16 houses for rent in Dover Plains

This bright 3 bedroom home is set back on a 20 acre wooded lot. Enjoy wildlife & the beauty of the surrounding maples, oaks, and pines! Owners live next door and are happy to give advice about nearby trails, restaurants, and adventures to be had. In the woods, yet close to The Culinary Institute, The Roosevelt Historic Site, the Dutchess County Wine Trail, and many other attractions. Tranquility and convenience are here. Book your stay with us now!

Available for Academic or Annual Rental! This New Preston gem is just 2 hours from NYC and has been newly renovated to perfection. A 1910 Washington Lake Cottage offers a rare opportunity to enjoy New Preston Village and Lake Waramaug with it's great shopping and dining just a short walk away! High design and a Perfect combination of Old and New, the open concept layout with a combined living room/dining room and vaulted ceiling make a comfortable place to entertain guests with a grand picture window, overlooking the center of New Preston. The home offers a high end kitchen with soapstone counters, custom cabinetry with hidden appliances, and waterfall-edge island open on to a bluestone terrace for plein air dining. The primary bedroom with vaulted ceiling and an elegant classic marble and tile bath with a step in shower create a quiet respite from everyday life. The chic, cozy great room with small den or office and full bath allows for easy work from home or comfortable space for gue

Charming Cottage Near Lake Waramaug. Washington, CT Enjoy what is left of this years peaceful summer and roll right into the breath taking Autumn in New Preston, in this inviting loft-style cottage, set on a scenic 17-acre property just moments from Lake Waramaug. Surrounded by gardens and a quiet pond, this well-appointed retreat offers a comfortable and convenient escape. The open-concept layout features a bright living, dining, and kitchen space with sliding doors leading to a private porch. A full bath and a tucked-away washer-dryer add to the ease of everyday living. Thoughtful details like a built-in Murphy bed provide additional sleeping accommodations while maximizing space. Located within walking or biking distance to the lake, shopping, and dining, this cottage is ideal for those looking to enjoy summer in Washington, CT. All utilities and property maintenance are included

Stunning annual rental available May 1, 2027. Beautifully appointed modern farmhouse design in the finest of Washington locations. Incredible custom heated gunite pool, designed by Dobson Pool Co, equipped with heated stone spa with easy access from the home and surrounding covered porches and blue stone patios. The well conceived, spacious and open floor plan provides for the perfect relaxing get-away and/or work-from-home floor plan with 4 bedrooms, a separate office and 3 full baths. The well equipped kitchen with stone counter tops, center island and high end appliances is open to the living and dining room. A private and cozy den as well as two bedrooms and a shared full bath complete the lower level. Two separate and private bedroom suites are located on the second floor, on opposite sides of the home, each with en suite full bathrooms. This immaculate, well equipped, and stylishly furnished home is privately located and filled with an abundance of natural light with beautiful vi

This stunning barn-style contemporary home is tucked away on a quiet country road, less than a mile from Lake Waramaug. Offered fully furnished and with utilities included, the home is available from December 1st, 2026, through May 31, 2027. Thoughtfully designed as the ultimate country escape, this spectacular home features three en-suite bedrooms plus a fourth bedroom on the garden level, along with multiple inviting spaces perfect for relaxing, entertaining, or working remotely. The main level is anchored by a sun-drenched living room with soaring 20+ foot ceilings. A dramatic wall of windows reaches the vaulted peak, while an adjacent pair of towering windows is outfitted with remote-controlled shades. Easily transforming the ambiance at the touch of a button. The open-concept layout flows seamlessly into the kitchen and dining area creating a great room of about 900 Sq. Ft. The kitchen is fully equipped for effortless cooking and entertaining, with a six-burner gas stove, two sink

Situated in an idyllic location this single family rental was renovated this summer. The house has many new features including a new kitchen, bathrooms, thermostats, lighting, windows, doors, siding, roof, and garage doors. There is even an auto-on generator, full basement and attached 2 car garage. The 3 bedroom, 1 1/2 bathroom one level home is privately sited and close to beautiful Lake Waramaug. One year lease required. Credit check, references, and security deposit. No pets please

