Rentals for Big Families

$6,500

3 Bed

3 Bath

Tivoli

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A rare opportunity to inhabit a thoughtfully renovated historic farmhouse in the heart of the Hudson Valley. The location is within walking distance of the much sought-after Tivoli village and a 3-minute drive from Bard College. This 3BR 1870's Victorian farmhouse features restored period wood floors throughout, 2.5 newly built bathrooms, and a brand new kitchen featuring luxury appliances and underfloor heating. The living space includes a den with fireplace, second living/ TV room, dining room and 3 porches. The entire house is furnished with artist-selected objects, original artwork and furniture; a complete set of kitchenware; and bedroom and bathroom linens. The 5-acre property is partially wooded and features a pond fed by a small stream winding along the Eastern border of the land. There is an expansive patio with gas BBQ, and wood deck overlooking a heated salt-water in-ground pool. The village of Tivoli has developed as one of the most charming towns in Upstate New York. The location is central to all that Upstate offers- situated 15-20 minutes from the Rhinecliff Amtrak station, Rhinebeck, Germantown, Hudson, Catskill and Kingston; 30-45 minutes from Woodstock, Accord, Millerton and Kinderhook. Bordering Tivoli to the south is Tivoli Bays, a wildlife reserve stretching for 2 miles along the Hudson River between Tivoli and Bard College; the reserve includes hiking/biking trails, stunning wetlands and river views, and canoe/kayak waterways. Within walking distance to the north is the Clermont State Historic Site, a 500-acre park featuring hiking trails, gardens, expansive river views and an historic recently restored circa-1750 mansion. The Tivoli food and restaurant scene is vast for a small village - including Hotel Tivoli for cocktails & dinner; Tivoli General for grocery, coffee, breakfast & lunch; Fortunes Ice Cream; GioBatta Alimentari for Italian lunch & dinner; Osaka for Japanese lunch & dinner; and Traghavan Pub for dinner, beer/spirits. Available 12/1/24 for a 6-12 mo. lease term. Landlord provides municipal water, grounds maintenance, snow removal, trash collection, internet. Tenant responsible for elec., oil heat/hot water, propane for cook stove.

$4,800

3 Bed

2 Bath

Ghent

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Welcome to the Ghent Bungalow, a quintessential upstate rental in the heart of Columbia County. The completely renovated craftsman style farmhouse, sits on its own 1.5 acres, bordering 1000's of acres of open land and fields as well as North Creek. The country quiet can be enjoyed from the large deck and fenced in yard in the back and rocking chair porch at front of house.Ideal for full time living or a weekend getaway, the home has 2 bedrooms on the main floor and large upstairs primary bedroom with ensuite bathroom. The open floor plan creates a functional family space blending kitchen, dining, and living area. Full of bright, natural light throughout, the thoughtful updates and clean design create a warm and comfortable place to retreat to. Situated for easy access to all of what Columbia County has to offer- quick drives to Hudson, Chatham, Kinderhook, amazing dining, entertainment, galleries, farmer's markets, hiking, cycling, swimming, and skiing. The Ghent Bungalow is ready a launching pad for your Hudson Valley adventures!Available November 1 for year or seasonal lease. All utilities included. Pets allowed upon approval with deposit.

$3,000

3 Bed

2 Bath

Millerton

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Nestled on a sprawling 7.6 acres, this private 3-bedroom, 1.5-bath home offers a serene escape with its own tranquil pond. The property boasts a spacious deck that overlooks the lush backyard and the reflective waters of the pond, providing a perfect setting for relaxation or entertaining guests. Inside, the main level greets you with warm wood floors that lead to a cozy living room, complete with a fireplace that promises comfort during cooler evenings. Its proximity to the charming Village of Millerton ensures that convenience is just five minutes away, blending the peace of country living with the ease of access to local amenities. This home is available for a Winter rental or short term from October 9, 2024 to April 30, 2025, offering a picturesque retreat for those seeking a balance between nature and community.

