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Roxbury vacation rentals

We found 434 vacation rentals — enter your dates for availability

Discover a selection of 17 homes and other vacation rentals in Roxbury that are perfect for your trip. Whether you're traveling with a group or just with your pet, vacation rentals have the amenities you need and want for your stay, such as air conditioning and WiFi. No matter what you're looking for, you'll be able to choose a rental to meet everyone's needs, including accessible or non-smoking choices.

Vacation rentals with weekly discounts - Roxbury

Showing deals for:Nov 14 - Nov 21

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10 out of 10 rating
Exceptional
(10 reviews)

Magical Home Located in Windham and Catskills

Windham, NY

13% off
Price is $360
$2,518 for 7 nights
All fees included
Magical Home Located in Windham and Catskills

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Find out more about Roxbury

Find out more about Roxbury

Why visit Roxbury

  1. Outdoor Adventures: Roxbury is a paradise for ski enthusiasts and adventure seekers, offering thrilling outdoor sports year-round.
  2. Scenic Landscapes: Enjoy the breathtaking scenery of the Catskills, perfect for relaxation and exploration.
  3. Charming Accommodations: Choose from cozy cabins, private vacation homes, and delightful cottages for a unique stay.
  4. Rich Local Culture: Explore nearby neighborhoods to experience the town's history and friendly community vibe.
  5. Nature Reserves: Discover national and state parks nearby, ideal for hiking, picnicking, and immersing in nature.

Popular types of accommodation in Roxbury

If you're exploring vacation rentals in Roxbury, you're in for a treat. Our most popular accommodations include charming Houses, cozy Cabins, and delightful Cottages. Whether you're seeking an ideal house rental or a relaxing getaway, Roxbury offers an array of options to suit every traveler's needs. Experience the best of New York vacation rentals with transparency and savings at the forefront of your journey.

  • Houses: The top choice for visitors in Roxbury, offering spacious accommodations perfect for families or groups.
  • Cabins: A cozy option favored by travelers seeking a rustic experience close to nature.
  • Cottages: Charming and often quaint, these rentals provide a delightful getaway for couples or small families.
  • Chalets: A picturesque option that combines comfort with stunning mountain views.
  • Apartments: A convenient choice for those preferring a more urban experience with easy access to local amenities.**

Top attractions near Roxbury

Roxbury, New York, is a fantastic destination for ski enthusiasts and adventure seekers alike. With a variety of attractions, including national and state parks, as well as nature reserves, visitors can immerse themselves in culture and outdoor activities. Whether you're traveling with family or exploring solo, Roxbury offers a range of experiences that cater to both adventure and relaxation, making it an ideal vacation spot.

  1. Hobart Book Village: A charming and tranquil destination, Hobart Book Village features an array of unique bookstores and literary shops nestled in a picturesque setting. Perfect for book lovers, it offers a relaxing atmosphere to explore and discover rare finds.
  2. East Branch Delaware River: Known for its breathtaking scenery, the East Branch Delaware River is a fantastic spot for outdoor enthusiasts. Enjoy activities like fishing, kayaking, or simply soaking in the natural beauty of the surrounding landscape.
  3. Mine Kill State Park: This stunning state park offers a thrilling adventure with hiking trails and scenic vistas. Enjoy picnicking, swimming in the pool, or exploring waterfalls amidst the park's lush greenery.

Things to do recommended for couples

Roxbury offers a romantic getaway with outdoor adventures. Ski at Plattekill Mountain or Belleayre Mountain Ski Center for thrilling winter fun. For a more relaxed day, savor wine at Windham Vineyards and Winery, where you can enjoy beautiful scenery and intimate moments together.

Things to do recommended for families

Families can explore the Pine Hill Community Center, a recreation hub located 12 miles from Roxbury. This center offers wellness activities and relaxation vibes, making it a perfect spot for family bonding and fun outdoor experiences.

What do I need to keep in mind when booking a vacation in Roxbury

If you're traveling with a group, your family, or even bringing along your pets, or if you're considering a longer stay, it's important to set your priorities when searching. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Roxbury with a group: Think about how many bedrooms you'll require, as well as any additional features like a fully-equipped kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Roxbury with young kids: Traveling with young kids can be tough. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, think about how close you are to family-friendly attractions.
  • Taking your pets with you to Roxbury: For many families, a trip just isn’t the same without their furry companion by their side. If that resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly properties come equipped with feeding bowls and beds, ensuring that every member of the family feels comfortable and at home.
  • Planning for a long term stay visiting Roxbury: If you're in search of vacation rentals that offer discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rental options. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near Roxbury

Roxbury, New York, is a hidden gem ideal for ski enthusiasts and adventure seekers. Nestled amidst stunning scenery, this charming town offers a relaxing atmosphere and friendly locals. Explore nearby neighborhoods for a taste of history and local culture. Whether you're planning a weekend getaway or looking for vacation ideas, Roxbury provides easy access to outdoor sports and serene landscapes that promise an unforgettable experience in the heart of the Catskills.

