Randolph Vacation Rentals

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Randolph vacation rentals

A house surrounded by dense trees with sunlight filtering through the leaves.

1. Secluded retreat in the trees

Secluded retreat in the trees
Roxbury
10.0 out of 10, Exceptional, (52 reviews)
"Such a peaceful place to stay, we absolutely loved it there"
United States
Katherine
$206 nightly
The price is $230
Nov 10 - Nov 11
Total with taxes and fees
Secluded retreat in the trees
A rustic wooden table with a woven chair, a hammock, and a view of a forest through a large window.

2. Charming TREEHOUSE in remote location

Charming TREEHOUSE in remote location
Braintree
10.0 out of 10, Exceptional, (2 reviews)
"Views amazing and so cool"
United States
Benjamin F.
$241 nightly
The price is $269
Nov 10 - Nov 11
Total with taxes and fees
Charming TREEHOUSE in remote location
A cozy living room with a sofa, armchair, and a bookshelf. There is a fireplace and a window providing natural light.

3. Authentic farmhouse for those who love cozy, quirky, historical imperfection

Authentic farmhouse for those who love cozy, quirky, historical imperfection
Randolph Center
10.0 out of 10, Exceptional, (6 reviews)
"The rental experience was seemless....communication was great, the property fit our family so easily and the location was easily accessible to many beautiful spots. The home is well equipped and it was a delightful stay!"
United States
Kathy K.
$486 nightly
The price is $544
Dec 1 - Dec 2
Total with taxes and fees
Authentic farmhouse for those who love cozy, quirky, historical imperfection
A wooden staircase leading to a covered outdoor area with a view of a green lawn and trees.

4. Cozy cabin >> Hottub, WiFi, AC. Easy access to outdoors activities year around

Cozy cabin >> Hottub, WiFi, AC. Easy access to outdoors activities year around
Hancock
10.0 out of 10, Exceptional, (6 reviews)
"A wonderful property in a great location especially if you are leisurely driving the VT 100 scenic byway."
United States
Kevin J.
$403 nightly
The price is $452
Nov 16 - Nov 17
Total with taxes and fees
Cozy cabin >> Hottub, WiFi, AC. Easy access to outdoors activities year around
A rustic cabin with a wooden deck, surrounded by dense greenery and a rocky landscape.

5. Gnome Home Mountain Ski Chalet w/Sauna Killington

Gnome Home Mountain Ski Chalet w/Sauna Killington
Stockbridge
10.0 out of 10, Exceptional, (7 reviews)
"Nice property in a beautiful location. Host was very responsive and informative. Thanks for the stay!"
United States
Gerald S.
$408 nightly
The price is $427
Nov 11 - Nov 12
Total with taxes and fees
Gnome Home Mountain Ski Chalet w/Sauna Killington
A modern kitchen with a large island, stainless steel appliances, and a herringbone-patterned backsplash.

6. Dreamy Artist Chalet in Secluded Historic Village

Dreamy Artist Chalet in Secluded Historic Village
East Warren
9.8 out of 10, Exceptional, (23 reviews)
"Great little place, love the ambiance. Host sent perfect directions and instructions."
United States
Jonathan B.
$374 nightly
The price is $419
Nov 10 - Nov 11
Total with taxes and fees
Dreamy Artist Chalet in Secluded Historic Village
A log cabin interior with a kitchen, dining area, and a large window.

7. Quintessential Vermont Log Chalet • Fire Pit • Private Deck • Sugarbush

Quintessential Vermont Log Chalet • Fire Pit • Private Deck • Sugarbush
East Warren
9.4 out of 10, Exceptional, (3 reviews)
"Daisy has put the time and thought into making her chalet welcoming, with all of the conveniences of home and some extra small touches that invite comfort and relaxation. Her great communication made the entire visit easy from check-in to check-out."
United States
Beth Y.
$312 nightly
The price is $349
Dec 1 - Dec 2
Total with taxes and fees
Quintessential Vermont Log Chalet • Fire Pit • Private Deck • Sugarbush
A cozy cabin interior with a stone fireplace, wooden beams, a rocking chair, and a blue sofa.

