
Vacation rentals with a patio in Osterville
Find and book unique accommodations with an outdoor patio on Airbnb
Top-rated accommodations with an outdoor patio in Osterville
Guests agree: these accommodations with an outdoor patio 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!!!

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.

Newly Renovated Cape, walk to Osterville
Welcome to Pond Street and your cape cod summer vacation. This fully renovated single family home is situated in the heart of Osterville on a large half acre lot. The home features an open floor plan with all new finishes inside, central AC and a newly landscaped outdoor entertaining area and putting green! This is a kid-friendly home complete with necessities for infants and children. Just a short walk to downtown Osterville offering the area's best beaches, dining, shops, and much more!

In-Ground Pool Oasis | 5 Min to Cape Cod Beaches!
Stunning in-ground pool HEATED in May, June, Sept, Oct only. Pool is opened in May! 5 minutes from Craigville, Dowses and Covell's Beach! Perfect for mid-size groups or families, this home sleeps 8 and boasts a dreamy, private, fenced-in backyard w/ a, pool house w/ TV & bar, outdoor shower, and cozy patios. Complete w/ all your beach essentials. We're 13 minutes from Mashpee Commons and 10 minutes from local grocery stores, local bakeries& restaurants. Central to all the Cape has to offer!

A Shore Thing (King Bed, private patio w/ grill)
Welcome to Cape Cod! Cute, quiet and clean. This adorable apartment is located just minutes over the Bourne bridge. This is an above-the-garage apartment at my primary home with it's own living space, separate entrance and private patio with grill. It’s a tastefully decorated, very clean and peaceful getaway ideal for a couple, small group or single person. There is 1 bedroom with a very comfy king bed and a twin size bed in the main living area. Smart TVs. Pet friendly. Coffee & tea

Cozy garden retreat close to it all! Pet friendly
Come enjoy the cape from a private, dead-end road off Rt 28. 10-15 mins to beaches, 15 to Hyannis or Falmouth, 5 to Mashpee commons. Or, relax in a hammock in the privacy of the fully-fenced in wooded yard or by the fire pit. Family and dog friendly! 2 desks for WFH in separate rooms. -Heat/AC in every room -High speed Wifi : 200+ Mbps in all areas inside, 30+ Mbps from hammock -Smart speakers for in/outdoor use -Fire TV w/ Netflix, Disney+, etc -Working fireplace (in Winter)

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.

Sauna · Fireplace · Waterfront · 2 Kings · DogsYes
☆ Waterfront, located on private saltwater beach (with central location) ☆ Sauna (year-round) ☆ Cozy fireplace (electric) ☆ 3-season patio ☆ 1% donated to Cape nonprofits ☆ 2 Kayaks & 2 Paddle boards ☆ Outdoor fire pit & charcoal grill ☆ Ample workspace ☆ Dog Friendly ☆ Washer/dryer ☆ 2 King Beds with 50" TVs in bedrooms ☆ Outdoor shower (open May through fall) ☆ Beach chairs provided ☆ Linens, all towels provided ☆ 10min from bay or ocean beach ☆ 15min MV & Nantucket ferries

Awesome Cottage near Beach, Backyard Bar & Hot Tub
🐾 Dog Friendly 🏖️ Walk to Beach - Cape escape just 70 yards from Lewis Bay! 🛏️ Sleeps 6 (1 Queen, 1 Full, 2 Twins) in a cozy cottage. 🛁 Relax & Unwind - Enjoy the pergola with a hot tub and tiki bar. Outdoor shower, grill and firepit. ❄️🔥 Comfort All Year - AC/heat, plus a fireplace for those chillier nights. 🧺 Washer/dryer included. 🎯 Nestled in West Yarmouth near Hyannis, Rt 28 & Nantucket Sound — minutes to shops, mini golf, ice cream, bike trails & beaches!

