39

The Catskills, NY Homes for Rent

Section Image
  • /36

    $4,900 total monthly price

    • 3 Beds
    • 3 Baths
    • 2,500 Sq Ft
    • House for Rent

    1393 Ny-296, Hunter, NY 12442

    Available for the first time , fully furnished for 30 to 90 day stays march through June, all utilities included. This newly renovated mountain retreat is ideally situated between two premier ski destinations, located just five minutes from the slopes of both Hunter Mountain and Windham Mountain. The home features a thoughtful three-level layout designed to maximize the natural beauty of its

    1393 Ny-296, Hunter, NY 12442
  • /15

    $3,600 per month

    • 2 Beds
    • 1 Bath
    • 1,200 Sq Ft
    • House for Rent

    36 Northwoods Rd Unit A, Woodstock, NY 12498

    A stunning, fully furnished guest house in a private setting in Woodstock! There's nothing more to ask for in this single level guest home with two bedrooms, a single bathroom and stunning open kitchen and living area. This home is naturally well-lit including skylights and picturesque nature views from each window. If this wasn't enough inside, step outside to your private outdoor area with

    Amy Hawks Berardi Realty

    36 Northwoods Rd Unit A, Woodstock, NY 12498
  • /16

    $1,500 per month

    • 3 Beds
    • 1 Bath
    • 952 Sq Ft
    • Apartment for Rent

    2016 Old Route 17 Unit 2, Roscoe, NY 12776

    Welcome to "TROUT TOWN", USA! Perfect Western Catskills retreat in the heart of Roscoe, NY famously known as the birthplace of American fly fishing. This beautifully renovated second floor unit offers 3 bedrooms plus large kitchen with area for seating or it could be configured as two bedrooms with a large living room as well (see layout). Offering the ideal blend of charm, comfort, and modern

    Amy Wilhelm Corcoran Baer & McIntosh

    2016 Old Route 17 Unit 2, Roscoe, NY 12776
  • /13

    $1,000 per month

    • 1 Bed
    • 1 Bath
    • 450 Sq Ft
    • Apartment for Rent

    2016 Old Route 17 Unit 3, Roscoe, NY 12776

    Welcome to "TROUT TOWN", USA! Perfect Western Catskills retreat in the heart of Roscoe, NY famously known as the birthplace of American fly fishing. This beautifully renovated third floor unit is a legally converted attic space and offers an open floor plan with one bedroom, all new kitchen and bathroom. This is an ideal blend of affordability, comfort, and modern convenience in the heart of the

    Amy Wilhelm Corcoran Baer & McIntosh

    2016 Old Route 17 Unit 3, Roscoe, NY 12776
  • /7

    $1,200 per month

    • 2 Beds
    • 1 Bath
    • Apartment for Rent

    7 Denman Mountain Rd Unit 3, Grahamsville, NY 12740

    Located in picturesque Grahamsville close to the Grahamsville Fairgrounds in the sought after Tri-Valley School District. Nice two bedroom apartment with parking for two cars. Sullivan County ifs full of things to do including Bethel Woods Center, Resorts World Casino and micro-breweries all around. There will be an application after seeing the apartment, if you decide to apply. It is online and

    Nancy Salvemini WOODSTOCK WAY REALTY LLC

    7 Denman Mountain Rd Unit 3, Grahamsville, NY 12740
  • /13

    $1,700 per month

    • 2 Beds
    • 2 Baths
    • 1,143 Sq Ft
    • Condo for Rent

    76 Hunter Dr Unit K-4, Lanesville, NY 12450

    Introducing an opportunity to lease a 2 Bedroom - 2 Bathroom condo in the picturesque town of Hunter, NY. Nestled in the heart of the Catskills, this charming residence offers the perfect of comfort and convenience. Don't miss your chance to lease this condominium in a sought-after location. Easy access to skiing, hiking trails & year-round activities plus eateries/cafes/bakery, etc. Whether you

