Holiday rentals in Redding

Spacious Bethel Home Close to Downtown

3 bedroom, 1.5 bathroom apartment on the first floor of a multi family house setback on a main road. It is about 15 minute walking distance to downtown Bethel where you will find a grocery store, restaurants, breweries & locally owned shops all accessible by sidewalks. 5 minutes to the train (MetroNorth) & just a few minutes to I-84 and right near rt. 58. **One pet per booking. Please include # of guests when booking, this is for safety; we need to know how many people are staying at the home

Nature Retreat Airbnb

House located in beautiful and tranquil Redding, CT. Two floors with private deck. Main level: half-bath, cook's kitchen with a 4-person dining area, living room with flatscreen TV with an Apple TV and a view of nature. Living room convertible couch can sleep two small children or one adult. Upstairs: 2 bedrooms with full size beds, privacy blinds, bathroom w/ shower (no tub). If you want a getaway from the city, or just an escape then come to this quiet and private house in the woods.

Huckleberry Quarters, the Cozy Redding Retreat.

Now is the time to book your AUTUMN GETAWAY at the Huckleberry Quarters, a beautifully appointed 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 any season, a writer or artist's retreat. Easy access to Merritt Parkway, trains, local eateries, parks.

The Zen Cabin

Seated beside a playful cascade on Moffit’s Brook, this 1960 Log Cabin has been mindfully rejuvenated. 62 miles from NYC, The Zen Cabin offers respite from the hustle and bustle. Skylights, windows, and doors connect you with nature. Media-free, pet-free, and shoe-free. This laid-back retreat resides in one of Connecticut’s most bucolic and protected villages. ***Important: Airbnb now mandates hosts collect 15.5% to cover Airbnb “fees.” Nightly rates shown are NOT what we collect.

Comfortable home away from home- near everything

Price includes Airbnb fees. Cozy, pet-friendly cottage in a peaceful setting just 70 miles from NYC and minutes from I-84 (Exit 8 or 9). This clean & comfortable retreat features 3 bedrooms (2 queens, 1 full), and pull-out couch. Portable A/C's in summer, and fireplace for cozy nights. The greenhouse adds plenty of natural light, the yard is perfect for kids, the front deck is great for morning coffee, and the gas grill great for cooking out. High-speed WiFi and 3 smart TVs.

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.

Charming Historic Cottage in the Redwoods

Travel back in time to Marchant Farm and enjoy an authentic farm life experience in the historic, newly restored Sunflower Cottage. Whether you need a place to recharge or to reconnect with nature, you will find it here. Relax and unwind in the stunning floor to ceiling cedar living area. With 2 air conditioned bedrooms, each with full beds, and the children's magical loft space with two twin beds and play area.

Retreat with Heated Pool, 1 Mile to NYC Train

The pool is open for the 2026 season. Escape to a stunning 4-BR home on 2 acres in Redding, CT (#1 Small Town). Just 90 mins from NYC, this luxurious retreat comfortably fits 8 guests. Enjoy hotel-style amenities, a heated saltwater pool, and a gourmet kitchen. Breathe in fresh country air in a peaceful, park-like setting. Perfect for families, offering a blend of modern comfort and outdoor living.

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.

RivAframe A-Frame Forest Retreat, Stream, Hot Tub

Welcome to RivAframe. My wife and I fell in love with this special A-frame and poured our hearts into renovating it to create the kind of peaceful escape we were always searching for, one that feels worlds away, yet is just a short drive from NYC. Surrounded by forest, a pond, and a gentle stream, we hope you'll slow down, reconnect, and create memories with the people you love.

Fern Grove Cottage

If you’re looking for tranquility, this is the place for you! This charming cottage is located on a secluded country road. The cottage sits at the back of a gorgeous park-like property, and is near parks with hiking trails. This antique cottage has many modern renovations, providing convenience and comfort while maintaining the historic charm. This is the perfect getaway!

Redding Getaway

Forget your worries in this spacious and serene space. 1,200 sq ft studio on 7 acres with plenty of parking and open space. Property backs up to Putnam State Park, providing direct access to the trails in the park. Enjoy your morning coffee while enjoying the view of the horses on the property. Lines, pots/ pans, dishes, utensils, and a Keurig are all provided.