$3,500

3 Bed

3 Bath

Ghent

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Fantastic opportunity to rent a furnished house in the Columbia County, on 4 beautiful acres between Hudson & Chatham!Located off a quiet country road sits this tastefully renovated home with an exceptional view shed. Westward, the house looks out on panoramic Catskill Mountain vistas and rolling farmland. The big screened-in porch and large wrap-around deck overlook perennial gardens, mature trees, and beautiful views of a nearby 14-acre pond. This perfectly situated home features a wood burning fireplace and spacious cathedral-ceilinged living room. Wide-plank pine floors throughout capture and reflect light from the sun-filled windows on all sides. The generous open-plan kitchen/dining area is an inviting gathering place and the easy flow through all the main floor rooms, porch and deck make it an ideal spot for entertaining. The upstairs features a loft/library, guest room, bath and large master bedroom. Offering both style and comfort, this very private residence insures a sense of peace and quiet.In addition, the property includes a ground floor fully independent 1 bedroom apartment with its own entrance and deck...and since it is only minutes from Hudson, the Bartlett House and Chatham, with wineries, orchards, fresh produce markets & restaurants all around, it just doesn't get any better. Rare for a reasonably priced rental of this quality to come on the market.

$18,000

4 Bed

4 Bath

Windham

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This fully equipped seasonal rental boasts four bedrooms, including two en-suites, three full bathrooms, one half bathroom, a fireplace, washer/dryer, ski room, off-street parking, and a shuttle service from the development to Windham Ski Resort (WMC). Enter into a welcoming ski room leading to an open layout ideal for relaxation or socializing with friends and loved ones after a day on the slopes. It includes a convenient half bath with laundry facilities and a fully equipped kitchen with a breakfast bar that seats six. The living room features a cozy stone wood-burning fireplace and sliding doors opening to a patio. The second level has two en-suite bedrooms, and the third floor offers two additional bedrooms and a full bathroom, providing plenty of space and privacy for everyone. Generous closet space ensures ample storage. The property is part of a development that offers a shuttle bus service for convenient access to Windham Mountain Resort (WMC). Nothing to do but settle in and hit the slopes! Call us today to schedule a viewing!

$5,850

4 Bed

4 Bath

Elizaville

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Explore Dove Creek Lodge, an exceptional modern farmhouse on 12 + acres, nestled in the Berkshire foothills where each season promises unique picturesque charms. The main house, pastoral property and pool have been carefully sited and crafted to maximize the stunning westward Catskills vistas while maintaining the privacy and serenity of a forest oasis. Set along a quiet country road, this very recently renovated and upgraded late 1940s home showcases fine woods, red oak floors, and an original fireplace as well as all-upgraded systems. The result is an incomparable backdrop for modern luxury living in the country. An inviting gourmet kitchen with European appliances, original oak flooring, multiple porches and a beautifully sited pergola are just a few of the home's highlights. The sprawling primary suite has its own private terrace and spa bath. Numerous bedrooms, baths, (4BR, 3.5BA) and flexible home office spaces make for the perfect work-from-home sanctuary. Each of the three levels of living space offer indoor-outdoor access, emphasizing the towering red oak, spruce and cedar trees that grace this gorgeous setting. The historic barn has been outfitted as a three-car garage wired for electric cars. Fresh air lovers delight in the well-manicured walking path that meanders to the rear of the property with abundant wildlife, while the property's countless bird species are often seen at dusk and heard in the depth of night under glittering stars. Delightfully secluded, Dove Creek Lodge is just four miles to the Taconic State Parkway and less than eighteen minutes to Hudson Valley hotspots like Hudson, Red Hook, and Tivoli. This is a timeless retreat a mere 2 hrs to Manhattan that's located near the renowned restaurants and artistic and cultural institutions that continue to ensure the greater Hudson Valley's status as one of the world's most sought-after places to live. Sold fully furnished.

$3,500

3 Bed

2 Bath

Athens

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This contemporary lakefront home is a fantastic seasonal rental!! Spacious + open floor plan, it offers both comfort and style. 2 bedrooms and full bath on the main level provide easy accessibility, while the 3rd bedroom upstairs with juliet balcony provides a lovely view of the lake. The finished lower walk out level, complete with a family room and office area, adds extra space for relaxation and easy access to your private lakefront.

