Photo by Chad Whaley

Wooster Vacation Rentals

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Our top choices for Wooster vacation rentals

Brand new studio apartment with queen bed, queen pull out, WIFI and AC .

Brand new studio apartment with queen bed, queen pull out, WIFI and AC .
Wooster
10.0 out of 10, Exceptional, (5)
"Very cozy and quite, relaxing place to unwind"
United States
michael h.
The price is ¥13,897
¥21,889 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Brand new studio apartment with queen bed, queen pull out, WIFI and AC .

Charming 3-bedroom house in Wooster with TV & WiFi

Charming 3-bedroom house in Wooster with TV & WiFi
Wooster
9.8 out of 10, Exceptional, (7)
"Nice house with good space for gathering. Although the weather didn’t cooperate for us to use the outdoor space, it is nice. "
United States
Stacy V.
The price is ¥23,396
¥45,505 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Charming 3-bedroom house in Wooster with TV & WiFi

Downtown 2-bedroom luxury apartment in Wooster

Downtown 2-bedroom luxury apartment in Wooster
2.0 star property
Wooster
The price is ¥23,396
¥26,671 total
includes taxes & fees
Jan 9 - Jan 10, 2026
Downtown 2-bedroom luxury apartment in Wooster

New 2024 Luxury 3BR Home Near Downtown Wooster & College

New 2024 Luxury 3BR Home Near Downtown Wooster & College
Wooster
10.0 out of 10, Exceptional, (6)
"House was very clean and nice. Located just a couple minutes from restaurants and shops. Very peaceful neighborhood. Would absolutely stay here again. "
United States
Chad G.
The price is ¥38,837
¥44,452 total
includes taxes & fees
Jan 12 - Jan 13, 2026
New 2024 Luxury 3BR Home Near Downtown Wooster & College

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!
Wooster
10.0 out of 10, Exceptional, (25)
"Great place to stay as we were in the area for a family wedding. Easy location to downtown restaurants and plenty of space for 9 adults."
United States
Fred S.
The price is ¥69,485
¥95,220 total
includes taxes & fees
Dec 31 - Jan 1, 2026
The Reunion and Getaway House! Lovely home where everyone gets their own space!

Meet Country Animals! Farmyard Stays Dundee Home

Meet Country Animals! Farmyard Stays Dundee Home
3.0 star property
Dundee
9.4 out of 10, Exceptional, (3)
"Are trip was just a over night. It was not close to any shopping. It was really in the country very remote but it was peaceful and quiet in a very nice house. If I was ever in that area again I would go again the owners were very nice"
United States
debbie
The price is ¥14,505
¥47,418 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Meet Country Animals! Farmyard Stays Dundee Home

The Blue Door Cottage

The Blue Door Cottage
Dundee
10.0 out of 10, Exceptional, (202)
"This is a wonderful place to stay"
United States
roberta
The price is ¥13,881
¥26,515 total
includes taxes & fees
Jan 5 - Jan 6, 2026
The Blue Door Cottage

Amish Blessings Cabins

Amish Blessings Cabins
2.5 star property
Berlin
9.8 out of 10, Exceptional, (252)
"Loved the location & the rooms were al super comfy and nice. Plenty of space to park 2 vehicles and plenty of sleeping space for the 6 of us to have a dance teacher /assistant ladies relaxation & shopping weekend. "
United States
Melissa
The price is ¥16,312
¥17,290 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Amish Blessings Cabins

Hillside Villa Ohio

Hillside Villa Ohio
3.0 star property
Millersburg
9.8 out of 10, Exceptional, (303)
"The rooms were beautifully furnished and clean. The views were wonderful. "
United States
Gloria
The price is ¥18,220
¥20,589 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Hillside Villa Ohio

The Towpath Retreat: A Cozy Farmhouse Stay

The Towpath Retreat: A Cozy Farmhouse Stay
Canal Fulton
10.0 out of 10, Exceptional, (52)
"Great place to stay, and within walking distance of canoeing, winery, hiking, restaurants."
United States
Carole A.
The price is ¥13,257
¥28,698 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The Towpath Retreat: A Cozy Farmhouse Stay

Rustic Dundee Log Cabin w/ Hot Tub & Forest Views!

Rustic Dundee Log Cabin w/ Hot Tub & Forest Views!
Dundee
9.8 out of 10, Exceptional, (156)
"Clean and very fun to stay"
United States
phillp c.
The price is ¥17,001
¥45,500 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Rustic Dundee Log Cabin w/ Hot Tub & Forest Views!

