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Roxbury Holiday Rentals

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Holiday Rentals in Roxbury

Property grounds
Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Near Hunter
10.0 out of 10, Exceptional, (131)
"We had a great time at Greg’s property. The house is huge and easily accommodated the 25 guests we had. It is very conveniently located for those that like to take advantage of skiing between Hunter and Windham mountains. Greg was extremely responsive and very easy to work with anytime we had questions arise. I would definitely recommend to others and will most certainly keep this place in mind for future trips! Thanks again!"
The price is AU$2,569
per night
9 May - 10 May
Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Near Hunter
1 bedroom, iron/ironing board, free WiFi, bed sheets
Romantic sky loft with steam shower/giant tub. Minutes to the slopes.
10.0 out of 10, Exceptional, (7)
"Beautiful loft with amazIng views and an adorable town near by. Loved this place."
Romantic sky loft with steam shower/giant tub. Minutes to the slopes.
Terrace/patio
Moonlight Reflections
10.0 out of 10, Exceptional, (85)
"Stayed here for a family of 6 ski trip to Belleayre. It was very clean and well stocked, with comfortable furnishings . Enjoyed the gas firepit on the deck, which has lots of comfortable seating around it. This is a perfect all-season house. I highly recommend it. Will definitely return!"
Moonlight Reflections
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Exterior
Your peaceful, private retreat to get away with friends & family!
10.0 out of 10, Exceptional, (22)
"The place and host were amazing. The property was well kept and well appointed for our stay. It is nicely secluded, and the hot tub was perfect for relaxing."
Your peaceful, private retreat to get away with friends & family!
Exterior
Ski retreat near Hunter and Windham. Mountain views! Family and pet friendly!
10.0 out of 10, Exceptional, (1)
"🙂"
The price is AU$387
per night
9 May - 10 May
Ski retreat near Hunter and Windham. Mountain views! Family and pet friendly!
Fridge, microwave, stovetop, dishwasher
'Bearpen Lodge' on 125 Acres - Near Belleayre Mtn!
10.0 out of 10, Exceptional, (84)
""Enjoyed a delightful stay at bearpean lodge– perfect getaway!" Adina is best host . She was so sweet and helpful too."
'Bearpen Lodge' on 125 Acres - Near Belleayre Mtn!
Exterior
THE LUXURY LODGE - SKI, RIDE, GOLF, BIKE, HIKE
10.0 out of 10, Exceptional, (250)
"Very clean, and the little things really made a difference: nice sheets, shampoo and soap provided, quality towels. We would stay here again for sure."
The price is AU$1,206
per night
5 May - 6 May
THE LUXURY LODGE - SKI, RIDE, GOLF, BIKE, HIKE
Property grounds
7Bdr/5Bth, Amazing View, Lake,1/2 ml Hunter Mountain, Hot Tub/Sauna. Ski, Swim
10.0 out of 10, Exceptional, (208)
"House came with great amenities and host was very communicative and flexible"
The price is AU$1,218
per night
9 May - 10 May
7Bdr/5Bth, Amazing View, Lake,1/2 ml Hunter Mountain, Hot Tub/Sauna. Ski, Swim
Pool
A-frame Chalet w/ OUTDOOR TV & HOT TUB; fire pit, pool table, playground & more!
10.0 out of 10, Exceptional, (14)
"We spent an enjoyable week at this rustic chalet. It has a nice mountain view and is down a quiet road with just a couple of other houses. The house had mostly everything we needed. The waffle maker was a big hit.The fridge had plenty of space and there was coffee, tea, sugar and misc spices available. (Note there is not a dishwasher or washing machine at the property, and the well water does have a sulfur odor - in case you aren't used to rural water quirks). The hot tub was nice to have,...
A-frame Chalet w/ OUTDOOR TV & HOT TUB; fire pit, pool table, playground & more!
Interior
Private Contemporary Cottage with heated pool, hot tub and wide mountain views.
9.8 out of 10, Exceptional, (70)
"Beautiful well appointed home. Great for large groups. The kitchen is well stocked with everything to cook and serve meals. The beds were comfortable. Gorgeous views and the hot tub on a chilly November night was amazing."
Private Contemporary Cottage with heated pool, hot tub and wide mountain views.
The Cabin at Chichester in the Catskills Mountains
9.8 out of 10, Exceptional, (163)
