Holiday rentals with outdoor seating in Osterville

Find and book unique rentals with outdoor seating on Airbnb

Top-rated rentals with outdoor seating in Osterville

Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

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Guest favourite
A bright living room features light blue walls and hardwood flooring, with natural light streaming through skylights. A cozy seating area includes a grey sectional and a light-colored side table, while a fireplace is adorned with decorative art. A television is positioned across from the seating arrangement.
Home in Barnstable
4.88 out of 5 average rating, 159 reviews

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.

Top guest favourite
The expansive pool, surrounded by a landscaped yard, features a vibrant blue surface reflecting the clear sky. Comfortable lounge chairs are positioned alongside, inviting relaxation. A floating inflatable adds a playful touch to the tranquil setting.
Home in Cotuit
4.95 out of 5 average rating, 128 reviews

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 6/20-9/15/26. The reviews tell all!

Guest favourite
The exterior of a two-story residential building is displayed, featuring light gray siding and dark blue shutters. A well-maintained lawn surrounds the home, complemented by two coniferous trees and various shrubs. The entrance is marked by a solid black door, enhancing the home’s facade.
Home in Barnstable
4.91 out of 5 average rating, 110 reviews

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.

Guest favourite
A single-story ranch home is set among trees, featuring a stone pathway leading to a front door framed by multiple windows. A bench is positioned on the grassy lawn, adorned with colorful flowers adding life to the landscape.
Home in Barnstable
4.89 out of 5 average rating, 137 reviews

Stylish home with beach pass, close to everything

Modern home near Dowses and Craigville beach, Ropes and Loop beach (2.3 miles) with pass included for all ponds, lakes and beaches in Barnstablle. Beautiful 3 br ranch. Brand new Central AC and heating system, furniture, beds and kitchen appliances. Private fenced yard with deck, BBQ, fire pit, plenty of seating, outdoor shower. 2.5 mi to Joshua pond, North Pond- for fishing and Wequaquet Lake for swimming. Main st Hyannis restaurants and clubs, Cape Cod Mall. Fast internet, cable, smart TV.

Top guest favourite
A historic home features classic New England architecture, with a peaked roof and wooden shingle siding. White trim outlines the windows and door, while a white picket fence surrounds the property. Lush greenery and colorful flowers enhance the welcoming exterior under a clear blue sky.
Home in Sandwich
5 out of 5 average rating, 224 reviews

Quintessential Waterfront Historic Cottage

Set in a historic district and on a quiet pond shore, create memories with family and friends that will last a lifetime. Enjoy quintessential New England views from every angle. Coffee, restaurants, shopping & a fresh spring water fountain within a short walk to village center and under a mile to the nearest beach. Spend time walking the local area, exploring Cape Cod and relaxing in an atmospheric setting. Each room has been curated in a timeless tone, with relaxation and comfort in mind.

Top guest favourite
An open living area features light wood flooring and exposed beam ceilings. Two blue sofas are positioned around a white coffee table. A fireplace with a white brick mantel serves as a focal point. The kitchen is visible in the background, adding to the spacious layout.
Home in Hyannis Port
4.97 out of 5 average rating, 115 reviews

★ Sunlit Escape: 200 Yards from the Beach!

A recent guest described this home as “a gem” - and we agree! Skylights, exposed beams, and beautiful wood floors welcome you as you enter this charming Cape Cod retreat. Comfy seating, smart TVs, & a long dining table provide the perfect setting in which to create new memories with friends and family. Popular beaches, Main Street shops, & restaurants are within walking distance, while nearby ferry access provides a convenient staging ground for adventures on Martha’s Vineyard & Nantucket.

Guest favourite
A modern dining area is presented with a light wooden table surrounded by yellow chairs and a long bench. A vibrant, multicolored rug lies underneath, and a bouquet of flowers sits at the center. A tall green plant adds a refreshing touch to the space.
Home in Barnstable
4.98 out of 5 average rating, 101 reviews

Cape Cod Beach House -Beach Pass Included!

