Holiday rentals with outdoor seating in Chesterfield

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

Welcome to 18 Lake. Situated in beautiful, quiet, Port Kent, NY, this gem is the perfect place to relax and get away. People come from all across the country to tour this charming area on bicycles in summer, and from all over the world during the winter for Lake Placid's winter sports. In fall, the colors are vibrant and breathtaking. Fresh maple products are on tap in Spring. Enjoy area attractions such as Ausable Chasm, High Falls Gorge, Port Kent Beach, golf, orchards, hiking and biking.

5 out of 5 average rating, 219 reviews

A modern wooden exterior features a combination of large windows and a welcoming front door. The building includes two spacious garage doors, all set against a backdrop of colorful autumn foliage. A manicured pathway leads to the entrance.

Loft in Keeseville

Adirondack Gem in the Champlain Valley/VT Views

Our country home is nestled in a peaceful wooded area overlooking Lake Champlain and the VT Green Mtns . The 900 sq ft Loft is private and welcoming, with many thoughtful details for your comfort and total relaxation. Cuddle up with comfy chairs, cozy throws and an abundance of books and magazines. It is so quiet, and the beds so comfortable, that a restful night's sleep is almost a guarantee. Kayaking, canoeing, and fishing opportunities abound with water access close-by. Very kid-friendly.

4.97 out of 5 average rating, 115 reviews

A cottage is seen perched on a grassy bank, overlooking a river. Tall trees frame the scene, providing a natural backdrop. The water's surface reflects the surroundings, while a hint of light is visible from the cottage window, suggesting warmth inside.

Home in Willsboro

"Beau Overlook" Enjoy 2 states from 1 great spot!

Come enjoy LOGISTICS to the Green Mountains of VT & the heart of the DACKS in one sweet spot. "Beau Overlook Cottage" perched high on the banks of the BOQUET RIVER, with sweet sounds of water tumbling over river rocks below. This home is situated 2 miles north of the Lake Champlain ~ Boquet River Delta. The beautiful LAKE scene at the sandbar of the delta must be seen to be appreciated. This relaxing sanctuary will provide an upscale and sophisticated home, whose logistics cannot be beat!

Guest suite in Grand Isle

An aerial view captures a lush green landscape along the shoreline of Lake Champlain, featuring a blend of trees in fall colors. A spacious property is outlined by a rocky shoreline, with Adirondack chairs arranged on the grass near the water, providing a picturesque outdoor gathering spot.

4.93 out of 5 average rating, 444 reviews

Private Lakefront Suite - Best Views on The Lake!

Welcome to VT’s most beautiful lakefront property! Relax in one of many Adirondack chairs while enjoying incredible sunsets over Lake Champlain and the ADK Mtns. The 1 BR suite shares no space with the main home and has its own entrance and bathroom. Just imagine having one of VT’s premier lakefront wedding venues all to yourself. Just bring the s’mores to toast at our lakeside fire pit. You certainly will not be disappointed! Please read the full description about the rental prior to booking.

Guest suite in South Burlington

A spacious guest suite features a king bed with a light-colored bedspread and decorative pillows. Two bedside tables with lamps are on either side, while large windows allow natural light to fill the room. Light-colored walls and wood flooring enhance the welcoming atmosphere.

5 out of 5 average rating, 274 reviews

Suite Escape - Quiet retreat, close to everything!

Spacious guest suite nestled in a quiet family neighborhood, private entrance, use of shared deck with seating overlooking backyard. King bed and full kitchen with all necessities. Washer/dryer in unit and large walk-in shower. L-shaped sectional with smart 65” TV (no cable). Centrally located within minutes to all Colleges, UVM Med Ctr, Down Town Burlington, Lake Champlain and Golf Courses. This entire property is non-smoking; including tobacco and cannabis products as well as e-cigarettes.

4.93 out of 5 average rating, 174 reviews

A rustic cabin is framed by lush greenery, surrounded by a manicured garden. An outdoor picnic table is situated on the grass, complemented by a patio umbrella and flower pots. The entrance features a welcoming door, adding charm to the serene woodland setting.

Place to stay in Peru

The Brookside Cabin

Our Cabin is nestled in the woods of the Adirondack Mountains. The Cabin is behind our family home. We are on a country road close to two towns. Our area offers many amenities such as fishing, hiking, boating, golf, hunting , wine tasting, leaf peeping. The cabin is heated by a wood stove and is the only heat source. “Wood Stove will injure a small child. Fast moving water in brook. Children 7 and up is ok with pre approval. The outside shower is heated, hot water available mid April -Nov.

