Best Vacation Homes in Roxbury
Cabin
10.0(15 Reviews)
2 Bedrooms
1 Bath
5 Guests
Fireplace/Heating
Balcony/Terrace
Pet Friendly
Kitchen
US $296/Night
7 Nights - US $2,071
House
10.0(2 Reviews)
3 Bedrooms
2 Baths
6 Guests
1270.14 ft²
Oceanfront
Skiing- Fireplace/Heating
Ocean View
US $250/Night
7 Nights - US $1,751
Cabin
10.0(15 Reviews)
2 Bedrooms
1 Bath
5 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $235/Night
7 Nights - US $1,644
Cabin
10.0(3 Reviews)
2 Bedrooms
1 Bath
8 Guests
868 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
Parking
US $255/Night
7 Nights - US $1,788
House
10.0(2 Reviews)
3 Bedrooms
2 Baths
6 Guests
1302.43 ft²
- Skiing
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $142/Night
7 Nights - US $992
Apartment
1 Bedroom
1 Bath
2 Guests
400 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $213/Night
7 Nights - US $1,493
House
10.0(51 Reviews)
4 Bedrooms
3 Baths
8 Guests
2754 ft²
Hot Tub- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $493/Night
7 Nights - US $3,454
Cabin
10.0(35 Reviews)
3 Bedrooms
2 Baths
10 Guests
2400 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $380/Night
7 Nights - US $2,660
Roxbury Luxury Rentals
House
9 Bedrooms
8 Baths
19 Guests
4771 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $1,446/Night
7 Nights - US $10,125
House
10.0(34 Reviews)
5 Bedrooms
3 Baths
10 Guests
3300 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $1,148/Night
7 Nights - US $8,034
House
9.4(79 Reviews)
4 Bedrooms
3 Baths
8 Guests
2800 ft²
Private Pool- Hot Tub
- Fireplace/Heating
Pool
US $937/Night
7 Nights - US $6,559
Cabin
3 Bedrooms
2 Baths
10 Guests
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $605/Night
7 Nights - US $4,235
House
10.0(7 Reviews)
5 Bedrooms
2 Baths
10 Guests
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
View
US $587/Night
7 Nights - US $4,107
US $549/Night
7 Nights - US $3,842
House
10.0(2 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $518/Night
7 Nights - US $3,625
House
10.0(21 Reviews)
3 Bedrooms
2 Baths
6 Guests
1250 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $452/Night
7 Nights - US $3,165
Roxbury Pet Friendly Vacation Rentals
House
10.0(27 Reviews)
4 Bedrooms
3 Baths
10 Guests
1800 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $344/Night
7 Nights - US $2,410
House
9.4(11 Reviews)
2 Bedrooms
1 Bath
5 Guests
43.06 ft²
- View
- Pet Friendly
- Parking
Air Conditioner
US $208/Night
7 Nights - US $1,456
House
10.0(24 Reviews)
3 Bedrooms
2 Baths
6 Guests
1200 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $421/Night
7 Nights - US $2,945
House
3 Bedrooms
2 Baths
8 Guests
10763.91 ft²
- Skiing
- Fireplace/Heating
- Balcony/Terrace
- View
US $285/Night
7 Nights - US $1,997
Cabin
10.0(3 Reviews)
3 Bedrooms
2 Baths
10 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $323/Night
7 Nights - US $2,261
Apartment
10.0(2 Reviews)
4 Bedrooms
1 Bath
6 Guests
21528 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $409/Night
7 Nights - US $2,866
House
9.4(8 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Air Conditioner
US $224/Night
7 Nights - US $1,568
Ski Chalet
8.0(8 Reviews)
5 Bedrooms
3 Baths
10 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
Internet
US $391/Night
7 Nights - US $2,739
Roxbury Large Vacation Homes
House
10.0(9 Reviews)
4 Bedrooms
2 Baths
10 Guests
3600 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $446/Night
7 Nights - US $3,119
House
9.6(5 Reviews)
4 Bedrooms
2 Baths
11 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $292/Night
7 Nights - US $2,045
House
9.4(30 Reviews)
6 Bedrooms
3 Baths
12 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $829/Night
7 Nights - US $5,801
House
9.0(10 Reviews)
6 Bedrooms
2 Baths
13 Guests
2400 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $357/Night
7 Nights - US $2,499
House
4 Bedrooms
3 Baths
10 Guests
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $400/Night
7 Nights - US $2,800
House
10.0(6 Reviews)
5 Bedrooms
2 Baths
9 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $499/Night
7 Nights - US $3,493
House
9.8(10 Reviews)
7 Bedrooms
7 Baths
18 Guests
3600 ft²
- Hot Tub
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $972/Night
7 Nights - US $6,807
House
8.6(4 Reviews)
3 Bedrooms
3 Baths
14 Guests
Spa- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $562/Night
7 Nights - US $3,934
Why Choose Rent By Owner for your Roxbury Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Roxbury
When should you plan your Vacation Rentals stay?
