Orleans, Massachusetts Vacation Rentals

Explore 347 rental homes and villas in Orleans, 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, Best Affordable Homes and Great for Groups. With a wide range of homes to offer, pricing can start as low as $58 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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Orleans Overview
Nestled on the elbow of Cape Cod, Orleans, Massachusetts, is a picturesque coastal gem that beckons with its pristine beaches, rich history, and serene landscapes. This idyllic destination is a haven for those who yearn for the tranquility of a private retreat, with the added luxury of having a home all to themselves. Imagine waking up to the sound of waves and having the freedom to start your day with a dip in your own swimming pool—such indulgences are not uncommon here, as many rental homes come equipped with pools, and a number of them are pet-friendly, ensuring your furry companions can join in on the fun. The allure of Orleans is epitomized by its famous beaches. Nauset Beach, a beloved spot for both locals and visitors, offers miles of soft, golden sand and the perfect waves for an exhilarating surf session. For a more tranquil experience, Skaket Beach's calm waters are a paradise for families, and its sunsets paint the sky with hues that are simply unforgettable. These waterfront sanctuaries are just steps away from many private homes, allowing you to savor the coastal lifestyle to its fullest. Delve into the town's storied past with a visit to the Orleans Historical Society and Museum, where tales of seafaring adventures and wartime bravery come to life. The French Cable Station Museum is another treasure, chronicling the town's pivotal role in transatlantic communication. Nature lovers will be enchanted by the diverse ecosystems within the Cape Cod National Seashore. Here, trails meander through marshes, woodlands, and ponds, each offering a unique opportunity to observe local wildlife in their natural habitat. The Cape Cod Rail Trail, in particular, provides a scenic journey through these captivating landscapes, perfect for a leisurely bike ride or a reflective stroll. Orleans is not just a feast for the eyes but also for the soul, with a vibrant arts scene that showcases the creativity of the region. Local galleries display the works of talented artists, while the Academy Playhouse stages an array of performances that add a touch of drama and sophistication to the town's cultural tapestry. Culinary delights abound in Orleans, where the day's freshest catch is transformed into mouthwatering dishes. From quaint clam shacks to elegant dining rooms, the local seafood is a gastronomic highlight not to be missed. Weekly farmers' markets also offer a taste of the region, with local produce and handcrafted goods that embody the spirit of Cape Cod. With its central location, Orleans is the perfect base for exploring the wider charms of Cape Cod. Whether you're venturing to the artistic enclave of Provincetown, the historic streets of Chatham, or setting sail for the storied isles of Martha's Vineyard and Nantucket, Orleans is your gateway to the quintessential New England experience. Orleans, Massachusetts, is more than just a destination; it's a coastal sanctuary where privacy, comfort, and natural beauty converge. Here, in your own private home away from home, you'll discover the true essence of a seaside escape, complete with all the amenities that make for an unforgettable stay.
Cultural Attractions in Orleans
Orleans, Massachusetts, nestled on the outer arm of Cape Cod, offers a charming blend of cultural activities that cater to lovers of the arts, history, and local customs. While it may not boast the metropolitan scale of art offerings found in larger cities, its quaint character and community-driven events provide a unique and intimate cultural experience. Begin your exploration at the Addison Art Gallery, which is renowned for its fine American art, representing both established and emerging artists. The gallery hosts exhibitions, artist talks, and receptions that allow visitors to engage with the local art scene. The Orleans Historical Society, housed in the 1834 Meetinghouse, offers a glimpse into the town's past with its collection of artifacts and exhibits detailing the history of Orleans and its maritime heritage. For those interested in live music, Orleans has a vibrant scene, especially during the summer months. The Academy Playhouse presents a variety of performances, from musicals to classical concerts, showcasing local talent in an intimate setting. The Cape Cod Five Spot, located at the Orleans Marketplace, is a popular venue for live jazz and blues, offering a cozy atmosphere for music enthusiasts. The town's cultural offerings extend to its annual events, which celebrate local customs and community spirit. The Orleans Pond Coalition, for example, organizes the Celebrate our Waters festival, featuring music, art, and activities centered around the town's beautiful waterways. The Orleans Cultural District, designated by the Massachusetts Cultural Council, hosts events throughout the year, including gallery walks, where visitors can stroll through the town's art spaces and meet local artists. History buffs will appreciate the French Cable Station Museum, which tells the fascinating story of the transatlantic telegraph cable that connected Orleans to France in the late 19th century. The museum features original equipment and artifacts from the era, providing insight into this significant technological achievement. For a taste of local life, the Orleans Farmers' Market is a delightful stop. Here, you can sample regional produce, baked goods, and artisanal products while enjoying occasional live music and arts and crafts from local creators. Orleans may be small, but its cultural heart beats strongly. With its art galleries, historical sites, and community events, it offers a serene yet enriching cultural getaway for those who appreciate the quieter side of cultural exploration.
