Holiday rentals in Osterville

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/ two comfy bedrooms and a full bath. A finished lower level w/ private suite with bath, lounge, and laundry. Step outside to a yard with a dining table +patio, grill, outdoor shower, firepit with chairs. Sidewalks straight to town & 15 mins Craigsville beach bike ride; Hyannis and major routes are close by. PS4, Wi-Fi, beach gear, and BEACH parking pass included.

Charming Updated 2 bedroom Quintessential Cape Cod

This comfortable, freshly painted cottage is the perfect spot for that Cape Cod vacation. 1 mile from Craigville Beach (pass included). Open the door and see quaint Main St. where you can visit 1856 General Store for Penny Candy and beautiful gifts. All linens including beach towels included. Beach chairs and umbrella are already here for your convenience.Washer/dryer. Outdoor shower and grill so you can freshen up and relax after a day at the beach! Your dog can also relax in the fenced in yard

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.

Central Cape Escape (with Beach Pass)

The whole group will enjoy easy access to everything from this centrally located place. Craigville Beach is a quick ride away, as well as many other beaches (landlord beach pass included). Close to restaurants, grocery shopping, entertainment, Hyannis Yacht Club, ferries to Nantucket & Martha's Vineyard. Biking and walking trails are close by. The house is spacious and bright. The three bedrooms sleep 8 total. This can be your family and friends getaway destination for a relaxing and fun time!

Spacious 4 BR Beach House Perfect for the Family

Charming Cape Cod beach house in close proximity to Craigville beach, Four Seas Ice Cream, and just down the hill from the 1856 Country Store! The extra large living room and renovated kitchen / dining area is perfect for families looking for a spacious getaway. Being a half a mile from the beach, this home is less than a 10 minute walk to one of the most prominent shores on Cape Cod. While not spending time at the beach, walk through our historical neighborhood or shop and eat locally.

Spacious Home w/ Beach Pass & Private Pond Access

10% off for May/early June available dates if booked by 3/31! Enjoy 2 firepits & kayaks for private pond. If you enjoy staying close to everything that Cape Cod has to offer while being tucked away from the crowds, then ''Pond View Serenity'' is the place! Centrally located on the Mid-Cape, with convenient access to Route 28, this spacious home is close to several ocean beaches, including the popular Craigville Beach (parking pass included!), shopping, restaurants, historic sites and more.

Steps to Cape Cod Private Beach!

Beach Read is steps to East Sandwich's Private Beach! This charming cottage has 1 bedroom and a sleeper sofa. It is the perfect size for a couple or small family looking for a Cape Cod getaway! Recent upgrades include flooring, renovated bathroom and brand new gas grill. Spend the day relaxing on the beach & the evening making smores over a beach bonfire. Located in Cape Cod's oldest town, it is only a short ride to Sandy Neck, Town Neck, shops, restaurants & Tree House Brewery.

Mid Cape single family house 3 mins walk to Lake

Relax with the whole family/friends at this peaceful place to stay. Step into this beautiful 4-bedroom, 2 bathroom vacation rental house and let your worries drift away. This spacious house is outfitted with everything 8 lucky guests will need and is within walking distance of a lake. Whether you spend your days lounging by Mystic lake, or staying in beaches within 10 mins driving, eg, Sandy Neck, Hyannis, Craig , this house is the perfect home-away-from-home! Free beach pass.

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!

Beach Glass Cottage - Pond Front

Come stay at the Beach Glass Cottage! A pristine pond front, completely renovated and tastefully decorated, 3 bedroom, 2 bathroom cottage in the heart of Hyannis. Truly the perfect get-a-way for family and friends. The Beach Glass Cottage is tucked away from the action, but within walking distance to Main Street Hyannis, which features eclectic shops, restaurants, bars, ice cream with mini golf and the Cape Cod Melody Tent is a short walk from the cottage as well.

Osterville Guest House

Charming 600 sq. ft. guesthouse located in the desirable village of Osterville. Take a short walk down Main Street for some shopping or dining. Along the way you may want to stop at Gone Chocolate for an ice cream or Dunkin Donuts for a quick coffee. You will have your choice of several restaurants to dine at including Five Bays Bistro, Crisp Flatbread Inc., Wimpy’s Seafood Market, or the newest restaurant in Osterville- the Chart Room at Crosby’s boat yard.

Waterfront. Private. Walk to Craigville Beach!

Check out our new lower off-season rates. come enjoy "second summer", the calm season, a quieter less hectic Cape Cod awaits. Waterfront property on Centerville River. Set on a quiet lane, you are only steps to Craigville Beach. Updated home with central air, cathedral ceiling great room, updated kitchen, deck over looking the river with an endless display of wildlife to observe. 1 bedroom plus sleeper sofa in great room. 2 baths.