Freda's Place

Freda's Place
Dundee
10.0 out of 10, Exceptional, (57)
"Very comfortable and well equipped. Nice area…attractive house. "
United States
Jane
The price is ¥17,614
¥22,311 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Freda's Place

Cozy cabin in Amish country with hot tub and jacuzzi

Cozy cabin in Amish country with hot tub and jacuzzi
Millersburg
9.8 out of 10, Exceptional, (35)
"Loved everything about our trip… a perfect getaway for our anniversary and my birthday.:. "
United States
Tracy
The price is ¥17,063
¥36,394 total
includes taxes & fees
Jan 28 - Jan 29, 2026
Cozy cabin in Amish country with hot tub and jacuzzi

Charming Home in the heart of Amish Country!

Charming Home in the heart of Amish Country!
Sugarcreek
10.0 out of 10, Exceptional, (80)
"I loved the home so much and it was enjoyable and quiet. A perfect place! The host is very kind!"
United States
Erin B.
The price is ¥22,460
¥33,690 total
includes taxes & fees
Jan 14 - Jan 15, 2026
Charming Home in the heart of Amish Country!

A small studio apartment located in the middle of beautiful Amish country.

A small studio apartment located in the middle of beautiful Amish country.
Sugarcreek
9.6 out of 10, Exceptional, (93)
"Very nice, private quarters. Guest parking was great. Wonderful back patio. Accommodations were modern, extremely nice and clean. We thoroughly enjoyed our stay. "
United States
Julie F.
The price is ¥12,478
¥19,497 total
includes taxes & fees
Jan 1 - Jan 2, 2026
A small studio apartment located in the middle of beautiful Amish country.

The Cayo Cabin, Millersburg Ohio

The Cayo Cabin, Millersburg Ohio
Millersburg
10.0 out of 10, Exceptional, (173)
"Great relaxing stay!"
United States
Birdie D.
The price is ¥16,564
¥25,362 total
includes taxes & fees
Jan 5 - Jan 6, 2026
The Cayo Cabin, Millersburg Ohio

Spacious Cottage in Ohio Amish Country

Spacious Cottage in Ohio Amish Country
Apple Creek
10.0 out of 10, Exceptional, (65)
"Location Accommodations and Hosts Are fantastic! Perfect for our OTET trip!"
United States
Shane W.
The price is ¥21,836
¥38,369 total
includes taxes & fees
Jan 29 - Jan 30, 2026
Spacious Cottage in Ohio Amish Country

Luxury Suite on Millionaire Lane in Berlin Ohio's Amish Country

Luxury Suite on Millionaire Lane in Berlin Ohio's Amish Country
Millersburg
10.0 out of 10, Exceptional, (14)
"This was a perfect place to stay for a sour-of-the-moment getaway for two. It was conveniently located close to shops and touristy places. The accommodations were extremely clean and comfortable. (I especially enjoyed the deep soaker tub!) We would highly recommend!"
United States
Amanda M.
The price is ¥16,213
¥28,616 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Luxury Suite on Millionaire Lane in Berlin Ohio's Amish Country

Wrap Around Decks w/Beautiful View & Hot Tub

Wrap Around Decks w/Beautiful View & Hot Tub
Dundee
10.0 out of 10, Exceptional, (224)
"It was a nice clean property with beautiful views."
United States
Becca W.
The price is ¥21,680
¥40,449 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Wrap Around Decks w/Beautiful View & Hot Tub

The Oaks | Cozy 1920s Farmhouse | Hot Tub

The Oaks | Cozy 1920s Farmhouse | Hot Tub
Dundee
9.8 out of 10, Exceptional, (9)
"Very good experience nice place to stay"
United States
Shawn
The price is ¥27,295
¥38,057 total
includes taxes & fees
Jan 5 - Jan 6, 2026
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.
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Top Wooster Hotel Reviews

Find out more about Wooster

Search for holiday rentals in Wooster on Expedia! You can easily find your home rentals, villas, holiday apartments in Wooster using one of the methods below:

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Look no further and take a look at our great range of rental properties in Wooster!

Frequently asked questions

Are there vacation rentals in Wooster?

Yes, we offer vacation rentals in Wooster close to Wayne County Fairgrounds, or you can choose a more secluded option if you're looking for a relaxing stay. Visitors like the top-notch restaurants and shops in Wooster. Make sure you have time to check out the university setting and cafes during your trip.

What are some of the best vacation rentals in Wooster?

2 Br home with Hot-Tub! Quiet, dead end street: This vacation home rental near Wooster offers an outdoor pool, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Kick off your shoes and enjoy yourself with a garden and a hot tub.

How many vacation rentals are there in Wooster?

Expedia has 10 vacation rentals for your stay in Wooster.

What can I see and do in Wooster?

Enjoy the outdoors at Secrest Arboretum and Wooster Dog Park, or simply take in cultural attractions like Ohio Light Opera and Wayne County Historical Society & Museum. Other places in town to visit include Wayne County Fairgrounds and Alice Noble Ice Arena.

What are vacation rentals like in Wooster?

Vacation rentals are privately owned accommodations you can stay in for several days or more in Wooster. Vacation rentals provide amenities like kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of security away from public hotel elevators and lobbies bustling with people while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great option for families.