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House vacation rentals in Middlesex

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Top-rated house rentals in Middlesex

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Home in Montpelier

4.9 out of 5 average rating, 395 reviews

Chic In the City!

Charming & private, with easy access to downtown! Featuring an outdoor fire pit, city living has never felt so rustic. A LOTO library, leave one/take one. On the main thoroughfare into the heart of Montpelier. This cozy gem is just a 3 min. walk to the Hunger Mt Co Op and the Bike Path, 2 bikes available. Don't miss the Bar Hill Distillery-5 min. walk! Well behaved dogs permitted,$50 fee. Older home-steep stairs, and 1 bedroom with a door, the other bedroom doesn't offer privacy. Great Reviews!

Home in Waterbury Center

4.98 out of 5 average rating, 110 reviews

Cozy Farmhouse Nestled Between Stowe and Waterbury

Beautifully restored 1840's era farmhouse is the ideal retreat for ski vacations, hiking, biking & exploring lakes and streams, hanging with friends & family and work from home & homeschooling stays. Features post & beam construction, wide plank flooring, luxurious radiant heat, stainless steel appliances, large windows and powerful WiFi. Clean, cozy, and loads of character combining the best of old and new. Pls msg w/a few trip/group details before instant booking as we are on multiple sites!

Home in Waterbury Center

4.99 out of 5 average rating, 122 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.

Home in Waterbury Center

4.96 out of 5 average rating, 128 reviews

Peaceful setting with Mountain Views

Rent the entire house. Large primary bdrm w/ private bath and 2 bdrms that accommodate 4 people w/ a shared full bath, one bonus room with pull out couch. Updated kitchen, propane stove (looks like a wood stove) covered porch, exercise room, games, fully equipped kitchen, hot tub (available 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!

Home in Montpelier

4.94 out of 5 average rating, 359 reviews

Modern not so tiny house

Our backyard tiny home is walking distance to historic downtown Montpelier. Located on a quiet street, its many windows highlight all the efficiencies of tiny house living, including a fully equipped kitchen, radiant floor heat and the option of woodstove coziness. The bathroom includes a spacious walk-in shower and modern concrete sink. Two small bedrooms share a featured rotating wall and sliding barn door. The design plan is clean lines, minimalist decor and efficient energy use.

Home in Moretown

4.97 out of 5 average rating, 187 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.

Home in Moretown

4.99 out of 5 average rating, 262 reviews

Dramatic Views at the Above the Clouds Guesthouse

As featured in Conde Nast Traveler (1/21/22) Peaceful & impeccable retreat with a 180 degree view of Vermont's tallest mountains. Near Vermont's premier skiing, hiking, & outdoor adventures, you’ll love the sunset views and cozy atmosphere (huge sheepskin in front of the fireplace) and the attention to detail (live-edge wood details, spa-like bathroom). This is an incredible retreat for couples and families, adventurers and business travelers alike! COMPLETE COVID-19 CLEANING

Home in Roxbury

4.92 out of 5 average rating, 181 reviews

Captain Tom's Cabin - Secluded Vermont Getaway

Welcome to Capt. Tom's Cabin. Nestled in the hills of Vermont with a beautiful view of the Green Mts., this 2-storey, 2 bedroom log house on 44 acres offers seclusion, serenity and privacy. Two large bathrooms, full kitchen, central heat, gas fireplace, pond and deck. Great for winter sports enthusiasts and nature lovers. Good wifi, dog-friendly with a fee. Please google and read Vermont's covid restrictions and agree to adhere to them before making a reservation.

Home in Middlesex

4.94 out of 5 average rating, 173 reviews

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.

Home in Waterbury Center

4.97 out of 5 average rating, 185 reviews

Vermont Getaway Home - Perfect Location

Central Location! Covered patio with propane fire table. Cozy 2 bed, 1.5 bath home, in a 2 unit duplex, 1200 sq.ft. Fully furnished. Whether you choose to stay in or want to get out, this is a great location! 13 mi. to Stowe Mtn., 21 to Sugarbush, 25 to Burlington, 3 to local hiking trails, and 4 to downtown Waterbury, enjoy local restaurants, craft beer, and more! Bedrooms and full bath are on 2nd floor. AC throughout the house! Smoke Free, Pet Free Rental.