Choosing the right time to visit this charming area can enhance your experience, allowing you to enjoy its natural beauty and peaceful ambiance at the most suitable season for your preferences.
Peak Season Highlights
Summer (June to August)
During the summer months, you can enjoy the warm weather and longer days in this scenic area, making it ideal for outdoor activities and exploring the natural beauty.
Average Temperature Daytime: 75°F to 85°F - Nighttime: 55°F to 65°F
Fall (September to November)
This season offers breathtaking foliage displays, attracting visitors seeking vibrant landscapes and crisp air, perfect for a peaceful retreat or outdoor adventures.
Average Temperature Daytime: 60°F to 70°F - Nighttime: 40°F to 50°F
Off-Season Highlights
Winter (December to February)
In winter, this destination transforms into a quiet, snow-covered haven, offering a serene atmosphere and opportunities for cozy stays and scenic winter views.
Average Temperature Daytime: 30°F to 40°F - Nighttime: 20°F to 30°F
Spring (March to May)
Spring brings a gentle awakening with blooming flora and milder temperatures, creating a peaceful environment for those looking to avoid peak crowds.
Average Temperature Daytime: 50°F to 60°F - Nighttime: 30°F to 40°F
Weekly Weather Forecast for Roxbury
How to Book Your Roxbury Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Roxbury
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy a private outdoor space with a spacious patio or deck to relax and soak in the natural surroundings.
- Take advantage of on-site grilling areas for outdoor dining amidst scenic views.
- Spend time around a cozy outdoor fireplace, perfect for cooler evenings here in the region.
- Make use of well-maintained gardens or landscaped yards that enhance your stay.
- Benefit from access to hiking trails or nature walks directly from your rental property.
- Relax by a private or shared swimming pool, ideal for summer days in this destination.
- Utilize outdoor recreational equipment such as kayaks, paddleboards, or bicycles available at some rentals in the area.
Top Attractions Around Roxbury
What attractions are nearby?
Within this charming region, you'll find a variety of outdoor activities such as hiking, fishing, and exploring scenic trails that showcase the natural beauty surrounding your vacation rentals in Roxbury, New York.
Family Activities
- Nature Walks and Scenic Trails: Explore the area’s beautiful outdoor trails, perfect for family hikes and immersing yourselves in the natural beauty of this region.
- Local Arts and Craft Workshops: Engage in family-friendly art classes and craft activities offered in the community, fostering creativity amidst the charming surroundings.
- Farmers’ Markets and Local Festivals: Visit vibrant markets and seasonal festivals that showcase regional produce and crafts, providing fun and educational experiences for all ages.
- Visit to Nearby State Parks: Spend a day at the nearby state parks, where you can enjoy picnicking, wildlife viewing, and outdoor recreation suitable for families seeking adventure in the area.
Adult Activities
- Hiking and Nature Trails: Explore scenic trails that wind through the lush landscapes and forests characteristic of this charming region, offering an ideal outdoor activity for nature enthusiasts staying in local vacation rentals.
- Visit Local Art Galleries and Studios: Discover the vibrant arts scene by browsing galleries and meeting local artists, which provides a culturally enriching experience during your stay here.
- Kayaking and Canoeing: Enjoy tranquil water adventures on nearby lakes and rivers, providing a peaceful way to connect with the natural beauty of this area.
- Explore Historic Sites and Landmarks: Delve into the area's rich history by visiting preserved landmarks and historic locations that showcase its unique heritage, perfect for history buffs staying in nearby accommodations.
Other Places to Stay in Roxbury, NY
Plattekill Mountain
Roxbury Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Outdoor Activities: Take advantage of the region's natural beauty by engaging in outdoor pursuits like hiking or fishing, which showcase the area's scenic landscapes.
