2141+ Vacation Rentals Near Ulster County |
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Weekend Getaways - Vacation Rentals in Ulster County

Woodsy Country Cottage, HITS Horse Show, Fall Foliage, Skiing, Hunter Mt, Hiking in Saugerties From US $292
         

10.0 (96 Reviews)
Cottage
Woodsy Country Cottage, HITS Horse Show, Fall Foliage, Skiing, Hunter Mt, Hiking
  • Air Conditioner
  • Parking
  • Pet Friendly

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Chichester Home, Perfect for Couples and Small Family! in Chichester From US $189
         

|
8.0 (2 Reviews)
House
Chichester Home, Perfect for Couples and Small Family!
  • Parking
  • Wheelchair Accessible
  • Child Friendly

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Shandaken Inn in Shandaken From US $256
         

|
10.0 (298 Reviews)
Bed & Breakfast
Shandaken Inn
  • Parking
  • Pool
  • Designated Smoking Area

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Romantic Cottage -Amazing Views -Spa -Woodstock NY in Woodstock From US $325
         

10.0 (83 Reviews)
House
Romantic Cottage -Amazing Views -Spa -Woodstock NY
  • Air Conditioner
  • Parking
  • Pet Friendly

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Family-Friendly Retreat Close to Town w/Heated Pool & Hot Tub on 3 Acres in Woodstock From US $949
         

9.8 (105 Reviews)
House
Family-Friendly Retreat Close to Town w/Heated Pool & Hot Tub on 3 Acres
  • Air Conditioner
  • Parking
  • Pet Friendly

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Stunning Modern Barn minutes from Woodstock 21N-195 in Mt Tremper From US $521
         

9.8 (53 Reviews)
House
Stunning Modern Barn minutes from Woodstock 21N-195
  • Air Conditioner
  • Parking
  • Pet Friendly

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Herb Cottage-Historic Artist's Cottage in Woodstock: Wood Stove, Walk to Town! in Woodstock From US $343
         

9.8 (141 Reviews)
Cottage
Herb Cottage-Historic Artist's Cottage in Woodstock: Wood Stove, Walk to Town!
  • Air Conditioner
  • Parking
  • Pet Friendly

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Pet Friendly Cabin Doh-Ray up @ 1500 ft in Shady From US $412
         

10.0 (69 Reviews)
House
Pet Friendly Cabin Doh-Ray up @ 1500 ft
  • Air Conditioner
  • Parking
  • Pet Friendly

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Luxury Places to Stay in Ulster County

Over 2132+ Luxury Places to Stay in or Near Ulster County
10.0 (1 Review)
House
Secluded House at trailhead to Minnewaska State Park
  • Parking
  • Pool
  • Balcony/Terrace

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Private 37 Acre Lake Estate On 164 Acres - 11 Br in Highland From US $9,099
         

|
10.0 (1 Review)
House
Private 37 Acre Lake Estate On 164 Acres - 11 Br
  • Air Conditioner
  • Parking
  • Pet Friendly

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Lundy Estate: Farm, Yoga, Wedding, Sauna, Pool in Wawarsing From US $8,329
         

10.0 (1 Review)
Cabin
Lundy Estate: Farm, Yoga, Wedding, Sauna, Pool
  • Air Conditioner
  • Parking
  • Pool

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Luxury 62-Acre Retreat, Refined Rustic Charm & Resort-Style Amenities . in Wawarsing From US $8,303
         

New
House
Luxury 62-Acre Retreat, Refined Rustic Charm & Resort-Style Amenities .
  • Air Conditioner
  • Parking
  • Pet Friendly

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Private 37 Acre Lake Estate on 164 Acres - 11 BR in Highland From US $6,234
         

9.4 (3 Reviews)
House
Private 37 Acre Lake Estate on 164 Acres - 11 BR
  • Air Conditioner
  • Parking
  • Pet Friendly

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The Bend Micro Resort in Phoenicia From US $4,826
         

New
House
The Bend Micro Resort
  • Air Conditioner
  • View
  • Security/Safety

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Alpine Four Season Lodge Belleayre NY Sleeps 22 in Shandaken From US $4,502
         

New
House
Alpine Four Season Lodge Belleayre NY Sleeps 22
  • Parking
  • Pet Friendly
  • TV

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The Bend: Boutique Stays - Pool, Waterfront, Sauna in Phoenicia From US $4,498
         

