Dennis, Massachusetts Vacation Rentals

Explore 12 rental homes and villas in Dennis, 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 $122 per night with homes containing as many as 4 bedrooms and 5 bathrooms. However you're looking to experience your stay, Homes and Villas by Marriott has your next vacation home waiting.

Types of vacation rentals in Dennis

Where to stay in Dennis

Show all homes

Booking a vacation rental in Dennis, Massachusetts?

Here are some things to know to support your visit:

Dennis Overview
Nestled on the picturesque Cape Cod peninsula, Dennis, Massachusetts, is a coastal gem that epitomizes the charm and tranquility of New England. This enchanting town is a treasure trove of pristine beaches, historic landmarks, and cultural delights, making it an ideal retreat for those seeking both relaxation and enrichment by the sea. Imagine waking up in your own private home, a serene sanctuary where every comfort is yours alone. In Dennis, an array of exquisite private homes awaits, many of which are pet-friendly, ensuring that your beloved companions can join in on the coastal fun. Picture yourself lounging by your private pool, a luxury that many homes in the area offer, providing the perfect respite after a day of seaside adventures. The town's beaches are the crowning jewels of Dennis, with Corporation Beach and Mayflower Beach standing out as two of the most beloved spots. Here, the soft sands and gentle waves create an idyllic setting for families and beach enthusiasts alike. As the tide recedes, the expansive tidal flats become a playground for beachcombing and wading, offering a quintessential Cape Cod experience that is both rare and enchanting. Dennis doesn't just cater to beachgoers; it's also a haven for history buffs. The 1801 Jericho House and Barn Museum invites you to step back in time, while the Cape Cod Museum of Art celebrates the region's artistic heritage with an impressive collection of local works and a tranquil sculpture garden. For those who crave outdoor activity, the Cape Cod Rail Trail stretches 25 miles through Dennis, offering a scenic route for cyclists, walkers, and rollerbladers. Golf enthusiasts will be delighted by the lush fairways of Dennis Pines and Dennis Highlands, where the game is played against a backdrop of natural beauty. The town's villages, such as Dennis Port and East Dennis, exude a quaint charm with their eclectic shops and eateries. From casual seafood shacks serving the day's freshest catch to elegant dining establishments with gourmet offerings, the culinary scene is as diverse as it is delectable. The Cape Playhouse stands as a cultural beacon, offering a diverse array of theatrical productions that have earned it the title of "America's Oldest Professional Summer Theatre." Dennis, Massachusetts, with its stunning waterfront, cultural richness, and array of private home rentals complete with pools and pet-friendly options, promises an exclusive and unforgettable New England experience. Whether you're seeking the serenity of a beachside haven, the inspiration of artistic exploration, or the thrill of outdoor pursuits, Dennis is a destination that truly caters to every preference and passion.
Cultural Attractions in Dennis
Dennis, Massachusetts, nestled in the heart of Cape Cod, offers a serene and culturally rich getaway for those who revel in the arts, history, and local customs. This quaint town, with its picturesque New England charm, provides a variety of experiences that cater to the cultural enthusiast. Begin your exploration at the Cape Cod Museum of Art, a beacon of the region's artistic heritage. The museum's seven galleries feature works by local and regional artists, both historical and contemporary, and its sculpture garden is a tranquil spot to reflect amidst creative works. The museum also hosts art classes, film screenings, and music events, ensuring a dynamic cultural experience. For a deep dive into the area's history, the 1736 Josiah Dennis Manse Museum, named after the town's namesake and first minister, offers a glimpse into colonial life. This saltbox house is furnished in period style and staffed by docents in colonial attire, providing an immersive historical experience. The nearby Scargo Tower, a 30-foot-tall cobblestone tower, offers panoramic views of the Cape and is steeped in local legend. Live music thrives in Dennis, especially during the summer months. The Cape Playhouse, known as America's Oldest Professional Summer Theatre, has been entertaining audiences since 1927 with a variety of performances, including musicals and concerts. The Cape Cod Chamber Music Festival, held annually, brings world-class chamber music performances to the area, featuring both renowned and emerging artists. Art galleries abound in Dennis, with the village of Dennis Port being a particular hotspot. Here, you can find the Dennis Port General Store, which, alongside its charming wares, features local art. Stroll through the village and discover numerous galleries showcasing paintings, pottery, and jewelry crafted by Cape Cod artists. Local