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

Heated Pool Oasis | 5 Min to Cape Cod Beaches!
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!

Nautical loft guest house with hot tub and sauna
Keep it simple at this peaceful and centrally-located space. Walking distance to several downtown shops and restaurants, and only one mile from the beach, this loft boasts skylights, cedar hot tub and sauna, outdoor shower and full kitchen. If you are traveling through Sandwich, this loft is a must-see. We recommend this space for two people. While you can technically fit 4, it is quite crowded. If you plan to use the hot tub or sauna, please let us know in advance so we can set it up for you.

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!!!

Oyster Isle-Steps from the Beach!
A perfect seasonal escape, come enjoy the ocean waves and sunshine at this beach retreat! Spend time with family and friends exploring all the Cape has to offer in lively Dennis Port. Located steps from Haigas Beach, nearby playgrounds, ice cream shops, restaurants (Ocean House, Sandbar, Pelham House) and more. This 1 bedroom cottage comes fully equipped with a queen bed, beach essentials, outdoor shower, full kitchen & living space, A/C, parking, just steps from the beautiful Nantucket sound.

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!

Spacious 4 BR Beach House Perfect for the Family
Charming Cape Cod beach house in close proximity to Craigville beach, Four Seas Ice Cream, and just down the hill from the 1856 Country Store! The extra large living room and renovated kitchen / dining area is perfect for families looking for a spacious getaway. Being a half a mile from the beach, this home is less than a 10 minute walk to one of the most prominent shores on Cape Cod. While not spending time at the beach, walk through our historical neighborhood or shop and eat locally.

Brand new, on a secret pond
Welcome to our chic guest house. This brand-new retreat includes a bedroom with king bed, a living room with a sofa bed, smart TV, sleek breakfast bar, and a contemporary bathroom with rainshower and a heated towel rail. Steps away the beach invites you to relax by the water of a semi-private pond next to the rail trail. Welcome to a retreat that strikes the perfect balance between contemporary luxury and the tranquility of nature – for those who appreciate the finer things in life.

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.

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!

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!
Popular amenities for rentals with patio in Osterville
Flat rentals with a patio

Beachside Condo with Balcony - Oceanside Condos

The Book Nook

Modern Luxury, Central Location, Bikes & Kayak

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

Newly renovated apartment. Short walk to the beach

Cape Heaven

Apartment suite|Firepit|Private Deck|Pond Access

Cozy clean walk out studio-dogs stay free-fire pit
House rentals with a patio

8 Min Drive to Beaches! Brand New, Bright, & Fresh

Wedgewood Cottage (Available Year Round!)

Newly remodeled cottage with path to beach

Family Retreat in the Heart of Cape Cod!

Waterfront-Kayaks & SUPs-Firepit-Pet OK-Kingbed

Sunny Cape Home, Bike to Beach, Central AC

Sauna I Walk2Beach I Pet Friendly I Fire Pit

Luxury Historic Estate with Expansive Grounds
Apartment 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, 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

Charming Dennis Port Getaway – Close to Beach!

Dennisport Beach Condo, Unit 5
When is the best time to visit Osterville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 252 | € 252 | € 294 | € 263 | € 286 | € 361 | € 402 | € 402 | € 294 | € 294 | € 283 | € 294 |
| 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 a patio in Osterville

Total holiday rentals
Explore 110 holiday rentals in Osterville

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

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

Family-friendly holiday rentals
100 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
110 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
- Family-friendly rentals Osterville
- Rentals with outdoor seating Osterville
- Pet-friendly rentals Osterville
- Rentals with pools Osterville
- Rentals with a washing machine and dryer Osterville
- Rentals with beach access Osterville
- Rentals with a fireplace Osterville
- Rentals with a firepit 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
- Second Beach
- Coast Guard Beach
- The Breakers
- Pinehills Golf Club
- Sandy Neck Beach
- South Shore Beach
- New Silver Beach
- Lighthouse Beach
- Cahoon Hollow Beach
- Nickerson State Park
- Cape Cod Inflatable Park
- Sea Gull Beach
- Popponesset Peninsula
- Scusset Beach State Reservation
- Skaket Beach
- Race Point Beach




