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Our top choices for Roxbury vacation homes

1. Top of the Hill Modern Retreat

Top of the Hill Modern Retreat
East Warren
10.0 out of 10, Exceptional, (12 reviews)
"Really nice place everything was top notch. "
United States
Michael Q.
Top of the Hill Modern Retreat

2. Secluded Mad River Valley Home with Hot Tub

Secluded Mad River Valley Home with Hot Tub
Waitsfield
10.0 out of 10, Exceptional, (2 reviews)
"Really perfect home for our weekend getaway. I appreciated the fact that all of the communal spaces were large and could host everyone without feeling squished."
United States
Justina G.
The price is AED 493
AED 2,856 total
includes taxes & fees
30 Nov - 1 Dec
Secluded Mad River Valley Home with Hot Tub

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

Tiny House Woodland Retreat • Private Hot Tub • Sugarbush
East Warren
The price is AED 942
AED 1,545 total
includes taxes & fees
5 Nov - 6 Nov
Tiny House Woodland Retreat • Private Hot Tub • Sugarbush

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

Ridge House - Modern Log Home Nestled on top of a Private Mountain
Waitsfield
10.0 out of 10, Exceptional, (18 reviews)
"Great!!!"
United States
Steve B.
The price is AED 602
AED 3,407 total
includes taxes & fees
12 Nov - 13 Nov
Ridge House - Modern Log Home Nestled on top of a Private Mountain

5. Gorgeous Mountain Home Near Mad River Glen

Gorgeous Mountain Home Near Mad River Glen
Fayston
10.0 out of 10, Exceptional, (18 reviews)
"Stuga was a great find for our extended family. The house was recently renovated and in addition to high-end finishes, everything had been updated, so the place felt clean, comfortable, and well-appointed."
United States
Nerissa B.
The price is AED 541
AED 2,881 total
includes taxes & fees
11 Nov - 12 Nov
Gorgeous Mountain Home Near Mad River Glen

6. Breathtaking Views 7 Bedroom Estate w/Hot Tub

Breathtaking Views 7 Bedroom Estate w/Hot Tub
Waitsfield
10.0 out of 10, Exceptional, (17 reviews)
"Place was great"
United States
Christopher W.
The price is AED 707
AED 3,885 total
includes taxes & fees
19 Nov - 20 Nov
Breathtaking Views 7 Bedroom Estate w/Hot Tub

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

The Longhorn - Inspired 5br 3ba Home with Hot Tub
Fayston
10.0 out of 10, Exceptional, (1 review)
"Stunning fall foliage views! Beautiful and comfortable accommodations!"
United States
Steve P.
The price is AED 586
AED 3,124 total
includes taxes & fees
30 Nov - 1 Dec
The Longhorn - Inspired 5br 3ba Home with Hot Tub

8. Studio in the country w/Hot Tub

Studio in the country w/Hot Tub
Monkton
The price is AED 568
AED 928 total
includes taxes & fees
5 Nov - 6 Nov
Studio in the country w/Hot Tub

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

Authentic farmhouse for those who love cozy, quirky, historical imperfection
Randolph Center
10.0 out of 10, Exceptional, (6 reviews)
"The rental experience was seemless....communication was great, the property fit our family so easily and the location was easily accessible to many beautiful spots. The home is well equipped and it was a delightful stay!"
United States
Kathy K.
The price is AED 737
AED 1,998 total
includes taxes & fees
10 Nov - 11 Nov
Authentic farmhouse for those who love cozy, quirky, historical imperfection

10. Entire Enchanting, Light-Filled 1830 Farmhouse

Entire Enchanting, Light-Filled 1830 Farmhouse
Waitsfield
9.8 out of 10, Exceptional, (10 reviews)
"We came up to Vermont for a wedding and the "farm house" was just what we needed. Thank you! Much appreciated the easy check in and allowing us to arrive a bit earlier to get ready for the wedding bash. P. Murray"
United States
Patti M.
The price is AED 1,324
AED 2,594 total
includes taxes & fees
5 Nov - 6 Nov
Entire Enchanting, Light-Filled 1830 Farmhouse

