Wooster vacation rentals

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Top-rated vacation rentals in Wooster

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

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Guest favorite

Home in Dalton

4.95 out of 5 average rating, 110 reviews

The Blacksmith House of Kidron

Our house is conveniently located in heart of Kidron, just a 2 minute walk to the square. We offer the convenience of small town living with a country feel. Lehman's Hardware (voted best destination in Ohio's Amish country) is a short 2 minute walk. Kidron community park, Kidron Town & Country store, Kidron pizza & Ice cream as well as MCC thrift shop are a short walk away! As well as Berlin, Canton (home of the Football Hall of Fame) , Wooster & Sugarcreek are just a short 20-30 minute drive.

Sep 18 – 25

ﺩ.ﺇ529 per night

Guest favorite

Apartment in Wooster

4.99 out of 5 average rating, 182 reviews

Orchard Lane Getaway

We are waiting for you! We offer a quiet, rural setting in a 2 bedroom apartment with full amenities, separate from our home. Each room is decorated in its own unique style. You have internet access, TV and are close to all major shopping and places to eat. We request that guests be non smokers, no pets and one adult 21 or over. We are fully vaccinated, in our 70's and we ask our guests to follow all current COVID guidelines. $10.00 extra per guest per night over 5 guests with prior approval.

Apr 4 – 11

ﺩ.ﺇ260 per night

Guest favorite

Apartment in Wooster

4.87 out of 5 average rating, 110 reviews

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!

Make this cozy, spacious apartment your home away from home. Centrally located between Downtown and Uptown Wooster. This home is with in walking distance of West View Manor and the Wooster Country Club. This convenient location gives you easy access to restaurants, shopping centers, the YMCA, the College of Wooster as well as Wooster High School all within 3 miles. It's perfect for one person or bring the whole family. Stop in for a visit and enjoy all the great city of Wooster has to offer!

Oct 19 – 26

ﺩ.ﺇ309 per night

Guest favorite

Apartment in Wooster

4.84 out of 5 average rating, 243 reviews

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.

Jul 24 – 31

ﺩ.ﺇ237 per night

Guest favorite

Home in Wooster

4.98 out of 5 average rating, 147 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.

Feb 5 – 12

ﺩ.ﺇ478 per night

Guest favorite

Cabin in Beach City

4.99 out of 5 average rating, 342 reviews

The A-frame at Creekside Dwellings [Hot tub]

The A-frame at Creekside Dwellings is a small + impactful oasis near beautiful Amish Country! Only 6 miles from Winesburg + 13 miles from Berlin. There are an endless supply of local attractions. The Pro Football Hall of Fame is only 30 minutes away, as well! The A-frame is stocked with all the amenities you will need to kick back and relax! Enjoy the steaming hot tub, gas grill, and tree top views. *note on location: the A-frame is visible from the road during the winter months

Mar 14 – 21

ﺩ.ﺇ568 per night

Guest favorite

Apartment in Apple Creek

4.95 out of 5 average rating, 230 reviews

Summer Kitchen Retreat, Amish Country with sunsets

The Summer Kitchen is a country retreat apartment in the heart of Amish Country, Ohio. We are 5 minutes from Kidron, 25 minutes from Mt .Hope and Berlin tourist attractions. This private getaway for two adults comfortably offers a quiet country view of farmland and surrounding country living, atop a hill with beautiful sunsets. It's aptly named The Summer Kitchen because this structure was once used as the kitchen for all the summertime canning and cooking for farmstead living.

Jul 29 – Aug 5

ﺩ.ﺇ383 per night

Guest favorite

Apartment in Wooster

4.9 out of 5 average rating, 115 reviews

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.

Aug 5 – 12

ﺩ.ﺇ427 per night

Guest favorite

Home in Wooster

4.94 out of 5 average rating, 141 reviews

Cozy Home near College of Wooster

Cozy 3 bedroom house near College of Wooster. Five minute walk to Timken Gymnasium or Freedlander Theater and a 10-15 minute walk to downtown restaurants, coffee shops and boutiques. Residential neighborhood near campus. All the amenities you will need for a comfortable and affordable stay. Relax in the living room, enjoy one of three queen size beds along with a fully equipped kitchen and dining area. Also feel free to park in our attached one car garage.

Mar 5 – 12

ﺩ.ﺇ513 per night

Guest favorite

Townhouse in Orrville

4.95 out of 5 average rating, 102 reviews

Elegant Boho apartment in downtown Orrville

Retreat to the harbor. We created this space with you in mind. When we travel, we want Airbnb, a unique spot that allows us to relax and enjoy the moments. So when we bought this apartment, we knew from the start this place needed to be for guests, to give them a place of comfort and rest. So over the past few months, we renovated this place to have that "it" factor. Located right in downtown Orrville this is perfect for your stay/getaway.

Oct 13 – 20

ﺩ.ﺇ451 per night

Guest favorite

Apartment in Apple Creek

4.99 out of 5 average rating, 137 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.

Jul 6 – 13

ﺩ.ﺇ368 per night

Guest favorite

Loft in Wooster

4.99 out of 5 average rating, 140 reviews

Beautiful 2BR/2BA Loft Apartment Downtown Wooster

This 2500 sq ft stylish loft apartment is perfect for an entire family or large groups in beautiful Downtown Wooster. The apartment features a rooftop deck with spectacular views of Wooster and surrounding area, the primary bedroom has an en suite bath and walk-in closet, gourmet kitchen, large open dining and living areas, and on-site parking. Restaurants/bars, library, shopping, and parks are steps away.