    Patricia Kelaher Bunce Realty

    76 Hunter Dr Unit K-4, Lanesville, NY 12450
  • /15

    $3,800 per month

    • 2 Beds
    • 1 Bath
    • 956 Sq Ft
    • House for Rent

    35 Race Track Rd, Bearsville, NY 12409

    Sweet bungalow in Bearsville available for rent and move in ready. Down private country lane situated next to lovely stream on almost 3 acres minutes to the center of Woodstock sits this remodeled 2 Bd/ 1 Ba home with polished concrete floors and perfectly furnished with a modern aesthetic. Sit on your covered deck looking out into the Catskill forest. Lounge in your cozy living room beside your

    Johanna Trimboli Halter Associates Realty

    35 Race Track Rd, Bearsville, NY 12409
  • /16

    $1,800 per month

    • 2 Beds
    • 1 Bath
    • 880 Sq Ft
    • Apartment for Rent

    1959 Old Route 17 Unit Penthouse, Roscoe, NY 12776

    GREAT LOCATION!! 2 Bed / 1 Bath PENTHOUSE - All Utilities included-!! above the Beaverkill Angler in Roscoe! Apt comes partially furnished with a brand new thoughtfully renovated kitchen. Separate private laundry room in the unit. Good amount of storage space with Stewart Avenue right outside your door offering direct access to everything Trendy Roscoe has to offer. Raimondo's, Grizzly Bagels,

    David Elder Carole Edwards Realty

    1959 Old Route 17 Unit Penthouse, Roscoe, NY 12776
  • /40

    $7,000 per month

    • 2 Beds
    • 2 Baths
    • 1,390 Sq Ft
    • Townhouse for Rent

    53 Windham Mount Village, Windham, NY 12496

    Seasonal Rental | Windham Mountain Village | Windham Mountain Club Enjoy next ski season in this beautifully renovated Windham Mountain Village townhouse, ideally located just steps to the slopes and lodge, with easy walk-to-lift access at the Windham Mountain Club. Thoughtfully updated in June 2025, this inviting residence lives as a 3-bedroom (legal 2-bedroom + flex room) and offers the perfect

    Regina Tortorella Coldwell Banker Village GreenW

    53 Windham Mount Village, Windham, NY 12496
  • /6

    $1,200 per month

    • 2 Beds
    • 1 Bath
    • Apartment for Rent

    7 Denman Mountain Rd Unit 4, Grahamsville, NY 12740

    Located in picturesqueGrahamsville close to Grahamsville Fairgrounds in sought-after Tri-valley School District. Nice two bedroom apartment with parking for two cars. Sullivan County is full of thing to do including Bethel Wood s Center, Resorts World Casino and micro-breweries all around. If after seeing the apartment, you decide to apply there is an online application that will be twenty

    Nancy Salvemini WOODSTOCK WAY REALTY LLC

    7 Denman Mountain Rd Unit 4, Grahamsville, NY 12740
  • /36

    $22,500 per month

    • 4 Beds
    • 2 Baths
    • 1,499 Sq Ft
    • House for Rent

    55 Nordic Dr, Woodstock, NY 12498

    *SUMMER RENTAL* (AVAIL May 25 - Sep 7, 2026) // This unique hilltop property includes two separate structures -- a beautifully designed three-bedroom main house and a private loft guest house offering flexible space so you have accommodations for up to 10+ guests. Tucked away on a private hilltop ridge just under three miles from the pulse of Woodstock, 55 Nordic Drive is a secluded Catskills

    Alexis Li Corcoran Country Living

    55 Nordic Dr, Woodstock, NY 12498
  • /8

    $1,975 per month

    • 1 Bed
    • 1 Bath
    • 600 Sq Ft
    • Apartment for Rent

    18 Rock City Rd Unit A, Wood Stock, NY 12498

    Beautifully renovated 1-bedroom, 1-bath home in the heart of Woodstock, just 90 miles from NYC. Ideally located in downtown Woodstock, walking distance to restaurants, bars, shops, markets, bakeries, pharmacies, galleries, cinema, and theater. Originally an 1890s farmhouse, this unit has been thoughtfully reimagined with a bright, open-concept layout featuring expansive windows, a spacious living

    James Angelakis BHHS HUDSON VALLEY PROP-WDST

    18 Rock City Rd Unit A, Wood Stock, NY 12498
  • /6

    $1,500 per month

    • 2 Beds
    • 1 Bath
    • 4,118 Sq Ft
    • Apartment for Rent

    86 Brookside Dr, Tannersville, NY 12485

    3 apartments available next to each other on quiet block with private backyard. The backyard has access to the stream and is a nice addition to this rental in the spring, summer and fall months. Each u it has 2 bedrooms and 1 bathroom. Comes furnished and ready to move in. Proof of stable income required.