$3,750

3 Bed

2 Bath

Germantown

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Experience the beauty of the changing seasons in the heart of the Hudson Valley with this rare seasonal rental available from November 2024 through the end of August 2025. Set on a historic Hudson River estate perched above the mighty Hudson River in Germantown, NY, this three-bedroom, two-bathroom converted barn is a captivating blend of rustic charm, artful dcor, and modern comfort.As fall transitions into winter, take in the estate's majestic views of the Catskill Mountains, enjoy nearby hikes, visit local markets for cider donuts, and host Thanksgiving gatherings in a cozy, warm space. When winter arrives, snowshoe across the estate's sprawling 86 acres or head out to enjoy the nearby ski slopes. Cozy up by the wood stove on chilly nights, and visit holiday festivals or a local tree farm to cut your own tree for trimming.In spring, watch as tulips and hellebores bloom across the estate, signaling the start of new life and vibrant color. The estate itself is home to adorable baby goats, adding to the charm of this seasonal retreat. As summer arrives, soak in the long, warm days by hosting friends and family for weekend visits, taking advantage of the outdoor slate stone patio for al fresco dining or unwinding poolside while savoring breathtaking views of the Catskills.Inside, the barn's main living area welcomes you with thoughtful dcor, original art, a well-equipped kitchen, and a den/TV room with a wood-burning stove for those cooler evenings. Upstairs, three bedrooms and two shared bathrooms provide comfortable accommodations.Nearby, savor local dining in Germantown, Tivoli, Rhinebeck, and Hudson, or spend an afternoon at local breweries. Pick up fresh produce and cider donuts from nearby farm stands such as Otto's Market, Hearty Roots Community Farm, or Montgomery Place Orchards. Explore hiking trails, enjoy outdoor adventures, or immerse yourself in the local art and culture of the surrounding towns.For weekend guests, the Amtrak station in Rhinecliff is just a short 20-minute drive away, making this estate an ideal retreat for those looking to enjoy the abundance of life in the Hudson Valley. Whether you're considering a second home in the area or simply looking for a seasonal escape, this rental offers the perfect base to experience the magic of Upstate New York through every season.Available November 2024 through the end of August 2025 with a three-month minimum. Flexible start and end dates.

$18,000

5 Bed

3 Bath

Tannersville

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Winter 2023 Seasonal Rental - Drop into the quintessential winter wonderland with our fully furnished, 5 bedroom, 3 bathroom mountain retreat, available for seasonal rental from November 15th through April 15th. This charming property is ideally situated in the picturesque village of Tannersville, known for its quaint shops, excellent dining, and proximity to the unrivaled Hunter Mountain ski resort.Step inside this inviting mountain top home, you'll be greeted by a spacious open-plan living area. The house is ready to move in and enjoy with comfortable furniture, fully equipped kitchen, and ample beds that promise restful nights after exhilarating days on the slopes.The home comfortably sleeps 10+ guests, with 5 ample sized bedrooms that echo the rustic charm of the area. The 3 well-appointed bathrooms ensure there's no waiting around when preparing for your day of winter fun.Love to cook? The modern, fully stocked kitchen will cater to all your culinary needs, and the close proximity to the local grocery store makes meal prep a breeze. Alternatively, take a break from the kitchen and stroll down to one of the numerous downtown restaurants for a hearty meal.The property offers ample parking allows space for multiple vehicles, perfect for groups or families traveling together. Just a stone's throw away from Hunter Mountain, offering you direct access to the best ski slopes in the region. And when you're not on the slopes, you're a short walk away from a wealth of boutique shopping and local attractions that Tannersville has to offer.Escape to a sanctuary where rustic charm meets modern convenience in the heart of ski country. Whether you're an avid skier, a lover of nature, or simply in search of a cozy winter home-away-from-home, our Hunter Mountain retreat is ready and waiting to become your perfect seasonal base.Don't miss out on this prime rental opportunity. Contact us today to secure your winter haven!

