45 Moosehorn Road
$30,900
Roxbury, CT
Rental
Rooms: 8
Bedrooms: 3
Bathrooms: 4
Web ID: 170306004
Perfect 6BR 3.5 Bath home with heated pool and child's play gym on a scenic country dirt road that leads into a land preserve along the Shepaug River - perfect for walking, jogging, biking. The most desirable rural historic location within 2 hours of NYC - Roxbury and Washington CT. Home to actors, writers, artists and the owners of luxury estate vacation homes. Many world class restaurants, inns and spas. Skiing, Lake Waramaug Beaches, BBQ, farm stands and fairs, antiquing, and numerous recreational activities.SUMMER June - August $30,900/month; Memorial - Labor Day $74,900; OFF-SEASON September - May $13,900/month. If over 3 months, deduct $1,000 per month and no tax is due. ANNUAL $169,000. Inquire about other/shorter rental terms.
33 Sentry Hill Road
$30,900
Roxbury, CT
Rental
Rooms: 11
Bedrooms: 6
Bathrooms: 4
Web ID: 170305994
Mint 6 bedroom colonial reproduction on scenic dirt road. Walk, jog, bike into land preserve. Heated pool, outdoor play set, bbq, 3 acre lawn, 4 wood-burning fireplaces. SUMMER:June - August $30,900/month. Memorial - Labor Day $74,900.OFF-SEASON: September - May $13,900/month If over 3 months, subtract $1,000 per month and no tax is due. ANNUAL:$169,000. Inquire about other/shorter rental terms.
Turkey Hill Road
$30,000
Westport, CT
Rental
Rooms: 13
Bedrooms: 5
Bathrooms: 5
Web ID: 24075132
Nestled on the coveted Turkey Hill Road S. in the heart of Greens Farms, this impeccably maintained 5BR Colonial offers the perfect blend of classic elegance and modern comfort. Set on professionally landscaped grounds, this home is a true retreat, complete with a Glengate-designed Gunite saltwater pool, spa, and stunning stonework. Inside, the thoughtfully designed layout creates an inviting and sophisticated atmosphere. The gourmet kitchen is a chef's dream, featuring high-end appliances, quartz countertops, a spacious island, a butler's pantry, and ample storage. The sun-drenched living spaces offer seamless flow for both relaxing and entertaining, with refined architectural details throughout. The private primary suite is a sanctuary, boasting two walk-in closets, a dressing area, and a spa-like bath with a soaking tub. Two additional BRs are en-suite, while the other two share a Jack-and-Jill bath, ensuring comfort and privacy for all. The third floor bonus room is a versatile space-ideal...
Soundview Avenue
$30,000
Madison, CT
Rental
Rooms: 8
Bedrooms: 4
Bathrooms: 3
Web ID: 24078133
Immerse yourself in the coastal charm of this direct waterfront residence, available for an August retreat from August 1-31st, 2025. Experience the epitome of summer luxury in a home that not only graces the edge of the water but also provides private beach access for those serene morning walks and picturesque sunset moments. This exceptional property boasts a spacious deck and expansive yard, leading to a natural tidal pool that invites you to connect with the tranquil seaside environment. The meticulously designed outdoor space is perfect for entertaining, relaxation, and soaking in the breathtaking views that surround you. Inside, the home welcomes you with a harmonious blend of comfort and elegance. The main level features a convenient bedroom complete with a full bath, ensuring accessibility and privacy for guests or family members. Ascend to the second floor to discover the sumptuous primary en-suite, a sanctuary of peace with its own...
Shore Avenue
$30,000
Groton, CT
Rental
Rooms: 8
Bedrooms: 6
Bathrooms: 4
Web ID: 24057073
Come spend part (or all) of your summer in this magical place on Connecticut's southeastern coast known as Groton Long Point. 301 West Shore has it all. Just steps from Main beach, this home has 5 bedrooms (6th is used as an office) and three full baths. The main bedroom is located on the 1st level and there is a third floor space to house the extra guests if needed. This wonderful home can sleep up to 11 comfortably. A gorgeous fully stocked kitchen, has every chef's needs satisfied. A large patio to the west provides able outdoor space for summer gatherings. Come to GLP next summer and make some memories. Available for July and/or August. Walk to beaches, boating, tennis, restaurant and fun!!