New
House
The Bend: Boutique Stays - Pool, Waterfront, Sauna
  • Air Conditioner
  • Parking
  • TV

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Top-Rated Vacation Rentals with a Pool in Ulster County

Over 361+ Top-Rated Vacation Rentals with a Pool in or Near Ulster County
Romantic Luxury Chalet with Private Pool in Woodstock From US $474
         

10.0 (327 Reviews)
Ski Chalet
Romantic Luxury Chalet with Private Pool
  • Air Conditioner
  • Parking
  • Pet Friendly

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Luxurious, Private Mtn Estate- Close to Woodstock on 15 acres w Pool and Hot Tub in Saugerties From US $2,430
         

10.0 (176 Reviews)
House
Luxurious, Private Mtn Estate- Close to Woodstock on 15 acres w Pool and Hot Tub
  • Air Conditioner
  • Parking
  • Pet Friendly

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HOT TUB w/POOL, STREAM on 7 Acres, JUST 2 MINUTES FROM TOWN in Woodstock From US $650
         

10.0 (113 Reviews)
House
HOT TUB w/POOL, STREAM on 7 Acres, JUST 2 MINUTES FROM TOWN
  • Air Conditioner
  • Parking
  • Pet Friendly

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Chic two Cottage compound with pool and hot tub in a pastoral Woodstock setting. in Bearsville From US $851
         

10.0 (77 Reviews)
Cottage
Chic two Cottage compound with pool and hot tub in a pastoral Woodstock setting.
  • Air Conditioner
  • Parking
  • Pet Friendly

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Heart of Woodstock — Unique Arts-and-Crafts Home: Outdoor Room and Heated Pool! in Woodstock From US $688
         

10.0 (76 Reviews)
House
Heart of Woodstock — Unique Arts-and-Crafts Home: Outdoor Room and Heated Pool!
  • Parking
  • Pet Friendly
  • Pool

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Splendid Isolation: Private Luxury. Breathtaking Modern Villa On Hudson Bluffs. in Highland From US $2,191
         

10.0 (75 Reviews)
House
Splendid Isolation: Private Luxury. Breathtaking Modern Villa On Hudson Bluffs.
  • Air Conditioner
  • Parking
  • Pet Friendly

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Lavender Hill Estate, Private 37 acres,1.5 hour from NYC, Heated Pool, Jacuzzi, in Pine Bush From US $1,215
         

10.0 (63 Reviews)
House
Lavender Hill Estate, Private 37 acres,1.5 hour from NYC, Heated Pool, Jacuzzi,
  • Air Conditioner
  • Parking
  • Pet Friendly

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Blue Springs; secluded paradise bordering Minnewaska State Park in Accord From US $920
         

10.0 (47 Reviews)
House
Blue Springs; secluded paradise bordering Minnewaska State Park
  • Air Conditioner
  • Parking
  • Pet Friendly

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Pet-Friendly Vacation Rentals in Ulster County

Over 1042+ Pet-Friendly Vacation Rentals in or Near Ulster County
The 212 Escape in Saugerties From US $1,725
         

10.0 (1 Review)
House
The 212 Escape
  • Air Conditioner
  • Parking
  • Pet Friendly

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Stonehill's Farmhouse in Accord From US $342
         

|
9.2 (57 Reviews)
Bed & Breakfast
Stonehill's Farmhouse
  • Parking
  • Pet Friendly
  • Pool

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Enjoy the peace & quiet on 40 private acres of secluded forest. in Accord From US $378
         

10.0 (31 Reviews)
House
Enjoy the peace & quiet on 40 private acres of secluded forest.
  • Air Conditioner
  • Parking
  • Pet Friendly

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Private Woodstock Retreat In Town Hot Tub Dog Friendly in Woodstock From US $491
         

9.8 (145 Reviews)
Cottage
Private Woodstock Retreat In Town Hot Tub Dog Friendly
  • Air Conditioner
  • Parking
  • Pet Friendly

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Cozy Wallkill Inn family home. in Wallkill From US $745
         

9.6 (30 Reviews)
House
Cozy Wallkill Inn family home.
  • Air Conditioner
  • Parking
  • Pet Friendly

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CREEKSIDE CATSKILL MOUNTAIN RETREAT. with weekly discounts. in Chichester From US $434
         

9.6 (58 Reviews)
House
CREEKSIDE CATSKILL MOUNTAIN RETREAT. with weekly discounts.
  • Air Conditioner
  • Parking
  • Pet Friendly