$3,000

3 Bed

1 Bath

Hudson

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Nestled in a delightful neighborhood on the outskirts of Hudson this beautiful 1920's side hall colonial exudes charm and character. The home features hardwood floors, original woodwork and antique door hardware details. Enjoy the fenced in backyard perfect for relaxation and entertaining,Natural light floods the home through the newer windows, enhancing its warm and inviting atmosphere. The property is equipped with city water, sewer and gas services. Additional features include a full basement, a new water filtration system and a dehumidifier. Conveniently located within walking distance to the vibrant City of Hudson this home also offers easy access to the Taconic Parkway, shopping, dining, and local parks. Experience the best of both worlds with this charming home. Being offered for rent, month to month , small dog ok.

$2,000

3 Bed

2 Bath

Greenville

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Lovely, Ranch in Country Estates, Greenville, NY. Large rooms, 3 beds, 2 baths, 2 car garage, large kitchen, large deck off the dining room, full basement (unfinished). HVAC. Community center available for residents featuring a small gym, recreation room with pool table, ping pong table and full sized kitchen and assembly room for parties and large gatherings. Basketball court outside the rec center. Walking paths and conveniently location adjacent to shopping center. Primarily a senior community. Owner pays HOA, lawn mowing, garbage, water and sewer. Tenant pays heat fuel, electric, rental insurance, snow removal. Agent is owner of the property. Rent Spree application necessary for applying for rental. See link below.https://apply.link/djK6_Vc

$2,950

3 Bed

1 Bath

Hudson

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This charming Sears Kit 1920's solidly built 3 bedroom,1 bathroom, 2 story duplex house sited on a quiet block perched over Oakdale Lake in Hudson, NY features high ceilings, original wood moldings, Vermont Cast Iron Wood Burning Stove and lots of windows overlooking a private deck and stunning rose bushes/garden. The entire 1st floor flows seamlessly from a formal living, dining room, kitchen (with a dishwasher & other modern appliances) and original farmer's sink - perfect for cooking that amazing meal while entertaining your family and friends. There a large sun drenched porch/mud room perfect for all those plants to grow. As you go up the wooden hand-craved staircase you will be greeted by 3 bedrooms and 1 full bath. The primary bedroom has a sun room/sleeping porch perfect for just relaxing, yoga or even a home office. The home offers off street parking (2 car limit), a manicured full garden/backyard, a large basement with additional storage and WASHER & DRYER MACHINES. Located just a short walk to Warren Street, the Amtrak Station, Hudson's Farmer Market, The Greenport Land Conservancy (great hiking area) and just a short drive to numerous food/retail establishments. The house is available semi-furnished or unfurnished, 1 year's lease required with option to renew. Tenant pays all utilities, owner pays water/sewage and snow removal for the front sidewalk. Applicants must provide proof of income, employment history, credit score, move in date & number of people who will living in the house full time prior to confirming any showing appointments. Pets allowed at owner's discretion. Call listing agent with additional questions.

$10,000

4 Bed

4 Bath

Germantown

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Seize the chance to rent the Peary Homestead, one of the Hudson Valley's most iconic and poetic homes, available from Labor Day through Memorial Day. Featured in Veranda and Private Gardens of the Hudson Valley, this Gothic-style home in Germantown, NY, was originally built in 1823 by sea captain Robert Peary. Recently renovated in 2020 by architect Chip Bohl and designer Louise Copeland, the fully furnished property combines Hudson Valley contemporary style with traditional art and antiques.Perched on Northern Boulevard, the home offers stunning views of the Hudson River. The Peary Homestead has hosted many notable guests, including a naturalist, a prominent business executive, and the lead horticulturalist from The New York Botanical Gardens. The exterior boasts meticulously maintained English-style gardens, including parterre and espalier perennial gardens, as well as a 270-foot greenhouse and fenced cutting and vegetable gardens. The inground pool, featuring two lotus water gardens, is open through September.Inside, the 4,028-square-foot home features 4 bedrooms and 3.5 baths. The first level includes a chef's kitchen with an eating area, a pantry, mudroom, formal dining room, living room, office, half bath, and a sunroom overlooking the gardens. The lower level also includes 3 fireplaces for cozy winter evenings. The second floor hosts the primary bedroom with a gas fireplace, en-suite bath, and two walk-in closets, plus 2 additional bedrooms, a full bath, and a guest suite with its own bath. A playroom is also available.A separate guest house with 2 bedrooms and 1 bath sits above the 2-car garage, providing ample space for guests or staff. All electrical, plumbing, and infrastructure were updated during the renovation. Located just minutes from the Taconic Parkway, you can quickly access Germantown's Otto's Market or Gaskins, Hudson's vibrant art and culinary scene, Tivoli, Bard College, and Rhinebeck Village. The Peary Homestead is perfectly situated to explore the Hudson Valley's rich natural and cultural offerings.

