Roxbury holiday lettings

We found 437 holiday rentals — enter your dates for availability

Discover a selection of 17 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:31 Jul - 7 Aug

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

The Hirox is isolated on 17 private acres
10 out of 10, Exceptional, (26 reviews)
Exceptional
(26 reviews)

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

Grand Gorge

12% off
Price is £2,240
for 7 nights, 1 chalet
£320 per night
includes taxes & fees
Modern Rustic Log Chalet w/ mtn views, pool & bonus loft on 17 secluded acres

Find spaces that suit your style

  • 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, 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)
  • Pine Hill Community Center (12.5 mi / 20.1 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)
  • Catskill Mountains (22.3 mi / 35.9 km)
  • Relay State Forest (3 mi / 4.9 km)
  • Plattekill State Forest (4.9 mi / 7.8 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.
How much does it cost to rent a holiday home in Roxbury?
Prices for holiday rentals 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 traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Roxbury to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Roxbury holiday house rentals?
You can find great discounts on house rentals in Roxbury on Vrbo, 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.
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.
Can I find long-stay holiday rentals in Roxbury?
A long-stay holiday rental 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 travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
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 Vrbo.
Are there any Roxbury holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals 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 on Vrbo 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.
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.
How early should I book a Roxbury holiday rental?
Book your Roxbury holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
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.
Can I change or cancel my Roxbury home rental booking on Vrbo?
To find Roxbury holiday rentals with free cancellation, just use Vrbo'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". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo 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, Vrbo 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 Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Roxbury holiday rental prices shown on Vrbo?
Vrbo 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.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, 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.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo 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.
Can I plan a group trip on Vrbo?
Vrbo'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 favorites, and build the perfect itinerary together.

More holiday ideas