    Evan Kerzer eRealty Advisors, Inc

    86 Brookside Dr, Tannersville, NY 12485
  • /25

    $2,000 per month

    • 3 Beds
    • 1 Bath
    • 1,018 Sq Ft
    • House for Rent

    674 Debruce Rd, Livingston Manor, NY 12758

    674 DeBruce Rd, Livingston Manor, NY3 Bed | 1 Bath | $2,200/month Live just minutes from the heart of Livingston Manor while enjoying the peace and privacy of DeBruce Road. This charming 3-bedroom, 1-bath home is set just off the river, offering a serene, nature-filled setting — yet you’re only a short drive to Main Street’s restaurants, shops, and local favorites. Inside, the home blends

    Elena Vazquez Catskills Home Services

    674 Debruce Rd, Livingston Manor, NY 12758
  • /13

    $9,500 per month

    • 4 Beds
    • 4.5 Baths
    • 3,107 Sq Ft
    • House for Rent

    451 Krumville Rd, Olivebridge, NY 12461

    Stunning, very private,chateau style, 2 story seasonal rental in Olivebridge. It is inside the ''blue line''of Catskill State Park. Surrounded by over 22 acres this beautiful log home is perfect for anyone looking for a true getaway in the pines. Close proximity to the Ashokan Reservoir, skiing, hiking, wonderful restaurants and shopping. Fully furnished with gorgeous high ceilings, a wood

    Nancy Keller Bacon Four Seasons Sotheby's Int'l R

    451 Krumville Rd, Olivebridge, NY 12461
  • /66

    $6,500 per month

    • 3 Beds
    • 3 Baths
    • 2,561 Sq Ft
    • House for Rent

    114 Chase Rd, Shokan, NY 12481

    What an amazing place to spend the summer! Just 15 minutes from Woodstock and Phoenicia, you are right in the middle of all the Hudson Valley has to offer! Experience the rare opportunity to lease an extraordinary 70 acre estate where breathtaking natural beauty meets timeless sophistication.This reimagined three bedroom, 3 bath farmhouse blends rustic charm with refined modern luxury, creating a

    Gail Cadden Coldwell Banker Village Green

    114 Chase Rd, Shokan, NY 12481
  • /28

    $6,500 per month

    • 3 Beds
    • 4 Baths
    • 3,330 Sq Ft
    • House for Rent

    106 Mountain Laurel Ln, Woodstock, NY 12498

    A truly one-of-a-kind residence and rare opportunity, this exceptional home offers a seamless blend of architecture and art in the heart of Woodstock, walking distance to Tinker Street, yet set privately on 1.73 secluded acres just minutes from the village.Designed as a fusion of a Frank Lloyd Wright–inspired contemporary addition and an original Buckminster Fuller–style geodesic dome, the

    Ashley Olson Minard eXp Realty

    106 Mountain Laurel Ln, Woodstock, NY 12498
  • /8

    $1,400 per month

    • 1 Bed
    • 1 Bath
    • 700 Sq Ft
    • Apartment for Rent

    48 Plattekill Dr Unit 2, Saugerties, NY 12477

    Owner Occupied rental Attached One bedroom , with sepaate entrance . Everything included with exception of Phone and Cable. No pets and no smoking . Full application a must

