
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 $154 NZD 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.

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.

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.

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.

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.

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!

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

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*

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.

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

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.

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!

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
Holiday House Rentals with Outdoor Seating

Fabulous Waterfront with Spectacular Sunset Views!

Spacious Cape getaway near iconic Craigville Beach

4 bedroom Cape in private neighborhood

Newly renovated garden carriage house

Pristine Osterville Cottage

Sauna · Fireplace · Waterfront · 2 Kings · DogsYes

Private Pool, near beaches, 3 BR/3 BA, Central Air

Private Waterfront Escape | Kayaks + Firepit
Apartment rentals with outdoor seating

Cape Cod Canal Home

Spacious & bright, near beaches

Brand new! Whole apartment, huge tub, full kitchen

Cozy Large Private Pet Friendly Studio

Apartment suite|Firepit|Private Deck|Pond Access

⭐ Amazing Onset Getaway in the Starfish Suite

Your Private Garden

Upscale suite w/ separate entrance.
Condo rentals with outdoor seating

Ocean Edge Resort-Pool Access-CentralAC-2 bdr/2bth

Ocean Edge Resort/Pool access/2bedroom-2bath Condo

Steps from Bass River Marina · Private Balcony

Sea Salt Studio - Steps to Glendon Rd Beach

Cape Cod Brewster Ocean Edge Resort and Beach

Short walk to the Beach and Downtown Hyannis!

Lovely W Falmouth Home steps to bikeway & more!

Oceanfront condo on Brewster Flats
Destinations to explore
- Rentals with a fireplace Osterville
- Rentals with a patio Osterville
- House rentals Osterville
- Rentals with a hot tub Osterville
- Rentals with a washing machine and dryer Osterville
- Fitness-friendly rentals Osterville
- Pet-friendly rentals Osterville
- Rentals with pools Osterville
- Family-friendly rentals Osterville
- Rentals with a fire pit Osterville
- Rentals with beach access Osterville
- Rentals with outdoor seating Barnstable
- Rentals with outdoor seating Barnstable County
- Rentals with outdoor seating Massachusetts
- Rentals with outdoor seating United States
- Cape Cod
- Mayflower Beach
- West Dennis Beach
- Craigville Beach
- Onset Beach
- East Sandwich Beach
- Duxbury Beach
- Easton Beach
- Sandy Neck Beach
- New Silver Beach
- Pinehills Golf Club
- Second Beach
- The Breakers
- Nauset Beach
- Skaket Beach
- Saquish Beach
- Falmouth Heights Beach
- Coast Guard Beach
- Race Point Beach
- Cape Cod Inflatable Park
- Cape Cod Canal
- Popponesset Peninsula
- Easton's Beach
- South Shore Beach





