Holiday rentals with outdoor seating in Middlesex

Find and book unique Holiday Houses with Outdoor Seating on Airbnb

Top-rated Holiday Houses with Outdoor Seating in Middlesex

Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.

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Top Guest favourite
A modern cabin is nestled among tall trees, elevated on stilts. Large windows offer a glimpse of the interior space, featuring a minimalist design. The surrounding greenery creates a natural setting, while the pathway leading to the cabin is lined with earth tones.
Cabin in Morristown
5 out of 5 average rating, 283 reviews

Cady’s Falls Cabin

Welcome to our treehouse inspired, modern cabin overlooking The Kenfield Brook on Terrill Gorge. We are located 5 miles from Stowe and its attractions, and just a few minutes from downtown Morrrisville with all its amenities. Just upstream from the picturesque Cady’s Fall swimming hole and across the brook from the amazing Cady’s Falls bike trails, our cabin is perched atop the hillside. With its simple, minimalist design it’s easy to immerse yourselves in nature and feel at home in the trees.

Top Guest favourite
An open living area features a wooden dining table surrounded by black chairs. A cozy lounge area includes a navy blue sofa and a wooden coffee table, complemented by a patterned area rug. Exposed beam ceilings add a rustic touch to the bright space.
Home in Waterbury Center
4.99 out of 5 average rating, 161 reviews

Stunning Views near Stowe / Private mountain home

Retreat and relax at this incredibly located and uniquely designed home nestled in the heart of ski country. This three bedroom, two bathroom vacation home is perfect for families or couples looking to enjoy Vermont's beauty and recreation. Very private location yet close to the amenities of Waterbury, Stowe and Mad River Valley. Enjoy the hiking trails, minutes away from this cozy home or the nearby ski slopes of Stowe. Sweeping views of the mountains throughout the house. Serene and lovely.

Top Guest favourite
An A-Frame cabin is framed by vibrant fall foliage, showcasing shades of orange and yellow. A spacious deck is visible with seating, and a vintage blue truck is parked nearby. The cabin features large windows that allow natural light to fill the interior.
Cabin in Stowe
4.95 out of 5 average rating, 187 reviews

The Summit House - remodeled unique A-frame

Welcome to The Summit House, a completely renovated A-Frame cabin less than 1 mile to downtown Stowe. Wake up to views of the morning light casting through the forest from your glass wall bedroom. Relax after a day exploring the mountains in the huge spa style rainfall shower. Settle down after dinner around the modern wood burning fireplace while watching your favorite shows on the 50" TV. It's not just a rental, it's an experience. The latest addition to the OM Home Residences collection.

Top Guest favourite
The log cabin features a charming exterior with a prominent stone chimney and rustic red accents. It is surrounded by lush greenery and tall trees, with a serene yard that conveys a peaceful retreat in nature. A welcoming wreath adorns the front door.
Cabin in Stowe
4.96 out of 5 average rating, 251 reviews

Charming log cabin w/ fireplace in Stowe village

The Ginger House: experience the warmth of this charming rustic log cabin, situated in the woods but close to the main village of Stowe. The open floor plan allows you to be in the new kitchen while still enjoying the real fireplace. Also located on the first floor is a full bath and spacious bdrm. Upstairs is where you’ll find the master with full bath. There is a large deck and fire pit which is great for just hanging out. All this and easy access to the Mountain Road shuttle.

Top Guest favourite
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.
Guesthouse in Waterbury Center
4.99 out of 5 average rating, 277 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

Top Guest favourite
Two white Adirondack chairs are positioned on a grassy expanse, surrounded by autumn foliage. Trees with vibrant orange and yellow leaves create a scenic backdrop against a clear blue sky, showcasing the natural beauty of the 8-acre property.
Home in Waterbury Center
4.96 out of 5 average rating, 143 reviews

Peaceful setting with Mountain Views

Rent the entire house. Primary bdrm w/ private bath, 2 bdrms that accommodate 4 people w/ shared full bath, one bonus room w/ pull out couch and a 1/2 bath . Updated kitchen, propane stove (looks like a wood stove) covered porch, exercise room, games, fully equipped kitchen, hot tub (from Memorial Day till Thanksgiving), outdoor fire pit, all on 8 acres. Located centrally to three ski resorts, mountain biking, hiking , kayaking, swimming, you name it. An inviting home in any season!

Top Guest favourite
A charming single-story house sits on a well-manicured lawn, surrounded by lush greenery and flowering shrubs. The exterior features large windows that invite natural light indoors, and a gentle sloping landscape leads towards a serene backdrop of trees.
Home in Moretown
4.96 out of 5 average rating, 203 reviews

Home on Flower Farm near VT’s best skiing & brews!

