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Roxbury Vacation Rentals

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Roxbury 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, (46 reviews)
"Very cozy and easy check in!"
United States
Emily R.
$233 nightly
The price is $261
Oct 13 - Oct 14
Total with taxes and fees
Secluded retreat in the trees
A cozy cabin interior with wooden walls, a sofa, a rocking chair, a table, and a window with a view of greenery.

2. Brand New Cabin On Working Farm

Brand New Cabin On Working Farm
Northfield
9.8 out of 10, Exceptional, (32 reviews)
"The property really is on a working farm. Upon first arrival we were greeted by a flock of ducks. The farm dogs treated us the second day when we returned from dinner. We were able to visit the sheep, cow and chickens during the daylight hours. Step out the front door during the day to enjoy the Mountain View or at night and enjoy the stary sky of Vermont. The inside is brand new and in pristine condition, with lots of space. A full working kitchen, dining table, love seat and entertainment...
United States
Thomas
$163 nightly
The price is $182
Oct 20 - Oct 21
Total with taxes and fees
Brand New Cabin On Working Farm
A modern kitchen with a central island, built-in appliances, and pendant lighting.

3. Bridges Resort

Bridges Resort
2.0 star property
Warren
8.2 out of 10, Very good, (30 reviews)
"close to the mountain"
United States
Brian Shultis
Bridges Resort
A modern kitchen with a large island, stainless steel appliances, and a herringbone-patterned backsplash.

4. Dreamy Artist Chalet in Secluded Historic Village

Dreamy Artist Chalet in Secluded Historic Village
East Warren
9.8 out of 10, Exceptional, (22 reviews)
"Loved the property. Clean, modern, great location."
United States
Richard
$404 nightly
The price is $452
Sep 30 - Oct 1
Total with taxes and fees
Dreamy Artist Chalet in Secluded Historic Village
A cozy cabin interior with a wooden floor, a bed with white bedding, wicker chairs with patterned cushions, a small round table, and a ceiling fan.

5. Cozy Cabin Retreat

Cozy Cabin Retreat
Roxbury
10.0 out of 10, Exceptional, (40 reviews)
"Host was very friendly and accommodating "
United States
Alexandria
$201 nightly
The price is $225
Oct 8 - Oct 9
Total with taxes and fees
Cozy Cabin Retreat
A wooden cabin with a snow-covered roof, surrounded by trees and snow.

6. Robert Frost Mountain Cabins

Robert Frost Mountain Cabins
3.5 star property
Ripton
10.0 out of 10, Exceptional, (42 reviews)
"Very nice place great owner"
United States
Joe
$297 nightly
The price is $323
Sep 27 - Sep 28
Total with taxes and fees
Robert Frost Mountain Cabins
A log cabin interior with a kitchen, dining area, and a large window.

7. Handcrafted Vermont Chalet • Walk to Lake • Fire Pit • Private Deck • AC

Handcrafted Vermont Chalet • Walk to Lake • Fire Pit • Private Deck • AC
East Warren
10.0 out of 10, Exceptional, (1 review)
"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.
$373 nightly
The price is $418
Oct 25 - Oct 26
Total with taxes and fees
Handcrafted Vermont Chalet • Walk to Lake • Fire Pit • Private Deck • AC
A house with a stone staircase leading to a wooden deck, surrounded by lush greenery.

8. Hand Crafted Post and Beam Home with Mountain Views Minutes from Sugarbush

Hand Crafted Post and Beam Home with Mountain Views Minutes from Sugarbush
East Warren
9.6 out of 10, Exceptional, (17 reviews)
"Great location, plenty of space, everything in house worked as described. Thank you!!"
United States
Daniel B.
Hand Crafted Post and Beam Home with Mountain Views Minutes from Sugarbush
A cozy cabin interior with a stone fireplace, wooden beams, a rocking chair, and a blue sofa.

9. Stetson Hollow Cabin by Stetson Brook

Stetson Hollow Cabin by Stetson Brook
Warren
9.8 out of 10, Exceptional, (177 reviews)
"Jill was very attentive to make sure we had everything we needed very nice stay!"
United States
Kathy B.
$380 nightly
The price is $426
Sep 28 - Sep 29
Total with taxes and fees
Stetson Hollow Cabin by Stetson Brook
A view through a window with a wooden deck and Adirondack chairs, overlooking a snowy landscape with distant mountains.

10. Mad Mountain Meadows - Stunning Mountain Views!

Mad Mountain Meadows - Stunning Mountain Views!
East Warren
10.0 out of 10, Exceptional, (6 reviews)
"Great house great location!"
United States
Elizabeth D.
$617 nightly
The price is $691
Oct 14 - Oct 15
Total with taxes and fees
Mad Mountain Meadows - Stunning Mountain Views!
A neatly made bed with striped bedding, a beige throw blanket, and patterned pillows. There are two bedside lamps on wooden nightstands.

11. 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, (50 reviews)
"Excellent Location ! "
United States
Luke A.
$306 nightly
The price is $343
Sep 28 - Sep 29
Total with taxes and fees
Go Skiing or Hiking from an Enchanting, Light-Filled Home
A modern kitchen with wooden beams, a dining area with a table and chairs, and large windows offering a view of the forest.

12. Magnificent any time of year

Magnificent any time of year
East Warren
10.0 out of 10, Exceptional, (50 reviews)
"The location was perfect for attending a wedding at Sugarbush."
United States
Sheila
$343 nightly
The price is $384
Oct 18 - Oct 19
Total with taxes and fees
Magnificent any time of year
A log cabin interior with a living room, dining area, and kitchen.

