Connecticut Homes for Rent with Community Pool

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  $1,550 total monthly price

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft
  • Condo for Rent

  426 Middle Turnpike W Unit 52, Manchester, CT 06040

  This spacious, updated 1-bedroom, 1-bathroom, first-floor apartment offers 750 SF of living space in a desirable location within Brook Haven Condominiums at 426 Middle Turnpike West. This unit features air conditioning, a newer fully-appointed kitchen with large dining area, big living room, huge bedroom, oversized closets (including a large walk-in closet), and hardwood floors. The updated

  426 Middle Turnpike W Unit 52, Manchester, CT 06040
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  $17,000 total monthly price

  • 5 Beds
  • 11 Baths
  • 8,361 Sq Ft
  • House for Rent

  345 Governors Ln, Fairfield, CT 06824

  Available January through May 2026. You'll never want to leave 'Splendido Manor,' an iconic estate perfect for a sophisticated, active lifestyle. This sprawling 4-acre compound in the heart of Greenfield Hill has all the amenities of an idyllic retreat. It has something for everybody with five bedrooms, a separate one-bedroom guest cottage, a lighted Sports/Tennis Court, a 1900 SF Indoor/Outdoor

  Laura Kottler Compass Connecticut, LLC

  345 Governors Ln, Fairfield, CT 06824
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  $1,950 total monthly price

  • 2 Beds
  • 1 Bath
  • 912 Sq Ft
  • Condo for Rent

  16 Greenbriar Dr Unit F, Farmington, CT 06032

  THIS UNIT IS NO LONGER AVAILABLE AS OF 2/3/26 - I am keeping the ad posted for now just in case it does not work out with the tenant I have chosen.Waterfront condo, available early April (just the turnover time needed for cleaning/repairs).$1950/mo (including sewer/water only), or $1850/mo if you are handy and agree to handle basic repairs yourself (I pay for parts, you just do

  16 Greenbriar Dr Unit F, Farmington, CT 06032
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  $20,000 total monthly price

  • 4 Beds
  • 2.5 Baths
  • 3,089 Sq Ft
  • House for Rent

  5 North St, Roxbury, CT 06783

  Summer 2026: July and/or August at $20,000 per month. Inquire for alternate dates. Quintessential Litchfield County Retreat with Fabulous 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 wood-burning fireplace, Formal Dining Room

  Melinda Dubow Klemm Real Estate Inc

  5 North St, Roxbury, CT 06783
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  $15,000 total monthly price

  • 3 Beds
  • 3 Baths
  • 3,066 Sq Ft
  • House for Rent

  19 Bluewater Hill, Westport, CT 06880

  Furnished Short Term Rental with dramatic views of the Long Island Sound and pool at one of the areas premier addresses- Steps To Compo Beach and Longshore Country Club. Located on prestigious Bluewater Hill, this home is part of association with deeded Beach rights and Tennis courts. This home offers 4 bedrooms, 3 full baths, flexible floor plan with great entertaining areas, outdoor patios and

  Doug Bross Coldwell Banker Realty

  19 Bluewater Hill, Westport, CT 06880
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  $6,500 total monthly price

  • 3 Beds
  • 3 Baths
  • 3,334 Sq Ft
  • House for Rent

  31 Cedar Hill Rd, Gaylordsville, CT 06755

  Situated on approximately 6.6 acres of lush, landscaped grounds, this three-bedroom (potentially four-bedroom), three-bathroom, fully furnished home offers an abundance of space, privacy and natural light. The approximately 3,334 square feet of living space features hardwood floors throughout, creating a warm and inviting atmosphere. The spacious layout includes a bright and airy living room with

  Raymond Poppe Coldwell Banker Realty

  31 Cedar Hill Rd, Gaylordsville, CT 06755
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  $7,000 total monthly price

  • 3 Beds
  • 3.5 Baths
  • 3,236 Sq Ft
  • House for Rent

  116 Wellers Bridge Rd, Roxbury, CT 06783

  Mid-Century single-level in a convenient Roxbury location. Cool mad-men vibe with floor to ceiling windows, exposed beams, vaulted ceilings, stone and wood floors, and wood paneling. Throughout the house the many windows pour natural light in and give fabulous views over the private and manicured grounds. The home has multiple versatile rooms giving a choice of layout to fit your needs. The

  Claudine McHugh Klemm Real Estate Inc

  116 Wellers Bridge Rd, Roxbury, CT 06783
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  $15,000 total monthly price

  • 3 Beds
  • 3.5 Baths
  • 2,862 Sq Ft
  • House for Rent

  24 Old Roxbury Rd, Roxbury, CT 06783

  Available March 2-May 31, 2026 @ $15,000/mo. Perched high on a scenic Roxbury hillside, this new 3-bedroom home represents true luxury living. The architecture seamlessly integrates nature and light with huge walls of windows with retractable screens. The 2 embedded James Turrell light sculptures transform the living experience into an ever-changing meditation on color and space. The open floor

