Chatham, Massachusetts Vacation Rentals

Explore 148 rental homes and villas in Chatham, Massachusetts 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 $64 per night with homes containing as many as 11 bedrooms and 8 bathrooms. However you're looking to experience your stay, Homes and Villas by Marriott has your next vacation home waiting.

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Chatham Overview
Nestled on the elbow of Cape Cod, Chatham, Massachusetts, is a coastal gem that epitomizes the charm and elegance of New England's seaside towns. With its stunning beaches, historic landmarks, and quaint village atmosphere, Chatham invites visitors to indulge in a luxurious and private retreat, complete with the comfort of a home away from home. Imagine waking up in your own private residence, a stone's throw away from the soft sands and gentle surf of Chatham's pristine beaches. Rental homes here often come with the added luxury of swimming pools, providing an exclusive oasis for you and your loved ones. Many of these homes are also pet-friendly, ensuring that your furry companions can join in on the coastal adventures. The town's crown jewel, the Chatham Lighthouse, stands as a beacon of maritime history. Visitors can explore this iconic structure and drink in the breathtaking views of the Atlantic, feeling the ocean breeze as it whispers tales of seafaring days gone by. Just a short stroll from the lighthouse, Lighthouse Beach offers a tranquil escape where the rhythmic waves set the pace for a day of relaxation or beachcombing. Chatham's Main Street is a treasure trove of local culture, with boutique shops and art galleries that celebrate the town's rich heritage. Here, you can find one-of-a-kind pieces that embody the spirit of coastal living. The dining scene in Chatham is a seafood lover's dream, with local catches featured prominently on menus, offering a taste of the ocean's bounty in every bite. For nature enthusiasts, the Monomoy National Wildlife Refuge is an unspoiled sanctuary where biodiversity thrives. This haven for migratory birds is not only a hotspot for bird-watching but also a place of serene beauty, perfect for reflective walks along its untouched shores. Marine life abounds in the waters surrounding Chatham, making it an ideal spot for seal watching excursions or setting sail for a deep-sea fishing adventure. The Chatham Shark Center delves into the fascinating world of these ocean predators, while the Chatham Orpheum Theater provides a cultural interlude with its mix of movies and live performances. Chatham's allure extends to its family-friendly beaches, such as Harding's Beach, where the calm waves and spacious sands welcome beachgoers of all ages. Whether you're seeking a peaceful day by the sea or an engaging exploration of coastal wildlife, Chatham's shores are a canvas for your perfect vacation. In Chatham, the blend of natural beauty, cultural experiences, and the privacy of a luxurious rental home create an idyllic setting for a memorable escape. Here, the spirit of Cape Cod is not just observed but lived, offering a coastal experience that is both intimate and enchanting.
Cultural Attractions in Chatham
Chatham, Massachusetts, nestled on the elbow of Cape Cod, is a charming destination that offers a rich tapestry of cultural activities for the discerning traveler. With its picturesque New England landscapes, historic sites, and vibrant arts scene, Chatham is a haven for those who revel in the arts, history, and local customs. Begin your cultural exploration at the Chatham Orpheum Theater, a historic venue that has been entertaining locals and visitors alike since 1916. After a meticulous restoration, the theater now serves as a cultural hub, showcasing independent films, live performances, and community events that reflect the town's artistic spirit. Art enthusiasts will find solace in the many galleries that dot Chatham's quaint Main Street. The Chatham Fine Art Gallery, for instance, features an impressive collection of works by local and regional artists, offering a glimpse into the Cape's vibrant art scene. The Creative Arts Center in Chatham also provides workshops and exhibitions, fostering a community of artists and art lovers. History buffs will appreciate the Chatham Marconi Maritime Center, where the rich legacy of wireless communication is preserved. This museum celebrates the town's role in maritime radio history and is located at the site of a former Marconi wireless station. For a broader historical perspective, the Atwood House & Museum, operated by the Chatham Historical Society, offers insights into the town's past through its eight galleries and historic home, dating back to the 1750s. Live music can be enjoyed at the Chatham Band Concerts, a summer tradition that brings the community together with weekly performances at Kate Gould Park. These concerts are a perfect way to experience local customs and enjoy an evening under the stars. Chatham's cultural offerings extend to its annual events, such as the Chatham First Night celebrations, which showcase local musicians, artists, and performers. The town also hosts the Chatham Arts and Crafts Festival, where artisans from across the region display their creations, from handcrafted jewelry to fine art. For a taste of local flavor, visit the Chatham Farmers Market, where you can sample regional produce and artisanal goods. The market is not only a place to shop but also a cultural experience, as it reflects the town's commitment to sustainability and community. In Chatham, every experience is infused with the charm and character of Cape Cod. It's a place where culture is celebrated, history is cherished, and local customs are woven into the fabric of everyday life. Whether you're strolling through an art gallery, attending a live concert, or exploring a museum, Chatham offers a cultural richness that is sure to delight any traveler.
