Vacation rentals with outdoor seating in Middlebury

4.94 out of 5 average rating, 129 reviews

A cozy bedroom features a spacious bed adorned with plush white linens and two yellow accent pillows. Nightstands flank the bed, each with a lamp, while a circular mirror reflects the warm ambiance. The blue-green walls enhance the room's serene atmosphere.

Guesthouse in Salisbury

Cozy City Break Near Middlebury

Come swim, hike, or ski while staying at our welcoming and comfortable 2nd floor studio apartment with plush linens, comfortable King bed, a well equipped kitchenette plus space to relax, work & play. + Garage parking. -Single Family home also now available as1 or 2 BRs 7 min from Middlebury with all its amenities 5 min from Lake Dunmore 13 min from Brandon 16 min from Rikert Outdoor Center for cross country 18 min from Snowbowl for down hill skiing 32 miles - approx 50 mins from Killington

4.92 out of 5 average rating, 349 reviews

A round yurt is surrounded by lush green trees, with a tan conical roof and large windows that invite natural light. The pathway leading to the entrance is bordered by various plants and shrubs, enhancing the connection to the natural setting.

Yurt in Bristol

Bristol Cozy Yurt near Hiking/Skiing|MapleFarm

Our cozy yurt is located within minutes of amazing, hiking, biking, skiing, breweries and much more! Relax around the fire while listening to our resident owls or stare up at the stars through the dome. We're centrally located to some of the best hiking and swimming skiing in Central Vermont. Mt Abe and Bartlett's Falls are the closest options. We're also close to civilization with several towns close by to explore for food, drink, art, and shopping. Or travel a bit further to Burlington..

A spacious living area features a queen size bed with a blue quilt, adjacent to a cozy fireplace. Green armchairs and a small round table provide additional seating. Tall curtains frame windows, and a bookshelf adds a touch of color to the wall.

4.99 out of 5 average rating, 164 reviews

Bluebird Studio- Light filled and airy

This studio apartment attached to the main house has a style all its own. Contemporary design with high ceilings, clerestory windows and a skylight. Spaces include a large Living Room/Bedroom, Kitchen/Dining area, bathroom with a step-in shower and an adjoining Dressing Room with vanity and sink. There is also an outdoor covered space to enjoy. Furniture includes a Queen size bed, 3 comfy chairs, small round table and 4 chairs. Location is a bit more than one mile from downtown Middlebury.

A bright living area features tall windows allowing natural light to fill the space. A comfortable white sofa, accent chairs, and a wooden coffee table are positioned on warm wooden flooring. A bookshelf with numerous books adds character, while a desk provides a workspace.

5 out of 5 average rating, 211 reviews

The Barn at Middlebury

The Barn at Middlebury is within a 10 min. walk of the village center and 15 min to Middlebury College. The renovated barn is attached to the owners' residence. The separate guest quarters have a private entrance and include 3 newly renovated bedrooms, with two baths. The 1st floor bedroom has a Livingroom, kitchenette (Nespresso, microwave, Ref/Freezer, dishwasher, sink). Washer/Dryer. The 2 other 2nd Fl bedrooms share a large private bath. A terrace and screened porch is available.

4.97 out of 5 average rating, 179 reviews

The exterior of the cottage displays a modern design with light gray siding and a vibrant purple door. A small porch offers space to relax, while surrounding trees enhance the peaceful environment. A pathway is visible, leading to the entrance of the home.

Home in Middlebury

Purple Door Cottage in the heart of Middlebury!

Purple Door Cottage is located in the heart of Middlebury on a peaceful side street. Completely renovated, AC & heat everywhere, lots of comfy beds, great deck with grill and fire ring, fast WiFi, king bedroom for the parents, fun guest room with 1 queen, 1 full & 1 twin, full bath & 1/2 bath. Walk to restaurants, shops, grocery stores, and even the College! Incredibly well designed home can comfortably accommodate a couple or a crowd! Brand new 55" Smart TV, new beds, linens, sofas, etc.

4.95 out of 5 average rating, 401 reviews

The cozy cottage is softly illuminated at night, with warm light emanating from the windows. A sliding door is positioned at the entrance, complemented by two outdoor chairs on the lush lawn. The moonlight adds a serene ambiance to the rural scene.

Farm stay in Salisbury

Quaint 1-bedroom cottage on Blue Ledge Farm

This cozy cottage is on Blue Ledge Farm- a working goat dairy. It is a one-bedroom with a double fold-out futon in living room to potentially fit 4 guests. It is within 15 minutes of both Brandon and Middlebury, 1 hour south of Burlington. Pets are allowed, on leash. It can possibly include a farm and cheese tasting for an extra $20 per person (contact host in advance). It is the perfect place if you're an animal or cheese lover looking for a rustic and relaxing stay on a beautiful farm.