    Charlet Wenzel Howard Hanna Rand Realty

    48 Plattekill Dr Unit 2, Saugerties, NY 12477
  • /24

    $5,800 per month

    • 5 Beds
    • 4 Baths
    • 3,200 Sq Ft
    • House for Rent

    285 Goff Rd, Livingston Manor, NY 12758

    A Manor House at Livingston Manor, 8-acre country estate, 5-6 bedroom, 2 full baths, 2 half baths, this 1987 Tudor-style residence blends a comprehensive renovation with architectural heritage and modern luxury. The private library features rich mahogany millwork, detailed picture moldings, and intricate crown finishes.3 fireplaces—one in the primary suite. A brand-new, state-of-the-art

    Mike Li LW 21 LLC

    285 Goff Rd, Livingston Manor, NY 12758
  • /35

    $4,000 per month

    • 3 Beds
    • 1.5 Baths
    • 1,833 Sq Ft
    • House for Rent

    180 Yerry Hill Rd, Woodstock, NY 12498

    With its very close proximity to Woodstock village, this is the perfect location if you're looking to engage in the vibrant artistic community yet yearn for woodsy privacy! This elegant yet simple home is very cozy with a modern kitchen, wood floors throughout, a family room in addition to the living room. and an office space. Three bedrooms are upstairs: a very large primary bedroom with 1/2

    Sylvie Ross Halter Associates Realty

    180 Yerry Hill Rd, Woodstock, NY 12498
  • /23

    $4,700 per month

    • 5 Beds
    • 3 Baths
    • 2,950 Sq Ft
    • House for Rent

    41 Park Dr, Woodstock, NY 12498

    Situated on nearly an acre of manicured green grass, fruit trees, and mountainous woods in the heart of the Woodstock NY in the Catskills, this roughly 3,000 square foot 5-bedroom, 3-bathroom home is the perfect balance between peaceful nature and the higher-end comforts of being near the city. The house has a big master bedroom with large windows facing nature and easily fits a king size bed.

    Jerry Weiss Pietro Altomare Realty

    41 Park Dr, Woodstock, NY 12498
  • /18

    $5,000 per month

    • 3 Beds
    • 2 Baths
    • 1,300 Sq Ft
    • House for Rent

    102 Rider Hollow Rd, Arkville, NY 12406

    Available furnished monthly, flexible term. This creek front new construction is tucked away in the woods. Description coming soon.

    Ryan Scully Cedar Properties

    102 Rider Hollow Rd, Arkville, NY 12406
  • /49

    $5,500 per month

    • 3 Beds
    • 2 Baths
    • 1,342 Sq Ft
    • House for Rent

    299 Wittenberg Rd, Bearsville, NY 12409

    Luxury 3-Bed, 2-Bath Spa Retreat on over 6 Acres - Jet Tub, Sauna, Fire Pit & Handcrafted Natural Design Just 10 minutes from the heart of Woodstock and 5 minutes from the Bearsville Theater and restaurants, this stunning 3-bedroom, 2-bath retreat combines luxury, craftsmanship, and nature in perfect harmony. Every detail has been thoughtfully designed using only natural materials - stone, wood,

    Susanna Scott-Mitchell Compass Greater NY, LLC

    299 Wittenberg Rd, Bearsville, NY 12409
  • /14

    $3,000 per month

    • 2 Beds
    • 2 Baths
    • 1,192 Sq Ft
    • Townhouse for Rent

    72 Hunter Dr Unit L5, Hunter, NY 12442

    Welcome to your perfect Hunter Mountain getaway! This beautifully maintained Hunter Highlands unit offers unbeatable convenience, cozy mountain comfort, and direct access to everything the mountain has to offer. Whether you're here for skiing, riding, hiking, or simply relaxing, this seasonal rental puts you right in the heart of it all. Featuring [2 Bed, 2 Bath], an open-concept living area with

    Derek Henriksen Dugo Realty

    72 Hunter Dr Unit L5, Hunter, NY 12442
  • /22

    $1,850 per month

    • 3 Beds
    • 1.5 Baths
    • 1,540 Sq Ft
    • House for Rent

    9 Academy St, Roscoe, NY 12776

    Lovely 3 BR, 1.5 B move in condition Cape Cod home. Cozy dining room, welcoming living room, 2 BRs with full bath on the first floor. Huge Master Suite with half bath and bonus room on second floor. Basement has sitting room, storage and laundry room. Covered side porch, Open deck and attached one car garage . Walk to town for shopping, stop for a delicious cocktail at DO GOOD Distillery while

