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

Private Pool, near beaches, 3 BR/3 BA, Central Air
Enjoy the Barnstable historic seaside village of Cotuit in this sprawling house with central air, nestled in the pines on a quiet street with private gated (unheated) pool, lg. backyard, firepit, ample parking, just blocks from Main St, Ropes Beach, scenic ocean views, fort playground, and Kettleer baseball. Each bedroom has a TV and ensuite bathroom! Relax in the seasonal sunroom overlooking the pool; grill burgers on the patio. Max. 9 (6 adults). Pool open 6/20-9/15/24. The reviews tell all!

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.

Ensign Suite | Nantucket Boat | Hyannis + Parking
This is a fully-furnished Apartment (En-Suite) located at 63 Pleasant Street. This apartment features a living room area (with 4k OLED TV), bedroom w/ extra long queen bed, a pull out murphy bed, and a pull out couch bed. Kitchen: coffee maker, stove, dishwasher, etc. Single bathroom. This unit is found in a neighborhood called 'Ship Captains Row" which is located in walking distance from both Main St, Hyannis as well as Hyannis Harbor. We also have on site parking for at least 2 cars.

Romantic Cottage w/ Bikes, Paddle Boards & Kayaks
This newly remodeled, nautically themed cottage includes countless amenities designed for a fun, romantic getaway with all the comforts of home. - Bikes, paddle boards, 2-person kayak, yard games, beach chairs/towels & cooler - Outdoor fire pit and gas grill - Stocked kitchen with quality cookware, organic coffee/tea, water filtration pitcher + more - Organic, vegan, unscented, allergen-free soaps & cleaning products - Extreme COVID sanitation protocols as well as quarterly deep cleanings

Upper Cape Cozy Cottage
Simple but cozy cottage on an acre property next to the main house. Moderate sized bedroom and living room. Small kitchen and bathroom. The kitchen is fully equipped for cooking. Air conditioning is a portable unit and only in the bedroom. Games, books, and puzzles provided. There is no cable but a smart TV is included with access to Netflix etc. if you have an account. Outdoor area includes charcoal grill and seating . Large back yard with yard games, basketball hoop and fire pit.

Cape Cod Getaway - 3BR/2BA Beach Pass Included
Spacious 3BR/2BA Cape Cod retreat on a quiet cul-de-sac in Barnstable. Perfect for families and groups, this home features a large deck with grill, Barnstable public Beach Pass (1 vehicle). Central A/C with 2 zones, Roku TVs in guest mode, fast Wi-Fi, and a fully equipped kitchen. Enjoy a kid-friendly basement with TV, plus full-size washer & dryer. Sleeps up to 8 with queen beds in every room. Ideal for a relaxing Cape Cod getaway, short drive to beaches, dining, and shops.

Spacious house steps to Craigville beach! Dog ok!
Welcome to our Craigville retreat, close walk (0.3 mi) to one of the most beautiful beaches on the Cape. We are close to other beaches, ferry to Islands, food, hiking/kayaking/biking, Melody tent. You’ll love it because of the location and lots of natural light. If you want to stay in-enjoy private fenced backyard w/ fire pit, porch furniture and a hammock. Stocked with all you need to relax. We can host one dog. *Read/Agree to Pet policy bfr booking w dog*

WOW LAKE VIEW! Waterfront, Prvt Beach, King Bed!
Wake up to magnificent Panoramic Views of a Beautiful Lake with Waves Lapping below your Window! Scan the QR code to See a Full Video Tour on YouTube. Guests love its Stylish, Peaceful, Open Design; Wall-to-Wall, Floor-to-Ceiling Windows; Private Beach with Chaise Lounge Chairs; a Full, Modern Kitchen; Comfortable King hybrid gel/coil Bed; Private Office; Bathroom with Curved Shower; AC, and Much More! It's like being on your own Luxury Houseboat!

