
Holiday rentals with a patio in Osterville
Find and book unique rentals with patio on Airbnb
Quick stats about holiday rentals with a patio in Osterville

Total holiday rentals
Explore 130 holiday rentals in Osterville

Nightly prices starting at
Osterville holiday rentals start at £67 per night before taxes and fees

Verified guest reviews
Over 3,320 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 40 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wifi availability
130 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!
Top-rated rentals with patio in Osterville
Guests agree: these rentals with a patio 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.

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.

Three Ships Cove | Walk to Craigville Beach
Welcome to Three Ships Cove! A brand-new, sun-filled Cape Cod cottage tucked away on a private cul-de-sac and just a short walk to Craigville Beach. Spend your days by the ocean, grab a cone from the iconic Four Seas Ice Cream, then enjoy dinner, shopping, or a concert at the Melody Tent—all within 10 minutes. Featuring 3 bedrooms, 2.5 baths, 2 living areas, and a beautiful outdoor space for morning coffee or evening cocktails, it's the perfect blend of comfort, convenience, and coastal charm.

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!

★Waterview ★Pet Friendly ★Kayaks ★Trails ★
Welcome to SEAGLASS COTTAGE! 🔸 200 MBPS WIFI 🔸 Steps to sandy beach on a crystal clear pond 🔸 Pet friendly 🔸 Linens & towels are included. Beds will be made 🔸 Swim, fish or use our 2 kayaks & 2 SUP’s 🔸 Bluestone private patio w/waterviews+charcoal BBQ 🔸 Outdoor shower 🔸 Sunroom w waterview 🔸 Washer+dryer 🔸 Fully equipped kitchen w/Carrera marble counter 🔸Gas firepit 🔸Ductless A/C & Heat 🔸Small library of books, didn't finish the book? Take it! 🔸Pet fee $25/day

Spacious Cape getaway near iconic Craigville Beach
Relax in this sunny Osterville home near village cafés and 3 beaches. The open main floor has a roomy living area and eat-in kitchen w/ 2 comfy bedrooms and a full bath. A finished lower level + private suite with bath, lounge, and laundry. Step outside to a yard with a dining table +patio, grill, outdoor shower, firepit with chairs. 4 adult bikes will get you straight to town & 15 mins beach ride; Hyannis and major routes are close by. PS4, Wi-Fi, beach gear, and BEACH parking pass included.

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!

Pristine Osterville Cottage
This is a newly renovated cottage in Osterville’s “golden triangle.” It is approximately a half mile from the town center and 1.3 miles from Dowses Beach. You will have a guest parking pass, which you can use for Dowses Beach or any other beach in Barnstable. The home features a large deck with a fenced-in backyard, gas grill, and outdoor shower. The kitchen is equipped with whatever you could need, including a Keurig and French press with grinder. The interior is modern and bright.

4 bedroom Cape in private neighborhood
Bright, beach decor and an open floor plan greet you in this centrally located Cape home with countless amenities. Located in the village of Osterville, you will be less than 2 miles from the town's acclaimed Dowses Beach, a mile from the quaint shops and restaurants downtown, and a 15 minute ride to Hyannis featuring beaches, a lively downtown, and ferries to Nantucket and Martha’s Vineyard. Suitable for adults and children alike, make this your home away from home during your stay.

Perfectly situated home in beautiful Osterville
Perfect home for families and couples. Two first floor master bedrooms with private new en-suite bathrooms. A spacious second floor bedroom with four twin beds. Central air and hardwood floors throughout. Large yard with mature gardens, deck, and outdoor dining table. Access to one of the Cape’s finest beaches with the landlord pass to private Dowses Beach. Walk into town to the upscale Main Street dining and shops of Osterville Village. We’re happy to have you any time of year.
Popular amenities for rentals with patio in Osterville
Flat rentals with a patio

Ocean-view bed, bth, kit. Deck. Spa.

Apartment with Backyard Walkout

Sunshine Beautiful

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

Luxury Cape Escape | Hyannis | Bikes & Kayak

Newly renovated apartment. Short walk to the beach

Cape Heaven

Apartment suite|Firepit|Private Deck|Pond Access
House rentals with a patio

Lake charm

Swan nest escape

Wedgewood Cottage (Available Year Round!)

Sunny Cape Home, Bike to Beach, Central AC

Sunset on Shore - Lewis Bay Waterfront

Cozy Beach House 2 BR, 1 BA

Cozy ranch with private neighborhood beach

Pet friendly Cotuit Charmer- 5min drive from beach
Apartment rentals with a patio

Walk to Beach & Ferry: AC + Private Yard

Cozy Studio Just Steps Away From the Beach!

Resort Pools & Golf Views · Walk to Bay Beaches

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

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

Coastal Nest at New Seabury

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

Steps from Bass River Marina · Private Balcony
Destinations to explore
- Rentals with outdoor seating Osterville
- Rentals with a fireplace 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 firepit Osterville
- Rentals with beach access 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
- 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





