Holiday houses in Vermont

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Top-rated holiday rentals in Vermont

Guests agree: these stays are highly rated for location, cleanliness and more.

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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
4.97 out of 5 average rating, 665 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! Good dogs in your reservation must be leashed outside, kenneled when you’re away.

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Top Guest favourite
The dome structure glimmers in the moonlight, surrounded by tall trees that create a serene ambiance. A warm glow from a nearby fire pit reflects off the dome's surface, enhancing its unique design. The wooden platform adds a cozy touch to the natural setting.
Dome in Wisconsin Dells
4.97 out of 5 average rating, 186 reviews

Dells Domes - Riverview Escape - Glamping Dome 4

Staying in a dome amidst nature is a unique experience. The circular structure offers an amazing view of the surroundings, with peaceful sounds of rustling leaves, chirping birds, and a flowing river below. The cozy dome has a queen size bed, night stands, a seating area, mini fridge, and a k-cup coffee maker & heater/ac. At night, the starry sky and nature's sounds lull you to sleep. Waking up, you feel refreshed, and the peaceful surroundings and breathtaking views leave a lasting impression.

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Top 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
4.93 out of 5 average rating, 29 reviews

Bohn Road Farmhouse

Located in the valley of the Town of Vermont and just a short drive from downtown Mt. Horeb, our charming and cozy farmhouse offers the perfect retreat for family and friends. Situated on numerous bike baths and a walk across the street to Tyrol Basin, you will be just minutes away from top outdoor destinations like Blue Mounds State Park and Cave of the Mounds. Epic Campus, Downtown Madison, American Players Theatre, New Glarus Brewing, and House on the Rock are all under a 30 minute drive.

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Top Guest favourite
A two-story brick house is situated on a lush green lawn, surrounded by tall trees and shrubs. The exterior features a sloped roof and multiple windows catching natural light. Steps lead to a welcoming front entrance, complemented by a clear blue sky dotted with clouds.
Home in Mount Horeb
4.86 out of 5 average rating, 125 reviews

Bo and Aero's Retreat

Bo and Aero's retreat is named after the two friendly(and quiet) Labradors that live upstairs. Located in a quiet neighborhood within walking distance to a historic downtown. If biking, hiking, running, walking, snowshoeing or cross country skiing are part of your routine we are located just off Military Ridge trail,near Blue Mounds and Governor Dodge State Parks. We are 30 min from downtown Madison.This is a home away from home. Perfect for long term rental and traveling medical staff.

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Top Guest favourite
Home in Madison
4.97 out of 5 average rating, 270 reviews

Lakeview Loft - Downtown Madison

Stay in the heart of Madison, enjoying exclusive access to our 3rd floor suite with lake views. Located on a quiet street along the Lake Loop bike path/Lake Monona, and close to Willy Street (0.3 mi), the Sylvee (1.1 mi), the Capitol (1.7 mi), Monona Terrace (1.6 mi), and Camp Randall (3.3 mi). Self check-in with keypad and ample parking. Wifi is over 500 Mbps download/upload speeds. #ZTRHP1-2022-00022 Note: Loft is accessed by 3 flights of stairs! Space has coffee bar only (no kitchen).

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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, 50 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.

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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
4.99 out of 5 average rating, 68 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.

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Superhost
A charming cabin is nestled among lush greenery, showcasing a stone and wood exterior. Large windows allow natural light to flood the interior, while a wooden deck is visible, surrounded by nature. The inviting entrance features a staircase leading to the upper level.
Cabin in Cross Plains
4.74 out of 5 average rating, 112 reviews

Cozy Cabin in The Driftless

This cozy cabin in the woods is located atop the beautiful rolling hills of the Driftless area, just outside of Cross Plains, WI. Nestled on 10 acres of forest, this warm rental is the perfect getaway for a private winter weekend away, a nature/yoga/artist retreat, or a road biking vacation. Located just 30 minutes from downtown Madison, Wisconsin's capital city. Base rate for up to 4 guests, additional guest fee applies for each guest over 4. Minimum stay of 3 nights.

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Guest favourite
Cabin in Merrimac
4.92 out of 5 average rating, 274 reviews

Lakeview Cabin> Unique Mid-Century Tucked in Bluff

Nestled in the bluffs of Caledonia, this cabin offers a true Wisconsin experience! Floor to ceiling windows boast amazing water views of Lake Wisconsin, all while you reside in the charm of the mid-century architecture of this cabin. Minutes from the bluffs of Devil's Lake which offer some of Wisconsin's best hiking, biking, walking trails, and swimming! Plus, a short drive from Baraboo or Wisconsin Dells, where you can check out shops, restaurants and local attractions!

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Guest favourite
Cabin in Blue Mounds
4.95 out of 5 average rating, 41 reviews

The Cabin at Savanna Oaks

Welcome to The Cabin at Savanna Oaks. Located near Blue Mounds State Park, Brigham Park, Cave of the Mounds, Epic, Vortex, Botham Vineyards, Wollersheim Winery, Tyrol Ski Resort, and Mt. Horeb, this charming 1800's 2-story cabin has been renovated for an amazing experience. An outdoor fireplace, modern appliances, original hand-hewn logs, rafters and beams add lots of character. Enjoy a relaxing stay on the porch or patio overlooking the rolling hills of Wisconsin.

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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
5.0 out of 5 average rating, 45 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.

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Top Guest favourite
Cabin in Merrimac
5.0 out of 5 average rating, 42 reviews

Quiet, Peaceful A-Frame Chalet

Quiet, Mid-Century Modern A-Frame Retreat with Hot Tub. Experience timeless style and modern comfort in this beautifully renovated A-Frame near Lake Wisconsin and just minutes away from the iconic Devil’s Lake State Park, the Merrimac Ferry, ATV trails, Lake Wisconsin, Parfrey’s Glen, Devil’s Head, and other popular attractions. The area offers tranquility and seasonal adventure. Perfect for families, friends, and pet lovers!

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Popular amenities for Vermont holiday rentals