6 properties for rent in South Amenia

Unforgettable summer (and perhaps longer) stays in Millbrook’s Tower Hill area of Kennel Road. Comforting sounds of joyful birdsong, lazy days floating in the heated pool, a quick game of hoops or pickleball on your own court, located on the quietest scenic road one could ever find! Ideal proximity to the endless variety the Hudson Valleys local way of life from regenerative farm stands, great variety of restaurants, museums, art galleries, concerts, hiking trails, you name it, it can be found. Privacy, beauty and comfort abound in this 4-5 bedroom home with an air of casual chic, two living rooms, two main bedrooms en suite. An orangerie with fireplace connecting both living rooms add but one of the most comfortable seating areas for entertaining all year round!

This spectacular, light-filled, tastefully furnished four-bedroom, four-and-a-half-bath modern farmhouse offers an exceptional opportunity for an idyllic academic-year rental. Set on a quiet country road with complete privacy and breathtaking 360-degree views, the home enjoys an extraordinary setting where every room captures sweeping vistas of the surrounding countryside. Designed to embrace its natural surroundings, the residence features an open-concept floor plan, walls of glass that flood the interiors with natural light, and three fireplaces that create a warm and inviting atmosphere throughout the seasons. Outdoor living is equally exceptional. A spacious bluestone patio and welcoming front porch provide the perfect setting for morning coffee, alfresco dining, evening cocktails, or simply relaxing while taking in spectacular sunsets and the ever-changing landscape. Just minutes from many of the region's most prestigious boarding schools—including Kent School, Hotchkiss School, M

3 Bedroom, 2 Bathroom Apartment For Rent. 1440 Sqaure Feet. $2900/Month, $2900 Deposit.. 32 Reimer Ave, Dover Plains, NY 12522

This recently remodeled 3 bedroom, 1.5 bath ranch is set in the rolling hills of Kent and offers sweeping mountain views. Enter through the spacious mudroom equipped with a washer/dryer and half bath. Sitting adjacent is a beautiful room with brick floors and vaulted ceilings, providing a perfect space for a family room, home office, or creative studio. The kitchen has been completely refreshed with all new appliances and opens seamlessly to the dining room, where a bay window overlooks the backyard and covered bluestone patio. Natural light fills the well-sized living room, featuring hardwood floors and a wood burning fireplace. Three comfortable bedrooms and a remodeled bathroom complete the living space. Ideally located just minutes from downtown Kent, as well as Macedonia Brook and Kent Falls State Parks, this home offers easy access to some of the area's most beloved attractions. Metro North trains are just a 20 minute drive away and Manhattan can be reached by car in under 2 hour

Comfortable 3+ bedroom, 2 bath Sharon rental minutes to the center of town. Enjoy a true mid-century modern house on a quiet country road. Once inside, stairs lead up to a spacious living room with a pleasant circular flow into the dining room and kitchen. Primary bedroom with full bath and 2 other bedrooms on the main floor and additional bedroom with twin beds upstairs. Just up the road from the Sharon Audubon Center, hiking trails and many farm to table restaurants. Enjoy the Sharon Playhouse during the summer months, Mudge Pond for swimming and easy access to surrounding towns for dining and shopping. Close to area private schools: Hotchkiss, Millbrook School, Kent School and Indian Mountain School

Embrace the art of living well at Poetess Place, a haven designed for writers, birders, and nature lovers, tucked away on a private riverfront perch in the heart of picturesque Kent, CT. This lovingly remodeled 3-bedroom cottage, each room adorned with queen-sized comfort, invites you into a world of warmth and serenity. Wake up to the soothing melody of the Housatonic River and be captivated by the breathtaking westerly sunsets visible from your very own wraparound Alaskan cedar deck. Immerse yourself in the tranquil ambiance, where a gentle fountain adds a melodic touch to the air, and sculpted gardens invite you to explore and connect with nature. Unwind on the cozy sleeping porch or let the Yamaha baby grand be your muse, inspiring creativity and joy. Feel the warmth of a gourmet kitchen, inviting you to create culinary delights and share moments with loved ones. Poetess Place isn't just a cottage; it's a warm embrace of luxury and nature. Nestled at the end of a rustic lane downto

