Vacation rentals in Roxbury

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Top-rated vacation rentals in Roxbury

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Guest favorite

Farm stay in Roxbury

4.96 out of 5 average rating, 166 reviews

Moonlight Mountain Farm Vermont Studio w Hot Tub

Welcome, this is a farmhouse. Our idyllic Farmstay offers a private, spacious, modern studio within a beautiful 1840's farmhouse in rural Roxbury, Vermont. We’re on the dividing line of the Mad River Valley and Dog River Valley’s. Roam our ambling 20 acre property offering a swimming pond, woodland paths and open pastures. Explore the headwaters of the Dog River and power down in the spa room with hot tub. Revel in Vermont's finest skiing, hiking, biking, and beer/food just up and down the road.

Oct 1 – 8

G$49,867 GYD per night

Guest favorite

Guest suite in Middlesex

5.0 out of 5 average rating, 275 reviews

Morningstar Meadow - your home in Vermont

You have a home in Vermont! 5-star one-bedroom apartment has country charm and contemporary panache. A perfect retreat to enjoy rural serenity, stunning views, woods and fields. Everything you need: well-appointed with attractive, high quality furnishings, separate entrance, full kitchen, open living/dining area, cozy bedroom with queen bed. Cable TV, WiFi, and cell service. Plentiful free parking. Centrally located 3 miles from Montpelier. Snow tires or all-wheel drive recommended Nov-March.

Nov 1 – 8

G$26,004 GYD per night

Guest favorite

Cabin in Roxbury

4.97 out of 5 average rating, 187 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.

Nov 11 – 18

G$27,761 GYD per night

Guest favorite

Cottage in Lincoln

4.87 out of 5 average rating, 857 reviews

The Barn at North Orchard, Near Middlebury

Our barn sits on an 80 acre estate with fab views of the Green Mts. near Middlebury/Burlington. Perfect for 2 adults and a child or grandparents/ 2 friendly couples. Close to skiing, hiking, lake & river swimming, great restaurants... local beer, wine, cheese!. Want yoga, pasta class, or massage? We will gladly hook you up. Or, you could stay in to read, work, and enjoy the serenity of the mountains. A very private garden patio for morning coffee/ afternoon beer or wine or awaits you.

Feb 3 – 10

G$26,001 GYD per night

Guest favorite

Cabin in Roxbury

4.98 out of 5 average rating, 119 reviews

Cozy cabin retreat

Find peace, quiet, privacy, and fast high-speed internet at this cabin in Vermont's central hills. The cozy, wood cabin overlooks a small stream and beautiful, rolling meadows. Explore the 26 acres on private forest trails, meadow paths, and surrounding dirt roads. We are close to Montpelier, Northfield, Norwich University, the Mad River Valley, and Randolph. Come for foliage, skiing, mountain biking, or relaxing. (45 minutes to Sugarbush base lodge, 1 hour to Stowe and Killington.)

Oct 18 – 25

G$32,329 GYD per night

Guest favorite

Apartment in Roxbury

4.99 out of 5 average rating, 131 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 high speed Starlink internet. Come enjoy all the seasons Vermont has to offer in complete comfort and ease. Reduced rates for extended stays.

Apr 5 – 12

G$43,012 GYD per night

Guest favorite

Apartment in Waitsfield

4.95 out of 5 average rating, 167 reviews

Historic District Overlooking the Mad River Studio

This beautiful apartment is located the second floor of Bridge Street's most popular building, neighboring the Covered Bridge with views of the Mad River. The setting is gorgeous, the apartment is immaculate and charming. 15 minutes from Sugarbush and Mad River Glen Ski Resorts, endless hiking trails, Mt. biking, kayaking, golfing, swimming, fishing and walking distance to Lawson's Finest Liquids Brewing Company. Please check out our reviews as they have been nothing but positive!

May 13 – 20

G$19,034 GYD per night

Guest favorite

Home in Roxbury

4.9 out of 5 average rating, 157 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.

Oct 12 – 19

G$32,390 GYD per night

Guest favorite

Yurt in Randolph

4.96 out of 5 average rating, 385 reviews

4 Season Lower Yurt Stay on VT Homestead

We are located in the hills of central VT, close to good hiking, skiing and swimming. Our homestead is based in permaculture landscape design. Unwind in the traditional Finnish Sauna, relax by the living pool, or kick back in an Adirondack chair looking out at the hills of VT. No cleaning fee! This is one of three listings at our place. We can accommodate groups of six by booking: 4 season Lower Yurt Stay on VT Small Farm and Tiny house on VT homestead.

