
Family-friendly holiday rentals in Wooster
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Wooster

Total holiday rentals
Explore 40 holiday rentals in Wooster

Nightly prices starting at
Wooster holiday rentals start at $152 NZD per night before taxes and fees

Verified guest reviews
Over 3,890 verified reviews to help you choose

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
40 of Wooster holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Wooster rentals

4.9 Average rating
Wooster stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated family-friendly rentals in Wooster
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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!

Cozy Abode
The space is a dedicated basement apartment. The space has its own door and lock, but guests will enter through a shared garage entrance. The decor is neat and modern. There is a small kitchenette, giving guests the ability to eat in, or make coffee. The cozy sitting area is a great place to wind down for the evening or enjoy a morning cup of coffee. The apartment is below our living space. While we will do our best to keep noise to a minimum, you will hear kids/footsteps during the day.

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.

Bonnie Jane House
The Bonnie Jane House is a family friendly space on a quiet, tree-lined street, within sight of the College of Wooster and minutes from downtown. Perfect for college, business, and local tourism. The space includes 3 bedrooms (sleeps up to six) and 2.5 bathrooms stocked with towels, linens, and basic toiletries. With the full couch and inflatable mattress available, plus plenty of floor spaces, we can accommodate as many as 8 guests. There is an upstairs apartment on the 3rd floor.

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).

Modern 1BR Walking Distance to Downtown Wooster
Welcome to our cozy Airbnb just walking distance to the heart of Downtown Wooster. This charming upstairs unit with one-bedroom layout is perfect for hosting up to 2 guests comfortably with 1 king bed, adjustable bedframe, lights, and USB ports. Dedicated parking spot provides added convenience and peace of mind during your stay. Whether business or pleasure, our Airbnb offers the perfect blend of comfort, convenience, and style for your next getaway. We look forward to hosting you!

CF Ranch & Cattle Co.- Lodge and CrossFit Gym
This beautiful, one of a kind lodge, is located on a 270 acres Texas longhorn ranch. At CF Ranch & Cattle Company, we offer a great experience to stay on a working cattle ranch. Many trails to walk, a large 8-9 person Hot tub , new CrossFit gym, majestic Texas Longhorn to view. The balconies show miles of amazing views and rolling farm land, along side some of our biggest show cattle. We are located 6 miles from shopping, Walmart and movies. 25 miles from Holmes county Amish

Your Home Away From Home l Conveniently Located
Come stay at this cozy, peaceful and inviting home. This is a fully furnished apartment with two entrances, one of which is shared through a common area and one that is a private entrance. You are sure to feel at home with all of the amenities, such as a full kitchen, dining room, living room, etc. We have an onsite manager that will be available to answer any questions or concerns that you may have during your stay. We hope that you come and enjoy your stay and visit again.

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.

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.

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.

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.
Popular amenities for Wooster family-friendly rentals
Family-friendly home rentals with a hot tub

Cabin with pond & Fireplace * Hot Tub * King Bed

Whispering Pines Retreat by Private Lake/ Villa #1

AZ Longhorns Cabin, a romantic getaway!

Stillwater Cabin with Hot Tub

Mohicanville Hideaway

Uphill Lodge Luxury Log Cabin, Amish Country, OH

Rustic Cabin Bridge Gallery

Creekbank Chalet
Family- and pet-friendly home rentals

Buckeye Ridge Farm -Country Retreat

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!

Towpath Tranquility! Fenced Yrd,Extended Stay,W&D!

Creekside Cottage

Cozy Retreat Tucked in the Heart of Amish Country

Mystic Cliffs Hideaway

Horizon Haven | Family Getaway w/ Big Views

Lovely Private Home w/ Cozy Farmhouse Charm
Family-friendly home rentals with a pool

Hidden Ariel Resort

House with Pool at Clover Fields Farm

Liberty Hill Lodge, Hot Tub & Pool

Luxury Treehouse Getaway with Treetop Views

The Scandi - Tiny Home & Sauna in Berlin Ohio

The Cozy Comfort in the Burg.

Cozy 2 Bed Bath Cottage With Private Hot Tub

Farmhouse Unique Country Setting
When is the best time to visit Wooster?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $257 NZD | $269 NZD | $308 NZD | $298 NZD | $308 NZD | $266 NZD | $266 NZD | $262 NZD | $257 NZD | $262 NZD | $262 NZD | $262 NZD |
| Avg. temp | -2°C | -1°C | 4°C | 10°C | 16°C | 21°C | 23°C | 22°C | 19°C | 12°C | 6°C | 1°C |
Destinations to explore
- Washington Holiday rentals
- Indianapolis Holiday rentals
- Columbus Holiday rentals
- Pittsburgh Holiday rentals
- Cleveland Holiday rentals
- Louisville Holiday rentals
- Cincinnati Holiday rentals
- Niagara Falls Holiday rentals
- Detroit Holiday rentals
- Mississauga Holiday rentals
- Buffalo Holiday rentals
- Niagara Falls Holiday rentals
- Cuyahoga Valley National Park
- Mohican State Park
- Pro Football Hall of Fame
- Gervasi Vineyard
- Cleveland Metroparks Zoo
- Boston Mills
- Mid-Ohio Sports Car Course
- Crocker Park
- Ohio State Reformatory
- Edgewater Park Beach
- Malabar Farm State Park
- Rocky River Reservation
- Snow Trails
- Stan Hywet Hall and Gardens
- Ariel-Foundation Park
- Greater Cleveland Aquarium
- West Side Market
- Edgewater Pier
- A Christmas Story House
- Mohican Adventures Canoe Livery & Fun Center
- Belden Village Mall
- Richland Carousel Park
- Paper Moon Vineyards
- Southpark Mall