"Came up to the area for live music. I had my daughter meet me there for the weekend so we can have peaceful quality time together. We accomplished that with this stay. We found our way to the river and spend most of our time chilling and catching up there. Bring bug spray! The cottage was just enough for our needs. We would recommend this retreat to anyone looking to unplug and regroup. We ourselves would stay again for sure!"
The Cabin at Chichester in the Catskills Mountains
Terrace/patio
Tranquil Paradise With Lake And Catskill Mountain Views
9.8 out of 10, Exceptional, (140)
"*The ONLY problem is not wanting to leave!!! All logistics/ practicalities on point... communications gracious, the location is perfect, this cozy cabins minimalistic 70s charm is highlighted by having all windows & decks so you feel connected to outside even inside!! Perfect & charming... We celebrated the Solar Eclipse here and can't wait to come back before the next one, lol!!!"
Tranquil Paradise With Lake And Catskill Mountain Views
Aerial view
Waterfront home w/swimming, kayaking and more; plus Hot Tub!!
9.8 out of 10, Exceptional, (66)
"We just needed a place to relax and recharge for a few days and this house was perfect for us and our teenage son, who enjoyed skiing at Hunter and exploring the grounds with our dog. The house had everything we needed."
Waterfront home w/swimming, kayaking and more; plus Hot Tub!!
2 bedrooms, free WiFi, bed sheets
Luxury Tiny Home Ski Cabin with Barrel Sauna Room!
9.8 out of 10, Exceptional, (17)
"A friend and I visited for a final push on our doctoral dissertations. The immaculate and modern space provided a perfect atmosphere for that hard work! The sauna, which is professional grade was rejuvenating. Incredibly thoughtful setup in terms of heat and light controls. The Murphy bed was so comfortable. Has it all - aesthetics and comfort. Nearby grocery store well stocked! Will come back with my wife!"
The price is AU$533
per night
5 May - 6 May
Luxury Tiny Home Ski Cabin with Barrel Sauna Room!
Exterior
Beautiful House 0,5 Mile From Hunter Mountain
9.8 out of 10, Exceptional, (188)
"It was a great family time. Play and rest"
Beautiful House 0,5 Mile From Hunter Mountain
Fridge, microwave, oven, stovetop
5 mins to Belleayre Ski! Relax in Hot tub and turn on massage jets! Pets free!
9.8 out of 10, Exceptional, (9)
"We’ve stayed here twice now and would absolutely stay again. It’s a perfect cabin for our skiing getaway! The hot tub is great after skiing all day and the house had everything we needed for our stay. I especially loved that there were plenty of beds, a full bath on each floor, and comfy throw blankets. Staying here is so easy with our dog as well and we love any place that welcomes our pets as willingly as the owners here do. The house is full of charm, nicely decorated, and I would recommend...
The price is AU$790
per night
8 May - 9 May
5 mins to Belleayre Ski! Relax in Hot tub and turn on massage jets! Pets free!
Property grounds
THE LAKEFRONT CHALET - SKI, RIDE, GOLF, BIKE, HIKE
9.8 out of 10, Exceptional, (80)
"Natalya was a great host! Property was very nice and great location to Hunter!"
The price is AU$965
per night
9 May - 10 May
THE LAKEFRONT CHALET - SKI, RIDE, GOLF, BIKE, HIKE
Smart TV, fireplace, DVD player, table football
Catskill Mountain Getaway - minutes to Hunter and Windham Mtns., jucuzzi,
9.8 out of 10, Exceptional, (133)
"This was a really nice spot for a group of friends to have a nice chill and fun stay that was conveniently located near multiple ski mountains."
Catskill Mountain Getaway - minutes to Hunter and Windham Mtns., jucuzzi,
Terrace/patio
Beautiful House 1 Mile From Hunter Mountain
9.8 out of 10, Exceptional, (116)
"We enjoyed our stay at this property. The house has ample bedrooms and bathrooms with a fun game room and fireplace. The kitchen and dining area were sizeable for our group of 9 adults and 5 teens/kids. There are also a couple of roll-away beds and the pull-out couch for extra sleeping space. The beds were all comfortable. And the hot tub was the icing on the cake. The house is in good shape with a couple of minor leaks we attended to during a rain storm, but had no impact on our stay. Thank you...
Beautiful House 1 Mile From Hunter Mountain
Property grounds
Lago House - Lakefront Home w/ WFH High-Speed WiFi, Hot Tub & Boats
9.8 out of 10, Exceptional, (72)
"perfect place for a gathering---- lots of space and comfort we put the firepit to good use"
Lago House - Lakefront Home w/ WFH High-Speed WiFi, Hot Tub & Boats
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See all available properties in Roxbury
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.

