luxury real estate for rent Pawling, United States

Beautifully restored and updated antique farmhouse with inground pool, cabana, guest house, tennis court and pond. Available to rent for the 2025 summer season or by summer month. Scenic distant views frame this private 15-acre compound. Elegantly presented interiors, with extensive renovations supervised by an AIA architect specializing in historic preservation. Attention to detail and quality is evident throughout the home. The main level offers a warm and welcoming country kitchen/dining room with oversized island, high end appliances and finishes. There is also a charming living room, spacious family room (each with fireplace), a small office and a partially-screened wraparound porch. Four bedrooms and 2.5 Baths are offered on the upper level, including a wonderful primary bedroom suite with fireplace, full bath and dressing room. Additional accommodation is available in the newly finished guest house encompassing a living area, plus bedroom, kitchen and bath. Outside are patios, terraces, stunning gardens, stone walls and chickens (!) along with an inground gunite pool and hardcourt tennis court. Beyond the property's large private pond are the distant country views that help to create this most peaceful country setting. Available for the month of June for $18,000; July and August at $20,000 per month. Memorial Day - Labor Day for $55,000.

Don't miss this rare rental opportunity in the picturesque town of Sherman! Two bedrooms and two full baths. Sliding glass doors to the patio. This updated unit features modern kitchen, new appliances, and renovated bathrooms. 2 parking spots included. Enjoy a private, wooded backyard and the convenience of being just minutes from the beach, lake, shops, and restaurants. With easy access to Westchester and only 60 miles from NY. Tenant responsible for snow shoveling their steps. Landlord plows the driveway. Tenant pays utilities and garbage. Garbage is $39 per month.

Incredible country home with heated gunite swimming pool skillfully blended into the natural stone landscape. The perfect place for relaxing and entertaining, whilst enjoying open, sunshine views over the golf course. Views from every room! Located within the River Oaks Country Club with resort quality amenities, this large and tastefully furnished 4 bedroom (each with walk-in closets), 3 & 1/2 bath home is offered fully furnished and in mint condition. Laundry room is located on the bedroom level. Enter the master bedroom suite through double doors, featuring two walk-in closets and spacious en-suite bathroom with cast iron tub, double vanity and dressing area. Large walk-in shower with rain fall, wall jets and sitting bench. Additional windowed room off the bathroom which could be used as an office / gym / huge closet! This well equipped home includes central air-conditioning and a superbly appointed kitchen with Viking appliances, wet bar, breakfast dining area and a large kitchen island with bar seating. The formal dining room and outside deck area with BBQ grill are both accessible from the kitchen. A feature fireplace in the spacious living room and attached 3 car garage complete this home. The outdoor area includes a circular driveway with fountain, fenced in rear yard with expansive patio area, waterfall and custom-built infinity pool. Available June 2025 or August 1st -26th-2025 for $20,000 per month plus utilities. Available March - May 30, 2025 for $7,500/month+

In summary, 9 Sherry Lane Extension is more than just a house—it's a place where memories are made, where comfort meets convenience, and where a true sense of home awaits. With its spacious interior, inviting outdoor spaces, and access to Candlewood Lake, this property offers a lifestyle that many dream of. If you are ready to embark on a new chapter in a welcoming community with top-notch amenities, look no further than this delightful rental opportunity in New Milford, CT. Contact us today to schedule a showing and experience the magic of 9 Sherry Lane Extension for yourself.

This is a furnished SUMMER RENTAL for $6,500 for month for June, $8,000 per month for July and/or August, or $20,000 for all 3 months (or Memorial Day -Labor Day). Located in beautiful Litchfield County, antique lovers will delight in this absolutely charming C. 1836 renovated Colonial with original wide board flooring, 3 fireplaces, built-ins and preserved vintage detailing throughout. Tremendously appealing and sited on a beautiful 2.34-acre lot encompassing lovingly maintained gardens and a picturesque open field/yard. Many recent updates include stylish kitchen and bathroom upgrades and the addition of a beautiful screened in porch. This is a gem of an antique home in historic Gaylordsville - minutes south of the destination village of Kent, CT. Located within 90 minutes of Manhattan with convenient access to all Litchfield County amenities as well as the Berkshires and nearby areas of NY State. Minutes to Metro North trains and close to shopping and restaurants in both Kent and New Milford.