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Updated/Pet-Friendly Cabin By Hikes and Woodstock! in Bearsville From US $309
         

9.2 (40 Reviews)
Cabin
Updated/Pet-Friendly Cabin By Hikes and Woodstock!
  • Air Conditioner
  • Parking
  • Pet Friendly

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Catskill Cabin Chill Apartment 1st Fl in Shandaken From US $189
         

9.6 (37 Reviews)
Apartment
Catskill Cabin Chill Apartment 1st Fl
  • Parking
  • Pet Friendly
  • TV

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Large Vacation Homes & Villas in Ulster County

Over 339+ Large Vacation Homes & Villas in or Near Ulster County
Rose & Thorne in Gardiner From US $600
         

10.0 (1 Review)
House
Rose & Thorne
  • Air Conditioner
  • Parking
  • Pet Friendly

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Malden Sur Hudson - Majestic Estate on the Hudson in Saugerties From US $1,341
         

New
Villa
Malden Sur Hudson - Majestic Estate on the Hudson
  • Air Conditioner
  • Parking
  • TV

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Perfect Summer/Fall Getaway with Amazing Fireplace for Gathering/Relaxation. in Greenfield Park From US $455
         

9.8 (144 Reviews)
Cabin
Perfect Summer/Fall Getaway with Amazing Fireplace for Gathering/Relaxation.
  • Air Conditioner
  • Parking
  • TV

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Heated Saltwater Pool 4 Min to Woodstock Private Deck & Fire Pit in Woodstock From US $851
         

9.8 (36 Reviews)
House
Heated Saltwater Pool 4 Min to Woodstock Private Deck & Fire Pit
  • Air Conditioner
  • Parking
  • Pool

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Large clean home in Pine Bush near Wallkill Bethel, Watchtower Farm, Ny in Pine Bush From US $701
         

9.8 (126 Reviews)
House
Large clean home in Pine Bush near Wallkill Bethel, Watchtower Farm, Ny
  • Air Conditioner
  • Parking
  • TV

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High Point Mtn House ~ Celebrate Summer ~ Privacy ~ SERENITY NOW~ Gorgeous VIEWS in Olivebridge From US $702
         

9.8 (26 Reviews)
House
High Point Mtn House ~ Celebrate Summer ~ Privacy ~ SERENITY NOW~ Gorgeous VIEWS
  • Air Conditioner
  • Parking
  • Pet Friendly

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NEW! FOLEY'S LOG CABIN with Hot Tub in Pine Bush From US $844
         

10.0 (17 Reviews)
Cabin
NEW! FOLEY'S LOG CABIN with Hot Tub
  • Air Conditioner
  • Parking
  • Pet Friendly

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Luxurious Woodstock Home Rental Catskill Mountains Views & Private Retreat in Bearsville From US $1,141
         

10.0 (134 Reviews)
House
Luxurious Woodstock Home Rental Catskill Mountains Views & Private Retreat
  • Air Conditioner
  • Parking
  • Pet Friendly

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Wheelchair Accessible Vacation Homes in Ulster County

Over 45+ Wheelchair Accessible Vacation Homes in or Near Ulster County
The Manor in Kingston From US $150
         

|
9.4 (5 Reviews)
House
The Manor
  • Air Conditioner
  • Parking
  • Pet Friendly

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Hampton Inn by Hilton New Paltz in New Paltz From US $176
         

9.4 (1010 Reviews)
Hotel
Hampton Inn by Hilton New Paltz
  • Air Conditioner
  • Parking
  • Pool

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Woodstock mountain cottage & pool, SWIM, hike, relax, secluded modern 2 br house in woodstock From US $755
         

9.8 (39 Reviews)
Cottage
Woodstock mountain cottage & pool, SWIM, hike, relax, secluded modern 2 br house
  • Air Conditioner
  • Parking
  • Pool

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Botanical Hideaway: Gorgeous Home w/Hot Tub & Sauna in saugerties From US $461
         

9.8 (12 Reviews)
House
Botanical Hideaway: Gorgeous Home w/Hot Tub & Sauna
  • Air Conditioner
  • Parking
  • Pet Friendly

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New Paltz Apt - 11 Mi to Poughkeepsie! in New Paltz From US $271
         

9.8 (7 Reviews)
Apartment
New Paltz Apt - 11 Mi to Poughkeepsie!
  • Air Conditioner
  • Parking
  • TV

