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Compare 43 Cottages in Randolph with updated reviews, rates, and availability.

Sun drenched cozy cottage on budding 17 acre homestead

10.0 out of 10, Exceptional, (25)
"Our say at Keith's and Erika's cabin was a much needed respite for my wife and me. We thoroughly enjoyed our stay where we basked in doing nothing but enjoying the warmth and coziness of the cabin. We're planning on coming back soon and renting both cabins for our son and daughter-in-law and us. The only downsides were a leaky shower head that sprayed water on the bathroom ceiling and a lot of dog hair on the floor. "
Sun drenched cozy cottage on budding 17 acre homestead

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

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

9.0 out of 10, Wonderful, (55)
"The house was cute, and the location was good. We liked the woods and stream around the house and the quiet road it was on. The views of the woods out the windows were lovely. There were a few old board games for the kids, but not much else for them to do when it was raining. The TV worked well, and we had internet. The bed downstairs was a little hard and the sheets looked old. Some of the furniture was obviously old, but we didn't use a lot of it anyway. The kids stayed in the loft and...
Dog-friendly cottage on acreage with nearby creek & wood stove

Pristine Custom Cottage, Grand Piano, Massage Studio on Site

10.0 out of 10, Exceptional, (50)
"This was my first experience with Vrbo. It was wonderful. Checking in and out of the property was simple! My fiancé and I were seeking a Christmas getaway in Vermont. We certainly found it! The property is in close distance to Brandon and Middlebury. Both towns have lots of dining options and shopping. We visited a brewery and winery. Our cottage in Leicester was pristine. Our host, David. was accommodating and friendly. The cottage is well built and you can see how much work David has put into...
The price is SAR 469
SAR 739 total
includes taxes & fees
2 Mar - 3 Mar
Pristine Custom Cottage, Grand Piano, Massage Studio on Site

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, (2)
"Great location close to Killington. Accurate listing. Nothing fancy but all the necessities available. Was clean and comfortable. Driveway was plowed early for easy access in/out."
The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland.

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

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

Cozy cabin in the heart of ski country.

2.0 star property
10.0 out of 10, Exceptional, (1)
"Cabin had everything we needed for a pleasant stay."
Cozy cabin in the heart of ski country.

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

Brookside cabin on Budding Homestead

10.0 out of 10, Exceptional, (14)
"Very responsive. Had everything we needed. Peaceful. Wish we had more time to take advantage of the surroundings. Would definitely return. "
Brookside cabin on Budding Homestead

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

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

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

Rustic Roxbury Ski Farmhouse With Trails!

3.0 star property
Rustic Roxbury Ski Farmhouse With Trails!

Luxe 14-acre Vermont Countryside Lodge!

3.0 star property
10.0 out of 10, Exceptional, (1)
"This home has it all! Beautifully decorated, cozy fireplace, spacious private surroundings, the BEST claw foot bathtubs, mountain and star views magnificent! We had 12 people and the home’s size afforded us all plenty of privacy. Great stove in kitchen. Plenty of firewood stacked. Off grid living was cool! No TVs! Such a needed break from the seasonal chaos! Highly recommend ❤️"
Luxe 14-acre Vermont Countryside Lodge!

Cozy hilltop cottage w free EV charger near downtown, Hubbard Park & ski resorts

10.0 out of 10, Exceptional, (2)
"Perfect place for a reunion with friends."
Cozy hilltop cottage w free EV charger near downtown, Hubbard Park & ski resorts

Pet-friendly Roxbury Farmhouse on 350 Acres!

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

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!

The Woods Lodge

3.0 star property
8.0 out of 10, Very Good, (6)
"I loved this place. It's a rustic cottage with all the amenities. It was near the university so it was easy to go back and forth. It was clean and cozy, tucked away in the foliage. The host and hostess were very accommodating and responsive. I hope to stay here again next year. "
The Woods Lodge
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

Cozy Loft for two with Hot Tub

10.0 out of 10, Exceptional, (227)
"Such a cute, quaint space. Would love to come back in the summer to take full advantage of the area. Came in the winter time so we could not use the deck and fire pit. Definitely a great feature for extra space to eat on the deck during warmer time. Pull up coffee table inside is convenient for eating during Winter, since there is no other dining area. Winter time is great if you ski/snowboard, close to ski areas. We went into Rochester for lunch one day, and was a nice small "downtown". The...
Cozy Loft for two with Hot Tub

Bridges Resort

3.5 star property
6.6 out of 10, (7)
"Amazing stay. Beds where comfortable and lots of extra pillows and duvets in the closets. We found a inflatable mattress and table extensions in the closet as well (perfect to fit 6 people in this condo). The maid had left 3 dishwasher pucks and 1 washer puck (amazing), along with dish soap. There is a long HDMI cable for the living room TV. The teens enjoyed the pool, gym and hot tub (they give you towel when you attend the pool so no need to bring yours). The couch is just amazing (you...
The price is SAR 1,073
SAR 1,426 total
includes taxes & fees
3 Feb - 4 Feb
Bridges Resort

Spectacular opportunity to enjoy the finest property in Killington Summit

9.4 out of 10, Exceptional, (22)
"This place was great, Communication with the Killington Rental Associates was wonderful. The house was as it photographs. It was a perfect spot to ring in the New Year. After skiing, the hot tub and Sauna were a welcome retreat for the weary skiing crowd, the Kitchen was well stocked with just about anything you could need to prepare meals for a large crowd. The Bar was an added highlight for apre-Ski. There was enough space for a large crowd to gather in one spot, and enough spots to...
Spectacular opportunity to enjoy the finest property in Killington Summit
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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