8. Stetson Hollow cabin next to Stetson Brook

Stetson Hollow cabin next to Stetson Brook
Warren
9.8 out of 10, Exceptional, (184 reviews)
"Jill was very attentive to make sure we had everything we needed very nice stay!"
United States
Kathy B.
$369 nightly
The price is $413
Nov 10 - Nov 11
Total with taxes and fees
Stetson Hollow cabin next to Stetson Brook
A wooden deck with a covered seating area, a grill, and string lights.

9. Escape to this private and peaceful tiny home with hot tub in Sharon, VT!

Escape to this private and peaceful tiny home with hot tub in Sharon, VT!
Sharon
10.0 out of 10, Exceptional, (16 reviews)
"Our stay in this tiny home was perfect! Very cozy and private. The host was very responsive and everything was exactly as described."
United States
Kat V.
$252 nightly
The price is $282
Dec 1 - Dec 2
Total with taxes and fees
Escape to this private and peaceful tiny home with hot tub in Sharon, VT!
A stack of firewood on a metal rack outside a building.

10. Central to VT skiing areas 5 minutes to I-89 , near VAST trails, near Norwich

Central to VT skiing areas 5 minutes to I-89 , near VAST trails, near Norwich
Williamstown
10.0 out of 10, Exceptional, (62 reviews)
"My 9 year old daughter loved being able to wake up and swim! The home was beautiful a d we had a great time."
United States
April A.
$177 nightly
The price is $198
Nov 10 - Nov 11
Total with taxes and fees
Central to VT skiing areas 5 minutes to I-89 , near VAST trails, near Norwich
A cozy cabin interior with wooden walls, a sofa, a rocking chair, a table, and a window with a view of greenery.

11. Brand New Cabin On Working Farm

Brand New Cabin On Working Farm
Northfield
9.8 out of 10, Exceptional, (38 reviews)
"This cabin was cute and cozy and very quiet. The hosts had thought of everything a guest might want or need. Wonderful stay."
United States
Kristen
$151 nightly
The price is $169
Nov 10 - Nov 11
Total with taxes and fees
Brand New Cabin On Working Farm
A room with a large window overlooking a forest in autumn.

12. Beautiful home located in the Mad River Valley

Beautiful home located in the Mad River Valley
Warren
9.4 out of 10, Exceptional, (51 reviews)
"It was perfect for my trip to central VT."
United States
Lyra F.
$243 nightly
The price is $273
Dec 2 - Dec 3
Total with taxes and fees
Beautiful home located in the Mad River Valley
A modern kitchen with wooden beams, a dining area with a table and chairs, and large windows offering a view of the forest.

13. Magnificent any time of year

Magnificent any time of year
East Warren
10.0 out of 10, Exceptional, (52 reviews)
"We had a wonderful stay! Such a great house and in a perfect location to pick up our son at Norwich University’s FLC camp."
United States
Anne L.
$312 nightly
The price is $349
Nov 10 - Nov 11
Total with taxes and fees
Magnificent any time of year
A rustic cabin surrounded by autumn foliage.

14. Beautiful home located in the Mad River Valley

Beautiful home located in the Mad River Valley
Warren
9.8 out of 10, Exceptional, (28 reviews)
"We had a great time! "
United States
Allie T.
$214 nightly
The price is $240
Nov 11 - Nov 12
Total with taxes and fees
Beautiful home located in the Mad River Valley
A rustic cabin surrounded by autumn foliage.

15. Beautiful home located in the Mad River Valley

Beautiful home located in the Mad River Valley
Warren
9.0 out of 10, Wonderful, (12 reviews)
"We had a great stay - Quiet, clean, cozy, and a great location, we'll definitely stay here again for future trips!"
United States
Sloan S.
$214 nightly
The price is $240
Nov 11 - Nov 12
Total with taxes and fees
Beautiful home located in the Mad River Valley
A living room with a sofa, a coffee table, and a patterned rug. There is a dining area with a table and chairs. The kitchen is visible with white cabinets and a refrigerator.