Adorable 3-bedroom, 2-bath furnished cottage in sought-after Candlewood Lake community, offering an inviting open floor plan, main-level primary bedroom, and wood flooring throughout. The spacious screened porch. Accessed from both the kitchen and living room. Is the perfect place to relax and overlooks a private, level lawn and garden area. A detached shed includes a separate insulated room, offering flexible space for a studio, office, or retreat. Set on a quiet, level country road with little traffic, the property is ideal for walking and cycling. Enjoy access to Candlewood Lake from the town beach, along with an array of town amenities including kayak and canoe racks, a half-mile walking/jogging track, pavilion, playground, basketball court, and three tennis/pickleball courts. Sherman offers an exceptional blend of small-town charm and amenities, including a playhouse, expanded library, historical society museums, JCC community center, and local winery. Ideally located for commutin

1 year lease available! COMPLETED New Construction! Custom 4 bedroom colonial with lots of upgrades. 9 Ft ceilings on the main level. Propane heat and central air. Fireplace. Center island kitchen. Large dinette/breakfast nook. Hardwood floors throughout. Oversized deck. Primary with awesome bath and walk in closet with custom built ins. Beautiful tile and glass shower doors. Convenient upper level laundry room with quartz counters. Oversized composite deck. 2 car attached garage. Walk out basement. Pond Views in the winter!

The one you have been looking for. 3 Bedroom 2.5 Bath Home, in sought after community, ONLY 2 minutes to town. Wood floors throughout entire home. Main Bedroom has private bath and slider to screened deck. Large family room with slider to Sunroom, a great place to enjoy family and friends. Dining room has slider to deck. Basement level has room for storage and laundry hook ups. Sunroom, deck and screened deck perfect to enjoy the great outdoors

Brand-new architecture that actually gets it right. 10+ private acres on a river in Litchfield, where cutting-edge design meets the kind of nature you thought didn't exist anymore. Single-level living done right: wide hallways, High ceilings, clean lines, polished concrete floors with radiant heat underfoot. Open concept living currently presented as a spacious dining area and two distinct living spaces leading to deck access perfect for outdoor entertaining. Well appointed Kitchen with breakfast bar seating and all the high-end touches. Two primary suites one with a separate entrance. Main primary suite features a top-tier infrared sauna. Two more bedrooms round things out. Huge storage room and garage! Large family bathroom with claw foot tub. Step outside and it's your own private playground with direct water access and views of the river. Trails run into State Land next door. Effectively extending your backyard! Mohawk Mountain for winter ski weekends, access to Bantam Lake for sum

Updated 2 bedroom, 1.5 bath Townhouse, conveniently located in Southern New Milford, close to Rt 7 and shopping. Hardwood floors throughout, newer cabinets and tile floor in kitchen includes large pantry, plenty of in-unit storage and washer/dryer on main level. Private new patio out back allowing direct access to common outdoor play area. 2 assigned parking spaces in front of door creating easy access to unit. No smokers, no pets please. Available immediately

Your weekend/weekday escape is waiting for you. Beautifully maintained log cabin on 3 acres surrounded by State Land. Large open living room with a stone fireplace, dining area, open kitchen, and wall of sliding doors leading to an extra-large deck perfect for summer entertaining and relaxing. Two bedrooms and a full bath on the first floor, primary bedroom and ensuite bath on the second floor with an office area overlooking the main level. The full unfinished basement provides excess storage space. This home offers complete privacy yet is perfectly situated between Cornwall, Sharon, Salisbury and Falls Village. Stay home and hike and explore from your front porch or visit the many beautiful town in the Northwest Corner! Available September to June

This lovely three bedroom two bathroom ranch style home sits on a portion of Sunny Valley Preserve. Enjoy the bucolic setting with easy access to hiking trails. Full basement. Southern New Milford location for an easy commute! Good credit required

