Holiday rentals in Roxbury

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Top-rated holiday rentals in Roxbury

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

Guest favourite

Farm stay in Roxbury

4.96 out of 5 average rating, 165 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.

28 Aug – 4 Sep

$321 SGD per night
Guest favourite

Guest suite in Middlesex

5.0 out of 5 average rating, 272 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.

8–15 Dec

$170 SGD per night
Guest favourite

Cabin in Roxbury

4.97 out of 5 average rating, 182 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.

30 Dec – 6 Jan

$191 SGD per night

Popular amenities for Roxbury holiday rentals

Stay near Roxbury's top sights

Mobil3 locals recommend
East Warren Community Market25 locals recommend
Stony Brook Covered Bridge4 locals recommend

Other great holiday rentals in Roxbury

Guest favourite

Cabin in Rochester

4.95 out of 5 average rating, 387 reviews

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

1–8 Feb

$188 SGD per night
Superhost

Chalet in Warren

4.91 out of 5 average rating, 209 reviews

Alpine Village Chalet

24–31 Aug

$189 SGD per night
Guest favourite

Cottage in Waitsfield

4.93 out of 5 average rating, 129 reviews

Casa Rio Loco!

18–25 Aug

$189 SGD per night
Superhost

Flat in Waitsfield

4.88 out of 5 average rating, 447 reviews

Go Skiing or Hiking from an Enchanting, Light-Filled Home

29 Oct – 5 Nov

$200 SGD per night
Guest favourite

Loft in Waitsfield

4.92 out of 5 average rating, 145 reviews

Quiet, Cozy Loft w/ Mountain View’s! Remote Work!

23–30 Apr

$158 SGD per night
Guest favourite

Flat in Williamstown

4.95 out of 5 average rating, 133 reviews

Garden Getaway

6–13 Jun

$140 SGD per night
Guest favourite

Cottage in New Haven

4.99 out of 5 average rating, 239 reviews

Small New Haven Cozy Cottage

19–26 Jun

$103 SGD per night
Guest favourite

Flat in Waitsfield

4.96 out of 5 average rating, 184 reviews

Neighboring the oldest Covered Bridge in VT!

3–10 Jan

$214 SGD per night
Guest favourite

Cabin in Vershire

4.99 out of 5 average rating, 185 reviews

Comfortable cozy cabin in the hills of Vermont!

27 Mar – 3 Apr

$155 SGD per night
Guest favourite

Cabin in Groton

4.99 out of 5 average rating, 555 reviews

Peaceful Log Cabin in the Woods

9–16 Nov

$164 SGD per night
Guest favourite

Flat in Tunbridge

4.93 out of 5 average rating, 215 reviews

Fairview

20–27 Oct

$123 SGD per night
Guest favourite

Guest suite in Weybridge

4.99 out of 5 average rating, 229 reviews

Beautiful 1 Bedroom Suite with private entrance

12–19 Jul

$144 SGD per night

Quick stats about holiday 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

$27 SGD before taxes and fees

Destinations to explore

  1. Airbnb
  2. United States
  3. Vermont
  4. Washington County
  5. Roxbury