Charming restored Barn located off a quiet scenic road near South Kent. Clean, comfortable, and light-filled this restored gem on 1.7 acres feature's cathedral ceilings in the great room with a fireplace. The small but fabulous kitchen is open to a family room also with a fireplace as well as the dining room that has access to a large rear deck. The Primary Suite on the second floor has its own full bath and enjoys western views. The second bedroom is a loft area off the great room with a full bath below. An area of the Great Room also includes an office. The interior features exposed barn beams, wood floors, and lots of glass to blur the lines of the rooms from inside to the pretty setting outside. The yard is level, sunny, and has been nicely landscaped. The tenants shall have use of the one car garage under the house. This property is just minutes from the Metro-North Train line in Wingdale NY and close to shopping and restaurants in both Kent and New Milford. Available Immediately as a Summer rental or Annual Rental. Pets on case by case basis.

Welcome to 19 Twilight Lane, a recently completed opportunity at Candlewood Shores in Brookfield, CT. The owner is offering this stunning property for an annual lease, whether you prefer it unfurnished or furnished with flexible terms. This custom-built home boasts cathedral ceilings, massive windows that flood the space with natural light, and an open floor plan that creates a welcoming atmosphere. The large kitchen features a ceramic backsplash, a center island with a cascade waterfall counter, and top-of-the-line stainless steel appliances. The main level primary bedroom suite is a luxurious retreat with a soaking tub, separate shower, double sink, walk-in closet, and a private laundry room for added convenience. Upstairs, you'll find two generously sized bedrooms, a reading lounge/loft, a full bath, and a large laundry room with cabinets and a utility sink. The lower level offers a spacious office/playroom with a full bath, walk-in closet, and 10-foot ceilings, providing ample space for work or play. Hardwood floors, stone patios, and a gas fireplace add to the charm and comfort of this exceptional home. The two-car garage comes equipped with its own separate heating system, insulated doors, and plenty of storage space. Built with energy efficiency in mind, this property features 5-zone heating and central air conditioning systems, an on-demand hot water system, blown-in insulation, and thermopane windows. Available starting May 1, 2025, this home also includes lawn maintenance and snow removal services. Residents of Candlewood Shores enjoy access to amenities such as a sandy beach, boat mooring, tot lot, sports field, and clubhouse. Take in the serene water and mountain views, explore the vibrant dining and shopping district, and benefit from the property's proximity to major highways and the amenities of Greater Danbury Area, all just 75 minutes from Manhattan. Don't miss this incredible opportunity to lease a truly exceptional home. Contact the owner/agent for more information and to schedule a showing.

Welcome to 86 Old Farms Lane in the charming town of New Milford, CT. Nestled within the Old Farms complex, this rare short-term furnished rental is a true gem offering a unique blend of comfort and style. Boasting a spacious 2-bedroom layout, this rental features a primary suite with a full bath, walk-in closet, and slider access to a sun-drenched 3-season room. The second bedroom also provides access to a second full bath, ensuring convenience and privacy for all occupants. The Living Room with dining area seamlessly flows into the 3-season room, creating a bright and inviting space for relaxation and entertainment. The tastefully updated kitchen is a chef's dream, equipped with stainless steel appliances, Corian countertops, and brand new flooring throughout the home. Additionally, the finished lower level offers ample space for recreation, office, and storage, complete with a convenient laundry area for added convenience Residents of 86 Old Farms Lane can indulge in the array of amenities offered by the complex, including access to a beautifully landscaped environment, rolling hills, and an open lot for strolls or outdoor activities. The unit is thoughtfully designed to cater to modern lifestyles, with cable availability for entertainment needs. Whether you're looking to unwind in the peaceful surroundings or explore the vibrant community, this rental presents a rare opportunity to experience the best of New Milford living. Schedule a showing through Showingtime and seize the chance to make this exceptional property your next home.