    Carole Barotti Elliott & Pomeroy Inc

    9 Academy St, Roscoe, NY 12776
  • /18

    $1,700 per month

    • 1 Bed
    • 1 Bath
    • 648 Sq Ft
    • House for Rent

    29 Dymond Rd, Kerhonkson, NY 12446

    WELCOME TO THE RED ROOF CABIN! FULLY FURNISHED HOME IN A SECLUDED, PRIVATE SETTING! Just come with your bags and be surrounded by nature, wildlife and a babbling brook right on the property. This home offers an open concept with a large living room, expansive eat in kitchen which is fully stocked with large and small appliances, utensils, pots, pans and dishes. There is a laundry room with washer

    Glenn Ramcharitar Rita Levine Real Estate

    29 Dymond Rd, Kerhonkson, NY 12446
  • /68

    $10,000 per month

    • 3 Beds
    • 3 Baths
    • 2,561 Sq Ft
    • House for Rent

    114 Chase Rd, Shokan, NY 12481

    This property is also listed as a summer rental with no equestrian facilities for 7500 a month.MLS# 20260328 Experience the rare opportunity to lease an extraordinary 70 acre equestrian estate where breathtaking natural beauty meets timeless sophistication.This reimagined three bedroom, 3 bath farmhouse blends rustic charm with refined modern luxury, creating a country life-style immersed in

    Gail Cadden Coldwell Banker Village Green

    114 Chase Rd, Shokan, NY 12481
  • /36

    $8,495 per month

    • 5 Beds
    • 4 Baths
    • 3,000 Sq Ft
    • House for Rent

    170 Maplecrest Rd, Hensonville, NY 12439

    WELCOME TO THE MID-CENTURY WINDHAM ART HOUSE WITH LUXURIOUS YEAR-ROUND HOT TUB, OUTDOOR SEASONAL SWIMMING POOL, WALL-TO-WALL FIREPLACE, CUSTOM BAR, 2.7 ACRES LAND WITH PRIVATE CREEK AND MORE! This gorgeous 5 bedroom 2.5 bath home of nearly 3,000 sq ft offers so much: NATURE and PRIVACY, beautiful lawns, a creek, huge trees; RELAX and ENTERTAINMENT, swimming pool, hot tub, fireplace, bar, grill,

    Martina Dechevska Find Real Estate LLC

    170 Maplecrest Rd, Hensonville, NY 12439
  • /16

    $2,600 per month

    • 2 Beds
    • 1.5 Baths
    • 1,287 Sq Ft
    • House for Rent

    259 John Joy Rd, Woodstock, NY 12498

    2 bedroom farmhouse on beautiful John Joy Road available October 1st through May 31st for 6 months or more. Set toward the back of a 3 acre meadow far from the road and bordering a beautiful forest, this charming home is just a mile or so from Woodstock Day School and 3 miles to the Zena Democratic School. Relax on the deck and take in the change of seasons and wildlife that meanders through the

    Sean Zimmerman Halter Associates Realty

    259 John Joy Rd, Woodstock, NY 12498
  • /55

    $4,500 per month

    • 3 Beds
    • 2 Baths
    • 1,680 Sq Ft
    • House for Rent

    40 Route 23c, Tannersville, NY 12485

    Cozy & Spacious Seasonal Rental in the Heart of Tannersville, NY — ''The Painted Village in the Sky'' Available October 2025 - April 2026 (Flexible lease terms & move-in/out dates) Nestled just off Main Street and only 10 minutes to Hunter Mountain Ski Slopes, this charming 3-bedroom, 2-bathroom home offers the perfect seasonal retreat in the picturesque village of Tannersville. Known for its

    Marta Fedyshin Dugo Realty

    40 Route 23c, Tannersville, NY 12485
  • /53

    $4,900 per month

    • 3 Beds
    • 2 Baths
    • 1,876 Sq Ft
    • House for Rent

    17 Cross Patch Rd, Willow, NY 12495

    Beautifully renovated farmhouse set on 4.65 private acres with seasonal mountain views. This fully furnished 3BR/2BA home features an open floor plan, custom kitchen with vaulted ceilings, high-end appliances, marble countertops, and hardwood floors throughout. Living room with cobblestone fireplace and French doors to covered porch. Screened porch and large back deck overlook lush grounds.

