Houses for Rent in Roxbury, CT

This captivating 2-bedroom, 2.5-bath Colonial home offers a delightful blend of comfort and convenience. Enjoy the inviting eat-in kitchen and spacious living room with a fireplace. A standout feature is the new heated pool accompanied by a private guest house with its own kitchen. Perfectly situated near local amenities like the library and tennis courts, this furnished retreat covers 1,700 sq ft of well-appointed space ideal for gatherings and relaxation.

Nestled on a scenic country road, this sprawling 6-bed, 3.5-bath Colonial offers 4,251 sq. ft. of luxury. Featuring a heated pool, child's play gym, and vast outdoor space, it's ideal for relaxation and recreation. Close to Roxbury's cultural gems and just two hours from NYC, enjoy a vibrant arts scene, outdoor adventures, and world-class dining. Perfect for seasonal or annual rental.

This expansive 6-bed, 3.5-bath colonial home offers a serene lifestyle on a scenic road in Roxbury. Set on 3 acres, this 2,716 sq ft home features 4 wood-burning fireplaces, a heated pool, and outdoor play areas. Enjoy proximity to a stunning land preserve. Flexible rental terms cater to summer and off-season stays, making it an ideal retreat year-round.

Experience exquisite living in this St. Barth's-style 4-bed, 4-bath home featuring 2,396 sq ft of elegance. Nestled in a serene hilltop neighborhood, enjoy high ceilings, exceptional interior design, and two wood-burning fireplaces. Relax by the heated pool or explore generous rental options, including flexible summer and off-season rates. Ideal for those seeking comfort and style in a picturesque setting.

Experience serene living in this delightful 4-bedroom, 2.5-bath Colonial set on 4 pastoral acres. The expansive 3,089 sq. ft. home boasts a vaulted-ceiling Great Room, a cozy formal living room with a wood-burning fireplace, and an eat-in country kitchen. Enjoy outdoor leisure in the beautiful terrace and magnificent gunite pool, along with nearby tennis courts, local markets, and scenic trails. This idyllic retreat blends charm and comfort in a picturesque setting.

Experience mid-century modern living in this stunning single-level home featuring 3 bedrooms and 3.5 bathrooms across 3,236 square feet. Floor-to-ceiling windows illuminate the versatile layout, including a sunroom, formal living room with fireplace, and updated kitchen with stainless steel appliances. Enjoy outdoor relaxation by the granite patio and gorgeous inground pool, while the lush landscaped grounds provide a private escape. The property also includes a two-bay garage with a studio.

Nestled in Roxbury's serene landscape, this 4-bed, 2.5-bath Cape Cod home offers breathtaking hilltop views. Enjoy relaxing or dining on the flagstone terrace, a cozy wood-burning fireplace, and a master suite with a private balcony. With amenities like ping pong, a trampoline, croquet, and more, this art-filled retreat promises a perfect blend of comfort and leisure. Available for seasonal or long-term stays.

Experience tranquil living in this charming barn-style home set on 15.27 acres, featuring 4 bedrooms and 2.5 baths. The open floor plan is enhanced by exposed timber and a stunning double-sided stone fireplace. French doors lead to a rear patio overlooking an inviting in-ground pool and barrel sauna, perfect for summer escapes. Just 90 minutes from NYC, this spacious 3,026 sq. ft. residence offers a remarkable short-term rental opportunity from September to May.