Vacation rentals with outdoor seating in Middlebury

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Top-rated outdoor seating rentals in Middlebury

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Guest favorite

Cottage in New Haven

4.99 out of 5 average rating, 243 reviews

Small New Haven Cozy Cottage

This very small, compact cottage is in a rural setting, off the beaten path. It is about a 12 minute drive to Middlebury where you can find shops, restaurants and Middlebury College. Burlington is about 40 minutes north of where we are located. Hiking/skiing in the Green Mountains, fly fishing in the nearby New Haven River, boating/swimming on Lake Champlain, and enjoying the many local craft breweries and wineries are some of the many activities you have access to from this beautiful spot.

Jun 18 – 25

R1,597 ZAR per night

Guest favorite

Farm stay in Salisbury

4.95 out of 5 average rating, 271 reviews

Quaint 1-bedroom cottage on Blue Ledge Farm

This adorable 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.

Sep 11 – 18

R2,512 ZAR per night

Guest favorite

Farm stay in Cornwall

4.93 out of 5 average rating, 203 reviews

Cozy country guest house

Our guesthouse is nestled in the Lemon Faire River Valley. This 1 bedroom with kitchen, bathroom, and extra sleeping loft gives you a quiet experience of the Vermont countryside. The outside entry deck overlooks over a 1000 acres of open field and farmland. Middlebury is only 3 miles away and offers museums, restaurants, and shopping. This is an active farm: horses, dogs, geese, a duck, and chickens. Please read the house manual as it has lots more information about the house and property.

Nov 12 – 19

R3,106 ZAR per night

Guest favorite

Apartment in Middlebury

5.0 out of 5 average rating, 184 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.

Jul 8 – 15

R10,202 ZAR per night

Guest favorite

Apartment in Middlebury

4.85 out of 5 average rating, 140 reviews

Cozy Apt. Near heart of Middlebury Fiber WIFI

Enjoy a cozy, stylish and private experience at this centrally-located apartment. Free ultra fast Fiber Wifi, office desk and chair for work. 2, smart Tv’s connected to wifi for your enjoyment. Close to Middlebury College. Visit nearby hiking trails, Lake Dunmore, Branberry Beach and much more! Near Middlebury College Snow Bowl and Robert Frost Trails for beautiful nature views. Restaurants and shops within walking distance and a short drive or bike ride to downtown Middlebury.

Sep 13 – 20

R2,766 ZAR per night

Guest favorite

Yurt in New Haven

4.91 out of 5 average rating, 254 reviews

Song Bird Sangha Yurt

Songbird Sangha was thoughtfully created to provide a peaceful retreat from the world. It is nestled into a beautiful forest with privacy in mind. You will fall in love with the sky dome over your queen sized bed for the most comfortable star gazing ever! Your stay would not be complete without a complimentary campfire & marshmallow and if you would like more magic sign up for our Airbnb Experience The Healing Nature of Horses, a life enhancing encounter . Certified Wildlife Habitat.

Aug 2 – 9

R2,409 ZAR per night

Guest favorite

Yurt in Bristol

4.93 out of 5 average rating, 237 reviews

Bristol Cozy Yurt near Hiking/Swimming|Maple Farm

Our cozy yurt is located within minutes of amazing, hiking, biking, swimming, skiing, breweries and much more! Sit around the campfire 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, biking and swimming in North Central Vermont. We're also close to civilization with several small towns within 15 minutes to explore for food, drink, art, and shopping. Or travel a bit further to Burlington..

Dec 21 – 28

R2,477 ZAR per night

Guest favorite

Condo in Vergennes

4.96 out of 5 average rating, 178 reviews

Little Brick House Off Main (Apt. B)

Bright, clean and cozy second-floor apartment located just steps to restaurants, bars, cafes, and shopping in the heart of historic downtown Vergennes. This convenient location is a 35-minute drive to Burlington and just 20 mins to Middlebury. A 10-minute drive to nearby Button Bay Park and Basin Harbor Resort on the shores of Lake Champlain. 35-minute drive to Mad River Glen Ski Area, 50-minute drive to Sugarbush Resort, and just 35 minutes to the Middlebury Snow Bowl.

Oct 24 – 31

R2,126 ZAR per night

Guest favorite

Cabin in Bristol

4.95 out of 5 average rating, 109 reviews

Cozy Cabin on the River in Bristol

Come experience true tranquility in this vintage and cute riverside cabin. The calming babble of the rocky New Haven River is the perfect soundtrack for you to relax, play, and explore. The small cabin has a deck and plenty of outdoor space with a picnic bench and fire pit. Feels remote but just a two minute drive to charming downtown Bristol featuring great restaurants, bars and shopping. Outdoorsy people will love all the swimming and hiking in the area as well!

Oct 19 – 26

R3,308 ZAR per night

Guest favorite

Apartment in Middlebury

4.99 out of 5 average rating, 103 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.

Jun 14 – 21

R3,537 ZAR per night

Guest favorite

Apartment in Hancock

4.95 out of 5 average rating, 146 reviews

Suite in the Green Mountains

We have a first-floor,two-room suite with its own entrance in our home, located on an official Vermont Scenic Highway, in the middle of the Green Mountains. The suite has a large sitting room with a kitchenette, a bedroom with queen bed, and bathroom with tub/shower. NOTE: We have a second, larger unit in our home called "Two-Bedroom Apartment in the Green Mountains".

Apr 1 – 8

R1,773 ZAR per night

Guest favorite

Cabin in Bristol

4.86 out of 5 average rating, 172 reviews

Colonel's Camp in Buck Haven

Welcome to Buck Haven. This family owned and cared for retreat reflects the mountain and hunting history of our Patriarch and family. The simple and open layout allows guests to relax and socialize together, inside or out. Perfect for families, couples, or a circle of friends.

Apr 2 – 9

R2,289 ZAR per night