$3,000 per month
28 Roosevelt Ave, Bantam, CT 06750
Located off of a dead end street in a wonderful neighborhood, this single family home features a private yard that backs up against the 4000 acres of Whites Memorial Conservation and feels secluded, but is walking distance to the Bantam Theatre, Arathusa and other great restaurants, markets, and local amenities. You will have access to the private Litchfield/Bantam town beach which is 5 minutes
$14,000 per month
1 Town Hill Rd, Lakeville, CT 06039
Available for the Summer Season (July & August 2025) Spend the season in this charming 1700s farmhouse offering 4 bedrooms, 2.5 bathrooms, stunning pastoral views, and timeless character. Enter through the mudroom into a classic country kitchen complete with a breakfast nook and two adjacent seating areas-perfect for entertaining while cooking. The formal dining room leads to a cozy den, ideal
Brierley Hannan William Pitt Sotheby's Int'l
$2,200 per month
66 Forest Ct, Torrington, CT 06790
Spacious and well-maintained 4-bedroom, 1-bath rental in a classic duplex. This unit features an eat-in kitchen with washer/dryer hookups, formal dining room, and bright living room with hardwood floors throughout. Three bedrooms are located on the second floor, with a fourth bedroom on the third floor. Full bathroom includes a vintage clawfoot tub. Freshly painted interior with updated
Joseph Martino Joseph Martino Real Estate
$7,500 per month
50 Warner Rd, Bridgewater, CT 06752
Posh, designer-renovated Bridgewater country home. Set on nearly 6 acres of serene, bucolic grounds and rolling fields. The property is filled with mature plantings and sweeping lawns with a captivating in-ground gunite pool - overlooking unparalleled vistas of the Litchfield Hills. Enjoy sunset gatherings with horses grazing on the hillside. Stroll to the village bistro for dinner or to the
William Stuart Berkshire Hathaway NE Prop.
$6,800 per month
18 Elizabeth Ln, New Milford, CT 06776
**ALSO AVAILABLE FOR SUMMER RENTAL $45K MEMORIAL DAY THROUGH LABOR DAY** Welcome to "Silver Lining"! This mid-century modern home was built in 1963 by Bauhaus graduate and renowned photographer Andreas Feininger. The meticulously built and maintained home with majestic views of the Housatonic River is graciously furnished and boasts the best of original mid-century modern flare blended with
Jennifer Sisco Keller Williams Realty
$18,000 per month
233 Sharon Goshen Turnpike, West Cornwall, CT 06796
Charming Contemporary in West Cornwall, CT with complete privacy, pool, and stunning landscape is available for rent June, July & August 2025. This light filled home is in an enchanting setting and features 4 bedrooms 3 full baths & one half. On the main floor a cheerful kitchen and formal dining for entertaining.The comfortable and chic living room with fireplace has access to a deck overlooking
Karen Casey William Pitt Sotheby's Int'l
$12,500 per month
49 Christian St, New Preston Marble Dale, CT 06777
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,
Matt McElhone William Pitt Sotheby's Int'l
$8,000 per month
288 Main St, Salisbury, CT 06068
AVAILABLE JULY 1, 2025 - JULY 31, 2025: Nestled in the village of Lakeville, this thoughtfully designed home is conveniently situated with sidewalk access to restaurants, the bike path, and Lakeville Lake. The property features a renovated Chef's Kitchen, complete with a marble island, along with separate Dining and Living Rooms. The first floor also includes a Study equipped with a wood-burning
Roberta Green Elyse Harney Real Estate
$3,800 per month
288 Main St, Salisbury, CT 06068
AVAILABLE SEPT. 1, 2025 - JUNE 15, 2026: Nestled in the village of Lakeville, this thoughtfully designed home is conveniently situated with sidewalk access to restaurants, the bike path, and Lakeville Lake. The property features a renovated Chef's Kitchen, complete with a marble island, along with separate Dining and Living Rooms. The first floor also includes a Study equipped with a wood-burning
Roberta Green Elyse Harney Real Estate
$4,500 per month
102 Westwoods Road 1, Sharon, CT 06069
Sept-May $4,500/Month. Uber Stylish 4 Bed/3.5 Bath Cabin. Quiet & Private Setting Tucked Back from Low-Traveled Town Road. Open Floor Plan with Fireplace & Vaulted Ceiling. Elevator. 1st Floor Primary Suite with Luxurious Bath. Upstairs En Suite First Class Bedroom Plus 2 Others with Shared Bath. Wonderful, Large Screened-in Porch. 3 Min to Village; 12 Min to Metro North; Proximate to Lakes &
Graham Klemm Klemm Real Estate Inc
$4,500 per month
63 Old Cne Rd, Lakeville, CT 06039
Available Oct 21, 2025 - May 21, 2026 - Discover this fabulous 4-bedroom contemporary waterfront home offering breathtaking lake views and a stylish, open-concept layout. This beautifully designed home features three full bathrooms, one half bath, and one cozy fireplace located in the spacious dining/living room combo-perfect for year-round comfort and entertaining. A sunroom adds additional