Charming cottage on a private 14-acres with a heated saltwater gunite pool, guest cottage, lovely grounds, and perennial gardens. Ideally located, this country retreat offers easy access to NYC via Metro-North, Bulls Bridge Golf Club, and the shops and restaurants in Kent's village center. The main home features a light-filled kitchen with an eating area, a spacious living room with a fireplace, and a primary bedroom suite on the main floor. There is an additional bedroom on the main level and another on the upper level. This property is available as a furnished summer rental from Memorial Day to Labor Day for $45,000, or monthly: June for $10,000, July for $15,000, or August for $20,000.

Enjoy country living in this stunning location with spectacular views and total privacy. Explore 142 acres. 6 Bedroom main house with a 2 bedroom plus loft guest house. Total 8 Bedrooms and 4 Full baths. Can sleep 19 with every bed filled. Explore 142 acres of open fields and forest. The house has a chic modern interior that is tastefully decorated. Enjoy the in ground gunite pool and take in the views. There is easy access to Litchfield County's many private schools. Enjoy the hiking trails at local land trust, canoeing or kayaking on the Housatonic river or Lake Waramaug. Snow skiing is near at Mohawk Mountain with Berkshires close by. There are country fairs, art shows, local theatre, great restaurants and many fine shops to explore. Rental available starting Available September 1, 2025 for one year minimum. Minimum 24 hour notice to view.

Enjoy a 6 week vacation in this stunning location with spectacular views and total privacy. Explore 142 acres. 6 Bedroom main house with a 2 bedroom plus loft guest house. Total 8 Bedrooms and 4 Full baths. Can sleep 19 with every bed filled. Explore 142 acres of open fields and forest. The house has a chic modern interior that is tastefully decorated. Enjoy the in ground gunite pool and take in the views. There is easy access to Litchfield County's many private schools. Enjoy the hiking trails at local land trust, canoeing or kayaking on the Housatonic river or Lake Waramaug. There are country fairs, art shows, local theatre, great restaurants and many fine shops to explore. Rental available starting Available July1-August 12 ONLY! Price for 6 weeks! Minimum 24 hour notice to view.

Available Month of August at $25k. Spend a perfect summer month in this Gorgeous Connecticut Antique Edson Bradley Estate, beautifully updated 3 bedroom antique home, with an additional 1 bedroom guest apartment in the nearby renovated barn, a gunite pool with views west, apple orchard and a lovely park-like setting. The 3 bedroom home main house offers open kitchen to Conservatory for great light and family along with living room and library. Just a short drive to Roxbury Center, and privately sited with a grove of pine trees. Close to Roxbury Land Trust's gorgeous hiking trails, the Shepaug River and Maple Bank Farm, and just minutes away from Washington Depot, New Milford and Woodbury for great shopping and restaurants!

Seasonal Rental available May 15 - July 15, 2025 @ $20,000 per month. Elegant barn conversion in estate area. Contemporary international style interior. 6 bedrooms and 6 baths. Primary suite with 2 bathrooms, plus an additional 3 bedrooms, each with bathroom in the main house, and 2 bedrooms and 1 bathroom guest house. Peace and tranquility inside and out. Comfortable, light and sunny. Lavish spaces for entertaining inside and out. Twelve square foot windows in the main hall/dining room overlooking the swimming pool and countryside. Thirty foot square living room with fireplace. Large country kitchen with professional appliances, fireplace and French doors to terraces. 65’ x 15’ heated swimming pool. Central air conditioning. 500 Mbps Wifi throughout. Whole house automatic standby generator. 5 minutes to Millbrook village, 10 minutes to train. Rent includes grounds maintenance, and twice weekly maid service. Utilities extra.