Red Coat Road
$30,000
Westport, CT
Rental
Rooms: 9
Bedrooms: 4
Bathrooms: 4
Web ID: 24080061
LARGE LOG HUNTING LODGE ON THE RIVER WITH INGROUND POOL BEUTIFUL GROUNDS VERY PRIVATE ONE FLOOR LIVING. 4 BEDROOMS 3.5 BATHS SLEEPS 8 TOTAL. 1 HOUR TO NYC BEACH ACCESS. WONDERFUL RARE OPPORTUNITY TO RENT THE HOME YOU ALL ALWAYS WONDERED ABOUT. THE BEAUTIFUL TRANQUIL RIVER VIEW LODGE LOG HOME THAT SITS ON THE MAJESTIC SAUGATUCK RIVER. WITH OVER 575+ FEET OF DIRECT WATER FRONTAGE VIEWS THAT WRAP AROUND THIS WONDERFUL HOME. THIS HOME HAS BEEN ENJOYED BY NUMEROUS THEATRICAL PEOPLE BEFORE THEN BECAME A PRIVATE RESIDENCE THAT HAS BEEEN PHOTOGRAPHED IN NUMEROUS MAGAZINES AND MULTIPLE HOUSE TOURS. COME ENJOY IT FOR THE SUMMER AND FALL IN LOVE AND WE COULD CONSIDER SELLING. MAY 25,000 / JUNE 30,000 / JULY AND AUGUST 40,000/ MONTH SEPTEMBER 30,000. A WONDERFUL VACATION CLOSE TO NYC PLEASE NO DRIVE BY PRIVATE ESTATE. Renter responsible for electricity and gas for the pool If less than...
Neck Road
$30,000
Madison, CT
Rental
Rooms: 8
Bedrooms: 3
Bathrooms: 3
Web ID: 24082733
AVAILABLE June 7- 30, 20k, August 30k. Arrive via a long scenic driveway to this DIRECT WATERFRONT, newly renovated 3+ bedroom cottage with private beach! This approximately 2050 sq ft house seamlessly combines old world charm with all the modern conveniences one could wish for. Set on 2+ acres, this lovely home has extraordinary water views from every room, air-conditioning throughout, new kitchen that opens onto a substantial dining area and 3 new baths. On the main level is an inviting living room with water views and gas fireplace, separate dining area with seating for 8, large kitchen, den with pull out couch that can serve as a 4th sleeping space, and a full bath. Upstairs are 3 sizable bedrooms, all with glorious views of the water, a principal bedroom with windowed en-suite bath, hall bath and a laundry room with a new Bosch washer/dryer. A large porch with multiple...
Neck Road
$30,000
Madison, CT
Rental
Rooms: 8
Bedrooms: 3
Bathrooms: 3
Web ID: 24074282
AVAILABLE June 7- 30, 20k, August 30k. Arrive via a long scenic driveway to this DIRECT WATERFRONT, newly renovated 3+ bedroom cottage with private beach! This approximately 2050 sq ft house seamlessly combines old world charm with all the modern conveniences one could wish for. Set on 2+ acres, this lovely home has extraordinary water views from every room, air-conditioning throughout, new kitchen that opens onto a substantial dining area and 3 new baths. On the main level is an inviting living room with water views and gas fireplace, separate dining area with seating for 8, large kitchen, den with pull out couch that can serve as a 4th sleeping space, and a full bath. Upstairs are 3 sizable bedrooms, all with glorious views of the water, a principal bedroom with windowed en-suite bath, hall bath and a laundry room with a new Bosch washer/dryer. A large porch with multiple...
Moore Road
$30,000
Salisbury, CT
Rental
Rooms: 11
Bedrooms: 5
Bathrooms: 4
Web ID: 24068055
Salisbury Summer Rental with Pool - Available: July 1-August 9th 2025 - This private summer retreat with a heated pool and spa is ideally located on 4 park-like acres with stately trees and a level lawn at the end of a private lane for ultimate relaxation. This modern-feeling home offers open-concept spaces enhanced by high-end finishes, expansive windows, and extraordinary craftsmanship. Infused with natural light the airy gourmet kitchen joins the inviting living and dining rooms, both with wood-burning fireplaces, and invites you outdoors to a bluestone patio area and separate screened-in porch overlooking the pool area. The 1st-floor bedroom suite, office/study, and greeting room complete the first floor. The second floor has a fabulous primary suite and offers two abundantly spacious walk-in closets and a stunning primary bathroom with radiant heated floors. In addition, there are two additional bedrooms with a shared bath and a generous laundry room. Located...
Leavenworth Road
$30,000
Woodbury, CT
Rental
Rooms: 9
Bedrooms: 4
Bathrooms: 3
Web ID: 24080780
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.