  • Denver: Located 6 miles from Roxbury, Denver is a vibrant city known for its adventurous spirit. This destination attracts travelers seeking outdoor excitement, particularly skiing, with access to nearby ski fields and resorts. Visitors can enjoy breathtaking views of the surrounding mountains and lakes, making it an ideal spot for nature lovers. The Denver area is also home to the scenic national state park, offering hiking trails and picturesque landscapes for those looking to explore the great outdoors.
  • Margaretville: Situated 11 miles away from Roxbury, Margaretville is a charming town that invites visitors to experience adventure and sports. Like its neighbors, Margaretville is known for its ski opportunities, with numerous ski fields and resorts in the vicinity. The town also features a delightful tourist precinct and a modern square, where you can find local shops, eateries, and cultural experiences. The surrounding mountains provide a stunning backdrop for outdoor activities year-round, appealing to both winter sports enthusiasts and summer adventurers alike.
  • Grand Gorge: Just 6 miles from Roxbury, Grand Gorge is another fantastic location for outdoor enthusiasts. This city is famous for its skiing and outdoor experiences, with easy access to ski fields and resorts that cater to all skill levels. The natural beauty of the area is highlighted by its mountains, serene lakes, and well-maintained parks, making it a perfect spot for hiking, fishing, and picnicking. Grand Gorge is a hidden gem for those seeking a blend of adventure and relaxation amidst nature.

Best time to go to Roxbury

If you're planning a trip to Roxbury, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from July to September, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January21.6°F (-5.8°C)Light RainMostly CloudyAverageSlightly High
February23.4°F (-4.8°C)Light RainMostly CloudyAverageSlightly High
March30.4°F (-0.9°C)Light RainMostly CloudyAverageAverage
April41.7°F (5.4°C)Light RainMostly CloudyAverageSlightly Low
May53.8°F (12.1°C)Light RainMostly CloudyAverageSlightly Low
June61.2°F (16.2°C)Light RainMostly SunnyAverageAverage
July66.9°F (19.4°C)Light RainMostly SunnySlightly HighAverage
August64.9°F (18.3°C)Light RainMostly SunnySlightly HighAverage
September58.3°F (14.6°C)Light RainMostly SunnySlightly HighSlightly Low
October47.7°F (8.7°C)Light RainMostly CloudySlightly LowAverage
November35.6°F (2.0°C)Light RainMostly CloudySlightly LowAverage
December28.0°F (-2.2°C)Light RainMostly CloudySlightly LowSlightly High

Booking with Vrbo is a breeze

Are you hoping to save some money on your next getaway? One effective strategy is to remain flexible with your travel dates, as prices can vary significantly. Additionally, opting for a longer stay often leads to substantial savings. To discover the perfect Vrbo property that fits your budget, take advantage of our filters to sort by price, location, and type of vacation rental. We're here to help you find the best options for your trip!

Unlock savings with One Key

When you reserve an eligible Vrbo for your group getaway, you'll earn OneKeyCash™ on the full booking amount. Being the organizer truly comes with its benefits! Enroll in our One Key rewards program to unlock exclusive savings for members and earn OneKeyCash™ on qualifying stays. Sign up today and begin reaping the rewards.

Vrbo Trips: Planning as easy as it gets

Vrbo's Trip Board offers a user-friendly platform where you can easily plan new trips, continue from where you last stopped, or manage your travel arrangements. You'll discover your saved or booked properties organized into categories such as Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, simply visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Book a vacation rental for your Roxbury getaway

Experience the unique character of Roxbury with a stay in a vacation home rental. There's no shortage of things to see and do in the area.Are you looking for specific amenities for your getaway? Many of our vacation rentals feature full kitchens and laundry facilities.

