Roxbury holiday homes

We found 452 holiday rentals — enter your dates for availability
Discover a selection of 18 homes and other holiday rentals in Roxbury that are perfect for your trip. Whether you're travelling with your children or with friends, holiday rentals have the amenities that you expect for your stay, which might include a fireplace and a washer and dryer. Whatever you're looking for, you're sure to find a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts – Roxbury

Showing deals for:25 Dec - 1 Jan

Indoor 8 person 12 x 12 Spa with access to deck & pool via sliding door.
Counter island- wraps around range with seating for 10
Overview of house from hill behind pool.
Property grounds
Exceptional
(172 reviews)

Streamside - Hunter Mtn Ski Windham Luxury Home

Prattsville

8% off
NZ$21,513
for 7 nights, 1 home
NZ$3,073 per night
includes taxes & fees
Streamside - Hunter Mtn Ski Windham Luxury Home
Outdoor dining
Exterior
Outdoor dining
Exterior
Exceptional
(129 reviews)

Home onHill/Mountain Views/Secluded/FAST Internet/AC/Near Roxbury Wedding Venues

New Kingston

8% off
NZ$2,916
for 7 nights, 1 home
NZ$417 per night
includes taxes & fees
Home onHill/Mountain Views/Secluded/FAST Internet/AC/Near Roxbury Wedding Venues
Living area
Open concept living room/eat in kitchen, ideal for inspired socializing
Interior
Highlighting the firepit area adjacent to the chalet.
Exceptional
(29 reviews)

Modern Rustic Log Chalet w/ mtn views, pool & bonus loft on 17 secluded acres

Grand Gorge

12% off
NZ$5,411
for 7 nights, 1 chalet
NZ$773 per night
includes taxes & fees
Modern Rustic Log Chalet w/ mtn views, pool & bonus loft on 17 secluded acres
Another view of the kitchen, showing the country charm.
Outside outside view of professionally built treehouse
Front view of the property with cement walkways for easy access with luggage
Great room with cable television
Exceptional
(6 reviews)

Catskill Hidden Getaway with amazing great room, views, and room for everyone!

Stamford

8% off
NZ$4,240
for 7 nights, 1 home
NZ$606 per night
includes taxes & fees
Catskill Hidden Getaway with amazing great room, views, and room for everyone!
Dining
Living area
Exterior
Living area
Exceptional
(15 reviews)

Modern Catskills cabin - 5 mins from Belleayre Mtn. Panoramic Views + Hot Tub.

Fleischmanns

17% off
NZ$25,712
for 7 nights, 1 home
NZ$3,673 per night
includes taxes & fees
Modern Catskills cabin - 5 mins from Belleayre Mtn. Panoramic Views + Hot Tub.
Room
Terrace/patio
Interior
Exterior
Exceptional
(85 reviews)

Private Contemporary Cottage with heated pool, hot tub and wide mountain views.

Roxbury

7% off
NZ$8,429
for 7 nights, 1 home
NZ$1,204 per night
includes taxes & fees
Private Contemporary Cottage with heated pool, hot tub and wide mountain views.
Room
Private kitchen
Living area
Exterior detail
Exceptional
(22 reviews)

Mountainscape: Peaceful and Skiing Getaway. Pet-Friendly

Roxbury

8% off
NZ$2,825
for 7 nights, 1 cabin
NZ$404 per night
includes taxes & fees
Mountainscape: Peaceful and Skiing Getaway. Pet-Friendly
Private kitchen
Interior
Interior
Property grounds
Exceptional
(7 reviews)

Twin Peaks in the Catskills

Roxbury

23% off
NZ$5,726
for 7 nights, 1 home
NZ$818 per night
includes taxes & fees
Twin Peaks in the Catskills
Room
Room
Interior
Living area
Exceptional
(10 reviews)

West Kill Mountain Retreat

West Kill

8% off
NZ$4,947
for 7 nights, 1 home
NZ$707 per night
includes taxes & fees
West Kill Mountain Retreat
Smart TV with multiple channels
Back patio with firepit
Living room with fireplace
East-Facing front of house. (4 Seasons Sunroom on left. Enclosed porch on right)
Exceptional
(16 reviews)

Home for all Seasons in Margaretville, New York

Margaretville

8% off
NZ$2,644
for 7 nights, 1 home
NZ$378 per night
includes taxes & fees
Home for all Seasons in Margaretville, New York
Master Bedroom
Exterior
Kitchen
Property grounds
Very good
(7 reviews)

Affordable Getaway in the Best of the Catskills - 5 minutes to Windham Mountain

Windham

8% off
NZ$2,475
for 7 nights, 1 home
NZ$354 per night
includes taxes & fees
Affordable Getaway in the Best of the Catskills - 5 minutes to Windham Mountain
Entrance
Wayside Cider - The Tap Room
Living Room
2nd Bedroom
Exceptional
(46 reviews)

