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

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.

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.

Cozy Cottage - Steps to Craigville Beach
Come enjoy the beauty of Centerville, MA and Craigville Beach in our summer home! This clean and cozy cottage is just a 5 minute stroll from the beach and provides guests with the perfect setting for a relaxing vacation. Perfect for couples, families, and small groups of friends, this cottage can comfortably sleep 2-5 guests and offers all the necessary amenities for your ideal vacation. Enjoy a cold drink on the back deck or soak up the rays on the beach- you have found your destination!

Cozy Coastal Cottage With Sprawling Sea Views
Take in endless views of the ocean walking up to this quaint cottage. Here, the pace is leisurely – sip coffee on the deck, watch the sunrise, and swim in the warm waters of Nantucket Sound just outside. We make changes yearly! A new marble bath was just installed! Close by is downtown Hyannis to shop and eat, mini golf, a water park, ferries to the islands, harbor tours, biking, and more. You will be at peace and filled with serenity staying here on Cape Cod. Can't wait to host you!

1-level fenced in yard Craigville Beach 2200sqft
Welcome to Midori On The Cape! 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.

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.

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.

600 ft Walk to Ocean! 2nd floor Renovated Cottage!
Quaint second floor 785 sq ft unit w/ private entrance. 3 tenants MAX with ONE parking spot. 600 ft to shared neighborhood private beach. Great spot for couples or small families. NO guests without prior permission in house or on private beach. Queen bed in master, one twin bed in 2nd bedroom. Eat-in kitchen/living room. Bathroom w/ stand-up shower. Stocked w/ linens, towels, kitchen supplies. Island ferry boats - 1m. Historic Main St.- 1.2

Your dog will love it here and you will too.
If you love to travel with your dog (dogs), like I do, then this is the perfect place for you and your dog. We have a large fenced in yard for your dog to play in and for you to relax in with your dog. We have a one bedroom apartment with a full kitchen, bath, living room and dining area When you book would you PLEASE let me know whether or not you will be traveling with a dog and if you are what breed of dog will you be bringing. Thanks!

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.

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 Osterville outdoor seating rentals
House rentals with outdoor seating

Heated Pool Oasis | 5 Min to Cape Cod Beaches!

impeccable cottage STEPS to downtown OB & beach!

Cape Cod Beach House -Beach Pass Included!

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

Osterville- New Renovation, Central AC, Beach Pass

Waterfront Spa|Hot Tub+Cold Plunge in Lake|King bd

Grill n’ Chill in Osterville | Classic Cape Codder

Historic Cape Retreat near Bike & Botanical Trail
Apartment rentals with outdoor seating

Songbird Studio- Secluded but close to everything!

Peace By The Bay

Spacious & bright, near beaches

Brand new! Whole apartment, huge tub, full kitchen

Sunny Studio Apartment on Martha's Vineyard

Cozy Large Private Pet Friendly Studio

⭐ Amazing Onset Getaway in the Starfish Suite

Apartment suite|Firepit|Private Deck|Pond Access
Condo rentals with outdoor seating

Prime Location! Walk to ferry, beach & downtown.

Ocean Edge Resort-Pool Access-End Unit-2 bdr/2 bth

A Spectacular. Walk to beach, town and harbor 20

Charming Dennis Port Getaway – Close to Beach!

The Sea Salt Studio - Steps to the Beach!

Short walk to the Beach and Downtown Hyannis!

Lovely W Falmouth Home steps to bikeway & more!

Carolyn's Bass River Condo
When is the best time to visit Osterville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 212 | € 212 | € 233 | € 217 | € 297 | € 382 | € 440 | € 467 | € 335 | € 297 | € 285 | € 318 |
| 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 € 68 per night before taxes and fees

Verified guest reviews
Over 2,650 verified reviews to help you choose

Family-friendly vacation rentals
80 properties offer extra space & 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

Wi-Fi availability
90 of Osterville vacation rentals include wi-fi 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
- Rentals with pools Osterville
- Rentals with beach access Osterville
- Rentals with a fireplace Osterville
- House rentals Osterville
- Pet-friendly rentals Osterville
- Family-friendly rentals Osterville
- Rentals with a patio Osterville
- Rentals with a washer and dryer Osterville
- Rentals with a fire pit 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
- Second Beach
- Coast Guard Beach
- The Breakers
- Pinehills Golf Club
- Sandy Neck Beach
- South Shore Beach
- New Silver Beach
- Lighthouse Beach
- Nickerson State Park
- Cahoon Hollow Beach
- Cape Cod Inflatable Park
- Sea Gull Beach
- Popponesset Peninsula
- Scusset Beach State Reservation
- Race Point Beach
- Skaket Beach