French Country Storybook Estate. A rare opportunity to reside in one of Sharon's most distinguished estates blending old world charm with modern comforts. Shrouded in privacy in the heart of town, a sweeping private drive leads to a magnificent pea stone courtyard, serving as a stately prelude to a home framed by rolling fields and manicured lawns with breathtaking western views over the historic Sharon Green. Inside, the home boasts a voluminous family wing with soaring cathedral ceilings, great stone fireplace, and rustic beams; a recently updated galley kitchen that opens into a formal dining room; and a refined layout featuring 3 main-level bedrooms and 3 full baths, plus a secluded study. Ascend the central circular staircase to find a private lofted sanctuary also with a full bath. The exterior invites you to savor the seasons-whether enjoying an alfresco breakfast on the terrace or enjoying the sunset on the western patio. A pleasant stroll to the Hotchkiss Library, coffee shop,

Experience the ultimate August retreat at 16 Anderson Acres Road, a contemporary masterpiece perched in the heart of Kent. This architectural gem is designed to blur the lines between luxury and nature, offering unrivaled panoramic views that stretch for miles from nearly every room in the house. Whether you are sipping your morning coffee in the open-concept living space or unwinding by the stunning pool, the breathtaking vistas of the Litchfield Hills serve as your constant, serene backdrop. The location offers a perfect balance of secluded tranquility and vibrant summer activity. You are within walking or biking distance to Lake Waramaug, where the best of lake life-from kayaking to sunset strolls awaits. Nature enthusiasts will also appreciate being minutes away from the lush trails and scenic beauty of Kent Falls State Park. When you're ready for a change of pace, the charming village of Kent is just a short 10-minute drive away, providing instant access to world-class art galleri

Enjoy lake living on beautiful Lake Wononscopomuc. This beautifully maintained 3-bedroom, 2-bath home is set on 2.9 lush acres in coveted Lakeville, offering 150 feet of private lake frontage. An ideal academic-year retreat, the property combines privacy, comfort, and convenience with the area's esteemed private schools. The main level features a cozy, well-appointed living room with an electric stove, a fully equipped kitchen with an eat-in island, and an adjoining dining room. A light-filled, 3-season sunroom with a vaulted ceiling overlooks the lake and is the perfect space to dine or relax with a view. The main floor is complete with a spacious bedroom with a queen-size bed and a full bathroom. A second full bath and two additional bedrooms make up the second floor; one with two twin beds and the other with a queen bed. Outdoors, the property offers exceptional space to unwind and enjoy the natural surroundings by the lake. The porch is outfitted with outdoor dining furniture and c

The House by the Brook. Fully furnished, charming house overlooking a stream available for a school-year rental mid-August 16, 2026 through May 31, 2027. Three bedroom, 2 1/2 bath home is on Cream Hill, the most desirable area of Cornwall. Gracious home features large rooms, many windows, and wood floors throughout. Downstairs are living room, dining room, office or bedroom, kitchen, and pantry. Upstairs are two bedrooms and 2 full baths. House is bordered by protected forest and farmland. Garage with one parking space available. W/D in home. Oil heat. Very local to several private schools. Pets considered on case by case basis. 24 hours notice to view

Fantastic, adorable 2/3 bedroom cottage in the heart of Lakeville with direct access to the lake via the backyard. Mowed path leads to the town grove where there is swimming, lifeguard, snack bar, boat rentals, and paddle tennis. Large windows on the back of the house take advantage of year-round views. Small back porch to relax on when you come back from a day swimming or kayaking. Barbeque in the backyard or take an easy stroll to Lakeville's many restaurants, coffee shops, pizza parlors, bookstore, or just amble around town after dinner. A finished basement with double bunk beds and French doors leading to the yard allows for overflow guests. Available July and/or August 2026, as stated in the listing

A Regal Sanctuary with recent key upgrades! Seize the opportunity to own a piece of majesty with this unparalleled castle perched atop a hill, commanding 60+ acres of pristine land. Surrounded by conservancy property, this estate promises uninterrupted tranquility and privacy. As you ascend the private road, the castle's imposing silhouette against the horizon is a prelude to the grandeur within. Boasting expansive living spaces, this 7,000+ sq ft residence offers endless potential for luxury and craftsmanship. The property's elevated position on the ridgeline affords breathtaking panoramic views stretching all the way to the Berkshires, ensuring every sunset is a spectacular event. The surrounding acreage, a mix of open spaces, ponds, woods and wild beauty, provides a serene retreat from the world. With nature as your neighbor, the possibilities are endless. There are trails for miles, an old mill, enjoy the local flora and fauna or simply bask in the peace that only such a secluded e

