Photo by RoadTrip NewEngland

Search Condos Rentals in Roxbury from CA $167

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

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 Roxbury Condo Rentals

Four Seasons Luxury Mountain Retreat next to hiking trails
Surrounded by lush greenery, this property features a beautifully maintained garden with a stone wall and paved driveway.

Four Seasons Luxury Mountain Retreat next to hiking trails

2.0 star property
9.8 out of 10, Exceptional, (36)
"Quiet, beautiful area."
The price is CA $167
CA $342 total
includes taxes & fees
Aug 10 - Aug 11
Four Seasons Luxury Mountain Retreat next to hiking trails
5-Star. Luxury Condo, Heated Pool, Hot Tub, Ski in/out @ Windham
Enjoy a serene view of the pool and landscaped yard from this spacious balcony.

5-Star. Luxury Condo, Heated Pool, Hot Tub, Ski in/out @ Windham

10.0 out of 10, Exceptional, (23)
"This Condo was exactly as pictured and absolutely lovely, well stocked, clean and convenient! We hope to stay here again!"
5-Star. Luxury Condo, Heated Pool, Hot Tub, Ski in/out @ Windham
Ski on/Ski off, Convenient, Spacious & Extra Clean, Perfect for Large Families
Enjoy cooking in this well-equipped kitchen with a central island and bar seating.

Ski on/Ski off, Convenient, Spacious & Extra Clean, Perfect for Large Families

10.0 out of 10, Exceptional, (71)
"We loved the condo. It’s the most convenient place we’ve ever stayed! The hosts were also extremely kind and accommodating. I without hesitation recommend!"
The price is CA $865
CA $1,733 total
includes taxes & fees
Aug 14 - Aug 15
Ski on/Ski off, Convenient, Spacious & Extra Clean, Perfect for Large Families
LOCATION! LOCATION!LOCATION! Luxurious Ski In/Out Jet-Set Condo NEWLY RENOVATED
Traditional architecture meets modern comfort in this multi-story building with a central entrance and covered porch.

LOCATION! LOCATION!LOCATION! Luxurious Ski In/Out Jet-Set Condo NEWLY RENOVATED

10.0 out of 10, Exceptional, (10)
"We loved staying at this condo. The location was amazing for back and forth to the slopes it was so easy! The beds were so comfortable and the house was clean! Communication with the owner was excellent. We will definitely stay again! "
The price is CA $875
CA $1,494 total
includes taxes & fees
Aug 11 - Aug 12
LOCATION! LOCATION!LOCATION! Luxurious Ski In/Out Jet-Set Condo NEWLY RENOVATED
Hunter Mountain Ski Retreat - Steps to Lift!
Situated among trees and shrubs, this cabin features a balcony and a sloped roof with a chimney.

Hunter Mountain Ski Retreat - Steps to Lift!

9.6 out of 10, Exceptional, (20)
"This condo is in a perfect location, just 4 minute walk to the main lifts. Condo was very clean and comfortable, had everything we needed for our stay. Excellent and quick communication from the owner. Will return"
Hunter Mountain Ski Retreat - Steps to Lift!
GLASS MIRROR CABIN - HAUS WINDHAM
Relax in a serene bedroom with a large window offering a forest view, a comfortable bed, and a warm atmosphere.

GLASS MIRROR CABIN - HAUS WINDHAM

8.0 out of 10, Very good, (1)
The price is CA $303
CA $388 total
includes taxes & fees
Sep 3 - Sep 4
GLASS MIRROR CABIN - HAUS WINDHAM
NEW OUTDOOR HOT TUB! 1-Bedroom Luxury Suite + Full Kitch - Haus Windham
Cozy living room with a brick fireplace, leather sofa, and wooden coffee table.

NEW OUTDOOR HOT TUB! 1-Bedroom Luxury Suite + Full Kitch - Haus Windham

7.6 out of 10, Good, (4)
"Excellent accommodations, close to everything you could need. My wife and I had a perfect evening "
The price is CA $229
CA $296 total
includes taxes & fees
Aug 11 - Aug 12
NEW OUTDOOR HOT TUB! 1-Bedroom Luxury Suite + Full Kitch - Haus Windham
Condo in Windham Mountain Village
Stunning two-story home with a symmetrical facade, featuring a sloped roof and skylights.

Condo in Windham Mountain Village

10.0 out of 10, Exceptional, (12)
"Condo was clean and comfortable and very convenient to indoor pool and skiing. Thank you for a great vacation!"
The price is CA $495
CA $899 total
includes taxes & fees
Aug 11 - Aug 12
Condo in Windham Mountain Village
LUXURY SUITE WITH 2 FULL BEDS
1 bedroom, free WiFi

LUXURY SUITE WITH 2 FULL BEDS

The price is CA $208
CA $265 total
includes taxes & fees
Sep 3 - Sep 4
LUXURY SUITE WITH 2 FULL BEDS
Hunter Mountain 2 Bedroom Condo - Steps to Slopes & Zip Line!!
Stunning two-story building with a central entrance and covered walkway.

Hunter Mountain 2 Bedroom Condo - Steps to Slopes & Zip Line!!

