Photo by Melodie Hayes

Search Vacation Homes in Wooster

Start date: Check-in selected.
To Date
End date: Check-out

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
Nov 7 - Nov 9
In two weeks
Nov 14 - Nov 16
In one month
Nov 28 - Nov 30
In two months
Dec 26 - Dec 28

Vacation Homes in Wooster

Fridge, microwave, oven, stovetop
Charming 3-bedroom house in Wooster with TV & WiFi
Charming 3-bedroom house in Wooster with TV & WiFi
9.6 out of 10, Exceptional, (4)
"Great place - very clean. Thanks!"
United States
Todd H.
$286 nightly
The price is $296
Nov 5 - Nov 6
Total with taxes and fees
Charming 3-bedroom house in Wooster with TV & WiFi
Interior
New 2024 Luxury 3BR Home Near Downtown Wooster & College
New 2024 Luxury 3BR Home Near Downtown Wooster & College
10.0 out of 10, Exceptional, (4)
"House was beautiful and clean"
United States
Ryan Q.
$237 nightly
The price is $237
Nov 10 - Nov 11
Total with taxes and fees
New 2024 Luxury 3BR Home Near Downtown Wooster & College
Property grounds
The Reunion and Getaway House! Lovely home where everyone gets their own space!
The Reunion and Getaway House! Lovely home where everyone gets their own space!
10.0 out of 10, Exceptional, (24)
"We enjoyed our stay at this house it was very accommodating and we had everything we needed. Looking forward and returning and hopefully we can utilize more of the outside areas"
United States
Lois L.
$459 nightly
The price is $459
Nov 4 - Nov 5
Total with taxes and fees
The Reunion and Getaway House! Lovely home where everyone gets their own space!
Terrace/patio
The Aspen . Trailside Lodging
The Aspen . Trailside Lodging
10.0 out of 10, Exceptional, (22)
"beautiful on the inside and outside; very relaxing"
United States
Sandy C.
$176 nightly
The price is $196
Dec 3 - Dec 4
Total with taxes and fees
The Aspen . Trailside Lodging
Interior
Charming 2-bedroom townhome with WiFi, AC in downtown Orrville
Charming 2-bedroom townhome with WiFi, AC in downtown Orrville
10.0 out of 10, Exceptional, (3)
"Place was very easy to find. My mother and I came up for a couple days to visit family. It was the perfect place for our overnight stay. Beautifully decorated. Felt like home. We would book again when we are planning to stay in the area!"
United States
Nicole K.
$185 nightly
The price is $185
Nov 5 - Nov 6
Total with taxes and fees
Charming 2-bedroom townhome with WiFi, AC in downtown Orrville
Fridge, microwave, oven, stovetop
The Towpath Retreat: A Cozy Farmhouse Stay
The Towpath Retreat: A Cozy Farmhouse Stay
10.0 out of 10, Exceptional, (51)
"I loved the stay. Clean,comfy,will definitely book again thank you 💗"
United States
Kohl C.
$185 nightly
The price is $185
Nov 4 - Nov 5
Total with taxes and fees
The Towpath Retreat: A Cozy Farmhouse Stay
Fridge, microwave, oven, stovetop
King Suite,Hot Tub,Pretty Hilltop View,
King Suite,Hot Tub,Pretty Hilltop View,
9.8 out of 10, Exceptional, (60)
"Enjoyed it very much and so peaceful."
United States
William Y.
$219 nightly
The price is $219
Nov 4 - Nov 5
Total with taxes and fees
King Suite,Hot Tub,Pretty Hilltop View,
Fridge, microwave, oven, stovetop
Vivian's Serenity Guest House
Vivian's Serenity Guest House
10.0 out of 10, Exceptional, (16)
"We were in town for a grad party. The place was super cute and so much better than staying in a hotel. "
United States
Christy A.
$270 nightly
The price is $282
Nov 26 - Nov 27
Total with taxes and fees
Vivian's Serenity Guest House
Property grounds
Spacious 3BR Home w/ 8 Beds, Big Yard & Parking – Near Canton & Hall of Fame
Spacious 3BR Home w/ 8 Beds, Big Yard & Parking – Near Canton & Hall of Fame
10.0 out of 10, Exceptional, (2)
"Just needed a place to shower and sleep close to a friends house, this worked out perfect."
United States
Tom P.
$237 nightly
The price is $240
Nov 14 - Nov 15
Total with taxes and fees
Spacious 3BR Home w/ 8 Beds, Big Yard & Parking – Near Canton & Hall of Fame
Fridge, microwave, oven, dishwasher
Amish Country Getaway w/ Pastoral Views!
Amish Country Getaway w/ Pastoral Views!
9.4 out of 10, Exceptional, (16)
"The place is everything it says and more. The view was beautiful and it was so peaceful there. Highly recommend this place. "
United States
Tammy P.
$246 nightly
The price is $271
Nov 4 - Nov 5
Total with taxes and fees
Amish Country Getaway w/ Pastoral Views!
Fridge, microwave, oven, stovetop
Charming Century House - Next Door to Ashland University
Charming Century House - Next Door to Ashland University
10.0 out of 10, Exceptional, (102)
"Cute, quiet downtown home"
United States
Michelle
$133 nightly
The price is $133
Nov 4 - Nov 5
Total with taxes and fees