Sightseeing in and around Roxbury

Are you looking for top things to see and do in the city? Venture out of your cozy vacation rental and experience everything that makes Roxbury a fun place to get away. Here are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • 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)
  • Pine Hill Community Center (12.5 mi / 20.1 km)
  • Windham Vineyards and Winery (13.7 mi / 22.1 km)

Exploring the natural landscape of Roxbury

Whether you're looking for fun outdoor activities or just want to take in the scenery, Roxbury is a great place to get out in nature. These are a few of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city center:

  • Catskill Mountains (22.3 mi / 35.9 km)
  • East Branch Delaware River (11.3 mi / 18.1 km)
  • Canada Falls (12.3 mi / 19.8 km)
  • Belleayre Beach at Pine Hill Lake (13 mi / 20.9 km)
  • Relay State Forest (3 mi / 4.9 km)
  • Ashland Park (11.9 mi / 19.1 km)

Frequently asked questions

What is the best area to stay in Roxbury when booking a vacation rental?
When planning a vacation rental in Roxbury, New York, one of the best areas to consider is the charming village center. This area offers a delightful blend of quaint shops, local eateries, and a welcoming community atmosphere. Staying here puts you within walking distance of top attractions such as the Roxbury Arts Group, which hosts various events and performances, and the picturesque Catskill Mountains, great for hiking, skiing, or simply enjoying the stunning scenery.

Another appealing option is the surrounding rural areas, where you can find a variety of vacation rentals that provide a serene escape from the hustle and bustle. Here, you'll have the opportunity to immerse yourself in nature, with easy access to outdoor activities like fishing and biking. The proximity to the beautiful nearby Merilac Park, known for its scenic trails and picnic spots, adds to the area's charm. Overall, Roxbury features a range of properties, from cozy cabins to spacious homes, suiting different preferences and group sizes.
How much does it cost to rent a vacation home in Roxbury?
Prices for vacation 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 vacation 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, travelers should consider the picturesque area surrounding the nearby Ashokan Reservoir, where vacation rentals offer stunning views of the water and the surrounding Catskill Mountains. Properties in this region typically feature amenities like spacious decks for outdoor dining, fire pits for evening gatherings, and fully equipped kitchens that cater to families or groups looking to enjoy a serene retreat by the water.

While Roxbury itself is not a traditional beach destination, the proximity to the reservoir allows for various water activities, such as kayaking and fishing. Many rentals in this area come with private docks or easy access to public launch sites, enhancing the outdoor experience. Moreover, the charming town of Roxbury offers local shops, cafes, and eateries, providing convenience and a taste of local culture.

For those seeking a blend of relaxation and exploration, the nearby Catskill Park offers hiking trails and scenic vistas, with some properties featuring amenities like outdoor grills and fire pits, great for enjoying the natural beauty of the region.
Where are the best Roxbury ski resort rentals?
For the best ski resort rentals near Roxbury, New York, travelers should focus on the nearby Catskill Mountains, particularly in areas like Hunter and Windham. These towns provide a range of vacation rental options from cozy cabins to larger mountain lodges. Many properties come equipped with essential amenities such as full kitchens, fireplaces, and hot tubs, offering a comfortable retreat after a day on the slopes.

In Hunter, visitors can find rentals conveniently located near the ski lifts, allowing for easy access to the slopes. Local accommodations often include features like ski storage, outdoor decks with scenic views, and communal areas for relaxation. The vibrant atmosphere of Hunter also means that travelers have access to shops, restaurants, and après-ski activities.

Windham, located a short drive away, offers a slightly quieter vibe with rental properties that often boast picturesque mountain views. Many of these homes are designed with rustic charm, featuring wood-burning stoves, spacious living rooms, and outdoor spaces superb for enjoying the crisp mountain air.
What is the most popular type of vacation rental accomodation in Roxbury?
In Roxbury, vacation houses are the most popular rental option, with about 15 available throughout the area. These houses typically feature spacious living areas, multiple bedrooms, fully equipped kitchens, and outdoor spaces, making them ideal for families or groups looking for a cozy feel. Additionally, there are several cabins, cottages, and apartments that offer charming, rustic vibes, often located in nature, providing a cozy retreat for travelers. Chalets are also available, adding to the variety of unique accommodations that highlight Roxbury's picturesque surroundings.
Are there any family house rentals in Roxbury?
In Roxbury, New York, families will find a variety of vacation rentals—approximately 19 options available in the area. Nestled in the Catskill Mountains, the locale offers a charming atmosphere superb for family getaways. Many of these homes feature spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces ideal for children to play.