Kids IconFamily friendly activities in Orleans
Orleans, Massachusetts, nestled on the elbow of Cape Cod, is a delightful destination for families traveling with children. This charming town offers a blend of coastal beauty, outdoor activities, and educational experiences that are sure to captivate young minds and hearts. Begin your family adventure at the Cape Cod National Seashore, where miles of pristine beaches await for sandcastle building, shell collecting, and splashing in the waves. The Seashore's visitor centers provide interactive exhibits on the area's natural history, and ranger-led programs are often available to engage children with the environment. For a hands-on marine experience, visit the Cape Cod Museum of Natural History in nearby Brewster. The museum features exhibits on local wildlife, including a touch tank where kids can feel starfish and hermit crabs. The museum's trails lead to a salt marsh and the shores of Cape Cod Bay, perfect for little explorers. The Orleans Firebirds, part of the Cape Cod Baseball League, offer a chance to watch America's pastime in a family-friendly atmosphere. Kids can cheer on the local team and maybe even catch a foul ball as a souvenir. For a sweet treat, stop by the Ice Cream Cafe, where homemade ice cream comes in a variety of flavors that will delight children and adults alike. The cafe's whimsical decor and outdoor seating make it an ideal spot for a family dessert. Adventure-seeking families can rent kayaks or paddleboards from one of the local outfitters and explore the calm waters of Pleasant Bay. This activity not only provides fun and exercise but also offers a unique perspective on the Cape's scenic beauty. On a rainy day, the Orleans Bowling Center's candlepin bowling is a fun and nostalgic way to spend time together. The center also features an arcade, adding extra entertainment for the kids. Finally, don't miss the opportunity to climb the steps of the Nauset Lighthouse, an iconic Cape Cod beacon. The lighthouse is open for tours on select days, and the climb rewards with panoramic views of the Atlantic Ocean. Orleans, with its mix of beach fun, educational attractions, and family-friendly activities, is a gem on Cape Cod that offers a memorable vacation for families with children. Whether your family is looking to relax on the beach, learn about local wildlife, or embark on a kayaking adventure, Orleans has something to make every child's vacation dreams come true.
Nature IconOutdoor activities in Orleans
Orleans, Massachusetts, a charming town on Cape Cod, is a treasure trove of natural beauty and outdoor activities for those who love to immerse themselves in nature. With its stunning coastline, tranquil ponds, and lush landscapes, Orleans offers a serene escape and a variety of ways to connect with the great outdoors. The Cape Cod National Seashore is a highlight of the region, boasting pristine beaches, rolling dunes, and clear waters. Nauset Beach, one of Orleans' most famous stretches of sand, is a haven for sunbathers, swimmers, and surfers alike. The beach's expansive shoreline is also a prime spot for beachcombing and witnessing the dramatic sunrises that Cape Cod is known for. For a more secluded experience, venture to Skaket Beach on Cape Cod Bay. At low tide, the beach reveals miles of tidal flats, offering a unique opportunity to explore the bay's rich marine life. The calm waters here are perfect for paddleboarding and kayaking, providing a peaceful way to enjoy the scenic views. Nature enthusiasts will also appreciate the many freshwater ponds in Orleans, such as Pilgrim Lake and Crystal Lake. These tranquil spots are ideal for swimming, fishing, and picnicking, surrounded by the natural beauty of Cape Cod. Hiking and wildlife observation are popular activities at the Fort Hill Rural Historic District, where trails wind through fields and marshlands, offering panoramic views of Nauset Marsh and the Atlantic Ocean. Birdwatchers will be delighted by the variety of species that can be spotted here, especially during migration seasons. For a more adventurous outing, the Cape Cod Rail Trail is a 25-mile paved path that runs through Orleans and beyond, providing a safe and scenic route for cyclists, runners, and walkers. The trail passes through a diverse landscape of forests, marshes, and quaint Cape Cod towns, making it a perfect way to explore the area's natural beauty. Lastly, for those interested in marine life, a visit to the Orleans area wouldn't be complete without a seal-watching tour or a deep-sea fishing excursion. These trips offer a chance to see Cape Cod's wildlife up close and to experience the thrill of the ocean. In Orleans, Massachusetts, the allure of the outdoors is ever-present, inviting visitors to explore, relax, and connect with nature in a multitude of ways. Whether you're seeking the tranquility of a quiet pond, the excitement of ocean activities, or the charm of coastal trails, Orleans is a destination that truly celebrates the great outdoors.