16. 1830 Enchanting, Light-Filled Farmhouse Apartment

1830 Enchanting, Light-Filled Farmhouse Apartment
Waitsfield
9.8 out of 10, Exceptional, (43 reviews)
"Loved your place close to familyLove the historic house!"
United States
Heather W.
$324 nightly
The price is $366
Nov 10 - Nov 11
Total with taxes and fees
1830 Enchanting, Light-Filled Farmhouse Apartment
A modern wooden house with large windows and a covered porch.

17. Stunning Modern Retreat Overlooking The Mad River

Stunning Modern Retreat Overlooking The Mad River
Warren
10.0 out of 10, Exceptional, (16 reviews)
"Amazing home, very clean and perfect location "
United States
Jamie H.
$688 nightly
The price is $770
Nov 11 - Nov 12
Total with taxes and fees
Stunning Modern Retreat Overlooking The Mad River
A room with a large window overlooking a deck with two chairs and a table.

18. Luxurious Vermont home minutes from Sugarbush Resort

Luxurious Vermont home minutes from Sugarbush Resort
Warren
10.0 out of 10, Exceptional, (45 reviews)
"Perfect location for ski vacation. House was clean, close to resort. Quick drive to restaurants, looking forward to staying again! "
United States
Noah S.
$824 nightly
The price is $923
Nov 24 - Nov 25
Total with taxes and fees
Luxurious Vermont home minutes from Sugarbush Resort
A wooden shed with a cross-braced door in a garden with a house in the background.

19. Fabulous 4-bedroom chalet in tranquil Killington getaway with Hot tub two Kings

Fabulous 4-bedroom chalet in tranquil Killington getaway with Hot tub two Kings
North Sherburne
8.0 out of 10, Very good, (17 reviews)
"We had a great time!"
United States
Matthew R.
$436 nightly
The price is $493
Nov 10 - Nov 11
Total with taxes and fees
Fabulous 4-bedroom chalet in tranquil Killington getaway with Hot tub two Kings
A neatly made bed with striped bedding, a beige throw blanket, and patterned pillows. There are two bedside lamps on wooden nightstands.

20. Go Skiing or Hiking from an Enchanting, Light-Filled Home

Go Skiing or Hiking from an Enchanting, Light-Filled Home
Waitsfield
9.8 out of 10, Exceptional, (53 reviews)
"Excellent Location ! "
United States
Luke A.
$316 nightly
The price is $358
Nov 16 - Nov 17
Total with taxes and fees
Go Skiing or Hiking from an Enchanting, Light-Filled Home
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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Find vacation rentals that suit your style

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Top Randolph Hotel Reviews

A two-story building with a porch, outdoor seating, and flags.
Green Trails Inn

Green Trails Inn

Green Trails Inn
Brookfield

10/10 Excellent

Staying there was like traveling on time and we were avle to learn about the history of the original house and famous bridge in front. The room was extremely clean, comfortable and cozy. The staff very responsive and kind. Breakfast served was delicious and fresh.
United States
Jesus
Reviewed October 22, 2026
Green Trails Inn

Find out more about Randolph

Everything you need to know about Randolph vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Randolph vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Randolph vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Randolph vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Randolph. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Randolph in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $168 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Randolph rentals

At Expedia, we put the best Randolph vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Randolph rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Randolph vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Randolph. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently Asked Questions

Are there vacation rentals in Randolph?

Yes, you can find vacation rentals near popular points of interest in Randolph, or you can choose a secluded option if you're looking for a relaxing stay. Randolph is known for its parks.

What are some of the best vacation rentals that Randolph has to offer?

Barn stay with dairy goats! Your clean cozy spot in the barn is waiting for you: Visitors like this Randolph vacation home rental. It offers a garden, a selection of games, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

How many vacation rentals are there in Randolph?

Expedia has 3 vacation rentals for your stay in Randolph.

What can I see and do in Randolph?

Cultural attractions include Playhouse Movie Theatre and Chandler Music Hall, whereas Mad River Valley is one spot to enjoy nature. Other places in town to visit include Allis State Park and Montague Golf Club.

What’s a vacation rental in Randolph like?

Vacation rentals are private properties where you can stay for a couple of days or more in Randolph. Vacation rentals offer extras such as WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about cleanliness, a vacation rental can offer a sense of privacy away from shared hotel elevators and lobbies packed with people while still allowing you to travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular choice for a small group gathering.

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