Vacation rentals in Roxbury

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Top-rated vacation rentals in Roxbury

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

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Top guest favorite
A secluded cabin, crafted from natural wood, is framed by colorful autumn foliage. The structure features a sloped metal roof and a solar panel, with a small porch leading to the entrance. Surrounding trees exhibit vibrant red, orange, and yellow leaves.
Cabin in Roxbury
4.98 out of 5 average rating, 286 reviews

Off Grid Secluded Cabin on 37 Acre Farm

In a secluded, hand-crafted off the grid cabin, come and enjoy the elements with us at Drift Farmstead. A 3-minute walk leads you through gardens and pasture, to Ravenwood, a small, intimate cabin with everything you need. Be it an extended weekend tucked in seclusion, amongst the birds, river and trees, or find the comforts of a 37 acre small farm nestled in the mountains and settle in, working from afar. Top shelf skiing at Sugarbush is near, along with Vermont's finest grub and beer.

Top guest favorite
Apartment in Roxbury
4.99 out of 5 average rating, 161 reviews

Private Resort Luxury in the Heart of Vermont

Bright and spacious apartment that sleeps 4 in the heart of the central Vermont mountains. Property is 80 Acres surrounded by thousands of acres of state forest. Fully furnished with all amenities with heated indoor parking, air conditioning, and access to amazing outdoor opportunities like skiing and biking in all seasons. The property has new high speed fiber optic internet. Come enjoy all the seasons Vermont has to offer in complete comfort and ease. Reduced rates for extended stays.

Guest favorite
Yurt in Randolph
4.93 out of 5 average rating, 482 reviews

Upper Yurt Stay on VT Homestead

We are located in the hills of central VT, close to good hiking, skiing and swimming. Disconnect to reconnect! Our homestead is based on permaculture landscape design. Relax by the living pool, unwind in the traditional sauna, or kick back in an Adirondack chair looking out at the hills of VT. We have an ideal environment for digital detox. This is one of two listings at our place. We can accommodate groups of six by booking: Lower Yurt Stay on VT and Tiny house on VT homestead

Top guest favorite
Guest suite in Montpelier
4.9 out of 5 average rating, 488 reviews

Sunny, spacious studio apartment in Montpelier, VT

A beautiful space close to downtown Montpelier with a full set of windows that creates a sunny, open feeling with wooded view. Equipped with a queen bed, single bed, couch, kitchenette (small sink, microave, toaster oven, minifridge, blender, silverware, cups, and dishes). Easy access to the varied actives that Vermont provides. Off-street Parking; separate entrance in a safe and quiet neighborhood; 15minute walk to downtown. Please note this is a no-smoking, no-vaping property.

Top guest favorite
Apartment in Braintree
4.96 out of 5 average rating, 143 reviews

Cozy Cabin Studio

Relax in this peaceful quiet space! This studio apartment is above a shared garage/entrance with the home owner. The homeowner and her daughter and 2 over friendly dog live on the property. The cabin is on 5 acres with a beautiful yard and pond that you can enjoy. The studio is 5 minutes from the town; local restaurants, train station, theater are some of the few attractions. The highway is 7 minutes away. 3 miles dirt road The Vermont hills and trails await your adventure!

Top guest favorite
A two-story log house is set among trees with snow covering the ground. A wide wooden deck features multiple chairs, and a door is visible on the base level. The structure showcases earthy tones and has a circular window above the entrance, enhancing its rustic appearance.
Home in Roxbury
4.92 out of 5 average rating, 232 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.

Top guest favorite
A modern house with wooden exterior is shown from an elevated perspective, surrounded by autumn foliage. A hot tub is positioned on a spacious deck, which includes a seating area with four chairs and a small table. Scenic mountain views and vibrant trees enhance the natural setting.
Tiny home in Warren
4.99 out of 5 average rating, 298 reviews

Luxury Glass Tiny House - Mountain View + Hot Tub

Immerse yourself in nature at Vermont's most unique Airbnb, located in the heart of the Green Mountains. This upscale mirrored glass house was built in Estonia and combines Scandinavian design with jaw-dropping Vermont views for an unforgettable experience. You'll return home feeling rejuvenated after relaxing in a hot tub overlooking Sugarbush Mountain or waking up with a panorama of Blueberry Lake at your feet. *One of Airbnb’s Most Wish-listed Stays of 2023*

Top guest favorite
A charming guest house is nestled among trees, featuring a wooden exterior with a steeply pitched roof. A small deck extends out front, furnished with two chairs and a table. The entrance is highlighted by a black door and welcoming details, surrounded by natural landscaping.
Cottage in Waitsfield
4.97 out of 5 average rating, 165 reviews

von Trapp Farmstead Little House

Come stay in the beautiful Mad River Valley! Our guest house named the Little House is surrounded by forest and 3.5 miles from the town of Waitsfield. Located on the North East corner of our farmland you'll find yourself less than a mile from our Farm Store where you can stock up on our organic cheeses, yogurts, and meats or beer, wine, and other provisions from over 40 local producers. Enjoy a quiet vacation or a skiing, hiking, biking, or rafting adventure!

