House holiday rentals in Middlesex

Cozy Mountain Home w/Million $ View

Privacy, awesome views of Trapp Family Lodge and Stowe Mountain Resort. 5 min drive to town and 10 min to ski area. Home to famous visiting musicians thru the years including the recording of Phish's " Story of the Ghost ". Family or a group love it! My home offers a great open space to relax in front of the fire and enjoy the company of friends and/or family. It easily accommodates a lot of people. The entire house is for rent although less is open for discussion as well, just ask. I stay in an apartment next door so am readily available should anyone have a question. In the winter it is best to have snow tires or four wheel drive to access the property. I am around however to assist if you need help getting up the hill. The road and driveway are both maintained very well but this is Vermont and we get a lot of snow!

Value · Location · Walkability

Mountain View Farmhouse w/ Orchard, Pool is Open!

This magical property is Vermont at its finest. Bring the whole family to this idyllic farmhouse with panoramic mountain views, large private pool, apple orchard, flower gardens, fire pit and much more. Be as free as you imagine on 14 private acres of lawn, perennial gardens, fruit trees and lush woods with a meandering stream. Let the kids swim in the pool all day while you read in the shade of old locust trees while taking in one of the best views in Vermont.Find us on insta: @upper_east_eden

Location · Family · TV

The 1919 Mountain Farmhouse, new hot tub and patio

Welcome to your charming mountain getaway—The 1919 Mountain Farmhouse! Located just 10 minutes away from Montpelier and 40 from Stowe proper, this newly renovated 1919 farmhouse comfortably sleeps 8 and is the perfect choice for a relaxing stay. Nestled among quiet farmland, you and your guests will enjoy sipping coffee/wine on the back deck with full mountain views. After a fun day enjoying local trails, shops, mountains, and more—a table inside or outside awaits a meal to be shared with all.

Location · Family · Quiet

Perry Pond House

Come with your family, friends or by yourselves to enjoy a restful stay at our newly built secluded hillside home. Perry Pond is located close to many recreation opportunities (ski, bike, hike, swimming holes, paddling), restaurants, breweries, and scenic attractions in the Waterbury-Stowe-Waitsfield-Montpelier area. Its private setting overlooking a pond and distant views provides the perfect getaway for those seeking a peaceful break from their daily routine or to relocate remote work.

Value · Family · Bathroom

Stunning Views near Stowe /Mountain private home

Retreat and relax at this incredibly located & 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 minutes to the attractions of Stowe, Waterbury and Mad River Valley. Enjoy the hiking trails very close to this cozy home or the nearby ski slopes of Stowe. Sweeping views of the mountains throughout the house. Serene and lovely.

Location · Value · Heating

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!

Family · Location · Getting around

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.

Value · Location · Air conditioning

Mountain Oasis/10 Mins to Stowe/Hiking/HotTub

Welcome to our cozy retreat nestled in the picturesque town of Waterbury, Vermont. This newly renovated spacious and modern home is perfect for families or groups looking for a comfortable and stylish retreat. With its prime location, you’ll have easy access to local attractions, outdoor activities, renowned craft beer scene, world-class skiing, hiking trails, and breathtaking Mountain View’s - making it an easy getaway choice for nature lovers and outdoor enthusiasts.

Location · Family · Checkout

True Mountain House

This is a very private mountain home surrounded by green and peace. Your private forest. Amazing Views. Very romantic. Open layout. Lots of light. Wood floors and electric heating. Very quiet, relaxing and cozy. It has a decompressing effect on it's guests. Perfect to rest your head. Not suitable for children under 12 years old. Amazing gourmet kitchen. WE HAVE HIGH SPEED INTERNET. Fly into Burlington and rent a car, it will be approximately a 40min. Drive to Middlesex.

Location · Value · Cleanliness

Private Mad River Valley Cabin: Centrally Located

Discover a private Vermont retreat in the heart of the Mad River Valley. Shielded in the pines, our well-appointed cabin offers a quiet escape within a scenic 25-minute drive to Sugarbush and Mad River Glen. It’s an ideal base for skiing, hiking, swimming holes or fly fishing the nearby Mad River. After a day of adventure, enjoy local dining or cook a gourmet meal in our chef’s kitchen. Perfect for outdoor enthusiasts and those seeking total relaxation. Follow @mrvstays

Location · Family · Access

SylvanRhapsody-Stowe Village OutDoor Hot-tub!

An eclectic mountain retreat made for unforgettable group getaways! Welcome to **Sylvan Rhapsody**, a stylish 6-bedroom, 3-bath modern New England home designed for comfort, connection & lasting memories. Perfect for ski trips, family reunions, holidays or escapes with friends. After exploring Stowe, unwind in the **private hot tub beneath a cozy pergola**. In every season, enjoy Vermont's mountains, charming towns, outdoor adventures & endless New England beauty!

Location · Family · Hiking

Spacious Eco-Friendly Stowe Home for Family Fun

Vacation/Work Remotely or both in this 5 BR and 5 BA gorgeous mountain eco-friendly home. FIBER 100 meg symmetrical wifi, a quiet workspace with desk, monitor, and printer. Fully stocked kitchen, ping pong, fire pit, large family space but quiet spaces too, and 3 ensuite bedrooms! Conveniently located close to town and a short drive to skiing. This is a great family space to reconnect or a space to work remotely for a change of pace.

Family · Location · Skiing