
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 120 holiday rentals in Osterville

Nightly prices starting at
Osterville holiday rentals start at $64 SGD per night before taxes and fees

Verified guest reviews
Over 3,110 verified reviews to help you choose

Family-friendly holiday rentals
100 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
70 properties have a dedicated workspace

Wifi availability
120 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.

Lake charm
Discover lakeside living at its finest! Wake up every morning to a magnificent view of the serene lake, right in your own backyard. This property not only offers a picturesque waterview but also grants direct access to lakefront activities. Take out the provided kayak or pedal boat for a peaceful outing, or cycle to the best local ice cream shop in town for a treat. When you're ready for a change of scenery, it's just a short ride to the ocean beaches for a day of sun and sand. Book your stay!

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!

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.

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.

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

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)

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

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

Sunshine Beautiful

Lucky Duck Farm

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

Luxury Cape Escape | Hyannis | Bikes & Kayak

Newly renovated apartment. Short walk to the beach

Studio on Cape Cod, Walk to the Beach

Cape Heaven

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

Walk to Lake Wequaquet Beach | 4BR Cape Cod

Bayview on Seconsett Island

Private Lake Beach | Spectacular Views & Amenities

Entire Hyannis Home | Downtown & Beaches

Relaxing Cape Cod Home Near Everything

Stunning Cape cod home on Great Marsh

Sunny Cape Home, Bike to Beach, Central AC

Ocean View Cape Cod Beach Cottage
Apartment rentals with a patio

Walk to Beach & Ferry: AC + Private Yard

Cozy Studio Just Steps Away From the Beach!

Bright & Breezy Bayside Condo

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

Cape Esacpe at New Seabury

Steps from Bass River Marina · 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 | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $382 SGD | $382 SGD | $446 SGD | $399 SGD | $433 SGD | $547 SGD | $609 SGD | $609 SGD | $446 SGD | $445 SGD | $428 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 |
Destinations to explore
- Rentals with a firepit Osterville
- House rentals Osterville
- Rentals with beach access Osterville
- Family-friendly rentals Osterville
- Rentals with a washing machine and dryer Osterville
- Rentals with outdoor seating Osterville
- Rentals with pools Osterville
- Rentals with a fireplace Osterville
- Pet-friendly rentals Osterville
- Fitness-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
- Onset Beach
- Coast Guard Beach
- Second Beach
- The Breakers
- Sandy Neck Beach
- New Silver Beach
- Pinehills Golf Club
- South Shore Beach
- Nickerson State Park
- Popponesset Peninsula
- Cahoon Hollow Beach
- Lighthouse Beach
- Nauset Beach
- Saquish Beach
- Cape Cod Inflatable Park
- Race Point Beach
- Skaket Beach




