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Downtown Fairfield 3 bedroom Colonial

Enjoy a charming, 3 bed/2 full bath Colonial that is only a 4 block walk from the coffee shops, bars, and restaurants on the Post Road and .7 mile from the Fairfield Train Station. The house is over 1500 sq. feet on a quiet street and only a mile to the town beaches. Work has taken me from Fairfield, but it remains home, so the house is fully stocked with everything. If you're into shooting hoops, you'll like the lined and paved court. Small well-trained dogs and longer stays are negotiable.

Adorable private apt w/ W/D in lovely neighborhood

Enjoy a lovely experience at this centrally-located studio in-law apartment. It boasts a newly renovated kitchen and bath, king bed with brand new mattress, pull out full size sofa, ample closet space and more. The eat-in kitchen has all you need to feel right at home. The apartment is located adjacent to a nice residential house, but is fully private with your own front and back entrances. There are also no stairs, making it easily accessible. It’s located in a wonderful neighbor in Fairfield.

August Dates Open! Private Suite 5 Min to Westport

Welcome to your private garden-level retreat in Weston CT. An artfully designed suite by an artist and designer. With its own entrance, secluded patio with wooded, peaceful surroundings, this curated space blends comfort, style, and serenity. Just minutes from Westport, it offers an award-winning mattress, a cozy lounge area, organic coffee bar, high-speed WiFi, and more. Calm, clean, and thoughtfully designed. Guests describe it as peaceful, beautifully styled, and full of thoughtful touches.

Oscaleta Guest House: Lakefront Cabin

Escapology-A spectacular lakeside destination, designed as a luxury suite with its own dock. Close to NYC and ideal for a quick trip, remote work or an extended retreat. Glamping-A cabin in the woods on a lake surrounded by nature, but tech-enabled with all the modern perks. Artfully Designed Space-Modern retrofit thoughtfully curated with custom artwork throughout this historic 1920's cottage. Purpose built for your outdoor routine- from grill to canoe…. We recommend 3+nights if you can.

Peaceful Suburban Colonial w/New Kitchen.

Looking for a clean, cozy, secluded suburban escape that's still close to great shopping, Long Island Sound, and the two Fairfield Universities? Look no further than this newly renovated colonial on a quiet tree-lined street with no through traffic. A park and basketball are just at the end of the street. Trader Joes and other great shopping are a 2 minute drive away. Sacred Heart and Fairfield U are 5 minutes away. We're right across the street in case any of us forgot anything :).

Westport Deco HAUS /5 min to Town /10 min to Beach

Welcome to the enchanting home of the late Jean Woodham, a celebrated sculptor renowned for her abstract and expressive works. This unique property, nestled in a serene neighborhood in Westport, harmonizes artistic charm with modern comforts, promising a distinct experience for guests seeking inspiration and relaxation. Upon entering, you're welcomed by an inviting atmosphere that mirrors Woodham's creative spirit. The space feels spacious and open, with an eclectic mix of artwork.

Top Rated Gem | Fire Pit | 10 min to Beach, FFU

Welcome to Fairfield Cottage, a cozy retreat that beautifully combines comfort and stylish design for you and your guests. With thoughtful decor and essential amenities, you'll feel right at home. Conveniently located just 90 minutes to NYC, you can easily visit attractions like the Norwalk Aquarium, Beardsley Zoo, and local farms. Unwind at nearby Jennings and Penfield beaches located just 3 miles away, or explore the charming village of Southport.

Quiet and Cozy Cottage near NYC with a Pond

Black Pond House is a quick drive or train ride out of NYC. Once you arrive, you will experience tranquility and privacy on a 6 acre property with walking trails, streams, and a waterfall connected to the pond. The cottage is more than 200 years old and oozing with charm and comfort. There is no need to leave the property if you enjoy cooking and relaxing with all of the modern comforts including Sonos Sound and Chef's kitchen.

Sunny Westport Studio Apt. Above Historic Mill

Historic Charm Meets Modern Comfort: A Unique Studio Retreat Perched atop a restored 19th-century Cider Mill, this sunlit studio blends timeless character with modern amenities. Enjoy stunning views of a picturesque stream, serene meadows, and diverse wildlife. Just moments from Southport Village, yet offering a peaceful escape, it's perfect for history lovers, business travelers, and design enthusiasts seeking a unique getaway.