customs can be experienced at the Dennis Village Green, where community events and seasonal festivals take place. The Old Fashioned Clambake, held at the Cape Cod Maritime Museum, is a delightful way to partake in New England's culinary traditions and mingle with locals. For a unique theatrical experience, visit the Eventide Theatre Company, which offers thought-provoking plays and musicals, often highlighting local history and culture. Their productions provide insight into the region's identity and are a testament to the vibrant community spirit. In Dennis, the blend of coastal beauty, historical depth, and artistic vibrancy creates a cultural landscape that is both enriching and enchanting. It's a destination where the arts and history are not just observed but felt, making it an ideal retreat for those who seek to immerse themselves in culture.
Kids IconFamily friendly activities in Dennis
Dennis, Massachusetts, nestled in the heart of Cape Cod, is a delightful destination for families traveling with children. With its picturesque beaches, engaging museums, and outdoor adventures, there's something to keep every young traveler entertained. Start your family adventure at the Cape Cod Museum of Natural History. This gem offers interactive exhibits that delve into the local flora and fauna, as well as guided nature walks through the adjacent conservation land. Children can learn about the Cape's ecosystem while exploring the museum's aquarium and butterfly house. For a day at the beach, head to Mayflower Beach. Renowned for its soft sand and gentle waves, it's an ideal spot for building sandcastles and paddling in the shallows. At low tide, the beach reveals tidal pools teeming with marine life, perfect for little explorers to discover sea stars, hermit crabs, and small fish. For a splash of creativity, the Cape Cod Children's Museum in nearby Mashpee is a short drive away and offers a plethora of hands-on exhibits. Kids can role-play in a medieval castle, pilot a spaceship, or even create art projects to take home as souvenirs. If your children love the thrill of the stage, the Cape Playhouse offers children's theater performances throughout the summer. These shows are specifically designed to captivate young audiences, with colorful sets and costumes, and often include familiar fairy tales and stories. For outdoor enthusiasts, the Scargo Tower provides a unique opportunity. Climb to the top of this historic structure for panoramic views of the Cape. It's a short but rewarding hike that can be a fun and adventurous experience for the whole family. Don't miss out on the fun of mini-golf, a Cape Cod staple. Pirate's Cove Adventure Golf in South Yarmouth is just a short drive from Dennis and offers an imaginative course with pirate-themed obstacles that are sure to delight children and adults alike. Lastly, for a sweet treat, visit the Sundae School Ice Cream, where you can indulge in homemade ice cream. With its old-fashioned charm and wide variety of flavors, it's the perfect way to end a day of family fun. In Dennis, Massachusetts, the combination of educational experiences, beautiful natural settings, and child-friendly activities make it an enchanting destination for families looking to create lasting memories.
Nature IconOutdoor activities in Dennis
Dennis, Massachusetts, a quintessential New England 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 picturesque beaches, serene ponds, and charming landscapes, Dennis offers a variety of experiences for outdoor enthusiasts. The town's beaches are a highlight, with Corporation Beach and Mayflower Beach being two of the most popular. These beaches provide not only a chance to relax on the soft sand and swim in the Atlantic's cool waters but also opportunities for beachcombing, kite flying, and enjoying stunning sunsets. The tidal flats at low tide reveal a vast expanse for walking and exploration, offering a unique perspective of the Cape Cod shoreline. For those who prefer freshwater, Scargo Lake is a delightful spot for swimming, kayaking, and fishing. Surrounded by trees and tranquility, it's a perfect place to connect with nature. The Scargo Tower nearby offers panoramic views of the Cape, from the sparkling waters of Cape Cod Bay to the lush surrounding landscapes. Hiking and walking enthusiasts will enjoy the Indian Lands Conservation Area, which features trails that meander through forests and along the banks of the Bass River. This area provides a peaceful retreat with chances to spot local wildlife and enjoy the natural flora of Cape Cod. Cape Cod Rail Trail, a 25-mile paved path that runs through several towns including Dennis, is ideal for biking, jogging, and walking. The trail takes you through a variety of landscapes, from wooded areas to cranberry bogs and offers a safe and scenic way to explore the Cape's beauty. For a more structured outdoor experience, the Dennis Pines and Dennis Highlands golf courses offer lush fairways and challenging play amidst the natural beauty of the Cape. These well-maintained courses are a draw for golfers looking to enjoy their game in a picturesque setting. Lastly, for a touch of history combined with nature, the Cape Cod Museum of Natural History in nearby Brewster provides nature trails and guided walks that educate visitors about the local ecosystems and the wildlife that inhabits them. In Dennis, Massachusetts, the blend of coastal charm and natural wonders creates an idyllic setting for outdoor lovers to explore and enjoy. Whether it's the call of the ocean, the tranquility of a freshwater pond, or the adventure of a hiking trail, Dennis invites you to connect with nature in countless ways.