- Visit Nearby Cultural Spots: Immerse yourself in the local culture by visiting nearby galleries, markets, or cultural landmarks that highlight this destination’s unique heritage.
- Plan for Seasonal Events: Check for seasonal festivals or events happening during your stay to experience the vibrant community spirit of this area firsthand.
- Choose the Right Vacation Rental: Select a well-reviewed vacation rental that provides a comfortable and convenient base from which to explore the region’s attractions.
Transportation Options
- Roxbury Bus Service: This local bus service offers convenient transportation around the area, making it easy for you to explore without a car.
- Private Shuttle Services: Several private shuttle providers operate in the region, providing reliable transfers to and from nearby airports and attractions.
- Rental Cars: Car rentals are available here, giving you flexibility to discover the surrounding mountains and scenic spots at your own pace.
- Taxi Services: Taxis serve the region well, offering quick and accessible rides between your vacation rental and key points of interest.
Local Customs Options
- Mountain Hospitality: Locals here pride themselves on welcoming visitors with warm hospitality rooted in the area's rural traditions.
- Farmers’ Markets: Visiting local farmers' markets is a cherished custom, offering fresh, regional produce and handmade crafts that reflect the region’s agricultural heritage.
- Seasonal Festivals: Participating in seasonal festivals and community events is a common way for residents to celebrate the area's natural beauty and cultural roots.
- Respect for Nature: An emphasis on preserving the scenic landscape means that residents value environmental stewardship and outdoor etiquette highly here.
Roxbury Vacation Rental Frequently Asked Questions
1. What are the top vacation rentals in Roxbury?
There are a lot of options in Roxbury. If you plan on staying in the Roxbury area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Roxbury:
- Luxury Log With Spectacular Views, Fire Pit, Clawfoot Tub In The Master
- Secret Catskill Cabin
- John Burroughs' Boyhood Home, Completely Restored.
- Moonrise Mountain House, Catskills Ski Retreat
- Mountain Getaway w/Hottub, Views, Gamesroom, Fire Pit
- Roxbury private 3BR w/fire-pit, sweeping Mt views- 5 wooded acres. Near Skiing!
- Mountainscape: Peaceful and Skiing Getaway. Pet-Friendlyn
- Mountainscape: Peaceful and Skiing Getaway. Pet-Friendlyn
- Tyler Hill - Catskill Country Getaway - Minutes to Wedding Venues
- Twin Peaks in the Catskills
2. Which vacation homes in Roxbury are best for families?
If you are looking for a family-friendly vacation home in Roxbury, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Roxbury:
3. How many Rentbyowner vacation rentals are available in Roxbury?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 58 in the Roxbury area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Roxbury.
4. What is the cancellation policy for vacation rentals in Roxbury, New York?
Cancellation policies vary depending on the specific property you choose. You should review the rental listing details or contact the owner directly to understand the terms applicable to your booking in this area.
5. How do I find available dates for vacation rentals in Roxbury, NY?
You can check the availability calendar on the listing page or reach out to the property owner for real-time information about open dates during your preferred travel period in this region.
6. Are there any special requirements or house rules for staying in vacation rentals here?
Each property may have its own set of rules and requirements, so it's important to read the property description carefully and communicate with the owner to ensure a smooth stay in this destination.
7. What amenities can I expect from vacation rentals in Roxbury, NY?
Amenities vary by property, but common features include modern kitchens, Wi-Fi, parking, and outdoor spaces. Check individual listings for detailed descriptions of what each rental offers in this part of the region.
8. How do I secure my reservation for a vacation rental in this area?
Reservations are typically secured through the property's booking process, which may include a deposit or full payment. Contact the owner directly if you need further assistance managing your booking in this destination.
Roxbury Top Rated Vacation Rentals
US $194/Night
7 Nights - US $1,358
House
10.0(24 Reviews)
4 Bedrooms
4 Baths
9 Guests
- Private Pool
- Spa
- Fireplace/Heating
- Pool
US $1,015/Night
7 Nights - US $7,105
Other
10.0(2 Reviews)
3 Bedrooms
1 Bath
6 Guests
1800 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $392/Night
7 Nights - US $2,747
US $169/Night
7 Nights - US $1,186
