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.

Guest favorite
Farm stay in Roxbury
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.
Jun 16 – 23
$194 per night
4.96 out of 5 average rating, 164 reviews
Guest favorite
Cottage in Waitsfield
Casa Rio Loco!
This charming guest cottage affords well appointed privacy while being centrally located in convenient proximity to all the activities the Mad River Valley has to offer. Nestled along a quiet oxbow of our namesake waterway, if you have come for the winter sports you will be a 5/7 minute drive to the Sugarbush base areas, and 10 minutes will bring you to Mad River Glen ("ski it if you can"). Explore the towns of Waitsfield and Warren Village in less than 5... Snowshoeing? Walk out the front door!
Aug 18 – 25
$121 per night
4.93 out of 5 average rating, 127 reviews
Guest favorite
Cabin in Roxbury
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.
May 12 – 19
$119 per night
4.97 out of 5 average rating, 181 reviews

Popular amenities for Roxbury vacation rentals

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
Cottage in Lincoln
The Barn at North Orchard, Near Middlebury
Feb 25 – Mar 4
$109 per night
4.87 out of 5 average rating, 852 reviews
Guest favorite
Guesthouse in Warren
Beautiful newly constructed 1 Bedroom retreat
Aug 31 – Sep 7
$128 per night
4.92 out of 5 average rating, 194 reviews
Guest favorite
Guest suite in Middlesex
Morningstar Meadow - your home in Vermont
Nov 4 – 11
$110 per night
5.0 out of 5 average rating, 272 reviews
Guest favorite
Apartment in Waitsfield
Neighboring the oldest Covered Bridge in VT!
Feb 3 – 10
$116 per night
4.96 out of 5 average rating, 183 reviews
Guest favorite
Cabin in Rochester
Black haus: a hip, cool house hidden in a forest.
Oct 27 – Nov 3
$122 per night
4.95 out of 5 average rating, 388 reviews
Guest favorite
Guest suite in Moretown
Ski, Swim, Bike, or Hike Adventure Base
Jun 1 – 8
$90 per night
4.97 out of 5 average rating, 131 reviews
Guest favorite
Farm stay in Northfield
Private Cabin at Union Brook Farm
Sep 4 – 11
$147 per night
4.94 out of 5 average rating, 142 reviews
Guest favorite
Apartment in Braintree
Cozy Cabin Studio
Apr 16 – 23
$87 per night
4.98 out of 5 average rating, 57 reviews
Guest favorite
Guesthouse in Williamstown
The Tiny Home with Barrel Sauna
Nov 9 – 16
$108 per night
5.0 out of 5 average rating, 21 reviews
Guest favorite
Home in Northfield
Stunning Mountain View Home
Feb 26 – Mar 5
$323 per night
5.0 out of 5 average rating, 6 reviews
Guest favorite
Home in Warren
Spacious 5-bed with hot tub, 12 min to Sugarbush
Sep 3 – 10
$697 per night
4.98 out of 5 average rating, 43 reviews
Guest favorite
Guesthouse in Waitsfield
von Trapp Farmstead Little House
Jun 27 – Jul 4
$127 per night
4.98 out of 5 average rating, 55 reviews

Quick stats about vacation rentals in Roxbury

Total rentals

60 properties

Rentals with dedicated workspaces

30 properties have a dedicated workspace

Pet-friendly rentals

20 properties allow pets

Family-friendly rentals

30 properties are a good fit for families

Total number of reviews

3K reviews

Nightly prices starting at

$20 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 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 10 homes with air conditioning, over 20 homes with free parking, 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 $130 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.

Destinations to explore

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  3. Vermont
  4. Washington County
  5. Roxbury