Holiday rentals with a patio in Osterville

Lake charm

Discover lakeside living at its finest! Wake up every morning to a magnificent view of the serene lake, right in your own backyard. This property not only offers a picturesque waterview but also grants direct access to lakefront activities. Take out the provided kayak or pedal boat for a peaceful outing, or cycle to the best local ice cream shop in town for a treat. When you're ready for a change of scenery, it's just a short ride to the ocean beaches for a day of sun and sand. Book your stay!

Cottage with private beach in Hyannis Port

Make your Cape Cod trip unforgettable in this Exclusive Harbor Village Cottage located right in Hyannis! Enjoy this recently updated 2-bed, 2-bath vacation home with access to private beach, beautiful outdoor deck, and peaceful ocean views. Follow the beach path 900 feet to the beach! Only minutes from downtown Main Street, the Melody Tent and Hyannis harbor. Whether you spend your days exploring the Cape, sunbathing on the beach, or relaxing on the deck, you will be sure to love this house!!!

Historic Home in Prime Village Location: Sleeps 6

Welcome to Main Street House - a classic Cape Cod gambrel-style home built in 1905 & located steps away from the village center. Just restored to offer modern conveniences like central AC & a chef's kitchen - while preserving historical charm. The 3 BR, 1 bath home is equipped with luxury mattresses & linens, with high end modern finishes & vintage accents. A large patio boasts an outdoor living room, dining area, & oversized outdoor shower. Beach pass included - Dowses Beach is a ½ mile away.

Private Lake Beach | Spectacular Views & Amenities

A whimsical, peaceful respite - where sunrise & sunset greet you each day - stunning views, & visions of a simpler time settle your spirit. This dreamy Wequaquet Lake waterfront home provides everything you could possibly need to enjoy a spectacular Cape Cod vacation. Comfortably sleeping 5 guests w/ 2 bedrooms / 1.5 bathrooms, find all the comforts of home: 2 queen beds, pull out twin trundle, fully equipped kitchen, central AC, Smart TV's, Wifi, fresh linens & towels, Keurig & k-cups + more!

Newly Renovated Cape, walk to Osterville

Welcome to Pond Street and your cape cod summer vacation. This fully renovated single family home is situated in the heart of Osterville on a large half acre lot. The home features an open floor plan with all new finishes inside, central AC and a newly landscaped outdoor entertaining area and putting green! This is a kid-friendly home complete with necessities for infants and children. Just a short walk to downtown Osterville offering the area's best beaches, dining, shops, and much more!

1-level fenced in yard Craigville Beach 2200sqft

Welcome to Midori On The Cape! This modern 4-bedroom, 2-bath, Cape-style house features ~2200 sq ft one-level Cape-style living in a quiet neighborhood, Free EV charging. 15000 sqft lot with fenced in flat grassy backyard, fire pit, swing set. Centrally located near Craigville Beach, Cape Cod Mall, vibrant Hyannis downtown and ferry terminal to Martha's Vineyard and Nantucket Island 1 living room, 2 dining areas, 4 super-sized bedrooms. Perfect for family staycation and gathering.

Cape Cod Village Retreat | Pool • Game Room • Gym

Wander Cape Cod Village is a private oasis for relaxation and entertainment. Enjoy the heated in-ground pool or soak year-round in the 9-person hydrotherapy hot tub. The mahogany deck, furnished patio, and firepit offer perfect outdoor gathering spots. Inside, a gourmet kitchen with Thermador appliances inspires culinary creativity, while a finished basement with Ping-Pong and a home gym keeps guests active. Quiet lounges provide peaceful retreats for ultimate rejuvenation.

Sam Pond Oasis w/Grill, Patio, Beach Pass

Retreat to this beautifully remodeled, uniquely designed Osterville home located on Sam Pond. NOTE: Our home is currently NOT safe or suitable for children under the age of 6. Features include: * Expansive patio overlooking Sam Pond * Outdoor shower * Gas grill * Balcony * Pond views throughout the home * Barnstable beach pass provided Note: Unfortunately the hot tub stopped working and is no longer at the house - please disregard prior reviews that mention the hot tub!

Three Ships Cove | Walk to Craigville Beach

Welcome to Three Ships Cove! A brand new, sun-drenched cottage that is walking distance to Craigville Beach. Imagine a Cape Cod day at the beach followed by a cold treat at the legendary Four Seas Ice Cream (a quick walk!) and finish off the night with dinner in Hyannis and a concert at the Melody Tent (less than a 10 minute drive). 3 bedroom and 2.5 bath home on a private cul-de-sac, 2 living areas, fantastic outdoor space for morning coffee or evening cocktails!