Weather IconWeather in Orleans
Orleans, Massachusetts, nestled on the outer portion of Cape Cod, experiences a temperate maritime climate, which means the weather is generally moderate with a significant influence from the surrounding Atlantic Ocean. This coastal town's weather patterns are characterized by relatively mild winters and cool summers, with a consistent breeze that can be refreshing during the warmer months and brisk in the cooler ones. Winter in Orleans, from December to February, sees average temperatures ranging from the low 30s to the mid-40s Fahrenheit. While snowfall does occur, it is often less than what is seen in inland locations, thanks to the moderating effect of the ocean. Winter storms can bring a mix of precipitation, including snow, rain, and sleet. Spring, from March to May, brings a gradual warming trend with temperatures typically ranging from the mid-40s to the low 60s. This season can be quite variable, with some days feeling like an extension of winter and others hinting at the approaching summer warmth. Precipitation is common, but the blooming flora and increasing daylight make it a beautiful time to explore the natural beauty of Cape Cod. Summer, from June to August, is the most popular time to visit Orleans, with average temperatures ranging from the high 60s to the low 80s. The town's beaches, such as Nauset Beach and Skaket Beach, become prime destinations for sunbathing, swimming, and enjoying the quintessential Cape Cod experience. Humidity can be present, but the ocean breeze often provides relief. Summer evenings tend to be cooler, perfect for strolls along the shore or dining al fresco. Autumn, from September to November, sees temperatures gradually decrease from the 70s in early September to the 50s by late November. This season is known for its stunning fall foliage and crisp, clear days, making it an excellent time for outdoor activities like hiking and cycling. Precipitation is less frequent than in spring, and the humidity drops, offering comfortable conditions for exploring. The climate in Orleans is especially pleasant during the late spring and early fall when the weather is mild, the summer crowds have thinned, and the natural scenery is at its most vibrant. These shoulder seasons offer a perfect balance for visitors looking to enjoy the town's charm without the peak season's hustle and bustle.
Transportation in Orleans
Orleans, Massachusetts, a charming town on Cape Cod, offers a serene getaway with a variety of transportation options for visitors. While Orleans does not have its own commercial airport, travelers typically fly into Boston's Logan International Airport or Providence's T.F. Green Airport and then either rent a car or take a bus to reach the town. The drive from Boston is approximately 1.5 to 2 hours, depending on traffic. For those who prefer not to drive, the Plymouth & Brockton Street Railway Company provides bus service from Boston to various locations on Cape Cod, including Orleans. Once in Orleans, Flex Route buses operated by the Cape Cod Regional Transit Authority offer a convenient way to travel between towns on the Lower Cape. While in Orleans, visitors will find that the town is moderately walkable, especially in the downtown area where shops, restaurants, and galleries are clustered. The Cape Cod Rail Trail, a paved bike path that runs through Orleans, is perfect for cycling enthusiasts and offers a scenic way to explore the area. Bike rentals are available for those who wish to take advantage of this amenity. For trips to the beach or other attractions that are further afield, having a car can be beneficial. Parking is generally available, though it can be limited at popular beach spots during the peak summer months. Ride-sharing services like Uber and Lyft are also options, though availability may vary. Water transportation is another aspect of Orleans' charm, with opportunities for kayaking, paddleboarding, and boating in the town's many waterways and along the coast. While this isn't a mode of transportation in the traditional sense, it's a delightful way to experience the natural beauty of Cape Cod. In summary, while Orleans is accessible by public transportation from major nearby cities, having a car will provide the most flexibility for exploring the wider Cape Cod area. The town itself offers a mix of walkability and cycling options, making it a pleasant destination for those who enjoy outdoor activities and the quaint allure of a coastal New England town.