10.0 out of 10, Exceptional, (9)
"Everything as described. Short walk to the slopes. "
The price is CA $216
CA $518 total
includes taxes & fees
Aug 12 - Aug 13
Hunter Mountain 2 Bedroom Condo - Steps to Slopes & Zip Line!!
Apres Ski Luxury SKI-IN/OUT HUNTER MOUNTAIN Slopeside STEPS to Ski School Lodge
Traditional architecture meets modern comfort in this multi-story building with ample outdoor space and beautifully maintained surroundings.

Apres Ski Luxury SKI-IN/OUT HUNTER MOUNTAIN Slopeside STEPS to Ski School Lodge

10.0 out of 10, Exceptional, (11)
"Amazing stay! "
Apres Ski Luxury SKI-IN/OUT HUNTER MOUNTAIN Slopeside STEPS to Ski School Lodge
NEW OUTDOOR HOT TUB! 1-Bedroom Luxury Suite + Full Kitchen - Haus Windham
Relax in the hot tub on the outdoor deck with a breathtaking view of the forested hills.

NEW OUTDOOR HOT TUB! 1-Bedroom Luxury Suite + Full Kitchen - Haus Windham

The price is CA $251
CA $319 total
includes taxes & fees
Sep 3 - Sep 4
NEW OUTDOOR HOT TUB! 1-Bedroom Luxury Suite + Full Kitchen - Haus Windham
NEW OUTDOOR HOT TUB! Luxury 2 Bedroom Suite -The Haüs Windham
Relax in this inviting living area with a comfortable sofa, armchair, and fireplace.

NEW OUTDOOR HOT TUB! Luxury 2 Bedroom Suite -The Haüs Windham

8.0 out of 10, Very good, (1)
"There is obviously a lot to of remodeling and upgrades going on. New hot tub was not installed. Bathrooms, beds and kitchen were nice. Floors and windows were very dirty. There were no bath washcloths. Perhaps they are not included. The wood exterior side walk is dangerous and needs replaced."
The price is CA $378
CA $470 total
includes taxes & fees
Sep 7 - Sep 8
NEW OUTDOOR HOT TUB! Luxury 2 Bedroom Suite -The Haüs Windham
LUXURY DUPLEX SUITE WITH JACUZZI
Cozy living area with a fireplace, TV, and comfortable seating.

LUXURY DUPLEX SUITE WITH JACUZZI

The price is CA $237
CA $306 total
includes taxes & fees
Aug 10 - Aug 11
LUXURY DUPLEX SUITE WITH JACUZZI
Windham getaway!
Relax in the serene outdoor seating area with a fire pit and Adirondack chairs.

Windham getaway!

10.0 out of 10, Exceptional, (8)
"This property was great! Just as advertised and in the perfect location to enjoy the Catskills! Property owner was very responsive. Highly recommend! "
Windham getaway!
1/2 Mi to Windham Mtn: Main Street Condo
Traditional building with a prominent entrance and a small porch area.

1/2 Mi to Windham Mtn: Main Street Condo

9.8 out of 10, Exceptional, (8)
"We had a great stay at this super convenient, clean 2 bed apartment. Was in a fantastic location 3 minutes from windham mtn and walking to restaurant and bars. Nick was super friendly and very responsive. Highly recommend..opa!"
1/2 Mi to Windham Mtn: Main Street Condo
5-Star Lux Condo, Heated Pool, Hot Tub, Ski in/out @ Windham
Enjoy the view of distant hills from this balcony with a metal railing and stone wall, perfect for relaxing in two lounge chairs.

5-Star Lux Condo, Heated Pool, Hot Tub, Ski in/out @ Windham

9.4 out of 10, Exceptional, (10)
"Will definitely try to come back, for winter or summer fun."
5-Star Lux Condo, Heated Pool, Hot Tub, Ski in/out @ Windham
A cozy place to recharge in the Catskills Mountains Summer Paradise
Smart TV, fireplace, books, stereo

A cozy place to recharge in the Catskills Mountains Summer Paradise

6.0 out of 10, (1)
"The communication with the host was great, owner was lovely. The unit was very clean and nicely decorated. Air conditioning is important to us, especially with a humid summer. The amenities said Air Conditioning, not wall unit. We arrived during a very humid heat wave. The picture advertised does not show that the portable air unit is in living room where the orange cushion is on the floor. Felt a bit misled not knowing this or seeing it in the advertised picture, as the bedrooms were down the...
A cozy place to recharge in the Catskills Mountains Summer Paradise
Luxury Windham Mtn Slope Side 3 BDRM Condo
Enjoy a serene view of the pool and landscaped area from this balcony.

Luxury Windham Mtn Slope Side 3 BDRM Condo

9.0 out of 10, Wonderful, (6)
"Enjoyed our stay!"
Luxury Windham Mtn Slope Side 3 BDRM Condo
Slopeside at Hunter Mountain
Enjoy the serene views of the surrounding houses and distant mountains from this outdoor deck.

Slopeside at Hunter Mountain

10.0 out of 10, Exceptional, (19)
"This was a beautiful stay. The owner was great to work with, and we had a wonderful time."
Slopeside at Hunter Mountain
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Roxbury Hotel Reviews

Postcard Cabins Western Catskills

Postcard Cabins Western Catskills

10/10 Excellent
"It was a charming tiny house, and everything about it created wonderful memories."
jeonguk 2-night trip
Posted 1 day ago
Postcard Cabins Western Catskills