Country setting adjacent to a flower farm only 3 minutes off 89 perfectly nestled between mountains that boast hiking, skiing and mountain biking and the best of Vermont's brewery and restaurant scene. 20 minutes to Sugarbush and Mad River Glen, 30 minutes to Stowe and 25 minutes to Bolton Valley (night skiing!). With Waitsfield and Waterbury being less than 10 minutes away, it's an easy drive to two of the finest breweries, Lawsons and Prohibition Pig, that Vermont has to offer.

Top Guest favourite
A panoramic view reveals rolling green mountains under a partly cloudy sky. The foreground features a lush meadow filled with tall grass, bordered by a tree line. The vibrant greens of the trees contrast beautifully with the scenic backdrop, inviting a sense of tranquility.
Guest suite in Waterbury Center
4.95 out of 5 average rating, 309 reviews

Farmhouse with Sunset Mountain Views

Unbeatable Vermont setting, panoramic mountain views and gorgeous sunsets. Located one mile off Rt 100, 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 Village, 18 to lifts, 30 to Sugarbush, 35 min Burlington. The pictures and our 5 star reviews say it all!

Top Guest favourite
A serene landscape showcases rolling hills silhouetted against a pastel sky at sunset. The subtle gradient of pinks and purples transitions into deeper hues, while trees cresting the hills add depth to the tranquil scene.
Guest suite in Middlesex
4.98 out of 5 average rating, 360 reviews

Morningstar Meadow - your home in Vermont

You have a home in Vermont! 5-star one-bedroom apartment has country charm and contemporary panache. A perfect retreat to enjoy rural serenity, stunning views, woods and fields. Everything you need: well-appointed with attractive, high quality furnishings, separate entrance, full kitchen, open living/dining area, cozy bedroom with queen bed. Cable TV, WiFi, and cell service. Plentiful free parking. Recent guests claimed heat an issue. It is not. No complaints before or since.

Top Guest favourite
A modern house with wooden exterior is shown from an elevated perspective, surrounded by autumn foliage. A hot tub is positioned on a spacious deck, which includes a seating area with four chairs and a small table. Scenic mountain views and vibrant trees enhance the natural setting.
Tiny home in Warren
4.99 out of 5 average rating, 319 reviews

Luxury Glass Tiny House - Mountain View + Hot Tub

Immerse yourself in nature at Vermont's most unique Airbnb, located in the heart of the Green Mountains. This upscale mirrored glass house was built in Estonia and combines Scandinavian design with jaw-dropping Vermont views for an unforgettable experience. You'll return home feeling rejuvenated after relaxing in a hot tub overlooking Sugarbush Mountain or waking up with a panorama of Blueberry Lake at your feet. *One of Airbnb’s Most Wish-listed Stays of 2023*

Top Guest favourite
Cabin in Worcester
4.95 out of 5 average rating, 240 reviews

Pet Friendly Cozy Treetop Cabin near Mt Worcester

Come get Vermonty like a local. A quiet sanctuary home base for adventure. Pick raspberries, climb a mountain, and cool off in a swimming hole. Far away from it all yet close to all you want to do. Wake up to a tree top sunrise. Have coffee in the hammock while watching the birds. Spend your days skiing fresh powder or apple picking and return home to quirky records, books, and games. Well-behaved pets welcome. Extensive seasonal local guide upon booking.

Top Guest favourite
A sun-filled living area features large windows that offer views of the surrounding trees. A cozy seating arrangement includes a blue couch and a brown accent chair. A low coffee table sits atop a vibrant, striped rug, complemented by a soft bean bag nearby.
Cabin in Moretown
4.94 out of 5 average rating, 262 reviews

Waldhaus - Modern Forest Cabin

Escape to our beautifully designed Vermont cabin, transformed into a modern, cozy, and sun-filled retreat. From the moment you step inside, you'll feel at home in this inviting space. The entire cabin & yard will be yours during your stay. High-speed fiber WiFi keeps you connected and dogs are welcome. We're just 15-20 min from Mad River Glen, Mt. Ellen & Sugarbush. Many restaurants & stores are within 15 min to Waitsfield, 20 min to Waterbury.

Popular amenities for Middlesex outdoor seating rentals

When is the best time to visit Middlesex?

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Avg. price$326 NZD$322 NZD$296 NZD$242 NZD$263 NZD$253 NZD$322 NZD$275 NZD$303 NZD$319 NZD$261 NZD$317 NZD
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Quick stats about holiday rentals with outdoor seating in Middlesex

  • Total holiday rentals

    Explore 70 holiday rentals in Middlesex

  • Nightly prices starting at

    Middlesex holiday rentals start at $105 NZD per night before taxes and fees

  • Verified guest reviews

    Over 7,380 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    70 of Middlesex holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Middlesex rentals

  • 4.9 Average rating

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