Holly Leibrock Elyse Harney Real Estate
$7,500 per month
104 Lower Church Hill Rd, Washington, CT 06794
This gorgeous light and bright Colonial has been recently renovated and is in a top-notch area of Washington. Just minutes from the town center, the beach area on Lake Waramaug and the 998-acre Steep Rock Preserve with hiking trails through the hills and along the riverbank. Additional nearby attractions include White Memorial State Park, Candlewood Lake, antique shops, restaurants, Winvian Spa,
Maria Taylor Klemm Real Estate Inc
$18,000 per month
245 West St, Morris, CT 06763
SUMMER FURNISHED RENTAL @ $18,000/month plus expenses. AVAILABLE JULY 13- LABOR DAY 2025. Charming 3 bedroom 2 bath antique main house and adorable, renovated 1 bedroom 1 bath guest cottage that seamlessly blends vintage and chic characteristics. Large sunny kitchen with stainless steel appliances and convenient adjacent pantry/laundry space. Sun porch AND private patio. Separate living room and
Rebecca Doh W. Raveis Lifestyles Realty
$15,000 per month
56 Richards Rd, South Kent, CT 06785
Pool, Lake, Privacy, Tennis, Basketball, Fishing, Canoeing, Hikes an Idyllic summer country retreat waiting here in Kent, CT. Set well off a back road behind a copse of trees is this large and well appointed 4 bedroom summer home. Spacious country kitchen with wine cooler cappuccino maker open to a large living room with large glass windows overlooking the open meadows. Rooms are bountiful with 3
Chris Garrity Bain Real Estate
$4,300 per month
472A Under Mountain Rd, Salisbury, CT 06068
Striking Rental with Quarry This sharp contemporary home sits high within 23+ acres on Undermountain Road between Salisbury, CT and the Massachusetts Berkshires. Features include Central Air, Generator, 4 Bedrooms, 3.5 Baths, a fabulous Kitchen, Library/Den, amazing Living Room with 2-story ceiling, stone Terrace, and a beautiful swimmable Quarry with dock. Available Sept 2, 2025 - May 31, 2026
Juliet Moore Elyse Harney Real Estate
$3,500 per month
29 E Main St Unit B4, Canaan, CT 06018
STUNNING NEW 4-bedroom apartment in a PRIME LOCATION. Welcome to your dream home! This beautiful 2,800 square-foot apartment has a modern OPEN CONCEPT layout, perfect for both relaxation and entertaining. Kitchen features HUGE ISLAND, NEW APPLIANCES, COFFEE BAR/DESK AREA and is open to HUGE LIVING ROOM with SLIDERS TO DECK. With 4 spacious bedrooms and 2 full baths, there's plenty of room for
Annie Simard LPT Realty
$7,500 per month
75 Green Hill Rd, Washington, CT 06793
Discover this exquisitely furnished and stylishly adorned rental home, primed for immediate move-in. Situated in one of Washington's most prestigious neighborhoods, this fully revitalized Victorian gem lies just steps away from the renowned Frederick Gunn School and Mayflower Inn, with the charming Washington Depot a brief stroll down the road. Available as a yearly furnished rental, this
Tim Drakeley Drakeley Real Estate, Inc.
$5,500 per month
16 Under Mountain Rd, Salisbury, CT 06068
Available: academic year (September 1st - June 15th) This renovated 4-Bedroom, 4-Bath home brings you to the heart of Salisbury. A renovated Kitchen, Living Room with Fireplace, Family Room, Dining Room, Sun Porch, and First Floor Bedroom with Bath complete this home's first floor. 3 Large Upper-Level Bedrooms, each with its own Bath, offer enough space for everyone! Enjoy in-town activities, the
Holly Leibrock Elyse Harney Real Estate
$3,500 per month
288 Cathole Rd, Litchfield, CT 06759
Amazing Opportunity in Litchfield! Completely renovated with new utilities for energy efficiency. Modern updates in kitchen with brand new appliances. Newly remodeled bathrooms. Centrally located between beautiful Litchfield Center and Mohawk Mountain for hiking and skiing. Steps away from Prospect Mountain Preserve for hiking. Close to White Memorial Conservation Center. Make this your new home
Teresa Bilodeau eXp Realty
$35,000 per month
33 Arrow Point Rd, Warren, CT 06777
Spend the summer in this recently constructed home steps away from your own private sandy beach and dock. Designed to take full advantage of the lake views. Terrific open floor plan. Great kitchen open to dining area. Large living room that opens to a fabulous screened porch on the lake side. Three bedrooms with en-suite baths and an office on the second floor. Additional bedroom with an en-suite
Peter Klemm Klemm Real Estate Inc
$5,000 per month
208 W Shore Rd, New Preston Marble Dale, CT 06777
September 2025 - May 2026: $5,000/month. Spectacular direct waterfront with the most amazing views overlooking the widest part of the lake. 3-4 bedrooms in Main House. Boathouse. Sandy beach. A/C. 40' deck facing water. Must See.