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Gracious Woodstock Retreat -Walking Distance to Town in Woodstock From US $564
         

10.0 (100 Reviews)
House
Gracious Woodstock Retreat -Walking Distance to Town
  • Air Conditioner
  • Parking
  • TV

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A Tranquil & Relaxing Space in Stone Ridge From US $191
         

4.8 (24 Reviews)
Apartment
A Tranquil & Relaxing Space
  • Pet Friendly
  • TV
  • Wheelchair Accessible

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Bright, clean and centrally located in the amazing Catskill Mountains in Accord From US $664
         

New
House
Bright, clean and centrally located in the amazing Catskill Mountains
  • Air Conditioner
  • Wheelchair Accessible
  • Balcony/Terrace

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Ulster County Vacation Rentals and Airbnb Places to Stay Under $200

Over 320+ Ulster County Vacation Rentals and Airbnb Places to Stay Under $200
Private countryside apartment suite 1.5 miles to Woodstock in Woodstock From US $132
         

|
10.0 (1 Review)
Apartment
Private countryside apartment suite 1.5 miles to Woodstock
  • Air Conditioner
  • Parking
  • Balcony/Terrace

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Holiday Inn Express & Suites Kingston-Ulster by IHG in Lake Katrine From US $156
         

9.4 (1000 Reviews)
Hotel
Holiday Inn Express & Suites Kingston-Ulster by IHG
  • Air Conditioner
  • Parking
  • Designated Smoking Area

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Saugerties/Woodstock area - private home in a gorgeous country setting! in Saugerties From US $172
         

10.0 (19 Reviews)
House
Saugerties/Woodstock area - private home in a gorgeous country setting!
  • Air Conditioner
  • Parking
  • TV

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Sioux Tipi on Chloe's Lake in Saugerties From US $146
         

9.8 (6 Reviews)
Cabin
Sioux Tipi on Chloe's Lake
  • Parking
  • Designated Smoking Area
  • View

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Lily Cottage - a cozy accomodation moments from the beautiful Ashokan reservoir in Olivebridge From US $148
         

10.0 (61 Reviews)
Cottage
Lily Cottage - a cozy accomodation moments from the beautiful Ashokan reservoir
  • Air Conditioner
  • Parking
  • Pet Friendly

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Art Studio Retreat with Sauna Fireplace Forest Views | Dream House in the Gunks in Kerhonkson From US $183
         

10.0 (15 Reviews)
House
Art Studio Retreat with Sauna Fireplace Forest Views | Dream House in the Gunks
  • Air Conditioner
  • Parking
  • Balcony/Terrace

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Catskills The Bohemian Dream in Shandaken From US $148
         

10.0 (5 Reviews)
Apartment
Catskills The Bohemian Dream
  • Air Conditioner
  • Pet Friendly
  • TV

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Unique and Off-The-Grid Tipi Rental on Chloe's Lake in Saugerties, New York in Saugerties From US $179
         

10.0 (1 Review)
RV Rental
Unique and Off-The-Grid Tipi Rental on Chloe's Lake in Saugerties, New York
  • Pet Friendly
  • Security/Safety
  • Sports/Activities

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Instantly Bookable Vacation Homes in Ulster County

Over 1043+ Instantly Bookable Vacation Homes in or Near Ulster County
PERFECT ESCAPE For Total Privacy, Rustic Modern Cabin, 15 Pvt. Ac, WiFi, Heat/AC in Mt. Tremper From US $490
         

9.6 (10 Reviews)
Cabin
PERFECT ESCAPE For Total Privacy, Rustic Modern Cabin, 15 Pvt. Ac, WiFi, Heat/AC
  • Air Conditioner
  • Parking
  • TV

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Pristine Woodstock Mountaintop Log Cabin — Only 4 Minutes to Town! in Woodstock From US $379
         

10.0 (139 Reviews)
Cabin
Pristine Woodstock Mountaintop Log Cabin — Only 4 Minutes to Town!
  • Air Conditioner
  • Parking
  • TV

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ELEGANT LOG CABIN.PRIVATE, QUIET. Great wi-fi, Clean. Heaven. in Shandaken From US $465
         

9.8 (117 Reviews)
Cabin
ELEGANT LOG CABIN.PRIVATE, QUIET. Great wi-fi, Clean. Heaven.
  • Parking
  • Pet Friendly
  • Designated Smoking Area

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The Heart of Phoenicia. Serene. Cozy. Close to all. in Phoenicia From US $362
         

