Holiday houses in Vermont

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Top-rated holiday rentals in Vermont

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Guest favourite
A two-story farmhouse is framed by two large trees and surrounded by lush greenery. The entrance features a blue door with a decorative wreath, leading to a welcoming facade. Soft sunlight illuminates the front yard, highlighting the manicured lawn.
Home in Mount Horeb
4.85 out of 5 average rating, 13 reviews

Bohn Road Farmhouse

Located in the scenic valley of the Town of Vermont and just minutes from Mt. Horeb, our charming farmhouse offers the perfect retreat for family and friends. Surrounded by lush countryside, you'll be right on several popular bike routes, a walk across the street to Tyrol Basin and just minutes from top outdoor destinations like Blue Mounds State Park, Brigham Park, and Cave of the Mounds. Epic Campus, Downtown Madison, American Players Theatre, and House on the Rock are all under 30 minutes.

Top Guest favourite
The exterior of a rustic studio retreat showcases wooden siding illuminated by warm lights at dusk. Large windows offer glimpses of the cozy interior, while kayaks are hung on the side. Surrounding greenery creates a natural ambiance, with a gravel path leading to the entrance.
Guesthouse in Mount Horeb
4.96 out of 5 average rating, 635 reviews

Cool, Roomy, Scenic Country Art Studio

Creative souls love my marvelous studio retreat, a delightful one-room loft-style space featuring tall ceilings, an entire wall of sliding glass doors, kitchenette, piano, and an expansive view of a picturesque barn, pasture, and wooded hills. This amazing, heated, spacious country getaway has no plumbing— it's just a few steps across the yard to the main house guest bathroom. Come create, relax, and renew here! Well-behaved dogs, included in your reservation, must be leashed when outside.

Top Guest favourite
A spacious bedroom features a peaked wooden ceiling and is illuminated by natural light from two windows. A cozy striped blanket covers the bed. A nightstand with a lamp and a seating area with a chair and a sofa bed are also present.
Home in Dodgeville
4.99 out of 5 average rating, 81 reviews

Two Private Floors in Secluded Home

Exclusive use of top 2 floors of home in a scenic location. Host will reside solely in basement apartment during your stay. Location is perfect as a base for exploration. 5 minutes from Governor Dodge State Park. 8 minutes to The House On The Rock. Also close to Taliesin, American Players Theater, Spring Green and Mineral Point. Or, you can just get away from it all by enjoying this scenic location at the end of a long private driveway. If you enjoy solitude, this is the place for you!

Top Guest favourite
A spacious studio featuring two green upholstered benches arranged on a decorative area rug. Natural light floods the room through skylights, illuminating the cozy sleeping area with a large bed and a dining nook equipped with a small table and chairs.
Guest suite in Middleton
4.98 out of 5 average rating, 227 reviews

Quiet sunlit studio near vibrant downtown

This architect-designed studio is bathed in natural light, with skylights and a breakfast nook with a wrap-around window. Featuring an upscale bathroom with a walk-in shower, this comfortable space has all the amenities perfect for a quick weekend getaway or a week-long business trip. The studio adjoins a house and is up a flight of stairs through a separate outdoor entrance. Located just up the hill—a 5-minute walk—to Downtown Middleton and a 15-minute drive to UW and Downtown Madison.

Top Guest favourite
A modern living area features a comfortable seating arrangement, complemented by a stylish coffee table. A large wall-mounted television provides entertainment options. The open layout leads to a contemporary kitchen with dark cabinetry and stainless steel appliances, illuminated by natural light from nearby windows.
Apartment in New Glarus
5 out of 5 average rating, 424 reviews

The Hideout In Downtown New Glarus

Modern 1 bedroom with a spacious outdoor deck on the second floor of the historic Citizen's Bank building built in 1910. Located above a retail space in the heart of downtown New Glarus. You'll be steps away from restaurants, pubs, shops, park, a bike path, and festivals. This newly remodeled apartment has beautiful quartz countertop & island, and original wood floors. Newly installed large windows allow for ample natural light. Check out The Hideaway if you need a 2 bedroom rental.

Top Guest favourite
An open living area showcases a leather sofa facing a mounted television. A dining table with wooden chairs is visible in the background, alongside a kitchen featuring warm wood cabinetry and modern appliances. Soft lighting enhances the inviting ambiance.
Home in Barneveld
4.98 out of 5 average rating, 48 reviews

Brigham View

Catch up with friends and family at a home away from home. Brigham View is located within minutes of Madison, Blue Mounds State Park, the House on the Rock, and historic Mineral Point. The area communities are full of locally owned restaurants, boutiques, breweries, bars, and wineries. Step out the door to bike, run, walk, or catch an utv route. The house is equipped with beds for large groups and appliances for real cooking. The views are incredible at anytime of day or any season.

