
Holiday rentals with a patio in Middlesex
Find and book unique rentals with patio on Airbnb
Top-rated rentals with patio in Middlesex
Guests agree: these rentals with a patio are highly rated for location, cleanliness and more.

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.

Camel's Hump Remote Mountain Cottage
Escape to this peaceful getaway with beautiful mountain views. Our cottage is ideal for the adventure seeker, nature lover or remote worker. Located less than two miles from Camel’s Hump trail head and less than 30 miles from ski resorts, including Stowe, Sugarbush, Bolton, Cochran and Mad River. The area offers plenty of outdoor activities from hiking, cross country skiing, snow shoeing, mountain biking, fishing, swimming, kayaking and only 15 min from local restaurants, breweries and shops.

4-Season Treehouse @ Bliss Ridge; Best Views in VT
thermostat control! LUXURY! 1-of-a-kind, 5⭐️Interior bathroom, @Bliss Ridge - 88acre, OG farm, private estate surrounded by 1000s acre of wilderness. NEW SAUNA& cold plunge!!! Our 2 architectural wonders = real treehouses, built withIN the living trees, not stilted cabins. Equipped w. a fabulous yotel fireplace, indoor hot shower / plumbing, fresh mtn spring water, stable access ramp. Our original Dr. Seuss treehouse, "The Bird’s Nest" is open May-Oct. WiFi avail at the barn! Cell svc works!

Potter’s Place
Lovely 2-bedroom close to everything, Potter’s Place is the perfect hub for your stay in Vermont. Only 30-40 minutes to Stowe, Bolton, Sugarbush, and plenty of amazing Nordic trails, the space provides a welcoming retreat after a day of skiing, hiking, or biking. If biking is your thing, the apartment backs up to the Cross Vermont Trail, and is a great jumping off point for adventure. The apartment is also a short (10-15 minute) walk to downtown and all the shops on Main and State Street.

River's Bend NEW 1-bd Apt - 8 Mins to Montpelier
Come and enjoy the best Vermont has to offer! This brand new, modern and comfortable apartment is conveniently located just 8 mins to downtown Montpelier and 30-40 mins to Burlington, Stowe, and Sugarbush Ski Resorts, and just mins to biking, hiking, boating areas. You’ll have a private and fully fenced yard, a patio with outdoor seating, and across the walking bridge there’s public access to a local favorite swimming hole. Private entry, driveway and apartment. Host occupies upstairs unit.

Off Grid Secluded Cabin on 37 Acre Farm
In a secluded, hand-crafted off the grid cabin, come and enjoy the elements with us at Drift Farmstead. A 3-minute walk leads you through gardens and pasture, to Ravenwood, a small, intimate cabin with everything you need. Be it an extended weekend tucked in seclusion, amongst the birds, river and trees, or find the comforts of a 37 acre small farm nestled in the mountains and settle in, working from afar. Top shelf skiing at Sugarbush is near, along with Vermont's finest grub and beer.

Stowe, Vermont - Private Second floor apartment.
Private One bedroom apartment, on the second floor. Two adults only, one adult must be minimum age 25 Our reservation availability opens three months out. Air conditioning. Fireplace. no pets. no smoking, vapping, or e- cigarettes. Trout pond, poles available. Downtown village 3.2 miles. Burlington International Airport - 37 miles Stowe Mountain Resort - 11 miles - 18 minutes Von Trapps lodge & Brewery - 7.2 mikes - 17 minutes Ben & Jerry’s Factory - 18 miles - 18 minutes.

Sunny, spacious studio apartment in Montpelier, VT
A beautiful space close to downtown Montpelier with a full set of windows that creates a sunny, open feeling with wooded view. Equipped with a queen bed, single bed, couch, kitchenette (small sink, microave, toaster oven, minifridge, blender, silverware, cups, and dishes). Easy access to the varied actives that Vermont provides. Off-street Parking; separate entrance in a safe and quiet neighborhood; 15minute walk to downtown. Please note this is a no-smoking, no-vaping property.

