Holiday rentals with outdoor seating in Osterville

Find and book unique Holiday Houses with Outdoor Seating on Airbnb

Quick stats about holiday rentals with outdoor seating in Osterville

  • Total holiday rentals

    Explore 100 holiday rentals in Osterville

  • Nightly prices starting at

    Osterville holiday rentals start at $129 AUD per night before taxes and fees

  • Verified guest reviews

    Over 2,990 verified reviews to help you choose

  • Family-friendly holiday rentals

    90 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 30 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wi-Fi availability

    100 of Osterville holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Osterville rentals

  • 4.9 Average rating

    Osterville stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated Holiday Houses with Outdoor Seating in Osterville

Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.

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Guest favourite
A bright living room features light blue walls and hardwood flooring, with natural light streaming through skylights. A cozy seating area includes a grey sectional and a light-colored side table, while a fireplace is adorned with decorative art. A television is positioned across from the seating arrangement.
Home in Barnstable
4.87 out of 5 average rating, 165 reviews

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.

Top Guest favourite
The exterior of a two-story residential building is displayed, featuring light gray siding and dark blue shutters. A well-maintained lawn surrounds the home, complemented by two coniferous trees and various shrubs. The entrance is marked by a solid black door, enhancing the home’s facade.
Home in Barnstable
4.92 out of 5 average rating, 127 reviews

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.

Guest favourite
Home in Plymouth
4.91 out of 5 average rating, 188 reviews

Panoramic ocean views 100 ft above Cape Cod Bay

Our 5-bdrm Nantucket style beach house has a new kitchen & open living space, with a new deck, all overlooking the entire shoreline of Cape Cod Bay from a commanding perch atop a 100-foot bluff. Whales and seals can be seen from your deck. Located in a private community with its own rocky beach access about 5 min walk from the house where you can hunt for shells & observe the ocean wildlife. This beach is ideal for kayaking. Plymouth also boasts 4 of top 10 rated public golf courses in MA.

Top Guest favourite
A historic home features classic New England architecture, with a peaked roof and wooden shingle siding. White trim outlines the windows and door, while a white picket fence surrounds the property. Lush greenery and colorful flowers enhance the welcoming exterior under a clear blue sky.
Home in Sandwich
5 out of 5 average rating, 235 reviews

Quintessential Waterfront Historic Cottage

Set in a historic district and on a quiet pond shore, create memories with family and friends that will last a lifetime. Enjoy quintessential New England views from every angle. Coffee, restaurants, shopping & a fresh spring water fountain within a short walk to village center and under a mile to the nearest beach. Spend time walking the local area, exploring Cape Cod and relaxing in an atmospheric setting. Each room has been curated in a timeless tone, with relaxation and comfort in mind.

Top Guest favourite
Cottage in West Yarmouth
4.97 out of 5 average rating, 265 reviews

Cozy Coastal Cottage With Sprawling Sea Views

Take in endless views of the ocean walking up to this quaint cottage. Here, the pace is leisurely – sip coffee on the deck, watch the sunrise, and swim in the warm waters of Nantucket Sound just outside. We make changes yearly! A new marble bath was just installed! Close by is downtown Hyannis to shop and eat, mini golf, a water park, ferries to the islands, harbor tours, biking, and more. You will be at peace and filled with serenity staying here on Cape Cod. Can't wait to host you!

Top Guest favourite
The exterior of a spacious coastal property is shown, featuring a wraparound porch and light grey shingle siding. A clear blue sky complements the beach setting, with soft sand leading to the ocean in the background. Lush greenery borders the property, providing a sense of seclusion.
Home in Sandwich
4.99 out of 5 average rating, 154 reviews

Salt Eire | Oceanfront Beach Home

Welcome to Salt Eire. Steps to the beach for your morning walks. The sound of waves lulling you to sleep. A place for family and friends to relax and create memories. Nestled in the dunes of East Sandwich beach sits this oceanfront property (bay side) with stunning 360-degree views of Cape Cod Bay and Scorton Creek. Spend your days sunning and swimming before you return home to this comfortably appointed house. Also check out our new sister property down the road @ApresSeaCapeCod

Guest favourite
A spacious living room is captured, featuring light-toned sofas arranged around a wooden coffee table. A large television sits on a stand, with natural light streaming through tall, arched windows. A patterned rug adds color beneath the furniture, and indoor plants enhance the ambiance.
Home in Barnstable
4.83 out of 5 average rating, 192 reviews

Spacious house steps to Craigville beach! Dog ok!