4.97 out of 5 average rating, 193 reviews

A queen-sized bed is positioned against a wooden wall with slanted ceilings. Large triangular windows provide views of the surrounding forest and mountains, allowing natural light to fill the space.

Home in Keene

Ascent House | Keene

A unique retreat meticulously crafted for resting and recharging after exploring in our beautiful Adirondack Wilderness. Flooded with natural light, every room offers calming frames of nature. Watch the sun peak through the forest and rise over the mountains through expansive windows. Ascend the levels of the house, each revealing more landscape. Experience a designer woodfired traditional Finnish sauna & totally recharge while embracing our harsh Adirondack weather. We hope you love it here.

4.99 out of 5 average rating, 201 reviews

The cabin features a charming exterior with wooden siding, a shingled roof, and decorative trim. Large windows allow natural light to fill the interior. A stack of firewood is neatly arranged beside the entrance, which is framed by vibrant landscaping.

Cabin in Au Sable Forks

Moon Ridge Cabin *Hottub*

Our cabin is a studio with a hot tub & all the amenities. A queen bed, linens, towels, small refrigerator/freezer, microwave, single burner cook plate, dishes, utensils, glassware, pots & pans, toaster & coffee maker. Roku Tv & dvd player with movies. The cabin's bathroom is simular to a cruise ship, you step up into your shower. There is also an private outdoor shower. There is a fire pit with an attached grill & hibachi. We have a garden area & privacy fence between our home & the cabin.

4.96 out of 5 average rating, 176 reviews

White Adirondack chairs are positioned near the river, offering a view of the flowing water and colorful autumn foliage. Trees displaying shades of orange and green line the riverbanks, creating a serene natural environment. The landscape is framed by a gently rolling background.

Flat in Clintonville

Cozy Rustic Apartment

We are located on the famous Ausable River within a 30 minute drive to many of the High Peak trails, the beautiful Ausable Chasm, and Whiteface mountain. We are 5 miles from Interstate 87. The apartment can be a cozy retreat after spending a day exploring in the Adirondacks. Spend time strolling down to the river to enjoy the scenic views or enjoy quality downtime with family. The apartment has a unique style of its own that will provide you a comfortable and reasonable price place to stay.

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.

Flat in Essex

Porcupine Farm Barn

A converted barn attached to my house, this newly remodeled space is beautiful and inviting. Everything is new and high-end, yet it retains it's barn-y charm. For a couple who are looking to get away in the Adirondacks, this is a unique and appealing option. The house is 3.5 miles from the town of Essex, NY in the Champlain Valley. Gorgeous view of the Green Mountains to the east and farm land all around. The location is convenient to many attractions!

4.99 out of 5 average rating, 141 reviews

An A-frame cabin stands under a starry night sky, with large glass doors illuminating the interior. Outdoor string lights create a warm glow along the path leading to the cabin, surrounded by trees and natural landscape.

Cabin in Jay

Aframe - Sauna, Near Lake Placid - Unique & Modern

Welcome to ADK Aframe - A luxury mid-century modern cabin! Located on a quiet road, this amazing space serves as a relaxing retreat for you to recharge after adventure filled days hiking, biking, paddling, fishing and skiing. Our pet-free home features all new furnishings and modern comforts, including a barrel sauna. The neighborhood includes private hiking/X-Country skiing trails, open space with a lake, and Ausable River access.

4.93 out of 5 average rating, 137 reviews

A charming cabin appears surrounded by snow-covered ground and tall trees, illuminated warmly under a night sky. The home features large windows, revealing a cozy interior with soft lighting, while snow gently rests on the roof and nearby pathways.

Cabin in Keeseville

Autumn retreat w/ hot tub perfect for couples

Plan a peaceful stay for up to 5 people in this cozy, well-appointed cabin with lake access that marries rustic charm with modern amenities. This is a vintage Adirondack retreat with access to a quiet and private lake perfect for swimming, paddling and fishing. We have loons and a resident bald eagle. A local winery and brewery are so close by too! Ausable Chasm is fun family-friendly attraction just down the road.

Popular amenities for outdoor seating rentals in Chesterfield

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with outdoor seating

4.99 out of 5 average rating, 109 reviews

A single-story house is framed by lush greenery and a serene pond. The structure features a large porch that extends along the front, with a chimney visible on the roof. The soft hues of sunset provide a warm ambiance to the setting.

