Holiday rentals with a patio in Osterville

1-level fenced in yard Craigville Beach 2200sqft

*generator, solar panel backup powered*. 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.

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.

Three Ships Cove | Walk to Craigville Beach

Welcome to Three Ships Cove! A brand-new, sun-filled Cape Cod cottage tucked away on a private cul-de-sac and just a short walk to Craigville Beach. Spend your days by the ocean, grab a cone from the iconic Four Seas Ice Cream, then enjoy dinner, shopping, or a concert at the Melody Tent—all within 10 minutes. Featuring 3 bedrooms, 2.5 baths, 2 living areas, and a beautiful outdoor space for morning coffee or evening cocktails, it's the perfect blend of comfort, convenience, and coastal charm.

Serene Haven w/ No Shared Spaces | Cape Cod

My peaceful 2-bedrooms, 1 bathroom residential private apartment (Entire Main Level) has everything you need for your Marstons Mills trip. The home comes with Wi-Fi, self-check-in, and free parking. During your stay, you will enjoy the privacy of zero shared spaces. Free cleaning once per week for stay 6 days or greater. Our Airbnb is within walking distance to eateries, gift shops, and other community staples. An ideal base to explore Marstons Mills, Cape, and Islands. Bring the whole family.

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!

Spacious Cape getaway near iconic Craigville Beach

Relax in this sunny Osterville home near village cafés and 3 beaches. The open main floor has a roomy living area and eat-in kitchen w/ 2 comfy bedrooms and a full bath. A finished lower level + private suite with bath, lounge, and laundry. Step outside to a yard with a dining table +patio, grill, outdoor shower, firepit with chairs. 4 adult bikes will get you straight to town & 15 mins beach ride; Hyannis and major routes are close by. PS4, Wi-Fi, beach gear, and BEACH parking pass included.

4 bedroom Cape in private neighborhood

Bright, beach decor and an open floor plan greet you in this centrally located Cape home with countless amenities. Located in the village of Osterville, you will be less than 2 miles from the town's acclaimed Dowses Beach, a mile from the quaint shops and restaurants downtown, and a 15 minute ride to Hyannis featuring beaches, a lively downtown, and ferries to Nantucket and Martha’s Vineyard. Suitable for adults and children alike, make this your home away from home during your stay.

Cozy ranch with private neighborhood beach

Your relaxing family vacation begins here. Take a short walk to the lake or a two mile bike ride to the ocean. Our neighborhood is perfect for walks, bike rides, and quiet dinners on the deck. Our lake beach is serene, and perfect for families. Use of our kayaks stored right at the shore is included. We have bikes and helmets for your riding pleasure. We live close by so anything you need can be there in minutes. Central to downtown Hyannis Main Street and shopping. Our happy place!

Perfectly situated home in beautiful Osterville

Perfect home for families and couples. Two first floor master bedrooms with private new en-suite bathrooms. A spacious second floor bedroom with four twin beds. Central air and hardwood floors throughout. Large yard with mature gardens, deck, and outdoor dining table. Access to one of the Cape’s finest beaches with the landlord pass to private Dowses Beach. Walk into town to the upscale Main Street dining and shops of Osterville Village. We’re happy to have you any time of year.

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!