$3,500

3 Bed

2 Bath

Canaan

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Welcome to your dream mountain retreat in Canaan, New York! This stunning furnished house for rent offers a perfect blend of comfort, style, and breathtaking natural beauty. With 3 bedrooms, 2 bathrooms, and 1,300 square feet of living space, this home promises a tranquil escape for you and your loved ones. Nestled against the backdrop of the majestic mountains, this home boasts awe-inspiring views that will capture your heart from the moment you arrive. Imagine waking up to the sun casting its gentle rays across the peaks, or sipping your morning coffee on the deck as you watch the world awaken beneath you. The convenience of the first-floor bedroom ensures that you have flexibility and accessibility, while the additional two bedrooms upstairs provide cozy private havens for relaxation and rest. The well-appointed bathrooms offer modern amenities, providing both comfort and functionality. Prime property location, access to Queechy Lake, short drive to skiiing, shopping, and all outdoor activities you desire.

$10,000

3 Bed

3 Bath

Red Hook

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Pre-dating the American Revolution by more than 30 years, this expertly restored circa 1747 Dutch vernacular furnished farmhouse is gracefully sited on a quiet country lane. The historic William Pitcher farmstead boasts 3,100 square feet of living space- three bedrooms, two and a half bathrooms, a gracious nine-foot wide center hall, two parlors with wood-burning fireplaces, a mud room, and a spacious eat-in kitchen with pastoral views to the north. A large bluestone patio off the kitchen is shaded by a grove of ancient locust trees. With original wide board floors, lime-washed plaster walls, and massive exposed beams, as well as brand new appliances and high-efficiency systems, this home has 18th century charm with 21st century comforts.Convenient to celebrated farm markets, scenic walking trails, restaurants, and cultural venues. Fifteen minutes to the Taconic Parkway or Rhinecliff train station.

$17,000

3 Bed

2 Bath

Hunter

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Hurry up before the 2024-2025 ski season starts in Hunter-Vail resort ! Seasonal rental without stress: NO snowplowing, NO worries about propane /oil heating, NO trips to dispose garbage...just relax and enjoy yourself by the wood burning fireplace. Perfectly located condominium in Hunter Highlands Complex, just 3 minutes from the ski slopes. Fully renovated, tastefully furnished and fully equipped, easy accomodating 6 tenants. Everything is new: beds, mattresses, bedding, bathrooms, flooring, washer and dryer....clean, cozy and inviting. Responsible tenants only!

$65,000

5 Bed

6 Bath

Windham

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Your 2024-2025 Windham Vacation Rental awaits! Nestled at the edge of Windham Mountain Club's North Lot, this stunning property offers unparalleled convenience and luxury for large groups and ski enthusiasts alike. Here's why this property is perfect vacation rental for the upcoming 2024-2025 ski season:Key Features & Amenities*Sleeps 12 comfortably with 1 king bed, 3 queen beds, and 2 sets of bunk beds*Five Spacious Bedrooms including four ensuites, ensuring privacy and comfort for everyone*Third-Floor Master Suite featuring a private 620 sq. ft. rooftop terrace with breathtaking views*Chef's Kitchen boasting high-end LG appliances and sleek quartz countertops*Great Room with soaring 10' ceilings, walls of glass framing stunning ski slope views, and a cozy fireplace*Two Laundry Rooms and a ski/boot room for added convenience*Ample Parking with 4 spaces per unit1 in a heated garage and 3 in front of the building*High-Speed Wired Broadband (Cable, DSL, Fiber Optic) for all your connectivity needs*Deck for Barbequing, perfect for outdoor gatheringsLocation Highlights*Borders Windham Mountain Club's North Lot, providing easy access to the slopes via the *Shuttle Service provided by WMC to the base lodge for hassle-free transportation*Proximity to Ski Trails, making it an ideal choice for ski enthusiasts*Custom Ski/Boot Room Storage to keep your gear organized and ready for actionExperience the Best of Mountain LivingImagine waking up to panoramic views of the ski slopes, enjoying a gourmet breakfast in your chef's kitchen, and spending your evenings by the fireplace or on your private rooftop terrace. Whether you're hitting the slopes or just looking to relax in style, this home has it all.Ready to make unforgettable memories? Book your stay today and experience mountain living at its finest! Start and End dates are flexible. Contact for availability.

