Vacation rentals with a patio in Osterville

Pet friendly Cotuit Charmer- 5min drive from beach

Charming Cotuit cottage, located just minutes from the heart of town. This cozy home is perfect for a getaway to reset and retreat from the hustle and bustle of life. This home sleeps up to ten guests, with an open living/ dining & kitchen area, perfect for conjuring and creating new memories. The yard is spacious and open, surrounded by trees to allow for some privacy. There is an outdoor deck, perfect for summer bbq’s and seating area. note: patio furniture an bbq are put away on off-season

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.

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!

Peaceful Cottage in Heart of Osterville Village

Blossom Beach Cottage is a peaceful retreat centrally located within the heart of Osterville Village. Walking distance to Shopping, Restaurants, Ponds, Beaches, Parks, Biking Trails, and 1 mile to Dowses Beach. Our 2 Bedroom 1 Bathroom home features a large yard, BBQ, and fire pit to relax by with family and friends. Open-Concept living and kitchen. Gas wood stove. 1 Queen Bed, 2 Twin Beds , & 1 Queen Memory Foam Pull Out Couch. Marble walk-in shower, granite countertops, new furnishings!

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.

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!

Perfectly situated home in beautiful Osterville

Perfect home for families and couples. Two first floor bedrooms with private en-suite baths and a spacious second floor room with four twin beds. Central air and hardwood floors throughout. Large yard with mature gardens, deck, and outdoor dining table. Head to one of the Cape’s nicest beaches with the landlord pass to private Dowses Beach. Or walk into town to the upscale Main Street dining and shops of Osterville Village. We’re glad to have you any time of year.