3 bed, 2 bath & oversized patio
New: AC mini splits added to both floors! Enjoy our private & peaceful home, which was completely renovated in 2020 with all new bathrooms, kitchen & flooring. Backyard offers an expanded deck & new multi level patio- complete w/ new dining table, Adirondack chairs and grill. The yard is newly fenced with an outdoor shower. Nearby beaches include: Craigville & Sandy Neck - there are also neighborhood walking trails. We love our home & know you will enjoy your stay!

Happy Valley
Welcome to your perfect Cape Cod getaway! This beautifully updated 2-bedroom, 2-bathroom home is nestled in a quiet neighborhood only 2 miles from Craigville beach, local shops and classic New England seafood spots. Whether you're looking for a family-friendly vacation or a romantic escape, this charming retreat offers the comfort, style, and location to make your trip unforgettable. Book your stay and start making seaside memories today!

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!
Popular amenities for Osterville accommodations with an outdoor patio
Apartment rentals with a patio

Modern Luxury, Central Location, Bikes & Kayak

The Book Nook

Newly renovated apartment. Short walk to the beach

Pet Friendly King Suite in a great location

Studio on Cape Cod, Walk to the Beach

Cape Heaven

Apartment suite|Firepit|Private Deck|Pond Access

Cape Cod Canal Retreat
House rentals with an outdoor patio

Cape Diem| 1.5M to Craigville Beach| 4 Beds,2 Bath

Walk to Lake Wequaquet Beach | 4BR Cape Cod

On Rail Trail! 2 Mi to Beach + Ferry to Nantucket

Entire Hyannis Home | Downtown & Beaches

Sea Cottage-Walk to Beach, Coffee, Restaurants

Stunning Cape cod home on Great Marsh

Sunny Cape Home, Bike to Beach, Central AC

Historic Cottage | Modern Comforts & Curated Charm
Condo rentals with a patio

Prime Location! Walk to ferry, beach & downtown.

Cozy Studio Just Steps Away From the Beach!

Ocean Edge: 2 bed/2 bath - Pools & Resort Access

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

Happy Daze are here again! Cute condo by the Bay!

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

Oct + Nov Discount | Central | Private Balcony

Charming Dennis Port Getaway – Close to Beach!
When is the best time to visit Osterville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $408 CAD | $408 CAD | $476 CAD | $425 CAD | $462 CAD | $583 CAD | $650 CAD | $650 CAD | $476 CAD | $474 CAD | $457 CAD | $476 CAD |
| 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 vacation rentals with a patio in Osterville

Total vacation rentals
Explore 110 vacation rentals in Osterville

Nightly prices starting at
Osterville vacation rentals start at $109 CAD per night before taxes and fees

Verified guest reviews
Over 3,060 verified reviews to help you choose

Family-friendly vacation rentals
100 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wifi availability
110 of Osterville vacation 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 a washer and dryer Osterville
- House rentals Osterville
- Rentals with a fireplace Osterville
- Rentals with a firepit Osterville
- Rentals with pools Osterville
- Pet-friendly rentals Osterville
- Rentals with outdoor seating Osterville
- Rentals with beach access Osterville
- Family-friendly rentals Osterville
- Rentals with a patio Barnstable
- Rentals with a patio Barnstable County
- Rentals with a patio Massachusetts
- Rentals with a patio United States
- Cape Cod
- Mayflower Beach
- West Dennis Beach
- Craigville Beach
- East Sandwich Beach
- Duxbury Beach
- Easton Beach
- Coast Guard Beach
- Second Beach
- The Breakers
- New Silver Beach
- Sandy Neck Beach
- Pinehills Golf Club
- South Shore Beach
- Cahoon Hollow Beach
- Lighthouse Beach
- Nickerson State Park
- Cape Cod Inflatable Park
- Popponesset Peninsula
- Sea Gull Beach
- Skaket Beach
- Race Point Beach
- Saquish Beach
- Scusset Beach State Reservation