Weather IconWeather in Dennis
Dennis, Massachusetts, located on the idyllic Cape Cod peninsula, offers a classic New England climate with distinct seasons that each bring their own unique charm and appeal. Summer, from June to August, is the peak season for visitors, with warm temperatures averaging in the high 70s to low 80s Fahrenheit. The humidity can be high during these months, but the proximity to the Atlantic Ocean often brings a refreshing breeze that makes the climate quite pleasant. This is the perfect time for beach activities, boating, and exploring the quaint villages of Cape Cod. Fall, from September to November, is a delightful time in Dennis, with the crisp air and colorful foliage creating a picturesque setting. Temperatures during this season range from the 60s in early September to the 50s in November. The humidity drops, and the weather is generally comfortable for outdoor activities like hiking and enjoying the scenic drives along the coast. Winter, from December to February, is the quietest season, with cooler temperatures that average from the mid-30s to low 40s. Snowfall can vary, but Cape Cod generally experiences less snow than inland locations due to the moderating effect of the ocean. While the winter weather can be brisk, it also offers a peaceful atmosphere and the chance to experience the coastal beauty without the crowds. Spring, from March to May, sees a gradual warming with temperatures ranging from the 40s in early spring to the 60s by late May. This season can be unpredictable, with a mix of rain, occasional snow in early spring, and increasing sunshine as the season progresses. The blooming landscapes and returning wildlife make this a rewarding time for nature enthusiasts. The most popular weather conditions are found in the summer months, when the warm temperatures and sunny days provide the quintessential Cape Cod experience. However, the shoulder seasons of late spring and early fall offer milder weather and fewer crowds, making them an excellent choice for those seeking a more relaxed visit. For the most pleasant climate, consider visiting Dennis in late spring or early fall, when you can enjoy moderate temperatures, lower humidity, and the natural beauty of Cape Cod without the peak season crowds.
Transportation in Dennis
Dennis, Massachusetts, a charming town on Cape Cod, offers a serene getaway with quintessential New England charm. While it may not have the extensive transportation networks of a major city, there are still several ways to arrive and explore this coastal gem. Most visitors arrive by car, either their own or a rental, as Dennis is easily accessible via the Mid-Cape Highway (U.S. Route 6). This makes it convenient for those coming from Boston's Logan International Airport, which is approximately a 1.5-hour drive away. For those who prefer not to drive, there are bus services such as the Plymouth & Brockton Street Railway Co. that provide transportation from Boston and other points on the Cape. Once in Dennis, getting around can be a bit more limited. The Cape Cod Regional Transit Authority (CCRTA) offers bus services with the Breeze bus line that can take you to various points within Dennis and neighboring towns. However, the schedules may not always align with every traveler's needs, so it's important to plan ahead. For those who enjoy cycling, Dennis offers picturesque bike trails, including the popular Cape Cod Rail Trail, which runs through the town. Bike rentals are available, allowing visitors to explore the area at a leisurely pace while enjoying the scenic views. Dennis is moderately walkable, especially in the village centers such as Dennis Port and Dennis Village, where you can find a collection of shops, restaurants, and attractions. The town's beautiful beaches are also a major draw, but depending on your accommodation's location, some may be within walking distance while others will require transportation. For trips to the beach or exploring the wider Cape Cod area, having a car is advantageous. This allows for greater flexibility to visit nearby attractions such as the Cape Cod Museum of Art, the Scargo Tower, and other picturesque towns along the Cape. In summary, while Dennis may not have the extensive public transportation systems of a large city, it offers a peaceful retreat with enough transportation options to satisfy the needs of most visitors. Whether you're exploring by bus, bike, or on foot, the town's relaxed pace and natural beauty make it a delightful destination.