Lambert Road
$30,000
New Canaan, CT
Rental
Rooms: 10
Bedrooms: 4
Bathrooms: 3
Web ID: 24075771
An incredibly rare opportunity to reside in a mid-century modern home designed by world renowned Harvard Five Architect, Eliot Noyes. In The Lee Ault House, originally built in 1951 and recently renovated with the utmost care and consideration for maintaining the brilliant mid-century modern design, the indoors and outdoors blend seamlessly to create a stunning, light filled home. You will delight in expansive views of nature, mature trees and level property with patios & courtyards and floor to ceiling glass walls throughout. This truly spectacular home is both minimalist yet inviting with new white oak floors throughout. The newly installed, state-of-the-art spacious kitchen/breakfast room which features Miele appliances, John Pawson stainless steel fixtures, a large island with Carrera marble countertops, and custom cabinetry. Bathrooms feature Carrera marble sinks and custom white oak cabinetry along with John Pawson fixtures and sink in the primary bath. The private and tranquil 4+ acre...
Lake Drive
$30,000
New Fairfield, CT
Rental
Rooms: 9
Bedrooms: 5
Bathrooms: 4
Web ID: 24067230
Available August for $30K. Inquire for additional availability and pricing. Enjoy your time at one of Candlewood's most luxurious waterfront homes. Located at the end of a cul-de-sac in a gated community, this Candlewood Isle home is something out of a fairy tale. Constructed with logs imported from France, numbered and reassembled on the perfect lot, where the home boasts commanding views across one of the lake's widest points. Detailed attention was taken in the 2018 top to bottom remodel of this 1930's estate so as to preserve the charm and detail of the period, and at the same time add luxuries and comforts of the modern era. This must see home includes a triple high log main room with wood beams and a magnificent floor to ceiling fireplace, an all new luxurious chef's kitchen with eat in area, a spectacular den with three sides of bay window water views,...
Interlaken Road
$30,000
Salisbury, CT
Rental
Rooms: 5
Bedrooms: 3
Bathrooms: 2
Web ID: 24076963
Experience a summer on Lakeville Lake like no other in this beautifully maintained 3 bedroom, 2 bath home. Enjoy outdoor dining on the back porch overlooking the serene waters of the lake, or take a stroll down to the private dock and spend your days boating or fishing. The first floor features a cozy living room with a wood stove, a dining room off the kitchen, and a fully equipped kitchen with an island for additional seating. Also, on the first floor, you'll find a bedroom with a comfortable queen bed and a full bath. Upstairs are two more bedrooms, one with two twin beds, the other with a queen bed and a full bath. This charming home is perfect for families or small groups looking for a relaxing summer getaway in a prime location. You'll be just a short drive from local restaurants, shopping, and other attractions. Don't...
Hollow Tree Ridge Road
$30,000
Darien, CT
Rental
Rooms: 9
Bedrooms: 4
Bathrooms: 4
Web ID: 24081230
Terrific summer rental available for the month of August, with some flexibility. This four bedroom home has great entertaining spaces both indoor and outdoor. There is a beautiful terrace and wisteria covered pergola, perfect for outdoor dining, and a very generous pool house with full bath that could also be used as a Guest House. The in ground pool is surrounded by a generous patio and is the perfect spot to spend sunny summer days. Inclusions: UTILITIES PAID BY OWNER. PROPANE FOR POOL HEAT TO BE PAID BY TENANT
Harding Lane
$30,000
Westport, CT
Rental
Rooms: 9
Bedrooms: 5
Bathrooms: 3
Web ID: 24072862
Spend a one-month summer escape in this exceptional 5-bedroom home, located on a quiet cul-de-sac for the perfect blend of privacy and convenience. With a heated pool, hot tub, and expansive yard, this home is designed for effortless summer living. Inside, the open kitchen with a massive island connects seamlessly to the eating area, while the family room, just steps up, offers a private yet accessible space to relax. Additional features include a playroom, sun porch, and an outdoor porch with a fireplace, providing plenty of room to unwind. The finished basement features a guest or au pair suite with exterior access and a full bathroom, offering privacy and flexibility for your needs. Conveniently located close to the beach, town, and train station, this home is the perfect setting for a peaceful summer retreat on a quiet street. Available July 11 to August 11
Harbor Road
$30,000
Westport, CT
Rental
Rooms: 8
Bedrooms: 3
Bathrooms: 3
Web ID: 24076664
Direct Waterfront Home With Private Dock And Beach Across a one-lane bridge to coveted Saugatuck Island in vibrant Westport, CT stands this authentic mid-century modern pied-a-terre directly on Westport Harbor. Architect designed for renowned songwriter Hy Zaret (Unchained Melody) to exude both charm and sophistication. It offers spectacular views of the water, sailboats and seabirds from its walls of windows, multiple decks, private dock and sandy beach. Take a swim, look for oysters and rinse off in the outdoor hot and cold shower. This home will invite you to slow down, relax and enjoy the gentle, fresh breezes of summer. Some features that make this home special are: *Open floor plan for large living room/dining room area with sliding glass doors to . *A master, en-suite bedroom that opens to a deck, two walk-in closets, a sitting room and bath. *A skylighted kitchen, with tons of storage, high end...
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