Holiday houses in Newtown

Sunset Living

Unwind with the whole family at this serene and inviting retreat. Cozy up by the stunning fireplace, a true statement piece that brings charm to your stay. The kitchen, often called the heart of the home, lives up to its name — beautifully designed and fully equipped for all your needs. Please note: This property is a duplex. The second unit is occupied by the owner's sister and has a completely separate entrance and driveway, with no access to the main house. Contact us with any questions!

Huckleberry Quarters, the Cozy Redding Retreat.

It’s time to book your FALL LEAF-PEEPING sojourn at the Huckleberry Quarters, a beautifully renovated studio apartment with full bathroom in a secluded, 1918 farm house. A nature lover's retreat within hiking distance of the Saugatuck reservoir and the Centennial Watershed Forest. Private entrance with all the amenities; internet, access to laundry. A peaceful country getaway to enjoy this FALL, a writer or artist's retreat. Easy access to Merritt Parkway, trains, local eateries, parks.

The River Loft

Escape to The River Loft, a private riverfront retreat in Weston, CT. Built in 2015 by a visionary local architect, The River Loft open-air design seamlessly integrates the outdoors with the interior space. As you step inside this 750 sf small home, you'll be instantly captivated by the layout that makes it feel spacious. Sitting on over 2 acres of forested land with private river access. Book now for an unforgettable experience. For more images & videos visit insta @the.riverloft

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.

Rustic farmhouse in the country, walk to village!

Charming 1830s country farmhouse in the heart of Sandy Hook village. This stylish home features original red oak floors and decorative brick fireplaces that add timeless character. Enjoy a walkable lifestyle with restaurants, coffee shops, bars, liquor stores, and everyday amenities just steps away. Rocky Glen State Park and a nearby Aquilla Nest and Mclaughlin vineyard offer scenic escapes just minutes from home. A perfect blend of historic charm and village convenience.

The Cottage at Cedar Spring Farm

Welcome to The Cottage at Cedar Spring Farm located on a 16 acre working Christmas tree farm bordered by 155 acres of protected land trust with marked hiking trails. The holidays are right around the corner. Holiday reservations have date restrictions. Please inquire about availability. Conveniently located to I-84, shopping, local farms, wineries, breweries, restaurants, and Heritage Village. Please note that we allow pets (dogs only) and have a limit of two.

Sticks and Stones Farm - The Solar Cabin

Sticks and Stones Farm offers a rustic glamping experience! When you stay with us you'll get the adventure and fun of camping (no electricity, outdoor showers etc.) while still getting to lay your head on a soft pillow in a bed. You can treat your stay here as a chance to go inward or enjoy interacting with the different programs and events going on! If you want to be up to date on events or ask about weekday checkins you can message us directly.

Escape to a Restored New England Antique Milk Barn

A Bucolic antique farm property in the Fairfield County countryside. Welcome to Connecticut country living at its best! Enjoy the gardens from your private patio, take a dip in the pool, read a book surrounded by fall foliage and retire to your very private suite and relax in the soaking tub. Please note the owners reside on the 4 acre property but give guests the utmost privacy.

Light and airy, pet friendly rental in Newtown

Enjoy a light and airy space in a quiet and serene suburban setting, yet a 5 minute drive from shopping and restaurants . A wooded culdesac is within steps to walk your dog or just go for a stroll. Many nearby attractions whether Winter, Spring, Summer or Fall!