Roxbury Holiday Home Travel Info

Other types of properties in Roxbury you may be interested in

The Archaeologist's Digs | Private kitchen
The Roxbury
2.0 star property
9.8 out of 10, Exceptional, (27)
"Loved everything about this property and the Stratton falls location. We had the crooked cabana spa and sauna all to ourselves for 45 minutes, check in was easy and staff was friendly, but the room was the reason we came and it did not disappoint. "
The price is AU$175
per night
16 May - 17 May
The Roxbury
Lobby sitting area
Hunter Lodge, a Bluebird by Lark
2.5 star property
9.4 out of 10, Exceptional, (345)
"Clean and modern facility with friendly staff. Excellent view of the mountain and convenient location. We were on the basement level and the sounds bounce off the walls to the point I could not sleep well our first night because the people across the hall kept opening and closing their door repeatedly throughout the night. Also, we paid for a full, warm breakfast- and stayed at there because they had a restaurant on site, but the kitchen was closed due to repairs. So all they had was...
The price is AU$192
per night
15 May - 16 May
Hunter Lodge, a Bluebird by Lark
Chalet, 1 Bedroom, Hot Tub, Mountain View | Private kitchen
Urban Cowboy Lodge
5.0 star property
9.4 out of 10, Exceptional, (65)
"We had a great time at Urban Cowboy. Cant wait to go back! "
The price is AU$413
per night
9 May - 10 May
Urban Cowboy Lodge
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.

Everything you need to know about Roxbury holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Roxbury holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Roxbury holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Roxbury holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Roxbury holiday rentals we have selected for you start as low as AU$390 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Roxbury rentals

At Expedia, we put the best Roxbury holiday 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 holiday.

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

Are there holiday rentals in Roxbury?

Yes, there are holiday rentals close to the most popular sights in Roxbury, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Roxbury has to offer?

Waterfront home w/swimming, kayaking and more; plus Hot Tub!!: This holiday home rental outside of Roxbury is located on a lake, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. It offers a patio, a garden and a selection of games so that you can immerse yourself in your holiday.

How many holiday rentals are there in Roxbury?

With 18 Expedia holiday rentals, you're guaranteed to find just the right place for your Roxbury stay.

What can I see and do in Roxbury?

While exploring the area, visit family-friendly sights like Hobart Book Village, or get outside and enjoy nature at East Branch Delaware River. Other places in town to visit include Plattekill Mountain and Roxbury Town Hall.

What are holiday rentals like in Roxbury?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Roxbury. Holiday rentals provide amenities like laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of privacy away from public hotel lifts and busy front desks while still allowing you to travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive choice for a family trip or a small group gathering.

Recent reviews of Roxbury properties
Expedia verified reviews