Family-friendly holiday rentals in Wayne County

A cozy living area features a brown leather sofa and a light-colored armchair, positioned near a side table with a floral arrangement. A patterned wall adds color, and soft lighting is provided by two table lamps. Green drapes frame the windows.

4.97 out of 5 average rating, 107 reviews

TheLegacyHouse: Historical Suite Close to Downtown

Welcome to The Legacy House Wooster! This is a charming Victorian home within two blocks from the wonderful downtown attractions, shops and upscale dining. Our grandparents' love for people and hospitality inspired us to create a warm and inviting home where we could share their legacy and traditions with others while restoring their historic home back to it's former beauty. Experience all the amazing opportunities Wooster has to offer while enjoying a unique, comfortable home to relax in!

FamilyIndoor spacesLocation

4.93 out of 5 average rating, 200 reviews

The living area features a mix of comfortable seating with a gray sofa and an armchair. A wooden coffee table is centered on a light rug, enhancing the space's warmth. Natural light enters through two windows, illuminating the hardwood floor and a nearby potted plant.

Townhouse in Orrville

Elegant Boho apartment in downtown Orrville

Retreat to the harbor. We created this space with you in mind and are always updating and adding to it for your comfort. When we travel, we seek Airbnb, a unique spot that allows us to relax and enjoy the moments. So when we bought this apartment, we knew from the start it needed to be for guests, offering a place of comfort and rest. We renovated the bathroom most recently, and we continue to enhance it to make it great for you. Located right in downtown Orrville, this is ideal for stay!

Indoor spacesFamilyLocation

4.94 out of 5 average rating, 408 reviews

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

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.

FamilyIndoor spacesPool

4.97 out of 5 average rating, 145 reviews

A charming entrance leads into a cozy cabin space. Light-colored wooden walls enhance the warmth of the room. A comfortable seating area is furnished with a striped blanket and a small heater. A bedroom door and a window, revealing natural light, provide an inviting atmosphere.

Tiny home in Wooster

Welcome to The Cabin at CT Farms!

Tiny-home, located on our 5.5 acre farm in western Wayne county. This brand-new cabin was constructed by local Amish builders. Complete with most amenities you'd find at home, it offers a cozy spot to relax or work. Have a cup of coffee on the porch and listen to the farmland awaken, or catch amazing sunsets in the evening. Located 2 minutes from US Route 30. 1.25 hours from Cleveland/Columbus. 10 minutes from College of Wooster. 30 minutes from Amish Country. (Berlin/Millersburg).

FamilyIndoor spacesGetting around

4.95 out of 5 average rating, 316 reviews

A well-maintained lawn surrounds the cabin, leading to a serene, spring-fed pond. Two trees provide shade for a hammock, creating a peaceful spot to relax. The greenery reflects the tranquil atmosphere of the property, inviting guests to enjoy the natural setting.

Cottage in Wooster

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.

Indoor spacesKitchenSleep quality

4.98 out of 5 average rating, 362 reviews

The exterior of a charming log cabin is displayed, showcasing a dark wooden facade and a metal roof. A welcoming porch with seating is present, accompanied by neatly landscaped greenery and a stone walkway that leads to the entrance.

Cabin in Sterling

AZ Longhorns Cabin, a romantic getaway!

Romantic getaway log cabin in the country. Private log cabin with full kitchen and large bathroom and large shower. This cabin was built summer 2016 and we are continuing to landscape and make it a great place to have a romantic getaway or a place to relax and get away from the city. Free WiFi, Hot tub that seats 7, Fire pit area and charcoal grill on back patio, are some of the great features we have to offer! NOW OFFERING EBIKE RENTALS SO ASK ME ABOUT THEM IF INTERESTED!

FamilyKitchenParks

5.0 out of 5 average rating, 271 reviews

Tiny home in Dalton

Tiny House on Jericho with Hot Tub

Reconnect at this unforgettable escape. Everything you need for a couple's getaway, 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.

KitchenFamilyAmenities

An elegantly designed kitchen features light grey cabinetry and a wooden countertop, complemented by a contemporary stove and ventilation hood. Natural light floods in through a window above the sink, while stylish pendant lighting adds a modern touch. Open shelving displays kitchenware and decorative items.

4.97 out of 5 average rating, 115 reviews

Downtown Wooster Cottage

Welcome! We are so excited to have you! This stylish place to stay is perfect for your family or with your friends trip. This spacious 3 bedroom 1 and 1/2 bath home has all that you need for a good time. It is located at the heart of down town Wooster. Walking distance to the Collage of Wooster, coffee shops, bakeries, bookstores, shopping, and so many adorable restaurants. A short drive to Amish country and so much more.