Peter Klemm Klemm Real Estate Inc
$6,500 per month
72 Sandy Beach Rd, Goshen, CT 06756
Available for June only. Summer time at the lake! Large open floor plan and direct water front. Spacious kitchen overlooks dining area and access to screened in porch. Den with daybed, desk and full bath also on first floor perfect for guests. Upstairs you'll find four bedrooms and a full bath all with plenty of closet space. Full unfinished basement. Available June 1, 2025 through June 30, 2025.
Andrew Murphy E.J. Murphy Realty
$2,000 per month
475 Prospect St Unit 2nd FL, Torrington, CT 06790
Newly renovated and spacious 4 bedroom 2nd floor apartment conveniently located close to downtown amenities Includes in-unit laundry and plenty of closet space. First and second month's rent and one month's security due upon lease signing. Application, background/credit check required. No pets, smoking, pool or trampoline allowed.
Adam Bronko RE/MAX RISE
$5,750 per month
259 Main St S, Woodbury, CT 06798
Located on Main Street South in the heart of Woodbury, in the Litchfield Hills, this versatile property offers the perfect opportunity for a retail antique showroom or traditional living. The main house features 4 bedrooms, 4.5 baths, and boasts original architectural elements, generous living space, and beautifully maintained outdoor areas. The main living area includes a half bath, an eat-in
Michael Baldwin Oxford Realty
$25,000 per month
34 Old Roxbury Rd, Roxbury, CT 06783
Available for $75,000 for Summer 2025 and $15,000/mo for 2025/26 school year. Enjoy Modern Luxury in Connecticut's Countryside. The meticulously renovated 4-bedroom residence seamlessly blends the original mid century architecture with contemporary sophistication. Enter on the main level with 2 bedrooms and 2 full baths, sauna, foyer, powder room and media room with large screen tv and bar.
Stacey Matthews W. Raveis Lifestyles Realty
$30,000 per month
28 Leavenworth Rd, Woodbury, CT 06798
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
Diana Bisselle William Pitt Sotheby's Int'l
$10,000 per month
5 North St, Roxbury, CT 06783
Summer 2025: June @ $10,000 per month. July and/or August at $13,000 per month. Inquire for alternate dates. Quintessential Litchfield County Retreat with Fabulous Heated Gunite Pool in the Heart of the Town of Roxbury on 4 +/- pastoral acres. 4 bedroom and 2 and 1/2 bath charming Colonial with Great Room/Family Room with vaulted ceilings, Eat-in Country Kitchen, Formal Living Room with
Melinda Dubow Klemm Real Estate Inc
$45,000 per month
18 Elizabeth Ln, New Milford, CT 06776
MEMORIAL DAY THROUGH LABOR DAY $55,000 Welcome to "Silver Lining"! This mid-century modern home was built in 1963 by Bauhaus graduate and renowned photographer Andreas Feininger. The meticulously built and maintained home with majestic views of the Housatonic River is graciously furnished and boasts the best of original mid-century modern flare blended with luxurious contemporary comforts and
Jennifer Sisco Keller Williams Realty
$25,000 per month
76 North St, Roxbury, CT 06783
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
Kathryn Clair William Pitt Sotheby's Int'l
$9,500 per month
87 Cathole Rd, Bantam, CT 06750
Welcome to Thyme Haven Farmhouse - the quintessential vintage colonial charmer brought to the modern age for your comfort! Truly a dream home for a summer escape, bring your EV and hook up to the built-in charger! Step across the large front porch and inside this light-filled, peaceful country escape and find a kitchen fit for a chef with subzero, large range, and extra refrigerator drawers,
Breanna Goebel Compass Connecticut, LLC
$6,000 per month
68 Hopkins Rd, Warren, CT 06777
Available May 2025 $7000, June $10,000. Then available September onward. Overlooking Lake Waramaug and The Hopkins Inn & Vineyard. 4 large bedrooms with 3 and 1/2 baths. 2 bedrooms are en-suite. Open floor plan with a floor to ceiling, stone fireplace, barn wood paneling and hardwood floors. Long driveway to complete privacy with beautiful gardens, distant views and your own pond. Warren Town
Joseph Lorino Klemm Real Estate Inc
$9,500 per month
26 Greenwood Rd, New Milford, CT 06776
