Roxbury holiday lettings

We found 418 holiday rentals — enter your dates for availability

Discover a selection of 16 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:13 Mar - 20 Mar

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:

  • Hunter Mountain (19 mi / 30.5 km)
  • 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)

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, a popular area to stay is the charming village centre. This area is not only picturesque but also conveniently located near local shops and eateries, allowing for a delightful experience of small-town life. You can immerse yourself in the community vibe while enjoying the historic architecture that adds to the area's charm.

Another appealing neighbourhood is nearby Prattsville, which offers stunning natural beauty and outdoor recreational activities. It's particularly popular for those who enjoy hiking, with the stunning Catskill Mountains providing an excellent backdrop for exploration. The nearby Kaaterskill Falls is a must-visit attraction that draws nature enthusiasts and photographers alike.
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 areas for renting a beach house in Roxbury?
For renting a beach house in Roxbury, New York, travellers should consider the nearby areas around the Catskill Mountains and the charming lakes that dot the region. While Roxbury itself is not directly on the coast, the region offers lovely lakeside properties, particularly around the nearby Ashland and the Schoharie Reservoir. These locations provide opportunities for water activities such as kayaking, fishing, and swimming.

Properties in these areas often feature amenities such as private docks, spacious decks with outdoor seating, and sometimes even fire pits for evening gatherings. Many homes are designed to accommodate families or groups, with fully equipped kitchens and multiple bedrooms, ensuring a comfortable stay amidst the natural beauty of the Catskills.
Where are the best Roxbury ski resort rentals?
For ski resort rentals near Roxbury, New York, the closest options are primarily found at the nearby Belleayre Mountain Ski Centre, located just a short drive away. Travellers looking for convenient lodging should consider accommodations in the Roxbury area itself or the surrounding towns of Margaretville and Pine Hill.

In Roxbury, you can find charming cabins and rustic lodges that often feature amenities such as wood-burning fireplaces, fully equipped kitchens, and outdoor spaces with fire pits. These properties offer a warm and friendly space, superb for relaxing after a day on the slopes. Many rentals in this area provide easy access to local shops and restaurants, enhancing the overall experience for visitors.

Margaretville, a quaint village close to the ski centre, also offers a range of rental options, including modern apartments and classic mountain homes. These accommodations frequently include conveniences like Wi-Fi, laundry facilities, and ample space for storing ski equipment. Some properties may even have balconies or patios that overlook the scenic Catskill Mountains, allowing guests to take in the beautiful winter landscape.

Pine Hill is another nearby option, where travellers can find cozy cottages and larger family-friendly homes with amenities such as hot tubs and game rooms, ideal for unwinding after a day of skiing. The area is known for its serene environment and proximity to outdoor activities beyond skiing, including snowshoeing and hiking trails.
What is the most popular type of holiday rental accomodation in Roxbury?
In Roxbury, holiday houses are the most popular type of accommodation, with around 15 available throughout the area. These houses typically offer spacious living areas, fully equipped kitchens, and outdoor spaces for guests to relax and enjoy the surrounding natural beauty. Additionally, there are several cabins, cottages, and apartments, which provide a charming and comfortable experience for visitors. Cabins and cottages often feature rustic decor and may include amenities like fireplaces and decks for enjoying the scenic views.
Are there any family house rentals in Roxbury?
In Roxbury, New York, there are numerous family-friendly rentals available, with around 19 options throughout the area. This charming town, located in the Catskill Mountains, offers a variety of homes that cater to families looking for a relaxing getaway. Many of these properties feature spacious living areas, fully equipped kitchens for cooking family meals, and outdoor spaces great for children to play.
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 or hot tubs, making it an appealing choice for those seeking relaxation amid the scenic Catskill Mountains. The charming village, known for its picturesque landscapes and outdoor activities, offers a range of properties in various styles, from rustic cabins to more modern homes.
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 variety of amenities for travellers with furry companions. Many of these properties feature spacious living areas, fully equipped kitchens, and outdoor spaces where pets can enjoy the fresh air. Some rentals may even have fenced yards or nearby trails, making it easy to take your pet for walks.
Are there any remote work holiday rentals in Roxbury?
In Roxbury, New York, there are around 20 holiday rentals suitable for remote work. This charming Catskills town provides a peaceful setting for those looking to blend work and leisure. Many of the properties offer essential amenities for remote workers, including reliable Wi-Fi, dedicated workspace with desks and chairs, and some even feature additional comforts like computer monitors and safes for secure storage. 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, holiday rentals typically feature essential amenities that cater to travellers' needs. Many properties come equipped with kitchens, allowing guests to prepare their own meals, which is particularly convenient for families or groups. The kitchens often include cookware, dishware, utensils, stovetops, toasters, and microwaves, making it easy to enjoy home-cooked meals during your stay.
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 charm. The picturesque Catskill Mountains provide a stunning backdrop for outdoor activities such as hiking and skiing in the winter months. The nearby Catskill Forest Preserve offers numerous trails and scenic spots for nature enthusiasts.
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.

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