ANDES. CATSKILLS. WEDDING. LONGTERM. STREAMSIDE. VERY CLEAN

Andes

8% off
NZ$2,600
for 7 nights, 1 apartment
NZ$371 per night
includes taxes & fees
ANDES. CATSKILLS. WEDDING. LONGTERM. STREAMSIDE. VERY CLEAN
Living Room
Rustic Pavilion with solar lights and seating
Kitchen
Living Room
Exceptional
(9 reviews)

Bovina Farmhouse with Game Room & Rustic Pavilion

Bovina Center

12% off
NZ$3,128
for 7 nights, 1 home
NZ$447 per night
includes taxes & fees
Bovina Farmhouse with Game Room & Rustic Pavilion

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Book a holiday rental for your Roxbury getaway

Learn about the unique charm of Roxbury with a stay in a holiday home rental. This city has something for everyone. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.

Sightseeing in and around Roxbury

Are you looking for attractions to see in the area? Venture out of your holiday home and experience everything that makes Roxbury a fun place to get away to. Here are some of the major attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Plattekill Mountain (4.5 mi / 7.2 km)
  • Hobart Book Village (7.4 mi / 12 km)
  • Belleayre Mountain Ski Center (11.5 mi / 18.5 km)
  • Windham Vineyards and Winery (13.7 mi / 22.1 km)
  • Windham Mountain Resort (16.1 mi / 25.8 km)
  • Windham Country Club (17.2 mi / 27.7 km)

Exploring the natural landscape of Roxbury

Whether you're an adventurous traveller or just want to take in the scenery, Roxbury is a great place to get outside. These are a few of the area's noteworthy features, all within 30 miles (48.2 km) of the city centre:

  • East Branch Delaware River (11.3 mi / 18.1 km)
  • Canada Falls (12.3 mi / 19.8 km)
  • Belleayre Beach (13 mi / 20.9 km)
  • Relay State Forest (3 mi / 4.9 km)
  • Plattekill State Forest (4.9 mi / 7.8 km)
  • Shandaken Dog Park (15.1 mi / 24.2 km)