Home in Westport

Aunt Shy's Hide-Away

4.92 out of 5 average rating, 266 reviews

A cozy single-wide manufactured home is framed by lush greenery and tall trees, featuring a distinctive red metal roof. A grassy area enhances the inviting outdoor space, with scattered shrubs and plants contributing to a serene environment.

Home in Upper Jay

Running Brook

4.98 out of 5 average rating, 242 reviews

A two-story black house is framed by vibrant autumn foliage. The upper deck features a green umbrella over a dining set, while steps lead down to the ground level. A hammock hangs between posts, suggesting a welcoming outdoor space.

Home in Wilmington

Cozy Mountain House- 50 acres/Trails/Whiteface mnt

4.96 out of 5 average rating, 181 reviews

A comfortable bed is adorned with patterned pillows featuring floral designs and a dragonfly accent. Soft curtains drape beside a window, allowing gentle light to filter through, creating a serene sleeping space with textured patterns in shades of gray.

Home in New North End

Entire House. 2+ bed, 2 bath near Lake & bikeway

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

4.97 out of 5 average rating, 216 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

4.92 out of 5 average rating, 129 reviews

Four seasonal outdoor activities are depicted. A sunset silhouette is shown, a kayak cuts through still water, a group enjoys a float on a serene river, and a snow-covered trail is highlighted, ideal for winter sports.

Home in Plattsburgh

Enjoy every season in the Lake Champlain Region

Apartment rentals with outdoor seating

Superhost

Two red Adirondack chairs are positioned on a grassy area, facing a gently flowing river. Lush green trees and shrubs surround the landscape, creating a serene environment. A stone fire pit is located nearby, adding to the outdoor charm.

Flat in Au Sable Forks

4.86 out of 5 average rating, 274 reviews

Gateway to the Adirondacks on the River “The West”

4.99 out of 5 average rating, 210 reviews

A light-filled living area features a gray sectional sofa adorned with two patterned pillows. A wooden coffee table sits on a vibrant red rug, holding a small vase with fresh flowers. Large windows provide views of the outdoor space adjacent to a French door.

Flat in South End

Cedar View

4.91 out of 5 average rating, 297 reviews

Flat in Hinesburg

Backyard Bunker Retreat

4.97 out of 5 average rating, 148 reviews

A living area is presented featuring a spacious futon adorned with colorful cushions, positioned against a backdrop of exposed brick. A large artwork dominates one wall, complemented by wooden beams overhead. Natural light floods through the windows, enhancing the relaxed atmosphere.

Flat in Old North End

Downtown Burlington, Renovated, 1 bedroom+

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.

Flat in Bristol

Overlook at the Office

Superhost

A cozy living room features a sleek black leather sofa and a matching ottoman, with vibrant patterned rugs on hardwood flooring. Light streaming through windows illuminates various seating options, including a woven rattan chair and stylish decorative elements such as plants, wall art, and skiing equipment.

Flat in Winooski

4.88 out of 5 average rating, 353 reviews

Bohemian Penthouse - 1 Min Walk Dining + Shops

4.98 out of 5 average rating, 193 reviews

The exterior of a modern house is framed by vibrant autumn foliage, showcasing a blend of orange, yellow, and red leaves. A paved driveway leads to the entrance, accented by stone landscaping and a small garden. Large windows reflect the surrounding nature.

Flat in Lake Placid

VanHoevenberg Ridge upper level apartment.

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.

Flat in Bristol

"Dragonfly Apartment" Private Bristol Apartment

Apartment 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!

4.93 out of 5 average rating, 186 reviews

Apartment in Cambridge

Ski in/out – Smugglers’ Notch 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!

4.95 out of 5 average rating, 171 reviews

A cozy living area featuring a grey sofa adorned with orange cushions. A natural wood coffee table occupies the center, while a mountain-themed wall art piece is prominently displayed in the background. Light enters through sliding glass doors leading to a private deck.

Apartment in Cambridge

Lovely Ski-in / Ski-out Studio at “Smuggs”⭐️

The modern kitchen features stainless steel appliances, including a refrigerator and microwave. A sleek countertop with a unique wooden base is complemented by open shelving showcasing decorative items. The space is well-lit with natural light and offers a dining area with black chairs.

4.86 out of 5 average rating, 119 reviews

Newly Renovated 2 Bedroom Condo centrally located

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, 160 reviews

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

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.

Apartment 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.