Visitors can enjoy amenities such as cozy fireplaces, Wi-Fi, and comfortable bedrooms, ensuring a pleasant stay for all ages. The surrounding area boasts beautiful landscapes, making it easy to explore nature through nearby hiking trails and outdoor activities. Additionally, Roxbury provides access to local attractions like the charming village center, where travelers can discover unique shops and eateries.
Can I rent a vacation home with a pool or hot tub in Roxbury?
In Roxbury, New York, there are several vacation homes available for rent that feature pools and hot tubs, making it a great choice for travelers seeking relaxation and leisure. The area is known for its picturesque mountain views and tranquil surroundings, which enhance the vacation experience. Many of these properties come equipped with private pools, hot tubs, and spacious outdoor areas superb for enjoying the natural beauty of the Catskills. Additionally, guests can expect amenities such as fully equipped kitchens for preparing meals, comfortable living spaces, and often outdoor seating for enjoying the serene environment.
Can I find long-stay vacation rentals in Roxbury?
A long-stay vacation rental in Roxbury is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* 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.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in Roxbury?
In Roxbury, there are several pet-friendly house rentals available, offering a variety of amenities for travelers. Many of these homes come equipped with spacious backyards, allowing pets to roam freely, as well as cozy interiors featuring modern kitchens, comfortable living areas, and sometimes even fireplaces for those chilly mountain evenings.

The area is surrounded by nature, making it ideal for outdoor enthusiasts and pet owners. Nearby, the Catskill Mountains provide numerous hiking trails where you can enjoy scenic views and explore the great outdoors with your furry friends. See all pet-friendly rentals in Roxbury.
Are there any remote work vacation rentals in Roxbury?
In Roxbury, New York, there are numerous remote work-friendly vacation rentals available, with around 18 options to choose from. This charming town, located in the beautiful Catskills, is ideal for those seeking a peaceful environment conducive to productivity. Many of these properties come equipped with essential amenities such as dedicated desks, ergonomic chairs, Wi-Fi, and laptop workspaces. Some even include additional features like computer monitors and safes for added convenience and security.

Beyond the work-friendly accommodations, Roxbury offers a picturesque setting with access to outdoor activities, including hiking trails and scenic views. The small-town atmosphere also provides a great backdrop for relaxation after a day of work, allowing travelers to unwind in nature or explore local shops and eateries. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Roxbury vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Roxbury with parking available—perfect for families or travelers 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 vacation rental amenities include fully equipped kitchens, allowing travelers to prepare their own meals during their stay. WiFi is commonly available, providing connectivity for both leisure and work needs. Many rentals also feature a coffee and tea maker for a convenient morning brew. Additionally, outdoor spaces such as patios and decks are frequently included, offering guests a pleasant area to relax and enjoy the natural surroundings.
When is the best time to visit Roxbury for a vacation rental?
The best time to book a vacation rental in Roxbury is during the peak travel season, which spans from July to September. This vibrant period attracts visitors drawn to the area's stunning natural beauty and outdoor activities. August, in particular, stands out as the most popular month, offering warm temperatures ideal for hiking, biking, and exploring the charming local arts scene.

During the summer months, you can expect pleasant weather with temperatures typically ranging from the mid-60s to low 80s Fahrenheit. This comfortable climate makes it great for outdoor adventures, whether you're strolling through the picturesque village or embarking on hikes in the surrounding Catskill Mountains. The lush greenery and vibrant flora create a stunning backdrop for your explorations.

If you're looking for a more budget-friendly option, consider visiting Roxbury in November. This quieter month allows you to enjoy the tranquility of the area while experiencing the beauty of fall's final hues. While the outdoor activities may be less prevalent, the serene atmosphere is great for cozy getaways and exploring the local culture at a leisurely pace.

Ultimately, whether you prefer the lively summer scene or the peaceful autumn charm, Roxbury offers a variety of delightful experiences year-round.
How early should I book a Roxbury vacation rental?
Book your Roxbury vacation 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 vacation 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, visitors can enjoy a range of attractions that highlight the area's natural beauty and charming small-town atmosphere. The picturesque Roxbury Mountain Maple Sugar Farm offers a unique glimpse into the maple syrup production process, and it's a lovely spot to explore during the spring season.

The nearby Catskill Mountains provide ample opportunities for outdoor activities, including hiking, bird watching, and scenic drives, with many trails starting from the surrounding neighborhoods. The historic Roxbury Arts Group hosts various cultural events and exhibitions, making it a hub for local art and community engagement.

Additionally, the quaint Main Street features local shops, cafes, and eateries, reflecting the town's rustic charm. The nearby NYC Reservoirs are great for fishing and kayaking, providing a peaceful retreat for nature enthusiasts.
Can I change or cancel my Roxbury home rental booking on Vrbo?
To find Roxbury vacation 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 rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, 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 travelers 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 cozy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Roxbury vacation 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.