Holiday rentals with a fireplace in Fairfield County

Newly built twin beach house within steps to beach

Keep it simple at this peaceful and centrally-located home. Newly built in 2019! Premier beach living at its finest. Steps to Fairfield’s beaches and less than a mile to downtown restaurants, shops, and bars. Fenced backyard. Central air throughout. Decks off the front and back with a Weber grill. Furnished with luxury furniture, sheets, comforters, and pillows. Smart TVs in every bedroom and living room. Tesla charging station at the house. Identical home next door available for larger bookings

The Lookout

Massive 4,000 sq foot chalet on more than seven acres. Only 90 minutes from NYC, with incredible mountain views and stunning sunsets. Floor-to-ceiling stone fireplace, outdoor firepit, 8 person hot tub, and gas grill for use. Private hiking trail on property. Close proximity to all of Hudson Valley's best golf courses, breweries, wineries, hiking trails, parks, and ski resorts. Easy drive to historic Beacon, Cold Spring, Rhinebeck, Pawling, and New Paltz, and only minutes away from Metro North.

Sun Filled Cottage

Sweet little front porch overlooks rolling farm land to the West. Light, bright sun filled cottage features great room, Vermont Cast wood stove (fireplace) 70" SMART TV, full size washer/dry, glass doors to back deck for private lounging. kitchen w/ dishwasher, stove/oven & new fridge. 2 bedroom guest cottage on 8 AC estate w/ room to walk & explore! 5 min to groceries, dining & Woodbury Antique district. 7 minutes to Exit 15 on I-84. River front dog-park nearby. WIFI ,Air-conditioning

The Cottage on Babbling Brook

A cozy, rustic cottage beautifully overlooking Wimsink Brook. Custom designed & handcrafted woodwork throughout the home. An all around great spot for families and friends. A magical, peaceful and relaxing space. Conveniently located on the Connecticut/New York border, just a 1 ½ hour drive or metro north from NYC. The area is a prime location, as it offers some of the most stunning and scenic hikes & drives in the country. Only a 10 minute drive from Kent, New Milford or Pawling.

A nestled retreat on 15 acres

Kick back and relax in this calm, stylish space. Winter, Spring, Summer, or Fall, you’ll admire all of the beauty that surrounds you on this unique property. Private, yet close to everything. Enjoy morning coffee on the deck overlooking a backyard bursting with wildlife. You never know what beautiful creature you’ll see passing through the serene wetlands. A google-controlled electric fireplace will give you ambiance while on the couch relaxing or during movie night.

Convenient and Cozy Antique Cape

Adorable little house in Darien CT, with a fireplace in winter and the beautiful local beaches in the summer. Right across from Trader Joe’s and around the corner from route 1 and Interstate 95, the little house is super convenient to local amenities. Probably the best perk of its central location is that it’s nestled behind Rorys, the best pub ever, so there’s no need to even cook if you are too busy or just don’t want to after working all day or a long day at the beach

3BR Family Apt, Renovated with Easy Check-In

🌟 Stylish 3BR Getaway – Newly Renovated & Family-Friendly 🏡 Welcome to your perfect escape! Relax in our newly renovated 3BR apartment, designed with modern elegance and comfort. Perfect for family vacations, business trips 💼, or romantic getaways ❤️. Enjoy a cozy and stylish space with all the amenities you need. Ideally located close to dining 🍽️, shopping 🛍️, and local attractions 🌍. Book now for an unforgettable stay!

Sunset Living

Relax with the whole family at this peaceful place to stay. Enjoy a soothing fire in this remarkable statement piece of a fireplace. The kitchen is the heart of a home and this one does not disappoint! *this property is a duplex that only owners sister occupies. (Completely separate entrance/ driveway and no access to main house) please call for more information!

Cozy Loft Apartment in Central Greenwich

A light-filled studio apartment with private entrance in a classic New England home. Nestled in the trees on the home’s second floor, the studio has windows on three of four walls and offers beautiful views over a large backyard and adjacent pond. A working fireplace with complimentary wood is ideal for chilly winter nights. We offer private onsite parking.