Perched to capture breathtaking, unobstructed vistas, this ultra-private 3 BDR, 3 Bath home offers a front-row seat to spectacular western sunsets rolling all the way out to the dramatic silhouette of the Catskill Mountains. Golden-hour light floods the expansive living room through a wide bank of picture windows, framing the painterly horizon and creating an unforgettable backdrop for entertaining against sweeping lawns and open fields. 2 main-level bedrooms (one en-suite) and an upper-level bedroom all drink in the surrounding green countryside, while the dining room and eat-in kitchen keep you connected to the scenery. A writer's haven surrounded by hiking trails and ponds nearby, this scenic escape is minutes from farm-to-table dining, local cultural assets like the Sharon Playhouse, The Hotchkiss Library and the Audubon Center. Easy access to local private schools (Hotchkiss, Kent, and Millbrook Schools). 2 hours via car or train to NYC. Available October 15, 2026. May 31, 2027

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 the beauty of lakefront living during the academic year at this furnished waterfront home on the quiet end of Squantz Pond in Sherman, CT. Wake up to stunning water views and take a stroll to your private beach for swimming, kayaking, fishing, paddleboarding, or simply relaxing by the water. The home features a main-level primary bedroom with a full en-suite bath, an oversized deck with a barbecue grill, two kayaks and water toys, and ample off-street parking. Just minutes from restaurants and shopping in nearby New Fairfield and only 85 minutes from New York City, this peaceful retreat offers the perfect balance of comfort, recreation, and convenience. Academic-year lease preferred. Available beginning September 1, 2026

7000 per month for an Academic year lease. This unique waterfront rental, with an expansive deck & beautiful vista has a Main Residence with 3 bedrooms, 3 full en-suite baths, large stone fireplace & includes a one bedroom Guest Cottage with kitchen, full bath & a lovely stone fireplace. Available for $7000/month for an Academic year lease (Labor day 2026-Memorial Day 2027), a $7000/month winter lease term can be negotiated, or $8500/month for a one year lease. The setting is private, both houses have high ceilings & are light filled with open floor plans. Entertain right at the lakeside gazebo, on the large wrap around deck or lower patio. The lower level of the main house has a large family room with a pool table & a walk out for a stroll down to the lake where you can swim, kayak, sail, fish on Connecticuts' deepest lake. Enjoy all that our Litchfield Hills, Berkshires & Hudson Valley have to offer, including a variety of cultural events, (Sharon Playhouse, Tanglewood, Jacob's Pillo

Only requiring a 1 month security deposit*. Welcome to this bright and well maintained 2 bedroom, 1.5 bath townhouse located in the desirable Village Square community. Offering a comfortable and functional layout, this home features an inviting eat in kitchen, a spacious living room with sliders leading to a private patio; great for entertaining or simply relaxing. The upper level includes two generously sized bedrooms, a full bath, and in unit laundry. Additional highlights include central air, ample storage, an additional balcony off of the primary bedroom and assigned parking. Village Square residents enjoy access to an inground pool and club house, all within a well kept complex set on level grounds with mature trees. This location is ideal for commuters and everyday convenience, with close proximity to I84, I684, shopping, dining, parks, downtown Danbury, and Danbury Fair Mall. A great rental opportunity to enjoy comfort, convenience, and community amenities in a sought after Danb

Perfect for NY commuters! Spectacularly updated 2-bedroom townhouse located on the desirable west side of Danbury. This bright and inviting home features an open floor plan, a stunning granite fireplace, crown molding, gleaming hardwood floors throughout, and recessed lighting. The sun-filled kitchen offers stainless steel appliances, granite countertops, and sliding doors leading to a sunny deck. The spacious primary bedroom features a double closet, while the second bedroom includes a large closet for ample storage. The living room also provides access to a very private rear deck, perfect for relaxing or entertaining. Additional features include updated bathrooms, a laundry room with a newer washer and dryer, and an oversized one-car garage with extra storage space. Located in a quiet, well-maintained complex just minutes from the Mill Plain shopping and dining district, I-84, and the Danbury Fair Mall. No pets permitted, please do not ask. Landlord requires a minimum 690 credit scor

