Best Vacation Homes in Ulster County
625 ft²
2 Guests
1 Bedroom
1 Bathroom
Ocean View
Ski Chalet
- Private Pool
- Fireplace/Heating
- Pool
US $336/Night
For 7 Nights US $2,352
1001.04 ft²
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Parking
- Internet
US $253/Night
For 7 Nights US $1,771
US $223/Night
For 7 Nights US $1,560
600 ft²
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Cottage
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $221/Night
For 7 Nights US $1,545
1693.52 ft²
29 Guests
10 Bedrooms
4 Bathrooms
Apartment
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
US $393/Night
For 7 Nights US $2,754
1200 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Cottage
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $504/Night
For 7 Nights US $3,528
1000 ft²
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $257/Night
For 7 Nights US $1,801
500 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Cottage
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $224/Night
For 7 Nights US $1,568
Ulster County Luxury Rentals
3300 ft²
10 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Pool
US $9,536/Night
For 7 Nights US $66,752
10763.91 ft²
29 Guests
14 Bedrooms
8 Bathrooms
Free Cancellation
House
- Fireplace/Heating
- View
- Pet Friendly
US $9,099/Night
For 7 Nights US $63,692
14000 ft²
25 Guests
13 Bedrooms
13 Bathrooms
Family Friendly
House
- Private Pool
- Fireplace/Heating
- Pool
US $6,420/Night
For 7 Nights US $44,939
30 Guests
13 Bedrooms
13 Bathrooms
Family Friendly
Cabin
- Private Pool
- Spa
- Fireplace/Heating
US $5,932/Night
For 7 Nights US $41,524
4746.88 ft²
16 Guests
8 Bedrooms
5 Bathrooms
Free Cancellation
House
- Fireplace/Heating
- View
- Air Conditioner
US $5,415/Night
For 7 Nights US $37,907
10764 ft²
29 Guests
14 Bedrooms
8 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
US $4,781/Night
For 7 Nights US $33,469
4747 ft²
16 Guests
8 Bedrooms
5 Bathrooms
Family Friendly
House
- Spa
- Fireplace/Heating
- Balcony/Terrace
US $3,773/Night
For 7 Nights US $26,413
22000 ft²
34 Guests
20 Bedrooms
25 Bathrooms
Family Friendly
Resort
- Private Pool
- Hot Tub
- Spa
US $3,329/Night
For 7 Nights US $23,300
Ulster County Pet Friendly Vacation Rentals
700 ft²
3 Guests
1 Bedroom
1 Bathroom
Ocean View
Cabin
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $195/Night
For 7 Nights US $1,365
2088.2 ft²
8 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Spa
- Fireplace/Heating
- View
US $753/Night
For 7 Nights US $5,271
1 Bedroom
1 Bathroom
Family Friendly
Bed & Breakfast
- Spa
- Fireplace/Heating
- Pool
US $466/Night
For 7 Nights US $3,260
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Cottage
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $449/Night
For 7 Nights US $3,140
495.14 ft²
2 Guests
1 Bedroom
1 Bathroom
Free Cancellation
House
- Pet Friendly
- Parking
- Air Conditioner
US $300/Night
For 7 Nights US $2,100
800 ft²
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
US $313/Night
For 7 Nights US $2,193
925 ft²
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Cottage
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $287/Night
For 7 Nights US $2,009
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Cabin
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $341/Night
For 7 Nights US $2,385
Ulster County Large Vacation Homes
12 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Balcony/Terrace
- Kitchen
- Parking
US $162/Night
For 7 Nights US $1,137
40902.86 ft²
14 Guests
6 Bedrooms
4 Bathrooms
Villa
- Hot Tub
- Fireplace/Heating
- Pool
US $777/Night
For 7 Nights US $5,439
8 Guests
4 Bedrooms
5 Bathrooms
Family Friendly
Villa
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $1,341/Night
For 7 Nights US $9,390
13 Guests
1 Bedroom
1 Bathroom
House
- Child Friendly
- Security/Safety
US $819/Night
For 7 Nights US $5,731
US $1,725/Night
For 7 Nights US $12,075
4000 ft²
12 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
US $583/Night
For 7 Nights US $4,083
18 Guests
5 Bedrooms
3 Bathrooms
Family Friendly
House
- Private Pool
- Hot Tub
- Fireplace/Heating
US $1,220/Night
For 7 Nights US $8,542
3500 ft²
14 Guests
6 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $887/Night
For 7 Nights US $6,207
Why Choose Rent By Owner for your Ulster County 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 Ulster County
When should you plan your Vacation Rentals stay?