13. Handcrafted Log Cabin • Walk to Lake • Private Backyard w/Fire Pit • Sleeps 8

Handcrafted Log Cabin • Walk to Lake • Private Backyard w/Fire Pit • Sleeps 8
East Warren
10.0 out of 10, Exceptional, (3 reviews)
"The house is amazing. The hosts clearly love it, and it shows in how well it is set up and stocked. Highly recommended."
United States
Greg E.
$623 nightly
The price is $698
Oct 27 - Oct 28
Total with taxes and fees
Handcrafted Log Cabin • Walk to Lake • Private Backyard w/Fire Pit • Sleeps 8
A spacious living area with a wooden dining table, chairs, and a patterned rug. A spiral staircase leads to an upper level. Large windows offer views of the outdoors.

14. Top of the Hill Modern Retreat

Top of the Hill Modern Retreat
East Warren
9.8 out of 10, Exceptional, (10 reviews)
"Really nice place everything was top notch. "
United States
Michael Q.
$542 nightly
The price is $607
Sep 29 - Sep 30
Total with taxes and fees
Top of the Hill Modern Retreat
A spacious room with a large window, a beige sofa, a wooden dining table, and a small coffee table.

15. Four Season Condo: seasonal pool, ski, hike & golf

Four Season Condo: seasonal pool, ski, hike & golf
Warren
$195 nightly
The price is $219
Sep 27 - Sep 28
Total with taxes and fees
Four Season Condo: seasonal pool, ski, hike & golf
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
10.0 out of 10, Exceptional, (41 reviews)
"We skied at Sugarbush. The location was great. Very nice place to stay!"
United States
Laurie K.
$314 nightly
The price is $351
Sep 27 - Sep 28
Total with taxes and fees
1830 Enchanting, Light-Filled Farmhouse Apartment
A spacious loft with a high ceiling, a cozy living area with a brown sofa and a coffee table, a kitchen with wooden cabinets, and a dining area with a table and chairs.

17. Sunny Alpine Suite • Walk to Lake • Private Deck • Yard and Gardens w/Fire Pit

Sunny Alpine Suite • Walk to Lake • Private Deck • Yard and Gardens w/Fire Pit
East Warren
10.0 out of 10, Exceptional, (1 review)
"This was a beautiful VRBO clean, cozy and so well equipped. "
United States
Laura H.
$346 nightly
The price is $388
Oct 19 - Oct 20
Total with taxes and fees
Sunny Alpine Suite • Walk to Lake • Private Deck • Yard and Gardens w/Fire Pit
A rustic wooden table with a woven chair, a hammock, and a view of a forest through a large window.

18. 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.
$347 nightly
The price is $389
Sep 28 - Sep 29
Total with taxes and fees
Charming TREEHOUSE in remote location
A circular outdoor seating area with wooden chairs and a central fire pit.

19. Alpine escape with 3 pools, tennis & gym - fireplace, balcony & W/D

Alpine escape with 3 pools, tennis & gym - fireplace, balcony & W/D
Warren
9.0 out of 10, Wonderful, (39 reviews)
"Everything was great. Location , amenities , comfort and view. We would rent this unit again. "
United States
Thomas C.
$351 nightly
The price is $393
Oct 7 - Oct 8
Total with taxes and fees
Alpine escape with 3 pools, tennis & gym - fireplace, balcony & W/D
A fenced backyard with a swimming pool, a small shed, and a grassy lawn.

20. Four Season Condo: seasonal pool, ski, hike & golf

Four Season Condo: seasonal pool, ski, hike & golf
Warren
$220 nightly
The price is $247
Sep 27 - Sep 28
Total with taxes and fees
Four Season Condo: seasonal pool, ski, hike & golf
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 Roxbury Hotel Reviews

Emrose Luxury Cabins

Emrose Luxury Cabins

10/10 Excellent
"This is a unique property. Very clean, great shampoos, comfortable beds. Bring your own food and snacks. The grounds are super clean and in a safe, private area. We had an issue with the arrival instructions not opening in email but a call to the property phone number got our issue resolved quickly. Everything was great."
Sherry 1-night trip
Posted 2 hours ago
Emrose Luxury Cabins

Find out more about Roxbury

Everything you need to know about Roxbury 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 Roxbury 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 Roxbury vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Roxbury vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Roxbury. 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 Roxbury 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 $182 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 Roxbury rentals

At Expedia, we put the best Roxbury 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 Roxbury 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 Roxbury 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 Roxbury. 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

Can I find a vacation rental in Roxbury?

Yes, we give you a choice of vacation rentals near popular attractions in Roxbury, or you can choose a more remote option if you want a relaxing place to stay.

What are some of the best vacation home rentals in Roxbury?

Barn stay with dairy goats! Your clean cozy spot in the barn is waiting for you: Visitors like this Roxbury 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 Roxbury?

Expedia has 8 vacation rentals for your stay in Roxbury.

What’s there to see and do in Roxbury?

Explore the area and family-friendly sights such as Rock of Ages, or get out into nature at a spot like Mad River Valley. In the larger area, you’ll find Blueberry Lake Cross Country and Snowshoeing Center and Norwich University.

What’s a vacation rental in Roxbury like?

Vacation rentals are private properties you can book for a long or short time in Roxbury. Vacation rentals feature extras like WiFi and washers and dryers so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, vacation rentals can provide a sense of safety away from shared hotel elevators and bustling concierge desks while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular option for family trips.