Plan your escape to Squantz Pond in New Fairfield, CT. This exceptional 3-bedroom, 2-bath waterfront property offers direct water access to a private waterfront, perfectly framed by waterside decking, mature plantings, and amazing views. Inside, the open-concept living and dining areas flow effortlessly to the main deck, complemented by two main-level bedrooms and a full bath. Upstairs, a generous primary suite serves as a personal sanctuary, featuring custom closets and a spa-like ensuite with a sunken tub overlooking the water and a large deck area with outstanding views of the water and hillside. With a full storage basement and an automatic generator for total winter peace of mind, this home sits directly across from protected state park land, ensuring untouched views and total serenity. Despite its private retreat feel, the home is just minutes from New Fairfield's schools, shops, restaurants, and Candlewood Lake. Enjoy easy access to Metro-North and a convenient 80-minute drive t

Pristine 3 bedroom rental in Candle Hill area on main road. Spotless inside and out. Large updated Eat-in-Kitchen with nice size dining area. Granite counters and stainless appliances, brand new microwave, Newer updated flooring thru out the house. Living room with 9+ foot ceilings and beams. Washer/dryer. Attached 1 car garage plus driveway. Back deck and fenced in back yard. Excellent credit is a must. 24 Hour Notice for all appointments please

Experience the perfect blend of historic elegance and luxurious modern living in this beautifully restored 1771 antique Colonial, offered as a fully furnished rental. Brimming with old-world charm and authentic character, the home features stunning wide-plank flooring, exquisite wood-paneled walls, and multiple original fireplaces that anchor the formal living room, cozy TV area, and elegant dining room. At the heart of the home is a brand-new chef's kitchen, completely redone with premium cabinetry, top-tier appliances, and an inviting eat-in dining area. The spacious 2,900-square-foot layout accommodates multiple generations or guests comfortably, featuring an upstairs master suite in the original wing of the house and a convenient ground-floor bedroom wing where bedrooms enjoy private baths. The outdoor amenities are equally spectacular, boasting expansive decking and a bluestone patio that surrounds a pristine, heated plunge pool. Here, you can relax and take in amazing, miles-long

Escape to your own private, peaceful sanctuary with this renovated, bright and airy cottage nestled within a secluded 5-acre estate. Perfect as a year-round residence or a serene weekend retreat, this quiet property offers an unmatched blend of complete privacy, nature, and modern convenience. The outdoor space features a classic French door that opens directly onto a beautiful deck overlooking a tranquil, babbling brook. The upscale interior boasts a renewed floor plan with hardwood, tile, and carpet flooring throughout. It features a newer kitchen and bathroom, an in-unit washer and dryer, and a large bedroom complete with a generous sized closet. Additionally, the property includes a detached, oversized one-car garage that provides secure parking and excellent storage space, and pet-friendly accommodations are welcome with landlord approval

Move-In Ready 2-Bedroom Townhome in a Convenient Location Welcome to this perfectly located, move-in-ready townhome featuring 2 bedrooms, 2.5 bathrooms, and 1711 sq. Ft. of beautifully finished living space, including a bright and spacious finished basement. The finished basement offers plenty of natural light and ample storage, providing additional flexible space for a home office, recreation room, guest area, or whatever suits your lifestyle. The home also features in-unit laundry for added convenience. Located in a quiet and welcoming neighborhood with plenty of visitor parking, this home is ideally situated near I-84 East and West, restaurants, shopping, grocery stores, pharmacies, banks, hospitals, commuter bus services, parks, and a nearby lake. With so many everyday conveniences just minutes away, this is an excellent opportunity for anyone looking for comfortable, low-maintenance living in a convenient location. Nothing to do but move in, relax, and enjoy your new home!

