Redding, Connecticut Vacation Rentals

Explore 25 rental homes and villas in Redding, Connecticut for your next vacation or business travel. With private vacation home rentals, enjoy a more personalized stay and a wide range of amenities such as Air Condition Homes, Pet-Friendly Homes and Best Affordable Homes. With a wide range of homes to offer, pricing can start as low as $139 per night with homes containing as many as 7 bedrooms and 7 bathrooms. However you're looking to experience your stay, Homes and Villas by Marriott has your next vacation home waiting.

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Redding Overview
Nestled in the heart of New England, Redding, Connecticut, is a tranquil haven that epitomizes the charm and beauty of the region. This idyllic town, with its lush rolling hills and historic allure, invites visitors to step away from the clamor of urban life and into a world where time moves at a gentler pace. At the heart of Redding's cultural tapestry is the Mark Twain Library, a cornerstone of the community established by the legendary author Mark Twain during his Redding residency. More than a repository for books, this library is a vibrant cultural center, offering a year-round calendar of events that celebrate the arts, literature, and the spirit of community that Twain himself cherished. History buffs will be drawn to the hallowed grounds of Putnam Memorial State Park, Connecticut's very own "Valley Forge." Here, the echoes of the Revolutionary War resonate through the museum, historical trails, and vivid reenactments, offering a profound connection to America's past. The natural splendor of Redding is undeniable, with verdant parks and preserves such as Collis P. Huntington State Park, where trails wind through forests and meadows, leading to tranquil fishing spots and wildlife observation points. The Saugatuck Falls Natural Area is another jewel in Redding's crown, with its breathtaking waterfall and trails that become a riot of color in the fall, painting a perfect New England tableau. Redding's pastoral charm extends to its working farms and orchards, where the community's agricultural roots are celebrated with hands-on experiences like fruit picking and seasonal festivities that honor the land's bounty. For a truly immersive and intimate experience, consider the luxury of renting a private home in Redding. Imagine a secluded retreat where you can bask in the serenity of your surroundings, perhaps with a private swimming pool to dip into on warm summer days. Many of these homes are pet-friendly, ensuring that your entire family, including your four-legged members, can relax in comfort and style. While Redding may not boast a beachfront, the town's proximity to Connecticut's scenic waterways means that picturesque waterfront experiences are never far away. Whether you're looking to kayak along a peaceful river or simply enjoy a sunset by the water's edge, the essence of New England's maritime heritage is within easy reach. Redding's town center, though quaint, is brimming with character. Local shops and eateries exude small-town warmth, with menus often featuring the freshest ingredients from nearby farms. From cozy cafes to elegant dining spaces, the flavors of Redding are a testament to its rich local produce and culinary craftsmanship. In Redding, the arts are alive and well, with galleries and events that spotlight the talents of local artists and authors. This commitment to cultural and historical preservation, coupled with a thriving sense of community, renders Redding a captivating destination for those in search of a peaceful yet culturally rich escape. Redding, Connecticut, is a tapestry woven with the threads of cultural richness, historical depth, and natural splendor. It is the quintessential New England retreat, offering a sanctuary for the soul and a feast for the senses.
Cultural Attractions in Redding
Redding, Connecticut, may not be the first place that comes to mind when thinking of a cultural hotspot, but this charming New England town offers a tranquil retreat for those seeking to immerse themselves in the arts, history, and local customs. Begin your cultural exploration at the Mark Twain Library, founded by the iconic American author himself, who lived his final years in Redding. The library is not only a repository of books but also a community hub for literary events and local history talks, providing a unique insight into the town's cultural fabric. For a deep dive into history, visit the Redding Historical Society, which operates the Lonetown Farm Museum. This 18th-century farmstead offers a glimpse into the area's agricultural past and hosts events that celebrate Redding's heritage. The society also organizes walking tours of historic sites, including Putnam Park, where visitors can walk the grounds of a Revolutionary War encampment. Art enthusiasts will appreciate the town's commitment to the arts through various community events and exhibitions. The Redding Arts Project provides workshops and showcases for local artists, while the annual Art on the Green event transforms the town green into an open-air gallery featuring works by regional artists. Live music can be enjoyed at the Concerts on the Green series, where the pastoral setting of the town green complements performances ranging from classical to contemporary genres. This series is a testament to Redding's appreciation for the performing arts and its efforts to bring the community together through music. For a more intimate cultural experience, the town's local eateries and small businesses often host events that reflect the local customs and provide a platform for residents and visitors to mingle. Seasonal festivals and farmers' markets offer opportunities to sample local produce and artisanal goods, giving a taste of the region's culinary traditions. While Redding may not boast the grand museums or concert halls of a large city, its dedication to preserving and celebrating its cultural heritage makes it a delightful destination for those looking to connect with the arts, history, and local customs in a more personal and serene setting. Here, culture is not just observed but lived and shared, making it a truly enriching experience for the culturally inclined traveler.