A bright bedroom features a spacious bed adorned with white linens and subtle blue detailing. Natural light enters through two windows, accompanied by blinds. A potted plant adds a touch of greenery, while built-in shelving provides storage options.

4.98 out of 5 average rating, 152 reviews

Mountain View Retreat

This clean, quiet, ground-level apartment enjoys an out-of-town feel and expansive mountain views while being conveniently located to the town of Middlebury, Middlebury College, the Green Mountain National Forest, the Middlebury College Snow Bowl and the Rikert Nordic Center, and more. This 1 bedroom/1 bath apartment features an open living concept and a fully equipped kitchen and is just 1.5 miles from restaurants and grocery stores and 2 miles from the college.

4.85 out of 5 average rating, 134 reviews

The historic brick farmhouse features a central entrance adorned with a small landing and wooden steps. Flanking the door, two windows allow natural light to enter. Flower pots filled with vibrant blooms sit at the base of the steps, surrounded by lush greenery.

Guesthouse in Middlebury

Historic Farmhouse in Middlebury

We offer a historic, four bedroom farmhouse in a peaceful, rural setting surrounded by wetlands, forrest, and farms. This is a family and pet friendly property with a private entrance, full kitchen, living and dining areas, full and half bathrooms, access to our fenced backyard, and dedicated laundry facilities. By making arrangements ahead of your stay, you can use our 3 season barn; send us a message letting us know how and when you would like to use it.

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

Fall in love with Bristol. This sweet one-bedroom efficiency right in the Gateway to the Green Mountains has everything you need, whether you are looking for a short weekend getaway or longer seasonal stay. Opening up this listing with all new small-kitchen appliances, queen bed, and new bathroom. Central to the town park and stores, and only miles away from ski areas, hiking trails, and water activities.

5 out of 5 average rating, 158 reviews

An updated kitchen space is presented with a central wooden island and three tall chairs. Exposed brick and wooden beams complement modern cabinetry. Natural light floods the area through a nearby window, revealing a view of the outside.

Home in Middlebury

In the heart of Middlebury, a modern farmhouse

This beautifully RENOVATED 3BR, 1.5 bath home merges its FARMHOUSE HERITAGE with MODERN décor and comforts. It is perfectly located on SOUTH STREET, perhaps the most sought-after address in Middlebury because it is nestled right between the heart of campus and this quintessential New England town. Both are just under a 5 min walk away.

4.98 out of 5 average rating, 129 reviews

A bright living area features large windows that frame views of the surrounding forest. Natural light enhances the wood-paneled walls. A comfortable sofa and chair are positioned around a central coffee table. A small, modern wood stove provides warmth, creating a cozy atmosphere.

Cabin in Goshen

The Berghüttli: The Coziest Cabin in Vermont

The Berghüttli is a Swiss-inspired mountain hut and farm stay located in Goshen, VT (population 168). Inspired by the tradition of mountain huts in the alps, the Berghüttli provides a completely private mountain escape surrounded by National Forest. Take a VIDEO TOUR: search "The Berghüttli" on Youtube

5 out of 5 average rating, 478 reviews

A charming cottage is surrounded by a grassy area, featuring a red umbrella over a small outdoor table and chairs. Two white lounge chairs are positioned nearby, complemented by greenery and tall trees in the background.

Home in East Middlebury

Nice one bedroom cottage

Located at the foot of the Green Mountains, a short walk to the Waybury Pub, nearby hiking, fishing and skiing. 4 miles to heart of Middlebury. Full kitchen, living room, bedroom(queen bed) and bathroom with stand up shower. ethernet connection/cable tv/washer-dryer/ac/ns

Popular amenities for Middlebury outdoor seating rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with outdoor seating

4.96 out of 5 average rating, 148 reviews

A lakeside view of the two-story lake house, nestled against a wooded backdrop. The property features a grassy area leading to a dock with a boat tied alongside. An outbuilding is visible, complementing the serene environment surrounded by lush greenery.

Home in Salisbury

Lake Dunmore Oasis near Middlebury

4.97 out of 5 average rating, 147 reviews

A large farmhouse is set against a backdrop of vibrant autumn foliage. The structure features a modern design with a metal roof and expansive glass windows, allowing for abundant natural light. A spacious lawn complements the serene rural setting.

Home in Rochester

Modern Farmhouse on 25 Acres - Superb Views

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

4.96 out of 5 average rating, 111 reviews

An open living area features hardwood flooring, a comfortable sofa, and decorative elements like pumpkins. The adjacent kitchen is visible with modern cabinetry and a dining space. Natural light flows in through the windows, enhancing the welcoming ambiance of the gathering space.

