Randolph Vacation Rentals

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Check prices for these dates

Next weekend
Aug 29 - Aug 31
In two weeks
Sep 5 - Sep 7
In one month
Sep 19 - Sep 21
In two months
Oct 17 - Oct 19

Browse Select Randolph Vacation Homes

Our top choices for Randolph vacation homes

Off Grid Glamping Shed with River Access
Property grounds

Off Grid Glamping Shed with River Access

2.0 star property
The price is CA $81
CA $130 total
includes taxes & fees
Aug 24 - Aug 25
Off Grid Glamping Shed with River Access
Barn stay with dairy goats! Your clean cozy spot in the barn is waiting for you
Property grounds

Barn stay with dairy goats! Your clean cozy spot in the barn is waiting for you

2.0 star property
10.0 out of 10, Exceptional, (20)
"It is not luxurious, but is absolutely unique and fun! We loved it!"
The price is CA $167
CA $218 total
includes taxes & fees
Aug 26 - Aug 27
Barn stay with dairy goats! Your clean cozy spot in the barn is waiting for you
Cozy A-frame with loft, deck and easy ski access
Property grounds

Cozy A-frame with loft, deck and easy ski access

7.6 out of 10, Good, (7)
"The property had plenty of space for our group. I would suggest some steps be put in and some more care be spent on snow removal but we had fun sliding downhill to the entrance."
The price is CA $124
CA $664 total
includes taxes & fees
Aug 24 - Aug 25
Cozy A-frame with loft, deck and easy ski access
Luxury Condo Tucked in the Heart of Killington
Fridge, microwave, oven, stovetop

Luxury Condo Tucked in the Heart of Killington

The price is CA $126
CA $405 total
includes taxes & fees
Sep 8 - Sep 9
Luxury Condo Tucked in the Heart of Killington
Fun In Fun Out Ski Home: Main Floor. Renovated 3BR/2BA. Hot Tub.
Fridge, microwave, oven, stovetop

Fun In Fun Out Ski Home: Main Floor. Renovated 3BR/2BA. Hot Tub.

2.0 star property
10.0 out of 10, Exceptional, (1)
"Such an awesome place! The booking/check-in process was seamless and the location cannot be beat! Will definitely be booking again. "
The price is CA $237
CA $756 total
includes taxes & fees
Aug 24 - Aug 25
Fun In Fun Out Ski Home: Main Floor. Renovated 3BR/2BA. Hot Tub.
Disco Den on Toad Road
1 bedroom, iron/ironing board, WiFi, bed sheets

Disco Den on Toad Road

The price is CA $170
CA $221 total
includes taxes & fees
Aug 25 - Aug 26
Disco Den on Toad Road
Ski, Hike & Relax. Warm 1BR Spot.
Terrace/patio

Ski, Hike & Relax. Warm 1BR Spot.

The price is CA $160
CA $210 total
includes taxes & fees
Aug 24 - Aug 25
Ski, Hike & Relax. Warm 1BR Spot.
The Grizz- AC, Pool, Sauna, Gym, Near Resort
Golf

The Grizz- AC, Pool, Sauna, Gym, Near Resort

10.0 out of 10, Exceptional, (4)
"Place was overall great and just as advertised. Beds were awesome including the Murphy bed. Thanks for a wonderful weekend! I would definitely stay again. "
The price is CA $143
CA $598 total
includes taxes & fees
Aug 25 - Aug 26
The Grizz- AC, Pool, Sauna, Gym, Near Resort
Glamping hut with WiFi in Ripton, biking, hiking, skiing
Property grounds

Glamping hut with WiFi in Ripton, biking, hiking, skiing

The price is CA $124
CA $232 total
includes taxes & fees
Aug 28 - Aug 29
Glamping hut with WiFi in Ripton, biking, hiking, skiing
Ski/MTB Home with Mountain Views near Killington/Woodstock/Green Mountain Trails
Terrace/patio

Ski/MTB Home with Mountain Views near Killington/Woodstock/Green Mountain Trails

10.0 out of 10, Exceptional, (2)
"Skied Killington for 2 days and was a 20 min drive. Fun to drive the 100."
The price is CA $209
CA $757 total
includes taxes & fees
Aug 25 - Aug 26
Ski/MTB Home with Mountain Views near Killington/Woodstock/Green Mountain Trails
Secluded Mad River Valley Home with Hot Tub
Dining