Top Guest favourite
A modern farmhouse is showcased in bright daylight, featuring a sloped roof and solar panels. Lush green grass surrounds the building, complemented by colorful flowers along a wooden fence. The structure has multiple windows, providing a welcoming and airy appearance.
Farm stay in Mount Horeb
4.98 out of 5 average rating, 133 reviews

Campo di Bella Winery & Family Farm LLC

Welcome to Campo di Bella Farmstay. We have created a private retreat above our winehouse on our farm. You will enjoy the sights and sounds of country living. Weekend Farm to Table dinners available on-site and we typically reserve seating for our farmstay guests. From December to end of March, we are only offering dinners on Friday nights. Max room rate $175.00. Please note that during winter months, we are on a private road and snowplowing may be completed by early afternoon.

Top Guest favourite
A two-story house is set on a spacious lawn, framed by trees exhibiting autumn colors. The exterior features a welcoming porch with white railings. A paved driveway leads to a garage, and a privacy fence encloses the backyard, contributing to a tranquil environment.
Home in Spring Green
4.96 out of 5 average rating, 139 reviews

Hot Tub/$0 Cleaning Fee/Golf Course/The Hemlock

Our 4 bedroom, 2.5 bath home in downtown Spring Green, Home to Frank Lloyd Wright’s Taliesin, American Players Theater, the House on the Rock, and Tower Hill State Park, the vibrant village of Spring Green is a place where nature and art meet. Just 45 minutes from Madison, And the Dells Waterpark. Do You enjoy Golfing Or snow mobile Riding? Relax with the whole family at this peaceful place to stay. walk to downtown or the Rec Park with soft ball diamond and skate board Park.

Top Guest favourite
The open living area features a light-colored sectional sofa and a coffee table at its center. A dining table with wooden chairs is visible on one side, while a kitchen with modern appliances and green accents can be seen in the background. Natural light illuminates the space through large windows.
Apartment in Cross Plains
4.98 out of 5 average rating, 45 reviews

Historic Luxury Apartment

This luxury 2-bedroom 2nd floor apartment is nestled in a beautifully remodeled historic building originally built in 1860. Combining old-world charm with modern amenities, this apartment offers the perfect blend of comfort and convenience. Located right on the Main Street of Cross Plains, WI, just 25 min away from UW hospital and 35 minutes from downtown Madison. Perfect for families, professionals and anyone looking for a stylish, comfortable stay close to Madison, WI.

Top Guest favourite
The historic farmhouse is set on a gentle hill, surrounded by lush greenery. A large front porch is visible, adorned with planters and flowers. The structure features multiple gables and a welcoming white facade under a clear blue sky.
Home in Blue Mounds
5 out of 5 average rating, 40 reviews

Brigham Farmhouse

Enjoy your stay at an historic farmhouse located in the Driftless Region of Wisconsin. This unique property boasts the claim to be the "oldest farm in Dane County" and is located between the Cave of the Mounds and Brigham Park, in Blue Mounds. Hiking, biking, birdwatching and lots of exploring are some of the past times we enjoy here. You'll love this peaceful retreat whether you are an extended family, long time group of friends or just looking for a quiet getaway.

Top Guest favourite
An open living area features a comfortable gray sectional sofa and a coffee table. A dining table for four is visible, accompanied by white chairs. Natural light fills the space through a window, while green plants and modern decor add a touch of freshness.
Guesthouse in New Glarus
4.98 out of 5 average rating, 277 reviews

Fresh & Bright Apartment Getaway in New Glarus

We would like to welcome you to our bright newly built 2nd floor above garage apartment. Located in a family friendly neighborhood, just a 10 minute walk to downtown where you will find delicious dining, unique shops and historical sites everywhere you turn. Jarod and I with our kids live in the main house. We love giving our guest privacy but may run into you as we are enjoying the weather as often as we can with our kids running around enjoying their childhood.

Top Guest favourite
A rustic red barn features large windows that invite natural light, complementing the stone foundation. A shaded outdoor seating area is visible, surrounded by lush greenery and landscaping that enhances the inviting exterior.
Farm stay in Blue Mounds
5 out of 5 average rating, 38 reviews

The Barn and Cabin at Savanna Oaks - The Farm

Welcome to The Farm at Savanna Oaks. Near Blue Mounds State Park, Brigham Park, Cave of the Mounds, Epic, Vortex, Botham Vineyards, Wollersheim winery, Tyrol Ski Resort and Mt. Horeb, this amazing property includes a 2 story open beam barn and 1800's style hand hewn log style cabin renovated for comfortable living and entertaining. Enjoy the rolling hills of Wisconsin with amenities to complete your stay with comfort and style.

Popular amenities for Vermont holiday rentals

  1. Airbnb
  2. United States
  3. Wisconsin
  4. Dane County
  5. Vermont