Home in Waterbury

4.93 out of 5 average rating, 105 reviews

Countryside Home w/ Mt Views in a Perfect Location

Escape to this impeccable and private getaway in the perfect location for the complete Vermont experience just minutes from Stowe, Burlington, and our charming Waterbury. Delight in the comforts of home in this spotless 3-bedroom, 2.5-bathroom home with a spacious loft that comfortably sleeps 8+, with additional amenities to accommodate larger families or groups. Indulge in the privacy of this 3 acre property with spectacular mountain views and even a sledding hill.

Home in Moretown

4.89 out of 5 average rating, 121 reviews

Beautiful North Fayston Home W/ Hot Tub & Views

Beautiful home with mountain views. Open concept with cathedral ceilings and beams in the kitchen, dining, sitting area, and living room. Separate King bedroom, twin bedroom and walk-in closet and open loft with King bed. Outdoor hot tub with a gorgeous view. 4WD W/ Snow tires highly recommended for access! Close to Ski Areas - 19 min. (10 m) Sugarbush Mt. Ellen; 20 min. (11.4 m); Mad River Glen and 22 min. (13 m) Sugarbush Resort.

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Popular amenities for Middlesex house rentals

Free parking on premises

Air conditioning

House rentals with a pool

Home in Killington

4.9 out of 5 average rating, 184 reviews

Luxury Condo Tucked in the Heart of Killington

Home in Waterbury Center

5 out of 5 average rating, 50 reviews

Vermont Retreat convenient to beautiful Stowe

Home in Granville

4.95 out of 5 average rating, 128 reviews

Epic Views of the Green Mountains

Home in Mendon

4.88 out of 5 average rating, 230 reviews

Ranch at Mendon Mt Orchards

Home in Stowe

5 out of 5 average rating, 15 reviews

Spacious, modern luxury close to mountain!

Home in Woodstock

4.83 out of 5 average rating, 348 reviews

White Mountains Ski and Golf Resort Home

Home in Killington

4.98 out of 5 average rating, 120 reviews

SugarBear Pool, Hot Tub, 2 En Suite BRs, FirePlace

Home in Stowe

4.98 out of 5 average rating, 124 reviews

Spruce Peak Lodge Studio Mnnt Views! | 1516

Weekly house rentals

Home in Orford

4.98 out of 5 average rating, 104 reviews

B&E's Mountain Getaway

Home in Lincoln

4.97 out of 5 average rating, 186 reviews

Modern Home in Lincoln Sauna / Pond / Ev Chg / Pvt

Home in Fairlee

4.96 out of 5 average rating, 455 reviews

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

Home in Moretown

4.93 out of 5 average rating, 136 reviews

South Hill Lodge- 5 BR Post & Beam Home

Home in Waterbury Village Historic District

4.98 out of 5 average rating, 51 reviews

Perry Pond House

Home in Newbury

4.98 out of 5 average rating, 142 reviews

Wright’s Mountain Retreat with Sauna

Home in Ferrisburgh

4.99 out of 5 average rating, 285 reviews

Hip Guest Cottage on Lake Property with Farm and Yoga Barn

Home in Stowe

4.84 out of 5 average rating, 165 reviews

Modern design in the woods, private, beautiful

Private house rentals

Home in Waterbury

5 out of 5 average rating, 38 reviews

Modern Dwell designer retreat Waterbury/Stowe

Home in East Montpelier

5 out of 5 average rating, 60 reviews

The 1919 Mountain Farmhouse

Home in Stowe

4.9 out of 5 average rating, 21 reviews

Stowe Hollow Retreat

Home in Middlesex

4.89 out of 5 average rating, 56 reviews

The Vermont Red Barn

Home in Waterbury Center

4.83 out of 5 average rating, 40 reviews

Huge Waterbury home near Stowe with views/sauna

Home in Waterbury Village Historic District

4.91 out of 5 average rating, 86 reviews

Clean, perfect home a mile from historic Waterbury

Home in Waterbury Center

4.91 out of 5 average rating, 55 reviews

Vermont Valley Views!! Ski, Hike, Bike, or Relax!

Home in Middlesex

5 out of 5 average rating, 36 reviews

Spacious home on 8 acres, minutes from downtown

Quick stats about house rentals in Middlesex

Total rentals
70 properties
Nightly prices starting at
$60 before taxes and fees
Total number of reviews
5.8K reviews
Family-friendly rentals
50 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
40 properties have a dedicated workspace

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