Kids IconFamily friendly activities in Chatham
Chatham, Massachusetts, located on the elbow of Cape Cod, is a quintessential New England town that offers a treasure trove of activities for families traveling with children. Its picturesque landscapes, sandy beaches, and family-oriented attractions make it an ideal destination for a memorable vacation with the little ones. Begin your adventure at the Chatham Lighthouse Beach, where kids can play in the sand, splash in the waves, and even spot seals basking in the sun. The beach's gentle slope makes it a safe place for children to enjoy the water under the watchful eyes of lifeguards during the summer months. For a touch of history and education, visit the Chatham Railroad Museum. Housed in a beautifully restored 1887 railroad depot, the museum features model trains and a vintage caboose that kids can explore. It's a delightful experience for young train enthusiasts and a great way to learn about the town's past. The Monomoy National Wildlife Refuge is a must-see for nature-loving families. Take a guided tour to explore the refuge's diverse habitats, from salt marshes to freshwater ponds, and observe a variety of bird species. It's an excellent opportunity for children to learn about wildlife conservation and the importance of natural ecosystems. At the Chatham Marconi Maritime Center, families can dive into the world of wireless communication. Interactive exhibits allow kids to send Morse code messages and learn about the role of Chatham in maritime communication and World War II history. For a unique theatrical experience, catch a performance at the Chatham Orpheum Theater. This historic venue not only shows current films but also hosts special events and kid-friendly screenings, complete with a family-friendly café. Don't forget to take a leisurely stroll down Main Street, where you'll find a variety of shops selling everything from toys to ice cream. It's the perfect spot to pick up a souvenir or enjoy a sweet treat with the kids. For a bit of outdoor fun, head to the Chatham Shark Center to learn about the local marine life and the fascinating world of sharks. The center offers interactive exhibits and educational programs that are both fun and informative for curious young minds. Chatham's blend of natural beauty, engaging attractions, and family-friendly atmosphere makes it an enchanting destination for those traveling with children. Whether your family is looking to relax on the beach, explore the great outdoors, or discover the town's rich history, Chatham has something to delight every member of the family.
Nature IconOutdoor activities in Chatham
Chatham, Massachusetts, a charming coastal town on the elbow of Cape Cod, is a treasure trove of natural beauty and outdoor activities for those who love to immerse themselves in nature. With its picturesque landscapes, abundant wildlife, and pristine beaches, Chatham offers a serene escape into the great outdoors. Begin your adventure at the Monomoy National Wildlife Refuge, a haven for birdwatchers and nature enthusiasts alike. Spanning over 7,600 acres, this refuge is home to a variety of bird species, including the piping plover and roseate tern. The area's salt marshes, sand dunes, and freshwater ponds provide a rich habitat for wildlife. Visitors can explore the refuge through guided tours or by hiking the well-maintained trails. For those who enjoy the sand and surf, Chatham's beaches are not to be missed. Lighthouse Beach, near the iconic Chatham Lighthouse, offers stunning views and the chance to spot seals basking in the sun. Harding's Beach and Ridgevale Beach are perfect for families, providing gentle waves and soft sand for a relaxing day by the sea. Kayaking and paddleboarding are popular activities in Chatham's waters. Paddle along the scenic Oyster River or explore the calm waters of Pleasant Bay. For a more thrilling experience, join a seal tour and watch these playful creatures in their natural habitat. Cyclists will delight in the Cape Cod Rail Trail, a 25-mile path that winds through the Cape's diverse ecosystems. The trail offers a safe and scenic route for all skill levels, and bike rentals are readily available in town. For a leisurely stroll or a challenging hike, the trails at the Chatham Conservation Foundation properties provide a variety of landscapes to explore. The Frost Fish Creek Trail, for example, meanders through marshlands and wooded areas, offering peaceful views and the chance to spot local wildlife. Fishing enthusiasts can charter a boat for a day of deep-sea fishing, where they might reel in striped bass, bluefish, or even tuna. The waters off Chatham are rich with marine life, making it a prime spot for both novice and experienced anglers. As the day winds down, head to the Chatham Fish Pier to watch the fishing boats come in with their daily catch, a perfect end to a day spent enjoying the natural wonders of this quaint Cape Cod town. Whether you're seeking tranquility or adventure, Chatham's outdoor offerings are sure to provide an unforgettable experience with nature.