Top guest favorite
The exterior of a modern, brown house is set against a lush green lawn, with well-maintained flower beds and trees surrounding it. A patio area with a dining table and chairs overlooks a scenic view of mountains in the background, creating a serene atmosphere.
Home in Moretown
4.98 out of 5 average rating, 321 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!

Top guest favorite
A cozy living area features warm wood paneling, with a light-colored sofa and two rattan chairs, one adorned with colorful cushions. A vintage record player sits atop a small table, beside a glass-top coffee table. Natural light streams in through large windows, illuminating the space.
Cabin in Roxbury
4.99 out of 5 average rating, 203 reviews

Cozy cabin retreat

Escape to a cozy, romantic cottage tucked beside a gently flowing stream—where you’ll fall asleep to the sound of water just outside your window and wake to quiet Vermont mornings. Set in a secluded valley in central Vermont, the cottage offers a peaceful, nature-immersed stay with access to open land, trails, and dark, star-filled skies. Whether you're here to unplug, explore, or simply slow down, this is a place that invites you to settle in.

Top guest favorite
A sunlit room features large windows and a skylight, allowing natural light to fill the space. A hot tub is surrounded by wooden decking, adorned with various potted plants that enhance the serene atmosphere. Scenic views of the outdoors are visible through the windows.
Farm stay in Roxbury
4.96 out of 5 average rating, 226 reviews

Moonlight Farm Studio · Hot Tub · Vermont Retreat

Welcome, this is a Farmhouse. Unplug and recharge at Moonlight Mountain Farm, a peaceful Vermont farmstay surrounded by woods, fields, and mountain air. This private studio retreat is designed for couples or small groups seeking quiet, comfort, and a true rural escape — with an included indoor hot tub, mountain and pond views, and optional outdoor sauna. Whether you’re here to ski, hike, bike, or simply slow down, this is a place to reset.

Guest favorite
An open living area showcases a spiral staircase leading to a lofted sleeping area. The warm wooden walls and ceiling create a rustic atmosphere. A cozy seating arrangement is present on one side, with a television and a wooden coffee table centrally located.
Cabin in Northfield
4.92 out of 5 average rating, 232 reviews

Cozy Cabin Minutes From Sugarbush

Welcome to Laughing Pines. This cozy cabin is conveniently located in Northfield, Vt 28 minutes from Sugarbush, The Mad River Valley, and 10 minutes from Norwich University. Enjoy the mountain views in a warm and rustic country setting. Come and visit whether you want to play hard or relax. NO PETS (we have allergies in the family) NO SMOKING NO FIREARMS AWD and/or snow tires recommended in the winter and spring months (Oct/Nov - April)

Popular amenities for Roxbury vacation rentals

When is the best time to visit Roxbury?

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Avg. price€ 162€ 159€ 148€ 141€ 148€ 139€ 140€ 144€ 148€ 148€ 140€ 162
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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Roxbury?

    Roxbury has more than 30 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in house rentals in Roxbury?

    Experience the best of Roxbury with our house rentals, starting at about $130 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Roxbury?

    Four-legged friends are welcome in Roxbury. Choose from more than 20 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Roxbury?

    Yes! Work meets play with ease at over 30 vacation rentals in Roxbury featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in Roxbury have air conditioning?

    Absolutely! We offer over 10 house rentals with air conditioning in Roxbury. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Roxbury have a kitchen?

    Absolutely! We offer over 20 house rentals with a kitchen in Roxbury. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Roxbury have wifi?

    Absolutely! We offer over 20 house rentals with wifi in Roxbury. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Roxbury have free parking?

    Absolutely! We offer over 20 house rentals with free parking in Roxbury. Enjoy a tailored experience with all the comforts you desire.

Quick stats about vacation rentals in Roxbury

  • Total vacation rentals

    Explore 50 vacation rentals in Roxbury

  • Nightly prices starting at

    Roxbury vacation rentals start at € 76 per night before taxes and fees

  • Verified guest reviews

    Over 3,040 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Roxbury vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Roxbury rentals

  • 4.9 Average rating

    Roxbury stays are highly rated by guests—averaging 4.9 out of 5!

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