Frequently asked questions

What is the best area to stay in Roxbury when booking a holiday rental?
When considering a holiday rental in Roxbury, New York, the area of the Catskill Mountains is particularly appealing. This region is renowned for its stunning natural beauty and offers a range of properties, from charming cabins to spacious lodges. The neighbourhood exudes a tranquil atmosphere, making it an ideal retreat for those looking to unwind in nature.One of the top attractions nearby is the scenic hiking trails that weave through the Catskills, great for outdoor enthusiasts. Additionally, the area is home to the historical site of the Roxbury Arts Group, which showcases local art and hosts various events throughout the year, offering a cultural touch to your stay.
Where are the best Roxbury ski resort rentals?
For the best ski resort rentals near Roxbury, New York, travellers should consider the accommodations available in the nearby Catskill region, specifically around the town of Windham, which is approximately a 30-minute drive away. In Windham, visitors can find a variety of rental properties, including cosy cabins and modern chalets that cater to families and groups. Many of these properties feature amenities such as fully equipped kitchens, spacious living areas with fireplaces, and outdoor decks for enjoying the scenic views.Additionally, the area surrounding Roxbury has a selection of rustic lodges and charming inns, providing a warm and inviting atmosphere after a day on the slopes. Many rentals come with convenient access to local amenities, including shops and restaurants, making it easy to stock up on supplies or enjoy a meal out.For those looking to explore further, the nearby ski areas, particularly at Hunter Mountain and Belleayre Mountain, offer fantastic skiing opportunities, with rentals often located within a short drive of the slopes. Various properties may also include features like game rooms, hot tubs, or access to hiking trails, enhancing the overall experience for outdoor enthusiasts.
What is the most popular type of holiday rental accomodation in Roxbury?
In Roxbury, holiday houses are the most popular type of holiday rental, with around 52 available throughout the area. These properties typically offer spacious living areas, full kitchens, and often come with outdoor spaces such as decks or gardens, great for enjoying the scenic beauty of the Catskills. Additionally, there are about 16 cabins, which provide a rustic charm and often feature wooden interiors, fireplaces, and proximity to nature. Several cottages and chalets can also be found, suiting those seeking a quaint getaway.
Are there any family house rentals in Roxbury?
In Roxbury, New York, there are some family-friendly house rentals available, particularly in the charming Catskill Mountains region. Visitors can find properties that offer spacious living areas, well-equipped kitchens, and outdoor spaces superb for family gatherings. Many homes feature amenities such as game rooms, private gardens, or fireplaces, ensuring a comfortable and enjoyable stay for all ages.This area is also close to various attractions, including the scenic Roxbury Arts Group and the beautiful hiking trails of the Catskill Forest Preserve. Families can explore the local markets and enjoy the quaint atmosphere of the town while taking advantage of the natural surroundings.
Can I rent a holiday home with a pool or hot tub in Roxbury?
In Roxbury, New York, there are several holiday homes available for rent that feature pools and hot tubs, making it a delightful destination for relaxation and leisure. The picturesque Catskill Mountains provide a stunning backdrop, and many properties are located in serene settings, offering privacy and tranquillity.Travellers can expect a range of amenities in these rentals, including private pools, hot tubs, spacious outdoor areas for barbecues, and fully equipped kitchens for home cooking. Some homes may also include features like game rooms, fireplaces, and beautiful views of the surrounding landscape, enhancing the overall holiday experience.
Are there pet-friendly house rentals in Roxbury?
In Roxbury, New York, there are several pet-friendly house rentals available, offering a charming escape amidst the Catskill Mountains. Many of these properties come equipped with amenities such as fully stocked kitchens, spacious living areas, and outdoor spaces where pets can enjoy the fresh air. The nearby area features lovely hiking trails, great for outdoor adventures with your furry companions.Additionally, Roxbury is known for its picturesque scenery and welcoming community, making it a lovely destination for pet owners. You can expect to find rentals that often include features like fire pits for evening gatherings and proximity to local shops and eateries that may also be pet-friendly.
Are there any remote work holiday rentals in Roxbury?
In Roxbury, New York, there is a good selection of remote work holiday rentals available, with around 72 properties designed to cater to those needing a productive space while on holiday. These rentals typically offer amenities such as dedicated work desks, ergonomic chairs, and free Wi-Fi, ensuring that you can comfortably work during your stay. Many properties also include additional features like computer monitors and quiet environments that are conducive to a focused work atmosphere.The scenic surroundings of Roxbury enhance the experience, with opportunities for outdoor activities and local attractions to explore during downtime. To help narrow your search, insert your dates and apply the "WiFi" filter on Bookabach.
What are popular rental amenities in Roxbury?
In Roxbury, popular rental amenities include kitchens, allowing travellers to prepare their own meals, and decks or patios for enjoying the scenic surroundings. Many properties also feature fireplaces, providing a cosy atmosphere during cooler evenings. Additionally, rentals commonly come equipped with coffee and tea makers for convenience, and onsite parking is typically available, making it easy for guests to explore the beautiful Catskill Mountains and local attractions.
When is the best time to visit Roxbury for a holiday rental?
The most popular time to visit Roxbury is during the peak summer months of July to September, when the area comes alive with outdoor activities and vibrant community events. Specifically, August stands out as a fantastic month for travellers looking to immerse themselves in the natural beauty of the Catskills and take part in local festivities. With warm temperatures averaging between 15 to 25 degrees Celsius, it's the great season for hiking, exploring charming towns, and enjoying the numerous outdoor concerts and art fairs.As summer transitions to autumn, September offers a slightly quieter experience, making it ideal for those who prefer a more relaxed atmosphere while still enjoying pleasant weather. October is another excellent option for budget-conscious travellers, as the crowds begin to thin out, and the stunning fall foliage paints the landscape in vibrant hues of red, orange, and gold. This serene month also allows for peaceful hikes and picturesque drives through the countryside.Ultimately, the best time to book a holiday rental in Roxbury depends on your preferences. If you're looking for a lively option filled with outdoor adventures and community spirit, aim for August.
What are the top attractions in Roxbury?
In Roxbury, New York, visitors can enjoy a variety of attractions that highlight the area's natural beauty and small-town charm. The Catskill Mountains provide a stunning backdrop for outdoor activities, including hiking and skiing in the nearby resorts during the winter months. The charming Main Street is lined with quaint shops, local eateries, and art galleries, superb for leisurely strolls.The Roxbury Arts Group offers cultural events and exhibitions, showcasing local artists and performances. Additionally, the nearby Plattekill Mountain is a popular spot for skiing and snowboarding in the winter, while the summer months invite visitors to explore the hiking trails and scenic views. The area's rich history can be explored at the local historical society, which offers insights into the region's past.
Are all fees included in the Roxbury holiday homes prices shown on Bookabach?
Bookabach provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Roxbury holiday homes with parking?
Bookabach offers a wide selection of holiday homes in Roxbury with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Roxbury holiday homes?
You can find great discounts on holiday homes in Roxbury on Bookabach, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Roxbury holiday home booking on Bookabach?
To find Roxbury holiday rentals with free cancellation, just use Bookabach's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in Roxbury?
A long-stay holiday home in Roxbury is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Bookabach?
Bookabach's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Roxbury holiday home?
Book your Roxbury holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Roxbury?
Prices for holiday homes in Roxbury vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Bookabach offers something for every taste and budget, from affordable homes in Roxbury to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Bookabach as a host?
Joining Bookabach as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Bookabach makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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