Available September 1st, 2025- June 1st, 2026. This historic Victorian home in the New Preston section of Washington is now available for rent after being tastefully renovated from top to bottom. The main level is highlighted by the expansive kitchen with soapstone counters, a butler's pantry, and French doors leading to a rear patio area. The remainder of the first floor features a living room, spacious great room, dining room, and an office with a full bath that could be used as a 5th bedroom. Upstairs are 4 bedrooms, each named after prior owners who have called The Humphrey's House home over the past 127 years, including a nephew of Mark Twain. The bright and sunny primary bedroom has a stylish walk in closet, and an en suite bathroom with a steam shower and radiant heat flooring. A brand new bathroom in the second en suite bedroom features the same top of the line upgrades. Two additional cozy bedrooms sit across the hall, with a third second level bath serving the two rooms. Well known British designer Graham Robert Moore has transformed this Victorian gem into a marvelous display of the modern day aesthetic without abandoning the history of the home. The 40x18 heated saltwater pool features an electric cover and 8 person attached hot tub. This home is just a short stroll to swimming and boating at Lake Waramaug, shopping in the New Preston town center, 30 minutes to skiing at Mohawk Mtn. & Metro North trains, and 90 minutes from Manhattan!

A rare opportunity to experience daily enjoyment of what many call the best view in town. For years local residents have flocked to the top of Tanner Hill Road for the best vantage point of Warren's 4th of July fireworks show, and that same postcard worthy scenery overlooking Lake Waramaug and Hopkins Vineyard can be admired from nearly every space in this charming Colonial home. Enter into the sun filled living room equipped with a wall of Western facing windows, a gas log fireplace, built ins, and access to the covered deck. Adjacent are the kitchen and dining room, each with their own dining tables and doors leading to the spacious screened in porch. On the opposite end of the main level is the primary bedroom with an ensuite bathroom, plus a powder room and laundry room. Upstairs are two additional bedrooms, the larger one featuring the stunning view, both of which have great closet space and access to the second full bathroom. Outside, a breezeway connects the home to the 2 car garage equipped with an EV charger. Beautiful mature plantings and trees surround the two structures, creating a country cottage setting worthy of a magazine feature. Leaf peeping season is here, and there's no better place to enjoy the changing of the seasons. Located just 10 minutes to Washington Depot, 15 minutes to Litchfield, and under 20 minutes to other local attractions like shopping in Kent and skiing at Mohawk Mountain. Only 30 minutes to Metro North trains and 2 hr to NYC!

STUNNING JUNE 1, 2025 - JULY 6, 2025 SUMMER RENTAL with POOL and TENNIS COURT (with lights). Enjoy a memorable month+ at this resort-style escape with newly renovated interior and incredible entertaining space indoors and out. Extraordinary cook's kitchen with breakfast nook opens into an expansive sun-filled room overlooking lawns, tennis court and pool. Updated bedrooms and bathrooms provide a comfortable and chic look. Long distan views and rolling, verdant lawns add to the magic of this property. Close to top restaurants, art galleries, shopping and outdoor recreation. Only 90 minutes to NYC.

Idyllic setting in Millbrook. Newly renovated. Light and airy. Peaceful and quiet. Surrounded by preserved land. 3 bedrooms. 3 full and 1 half bathrooms. Living room with fireplace and French doors to terrace. Dining room with French doors to terrace with sunset views. Large cozy library. Spacious kitchen includes dining area with view. Central air conditioning. No pets. $15,000 per month. Utilities extra.

This remodeled contemporary is located in the pastoral Grassy Hill section of Woodbury. The property features a large yard and additional open meadow space, allowing for great country views to be enjoyed from the expansive deck. A recently renovated main level consists of an open floor plan, highlighted by the oversized stone fireplace. The sunken living room has hardwood floors and a large projector screen for relaxation time. The kitchen features vaulted ceilings, soapstone counters, a chic natural stone slate floor, and access to the back deck and grill. Beautiful views are to be had from the master bedroom with hardwood floors, walk in closet, and a completely remodeled master bathroom. The opposite end of the home consists of two bedrooms and an additional full bath. Downstairs is a large open room for additional living space, a third full bath, and a smaller room which could be used for an at home office setup. Just 5 minutes to Main Street in Woodbury, and under 2 hours to Manhattan. Available May 1st - November 15th at $4,250 per month. Flexible terms, 1 month minimum.