
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.

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.

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.

Cute and Functional One Bedroom in Barre VT!
Enjoy a stay at this stylish experience at this centrally-located place! Three separate rooms. Large Bathroom and Kitchen and Bedroom/Living Room. The full size bed has a trundle underneath to pull out a twin size bed. The shades and curtains in the bedroom are blockout shades to keep out the lights of the night. Lots of off street parking and separate private entrance. You will be on the first floor apartment. There is an apt above the studio that is also rented to Air B and B travelers!

Waterbury Center Guest Bedroom - 244 Howard
The guestroom room has a separate entrance located off a covered, back porch with a small table and chairs for summer use. There is adjustable heat and cool air from the wall mounted air-source, heat pump. The little kitchen alcove is convenient for coffee or tea or a light meal (toaster oven, single induction “hot” plate, water heater) We live in a historic building. Our neighborhood is very close to Rte 100. Waterbury village and Stowe are nearby too with skiing, hiking and biking.

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

Historic Wayside Farm - a working dairy farm
Located on a historic certified organic dairy farm, this lovely apartment offers guests a cozy retreat with one comfortable bedroom and a clean, well-kept bathroom. Whether you’re relaxing after a day of exploring or enjoying a quiet morning coffee, this marvelous spot provides a peaceful atmosphere. We are centrally located, just a short drive away from area ski resorts, hiking trails, mountain bike networks, breweries and more. We hope you'll enjoy your stay at our apartment.

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!

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.

Cozy cabin retreat
This is the cozy, romantic cottage you've been dreaming of! Fall asleep to the sound of the stream outside the window. Enjoy sledding, snowshoeing, or XC skiing around the meadow, or use this as a convenient base for all your Vermont adventures. Nestled in a hidden valley in the center of Vermont, the cottage is conveniently located a short drive from many ski areas, award-winning Montpelier and Randolph restaurants, the bustle of the Mad River Valley and I-89.

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*

The Nest Studio
Off a quiet dirt road set up in the mountains, The Nest Studio is a bright and cozy space. Great for couples, the studio has a queen bed with an additional small twin pull out sofa, best for a little one. The newly remodeled Moretown studio is close to skiing, mountain biking, hiking and several wedding venues. Coffee and tea is provided. The Nest has a full kitchen, washer, dryer, and tiled shower. Secure bike storage and bike wash are present on the property

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!
Popular amenities for Roxbury vacation rentals
Other great vacation rentals in Roxbury

Off Grid Romantic Cabin near Sugarbush ski resort

Quiet Alpine Suite for ski trips and lake days

Mountain Cottage with Epic View

Perry Pond House

Clay Brook Haus | Sauna, Wild Swimming, Shuttle

Maple View

Modern Apartment with King Bed

Architectural House Prickly Mountain
When is the best time to visit Roxbury?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$39,938 GYD | G$39,311 GYD | G$36,593 GYD | G$34,920 GYD | G$36,593 GYD | G$34,292 GYD | G$34,502 GYD | G$35,547 GYD | G$36,593 GYD | G$37,638 GYD | G$34,502 GYD | G$37,011 GYD |
| Avg. temp | -6°C | -5°C | 0°C | 8°C | 15°C | 20°C | 22°C | 21°C | 17°C | 10°C | 4°C | -2°C |
Frequently Asked Questions
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 a kitchen?
Absolutely! We offer over 20 house rentals with a kitchen in Roxbury. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Roxbury?
Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with wifi, over 20 homes with free parking, over 10 homes with air conditioning, over 20 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.
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.
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 air conditioning?
Absolutely! We offer over 10 house rentals with air conditioning in Roxbury. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in house rentals in Roxbury?
Experience the best of Roxbury with our house rentals, starting at about $120 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
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 G$18,819 GYD 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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