$3,900

3 Bed

2 Bath

Athens

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Are you looking for a yearly rental in a private Lake Community. Then look not further. Offered for the first time since the complete 2024 renovation. Brand new appliances, kitchen, floors, bathrooms, basement...... Brand new EVERYTHING!!! This 3 bedroom 2 bath ranch may be the perfect home for you. Schedule your appointment today so you can check it out for yourself. Enjoy all the Sleepy Hollow Lake has to offer including 2 community pools, beautiful lake, tennis courts, basketball courts, pickleball courts, driving range and some of the best fishing in the area. Close to shopping, mountains, movies and plenty of fine restaurants including the new Dayliner at the James Newberry Hotel in downtown Coxsackie.

$12,000

5 Bed

4 Bath

Hudson

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Find your sanctuary at 286 Blue Hill Road, a captivating, fully furnished, seasonal rental nestled on over 10 acres of secluded land. This exceptional upstate Colonial retreat, featured in Vogue Living AU and New York Magazine, offers a serene English countryside-style experience perfect for those seeking tranquility and rejuvenation in the Hudson Valley. Impeccably renovated, this expansive home blends timeless elegance with modern comfort. Step into a world of bespoke luxury, highlighted by a hand-made Dutch barn door, contemporary lighting fixtures, and a stunning glass NanaWall that opens to a spacious back deck, overlooking a lush backyard with Catskill Mountain views peeking through the wooded trails. The beautiful hardwood floors and exposed wood beams throughout enhance the inviting atmosphere of this exquisite residence. The large chef's kitchen is a true masterpiece, featuring custom enclosed cabinets with open shelving, a cream-colored concrete countertop, 8 burner gas cooking range stove, Garden window overlooking the sink, and a striking backsplash with floating shelf. A large brick open fireplace with sitting nook adds warmth and charm, complementing two additional working brick fireplaces strategically placed throughout the home. Enjoy features such as a built-in vocal booth, office, a two-story guest wing with private bathroom, heated basement, and a finished third-floor artist studio. The owner's en suite wing provides a luxurious retreat with a separate sitting room, a wood-burning fireplace, and a spa-like bathroom complete with a steam shower. Outside, the property offers a saltwater heated pool, lush gardens, a peaceful nature trail, and a soothing stream (located at the back border of the property) - all set against the backdrop of seasonal mountain views. Located just minutes from the City of Hudson's Amtrak station, historic Warren Street, Village of Catskill, and the Hudson River Skywalk - which connects the Olana State Historic Site and Thomas Cole Site via the Rip Van Winkle Bridge, this home provides easy access to cultural landmarks celebrating the Hudson Valley's rich artistic heritage. Whether you're seeking a tranquil escape or an inspiring retreat, 286 Blue Hill Road promises an unparalleled experience. It's time for you to embrace the luxury and serenity of this exceptional seasonal rental. Located 2hrs from NYC in the bucolic lands of Columbia County.

$4,750

3 Bed

3 Bath

Rhinebeck

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A stylish, full gut-renovation has recently been completed on this 3-bedroom, 3-bathroom Rhinebeck Village home. The entrance has stairs that lead to the open living and dining area, the kitchen with new stainless-steel appliances, granite countertops and a full tile backsplash, and 3 bedrooms- including the ensuite primary bedroom, and 2nd full bathroom. Downstairs is a finished lower level with sliding doors to the backyard, a third full bathroom, laundry area, and interior access to the attached 2-car garage. Located on a quiet corner in Rhinebeck Village, the property also includes a garden shed, landscaping, and both driveway and street parking on .37 acres. Landlord pays lawn mowing and snow removal. Tenant responsible for utilities. First month + 1 month security + 1/2 month commission due at lease singing.