
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.

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.

MODERN COTTAGE W/ BIKES, PADDLE BOARDS & KAYAKS
This newly remodeled, nautically themed cottage includes countless amenities designed for a fun, romantic getaway with all the comforts of home. - Bikes, paddle boards, 2-person kayak, yard games, beach chairs/towels & cooler - Outdoor fire pit and gas grill - Stocked kitchen with quality cookware, organic coffee/tea, water filtration pitcher + more - Organic, vegan, unscented, allergen-free soaps & cleaning products - Extreme COVID sanitation protocols as well as quarterly deep cleanings

Upper Cape Cozy Cottage
Simple but cozy cottage on an acre property next to the main house. Moderate sized bedroom and living room. Small kitchen and bathroom. The kitchen is fully equipped for cooking. Air conditioning is a portable unit and only in the bedroom. Games, books, and puzzles provided. There is no cable but a smart TV is included with access to Netflix etc. if you have an account. Outdoor area includes charcoal grill and seating . Large back yard with yard games, basketball hoop and fire pit.

Cape Cod Getaway - 3BR/2BA Beach Pass Included
Spacious 3BR/2BA Cape Cod retreat on a quiet cul-de-sac in Barnstable. Perfect for families and groups, this home features a large deck with grill, Barnstable public Beach Pass (1 vehicle). Central A/C with 2 zones, Roku TVs in guest mode, fast Wi-Fi, and a fully equipped kitchen. Enjoy a kid-friendly basement with TV, plus full-size washer & dryer. Sleeps up to 8 with queen beds in every room. Ideal for a relaxing Cape Cod getaway, short drive to beaches, dining, and shops.

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.

Waterfront Cottage on White Pond(Graham Cracker)
Our cottage (Graham Cracker House) sits steps from crystal clear White Pond. The cottage offers private access to the pond for swimming, fishing and boating. The large outdoor space is great for dining and relaxing by the pond. It is 1.5 miles to the Cape Cod rail trail (bike trail), close to many dining options and 3 miles to some of the best beaches Cape Cod has to offer. There is another cottage on the property for rent that sleep 4 guests. No sharks here!

WOW LAKE VIEW! Waterfront, Prvt Beach, King Bed!
Wake up to magnificent Panoramic Views of a Beautiful Lake with Waves Lapping below your Window! Scan the QR code to See a Full Video Tour on YouTube. Guests love its Stylish, Peaceful, Open Design; Wall-to-Wall, Floor-to-Ceiling Windows; Private Beach with Chaise Lounge Chairs; a Full, Modern Kitchen; Comfortable King hybrid gel/coil Bed; Private Office; Bathroom with Curved Shower; AC, and Much More! It's like being on your own Luxury Houseboat!

Your dog will love it here and you will too.
If you love to travel with your dog (dogs), like I do, then this is the perfect place for you and your dog. We have a large fenced in yard for your dog to play in and for you to relax in with your dog. We have a one bedroom apartment with a full kitchen, bath, living room and dining area When you book would you PLEASE let me know whether or not you will be traveling with a dog and if you are what breed of dog will you be bringing. Thanks!

Relaxing Cottage in Centerville Village
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.

The Sea-Cret Garden, Guest Apartment
Kick back and relax in this calm, stylish space! This comfortable and peaceful guest apartment is situated in an ideal location in a quiet, beautiful neighborhood that is close to beaches and a short drive to downtown. Take a quick stroll to the West Falmouth Market or the Shining Sea Bike Path. With easy access to Chapoquoit & Old Silver Beach, this perfectly situated apartment is in an ideal spot for your next Falmouth getaway!

Centerville Studio with Town Beach Pass
Apartment is centrally located on Cape Cod in Centerville and complies with all local, state and federal laws. Living room has 50" HDTV w/cable, couch & full kitchen. Bedroom has a queen bed with quality linens & towels & 27" TV w/cable. Also includes town beach pass for free parking, beach chairs, & towels, umbrella, cooler, propane grill on patio and washer & dryer too. Privacy fence and an abundance of beautiful plants!

Brand new! Whole apartment, huge tub, full kitchen
Beautiful self-contained apartment. Enjoy the blissful extra-long Kohler soaking tub, rain shower, and luxurious Matouk towels. Full kitchen and outdoor seating area. DreamCloud queen bed. Short walk to the center of the village and town wharf, providing easy access to all of Mattapoisett's charm, including Ned's Point Lighthouse and Town Beach. Outstanding local restaurants and sweet treats all close by.
Popular amenities for outdoor seating rentals in Osterville
House rentals with outdoor seating

Stylish home with beach pass, close to everything

*The Cozy Escape* | Historic South Coast Retreat

Violet’s Place- king bed- pet friendly- hot tub!

Spacious house steps to Craigville beach! Dog ok!

Osterville- New Renovation, Central AC, Beach Pass

Cozy 1-level fenced yard Craigville Beach 2000sqft

Spacious Modern Cottage, beach& Wychmere <1.4mile

Serene Lakefront home in Cape Cod, #onlawrencepond
Apartment rentals with outdoor seating

Songbird Studio- Secluded but close to everything!

Cape Cod Beachfront 2 bedroom Cottage Harwich

Peace By The Bay

Spacious & bright, near beaches

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

Top floor with views and steps to private beach

Cozy Large Private Pet Friendly Studio

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

Heart of downtown, walk to ferry, bikeway & beach!

Ocean Edge 2 Bed 2 Bath, Golf & Free Resort Access

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

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

A Spectacular. Walk to beach, town and harbor 20

The Sea Salt Studio - Steps to the Beach!

Short walk to the Beach and Downtown Hyannis!

Carolyn's Bass River Condo
When is the best time to visit Osterville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $327 SGD | $327 SGD | $359 SGD | $333 SGD | $457 SGD | $588 SGD | $677 SGD | $719 SGD | $515 SGD | $341 SGD | $392 SGD | $446 SGD |
| Avg. temp | 0°C | 0°C | 3°C | 7°C | 12°C | 17°C | 21°C | 21°C | 18°C | 13°C | 8°C | 3°C |
Quick stats about holiday rentals with outdoor seating in Osterville

Total holiday rentals
Explore 90 holiday rentals in Osterville

Nightly prices starting at
Osterville holiday rentals start at $91 SGD per night before taxes and fees

Verified guest reviews
Over 2,570 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
- House rentals Osterville
- Rentals with a patio Osterville
- Rentals with beach access Osterville
- Rentals with a fireplace Osterville
- Family-friendly rentals Osterville
- Fitness-friendly rentals Osterville
- Rentals with a firepit Osterville
- Rentals with a washing machine and dryer Osterville
- Rentals with pools Osterville
- Pet-friendly rentals 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
- East Sandwich Beach
- Craigville Beach
- Duxbury Beach
- Easton Beach
- Onset Beach
- White Horse Beach
- Horseneck Beach State Reservation
- Second Beach
- Coast Guard Beach
- Chapin Memorial Beach
- Pinehills Golf Club
- The Breakers
- Island Park Beach
- Lighthouse Beach
- Minot Beach
- Inman Road Beach
- Nauset Beach
- South Shore Beach
- Town Neck Beach
- Ellis Landing Beach
- Nickerson State Park