Secluded Mad River Valley Home with Hot Tub

The price is CA $151
CA $912 total
includes taxes & fees
Aug 24 - Aug 25
Secluded Mad River Valley Home with Hot Tub
Spacious country home, beautiful sunsets, 40 acres
Exterior

Spacious country home, beautiful sunsets, 40 acres

9.8 out of 10, Exceptional, (38)
"Awsome place to stay for a week! "
The price is CA $202
CA $695 total
includes taxes & fees
Aug 25 - Aug 26
Spacious country home, beautiful sunsets, 40 acres
Two Queen Bed Standard Hotel room with outdoor heated pool 201
TV, books, offices

Two Queen Bed Standard Hotel room with outdoor heated pool 201

8.6 out of 10, Excellent, (12)
"Our room was easy to find and very clean. And the late check-in was very helpful."
The price is CA $145
CA $219 total
includes taxes & fees
Aug 24 - Aug 25
Two Queen Bed Standard Hotel room with outdoor heated pool 201
Peaceful oasis, stunning views, less than 10 mins from Woodstock Village
Interior

Peaceful oasis, stunning views, less than 10 mins from Woodstock Village

10.0 out of 10, Exceptional, (1)
"Beautiful, spacious, clean, relaxing home and property. Loved it! Would stay here again."
The price is CA $313
CA $651 total
includes taxes & fees
Sep 21 - Sep 22
Peaceful oasis, stunning views, less than 10 mins from Woodstock Village
The Brandon Inn - King Room
Exterior

The Brandon Inn - King Room

8.4 out of 10, Very good, (5)
"The Branford Inn was a historic hotel that despite its age was very nice."
The price is CA $257
CA $335 total
includes taxes & fees
Aug 24 - Aug 25
The Brandon Inn - King Room
5/2 Old Farmhome-Beautiful Valley Views-Near Skiing-Sugarbush
Property grounds

5/2 Old Farmhome-Beautiful Valley Views-Near Skiing-Sugarbush

9.4 out of 10, Exceptional, (77)
"Great place to stay and great host!"
The price is CA $139
CA $444 total
includes taxes & fees
Aug 24 - Aug 25
5/2 Old Farmhome-Beautiful Valley Views-Near Skiing-Sugarbush
Beautiful home located in the Mad River Valley
Property grounds

Beautiful home located in the Mad River Valley

9.2 out of 10, Wonderful, (5)
"Good area"
Beautiful home located in the Mad River Valley
Acres & Views! Firepit, BBQ | Bayley Way Getaway
Terrace/patio

Acres & Views! Firepit, BBQ | Bayley Way Getaway

The price is CA $290
CA $908 total
includes taxes & fees
Aug 25 - Aug 26
Acres & Views! Firepit, BBQ | Bayley Way Getaway
Light-filled retreat in Mad River Valley with internet & deck
Books

Light-filled retreat in Mad River Valley with internet & deck

10.0 out of 10, Exceptional, (5)
"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."
The price is CA $223
CA $766 total
includes taxes & fees
Aug 24 - Aug 25
Light-filled retreat in Mad River Valley with internet & deck
Cozy 3BR, 2-Story Retreat with Hot Tub, Pet Friendly, Deck, Grill, Fire Table, 5 min to Killington
Outdoor spa tub

Cozy 3BR, 2-Story Retreat with Hot Tub, Pet Friendly, Deck, Grill, Fire Table, 5 min to Killington

9.2 out of 10, Wonderful, (5)
"Cute & functional 3 BR house. Was great for our spring skiing trip at Killington. "
The price is CA $217
CA $676 total
includes taxes & fees
Aug 24 - Aug 25
Cozy 3BR, 2-Story Retreat with Hot Tub, Pet Friendly, Deck, Grill, Fire Table, 5 min to Killington
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 Randolph Hotel Reviews

The Shire Woodstock

The Shire Woodstock

10/10 Excellent
"Forth time at The Shire, everything was wonderful!! "
Judith 1-night trip
Posted 2 days ago
The Shire Woodstock