Quaint on the outside spacious 4-bedroom Colonial on the inside, situated on a corner lot in a cul-de-sac neighborhood. This well-maintained home offers hardwood floors throughout, central air, and a versatile floor plan designed for comfortable everyday living. The interior features four generously sized bedrooms, 2.5 baths, multiple living spaces, and an attached two-car garage providing additional storage and convenience. The fully fenced backyard offers ample outdoor space for recreation, gardening, or entertaining. Pets considered with landlord approval. Conveniently located near parks, preserved open space, hiking and biking, fishing, kayaking, shopping, dining, and cultural attractions. Easy access to neighboring towns including Kent, Litchfield, Washington, and New Preston, as well as Candlewood Lake and Lake Waramaug. Commuting routes, schools, and everyday amenities are all within easy reach. Schedule your showing today

Your private retreat awaits. Situated to capture breathtaking, panoramic views of Candlewood Lake and the lush surrounding hills, this elegant estate offers the ultimate in privacy and peace. The expansive deck provides a flawless setting for sunset entertaining, while the interior layout-featuring 5 bedrooms and six bathrooms-offers flexible, well-designed space for any lifestyle. With the added luxury of 5 garage bays and grounds that promise total seclusion, this property represents the perfect harmony of nature and architectural refinement. Available furnished on a month-to-month basis, for the summer, or longer!

Possible 6 month or furnished option? Turnkey Candlewood Lake Luxury in Deer Run Shores! Experience the perfect blend of modern luxury and lakeside living in this 2900 sq ft contemporary situated on a rare, private 1 acre lot. Extensively expanded and completely renovated in 2022. This 3/4 bedroom 3.5 bath home offers flawless, move in ready sanctuary just a short, flat few minute walk to the community clubhouse, beach, and your own private dock. The main level welcomes you with a bright open foyer and a coat closet, leading into a magnificent new custom kitchen, featuring premium cabinetry, a dedicated keeping room pantry, gleaming hardwood floors, quartz counters and new appliances. The main living room serves as an elegant gathering space, complete with custom window seats, built in bookcases, and a cozy heat-later electric fireplace. Step out onto the vaulted 3 season porch finished with premium double pane Anderson Windows to enjoy seamless indoor/outdoor living and peaceful views

Newly renovated contemporary home in the heart of Washington is now available to rent for upcoming academic year: September 1, 2026-May 31, 2027. Drenched in natural light, this home is located on Wykeham Road, minutes from the Washington Green, Washington Depot and the Frederick Gunn School. The Leicht kitchen is a showstopper with superior European-designed cabinetry and white marble countertop boasting seamless, modern lines. High-end appliances compliment the sleek construction, including a Wolf wall oven, Gaggenau stove and oversized Thermador stainless fridge. White oak, wide plank flooring throughout adds to the crisp, clean style of the home. The open floor plan and designer lighting (Flos, Tom Dixon, Menu and Gobi) honors the simple but elegant character of this home. The en-suite primary bedroom graces the main level, with the second level offering 2 additional bedrooms and an office. Towering evergreen trees and mature perennial gardens envelop this home and give it a warm,

Stylishly renovated Contemporary Ranch with stunning lake views and direct frontage on Candlewood Lake. Available to rent September 9, 2026 through May 1, 2027 for $6,500 per month. The beautiful level lot offers a captivating setting and has its own private beach, with easy access to the house and lake from the level driveway. The home's open floor plan. Completely renovated in 2020. Offers all main living areas on one level and encompasses a chef's kitchen, dining area, living room, two bedrooms and two baths, with the primary bedroom suite featuring a sleeping loft above for overflow. The spacious chef's kitchen highlights an oversized granite island w/counter seating and top-of-the-line appliances. A finished lower level is accessed via a spiral staircase and offers a large recreation room with billiards and ping pong, a full kitchen and bath, and plenty of further overflow sleeping spaces. All rooms but one feature lake views and sliders to the home's multiple decks and patios. Fo