Choosing the optimal time to visit here ensures you can enjoy the region’s natural beauty and local charm at its best, making your stay in this destination truly memorable.
Peak Season Highlights
Summer (June to August)
During the warm summer months, you can experience the region at its liveliest, with outdoor activities and scenic landscapes in full bloom.
Average Temperature Daytime: 75-85°F - Nighttime: 55-65°F
Fall (September to November)
Autumn brings a burst of vibrant foliage, making it an ideal time for scenic drives and outdoor explorations throughout this destination.
Average Temperature Daytime: 60-70°F - Nighttime: 40-50°F
Off-Season Highlights
Winter (December to February)
In the colder months, fewer visitors come, offering a quiet and cozy atmosphere perfect for relaxing in your vacation rental while enjoying winter scenery.
Average Temperature Daytime: 30-40°F - Nighttime: 15-25°F
Spring (March to May)
Late winter and early spring see fewer crowds, providing a peaceful environment as nature begins to awaken and the landscape gradually blossoms.
Average Temperature Daytime: 50-60°F - Nighttime: 30-40°F
Weekly Weather Forecast for Ulster County
How to Book Your Ulster County 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 Ulster County
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 your outdoor space with a private patio or deck to unwind and take in the scenic views.
- Look forward to grilling on a full outdoor barbecue setup, perfect for preparing meals during your stay.
- Take advantage of well-maintained gardens or landscaped yards that add charm and tranquility to your visit.
- Make the most of a spacious backyard ideal for outdoor games and family activities.
- Relax around a cozy outdoor fireplace or fire pit during cool evenings in this region.
- Benefit from access to a swimming pool or hot tub, providing a refreshing retreat after outdoor adventures.
- Explore nearby walking trails or nature paths accessible directly from your rental property for outdoor recreation.
Top Attractions Around Ulster County
What attractions are nearby?
In this scenic region, you can enjoy a variety of outdoor activities such as hiking, kayaking, and exploring local parks, all conveniently close to your vacation rentals in Ulster County, New York, USA.
Family Activities
- Hiking at the Mohonk Preserve: Explore scenic trails that offer breathtaking views, perfect for family adventures in the region's natural beauty.
- Fishing at Lake Minnewaska: Enjoy a relaxing day by the water, where fishing opportunities abound for visitors seeking a peaceful outdoor experience here.
- Visit the Catskill Animal Sanctuary: Engage with rescued farm animals and participate in family-friendly educational programs, making it an enriching outing in this area.
- Picnic at Forsyth Park: Take advantage of open green spaces to unwind and enjoy a delicious meal together in the heart of the community.
Adult Activities
- Hiking in the Shawangunk Ridge: Explore scenic trails and enjoy breathtaking views while immersing yourself in the natural beauty of this region.
- Visiting local wineries: Discover the area's renowned vineyards and sample award-winning wines amidst picturesque vineyard settings.
- Exploring historic sites in Kingston: Step back in time by touring well-preserved architecture and learning about the area's rich history.
- Enjoying outdoor activities at Minnewaska State Park: Engage in mountain biking, swimming, or simply relaxing by the lakeside in this pristine natural reserve.
Other Places to Stay in Ulster County, NY
Hudson Valley
The Catskills
Kingston
Catskill State Park
Saugerties
Woodstock
New Paltz
Kerhonkson
Phoenicia
Town of Marbletown
Stone Ridge
Catskill Mountains
Ulster County Travel Tips
How Can You Make the Most of Your Stay?
- Explore local natural attractions: Take advantage of the region's scenic parks and outdoor spaces to enjoy hiking, biking, or simply unwinding amidst stunning landscapes.
- Sample regional cuisine: Indulge in the area's renowned farm-to-table dining options and fresh local produce to enhance your stay with authentic flavors.
- Plan visits during off-peak times: Visiting popular spots in the early morning or late afternoon can help you avoid crowds and experience a more relaxed atmosphere.
- Connect with local guides and tours: Engage with knowledgeable local guides for customized experiences that deepen your understanding of this destination’s history and culture.
Transportation Options
- Ulster County Transportation Authority (UCTA): You can rely on this regional transit service for convenient bus options that connect key towns and attractions throughout the area.
- Amtrak Trains: Located nearby, Amtrak provides rail services offering comfortable and scenic journeys to and from the region.
- Local Taxi and Rideshare Services: Taxis and rideshare options like Uber and Lyft are readily available for flexible, on-demand transportation here.
- Car Rentals: Several agencies offer car rental services in the vicinity, giving you the freedom to explore the region at your own pace.
