
Holiday rentals with outdoor seating in Wooster
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Top-rated rentals with outdoor seating in Wooster
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

Whispering Pines Retreat by Private lake/ Villa #2
Whispering Pines Retreat #2 Kick back and relax in this calm, stylish space. Only 1/2 mile off SR 30, Overlooking a large pond with a swim area and beach. A massive 2 person shower and a hot tub are only a few things you will love about this retreat. This listing is for Villa and lake #2 and is what you are seeing in the photos. There is another Villa and Lake #1 on the same property. If you want to book both on the same days you can do so by going to my profile and finding #1 there.

Meg's Lucky Buckeye
We have revived the unique character of this old house, built in 1864. The floors aren't level - some of them creak - but the details are lovely, and generous light fills the rooms. In keeping with our other rentals -- we are pet friendly. Our daughter is a College of Wooster alum and that's what brought us to Ohio - she stayed. I named the house in memory of my mother, who never set foot in Ohio but always believed buckeyes are lucky. We feel lucky to have found it; hope you do too.

Cabin with pond & Fireplace * Hot Tub * King Bed
A quaint, cozy newly remodeled in 2025 cabin on 60 wooded acres perfect for a couples getaway. 8 minutes to a great downtown for shopping unique boutiques, dining, local wineries, breweries and distillery! Enjoy peace & tranquility in natures setting. Cozy up to a massive stone wood burning fireplace both inside and on the screened in porch. The brand new private hot tub boasts natural spring water and is just outside the door from the cabin and overlooks the natural spring ponds.

Black Gables Aframe with Hot Tub & Outdoor Shower
We look forward to welcoming you to the secluded beauty of our space, designed and built by Kenny on our 20 acres of wooded property in the rolling hills of Central Ohio. A floor-to-ceiling glass front provides you with a view of fields green in summertime and ripe with goldenrod in the fall, four outdoor deck spaces invite you to relax in the beauty of nature, and a second story loft suite with a soaking tub are ready to provide you with rest and refreshment.

Cozy Home near College of Wooster
Cozy 3 bedroom house near College of Wooster. Five minute walk to Timken Gymnasium or Freedlander Theater and a 10-15 minute walk to downtown restaurants, coffee shops and boutiques. Residential neighborhood near campus. All the amenities you will need for a comfortable and affordable stay. Relax in the living room, enjoy one of three queen size beds along with a fully equipped kitchen and dining area. Also feel free to park in our attached one car garage.

Historic Downtown Wooster Victorian Apartment #2
Step back in time to the 1800s in this charming brick Pioneer House in Historic Downtown Wooster. Enjoy the entire first-floor apartment (approx. 1500 sqft), blending vintage elegance with modern comfort. All while being just a block from local eateries, boutique shopping, and historic sites. *Please note there's construction taking place across the street during daytime hours, which may result in some construction noise during your stay.*

Lovely 2-bedroom loft with indoor fireplace
Welcome! This spacious 2 bedroom 1 bath apartment is located in the heart of Downtown Wooster. Walking distance from restaurants, coffee shops, boutique shopping, minutes from the College of Wooster, a short drive to Amish country and much more! This unique and stylish space will have everything you need for your stay. Whether you are looking for a night away or wanting to stay long term Life on Liberty was designed with you in mind.

Esther's Amish Country Apartment
Esther's Amish Country Apartment is spacious (960 sq. ft. of living space) located on a beautiful quiet 2 acre property. It has a full kitchen, roomy living room area to relax, queen size bed and walk-in shower; additionally, Armstrong Cable with access Netflix, Prime, Apple TV and excellent WiFi for your entertainment We are an easy 15-20 drive to tourist attractions in the area. *** Read "Other things to note" below for details.

Historic hideaway in downtown studio apartment
This urban-styled studio is located in the heart of historic downtown Wooster. You can walk to some of the most popular local restaurants, specialty boutiques, coffee shops, and more. Featuring the original exposed brick, this unique space can accommodate 1-2 guests with one king bed, living area, and fully stocked kitchen. Explore the rooftop access where you can sit and enjoy the scenic views of downtown.

Peaceful 2-BR Apartment in the Heart of Smithville
Quiet 2-BR apartment located on the first floor in the heart of Smithville, Ohio. About a 10 min drive to Wooster. The apartment sits in front of a park which has access to hiking paths, baseball, and soccer fields. Local restaurants and stores are walking distance. Space includes 2 Queen Beds Amenities include Wifi, Free parking for 1 vehicle, Washer/Dryer, Full Kitchen, Covered Front Porch and many more.

Tiny House on Jericho with Hot Tub
Reconnect at this unforgettable escape. Everything you need, in a small space! Our tiny house is packed with the necessary amenities and beyond. Relax in the hot tub, enjoy the fire pit (firewood & starter provided), or take a one minute trip to Kidron, where you will find the world-famous Lehman's store. We are also less than 30 minutes from Berlin, Ohio and all the shops and restaurants it has to offer.

Private, spacious 1 bedroom apt near Amish Country
Enjoy a private 1 bed, 1 bath, full kitchen, private patio, close to downtown Wooster, 1.5 mi from OARDC/Secrest Arboretum, 3.5 mi to College of Wooster, 1 hr drive to CLE airport. Enjoy the heart of Amish Country while saving money being 30 min away from the tourist hub! Family lives on-site (above the airbnb) so some dog and kid noise expected. Plenty of parking for 2 cars. Apt is self-check in.
Popular amenities for outdoor seating rentals in Wooster
House rentals with outdoor seating

Family Comfort!Trails,W/D,Pets,Extend Stay&Coffee!

Landmark Lakehouse | Dock • Kayaks • Fire Pit

2-BR Getaway with Hot Tub!

[Six-Container Home]With panoramic views + Hot Tub

Mystic Cliffs Hideaway

Cute n Cozy 2BR House in Massillon *NEW*

Downtown Canal Fulton Gem

Entire Home Highland Square/CVNP
Apartment rentals with outdoor seating

The Yoder's on Somerset: Sleeps 1 to 6 (in Berlin)

The Brenner 3 (Historic building at Medina Square)

Two Bedroom King Suite near Hall of Fame w/ Garage

The Carriage House- " Stables Unit "

Nostolgic Queen Apartment, Mogadore, Ohio

Cozy Modern Apartment

Liberty Manor Il

Hidden Meadow's Apartment in a Quiet Setting
Apartment rentals with outdoor seating

Apple Valley Condos, by the AV Golf Course!

Apple Valley Condos, by the AV Golf Course!

Canal Fulton (near Canton/Akron)

Apple Valley Condos, by the AV Golf Course!

Apple Valley Condos, by the AV Golf Course!

Luxury Condo in Akron Northside District

Apple Valley Condos, by the AV Golf Course!

Cozy Stay in Cuyahoga Valley
Quick stats about holiday rentals with outdoor seating in Wooster
Total rentals
20 properties
Nightly prices starting at
£67 before taxes and fees
Total number of reviews
1.5K reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi
Destinations to explore
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- Rentals with outdoor seating Wayne County
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- Rentals with outdoor seating United States
- Cuyahoga Valley National Park
- Mohican State Park
- Pro Football Hall of Fame
- Gervasi Vineyard
- Cleveland Metroparks Zoo
- Firestone Country Club
- Malabar Farm State Park
- West Branch State Park
- The Quarry Golf Club & Venue
- Boston Mills
- Memphis Kiddie Park
- Brandywine Ski Area
- Funtimes Fun Park
- Maize Valley Winery & Craft Brewery
- Snow Trails
- Sarah's Vineyard
- Paper Moon Vineyards
- The Blueberry Patch