

Home in Waterbury Center

Vermont Getaway Home - Perfect Location

4.93 out of 5 average rating, 348 reviews

The exterior of a wooden house is displayed, featuring a sloping entrance with a wooden walkway leading to the main entry. Large windows provide views of the lake and surrounding greenery, while colorful flower beds enhance the peaceful setting.

Home in Port Kent

18 Lake Stunning View of Champlain in Adirondacks

4.86 out of 5 average rating, 188 reviews

A cozy living area features a sectional sofa adorned with yellow accent pillows and a stylish decorative throw. A round coffee table with a metallic base sits centrally, accompanied by a mid-century armchair. The space is brightened by natural light flowing in from multiple windows.

Home in Stowe

Modern design in the woods, private, beautiful

4.97 out of 5 average rating, 217 reviews

A warmly lit cabin emerges from the surrounding trees, framed by a quiet, snow-covered dirt road. Soft light spills from the windows, creating a welcoming glow in the tranquil, darkened landscape.

Home in Rochester

The Guest House at Sky Hollow

4.99 out of 5 average rating, 142 reviews

The single-story home features a modern wooden exterior with large windows that allow natural light to enter. A spacious deck is equipped with outdoor seating and leads to a grassy area surrounded by trees. The inviting structure presents a blend of warmth and contemporary design.

Home in Starksboro

Forest Hideaway

Superhost

A rustic exterior of the Sugar House is visible, showcasing a deep red facade. The building features multiple windows allowing natural light, with a stone chimney prominently located on one side. Lush greenery and a small stone pathway surround the structure, enhancing its natural setting.

Home in Johnson

4.88 out of 5 average rating, 170 reviews

The Sugar House, Maple Hill Road

Apartment rentals with outdoor seating

4.97 out of 5 average rating, 144 reviews

A cozy living area features reclaimed wood walls and large windows allowing natural light to fill the space. A comfortable sofa with striped fabric is complemented by an armchair, a wooden TV stand, and tasteful decor elements, all set on a rustic wooden floor.

Apartment in Essex

Porcupine Farm Barn

4.95 out of 5 average rating, 243 reviews

A cozy living area features a green couch adorned with colorful throw pillows and a warm blanket. A round blue chair offers additional seating, complemented by a simple black coffee table placed on a striped rug. Natural light brightens the space from nearby windows.

Apartment in Richmond

VT Hideaway studio: breweries,hiking, dogs welcome

4.86 out of 5 average rating, 173 reviews

A vibrant autumn landscape is captured, featuring a variety of trees adorned with bright orange, red, and yellow leaves. A winding river is visible in the foreground, surrounded by the lush greenery of the season. Overcast skies provide a soft light over the scene.

Apartment in Bristol

Overlook at the Office

4.98 out of 5 average rating, 235 reviews

A charming duplex style house is set against a backdrop of snow-covered trees and a clear blue sky. A path through the snow leads to the house, which features large windows and a welcoming entrance. Nearby, a rustic shed complements the serene winter landscape.

Apartment in Morristown

"Hot Tub Hideaway: Private Hot Tub, 9 min to Stowe

4.87 out of 5 average rating, 333 reviews

The entrance door features a clear sign that reads 'Dragonfly Apartment,' mounted above a polished doorknob. The door displays a glass panel that allows natural light to filter through, while a lush green landscape can be seen through the window.

Apartment in Bristol

"Dragonfly Apartment" Private Bristol Apartment

5 out of 5 average rating, 110 reviews

The exterior of the property is viewed from the gravel driveway, featuring a red barn-style section and a white house with multiple windows. The green lawn surrounds the house, and the lake is visible in the background, framed by trees.

Apartment in Morristown

Private Getaway on Lake Lamoille

4.97 out of 5 average rating, 468 reviews

The spacious living area features warm wooden beams and a high ceiling. A cozy sitting area includes a chair with a blanket, a side table, and a plant, while light pours in through large windows. An inviting atmosphere is created by the earthy tones of the walls.

Apartment in Hinesburg

The Perfect Cozy Weekend Escape

4.99 out of 5 average rating, 158 reviews

A renovated farmhouse, featuring a combination of red and green siding, is nestled among lush greenery. Large windows provide ample natural light, and a welcoming porch extends from the front. The surrounding trees offer privacy and a connection to nature.

Apartment in Moretown

Mary's House in Moretown Village

Condo rentals with outdoor seating

The kitchen features modern white cabinetry and stainless steel appliances. A spacious island with seating for four enhances the area. Pendant lights provide ambient lighting, while a window offers a view of the outdoors, complemented by warm wood flooring.

4.94 out of 5 average rating, 272 reviews

One level condo in the heart of Stowe Village!

4.97 out of 5 average rating, 134 reviews

Snow-covered grounds are visible, framed by tall evergreen trees. In the background, a mountain slope is partially visible, marked by ski trails. A white fence and signs of winter's chill set the scene, with cloudy skies overhead.

Condo in Warren

TWO BEDROOM RENOVATED MOUNTAIN VIEW CONDO

A bright living area features a cozy white sectional sofa, a wooden coffee table, and a softly textured rug on a carpeted floor. A fireplace is positioned against a wall with built-in shelving, displaying books and decor. Natural light streams through sliding glass doors.

4.85 out of 5 average rating, 171 reviews

Cozy 2 bed, 2Bath, fireplace, amazing location!

An aerial view captures a modern farmhouse-style condo surrounded by trees with vibrant autumn foliage. The property features a wide deck, outdoor space, and a gazebo to the side, complemented by a manicured lawn and gravel pathway leading to the entrance.

4.97 out of 5 average rating, 135 reviews

Renovated 4-bedroom House: Hot Tub & Outdoor Space

The kitchen features modern white cabinetry paired with natural wood countertops. Open shelving displays glassware and utensils, while a sleek stainless-steel stove and retro-style refrigerator are incorporated. Ample countertop space is available for meal preparation, enhancing functionality in this well-organized area.

4.86 out of 5 average rating, 161 reviews

Modern Farmhouse Condo: fast WiFi+close to it ALL!

4.97 out of 5 average rating, 103 reviews

A serene exterior view showcases the apartment against a backdrop of a soft morning sky, where hues of pink and purple blend. Lush greenery and blooming flowers frame the yard, enhancing the peaceful rural setting.

Condo in Westfield

Northeast Kingdom Little Piece of Heaven

4.9 out of 5 average rating, 120 reviews

A warm, inviting living area features a comfortable sofa adorned with patterned throw pillows. Natural wood paneling enhances the space, while a large mirror reflects light. A staircase leads to an upper loft, and a dining table is visible in the background.

Condo in Cambridge

The Cozy Condo at Smuggs Resort!

A spacious living area features a spiral staircase leading to the upper level. A light-colored couch is positioned beside a wooden coffee table, with a rug underneath. The kitchen is visible in the background, showcasing dark cabinetry and modern appliances, with a dining table that seats four.