    Susanna Scott-Mitchell Compass Greater NY, LLC

    17 Cross Patch Rd, Willow, NY 12495
  • /37

    $5,300 per month

    • 3 Beds
    • 2 Baths
    • 2,739 Sq Ft
    • House for Rent

    33 Race Track Rd, Bearsville, NY 12409

    ANNUAL FURNISHED RENTAL w POOL Lovely, meticulously maintained 3 bd/2 ba home with flex room and finished basement on amazing road. 3 plus bucolic acres minutes to the center of Woodstock HW floors, gourmet kitchen, living room with beautiful stone fireplace. Stone patio perfect for eating al fresco Sprawling grounds and gardens. Plenty of room to enjoy hosting family and friends.

    Johanna Trimboli Halter Associates Realty

    33 Race Track Rd, Bearsville, NY 12409
  • /14

    $4,000 per month

    • 4 Beds
    • 2 Baths
    • 2,158 Sq Ft
    • House for Rent

    295 Grog Kill Rd, Willow, NY 12495

    SHORT TERM RENTAL: Private, fully furnished Woodstock Oasis with mountain views, is ready to be your country getaway! On a dead-end rd. up high on a hill, this Willow home has everything you need, close to hiking, skiing, restaurants and shopping, just minutes from Woodstock, Phoenicia and the NYS Thruway, this private retreat is available beginning March 2026

    Mark Kanter BHHS HUDSON VALLEY PROP-WDST

    295 Grog Kill Rd, Willow, NY 12495
  • /23

    $6,500 per month

    • 4 Beds
    • 2.5 Baths
    • 1,853 Sq Ft
    • House for Rent

    11 Shultis Farm Rd, Bearsville, NY 12409

    AVAIL FROM SEPT 2025. Private & Serene Modern Farmhouse Near Woodstock - Nestled on a private road just minutes from the heart of Woodstock, this beautifully renovated 4-bedroom, 2.5-bathroom modern farmhouse offers the perfect blend of charm, space, and privacy. Surrounded by mature trees, stone walls, and tall hedges, this home feels like a secluded retreat while remaining conveniently close to

    Alexis Li Corcoran Country Living

    11 Shultis Farm Rd, Bearsville, NY 12409
  • /36

    $16,500 per month

    • 4 Beds
    • 2.5 Baths
    • 2,394 Sq Ft
    • House for Rent

    75 Hill 99, Woodstock, NY 12498

    AVAIL FROM SEPT 2025. Secluded Mountain Chalet with Breathtaking Views and Poolside Lodge - Set atop nine private acres, this stunning mountaintop chalet offers a rare combination of serenity, seclusion, and spectacular views. A long, private driveway winds through the property, leading to a retreat unlike any other. The property features a three-story main house and a separate two-story Poolside

    Alexis Li Corcoran Country Living

    75 Hill 99, Woodstock, NY 12498
  • /23

    $10,000 per month

    • 3 Beds
    • 2.5 Baths
    • 2,600 Sq Ft
    • House for Rent

    292 Van Etten Rd, Prattsville, NY 12468

    The Seasonal Winter Rental rate is $45,000. This is a ncely appointed home with open floor plan, wood burning fireplace, large deck with fantastic views.The fully stocked gourmet kitchen is a chef's delight. House is situated on 5.5 Acres with outdoor fire pit & adirondeck chairs. Also the yard has a slight grade which is excellent for sleigh riding. Close to State land and 15 minutes to Windham

    Sheila Word Coldwell Banker Village GreenW

    292 Van Etten Rd, Prattsville, NY 12468
How to Rent a Home