11. Sky Zen - Ridge Line Retreat

Sky Zen - Ridge Line Retreat
East Warren
10.0 out of 10, Exceptional, (1 review)
"We've stayed multiple times in this property and it's always been great. Beautiful house, landscape, and of course the views. The house is always very clean and well maintained. We look forward to our next stay here."
United States
Spyridon M.
The price is AED 1,818
AED 3,372 total
includes taxes & fees
18 Nov - 19 Nov
Sky Zen - Ridge Line Retreat

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

Charming Barn Carriage House in Green Mountains of Vermont Near Middlebury
Ripton
9.8 out of 10, Exceptional, (7 reviews)
"The property was very generously provisioned, pet friendly, clean and comfortable."
United States
Lani C.
The price is AED 841
AED 1,016 total
includes taxes & fees
28 Nov - 29 Nov
Charming Barn Carriage House in Green Mountains of Vermont Near Middlebury

13. Purple Door Cottage in the heart of Middlebury!

Purple Door Cottage in the heart of Middlebury!
Middlebury
9.4 out of 10, Exceptional, (3 reviews)
"Lovely home in a great location. Very comfortable and we had a great stay"
United States
carol m.
The price is AED 552
AED 1,318 total
includes taxes & fees
9 Nov - 10 Nov
Purple Door Cottage in the heart of Middlebury!

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

End-of-the-road Moretown retreat with VAST trail access from the porch
Fayston
10.0 out of 10, Exceptional, (5 reviews)
"Enjoyed the comfortable home. Had just about everything we needed for our stay. Loved the location and the view was great. Close to things we wanted to do and see."
United States
Anonymous traveler
The price is AED 1,300
AED 3,007 total
includes taxes & fees
17 Nov - 18 Nov
End-of-the-road Moretown retreat with VAST trail access from the porch

15. Charming Vermont Farmhouse in Mad River Valley

Charming Vermont Farmhouse in Mad River Valley
Waitsfield
The price is AED 2,402
AED 4,902 total
includes taxes & fees
17 Nov - 18 Nov
Charming Vermont Farmhouse in Mad River Valley

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

Ski Home/Arcade Mountain Views Near Killington/Woodstock
Stockbridge
10.0 out of 10, Exceptional, (3 reviews)
"Skied Killington for 2 days and was a 20 min drive. Fun to drive the 100."
United States
Kevin M.
The price is AED 489
AED 2,030 total
includes taxes & fees
5 Nov - 6 Nov
Ski Home/Arcade Mountain Views Near Killington/Woodstock

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

Ski home/Pool Table Mountain Views near Killington/Pico/Sugarbush/Woodstock
Stockbridge
10.0 out of 10, Exceptional, (3 reviews)
"Exactly as pictured, specious, clean. Owners were extremely responsive and kind."
United States
Sophie L.
The price is AED 489
AED 2,030 total
includes taxes & fees
5 Nov - 6 Nov
Ski home/Pool Table Mountain Views near Killington/Pico/Sugarbush/Woodstock

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

Maple Castle – Cozy Riverside Retreat with Hot Tub, Trails & Fireplace
Hancock
10.0 out of 10, Exceptional, (1 review)
"The maple castle was awesome! Definitely the most unique house I have ever stayed in. You can sit in the hot tub and watch the river or you can walk down a tiny hill to tie up a tube and float in it. The owners were extremely helpful and responsive. Would definitely recommend. "
United States
Katie H.
The price is AED 2,200
AED 3,793 total
includes taxes & fees
3 Dec - 4 Dec
Maple Castle – Cozy Riverside Retreat with Hot Tub, Trails & Fireplace

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

Cozy Killington A-Frame w/ Hot Tub, Modern Kitchen & Forest Views – Near Skiing & Hiking Trails
North Sherburne
10.0 out of 10, Exceptional, (1 review)
"Great property to stay at highly recommend and will hopefully be staying again soon!"
United States
Robert R.
The price is AED 768
AED 2,480 total
includes taxes & fees
11 Nov - 12 Nov
Cozy Killington A-Frame w/ Hot Tub, Modern Kitchen & Forest Views – Near Skiing & Hiking Trails

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

Experience the charm of Peak Hill Home, Entire home in Killington/Pittsfield, Vermont
North Sherburne
10.0 out of 10, Exceptional, (1 review)
"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...
United States
Essa R.
The price is AED 726
AED 2,248 total
includes taxes & fees
5 Nov - 6 Nov
Experience the charm of Peak Hill Home, Entire home in Killington/Pittsfield, Vermont
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Roxbury Hotel Reviews