Charming Century House - Next Door to Ashland University
Microwave, oven, stovetop, dishwasher
The Mohican Schoolhouse
The Mohican Schoolhouse
9.6 out of 10, Exceptional, (4)
"This was my first time renting a place for a trip. It was exactly what was advertised and we had a lot of fun. "
United States
Chase P.
$301 nightly
The price is $307
Nov 16 - Nov 17
Total with taxes and fees
The Mohican Schoolhouse
Exterior
Modern Amish Country Home, close to Berlin, Millersburg, Wooster, Loudenville.
Modern Amish Country Home, close to Berlin, Millersburg, Wooster, Loudenville.
10.0 out of 10, Exceptional, (17)
"Very clean and quiet. Excellent stay"
United States
Logan B.
$232 nightly
The price is $235
Nov 17 - Nov 18
Total with taxes and fees
Modern Amish Country Home, close to Berlin, Millersburg, Wooster, Loudenville.
Fridge, microwave, stovetop, coffee/tea maker
Gorgeous studio, sleeps 4, Amish country.
Gorgeous studio, sleeps 4, Amish country.
10.0 out of 10, Exceptional, (2)
"Beautiful property! Peaceful setting. Clean and comfortable accommodations with all the essentials. Wonderful location to get away from it all. Note: no TV or Wi-Fi (great opportunity to unplug for a few days)"
United States
Shellie A.
$216 nightly
The price is $220
Nov 6 - Nov 7
Total with taxes and fees
Gorgeous studio, sleeps 4, Amish country.
Interior
Heritage House - Orrville, OH … minutes to Amish Country!
Heritage House - Orrville, OH … minutes to Amish Country!
10.0 out of 10, Exceptional, (12)
"Our hosts were widely available for all communications and the house was exactly as described. We would stay again and appreciate the hospitality!"
United States
Erin G.
$174 nightly
The price is $174
Nov 4 - Nov 5
Total with taxes and fees
Heritage House - Orrville, OH … minutes to Amish Country!
Outdoor spa tub
Rural, Amish Country, sleeps 6
Rural, Amish Country, sleeps 6
10.0 out of 10, Exceptional, (17)
"Nice cottage. Super clean, had everything we needed and gorgeous views every direction. Awesome private hot tub- nicest hot tub we ever had. The host, Joe and the housekeeper Amy were both super nice and helpful. Highly recommend and we will be back!! "
United States
Chuck L.
$216 nightly
The price is $220
Nov 13 - Nov 14
Total with taxes and fees
Rural, Amish Country, sleeps 6
Smart TV
Wurthmann House Unit #2 Your Home Away From Home
Wurthmann House Unit #2 Your Home Away From Home
10.0 out of 10, Exceptional, (161)
"Very charming and in a great location. Would absolutely stay here again! "
United States
Allyn
$178 nightly
The price is $187
Nov 17 - Nov 18
Total with taxes and fees
Wurthmann House Unit #2 Your Home Away From Home
Smart TV, books, stereo, computer monitors
The White House w/ Hot Tub Portage Lakes Fenced Yard Pet-Friendly!
The White House w/ Hot Tub Portage Lakes Fenced Yard Pet-Friendly!
10.0 out of 10, Exceptional, (23)
"This was perfect for our family of 3's Ohio stay for the NFL Flag Championships in Canton!"
United States
Nicole D.
$248 nightly
The price is $248
Nov 4 - Nov 5
Total with taxes and fees
The White House w/ Hot Tub Portage Lakes Fenced Yard Pet-Friendly!
Fridge, microwave, oven, stovetop
Tana's Riverfront Getaway - Riverfront Home
Tana's Riverfront Getaway - Riverfront Home
9.8 out of 10, Exceptional, (422)
"Love the space and location!! "
United States
Tyler W.
$301 nightly
The price is $307
Nov 16 - Nov 17
Total with taxes and fees
Tana's Riverfront Getaway - Riverfront Home
Fridge, microwave, oven, stovetop
The Oaks | Cozy 1920s Farmhouse | Hot Tub
The Oaks | Cozy 1920s Farmhouse | Hot Tub
9.8 out of 10, Exceptional, (7)
"We absolutely loved our time at The Oaks! This beautifully restored 1920s farmhouse in Dundee, Ohio was everything we hoped for and more. It was spotless, cozy, and thoughtfully stocked with every amenity we could possibly need. The space was incredibly inviting—both comfortable and full of character.One of the highlights of our stay was the magical firefly display each evening. Sitting out on the deck or soaking in the hot tub while watching the fireflies dance across the yard was...
United States
Tammy B.
$260 nightly
The price is $260
Nov 4 - Nov 5
Total with taxes and fees
The Oaks | Cozy 1920s Farmhouse | Hot Tub
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Wooster Hotel Reviews

The Inn At Honey Run

The Inn At Honey Run

10/10 Excellent
"Beautiful property. "
Natalie 1-night trip
Posted 3 days ago
The Inn At Honey Run

Find out more about Wooster

Wooster Vacation Homes information

Number of reviews
926
Accommodation
219 Vacation Homes
Lowest Price
$133
Highest Price
$459

Explore a world of travel with Expedia