Home in Middlebury

Middlebury Gem open concept, 5 minutes from town

4.84 out of 5 average rating, 312 reviews

A serene outdoor setting features a two-story house surrounded by greenery. A small pond reflects the landscape, while a fire pit is visible nearby. Rustic wooden chairs provide seating, and smoke can be seen rising from the fire, creating a cozy atmosphere in nature.

Home in Goshen

Nature Lover's Paradise

5 out of 5 average rating, 144 reviews

The exterior of a renovated one-room schoolhouse is presented, set amidst lush green foliage. A vibrant red door stands out against the white walls, while a well-maintained hedge borders the property. Surrounding trees provide a serene backdrop, creating a peaceful atmosphere.

Home in Rutland

One Room School House. No Cleaning Fees!

4.96 out of 5 average rating, 235 reviews

A wooden dock extends over calm waters, reflecting a clear blue sky dotted with fluffy white clouds. The distant mountains along the shoreline provide a picturesque backdrop, enhancing the serene lakeside environment.

Home in Addison

Brthtkng New Premier Lake Champlain Wfrnt Escape!

4.98 out of 5 average rating, 114 reviews

A charming home with a large covered porch is set against a backdrop of blooming trees. A red barn is visible in the background, and a neatly maintained lawn surrounds the property, showcasing well-kept landscaping under a partly cloudy sky.

Home in Lincoln

Lincoln house cottage

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

Apartment in Old North End

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.

4.97 out of 5 average rating, 147 reviews

Downtown Burlington, Renovated, 1 bedroom+

4.97 out of 5 average rating, 114 reviews

A charming Victorian style house stands amidst greenery, featuring a light gray exterior and a blue front door. Flower boxes are visible under the windows, while a mature tree provides shade in the front yard. The sloped metal roof adds to its historical character.

Apartment in Lincoln

Golden Milestone

4.94 out of 5 average rating, 371 reviews

A two-story, white wooden house is surrounded by lush greenery and shrubs. A porch with a small seating area is visible, along with an air conditioning unit installed on the upper level's front wall. The bright sky and soft clouds provide a picturesque backdrop.

Apartment in Poultney

Cozy Poultney Village Apartment

4.95 out of 5 average rating, 106 reviews

A serene lake scene is presented at sunset, with a solitary kayaker navigating the calm waters. The reflection of the sun creates a shimmering path across the lake's surface, while trees line the distant shore, adding to the peaceful atmosphere.

Apartment in Leicester

Hideaway Lodge at Lake Dunmore

The living area features a contemporary leather sofa paired with patterned cushions. A mirror hangs above a console table, and a window draped with sheer curtains allows natural light to fill the space. Decorative elements include a standing lamp and floral accents.

4.83 out of 5 average rating, 195 reviews

Cozy Apt. Near heart of Middlebury Fiber WIFI

5 out of 5 average rating, 271 reviews

A cozy bedroom features a spacious bed with a white quilt and decorative pillows. Natural light enters through two windows, illuminating the room's soft blue walls. A bedside table with a lamp is positioned next to the bed, adding functional charm to the space.

Apartment in Chittenden

Vermont Country Suite

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

Condo rentals with outdoor seating

Superhost

A modern living area is presented with a cozy sofa and decorative throw pillows. A sleek wall-mounted TV rests above a rustic fireplace, with a stylish media console below. Light wood accents and a geometric patterned rug contribute to the inviting decor centered around comfort and relaxation.

4.92 out of 5 average rating, 179 reviews

Renovated unit, prime location! Shuttle on/Ski off

A cozy living room features a dark leather sofa adorned with decorative pillows. Above the couch, three framed nature-themed art pieces display serene mountain landscapes. A dog rests comfortably on the carpet, with soft lighting from two side lamps enhancing the peaceful ambiance.

4.96 out of 5 average rating, 152 reviews

Dog-Friendly Mtn Escape/Pool/Gym/Hiking Trails

A spacious living area features a large stone fireplace with a flat-screen television mounted above. Comfortable seating is arranged around a wooden coffee table, creating an inviting space. In the background, the kitchen and dining area are visible, offering a seamless connection to the living space.

4.95 out of 5 average rating, 105 reviews

⭐️Cozy Ski On/Ski Off 2-Bed/Bath w/Fireplace

4.93 out of 5 average rating, 184 reviews

Condo in Cambridge

Ski in/out – Smugglers’ Notch Condo

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.

Condo in Cambridge

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

4.97 out of 5 average rating, 135 reviews

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.

Condo in Stowe

Renovated 4-bedroom House: Hot Tub & Outdoor Space

A cozy living area is visible, featuring a dining table surrounded by bright yellow chairs. A fireplace is seen, enhancing the space, while a large bear-themed wall mural adds a touch of nature. Natural light floods in from the nearby window.

4.92 out of 5 average rating, 194 reviews

CozyCub- Location, Fireplace, Ski Off/Shuttle On!