Best Vacation Homes in Ulster County
Ski Chalet
10.0(315 Reviews)
1 Bedroom
1 Bath
2 Guests
625 ft²
Private Pool
Fireplace/Heating
Pool
Ocean View
US $388/Night
7 Nights - US $2,715
House
10.0(6 Reviews)
3 Bedrooms
2 Baths
6 Guests
2002.09 ft²
Balcony/Terrace
Parking
Internet
Child Friendly
US $470/Night
7 Nights - US $3,290
Bed & Breakfast
10.0(285 Reviews)
1 Bedroom
1 Bath
- Pool
- Balcony/Terrace
Breakfast- Parking
US $256/Night
7 Nights - US $1,795
Cottage
10.0(286 Reviews)
1 Bedroom
1 Bath
4 Guests
600 ft²
- Fireplace/Heating
- Balcony/Terrace
Kitchen- Parking
US $280/Night
7 Nights - US $1,960
Apartment
10.0(6 Reviews)
1 Bedroom
1 Bath
2 Guests
161.46 ft²
Pet Friendly
Air Conditioner- Internet
Security/Safety
US $167/Night
7 Nights - US $1,166
Apartment
10.0(245 Reviews)
2 Bedrooms
1 Bath
4 Guests
1000 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $308/Night
7 Nights - US $2,156
Cottage
10.0(233 Reviews)
1 Bedroom
1 Bath
2 Guests
500 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $224/Night
7 Nights - US $1,568
Cabin
10.0(226 Reviews)
1 Bedroom
1 Bath
3 Guests
700 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
View
US $205/Night
7 Nights - US $1,437
Ulster County Luxury Rentals
House
10.0(1 Review)
4 Bedrooms
2 Baths
10 Guests
3300 ft²
Hot Tub- Fireplace/Heating
- Pool
- Balcony/Terrace
US $9,536/Night
7 Nights - US $66,752
House
10.0(1 Review)
14 Bedrooms
8 Baths
29 Guests
10763.91 ft²
- Fireplace/Heating
- View
- Pet Friendly
- Parking
US $9,099/Night
7 Nights - US $63,692
House
9.4(3 Reviews)
14 Bedrooms
8 Baths
29 Guests
10764 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $7,839/Night
7 Nights - US $54,872
House
13 Bedrooms
13 Baths
25 Guests
14000 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Pet Friendly
US $6,420/Night
7 Nights - US $44,939
Cabin
13 Bedrooms
13 Baths
30 Guests
- Private Pool
Spa- Fireplace/Heating
- Pool
US $5,973/Night
7 Nights - US $41,810
House
8 Bedrooms
5 Baths
16 Guests
4746.88 ft²
- Fireplace/Heating
- View
- Air Conditioner
- Internet
US $4,826/Night
7 Nights - US $33,779
House
8 Bedrooms
5 Baths
16 Guests
4747 ft²
- Spa
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $3,773/Night
7 Nights - US $26,413
Resort
10.0(11 Reviews)
25 Baths
34 Guests
22000 ft²
- Private Pool
- Hot Tub
- Spa
- Fireplace/Heating
US $3,418/Night
7 Nights - US $23,925
Ulster County Pet Friendly Vacation Rentals
Cottage
10.0(178 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $435/Night
7 Nights - US $3,048
House
10.0(2 Reviews)
3 Bedrooms
2 Baths
8 Guests
2088.2 ft²
- Spa
- Fireplace/Heating
- View
- Pet Friendly
US $753/Night
7 Nights - US $5,271
Bed & Breakfast
9.2(55 Reviews)
1 Bedroom
1 Bath
- Spa
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $181/Night
7 Nights - US $1,270
House
10.0(159 Reviews)
1 Bedroom
1 Bath
4 Guests
800 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $314/Night
7 Nights - US $2,195
House
10.0(2 Reviews)
1 Bedroom
1 Bath
2 Guests
495.14 ft²
- Pet Friendly
- Parking
- Air Conditioner
- Internet
US $300/Night
7 Nights - US $2,100
Cottage
10.0(150 Reviews)
2 Bedrooms
1 Bath
4 Guests
925 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $331/Night
7 Nights - US $2,319
Cabin
10.0(134 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $353/Night
7 Nights - US $2,470
Cabin
10.0(129 Reviews)
1 Bedroom
1 Bath
3 Guests
1200 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $340/Night
7 Nights - US $2,378
Ulster County Large Vacation Homes
House
8.8(3 Reviews)
1 Bedroom
1 Bath
12 Guests
- Balcony/Terrace
- Kitchen
- Parking
- Child Friendly
US $113/Night
7 Nights - US $792
House
10.0(1 Review)
1 Bedroom
6 Baths
10 Guests
322.92 ft²
- Hot Tub
- Balcony/Terrace
- Breakfast
- Pet Friendly
US $1,725/Night
7 Nights - US $12,075
Villa
4 Bedrooms
5 Baths
8 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $1,341/Night
7 Nights - US $9,390
House
1 Bedroom
1 Bath
13 Guests
- Child Friendly
- Security/Safety
US $900/Night
7 Nights - US $6,297
House
10.0(1 Review)
5 Bedrooms
2 Baths
12 Guests
1194.79 ft²
Oceanfront- Hot Tub
- Spa
- Fireplace/Heating
US $600/Night
7 Nights - US $4,200
House
8 Bedrooms
3 Baths
28 Guests
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
US $2,530/Night
7 Nights - US $17,710
House
10.0(173 Reviews)
5 Bedrooms
4 Baths
10 Guests
6395 ft²
- Private Pool
- Hot Tub
- Spa
- Fireplace/Heating
US $1,933/Night
7 Nights - US $13,531
House
10.0(160 Reviews)
4 Bedrooms
2 Baths
12 Guests
4000 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $568/Night
7 Nights - US $3,974
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 Shawangunk
Town of Marbletown
Stone Ridge
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
- Streamside Cottage Half Mile to Town of Woodstock
- Shandaken Inn
- 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!
- Catskill Spring Adventures! Book this cottage w/hot tub & indoor fireplace
2. How many vacation rentals have private pools in Ulster County?
There are 212 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 2161 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
House
10.0(209 Reviews)
3 Bedrooms
3 Baths
8 Guests
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
US $798/Night
7 Nights - US $5,586
Cottage
10.0(201 Reviews)
1 Bedroom
1 Bath
4 Guests
1000 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
US $457/Night
7 Nights - US $3,201
House
10.0(137 Reviews)
5 Bedrooms
3 Baths
18 Guests
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
US $1,606/Night
7 Nights - US $11,245
House
10.0(123 Reviews)
3 Bedrooms
3 Baths
6 Guests
2100 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
US $859/Night
7 Nights - US $6,011
House
10.0(117 Reviews)
5 Bedrooms
4 Baths
10 Guests
4655 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
US $1,080/Night
7 Nights - US $7,563
House
10.0(107 Reviews)
3 Bedrooms
3 Baths
8 Guests
2650 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
US $732/Night
7 Nights - US $5,122
Cottage
10.0(73 Reviews)
4 Bedrooms
2 Baths
8 Guests
2000 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
US $903/Night
7 Nights - US $6,320
House
10.0(72 Reviews)
4 Bedrooms
5 Baths
8 Guests
4100 ft²
- Private Pool
- Hot Tub
- Spa
- Fireplace/Heating
US $2,016/Night
7 Nights - US $14,112
