Most Expensive Rentals

Southern charm at its best. Wonderful fully furnished two bedroom, one bath apartment. Beautiful light, pleasing flow and incredibly inviting. One block to Lil Deb's and the Hereafter, Three blocks to Warren Street.

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.

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.

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.

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.

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!

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.

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.

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.

A very attractive and well located Fully Furnished Village Home for rent. Come and enjoy all that our area has to offer whether full-time or part-time while you work elsewhere i.e.Boston, NYC. Maybe you don't want the responsibilities of home ownership or while you are looking for a home to buy or perhaps build or as interim home after selling and deciding where you may want to relocate to, Here is the Perfect Solution!This Village offers it all - 4 seasons of the year centrally located to nearby Berkshires, Catskills, Hudson, Albany, Saratoga. Art, music (don't forget Tanglewood is only 20 minutes away), performances at PS21 and Mac-Haydn theater's locally. Village living is wonderful and not only for the convenience of walking to stores, restaurants, or a thriving Main Street. or to the Library that offers wonderful educational programs along with groups to do things but also for the sense of community.This home has a lovely yard for relaxing, grilling or flower gardening.Landlord will maintain the grounds so no worries about those chores.

Beautifully updated modern ranch house for rent near town center of Pine Plains, set back on quiet side street, within walking distance from Peck's Market and Stissing Lake Park . The interior is bright and open with refinished solid oak floors throughout, brand new shaker/quartz/stainless kitchen, white subway tile bathroom w/ Kohler cast iron tub, high-performance windows and doors and state of the art HVAC. Each of the 2 bedrooms are located in the rear corners of the house with 2 windows each and a good amount of closet space. Washer and dryer are included and located in the unfinished walk-out basement level. Expansive yard with enchanting large patio off kitchen for al fresco dining. The house is in immaculate condition with crisp and current style, this is not your typical house rental offering. No smoking. No services or utilities are included. Strong income, credit and references required. Listing agent has an ownership interest.

Newly renovated spacious and sunny 2 br apartment in a prime location in downtown Hudson. Located on a quiet street, just off of Warren, and around the corner from local favorites such as Lil Deb's, Cafe Mutton, Nine Cakes Bakery, and more! Walkable to everything that Hudson has to offer. This stunningly redone 1st floor apartment has it all, from brand new appliances including a dishwasher and in unit washer/dryer, plenty of storage space, and a huge private deck, plus shared back and side yard for tenants to enjoy. Ideal for a work from home situation with a perfect office space, or great for a couple with kids. Don't miss the chance to make this renovated beauty in a welcoming community your home!

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!

Sunny and bright 2-bedroom apartment steps from Warren Street. Beautiful refinished wideboard floors, washer & dryer in the unit. Kitchen equipped with refrigerator, gas stove, microwave, and dishwasher. Sunny backyard access, for you to garden or just chill.Nicely renovated, with wideboard floors. Side by side bedrooms off the kitchen. Both open to an enclosed rear porch with the gardent beyond that.Walk to Lil Deb's Oasis, Cafe Mutton. Hudson Roastery, Park Theater, Rivertown Lodge, and all that Warren St has to offer! One block from 7th St Park/Public Square and the new Depot District with its Pocketbook Factory development project, theater and more coming soonAvailable immediately or November 1.See the 3D Virtual Tour: https://ggle.io/74WD

Newly renovated guest cottage. One bedroom. 1.5 baths. Brand new kitchen. Energy-efficient heat-pump system for heating and cooling. Large deck.

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.

This perfect two bedroom New England-style farm cottage in the historic Columbia County hamlet of Livingston was purchased several years ago by a world-renowned interior designer as a guesthouse for her home. She supervised its complete renovation with an open-plan living room, dining area, and kitchen equipped with all-new appliances, and then furnished the house with artworks and vintage items drawn from her private collection. The result is a singular combination of country comfort and chic design, with an enclosed backyard space suitable for outdoor dining and quiet relaxation. The property includes a garage and a generator. The house itself is nestled in the hamlet, but it is literally steps away from a surrounding landscape of rolling farmland and dramatic Catskill views. Livingston is a 15-minute drive from Hudson, Germantown, Tivoli, and Red Hook.

Discover the charm of small-town living with this newly renovated one level 2-bedroom, 1-bath apartment on a cul de sac in Copake, NY. Offering modern conveniences such as an in-unit washer and dryer, and the security of an attached 1-car garage, this home is perfect for those seeking comfort and ease. The deck and level yard provide a serene outdoor space for relaxation or entertaining. Its prime location is just a stone's throw away from the town center, and a short drive to the quaint villages of Millerton and Hillsdale, as well as the exciting winter sports at Catamount Skiing and scenic strolls along the Harlem Valley Rail Trail. This apartment is not just a place to live, but a gateway to a lifestyle surrounded by nature and community. Ready for occupancy, it awaits to be the backdrop of your new memories.

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

Teal Blue and deep pink roses along the wooden picket fence invite you into the sweetest nineteenth century cottage in Hudson, Located on a quiet block with a back AND front yard. Enter in to view the color rich quaint narrow winding staircase andcraftsman hall closet door. Generous open living room and dining room with wide board gently aged and finished floors and exposed brick walls. Custom made linen curtains convey with the rental. With ceramic mexican tile bath and kitchen floors. Washer dryer in the kitchen with a door to your own private patio and grassy green yard with a majestic old tree to sit under. Ready for your gardening lovers touch. Sweet home for a tasteful quiet life two blocks off of the bustling heart of Warren Street. Walk to The Maker, Padrona, Supernatural Coffee and the chic boutiques of the Historic District. Hudson farmers market around the corner. No Pets.