Roxbury Holiday Homes from £192: Search Holiday Homes in Roxbury

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Our top choices for Roxbury holiday homes

A spacious living area with a wooden dining table, chairs, and a patterned rug. A spiral staircase leads to an upper level. Large windows offer views of the outdoors.

1. Top of the Hill Modern Retreat

East Warren

Michael Q.

A spacious kitchen with wooden beams, a central island, bar stools, and a dining table with chairs.

2. Secluded Mad River Valley Home with Hot Tub

Waitsfield

Justina G.

includes taxes & fees

30 Nov - 1 Dec

A hot tub with a wooden deck and railings, surrounded by trees and string lights.

3. Tiny House Woodland Retreat • Private Hot Tub • Sugarbush

East Warren

includes taxes & fees

5 Nov - 6 Nov

A log cabin interior with a stone fireplace, a sofa set, a round table, and a large window offering a view of the outdoors.

4. Ridge House - Modern Log Home Nestled on top of a Private Mountain

Waitsfield

Steve B.

includes taxes & fees

12 Nov - 13 Nov

A deck with chairs overlooking a mountainous landscape.

5. Gorgeous Mountain Home Near Mad River Glen

Fayston

Nerissa B.

includes taxes & fees

11 Nov - 12 Nov

A hot tub on a wooden deck with a mountain view.

6. Breathtaking Views 7 Bedroom Estate w/Hot Tub

Waitsfield

Christopher W.

includes taxes & fees

19 Nov - 20 Nov

A spacious living area with a green leather sofa, a wooden dining table, and a kitchen in the background.

7. The Longhorn - Inspired 5br 3ba Home with Hot Tub

Fayston

Steve P.

includes taxes & fees

30 Nov - 1 Dec

A rural property with a wooden shed, a small cabin, and a well-maintained lawn.

8. Studio in the country w/Hot Tub

Monkton

includes taxes & fees

5 Nov - 6 Nov

A cozy living room with a sofa, armchair, and a bookshelf. There is a fireplace and a window providing natural light.

9. Authentic farmhouse for those who love cozy, quirky, historical imperfection

Randolph Center

Kathy K.

includes taxes & fees

10 Nov - 11 Nov

An outdoor seating area with wicker chairs and a small table, surrounded by lush greenery and trees.

10. Entire Enchanting, Light-Filled 1830 Farmhouse

Waitsfield

Patti M.

includes taxes & fees

5 Nov - 6 Nov

A wooden deck with a hot tub and seating, overlooking a scenic landscape.

11. Sky Zen - Ridge Line Retreat

East Warren

Spyridon M.

includes taxes & fees

18 Nov - 19 Nov

A hammock tied between trees with a view of a grassy field and mountains in the background.

12. Charming Barn Carriage House in Green Mountains of Vermont Near Middlebury

Ripton

Lani C.

includes taxes & fees

28 Nov - 29 Nov

A large grassy field with a historic building in the background.

13. Purple Door Cottage in the heart of Middlebury!

Middlebury

carol m.

includes taxes & fees

9 Nov - 10 Nov

A kitchen with wooden beams, a central island, and a view of a snowy outdoor area.

14. End-of-the-road Moretown retreat with VAST trail access from the porch

Fayston

Anonymous traveller

includes taxes & fees

5 Nov - 6 Nov

A two-story yellow house with a porch, a front door, and a small front yard.

15. Charming Vermont Farmhouse in Mad River Valley

Waitsfield

includes taxes & fees

10 Nov - 11 Nov

A living room with a wooden console table, a potted plant, and two clocks. A staircase and a fireplace with a TV are in the background.

16. Ski Home/Arcade Mountain Views Near Killington/Woodstock

Stockbridge

Kevin M.

includes taxes & fees

5 Nov - 6 Nov

17. Ski home/Pool Table Mountain Views near Killington/Pico/Sugarbush/Woodstock

Stockbridge

Sophie L.

includes taxes & fees

5 Nov - 6 Nov

A cozy living room with a stone fireplace, wooden walls, a leather sofa, and a dining area.

18. Maple Castle – Cozy Riverside Retreat with Hot Tub, Trails & Fireplace

Hancock

Katie H.

includes taxes & fees

3 Dec - 4 Dec

A kitchen with a central island, two bar stools, pendant lights, and a view of the living area through an open archway.

19. Cozy Killington A-Frame w/ Hot Tub, Modern Kitchen & Forest Views – Near Skiing & Hiking Trails

North Sherburne

Robert R.

A spacious living area with a red sectional sofa, a wooden dining table, and a kitchen in the background.

20. Experience the charm of Peak Hill Home, Entire home in Killington/Pittsfield, Vermont

North Sherburne

"Peak Hill, is a lovely and very clean home, with a fully stocked kitchen and comfy beds. This home is exactly as the pictures that are shown. We had a very small issue with the door lock (battery), called and it was fixed right away, wonderful service. The owner, Geri, we had the opportunity to meet and she is very kind and a pleasure to speak with. We travel alot and l bring pretty much my own kitchen, pillow...... with me where ever l go. However, l would of been fine using all at this...

Essa R.

includes taxes & fees

5 Nov - 6 Nov

View all properties

Top reviews in Roxbury

A hotel lobby with a central reception desk, two sofas, and a patterned carpet.

Comfort Inn & Suites Montpelier-Berlin

Montpelier

10/10 Excellent

Hayley

A greenhouse with a glass roof, surrounded by a grassy area with benches and potted plants.

Best Western Plus Waterbury - Stowe

Waterbury

10/10 Excellent

Chris

A stone fireplace with a fire, a sofa, and a chair in a living room.

Fairfield Inn & Suites by Marriott Waterbury Stowe

Waterbury

10/10 Excellent

Seckin

A row of Adirondack chairs in a lush green field with a backdrop of mist-covered hills and a purple sky.

Mad River Inn

Waitsfield

10/10 Excellent

Emma

A covered outdoor seating area with stone pillars and wooden beams, surrounded by a grassy lawn and trees.

My Place Hotel-Randolph VT

Randolph Center

8/10 Good

Elspeth

A stone fireplace with a sign reading "Lodge" above it, a bear statue, and a wooden table with snacks and drinks.

White Horse Lodge

Waitsfield

10/10 Excellent

From the second the booking was made we could not have been happier. A PDF with details of everything you would need to know. I have a disability so was sent easy access instructions for the lodge. The room was fabilous. Clean, really well appointed with a great bathroom. Really comfy bed great pillows. This is not a huge room BUT has more than enough for a GREAT STAY Also as much coffee and tea as you could eish to drink! Want breakfast? Taje the advice of the Lodge and travel 7minutes to...

Catherine

A large, historic house with a turret and wrap-around porch, surrounded by a well-maintained garden.

Maplecroft Bed & Breakfast

Barre

10/10 Excellent

Great little B&B with amazing home cooked breakfast. Our room was a good size with an en-suite which had a lovely big shower. No coffee, TV etc in room but coffee available downstairs anytime and there was also a TV room and lounge area for use. No food allowed in rooms which keeps them clean. Bed was comfortable and towels were soft and fluffy. Nice shampoo, conditioner and shower gel provided too. Well located with access to rear through back roads so you could avoid the traffic.

Martin