Available for lease from September 15, 2026 through Memorial Day 2027, this direct waterfront home on Candlewood Lake offers a rare opportunity to experience luxurious lakeside living. Spanning over 3,000 square feet with 3 bedrooms plus a potential fourth bedroom or office and 3 full baths, the home provides generous space for comfort and entertaining. Nestled in a serene no-wake zone at the Lattins Cove end of southern Candlewood Lake, the property boasts 110 feet of direct lakefront with stunning, uninterrupted views. Inside, the beautifully updated interior features a modern kitchen with granite counters and stainless steel appliances, opening via sliding doors to a porch. The living room impresses with vaulted ceilings, a striking stone fireplace, and a wall of windows framing breathtaking lake views. The primary suite serves as a private retreat, complete with vaulted ceilings, exposed beams, a generous walk-in closet, and a spa-like bath with soaking tub and separate shower. The

Beautifully Maintained 2-Bedroom Townhouse in Stetson Place! Welcome to this beautifully maintained, like-new 2-bedroom townhouse in the desirable Stetson Place community. A spacious tiled foyer welcomes you into a bright, open, and airy floor plan featuring a generous living room with a cozy gas fireplace and sliders leading to a private rear deck-perfect for summer grilling and outdoor entertaining. The well-appointed kitchen offers beautiful cherry cabinetry and stainless-steel appliances, while the separate dining area features French doors opening to a front balcony, providing an inviting space to enjoy your morning coffee or the outdoors. Upstairs, the spacious primary suite features a walk-in closet and private full bath. The generously sized second bedroom also enjoys its own full bath, providing comfort and privacy for family members or guests. The lower-level den offers versatile space for a home office, exercise room, or additional storage and provides convenient access to t

Electric for this house is included for this very Spacious Cape located on a Cul de Sac, Center of Southbury, easy access to walking path and just across the street from Southbury Library. The House offers Multi-Generational Living Possibilities, on the Main Level you find Living Room, Country Kitchen, a Full Bath with 2 Bedrooms, the Upstairs Floor offers: 2 Large Bedrooms and a Full Bath and on the Lower Level you have a Family Room plus a Den/Playroom with a Full Bath and a Laundry Room. Enjoy the wonderful 1 acre yard for Soccer Sundays or Football Wednesdays, Ample Parking Space, the Landlord has a separate entrance through his 2 car Garage to his Studio Apartment. Come see this Great Space, 2 month security, Renter's Insurance with Liability of 500K, Oil Heat is the tenants responsibility, no smoking

Charming and serene, this exceptional studio apartment is nestled inside a picturesque carriage house built in 2009. Tucked away down a quiet country lane and beautifully enveloped by mature trees, this property offers a peaceful, private retreat while providing close proximity to major highways for a seamless down-county commute. The light-filled interior boasts an expansive open-concept layout characterized by airy 9-foot+ ceilings and beautiful hardwood flooring flowing seamlessly throughout the entire space. Premium finishes include elegant granite countertops in both the kitchen and bathroom, adding a touch of sophisticated luxury to the home. The flexible floor plan adapts effortlessly to your lifestyle. Excellent exterior amenities enhance the offering, featuring exclusive use of a 1-car attached garage, a private patio ideal for outdoor relaxation or entertaining, and a dedicated private yard space surrounded by nature. This property delivers the perfect balance of peaceful tra

Beautiful and spacious home featuring 4 bedrooms, 2.5 bathrooms, a generous kitchen, formal dining room, comfortable living room, and great backyard. Conveniently located with numerous amenities, including local restaurants, shops and nearby parks

Well-kept beautiful colonial style home located in desirable location on quiet cul-de-sac. The spacious property features hardwood floors, custom kitchen with island, separate dining room for family gatherings. Primary master en-suite bedroom on upper level with two good sized bedrooms, full bathroom and finished lower level for a rec room/gym or office. Enjoy additional space with an attached garage. Plenty of backyard space for entertaining. Close to highways and shopping. Interior photos coming soon