Randolph Vacation Rentals

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Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

Browse Select Randolph Vacation Homes

Converted Carriage Barn | The Carriage House Unit1
Dining

Converted Carriage Barn | The Carriage House Unit1

9.8 out of 10, Exceptional, (20)
"Charming, comfortable, beautiful place. Felt like home and was everything you could want from a converted barn in Vermont!"
Converted Carriage Barn | The Carriage House Unit1
Beautifully renovated with fireplace and coffee bar
Smart TV, fireplace, books

Beautifully renovated with fireplace and coffee bar

10.0 out of 10, Exceptional, (112)
"Very cozy, great kitchen. The beds are extremely comfortable. The surrounding area is beautiful with plenty to do. Highly recommend."
Beautifully renovated with fireplace and coffee bar
Killington Farmhouse-Mountain Biking, Golf, Hiking
Smart TV, video games

Killington Farmhouse-Mountain Biking, Golf, Hiking

10.0 out of 10, Exceptional, (3)
"We visited in the summer…Spacious with room to spread out. Clean with all the things you need. Good communication. Laundry area a little spooky but great working laundry area."
Killington Farmhouse-Mountain Biking, Golf, Hiking
MountainView - Luxurious 5800SF Retreat with Breathtaking 4-Season Views!
Interior

MountainView - Luxurious 5800SF Retreat with Breathtaking 4-Season Views!

10.0 out of 10, Exceptional, (72)
"We absolutely LOVED our stay. The house and all its amenities were perfect for our ski trip, and we would be thrilled to come back again some time. "
MountainView - Luxurious 5800SF Retreat with Breathtaking 4-Season Views!
Brand new 2021 Reno of Federal Style House, steps from Downtown Brandon
Fridge, microwave, oven, stovetop

Brand new 2021 Reno of Federal Style House, steps from Downtown Brandon

10.0 out of 10, Exceptional, (59)
"Beautiful house right in the village. Easy access to both Sugarbush and Killington. Would definitely stay here again. "
Brand new 2021 Reno of Federal Style House, steps from Downtown Brandon
Converted Carriage Barn | The Carriage House Unit2
Interior

Converted Carriage Barn | The Carriage House Unit2

9.6 out of 10, Exceptional, (4)
"Very cool conversion of an old barn. Very comfy and rather iconic. Because of the barn construction, there was an occasional encounter with a bug or two. Nicely located with many shops and restaurants nearby. The surrounding neighborhood of Quechee is very pleasant and kind of upscale country. Be aware there are no hangers/closets/ironing board/washer/dryer, so plan accordingly."
Converted Carriage Barn | The Carriage House Unit2
Recently updated home with shared hot tub, pool, and easy ski access
Indoor pool

Recently updated home with shared hot tub, pool, and easy ski access

8.4 out of 10, Very good, (42)
"Great place"
Recently updated home with shared hot tub, pool, and easy ski access
Premier Woodstock Village Riverfront Home
Exterior

Premier Woodstock Village Riverfront Home

Premier Woodstock Village Riverfront Home
Limited-Time Discounted Deals | Private Hot Tub & Ping-Pong | Close to Ski
Fridge, microwave, oven, stovetop

Limited-Time Discounted Deals | Private Hot Tub & Ping-Pong | Close to Ski

9.6 out of 10, Exceptional, (25)
"Absolutely loved it!!! Amazing house. Will definitely stay again!"
Limited-Time Discounted Deals | Private Hot Tub & Ping-Pong | Close to Ski
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 $165
CA $215 total
includes taxes & fees
Aug 12 - Aug 13
Barn stay with dairy goats! Your clean cozy spot in the barn is waiting for you
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 $115
CA $412 total
includes taxes & fees
Aug 11 - Aug 12
5/2 Old Farmhome-Beautiful Valley Views-Near Skiing-Sugarbush
Charming waterfront 2BR house, private beach, waterfall, firepit, wifi, kayak
Terrace/patio

Charming waterfront 2BR house, private beach, waterfall, firepit, wifi, kayak

2.0 star property
9.8 out of 10, Exceptional, (75)
"Beautiful area and gorgeous leaves. Liked having a weber grill."
Charming waterfront 2BR house, private beach, waterfall, firepit, wifi, kayak
Woodstock Carriage House-280 acres-Views-Gardens-Skiing-Farm-2.5 miles from town
Fridge, microwave, oven, stovetop

Woodstock Carriage House-280 acres-Views-Gardens-Skiing-Farm-2.5 miles from town

10.0 out of 10, Exceptional, (53)
"Cozy accommodations, great location, beautiful property, wonderful hosts."
Woodstock Carriage House-280 acres-Views-Gardens-Skiing-Farm-2.5 miles from town
1 Mi to Sugarbush Resort: Dog-Friendly Home!
Property grounds

1 Mi to Sugarbush Resort: Dog-Friendly Home!

9.0 out of 10, Wonderful, (4)
"Great place"
1 Mi to Sugarbush Resort: Dog-Friendly Home!
Private, new home near Skyeship gondola with four fireplaces, washer/dryer, WiFi
Property grounds

Private, new home near Skyeship gondola with four fireplaces, washer/dryer, WiFi

9.8 out of 10, Exceptional, (25)
"Beautiful place."
Private, new home near Skyeship gondola with four fireplaces, washer/dryer, WiFi
Historic Charm, Located On the River - Rustic Chic
Fridge, microwave, oven, stovetop

Historic Charm, Located On the River - Rustic Chic

10.0 out of 10, Exceptional, (1)
"Amazing location and great house!! "
Historic Charm, Located On the River - Rustic Chic
104 Two Queen Bed Standard Hotel Room outdoor heated pool
Property grounds

104 Two Queen Bed Standard Hotel Room outdoor heated pool

8.6 out of 10, Excellent, (27)
"Excellent customer service and beautiful, well-maintained property."
The price is CA $143
CA $216 total
includes taxes & fees
Aug 10 - Aug 11
104 Two Queen Bed Standard Hotel Room outdoor heated pool
Ski home in the woods with a private hot tub & mountain views
Exterior

Ski home in the woods with a private hot tub & mountain views

9.8 out of 10, Exceptional, (45)
"House is very clean and super convenient. "
Ski home in the woods with a private hot tub & mountain views
Large multi-family ski home located on the slopes of Sugarbush Resort
Property grounds

Large multi-family ski home located on the slopes of Sugarbush Resort

10.0 out of 10, Exceptional, (27)
"Proximity to the mountain was great. Large house for a wonderful ski weekend "
Large multi-family ski home located on the slopes of Sugarbush Resort
☆ SKI ON & OFF! ☆ Spruce Glen D on Great Eastern Trail w/AC, Sauna, Fireplace
Property grounds

☆ SKI ON & OFF! ☆ Spruce Glen D on Great Eastern Trail w/AC, Sauna, Fireplace

9.2 out of 10, Wonderful, (37)
"Fantastic location for easy ski on ski off."
☆ SKI ON & OFF! ☆ Spruce Glen D on Great Eastern Trail w/AC, Sauna, Fireplace
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 Mountain Inn at Killington

The Mountain Inn at Killington

10/10 Excellent
"Great place to stay, so close to the mountain, rode my bike all weekend. Clean comfortable room and the staff treated us like family. Highly recommended. Thanks!"
john 1-night trip
Posted 2 days ago
The Mountain Inn at Killington