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
Cozy retreat with a large dining table, kitchen area, and expansive window offering a view of the outdoors.

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
Relax in a warm and inviting space with a fireplace, comfortable seating, and a flat-screen TV.

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
Relax in this stylish room with a large L-shaped sofa, coffee table, and dining area.

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!
Relax in this inviting living room with a stunning mountain view, comfortable couch, and warm table setting.

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
Enjoy cooking in this well-equipped kitchen with a large island, bar stools, and stainless steel appliances.

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
Experience the open and airy atmosphere of this spacious room, featuring a dining area, cozy seating, and a large rug.

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
Relax by the pool surrounded by comfortable seating and lush greenery.

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
Enjoy meals and gatherings in this kitchen with a central island, dining area, and large window offering a view of the surrounding landscape.

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
Relax in a serene outdoor space surrounded by lush greenery and comfortable seating options.

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 28 - Aug 29
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
Surround yourself with nature's serenity, where a gentle stream flows through a lush forest, bordered by large rocks and greenery.

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 $116
CA $413 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
Guests can enjoy a deck with a handrail, leading to a building with large windows.

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
Kitchen features a refrigerator, microwave, oven, and sink with a faucet, along with a dining area and wooden cabinets.

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!
Guests can enjoy a snow-covered balcony with a railing overlooking the surrounding landscape.

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
Relax on the porch with a bench and table, surrounded by a potted plant and a cozy atmosphere.

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
Enjoy cooking in this well-equipped kitchen with an oven and refrigerator.

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
Escape to a serene forest retreat surrounded by tall pine trees and a peaceful atmosphere.

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 28 - Aug 29
104 Two Queen Bed Standard Hotel Room outdoor heated pool
Ski home in the woods with a private hot tub & mountain views
Situated in a lush forest, this cabin features a balcony with a view of the surrounding trees.

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
Escape to STRUC GLEN, a cozy cabin nestled among evergreen trees, offering a serene winter retreat.

☆ 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

Brandon Inn

Brandon Inn

10/10 Excellent
"Adorable, beautiful old hotel. Friendly, helpful staff. Great communication. Would definitely stay there again."
Tracey 1-night trip
Posted 2 days ago
Brandon Inn