Thoughtfully designed for travelers, by travelers, our relaxing beach bungalow is your perfect getaway! Relax & recharge while surrounded by gorgeous beaches with everything you need at your fingertips. Charming 2 bedroom home & peaceful yard within a quiet, centrally located neighborhood - hiking trails & beaches abound. Whether you’re staying for a weekend or a week, our comfortable home is the perfect spot for your Cape Cod getaway! Central Air, WiFi, Alexa & Beach Pass included too!

Top guest favourite
Home in Yarmouth Port
5 out of 5 average rating, 109 reviews

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

Top guest favourite
The cottage exterior features a charming white facade with several windows illuminated in warm light. A welcoming front porch is adorned with potted plants, and an American flag is displayed. The surrounding lawn is well-maintained, enhancing the inviting atmosphere.
Cottage in Barnstable
4.99 out of 5 average rating, 173 reviews

Beach Glass Cottage - Pond Front

Come stay at the Beach Glass Cottage! A pristine pond front, completely renovated and tastefully decorated, 3 bedroom, 2 bathroom cottage in the heart of Hyannis. Truly the perfect get-a-way for family and friends. The Beach Glass Cottage is tucked away from the action, but within walking distance to Main Street Hyannis, which features eclectic shops, restaurants, bars, ice cream with mini golf and the Cape Cod Melody Tent is a short walk from the cottage as well.

Top guest favourite
A handcrafted tree house is perched among trees, supported by wooden stilts. The structure features a rustic exterior with a metal roof and large windows, surrounded by greenery and vibrant pink flowers in the foreground, creating a serene and natural setting.
Treehouse in Wareham
4.97 out of 5 average rating, 222 reviews

Mink Cove Treehouse

A unique adult adventure awaits in this cozy hand crafted tree house! Nestled 12 feet off the ground amongst the chirping birds, red oaks & breathtaking views of Mink Cove in Buzzards Bay. The tree house is accessible by a suspension bridge that leads you to a partially covered porch where you can enjoy a cup of coffee or sit back & take in the sunset with a glass of wine. Step inside to the living space & snuggle up on the couch for an intimate evening.

Top guest favourite
The exterior of Salt Tide Cottage is shown, featuring a white-sided structure with a dark blue door and a large star decoration. A small seating area with two chairs and a table is positioned in front, surrounded by well-maintained green grass and trees.
Guest house in Craigville
4.89 out of 5 average rating, 159 reviews

Cottage in Centerville (BEACH PASS)

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.

Top guest favourite
An aerial view captures a spacious lakefront home surrounded by lush greenery, with calm waters reflecting the sky. A vast lawn leads to the edge of Lawrence Pond, providing a serene backdrop to the property.
Home in Sandwich
4.97 out of 5 average rating, 108 reviews

Serene Lakefront Escape on Cape Cod

Cozy up at a peaceful lakefront retreat on Cape Cod. Perfect for quiet getaways, remote work, and off-season escapes. Enjoy serene views of Lawrence Pond—no crowds, just calm. Our space 4 bedroom home is tucked away in tranquility, yet minutes away from many fantastic Cape Cod beaches and stunning golf courses. 10 people maximum. 6ppl included in nightly rate, if over 6ppl, $35/per person, per night. (only for short term rental)

Popular amenities for outdoor seating rentals in Osterville

When is the best time to visit Osterville?

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Avg. price$318 SGD$318 SGD$350 SGD$325 SGD$446 SGD$573 SGD$660 SGD$701 SGD$502 SGD$446 SGD$428 SGD$478 SGD
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Quick stats about holiday rentals with outdoor seating in Osterville

  • Total holiday rentals

    Explore 90 holiday rentals in Osterville

  • Nightly prices starting at

    Osterville holiday rentals start at $102 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,650 verified reviews to help you choose

  • Family-friendly holiday rentals

    80 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

    90 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!