10.0 (47 Reviews)
House
The Heart of Phoenicia. Serene. Cozy. Close to all.
  • Air Conditioner
  • Parking
  • TV

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HUGE KITCHEN 4 Private Acres, 7 Min to Town, AC, Fireplace - Opt. Studio addl. in Woodstock From US $430
         

10.0 (45 Reviews)
House
HUGE KITCHEN 4 Private Acres, 7 Min to Town, AC, Fireplace - Opt. Studio addl.
  • Air Conditioner
  • Parking
  • Pet Friendly

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Cozy Hudson Valley 3-bedroom home in Ulster Park From US $362
         

10.0 (51 Reviews)
House
Cozy Hudson Valley 3-bedroom home
  • Air Conditioner
  • Parking
  • TV

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Tannery Brook Cottage: Terraced Garden with Patio, Cascade and Fire Pit. in Woodstock From US $380
         

10.0 (18 Reviews)
Cottage
Tannery Brook Cottage: Terraced Garden with Patio, Cascade and Fire Pit.
  • Air Conditioner
  • Parking
  • TV

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TOP RATED Romantic rustic luxury + flowing stream + walk to town = Brook Cottage in Woodstock From US $459
         

10.0 (178 Reviews)
Cottage
TOP RATED Romantic rustic luxury + flowing stream + walk to town = Brook Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly

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About Ulster County Vacation Rentals

With more than 2141 Ulster County vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Weekendgetaways and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Ulster County.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Weekendgetaways Ulster County, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Ulster County. Places to stay near Ulster County are 112743.19 ft² on average, with prices averaging US $532 a night.

Weekendgetaways makes it easy and safe to find and compare vacation rentals in Ulster County with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Ulster County

Type Count
Vacation Homes 1328
Holiday Apartments 242
Cabin Rentals 188
Cottages 145
Hotels 92
Others 55
Ski Chalet Rentals 23
B&B 19
Villas 10
Resorts 3
Hostels 2

Use these Quick Filters to Find a Vacation Rental in Ulster County

★ Pro Tip: Weekendgetaways makes it easy to compare the best listings on Weekendgetaways homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Weekendgetaways homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Ulster County.

Weather in Ulster County

View the weather forecast for Ulster County before booking your Ulster County Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Top Attractions Around Ulster County, NY

Weekendgetaways offers a large selection of top attractions around Ulster County. Research things to do on your vacation before you visit Ulster County.


Catskill Mountains Belleayre Mountain State University of New York-New Paltz Minnewaska State Park Mohonk Preserve Visitor Center Copperhood Retreat & Spa Ulster Performing Arts Center Saugerties Lighthouse Hudson Valley Mall Emerson Place Kaleidoscope Belleayre Beach at Pine Hill Lake Forsyth Park Walkway Over the Hudson State Historic Park World's Second Largest Garden Gnome Bethel Woods Museum Opus 40 Straus Center - Frost Valley YMCA Esopus Bend Nature Preserve Karma Triyana Dharmachakra Monastery Olana HITS-on-the-Hudson Vanderbilt Mansion Pine Hill Community Center Mohonk Golf Course Woodstock Golf Club Berean Park Beach Woodstock Public Library Shawangunk Mountains New Paltz Golf Course Stony Kill Falls

Other Places to Stay Near Ulster County, NY


Hudson Valley 5,132 Properties The Catskills 3,897 Properties Kingston 1,584 Properties Catskill State Park 1,075 Properties Saugerties 146 Properties Woodstock 87 Properties New Paltz 77 Properties Kerhonkson 71 Properties Town of Marbletown 49 Properties Stone Ridge 49 Properties Town of Shawangunk 48 Properties Phoenicia 47 Properties

Complexes around Ulster County, NY


Gables Of Woodstock 11 Properties Stone Ridge 5 Properties Rondout Valley Camping Resort Park Model 4 Properties Hampton Inn Kingston 3 Properties Holiday Inn Express Suites Saugerties Hudson Valley Ihg Hotel 3 Properties Kingston Hotel Conference 3 Properties Quality Inn Kingston 3 Properties Minnewaska Lodge 2 Properties Secluded Country Getaway 2 Properties Church Des Artistes Retreat 1 Properties

Ulster County Vacation Rental Frequently Asked Questions

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:

How many vacation rentals are available in Ulster County?

Currently, the total number of properties listed in 2026 is over 2141 in the Ulster County area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Ulster County.