Kids IconFamily friendly activities in Redding
Redding, Connecticut, is a charming New England town that offers a peaceful retreat with plenty of activities for families traveling with children. Its natural beauty and small-town charm provide a backdrop for a variety of kid-friendly adventures. Begin your visit at the Highstead Arboretum, where children can explore the beauty of nature on well-maintained walking trails. The arboretum offers a chance to learn about local flora and fauna, and the open spaces are perfect for a family picnic. For a step back in time, visit the New Pond Farm Education Center. This working farm not only educates visitors about sustainable agriculture but also allows children to interact with farm animals, learn about milking cows, and participate in seasonal activities like maple sugaring. The Redding portion of the Saugatuck Valley Trails is ideal for families who enjoy hiking. With trails that cater to various skill levels, children can burn off energy while parents enjoy the scenic views. Keep an eye out for local wildlife and the changing leaves in the fall, which offer a spectacular display. The Mark Twain Library, founded by the author himself, is a cultural gem where children can immerse themselves in the world of books. The library often hosts events and story times that are perfect for young readers. For a day of fun and learning, the Discovery Museum in nearby Bridgeport is a short drive away and offers hands-on science exhibits that will captivate children's curiosity. The museum's space and energy exhibits, as well as the outdoor adventure park, provide both educational and physical activities. During the summer months, the Redding Community Center is a hub of activity with its playground and sports fields. It's a great spot for children to play and make new friends. Lastly, for a unique cinematic experience, take the family to the nearby Bethel Cinema, an independent theater that showcases a variety of films, including family-friendly options. Redding's quiet charm is complemented by its engaging activities for children. Whether your family is looking to connect with nature, learn about farming, hike through beautiful trails, or simply enjoy a good book, Redding offers a serene yet engaging environment for a family getaway.
Nature IconOutdoor activities in Redding
Redding, Connecticut, a charming New England town, is a treasure trove of natural beauty and outdoor activities for those who love to immerse themselves in nature. The town and its surrounding areas offer a serene escape with a variety of landscapes, from rolling hills to tranquil forests. One of the highlights for outdoor enthusiasts is the Saugatuck Reservoir, part of the Centennial Watershed State Forest. This pristine body of water is surrounded by lush woodlands and offers a peaceful setting for fishing, kayaking, and canoeing. The reservoir is also a popular spot for birdwatching, as it attracts a variety of waterfowl and migratory birds. For hikers, the Redding portion of the Aspetuck Valley Trail beckons with miles of well-maintained paths that meander through the forest, offering a chance to connect with the local flora and fauna. The trail is part of a larger network that extends into the neighboring towns, providing ample opportunity for long-distance treks and nature photography. Another gem is the Collis P. Huntington State Park, which spans several towns including Redding. This park is a haven for outdoor activities, with trails suitable for hiking, horseback riding, and mountain biking. The park's scenic ponds are perfect for a quiet afternoon of fishing or simply enjoying the reflections of the surrounding autumn foliage. For a more structured outdoor experience, the Redding Garden Club maintains several public gardens, where visitors can admire a variety of plant species and beautifully designed landscapes. These gardens offer a tranquil environment for contemplation and relaxation amidst the natural beauty. The Devil's Den Preserve, the largest continuous preserve in southwestern Connecticut, is also within reach for Redding visitors. With over 20 miles of trails, this nature conservancy area is ideal for hiking and wildlife observation. The preserve's diverse ecosystems, including wetlands, woodlands, and rock ledges, support a rich array of wildlife, including several rare species. Lastly, for those interested in the night sky, the John J. McCarthy Observatory in nearby New Milford offers public viewing nights, allowing visitors to gaze at the stars and learn more about astronomy in a picturesque setting. Redding's natural wonders and outdoor activities provide a perfect blend of adventure and tranquility for nature lovers. Whether you're seeking a quiet spot to reflect by the water or an extensive network of trails to explore, Redding's outdoor offerings are sure to delight.