Beachfront Cottage on White Pond (Marshmallow)
Our Cottage sits directly on White Pond tucked away on acres of private property. Our cottage offers a private beach, deck, outdoor shower, outdoor dining area all while enjoying Cape Cod. White Pond is ideal for swimming, boating and fishing. The bike path and well known beaches are less than 2 miles and near to many delicious restaurants. There is another cottage on this property that sleeps four if you have other guest wanting to join

Relaxing Cottage in Centerville Village
Welcome to my home! The cottage is located in Historic Centerville Village, it's a welcoming, bright and relaxing, studio space; perfect for a couple, or individual, to getaway on Cape Cod. Salt Tide Cottage is a private guesthouse with off-street parking and a serene outdoor space. It sits behind the main house with its own back yard space with hammock. Just a short walk to the ocean, beaches, the library and the general store.

The Ideal Spot
The perfect getaway in Falmouth for all seasons! Our home is beautifully located overlooking Bourne’s Farm and we are steps away to the picturesque Shining Sea Bike Path. Enjoy a beautiful scenic 8.5 mile ride winding your way thru the Sippewisset marsh and along the coastline to the seaside village of Woods Hole. Where you can enjoy the local restaurants ,shops and science learning or jump on the ferry to Marta’s Vineyard.
Popular amenities for Osterville outdoor seating rentals
House rentals with outdoor seating

Stunning Cape Home - Inground Pool, 5 Min To Beach

Fabulous Waterfront with Spectacular Sunset Views!

Stylish home with beach pass, close to everything

Cape Cod Beach House -Beach Pass Included!

Violet’s Place- king bed- pet friendly- hot tub!

Osterville- New Renovation, Central AC, Beach Pass

Cozy Cape Cod Beach House With Central A/C

★ Sunlit Escape: 200 Yards from the Beach!
Apartment rentals with outdoor seating

Brand new! Whole apartment, huge tub, full kitchen

Peace By The Bay

Spacious & bright, near beaches

☀️ Open & Bright, Ocean Views, Close to Beach!

Top floor with views and steps to private beach

Main Street on the Park

Cozy Large Private Pet Friendly Studio

One Bedroom in-law near beach with breakfast
Condo rentals with outdoor seating

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

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

Ocean Edge Resort-Pool Access-CentralAC-2 bdr/2bth

A Spectacular. Walk to beach, town and harbor 20

The Sea Salt Studio - Steps to the Beach!

Short walk to the Beach and Downtown Hyannis!

#3 Seashore Studio, 300 yards to Glendon Beach

Bright Cape Condo in Ocean Edge
When is the best time to visit Osterville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $342 CAD | $342 CAD | $376 CAD | $349 CAD | $479 CAD | $615 CAD | $708 CAD | $752 CAD | $539 CAD | $357 CAD | $410 CAD | $466 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 outdoor seating in Osterville

Total vacation rentals
Explore 90 vacation rentals in Osterville

Nightly prices starting at
Osterville vacation rentals start at $96 CAD per night before taxes and fees

Verified guest reviews
Over 2,570 verified reviews to help you choose

Family-friendly vacation rentals
80 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
90 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
- House rentals Osterville
- Rentals with a fireplace Osterville
- Rentals with a washer and dryer Osterville
- Rentals with beach access Osterville
- Rentals with a firepit Osterville
- Rentals with a patio Osterville
- Pet-friendly rentals Osterville
- Rentals with pools Osterville
- Fitness-friendly rentals Osterville
- Family-friendly rentals Osterville
- Rentals with outdoor seating Barnstable
- Rentals with outdoor seating Barnstable County
- Rentals with outdoor seating Massachusetts
- Rentals with outdoor seating 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
- Second Beach
- Coast Guard Beach
- The Breakers
- Pinehills Golf Club
- Chapin Memorial Beach
- Island Park Beach
- Inman Road Beach
- South Shore Beach
- Nauset Beach
- Lighthouse Beach
- Minot Beach
- Town Neck Beach
- Ellis Landing Beach
- Linnell Landing Beach




