
Vacation rentals with outdoor seating in Middlesex
Find and book unique outdoor seating rentals on Airbnb
Quick stats about vacation rentals with outdoor seating in Middlesex

Total vacation rentals
Explore 70 vacation rentals in Middlesex

Nightly prices starting at
Middlesex vacation rentals start at R 981 ZAR per night before taxes and fees

Verified guest reviews
Over 7,380 verified reviews to help you choose

Family-friendly vacation rentals
40 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
70 of Middlesex vacation 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!
Top-rated outdoor seating rentals in Middlesex
Guests agree: these outdoor seating rentals are highly rated for location, cleanliness, and more.

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.

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.

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

Gorgeous Treehouse! Big views, Cozy warm fireplace
Lilla Rustica is an elevated cabin among the trees. Private, with Stunning views this was built by "The Tree House Guys" a local Vermont company whom can be found having a season on the DIY network. Tons of detail, while keeping the design natural and simple. Unbelievable views of Camels hump State park. A loft with one queen bed and downstairs has a queen bed with three sides of the bed having windows facing the views. Hiking offered right from the cabin. An awesome getaway!

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.

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.

Contemporary Studio in Montpelier
Keep it simple at this peaceful and centrally-located place just minutes from downtown Montpelier. A contemporary studio set within the charm of a historical building. Relax under the apple tree with your morning coffee or take a five minute walk into town for freshly-baked pastries. Discover what our vibrant little city has to offer without ever getting into your car. No matter the season, there are great places nearby to explore for swimming, hiking, biking, and skiing.

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!

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.

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*

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.

Cozy Hideaway w Hot Tub — Bike, Hike, Play & Relax
Welcome to our lovely 1865 Waterbury Village Hideaway. We are located 1/2 mile from the very best Mountain Biking trails, less than 1 mile to great food and beer, access to more than 7 Ski Resorts, including Stowe, Sugarbush & Killington, and 30 minutes from Burlington and the Waterfront. Use this Hideaway to take advantage of everything Vermont has to offer and relax in the soothing waters of our Hot Tub at the end of the day.
Popular amenities for Middlesex outdoor seating rentals
House rentals with outdoor seating

Full House 3 Bedrooms/3.5 Baths

Cozy Bow House Perched in Trees w/ Hot Tub & View

The 1919 Mountain Farmhouse, new hot tub and patio

Relaxing Craftsbury Retreat

The Barnbrook House

Spacious Eco-Friendly Stowe Home for Family Fun

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

Vermont Getaway Home - Perfect Location
Apartment rentals with outdoor seating

1880 Purple Village Victorian

Hilltop Haven

Mountain View Retreat | Private Deck + Fast WiFi

Private Getaway on Lake Lamoille

Ray's Getaway

Gurdy's Getaway-Downtown 1 BDRM

Mary's House in Moretown Village

Village Suite
Condo rentals with outdoor seating

Ski-in, Ski-Out / 4 beds / seasonal pool

One level condo in the heart of Stowe Village!

Lovely 3-BR Stonybrook Townhouse With Mtn Views

Renovated 4-bedroom House: Hot Tub & Outdoor Space

Newly Renovated 2 Bedroom Condo centrally located

Meadow Lane Farm House

Northeast Kingdom Little Piece of Heaven

NEW: Stylish Ski On/Ski Off Mountainside Retreat
When is the best time to visit Middlesex?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | R 3,057 ZAR | R 3,024 ZAR | R 2,779 ZAR | R 2,272 ZAR | R 2,468 ZAR | R 2,370 ZAR | R 3,024 ZAR | R 2,583 ZAR | R 2,844 ZAR | R 2,991 ZAR | R 2,452 ZAR | R 2,975 ZAR |
| Avg. temp | -6°C | -5°C | 0°C | 8°C | 15°C | 20°C | 22°C | 21°C | 17°C | 10°C | 4°C | -2°C |
Destinations to explore
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- Rentals with a washer and dryer Middlesex
- Rentals with a patio Middlesex
- Family-friendly rentals Middlesex
- Rentals with a fire pit Middlesex
- Rentals with a fireplace Middlesex
- House rentals Middlesex
- Apartment rentals Middlesex
- Pet-friendly rentals Middlesex
- Rentals with outdoor seating Washington County
- Rentals with outdoor seating Vermont
- Rentals with outdoor seating United States
- Jay Peak Resort
- Sugarbush Resort
- Killington Resort
- Pico Mountain Ski Resort
- Stowe Mountain Resort
- Bolton Valley Resort
- Fort Ticonderoga
- Cannon Mountain Ski Resort
- Jay Peak Resort Golf Course
- Dartmouth College
- Jay Peak
- Middlebury College
- ECHO, Leahy Center for Lake Champlain
- Montshire Museum of Science
- University of Vermont
- Pump House Indoor Waterpark
- Warren Falls
- Shelburne Museum
- Elmore State Park
- Snow Farm Vineyard & Winery
- Shelburne Vineyard
- Cold Hollow Cider Mill
- Quechee Gorge
- Fairbanks Museum & Planetarium