Weather IconWeather in Redding
Redding, Connecticut, nestled in the heart of Fairfield County, experiences a classic New England climate with four distinct seasons, each offering its own unique charm and weather patterns. Winter in Redding, from December to February, can be quite cold with average temperatures ranging from the low 20s to mid-30s Fahrenheit. Snowfall is common, with the region receiving an average of 30-40 inches annually. This creates a picturesque winter wonderland, perfect for cozy indoor activities or outdoor winter sports. Spring, from March to May, brings a gradual warming trend with temperatures ranging from the 40s to the high 60s. This season is known for its variable weather, which can include rain showers and the occasional late snowfall. However, the blooming flora and increasingly green landscapes make it a beautiful time to explore the natural beauty of Redding. Summer, from June to August, is the warmest season with temperatures often reaching the mid-80s. Humidity can be high, making some days feel quite hot. This is also the time when Redding experiences the most precipitation, with occasional thunderstorms. Despite the heat, summer is a popular time for visitors to enjoy outdoor activities like hiking, biking, and exploring the town's scenic parks. Autumn, from September to November, is many travelers' favorite time to visit Redding. The temperatures cool to a comfortable range between the 50s and 70s, and the humidity drops, making for crisp, pleasant days. This season is particularly stunning as the foliage turns to vibrant shades of red, orange, and yellow, creating a breathtaking backdrop for outdoor adventures or leisurely drives through the countryside. The most popular weather conditions tend to be in the late spring, when the landscape is in full bloom, and in the early fall, when the foliage is at its peak. These times offer a perfect blend of comfortable temperatures and lower humidity, ideal for enjoying all that Redding has to offer. For those seeking the most pleasant climate, late May to early June and September to October are often the best times to visit. During these periods, you can expect mild weather that is conducive to a wide range of activities, from exploring Redding's historical sites to engaging in outdoor recreation.
Transportation in Redding
Redding, Connecticut, is a charming New England town that offers a serene escape with its rolling hills, historical sites, and natural beauty. While it may not have the extensive transportation networks of a major city, there are still several ways for travelers to arrive, depart, and explore the area. Most visitors to Redding arrive by car, as it is conveniently located near major highways and is within driving distance from New York City and other parts of Connecticut. For those flying in, the nearest major airport is Westchester County Airport in New York, about 25 miles away. From there, renting a car is the most practical option for reaching Redding and exploring the surrounding region. Alternatively, travelers can fly into one of the larger airports in the New York City area, such as LaGuardia or JFK, and then take a combination of trains and taxis to reach Redding. The Metro-North Railroad offers service to nearby towns like Bethel and Danbury, and from there, a taxi or ride-sharing service can complete the journey. Once in Redding, getting around is best done by car. The town is not known for its public transportation options, and many of the attractions, such as Putnam Memorial State Park, the Redding Ridge Market, and the Highstead Arboretum, are spread out. Having your own vehicle provides the freedom to explore at your own pace and visit the various points of interest that are not within walking distance of each other. For those who enjoy cycling, bringing a bike along or renting one can be a delightful way to experience the scenic roads and trails that Redding has to offer. The town's rural character and natural landscapes make for a peaceful and picturesque ride. Redding itself is not particularly walkable as a whole due to the distances between attractions and the lack of sidewalks in many areas. However, there are specific spots, such as the town center or certain residential neighborhoods, where visitors can enjoy a leisurely stroll and take in the local architecture and greenery. In summary, while Redding may not have the extensive transportation infrastructure of a larger city, it is accessible by car and train, with the most convenient way to explore the area being by personal or rental vehicle. The town's rural charm and natural attractions are best enjoyed with the flexibility that driving provides.