
Holiday rentals with outdoor seating in Osterville
Find and book unique rentals with outdoor seating on Airbnb
Top-rated rentals with outdoor seating in Osterville
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

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!!!

Private Pool, near beaches, 3 BR/3 BA, Central Air
Enjoy the Barnstable historic seaside village of Cotuit in this sprawling house with central air, nestled in the pines on a quiet street with private gated (unheated) pool, lg. backyard, firepit, ample parking, just blocks from Main St, Ropes Beach, scenic ocean views, fort playground, and Kettleer baseball. Each bedroom has a TV and ensuite bathroom! Relax in the seasonal sunroom overlooking the pool; grill burgers on the patio. Max. 9 (6 adults). Pool open 6/20-9/15/26. The reviews tell all!

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.

Cozy Cape Cod Beach House With Central A/C
This meticulously maintained Cape Cod Beach House is located next to downtown Hyannis and everything it has to offer. Spend a day at the beach, then walk down Main St Hyannis and grab a bite at one of the many restaurant options. The house offers 3 bedrooms and 2 full baths including a master bath. Lounge out on the back deck or spend some time at the local neighborhood ponds. Guests have the entire property to themselves with plenty of parking available. Towels and linens are provided.

gorgeous waterfront cottage w/4kayaks and 2 SUPs
Small 500 sq ft gem . Quintessential Cape Cod cottage WATERFRONT on big Sandy Pond. Step back in time and enjoy being on Cape Cod in your own Camp. Come enjoy this charming cottage with 2 bedrooms and views of the pond throughout. Kayak, fish and swim from your front door. *1 Paddle Bd *4 kayaks- 4 adult/4 child life vests *Gas Fire-pit *Gas Grill *XL outdoor shower *Quiet lakeside hood *Gorgeous marble counters in the new kitchen *Remote control heating & cooling system *WiFi

The Osprey Nest - Beach house with stunning views
The Osprey Nest is a classic Cape Cod beach house just steps to the ocean with panoramic views across the protected marsh. A cozy and timeless retreat, with modern amenities and spacious and light-filled rooms. This home has been in my family since the 1960’s and you will feel the warmth and charm the minute you step in the door. The location is perfect for nature lovers but within 10 minutes of stores, restaurants, and charming towns. A perfect base for Cape Cod sightseeing.

Cozy 1-level fenced yard Craigville Beach 2000sqft
Welcome to Midori On The Cape! This freshly renovated 3-bedroom, 2-bath, Cape-style house features 2000 sq ft all in one level in a quiet neighborhood, 15000 sqft lot with fenced in flat backyard, fire pit, string lights, BBQ-grille. Quick access to Craigville Beach, Cape Cod Mall, vibrant Hyannis downtown and ferry terminal to Martha's Vineyard and Nantucket Island 2 living rooms, 2 dining areas, 3 super-sized bedrooms. Perfect for family staycation and gathering, get away.

Stylish home with beach pass, close to everything
Modern home near Dowses and Craigville beach, Ropes and Loop beach (2.3 miles) with pass included for all ponds, lakes and beaches in Barnstablle. Outdoor shower Beautiful 3 br ranch. Central AC and heating, furniture, beds and kitchen appliances. Private fenced yard with deck, BBQ, fire pit, plenty of seating 2.5 mi to Joshua pond, North Pond- for fishing and Wequaquet Lake for swimming. Main st Hyannis restaurants and clubs, Cape Cod Mall. Fast internet, cable, smart TV.

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.

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.

Memorable Moments Cottage
Amazing Beach House for Family & Friends. 4 miles to the closest Beach. Beach parking pass available for Barnstable. (9+ beaches and ponds in the Yarmouth area, this parking is not included in the beach pass) Minutes away to great Restaurants, Museums, Mini golf, Ice Cream and so much more. The newly renovated cottage has hardwood floors, updated fully equipped kitchen, Streaming TV, WiFi, high speed internet, and washer and dryer.

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.
Popular amenities for outdoor seating rentals in Osterville
House rentals with outdoor seating

In-Ground Pool Oasis | 5 Min to Cape Cod Beaches!

Fabulous Waterfront with Spectacular Sunset Views!

Charming Ranch, Near Beaches & Town in Osterville

Swan nest escape

4 bedroom Cape in private neighborhood

Salt Eire | Oceanfront Beach Home

Escape to the Cape for Families!

Cozy ranch with private neighborhood beach
Apartment rentals with outdoor seating

Cape Cod Canal Home

Songbird Studio- Secluded but close to everything!

WATERFRONT PENTHOUSE OAK BLUFFS

Spacious & bright, near beaches

Brand new! Whole apartment, huge tub, full kitchen

☀️ Open & Bright, Ocean Views, Close to Beach!

Your Private Garden

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

Stunning. Walk to Beach, Town and Harbor 113B

Ocean Edge Resort-Pool Access-End Unit-2 bdr/2 bth

Comfy Cape Escape! Spacious, Cozy, Close to Beach!

#6 Ocean Oasis Studio, 300 Yards to Glendon Beach

Resort Pools & Golf Views · Walk to Bay Beaches

Door to shore in a hop, skip, and a jump!

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

Sea Salt Studio - Steps to Glendon Rd Beach
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 $64 SGD per night before taxes and fees

Verified guest reviews
Over 2,730 verified reviews to help you choose

Family-friendly holiday rentals
80 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wifi availability
90 of Osterville holiday rentals include wifi 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!
Destinations to explore
- Rentals with pools Osterville
- Rentals with a patio Osterville
- Rentals with a fireplace Osterville
- House rentals Osterville
- Fitness-friendly rentals Osterville
- Family-friendly rentals Osterville
- Rentals with a firepit Osterville
- Rentals with a hot tub Osterville
- Pet-friendly rentals Osterville
- Rentals with beach access Osterville
- Rentals with a washing machine and dryer 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
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- Duxbury Beach
- Onset Beach
- Easton Beach
- Second Beach
- The Breakers
- Pinehills Golf Club
- Sandy Neck Beach
- New Silver Beach
- Coast Guard Beach
- Nauset Beach
- Falmouth Heights Beach
- Saquish Beach
- Skaket Beach
- South Shore Beach
- Nickerson State Park
- Lighthouse Beach
- Cape Cod Inflatable Park
- Easton's Beach
- Cahoon Hollow Beach





