Vacation rentals with outdoor seating in Wooster

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Top-rated outdoor seating rentals in Wooster

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

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Top guest favorite

The exterior of a modern structure is framed by vibrant green grass, showcasing a sloped roof and wooden accents. Large glass windows reflect the sky, while a covered patio area with seating and a grill is visible. An American flag subtly waves in the gentle breeze.

Cabin in Millersburg

4.97 out of 5 average rating, 235 reviews

Sky Ridge-The Dawn/Brand New Cabin/Amish Country

Nestled in beautiful Amish country, minutes from downtown Millersburg. The Dawn faces the east, featuring a breathtaking view of the sunrise every morning. Whether you're looking for a peaceful getaway or wanting to explore the many attractions Holmes County has to offer, this is the place for you. Come experience Sky Ridge Lodging. If Golfing is your sport be sure to check out our hosted course at Fire Ridge Golf course only minutes away and be sure to mention sky ridge for your discount.

Guest favorite

The villa is set beside a tranquil pond, featuring a modern design with large windows reflecting the evening lights. Outdoor seating is visible near the water, and a hot tub sits on the patio, inviting relaxation at sunset.

Villa in Jeromesville

4.94 out of 5 average rating, 338 reviews

Whispering Pines Retreat by Private Lake/ Villa #1

Whispering Pines Retreat #1 This stylish villa is Located 1/2 mile from 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 of the things you will love about this Retreat. This listing is for Villa and lake #1 and is what you are seeing in the photos. There is another Villa and Lake #2 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 the other listing there.

Guest favorite

A charming front porch is adorned with climbing greenery and seasonal flowers, creating a welcoming exterior. An American flag is displayed, adding a touch of tradition. The house features light-colored siding and a green roof, complementing the natural surroundings.

Home in Wooster

4.96 out of 5 average rating, 185 reviews

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.

Guest favorite

A bright living area features light green walls and two windows fitted with two-tone blinds. A dark coffee table sits at the center, surrounded by a gray sectional sofa adorned with checkered cushions. A wall clock and decorative art enhance the space, while a door leads outside.

Vacation home in Smithville

4.85 out of 5 average rating, 210 reviews

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. His and Hers bicycles will be provided for use free of charge during the summer. 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.

Top guest favorite

The exterior of a two-story century home is displayed, featuring pale yellow siding with pink trim. A small porch area is noted, adorned with planters and a welcoming sign. An American flag hangs from the front, while greenery surrounds the home, contributing to a bright and inviting atmosphere.

Home in Canal Fulton

4.97 out of 5 average rating, 146 reviews

Tandem Trails Guestroom- Charming Century home

Tandem Trails is now open to guests year round with even more amenities. This is now a completely private space available for up to 7 days at a time. The home now offers a TV/sitting room that can be converted to a second bedroom with a sleeper ottoman and a futon-type couch. This makes it more accessible to groups such as cyclists traveling together, wedding guests, or a small family. Tandem Trails will only book one group/family at a time. The hosts have moved 3 properties away.

Top guest favorite

A hammock is nestled between a tree and the cabin, surrounded by lush green grass and vibrant greenery. A tranquil pond reflects the surrounding trees, creating a peaceful setting for relaxation. The cabin features flower boxes under the windows, enhancing the serene atmosphere.

Cottage in Wooster

4.95 out of 5 average rating, 286 reviews

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.

Top guest favorite

Cabin in Walhonding

4.98 out of 5 average rating, 443 reviews

Black Gables Aframe | 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.

Top guest favorite

A four-poster queen bed is centered in the room, complemented by plush bedding and decorative pillows. Soft lighting is provided by bedside lamps on either side. An artwork hangs above the bed, and light-colored curtains frame a window, enhancing the calming atmosphere.

Apartment in Wooster

4.99 out of 5 average rating, 183 reviews

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.*

Superhost

A modern living area features a comfortable brown leather sofa paired with an accent chair beside a sleek, wooden coffee table. A mounted television is above an electric fireplace, providing a cozy focal point. Natural light filters through dual windows adorned with light curtains.

Loft in Wooster

4.88 out of 5 average rating, 120 reviews

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.

Top guest favorite

The exterior of the apartment displays a well-maintained facade with flowering plants in vibrant hues. A welcoming porch is visible, featuring a seating area. The surrounding lawn is expansive and green, with trees and additional vegetation in the background, enhancing the rural setting.

Apartment in Apple Creek

4.99 out of 5 average rating, 177 reviews

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.

Top guest favorite

The open living area features warm wood flooring and exposed brick walls. A spacious seating arrangement includes a dark leather sofa and a tufted coffee table. The kitchen boasts white cabinetry, stainless steel appliances, and a breakfast bar with two stools. Natural light filters through the window.

Loft in Wooster

4.98 out of 5 average rating, 140 reviews

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.

Top guest favorite

The tiny house exterior features a wood and metal facade, complemented by large windows. A pathway leads to the entry door, framed by planters and a small seating area with a chair. Lush greenery surrounds the structure, enhancing the tranquil setting.

Tiny home in Dalton

5 out of 5 average rating, 207 reviews

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.