  Stacey Matthews W. Raveis Lifestyles Realty

  24 Old Roxbury Rd, Roxbury, CT 06783
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  $7,500 total monthly price

  • 4 Beds
  • 2.5 Baths
  • 3,026 Sq Ft
  • House for Rent

  18 Bear Burrow Rd, Roxbury, CT 06783

  Charming barn-style home on 15.27 acres off quiet country road. Four bedrooms and two and one half baths. Open floor plan. Exposed timber. Double sided stone fireplace. French doors to rear patio. In ground pool and barrel sauna. The perfect summer retreat in the beautiful town of Roxbury. Available short term between September to May for $7,500 per month. Contact agent for availability. Just 90

  Maria Taylor Klemm Real Estate Inc

  18 Bear Burrow Rd, Roxbury, CT 06783
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  $13,900 total monthly price

  • 4 Beds
  • 3.5 Baths
  • 3,400 Sq Ft
  • House for Rent

  143 Melius Rd, Warren, CT 06754

  Pristine barn-style home on scenic dirt road with stream and small ponds. Walk or bike ride along this scenic road into a land preserve and historic farms. Magnificent stone fireplace, vaulted beam living room. Dine or relax on the flagstone terrace poolside surrounded by new dawn climbing roses, hedges and blue hydrangea. Tennis. Close to Lake Waramaug and Mohawk Mountain Skiing. Main House:

  Peter Klemm Klemm Real Estate Inc

  143 Melius Rd, Warren, CT 06754
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  $11,900 per month

  • 3 Beds
  • 2.5 Baths
  • 2,080 Sq Ft
  • House for Rent

  Unlisted Address

  Meander down the most scenic of Roxbury dirt roads to reach "Tunnel Road 4-BR" tucked between the Shepaug River, historic wood Judd's Bridge and Farm and 1000 acres of Steep Rock land trust with endless hiking trails. Pristine renovated private country home with year round 8'x 16' spa pool, wood burning fireplace and open floor plan. Dine or relax on the granite terrace or covered front porch.

  Peter Klemm Klemm Real Estate Inc

  Unlisted Address
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  $14,900 total monthly price

  • 7 Beds
  • 9 Baths
  • 15,000 Sq Ft
  • House for Rent

  10 Sunny Ridge Rd, Washington, CT 06793

  Major estate with the highest standards of construction located within the Sunny Ridge historic district. Situated on 10 private, park-like acres with an over-sized heated pool, fabulous stonewalls, giant dining terraces, pond and orchard. 7+ bedrooms, Billiard room, screening room, paneled library, sunroom, new country kitchen, 100-person party room boasts a restaurant size bar, sound system and

  Peter Klemm Klemm Real Estate Inc

  10 Sunny Ridge Rd, Washington, CT 06793
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  $13,900 total monthly price

  • 3 Beds
  • 3.5 Baths
  • 4,251 Sq Ft
  • House for Rent

  45 Moosehorn Rd, Roxbury, CT 06783

  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

  Peter Klemm Klemm Real Estate Inc

  45 Moosehorn Rd, Roxbury, CT 06783
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  $13,900 total monthly price

  • 6 Beds
  • 3.5 Baths
  • 2,716 Sq Ft
  • House for Rent

  33 Sentry Hill Rd, Roxbury, CT 06783

  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.

  Peter Klemm Klemm Real Estate Inc

  33 Sentry Hill Rd, Roxbury, CT 06783
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  $13,900 total monthly price

  • 4 Beds
  • 3 Baths
  • 3,530 Sq Ft
  • House for Rent

  51 Senff Rd, Washington, CT 06793

  Pristine 5-bedroom private home on scenic dirt road ideal for walking, jogging and biking. Magnificent design with 2 gas fireplaces and filled with the art of Thomas McKnight. 2 over-sized wood decks overlooking the heated pool surrounded by endless summer hydrangea and 3 acres of lawns. The perfect location minutes from the center of Washington, the Mayflower and Winrian Inns & Spas.SUMMER:June

  Peter Klemm Klemm Real Estate Inc

  51 Senff Rd, Washington, CT 06793
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  $20,000 total monthly price

  • 3 Beds
  • 3 Baths
  • 2,384 Sq Ft
  • House for Rent

  40 Camps Flat Rd, South Kent, CT 06785

  Experience the ultimate country retreat with this charming, fully furnished 3-bedroom, 3-bathroom cottage set on 13+ private acres. Available for the Academic year or Winter rental, this inviting property features a heated saltwater gunite pool, a separate guest cottage, beautifully maintained grounds, and perennial gardens. The main residence boasts a sun-filled kitchen with an eat-in area, a

  Vanessa Henderson William Pitt Sotheby's Int'l

  40 Camps Flat Rd, South Kent, CT 06785

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