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.

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*

Hydrangea House on the Hill
The loft is surrounded by woods in a quaint, picturesque, rural part of Northwestern Vermont close to Burlington and Mad River Glen. We are 25 mins to Mad River Glen, Bolton Valley and Burlington (Lake Champlain beaches) and 10 mins to Sleepy Hollow Ski and Bike Center, Camel's Hump Nordic Ski Area, Frost Brewery and Stone Corral. Enjoy complete privacy and peaceful surroundings of nature with the full amenities of a home.

Private deck with pond view!
This renovated 1bd/1ba has a Smart TV with streaming options, a remote control powered fireplace, board games, & comfortable lounging. The kitchen is fully stocked plus a dishwasher, washer and dryer for laundry. As you step outside, the outdoor pond-side firepit awaits, offering a tranquil spot to enjoy the peaceful surroundings as you gaze out over the serene water. Pet friendly for up to 1 dog with a $95 pet fee.
Popular amenities for rentals with patio in Middlesex
Flat rentals with a patio

Boho Getaway near Burlington, Beach, & Bike Path!

Downtown Burlington, Renovated, 1 bedroom+

Hyde Away | Spacious funky loft w/ parking & tub

Mountain View Retreat

The Bootlegger Outlaw Hideout @The Pony Farm Ranch

Charming & Peaceful Upper Valley 1BR Retreat

Enjoy our spacious home with a sunroom and patio.

Beautiful private village apartment with king bed
House rentals with a patio

Romantic Mountain Getaway

Mountain View Farmhouse w/ Orchard White Christmas

Brand new Beautiful Modern Clean Home On River

Lake Dunmore Getaway — Foliage Views & Ski Retreat

Kobe's Cabin on Main Street (Extended)

Sunrise Lake House! Comfort-Hot Tub-Beach

Year-round mountain escape, stunning views!

Mountain Haven - Near Stowe + Lake Elmore
Apartment rentals with a patio

The Chalet @ Stowe Lofts, Mt Views, Warm, Cozy

Ski in/out – Smugglers’ Notch Condo

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

Renovated 4-bedroom House: Hot Tub & Outdoor Space

The Château -Luxe condo in heart of downtown Stowe

SnowCub Pets Indoor Pool Hot Tub Sauna, FirePlace

⛷☃️Close to lifts. Rustic. Mountain Green Resort🏂❄️…

Modern Farmhouse Condo: fast WiFi+close to it ALL!
When is the best time to visit Middlesex?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $252 SGD | $291 SGD | $207 SGD | $171 SGD | $175 SGD | $188 SGD | $200 SGD | $200 SGD | $194 SGD | $212 SGD | $190 SGD | $226 SGD |
| 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 |
Quick stats about holiday rentals with a patio in Middlesex

Total holiday rentals
Explore 80 holiday rentals in Middlesex

Nightly prices starting at
Middlesex holiday rentals start at $78 SGD per night before taxes and fees

Verified guest reviews
Over 8,360 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
80 of Middlesex holiday rentals include wifi 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!
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- Rentals with a patio Washington County
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- Rentals with a patio United States
- Sugarbush Resort
- Jay Peak Resort
- Bolton Valley Resort
- Cannon Mountain Ski Resort
- Fort Ticonderoga
- Dartmouth Skiway
- Cochran's Ski Area
- Pico Mountain Ski Resort
- Jay Peak Resort Golf Course
- Autumn Mountain Winery
- Lucky Bugger Vineyard & Winery
- Pump House Indoor Waterpark
- Northeast Slopes Ski Tow
- Montshire Museum of Science
- Mt. Eustis Ski Hill
- Cozy Cottages & Otter Valley Winery
- Country Club of Vermont
- Burlington Country Club
- Leahy Center for Lake Champlain
- Ethan Allen Homestead Museum
- Killington Adventure Center
- Vermont National Country Club
- Lincoln Peak Vineyard
- Shelburne Vineyard