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Compare 54 Cottages in Randolph with updated reviews, rates, and availability.

Dog-friendly cottage on acreage with nearby creek & wood stove

8.8 out of 10, Excellent, (59)
"Wonderful property in perfect location for skiing!"
Dog-friendly cottage on acreage with nearby creek & wood stove

Brookside cabin on Budding Homestead

10.0 out of 10, Exceptional, (16)
"Highest praise for this place and the hosts. The larger property and the cabin itself are beautifully kept and everything in the listing is as pictured - comfy and nicely decorated and with all the basics for one or two people…but better than pictured because of the amazing setting on the edge of the woods next to a brook. It was perfect to be in the coziness of the house with that huge picture window, bringing the outdoors in with you. I also sat on the porch, all wrapped up, and listened to...
Brookside cabin on Budding Homestead

Pristine Custom Cottage, Grand Piano, Massage Studio on Site

10.0 out of 10, Exceptional, (52)
"It was such a lovely stay. Everything was super tidy, clean, comfortable and cozy. We especially loved reading about the story of the build. Would absolutely recommend! "
The price is SAR 469
SAR 735 total
includes taxes & fees
29 Apr - 30 Apr
Pristine Custom Cottage, Grand Piano, Massage Studio on Site

Cozy 1850s home on the riverfront with mountain & river views - dog-friendly

9.4 out of 10, Exceptional, (16)
"We loved the cabin and its proximity to the town of Woodstock. Nice to come home at the end of the day. The only issue is the bedrooms are upstairs and the bathroom is downstairs….but we managed. Overall a great stay. "
Cozy 1850s home on the riverfront with mountain & river views - dog-friendly

Warren Vacation Rental ~ 3 Mi to Sugarbush Resort!

9.8 out of 10, Exceptional, (8)
"This property was exactly what you want when you come to Warren, VT. Perfect for our family’s holiday and close to all the Mad River Valley has to offer. The hosts were great! "
Warren Vacation Rental ~ 3 Mi to Sugarbush Resort!

The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland.

2.0 star property
10.0 out of 10, Exceptional, (3)
"Nice time, great location"
The price is SAR 553
SAR 1,667 total
includes taxes & fees
29 Apr - 30 Apr
The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland.

Cozy cabin in the heart of ski country.

2.0 star property
10.0 out of 10, Exceptional, (2)
"Property was perfect for a ski weekend. Super close to skiing and eating. Would recommend "
Cozy cabin in the heart of ski country.

Cheerful 3 Bedroom Mountain Cottage

9.8 out of 10, Exceptional, (15)
"Amazing communication for rental, description right on, so comfortable from the livingroom with a delightful gas stove so easy to use to the most comfortable beds and bedding ever. Property description right on. Thank you so much. "
Cheerful 3 Bedroom Mountain Cottage

Absolutely Gorgeous Vermont Garden Cottage

10.0 out of 10, Exceptional, (10)
"Wonderful property-immaculate and comfortable! We enjoyed being so close to our family, but you will enjoy this place whatever your plans are!"
Absolutely Gorgeous Vermont Garden Cottage

Woodstock Village Carriage House

9.6 out of 10, Exceptional, (90)
"We loved the carriage house and its proximity to the town of Woodstock. Perfect to come home at the end of the day. Would definitely recommend to anyone visiting Woodstock! "
Woodstock Village Carriage House

Sun drenched cozy cottage on budding 17 acre homestead

10.0 out of 10, Exceptional, (28)
"I had an amazing time in the sun drenched cozy cottage!Thank you!"
Sun drenched cozy cottage on budding 17 acre homestead

Cabin On a Mountain Trout Stream

9.8 out of 10, Exceptional, (65)
"This was everything we wanted and more in a honeymoon. The cabin was cozy, clean, and romantic. We wanted somewhere secluded with limited cell service (the WiFi was excellent but we switched our phones off). We were able to enjoy ourselves and our time with limited distractions. We can’t wait to return! "
Cabin On a Mountain Trout Stream

Cozy Cabin Retreat

10.0 out of 10, Exceptional, (26)
"The property was perfect and quiet. The hosts were quick to respond and gave great directions and advice. Will definitely stay again."
Cozy Cabin Retreat

Ski-Hike-Relax! Remodeled cottage with White River access in the Green Mountains

10.0 out of 10, Exceptional, (9)
"If you’re looking to spend a weekend with some friends at Killington this is definitely the most bang for your buck outside of the resort. 20 minute drive and plenty of plowed parking. "
Ski-Hike-Relax! Remodeled cottage with White River access in the Green Mountains

Pet-friendly Roxbury Farmhouse on 350 Acres!

3.0 star property
Pet-friendly Roxbury Farmhouse on 350 Acres!

Rustic Roxbury Ski Farmhouse With Trails!

3.0 star property
Rustic Roxbury Ski Farmhouse With Trails!

Warren Vacation Rental ~ 3 Mi to Sugarbush Resort!

3.0 star property
10.0 out of 10, Exceptional, (1)
Warren Vacation Rental ~ 3 Mi to Sugarbush Resort!

Gorgeous 3-BR Song Sparrow Cottage & gardens. Off-grid power with Internet.

Gorgeous 3-BR Song Sparrow Cottage & gardens. Off-grid power with Internet.

Ski Lodge Mtn Retreat w/ Fire Pit, Deck & Views!

3.0 star property
Ski Lodge Mtn Retreat w/ Fire Pit, Deck & Views!

Charming Waitsfield Escape: 10 Mi to Sugarbush!

3.0 star property
10.0 out of 10, Exceptional, (1)
Charming Waitsfield Escape: 10 Mi to Sugarbush!
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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Other property types in Randolph

Secluded retreat in the trees

10.0 out of 10, Exceptional, (18)
"The place was great ,it fit into our budget and the owners were more than helpful."
Secluded retreat in the trees

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3.0 star property
9.0 out of 10, Wonderful, (42)
"This property was perfectly situated for ski on ski off accessibility. It had plenty of room for four adults. We also enjoyed the Sauna after skiing. The host Ryan was very easy to deal with and the check in/out process was simple and efficient. "
Ski in & out Spruce Glen Townhomes on Great Eastern Trail

Cozy Loft for two with Hot Tub & Mtn Views

10.0 out of 10, Exceptional, (237)
"My wife and I stayed in "The Little Loft" for a ski trip to Sugarbush. The cabin it small for sure but offers everything you will need from a standpoint of short term livability. We used that hot tub daily / nightly after skiing all day, had a great meal we grilled out and had a few nice bonfires as well. If you do not want to have to drive 30 minutes for dinner or shop for your food and cook it, then you may find it a small inconvenience but for us we intentionally wanted to be in a quiet cabin...
Cozy Loft for two with Hot Tub & Mtn Views
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.