Holiday houses in Roxbury

Find and book unique accommodation on Airbnb

Top-rated accommodation in Roxbury

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

Guest favourite

Home in Brookfield

4.98 out of 5 average rating, 120 reviews

Stay at Old Dorset Farm & create lifelong memories

This 1905 Historic Old Bakery is the perfect location to create lifelong memories while exploring quaint New England. Set on 4 acres, with a lake, trails and golden rolling hills just minutes away, you’ll enjoy all of New England's beauty. Hiking, kayaking, antiques shopping or gallery visiting... it can all be done right here. But you don't have to go anywhere. The two fireplaces invite you to just stay, relax and enjoy the complimentary bottle of Prosecco. Follow us on Insta: @Old_Dorset_Farm

3 – 10 Nov

$4,697 AUD total
Guest favourite

Guesthouse in Southbury

4.93 out of 5 average rating, 265 reviews

Charming Guest Cottage with Modern Amenities

Private Guest House set on 5+ Acres, along with Historic Colonial Home. Bright and sunny and over looks pool and gardens (seasonal). Efficiency with Kitchen featuring 2 burner stove, Microwave, Under Counter Fridge/Freezer/Ice Maker, Dishwasher, Granite Counters. . Dining Area, Great Room w/ soaring ceilings, French Doors to private patio, hardwood floors. Loft with full-sized bed, and sofa can be a to Queen Size Sleeper. Full bath with extra-large shower. Dog friendly (approval needed).

19 – 26 May

$1,953 AUD total
Guest favourite

Home in Danbury

4.99 out of 5 average rating, 335 reviews

BEAUTIFUL PRIVATE APARTMENT SUITE IN DANBURY CT!!

Private 1100 sq. Ft. suite staycation located in a beautiful, safe, quiet neighborhood in DanburyModern Kitchen, One Bathroom, One Luxury Queen Size Bed, 55” Smart TV with Cable/Amazon Prime/Netflix, Apple Cable charger next to bed, Wi-Fi, AC, Heat, Refrigerator, Countertop Oven, Microwave, Electric Hot Plate, Keurig Coffee Maker, Hair Dryer, Iron, Ironing Board, Shampoo, Conditioner, Body Wash. The space is nonsmoking inside and outside the premises including vaping. No children or infants

16 – 23 Nov

$1,843 AUD total

Popular amenities for Roxbury accommodation

Stay near Roxbury's top sights

Mine Hill Preserve11 locals recommend
Woodbury Ski Area5 locals recommend
Maple Bank Farm4 locals recommend
Roxbury Market & Deli LLC4 locals recommend
Mine Hill Distillery3 locals recommend
Roxbury Land Trust3 locals recommend

Other great accommodation in Roxbury

Guest favourite

Guesthouse in Newtown

5.0 out of 5 average rating, 43 reviews

Farm Cottage

8 – 15 June

$2,178 AUD total
Superhost

Home in Roxbury

4.83 out of 5 average rating, 48 reviews

Laura in the Woods

18 – 25 Sept

$6,477 AUD total
Guest favourite

Loft in Woodbury

5.0 out of 5 average rating, 30 reviews

Country Loft

28 Feb – 7 Mar

$2,036 AUD total
Guest favourite

Home in Southbury

5.0 out of 5 average rating, 53 reviews

The Cottage at Cedar Spring Farm

29 Aug – 5 Sept

$2,042 AUD total
Guest favourite

Guest suite in Kent

5.0 out of 5 average rating, 53 reviews

Bright 1-bedroom in walking distance to town

15 – 22 Jan

$1,548 AUD total
Guest favourite

Guesthouse in Sharon

5.0 out of 5 average rating, 59 reviews

Cottage with a Waterfall View

19 – 26 Aug

$1,437 AUD total
Guest favourite

Home in Roxbury

5.0 out of 5 average rating, 22 reviews

Zoom Map 5* Town Roxbury! "Tophet Pool" PoshPadsCT

27 Apr – 4 May

$6,070 AUD total
Guest favourite

Cottage in Washington

5.0 out of 5 average rating, 91 reviews

The Cottage at Madison & Meadow Farm Washington CT

19 – 26 Sept

$3,756 AUD total
Guest favourite

Cottage in Washington

4.93 out of 5 average rating, 42 reviews

Litchfield Hills Country Hideaway

13 – 20 June

$3,823 AUD total
Guest favourite

Cottage in Bethel

5.0 out of 5 average rating, 55 reviews

The Sweet Retreat near Bethel & Newtown, King Bed

7 – 14 Apr

$1,934 AUD total
Guest favourite

Apartment in Bethel

4.9 out of 5 average rating, 88 reviews

Spacious Bethel Home Close to Downtown

20 – 27 Apr

$1,747 AUD total
Guest favourite

Cabin in New Milford

5.0 out of 5 average rating, 48 reviews

Stylish Cabin Escape with Chef's Kitchen & Firepit

23 – 30 Apr

$5,867 AUD total

Destinations to explore

  1. Airbnb
  2. United States
  3. Connecticut
  4. Litchfield County
  5. Roxbury