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

Stunning Cape Home - Inground Pool, 5 Min To Beach
Stunning in-ground pool HEATED in May, June, Sept, Oct only. Just 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. Conveniently located, 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!

Spacious Modern Cottage, beach& Wychmere <1.4mile
Entire spacious newly renovated modern cottage in Harwich Port. Sun filled open concept living room with a large kitchen island. Great for families ! Less than 4 min drive to Red River beach and Bank street Beach. 3 min drive to Wychmere Beach Club wedding venue. Close to Harwich Port downtown. Centrally located, close to Chatham, Brewster and Dennis. Freedom Cruise Line ferry to Nantucket at the end of our street. Enjoy a hike to Harwich Thompson's field Conservation area. Close to bike trail

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!!!

Historic Home in Prime Village Location: Sleeps 6
Welcome to Main Street House - a classic Cape Cod gambrel-style home built in 1905 & located steps away from the village center. Just restored to offer modern conveniences like central AC & a chef's kitchen - while preserving historical charm. The 3 BR, 1 bath home is equipped with luxury mattresses & linens, with high end modern finishes & vintage accents. A large patio boasts an outdoor living room, dining area, & oversized outdoor shower. Beach pass included - Dowses Beach is a ½ mile away.

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!

1-level fenced in yard Craigville Beach 2200sqft
Welcome to Midori On The Cape! 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.

Location Location Location! Beach, Bike, Ferry
STEPS to beach, bike path, trails, restaurants, shopping, bus to MV Ferry Gorgeous studio/in law apartment, private entry, own parking + patio Open plan living/sleeping area + en suite bathroom Queen bed + queen sleeper sofa: sleeps max 4 Fresh linens, towels, personal care products, first aid, hairdryer, iron Mini kitchen w fridge, air fryer, microwave, toaster oven, dishwasher, cutlery, crockery, coffee maker Our famous home baked goodies! Coffee/tea/milk/sparkling water provided

Sam Pond Oasis w/Grill, Patio, Beach Pass
Retreat to this beautifully remodeled, uniquely designed Osterville home located on Sam Pond. NOTE: Our home is currently NOT safe or suitable for children under the age of 6. Features include: * Expansive patio overlooking Sam Pond * Outdoor shower * Gas grill * Balcony * Pond views throughout the home * Barnstable beach pass provided Note: Unfortunately the hot tub stopped working and is no longer at the house - please disregard prior reviews that mention the hot tub!

Three Ships Cove | Walk to Craigville Beach
Welcome to Three Ships Cove! A brand new, sun-drenched cottage that is walking distance to Craigville Beach. Imagine a Cape Cod day at the beach followed by a cold treat at the legendary Four Seas Ice Cream (a quick walk!) and finish off the night with dinner in Hyannis and a concert at the Melody Tent (less than a 10 minute drive). 3 bedroom and 2.5 bath home on a private cul-de-sac, 2 living areas, fantastic outdoor space for morning coffee or evening cocktails!

Wedgewood Cottage (Available Year Round!)
Create memories in this peaceful 4 bedroom 4 ½ bath cottage located one mile from the 1856 Country Store and less than 2 miles from Craigville Beach. The home sits in a residential neighborhood surrounded by trees and gardens. Relax on the deck, grill the day’s catch, or build a fire and enjoy S’mores in the evening. All of Cape Cod is accessible from this vantage point just south of Falmouth Rd (28). Relax with the whole family at this peaceful place to stay.

Perfectly situated home in beautiful Osterville
Perfect home for families and couples. Two first floor bedrooms with private en-suite baths and a spacious second floor room with four twin beds. Central air and hardwood floors throughout. Large yard with mature gardens, deck, and outdoor dining table. Head to one of the Cape’s nicest beaches with the landlord pass to private Dowses Beach. Or walk into town to the upscale Main Street dining and shops of Osterville Village. We’re glad to have you any time of year.
Popular amenities for Osterville patio rentals
Apartment rentals with a patio

Sunshine Beautiful

Lucky Duck Farm

The Book Nook

Clean private & cozy Cape Cod 1 br/ba with kitchen

Modern Luxury, Central Location, Bikes & Kayak

Newly renovated apartment. Short walk to the beach

Cape Heaven

Cape Cod Canal Retreat
House rentals with a patio

Cozy garden retreat close to it all! Pet friendly

Coastal Retreat Near Saltwater Beaches & Boating

Gorgeous Renovation - Boat Dock, Hot Tub, 5 Beds!

Ocean Breeze Escape w/ Private Hot Tub – Cape Cod

Spacious Home w/ Beach Pass & Private Pond Access

Home in Barnstable

Cheerful, renovated 2 bdrm-block to beach. Dog ok.

Beachfront Cottage
Condo rentals with a patio

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

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

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

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

Oct + Nov Discount | Central | Private Balcony

Lovely W Falmouth Home steps to bikeway & more!
When is the best time to visit Osterville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$62,688 GYD | G$62,688 GYD | G$73,136 GYD | G$65,404 GYD | G$71,046 GYD | G$89,643 GYD | G$99,882 GYD | G$99,882 GYD | G$73,136 GYD | G$62,688 GYD | G$72,718 GYD | G$73,136 GYD |
| 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 G$14,627 GYD per night before taxes and fees

Verified guest reviews
Over 2,980 verified reviews to help you choose

Family-friendly vacation rentals
100 properties offer extra space & 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

Wi-Fi availability
110 of Osterville vacation 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!
Destinations to explore
- Rentals with a fireplace Osterville
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- House rentals Osterville
- Family-friendly rentals Osterville
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- Rentals with beach access Osterville
- Pet-friendly rentals Osterville
- Rentals with pools Osterville
- Rentals with outdoor seating Osterville
- Rentals with a fire pit 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
- East Sandwich Beach
- Craigville Beach
- Duxbury Beach
- Easton Beach
- Onset Beach
- White Horse Beach
- Horseneck Beach State Reservation
- Coast Guard Beach
- Second Beach
- The Breakers
- Pinehills Golf Club
- Chapin Memorial Beach
- Island Park Beach
- Inman Road Beach
- Lighthouse Beach
- Minot Beach
- Nauset Beach
- South Shore Beach
- Town Neck Beach
- Ellis Landing Beach
- New Silver Beach