Make this your Private Summer Retreat! This 4500 sq ft Direct Waterfront Home in Ferris Estates could be yours for all or part of Summer '25. This spectacular Arts and Crafts Candlewood Lake Home boasts 4 bedrooms and 3 Bathrooms, multiple levels of decks, and stone terraces with endless lake views. The Gourmet Kitchen, Formal Dining room, and Inviting Living Room with cozy fireplace and space to
Debbie Blum William Raveis Real Estate
$18,000 per month
102 Westwoods Road 1, Sharon, CT 06069
$18k July & Aug 2025. Uber Stylish 4 Bed/3.5 Bath Cabin. Quiet & Private Setting Tucked Back from Low-Traveled Town Road. Open Floor Plan with Fireplace & Vaulted Ceiling. Elevator. 1st Floor Primary Suite with Luxurious Bath. Upstairs En Suite First Class Bedroom Plus 2 Others with Shared Bath. Wonderful, Large Screened-in Porch. 3 Min to Village; 12 Min to Metro North; Proximate to Lakes & Area
Graham Klemm Klemm Real Estate Inc
$2,200 per month
78 Maplewood Ave, Torrington, CT 06790
Welcome to your dream home! This beautifully renovated 4-bedroom, 1-bathroom apartment provides modern upgrades, ample space, and a comfortable layout perfect for families, roommates, or professionals. Don't miss this opportunity to live in a stunning, move-in-ready apartment. Schedule a viewing today!
JR Torchon eXp Realty
$5,500 per month
80 Old Town Park Rd, New Milford, CT 06776
AVAILABLE now thru - MAY 22 2025 @ $5,500/MONTH expenses included. Immaculate, tastefully renovated and fully furnished 1880 Colonial minutes from Candlewood Lake and all that Litchfield County has to offer! Set on almost an acre, this 4 bedroom 2 1/2 bath vintage charmer has a large gourmet kitchen and gleaming hardwood floors throughout. Additionally on the main floor, grand high ceilings in
Rebecca Doh W. Raveis Lifestyles Realty
$8,000 per month
115 River Rd, Washington Depot, CT 06794
Available June 1 until mid August 2025. Picturesque property in the heart of Washington near Steep Rock Preserve. Magical pond cascades into the babbling waterfall and brook. Walk over the bridge to the main house oozing charm and sophistication with a classic country style. Open living room and dining room with a fireplace and French doors leading to the blue stone patio and gardens. Country
Joseph Lorino Klemm Real Estate Inc
$19,500 per month
5 Belshyre Ct, Goshen, CT 06756
Woodridge Lake furnished 8-room Colonial available for rent from June 1, 2025 through August 31, 2025--can be extended into the fall. This home features 4 bedrooms, 2-1/2 baths, custom kitchen with island and crown molding. Formal living room with fireplace and built-ins, family room, 2-car attached garage. and 20x14 deck. Enjoy all Woodridge Lake amenities including private clubhouse with
Ted Murphy E.J. Murphy Realty
$30,000 per month
168 Fern Ave, Litchfield, CT 06759
$30,000 per month in summer. Inquire for other timeframes. Gorgeous 4 bedroom, 3.5 baths. Heated, Gunite pool with stone patio and outdoor fireplace that overlook extensive lawn and privacy. Hot tub. Lux, outdoor shower, decks & grill. 1st floor en-suite, guest bedroom, powder room, open & gourmet kitchen. Double height, living room on the main floor. Upstairs den & en-suite, primary bedroom with
Joseph Lorino Klemm Real Estate Inc
$29,500 per month
126 River Rd, Washington Depot, CT 06794
AVAILABLE JULY OR AUG 2025 @ $29,500. Chic Riverfront Summer rental. 4 bedroom 3 1/2 baths on a quiet street close to Steep Rock Land Trust's hiking trails and minutes from Washington Depot. Open floor plan, hardwood floors throughout, top of the line chef's kitchen w/ butler's pantry. 2 first floor bedrooms with jack-and-jill bath. 2 bedrooms upstairs, each with full baths, finished lower level.
Rebecca Doh W. Raveis Lifestyles Realty
$25,000 per month
121 Indian Trail Rd, New Milford, CT 06776
Memorial Day thru Labor Day 2025 @ $75K. Sophisticated Barn-Style retreat in completely private Merryall location just 10 minutes to the chic shops of New Preston. Renovated to perfection and stylishly decorated. Open floor plan with dramatic floor to ceiling windows. Huge chef's kitchen with pantry, top of the line appliances, wine fridge, 3 ovens, 2 dishwashers, 2 sinks, large center island and
Stacey Matthews W. Raveis Lifestyles Realty
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