Nov 24 – Dec 1

G$14,581 GYD per night

Guest favorite

Cabin in Rochester

4.95 out of 5 average rating, 392 reviews

Black haus: a hip, cool house hidden in a forest.

You’ll love our place because of the high ceilings, the rural location, the coziness and its sense of place in nature. Our place is great for couples and solo adventurers who enjoy their privacy, who want to get away from it all but be close enough to a more 'country-urban' vibe. There is a deck for sunning, quite a large front and back yard. A great kitchen for meals at home, a forest to explore and miles of trails to mountain bike or hike.

Nov 10 – 17

G$29,075 GYD per night

Guest favorite

Tiny home in Warren

4.99 out of 5 average rating, 152 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.

Sep 5 – 12

G$119,889 GYD per night

Guest favorite

Guesthouse in Warren

4.92 out of 5 average rating, 195 reviews

Beautiful newly constructed 1 Bedroom retreat

Newly constructed 1 Bedroom apartment above our garage for rent in the heart of East Warren. Ski on/off Blueberry Lake Cross Country Center access. We are just 5 miles from Sugarbush Resort and 10 miles from Mad River Glen. Apartment has private outdoor parking and entry. This is directly adjacent our home. We are a family of 6 with 4 high school school aged children and chickens.

Jun 2 – 9

G$30,543 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Roxbury vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Roxbury's top sights

Mobil3 locals recommend

East Warren Community Market25 locals recommend

Stony Brook Covered Bridge4 locals recommend

Other great vacation rentals in Roxbury

Guest favorite

Cabin in Vershire

4.99 out of 5 average rating, 188 reviews

Comfortable cozy cabin in the hills of Vermont!

Feb 12 – 19

G$23,943 GYD per night

Guest favorite

Cabin in Leicester

4.98 out of 5 average rating, 711 reviews

Log Cabin Getaway near Middlebury and Green Mtns

Dec 26 – Jan 2

G$26,239 GYD per night

Superhost

Chalet in Warren

4.92 out of 5 average rating, 212 reviews

Alpine Village Chalet

Jul 28 – Aug 4

G$28,334 GYD per night

Guest favorite

Apartment in Waterbury

4.97 out of 5 average rating, 376 reviews

Village Oasis 2 -the crossroads of VT

Dec 9 – 16

G$19,350 GYD per night

Guest favorite

Guest suite in Weybridge

4.99 out of 5 average rating, 233 reviews

Beautiful 1 Bedroom Suite with private entrance

Jan 14 – 21

G$22,274 GYD per night

Guest favorite

Cabin in Hancock

4.95 out of 5 average rating, 220 reviews

Hancock hideaway

Jul 15 – 22

G$30,493 GYD per night

Guest favorite

Farm stay in Northfield

4.94 out of 5 average rating, 150 reviews

Private Cabin at Union Brook Farm

May 9 – 16

G$34,974 GYD per night

Guest favorite

Apartment in Waitsfield

4.96 out of 5 average rating, 186 reviews

Neighboring the oldest Covered Bridge in VT!

Oct 30 – Nov 6

G$33,142 GYD per night

Show all

Quick stats about vacation rentals in Roxbury

Total rentals
60 properties
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
40 properties are a good fit for families
Total number of reviews
3.3K reviews
Nightly prices starting at
G$4,170 GYD before taxes and fees

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Roxbury?
Yes! Work meets play with ease at over 40 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 30 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 30 homes with wifi, over 30 homes with a kitchen, over 30 homes with free parking, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there family-friendly vacation rentals in Roxbury?
Roxbury has more than 40 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 30 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 30 house rentals with free parking in Roxbury. Enjoy a tailored experience with all the comforts you desire.

Vacation rentals in Roxbury

Top-rated vacation rentals in Roxbury

Vacation rentals for every style

Houses

Hotels

Unique stays

Popular amenities for Roxbury vacation rentals

Stay near Roxbury's top sights

Other great vacation rentals in Roxbury

Cabin in Vershire

Cabin in Leicester

Chalet in Warren

Apartment in Waterbury

Guest suite in Weybridge

Cabin in Hancock

Farm stay in Northfield

Apartment in Waitsfield

Quick stats about vacation rentals in Roxbury

Total rentals

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Roxbury?

Do house rentals in Roxbury have a kitchen?

What are the most popular amenities for House Rentals in Roxbury?

Are there family-friendly vacation rentals in Roxbury?

Do house rentals in Roxbury have wifi?

Do house rentals in Roxbury have air conditioning?

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

Do house rentals in Roxbury have free parking?

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