Welcome to our Craigville retreat, close walk (0.3 mi) to one of the most beautiful beaches on the Cape. We are close to other beaches, ferry to Islands, food, hiking/kayaking/biking, Melody tent. You’ll love it because of the location and lots of natural light. If you want to stay in-enjoy private fenced backyard w/ fire pit, porch furniture and a hammock. Stocked with all you need to relax. We can host one dog. *Read/Agree to Pet policy bfr booking w dog*

Top Guest favourite
A handcrafted tree house is perched among trees, supported by wooden stilts. The structure features a rustic exterior with a metal roof and large windows, surrounded by greenery and vibrant pink flowers in the foreground, creating a serene and natural setting.
Treehouse in Wareham
4.97 out of 5 average rating, 231 reviews

Mink Cove Treehouse

A unique adult adventure awaits in this cozy hand crafted tree house! Nestled 12 feet off the ground amongst the chirping birds, red oaks & breathtaking views of Mink Cove in Buzzards Bay. The tree house is accessible by a suspension bridge that leads you to a partially covered porch where you can enjoy a cup of coffee or sit back & take in the sunset with a glass of wine. Step inside to the living space & snuggle up on the couch for an intimate evening.

Superhost
An open living area features a comfortable gray sofa facing a round dining table and chairs. A full kitchen is equipped with modern appliances, including a stainless steel refrigerator. Natural light brightens the space through large windows, complemented by light-colored wooden flooring.
Cottage in South Dennis
4.86 out of 5 average rating, 594 reviews

Beachfront Cottage on White Pond (Marshmallow)

Our Cottage sits directly on White Pond tucked away on acres of private property. Our cottage offers a private beach, deck, outdoor shower, outdoor dining area all while enjoying Cape Cod. White Pond is ideal for swimming, boating and fishing. The bike path and well known beaches are less than 2 miles and near to many delicious restaurants. There is another cottage on this property that sleeps four if you have other guest wanting to join

Top Guest favourite
The exterior of Salt Tide Cottage is shown, featuring a white-sided structure with a dark blue door and a large star decoration. A small seating area with two chairs and a table is positioned in front, surrounded by well-maintained green grass and trees.
Guesthouse in Barnstable
4.89 out of 5 average rating, 167 reviews

Cottage in Centerville (BEACH PASS)

Welcome to my home! The cottage is located in Historic Centerville Village, it's a welcoming, bright and relaxing, studio space; perfect for a couple, or individual, to getaway on Cape Cod. Salt Tide Cottage is a private guesthouse with off-street parking and a serene outdoor space. It sits behind the main house with its own back yard space with hammock. Just a short walk to the ocean, beaches, the library and the general store.

Top Guest favourite
A bright living area is highlighted by a mounted flat-screen TV and an electric fireplace. Natural light filters through sheer curtains adorning the window. A cozy sofa and a stylish bar cart are positioned for relaxation and entertainment, creating a welcoming atmosphere.
Cottage in Sandwich
4.98 out of 5 average rating, 219 reviews

Red Sky Retreat! Sun soaked 2 bedroom cottage!

Welcome to Red Sky Retreat! Our quaint sun soaked cottage with peekaboo ocean views is the ideal spot to unwind & getaway from it all! Spend all day soaking up the sun on one of the many nearby beaches, return home to our private outdoor shower then kick up your feet and relax in the backyard! Our recently remodeled home has all the amenities needed for a stress free beach vacation!

Top Guest favourite
An outdoor patio area is illuminated softly at dusk, featuring a dining set with a table and several chairs arranged on a patterned rug. Lush greenery and flowering plants surround the space, while lanterns provide a gentle glow, enhancing the tranquil environment.
Home in Marstons Mills
5 out of 5 average rating, 222 reviews

Cape Cod Cotuit Cottage, 3 Bed Near Beaches

5 star rental Cottage in the beautiful village of Cotuit! This quaint 3-bedroom cottage is perfect for a getaway for friends and family. It is just a short distance to nearby beaches, local market, walking trails, Cape Cod league baseball stadium, shopping and restaurants. Relax on the private patio area and enjoy the peaceful, natural setting. Bring along your dog too!

Popular amenities for Osterville outdoor seating rentals