Oct 4 – 11

ﺩ.ﺇ899 per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Wooster vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Stay near Wooster's top sights

Ramseyer Farms9 locals recommend

Coccia House8 locals recommend

Buehler's Fresh Foods Wooster Milltown5 locals recommend

Muddy's5 locals recommend

Olde Jaol Steakhouse and Tavern8 locals recommend

Hartzler Family Dairy5 locals recommend

Other great vacation rentals in Wooster

Guest favorite

Vacation home in Smithville

4.87 out of 5 average rating, 115 reviews

Peaceful 2-BR Apartment in the Heart of Smithville

Nov 7 – 14

ﺩ.ﺇ389 per night

Guest favorite

Guesthouse in Millersburg

4.99 out of 5 average rating, 110 reviews

New! Modern and cozy flat!

Mar 21 – 28

ﺩ.ﺇ386 per night

Guest favorite

Guesthouse in Glenmont

4.91 out of 5 average rating, 152 reviews

Glenmont Bike&Hike Hostel

Sep 18 – 25

ﺩ.ﺇ185 per night

Guest favorite

Place to stay in Millersburg

4.96 out of 5 average rating, 205 reviews

Thicket Cottage

Jul 17 – 24

ﺩ.ﺇ449 per night

Guest favorite

Apartment in Dundee

4.99 out of 5 average rating, 346 reviews

Hidden Meadow's Apartment in a Quiet Setting

Sep 24 – Oct 1

ﺩ.ﺇ440 per night

Guest favorite

Apartment in Wadsworth

4.92 out of 5 average rating, 166 reviews

Cozy, Private Apt, 500ft from Wadsworth Square

Oct 30 – Nov 6

ﺩ.ﺇ259 per night

Guest favorite

Guesthouse in Ashland

4.98 out of 5 average rating, 595 reviews

Guest Home minutes from Ashland University

Jan 4 – 11

ﺩ.ﺇ260 per night

Superhost

Apartment in Wooster

4.87 out of 5 average rating, 387 reviews

★★Penthouse Suite Downtown Wooster on the Square★★

Jun 15 – 22

ﺩ.ﺇ751 per night

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Other great vacation rentals in Wooster

Guest favorite

Cabin in Winesburg

4.91 out of 5 average rating, 267 reviews

Christi's Hideaway Cabin in Winesburg, Ohio

Apr 5 – 12

ﺩ.ﺇ462 per night

Guest favorite

Guesthouse in Millersburg

4.99 out of 5 average rating, 142 reviews

Dream Away Cottage in Berlin

Jun 12 – 19

ﺩ.ﺇ414 per night

Guest favorite

Apartment in Wooster

5.0 out of 5 average rating, 29 reviews

Historic Downtown Wooster Victorian Apartment

Sep 20 – 27

ﺩ.ﺇ338 per night

Guest favorite

Home in Wooster

4.95 out of 5 average rating, 19 reviews

Spink Street Extended Stay Craftsman Home.

Dec 4 – 11

ﺩ.ﺇ354 per night

Guest favorite

Apartment in Wooster

4.91 out of 5 average rating, 32 reviews

Quiet Country in the City, Main Floor

Dec 28 – Jan 4

ﺩ.ﺇ322 per night

Superhost

Loft in Wooster

4.87 out of 5 average rating, 70 reviews

Lovely 2-bedroom loft with indoor fireplace

May 12 – 19

ﺩ.ﺇ559 per night

Guest favorite

Apartment in Wooster

4.93 out of 5 average rating, 30 reviews

Cozy & Cute Private Residence

Aug 18 – 25

ﺩ.ﺇ340 per night

Superhost

Apartment in Wooster

4.86 out of 5 average rating, 7 reviews

Upscale Penthouse Apartment by old Streetcar Line

ﺩ.ﺇ327 per night

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Quick stats about vacation rentals in Wooster

Total rentals
60 properties
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
30 properties are a good fit for families
Total number of reviews
3.9K reviews
Nightly prices starting at
ﺩ.ﺇ37 before taxes and fees

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Wooster?
Yes! Work meets play with ease at over 30 vacation rentals in Wooster featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Wooster?
Four-legged friends are welcome in Wooster. Choose from more than 10 vacation rentals for guests traveling with pets.
How much does it cost to stay in house rentals in Wooster?
Experience the best of Wooster with our house rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there family-friendly apartment rentals in Wooster?
Wooster has more than 10 family-friendly apartment rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do apartment rentals in Wooster have air conditioning?
Absolutely! We offer over 10 apartment rentals with air conditioning in Wooster. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Wooster have wireless internet?
Absolutely! We offer over 20 house rentals with wireless internet in Wooster. Enjoy a tailored experience with all the comforts you desire.

Wooster vacation rentals

Top-rated vacation rentals in Wooster

Vacation rentals for every style

Houses

Apartments

Hotels

Popular amenities for Wooster vacation rentals

Stay near Wooster's top sights

Other great vacation rentals in Wooster

Vacation home in Smithville

Guesthouse in Millersburg

Guesthouse in Glenmont

Place to stay in Millersburg

Apartment in Dundee

Apartment in Wadsworth

Guesthouse in Ashland

Apartment in Wooster

Other great vacation rentals in Wooster

Cabin in Winesburg

Guesthouse in Millersburg

Apartment in Wooster

Home in Wooster

Apartment in Wooster

Loft in Wooster

Apartment in Wooster

Apartment in Wooster

Quick stats about vacation rentals in Wooster

Total rentals

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Wooster?

Are there pet-friendly vacation rentals in Wooster?

How much does it cost to stay in house rentals in Wooster?

Are there family-friendly apartment rentals in Wooster?

Do apartment rentals in Wooster have air conditioning?

Do house rentals in Wooster have wireless internet?

Destinations to explore