Local Customs Options
- Irish Heritage Celebrations: You can experience this region's deep Irish roots through lively festivals and traditional music sessions that celebrate its rich cultural heritage.
Local artisans often showcase handcrafted goods and folk art, reflecting a longstanding appreciation for craftsmanship passed down through generations. - Farmers' Markets and Local Food Traditions: Visiting farmers’ markets provides insight into the area's agricultural customs, offering fresh, locally sourced produce and artisanal foods.
- Respect for Nature and Outdoor Customs: The community here values outdoor activities and conservation, making it common to see locals engaging in hiking, fishing, and preserving natural beauty.
Ulster County Vacation Rental Frequently Asked Questions
1. What are the top vacation rentals in Ulster County?
There are a lot of options in Ulster County. If you plan on staying in the Ulster County area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Ulster County:
- Romantic Luxury Chalet with Private Pool
- Shandaken Inn
- Streamside Cottage Half Mile to Town of Woodstock
- INCREDIBLE “WALKABLE” RENTAL with Sawkill Creek Views
- Village Center: Gracious & Spacious Retreat "Above the Books"
- Claryville Cabin with 1,500 ft Trout River in the Catskill Mountains
- Hudson Valley, the Gunks - Beautiful Cottage
- Charming Cabin With Rushing Stream In Backyard For Peaceful Retreat
- 1876 Eyebrow Colonial Home on 36 acres, with pool and fully loaded game room
- Woodstock mountainside retreat, nicest view in the Catskills! RELAX!
2. How many vacation rentals have private pools in Ulster County?
There are 206 vacation rentals with private pools near Ulster County. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Ulster County are best for families?
If you are looking for a family-friendly vacation home in Ulster County, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Ulster County:
4. How many Rentbyowner vacation rentals are available in Ulster County?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 2131 in the Ulster County 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 Ulster County.
5. What is the cancellation policy for vacation rentals in this region?
Cancellation policies vary depending on the specific property listing. You should review the cancellation terms detailed in the listing or contact the property owner directly to understand the options available for your booking.
6. Are there any specific requirements or restrictions when booking a vacation rental here?
Yes, some properties may have age restrictions, minimum stay requirements, or pet policies. It’s best to check each listing for particular requirements or contact the owner if you have special needs or questions.
7. How do I know if a vacation rental is available on my travel dates?
Availability can be confirmed by checking the calendar on the listing page. If you have specific dates in mind, it’s recommended to reach out to the property owner for real-time availability and any potential upcoming reservations.
8. What amenities are typically included in vacation rentals in the area?
Most listings specify their amenities, which often include essentials like Wi-Fi, parking, and fully equipped kitchens. To ensure the property meets your needs, review the detailed amenities listed for each rental or ask the owner directly.
9. How do I proceed with booking a vacation rental in this destination?
You can complete your booking securely through the listing platform by submitting your reservation request. For any specific questions or special requests, contacting the property owner beforehand can help ensure your stay aligns with your plans.
Ulster County Top Rated Vacation Rentals
8 Guests
3 Bedrooms
3 Bathrooms
Family Friendly
House
- Private Pool
- Hot Tub
- Fireplace/Heating
US $804/Night
For 7 Nights US $5,628
1000 ft²
4 Guests
1 Bedroom
1 Bathroom
Ocean View
Cottage
- Private Pool
- Hot Tub
- Fireplace/Heating
US $420/Night
For 7 Nights US $2,942
4655 ft²
10 Guests
5 Bedrooms
4 Bathrooms
Family Friendly
House
- Private Pool
- Hot Tub
- Fireplace/Heating
US $944/Night
For 7 Nights US $6,611
2650 ft²
8 Guests
3 Bedrooms
3 Bathrooms
Ocean View
House
- Private Pool
- Hot Tub
- Fireplace/Heating
US $807/Night
For 7 Nights US $5,647
1000 ft²
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Other
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $272/Night
For 7 Nights US $1,905
2000 ft²
8 Guests
4 Bedrooms
2 Bathrooms
Ocean View
Cottage
- Private Pool
- Hot Tub
- Fireplace/Heating
US $584/Night
For 7 Nights US $4,088
4100 ft²
8 Guests
4 Bedrooms
5 Bathrooms
Family Friendly
House
- Private Pool
- Hot Tub
- Spa
US $1,868/Night
For 7 Nights US $13,073
2100 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Ocean View
House
- Fireplace/Heating
- Pool
- Ocean View
US $570/Night
For 7 Nights US $3,993