Indoor spacesFamilyAmenities

4.98 out of 5 average rating, 179 reviews

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

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.

Indoor spacesKitchenValue

Holiday home in Smithville

4.85 out of 5 average rating, 239 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. 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.

Indoor spacesFamilyLaundry

4.94 out of 5 average rating, 217 reviews

Apartment in Wooster

Wooster private apartment 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.

Indoor spacesKitchenComfort

4.95 out of 5 average rating, 111 reviews

An aerial view captures a cabin surrounded by trees adorned in vibrant autumn foliage, showcasing a rich palette of oranges, yellows, and reds. A winding path leads up to the structure, nestled within the serene wooded landscape.

Cabin in Sterling

Sycamore Hill

Relax with the whole family at this peaceful place to stay. Cabin sits on 4 acreas of hill and wooded areas. Main guest area has many new updates including new kitchen, new master bath, updated main bath with tankless hot water heater, new floors, lighting, window blinds, and gas fireplace. 4 Bedrooms feature 1 King Size Bed, 2 Queen Size Beds, and 2 twin air mattress

FamilyKitchenSleep quality

Popular amenities for Wayne County family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Treehouse in Fredericksburg

The treehouse cabin is elevated among lush greenery, showcasing a robust wooden structure with a spacious front deck. The roof extends gracefully, while the railing details add character. Surrounding trees provide a natural canopy, enhancing the secluded atmosphere of the cabin.

4.99 out of 5 average rating, 151 reviews

Luxury Treehouse Cabins over Salt Creek - Cabin 2

FamilyIndoor spacesCleanliness

5.0 out of 5 average rating, 141 reviews

Farm stay in Burbank

CF Ranch & Cattle Co.- Lodge and CrossFit Gym

KitchenFamilyWi-Fi

4.89 out of 5 average rating, 240 reviews

Cabin in Apple Creek

Cabin at Saltcreek Pond~Family’s~Fishing~HotTub

KitchenFamilyCheck-in

Superhost

A charming outdoor space is seen, featuring a cozy patio area with several black chairs arranged around a gas grill. The modern design showcases a striking house with large windows, framed by wooden fencing and string lights above, set amidst green foliage.

Home in Apple Creek

4.89 out of 5 average rating, 65 reviews

Edinburgh Escape | Hot Tub, Sauna + Fire Pit

FamilyIndoor spacesQuiet

4.98 out of 5 average rating, 54 reviews

Guesthouse in Wooster

Cozy Carriage House • Hot Tub & Fire Pit Retreat

KitchenFamilyLocation

A charming white house features a sloped metal roof and is surrounded by a well-maintained lawn. Two large windows on the front allow natural light to enter, while a small staircase leads to the inviting front door, framed by greenery.

4.95 out of 5 average rating, 20 reviews

Country cottage

KitchenFamilyAccuracy

Superhost

A hot tub with bubbling water is positioned in the foreground, offering a view of a serene pond surrounded by trees. A gazebo with a red-roof is visible across the water, contributing to a peaceful outdoor setting.

Home in Apple Creek

4.87 out of 5 average rating, 30 reviews

Amish Country Getaway w/ Hot Tub & Views

FamilyIndoor spacesOutdoor spaces

5.0 out of 5 average rating, 29 reviews

Tiny home in West Salem

Comfort and Quiet Seclusion awaits at Refuge 46

FamilyIndoor spacesValue

Family- and pet-friendly home rentals

4.94 out of 5 average rating, 223 reviews

A charming entrance to the separate apartment is featured, showcasing a striped patio umbrella over a small table and chairs. Flower pots flank the windows, adding color to the neutral exterior. A grassy area leads to the door, surrounded by landscaped greenery.

Farm stay in Wooster

Buckeye Ridge Farm -Country Retreat

KitchenIndoor spacesQuiet

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.

4.97 out of 5 average rating, 220 reviews

Meg's Lucky Buckeye

FamilyKitchenComfort

4.87 out of 5 average rating, 170 reviews

The exterior of a cozy apartment is illuminated at dusk, highlighting a welcoming entrance with steps and a covered porch. The soft glow of outdoor lighting enhances the wooden facade and surrounding greenery.

Apartment in Wooster

Very nice and clean two bedroom apartment on a quiet dead end street. This apartment is in the perfect location to get to anywhere you would like to go within the City in just a few miles!

FamilyIndoor spacesPets