House holiday rentals in Middlesex

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Top-rated house rentals in Middlesex

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Top Guest favourite
An open living area features a wooden dining table surrounded by black chairs. A cozy lounge area includes a navy blue sofa and a wooden coffee table, complemented by a patterned area rug. Exposed beam ceilings add a rustic touch to the bright space.
Home in Waterbury Center
4.99 out of 5 average rating, 153 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.

Top Guest favourite
A charming backyard scene showcases a tiny home with a wooden exterior adjacent to a classic white house. Lush green grass surrounds the properties, enhanced by vibrant flowers, including tall sunflowers. Dense trees form a tranquil backdrop, completing this inviting outdoor space.
Home in Montpelier
4.94 out of 5 average rating, 385 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.

Top Guest favourite
A unique bow roof home sits nestled among trees, illuminated warmly against a backdrop of a star-filled night sky. The expansive windows reflect the twinkling stars above, creating a serene atmosphere for stargazing and relaxation.
Home in Starksboro
4.98 out of 5 average rating, 196 reviews

The Spring Hill House

Escape to a haven of natural beauty and tranquility at The Spring Hill House. Our unique bow roof home offers breathtaking views of Camel’s Hump and the majestic Green Mountains, the perfect setting for a rejuvenating getaway. Despite being removed from the hustle and bustle of city life, The Spring Hill House is still centrally located, providing easy access to some of Vermont's most popular destinations. Please note: We have a firm no kids policy due to the open loft and stairs.

Top Guest favourite
A hot tub emits steam under the soft glow of string lights, creating a relaxing ambiance. The wooden deck features outdoor seating, inviting guests to enjoy the night. The rustic home blends with the surrounding nature, offering a peaceful retreat.
Home in Waterbury Center
4.99 out of 5 average rating, 115 reviews

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.

Top Guest favourite
Home in Moretown
4.98 out of 5 average rating, 148 reviews

Secluded Ski Cabin w/ Chef’s Kitchen | Mad River

Discover a peaceful Vermont retreat in the heart of the Mad River Valley. Secluded in the woods, 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, or fly fishing the nearby Mad River. After a day of adventure, enjoy local valley dining or cook a gourmet meal in our chef’s kitchen. Perfect for those seeking both outdoor thrills and total relaxation. Follow us at @mrvstays

Top Guest favourite
A comfortable living area features two dark sofas arranged around a central coffee table on a textured area rug. A lamp stands beside one sofa, and a stone fireplace adds warmth to the space. Large windows allow natural light to illuminate the room.
Home in Waterbury Center
4.97 out of 5 average rating, 214 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.

Guest favourite
An open-concept kitchen features modern dark cabinetry and a large central island with four high stools. Stainless steel appliances are positioned strategically, with ample natural light illuminating the space through a nearby window. Newer flooring adds a fresh touch to the inviting layout.
Home in Waterbury Center
4.9 out of 5 average rating, 124 reviews

Full House 3 Bedrooms/3.5 Baths

Come to the area for outdoor adventures, business needs or romantic retreats and you will enjoy all the beauty Vermont has to offer. All accommodations are close (delicious restaurants, award winning craft beer breweries, small locally owned shops, miles of mountain biking/hiking/skiing/snowboarding and a huge arts & culture scene giving you plenty of ways to fill your days. Near Bolton, Mad River Glen, STOWE and Sugarbush are a short scenic drive away.

Top Guest favourite
The single-story home features a modern wooden exterior with large windows that allow natural light to enter. A spacious deck is equipped with outdoor seating and leads to a grassy area surrounded by trees. The inviting structure presents a blend of warmth and contemporary design.
Home in Starksboro
4.99 out of 5 average rating, 149 reviews

Forest Hideaway

Our single story 2 bedroom 1 bath home is located within 30 minutes of Mad River Glen and Sugarbush ski areas and the quaint towns of Bristol, Richmond and Waitsfield. Drive another 15 minutes to Burlington or the Bolton Valley Ski Area. Hiking, biking and cross country skiing trails nearby, or just sit on the porch and enjoy the sounds of the nearby river. Snow tires and front wheel or 4 wheel drive vehicles necessary during the winter months.

Top Guest favourite
A spacious living area features a large, sectional grey sofa adorned with colorful cushions. A coffee table sits in front, accompanied by a small decorative bowl. Natural light filters through large windows, enhancing the warm wooden flooring and inviting atmosphere.
Home in Waterbury Vermont
4.95 out of 5 average rating, 142 reviews

Cozy Hideaway w Hot Tub — Perfect for Ski Weekend!

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.

Guest favourite
A comfortable living area is showcased, featuring a dark upholstered sectional sofa with decorative pillows. A wooden coffee table sits atop a textured rug. The wall-mounted television is positioned above a modern fireplace, with a light-colored stone facade. A blue shelving unit displays decorative items.
Home in Stowe
4.93 out of 5 average rating, 222 reviews

Kobe's Cabin on Main Street (Extended)

Look no further! This beautiful space is nestled in Stowe Historic Village. The property is located on the continuation of Main Street--an easy 2 minute walk, 3 houses down! Avoid the traffic and enjoy the best of both worlds with premiere access to retail shops and restaurants, as well as hiking trails, recreation, and free shuttle service to Stowe Mountain. The perfect getaway to experience all that Vermont has to offer!

Top Guest favourite
A sunlit dining area is highlighted by large windows adorned with sheer curtains, allowing natural light to fill the space. A floral tablecloth covers a small dining table surrounded by several chairs. A lamp and a vase of flowers add to the inviting atmosphere.
Home in Montpelier
4.97 out of 5 average rating, 344 reviews

Cozy, sunny apt. in Montpelier, Vt.

Bright, quiet, second floor one bedroom apt. in 150 yr. old home. View of garden, king size bed, full kitchen, and large bathroom . Shared entrance into the house, private entrance into the apartment, one off street parking space and a safe 5 to 7 minute walk to our vibrant downtown. Must be able to negotiate stairs as the apartment is on the second floor. 2 night minimum stay and 10 day maximum stay No pets please.

Superhost
A modern tiny house is set amongst trees, featuring a combination of dark and bright blue exteriors. A wooden deck is equipped with a picnic table, inviting guests to enjoy outdoor meals. Nearby greenery complements the natural surroundings.
Home in Johnson
4.88 out of 5 average rating, 210 reviews

Maple Sugar Shack w/ Hot Tub & Sauna

Welcome to The Maple Sugar Shack, a cozy tiny house along the Lamoille River in Johnson, Vermont. Guests enjoy access to a shared riverside spa experience with a year-round hot tub, treehouse barrel sauna, and river access for cold plunges. With Buffalo check décor, local maple touches, Green Mountain views, and nearby skiing, hiking, and zip-lining, it’s a perfect Vermont getaway.

Popular amenities for Middlesex house rentals

When is the best time to visit Middlesex?

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Avg. price$402 AUD$429 AUD$348 AUD$286 AUD$280 AUD$287 AUD$323 AUD$296 AUD$310 AUD$359 AUD$294 AUD$441 AUD
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Quick stats about house rentals in Middlesex

  • Total holiday rentals

    Explore 70 holiday rentals in Middlesex

  • Nightly prices starting at

    Middlesex holiday rentals start at $86 AUD per night before taxes and fees

  • Verified guest reviews

    Over 6,110 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    70 of Middlesex holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi 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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