Welcome to 34 Old Park Lane Road, a distinctive rental opportunity set on a level one-acre lot. The main house offers four bedrooms and two full baths, blending timeless character with everyday comfort. Inside, you'll find rich chestnut floors, exposed hand-hewn beams, a walk-up attic, and a full basement that provides ample storage space. Please note that only the main house is available for rent at this time, as the barn is currently occupied by a tenant

Escape to the beauty of Bridgewater Connecticut. This completely renovated home on 2+ acres will WOW and equally welcome you. A stunning home from one room to the next with open space and perfect updates. The kitchen-a true show stopper. The abundant soft close cabinetry, stainless steel appliances, the granite countertop and island create a great entertaining space framed perfectly with rich dark beams. Move to the dining room. There are walls of windows, moldings and hard wood floors. A center staircase wraps to living room, where fireplace with striking mantle centers the room. Step out to a screened in porch surrounded by nature. A quiet brook and privacy set the mood. 4 bedrooms on the upper level bright and spacious, hardwood and plenty of closet space. A full updated bath with detailed tiling just lovely. The spacious finished attic has natural light, hard wood floors and can be used for play space, extra beds, or office. This special property offers new professionally landscape

This nicely maintained two bedroom ranch offers easy one level living and is conveniently located just a few steps from parking, the school bus and public bus stop. The spacious living room/dining room combination has newer carpet. The kitchen has plenty of cabinetry, counter space, a pantry closet and a breakfast bar. The washer and dryer are conveniently located just off the Kitchen. The primary bedroom is large enough to handle a king size bed and has a generously sized walk in closet. The second bedroom is also a good size. Both bedrooms have sliders that access a private fenced backyard patio where you can relax and enjoy your electric barbecue grill. The complex offers an inground pool, clubhouse with kitchen and a game room for your use. The Southern New Milford location offers easy access to highways for your down county or NY commute, downtown New Milford and the New Milford green, which is always abuzz with activities, shopping, restaurants, theaters, parks and Candlewood Lak

Beautiful one bedroom rental in pristine condition. Hardwood floors throughout. Bedroom has a deck with amazing views! Excellent credit a must. Absolutely no smoking/vaping or pets

Beautifully renovated in 2011, this modern home in southern New Milford offers beach rights to Candlewood Heights Association. (Possible boat slip(additional charge). Though 1,110 sq ft, the home feels bright, open, and spacious with an airy layout guests love. The kitchen features stainless steel appliances and opens to a window-lined living/dining area overlooking wrap around deck. Enjoy central air, two stylishly tiled baths, and generous outdoor living with stone patios, gardens, landscape lighting, and an outdoor shower. Low-maintenance property with no mowing required. Ideal weekend retreat. Good credit required. No pets permitted

Candlewood Isle! One of the rare rental opportunities in the sought-after lake community and lovingly restored by the current owner. Upon entering, you are welcomed by a cathedral ceiling with exposed wood beams, that make lake homes so desirable. The inviting stone fireplace serves as a beautiful focal point, creating the perfect setting to enjoy during the cooler months. The former screened porch has been thoughtfully transformed into a bright and elegant dining room, with windows that fill the space with natural light. Just beyond, a private deck offers the ideal setting for morning coffee or effortless summer entertaining. The main level features a spacious primary bedroom, an additional bedroom that can also serve as a home office, and a beautifully renovated kitchen designed for both style and functionality. The walkout lower level provides additional living space, including a third bedroom, a full bathroom, and a comfortable family room with sliding doors that open to a charming

Modern, Updated And Very Well Maintained 3 Bedroom Raised Ranch. Beautiful Property And Private With A Spacious Backyard. Modern Kitchen That Is Adjacent To The Large Family Room. Spacious Dining & Living Room. Wooden Floors Across The Home. Finished Basement With A Private Backyard. A Wonderful Rental Opportunity. Easy Access To Neighboring Towns & NYC

Vacation perfection! Look no further. This spacious and comfortable 5 bedroom, 3 1/2 bath home has it all. A pool, a tennis court, panoramic distant and scenic views, and it is in close proximity to two of the more popular Berkshire County restaurants. Don't want to eat out? Enjoy this home's large and attractive cook's kitchen. Fully available as of August 1st for $30,000 plus utilities. The rent per month for September 2026 through June 2027 is $10,000 per month