Weather IconWeather in Chatham
Chatham, Massachusetts, located on the southeastern tip of Cape Cod, experiences a temperate maritime climate, which brings with it mild summers and cool winters. The weather is influenced by the Atlantic Ocean, which helps to moderate temperature extremes throughout the year. Summer in Chatham, from June to August, is the most popular time for visitors, with temperatures averaging in the high 70s Fahrenheit (around 25°C). The ocean breezes keep the humidity at bay, making for pleasant beach weather. This is the perfect time for enjoying the town's sandy shores, sailing, and indulging in fresh seafood. Fall, from September to November, sees cooler temperatures, with averages ranging from the 60s down to the 50s Fahrenheit (15°C to 10°C). The humidity drops, and the weather is often clear and crisp, ideal for exploring the town's charming streets and witnessing the beautiful autumn foliage. This season is less crowded, offering a more relaxed visit. Winter, from December to February, is the quietest season in Chatham. Temperatures average from the mid-30s to the low 40s Fahrenheit (1°C to 5°C). Snow can occur, but the Cape Cod region tends to receive less snowfall than the mainland, with the ocean often keeping the temperatures slightly warmer. This season offers a peaceful retreat with a different kind of coastal beauty. Spring, from March to May, brings a gradual warming with temperatures ranging from the 40s to the 60s Fahrenheit (4°C to 15°C). The weather can be variable, with some days feeling like an extension of winter and others hinting at the coming summer warmth. The blooming of flowers and the return of wildlife make this a delightful time for nature enthusiasts. Precipitation is fairly evenly distributed throughout the year, with occasional nor'easters bringing heavier rain or snowfall, particularly in the winter months. The shoulder seasons of late spring and early fall are especially pleasant, offering milder weather and fewer crowds, making them an excellent time for visitors looking to enjoy outdoor activities without the summer rush. Overall, Chatham's most popular weather conditions, characterized by warm temperatures and comfortable humidity, are prevalent in the summer months. However, each season offers its own unique appeal, from the serene winters to the vibrant springs and autumns, providing a year-round destination for travelers.
Transportation in Chatham
Chatham, Massachusetts, a charming seaside town on the elbow of Cape Cod, offers a quaint and picturesque setting for visitors. While it may not have the major transportation hubs of a large city, there are still several ways to arrive and explore this coastal gem. Most travelers reach Chatham by car, either driving from their home or renting a car upon arrival in Massachusetts. The town is approximately a 90-minute drive from Boston's Logan International Airport, which is the nearest major airport. For those who prefer not to drive, there are bus services such as the Plymouth & Brockton Street Railway Co. that provide transportation from Boston to various locations on Cape Cod, including Chatham. Once in Chatham, getting around can be a delightful experience. The town itself is quite walkable, especially the Main Street area, which is lined with boutique shops, art galleries, and restaurants. Exploring on foot allows visitors to enjoy the town's quaint architecture and seaside charm at a leisurely pace. For those who wish to explore beyond the town center, having a car is advantageous. This is especially true if you plan to visit nearby beaches, lighthouses, and other towns on Cape Cod. However, during the summer months, Chatham operates a local shuttle service known as the Chatham Loop, which can take visitors to various points of interest within the town, including popular beaches and the downtown area. Bicycling is another popular mode of transportation in Chatham. The Cape Cod Rail Trail extends through many towns on the Cape, including a section near Chatham, offering a scenic and safe route for cyclists. Bike rentals are available in town for those who didn't bring their own. For a unique experience, visitors can also take to the water. Chatham has several marinas and boat landings, and there are opportunities for boat tours, fishing charters, and even water taxis that can provide a different perspective of the Cape's stunning coastline. In summary, while Chatham may not have the extensive public transportation systems of a large city, it offers a variety of ways for visitors to arrive and explore. The town's walkability, combined with shuttle services, bike paths, and the charm of coastal boating, ensures that travelers can enjoy all that Chatham has to offer with relative ease.