House holiday rentals in Wooster

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Popular amenities for house rentals in Wooster

House rentals with a pool

Top guest favourite
Home in Sugarcreek
5 out of 5 average rating, 59 reviews

Amish Country Farmhouse Sugarcreek in Countryside

AliciaRating, 5 stars1 month ago
Absolutely loved this place! We were all so impressed that we will definitely be staying there again.
Guest favourite
Home in Loudonville
4.94 out of 5 average rating, 33 reviews

Country Getaway

DawnRating, 5 stars9 months ago
This was a nice and relaxing stay for our family. The house is clean and cozy. The pool exceeded our expectations. Our kids spent so much time splashing around. The owners were always responsive both before and during our stay. Highly recommend for a nice, quiet getaway!
Superhost
Home in Massillon
4.72 out of 5 average rating, 18 reviews

Pool, Hot Tub, Cinema, Gym, Games in Football Home

SamanthaRating, 5 stars3 weeks ago
Everything was great! We did have to hunt down some towels and the lock to the game room was not working, but the host was extremely helpful and very responsive. Would definitely book with host again he was great! House was as deceived and perfect for our family that was in town for a wedding. Loved the kitchen and the ping pong dining table was a hit with our crew! Thanks for a great stay!
Guest favourite
Home in Canton
4.93 out of 5 average rating, 14 reviews

Immaculate Home | Private Pool | Pro Football HOF

AprilRating, 5 stars2 weeks ago
We had an enjoyable stay! The house was very clean and had everything we could need away from home for 2 nights. The pool was 80 degrees and perfect for our kids!
Top guest favourite
Home in New Philadelphia
4.98 out of 5 average rating, 182 reviews

Liberty Hill Lodge, Hot Tub & Pool

DanielRating, 5 stars3 months ago
This place was absolutely phenomenal. The house itself was very clean. It had tons of space for everyone that came down for the weekend. The game room is such a huge bonus to this stay, we ended up spending most of our time in here. The hot tub is also great and works perfect. I would highly recommend this place and plan to come back in the future!
Superhost
Home in Millersburg
5 out of 5 average rating, 6 reviews

Berlin Pool House

HeidiRating, 5 stars3 weeks ago
This home is lovely. It was exactly what my family needed to unwind. We were unable to take full advantage of the pool with weather and the pool just being open, and there were tiny ants that you can tell were being addressed. The bedding was great, many cozy pillows and blankets made everyone feel at home. The upstairs are steep and a slight shift in the floor so I was nervous to have in-laws go up and down so we switched rooms- for able bodies folks there is no issue just something to note if you have more then one couple that would need accommodations. THERE is a sign noting such on the stairs as a reminder. The location was perfect. The views of the area were beautiful. I would return again!!
Guest favourite
Home in Sugarcreek
4.88 out of 5 average rating, 172 reviews

Creekside Guest House

JayRating, 5 stars3 weeks ago
This place is a great rare find airbnb in with swimming pool. Although we couldn’t use the pool due to weather staying under 65F, our kids did enjoyed enough of the hot tub. The rear view is beautiful. Even the dirt clearing side view from distance is worth watching. Free firewood is definitely a great addition. There were enough chairs and towels for 10. The beds and rooms were cleaned and nice. The only drawback was the sound of the traffic as it’s right on the road but we knew and didn’t bother much and owner had nothing to do about it. Parking was more than enough and finding the place was easy. We will be back with kids when the weather is warm enough for using the pool. Thanks Scott & Amanda for hosting us.
Guest favourite
Home in Dover
4.97 out of 5 average rating, 30 reviews

Lookout Lodge a house with a 360 view

NihaalRating, 5 stars3 weeks ago
Kari’s Airbnb was a beautiful and spacious home situated on a generous piece of land—perfect for our group of 16, with plenty of room for everyone to feel comfortable. The house was spotless and exactly as described, with all the listed amenities thoughtfully provided. Kari was a fantastic host—friendly, attentive, and quick to respond. When we encountered a minor water issue one morning, her husband promptly arrived with a plumber and had it resolved within a couple of hours. We truly appreciated their quick action and clear communication. It made our stay even more enjoyable! I would stay here on my next trip to Dover and would recommend anyone in a large group do the same!

Weekly house rentals

Guest favourite
Home in Dalton
4.97 out of 5 average rating, 33 reviews

(New Beginnings)

TeriRating, 5 stars3 days ago
Love the chickens and little tiny goats next door . I’m a walker so I walked across the street to see horses .. donkeys .. corn fields .. soy beans … wild flowers .. barns and silos which was recommended by the host. She also recommended the MCC thrift .. probably the most organized .. nice .. clean facility with friendly staff I’ve been in . Beds were comfortable . Plenty of linen .. plenty of parking .. and her son tried to help me with the keyless entry bless his heart when I had turned the lever the wrong way . A word of advice .. look out for the Amish in their horse drawn carts and the Mennonite on E bikes .. blind spots all over.. please slow down and keep everyone safe . We enjoyed our stay for country fest . Everyone in town was super helpful and friendly . I highly recommend this accommodation and host .
Guest favourite
Home in Orrville
4.95 out of 5 average rating, 79 reviews

Main Street Home

MatthewRating, 5 stars2 weeks ago
We loved our stay at Shannon’s place. The Homestead was full of historic charm, while holding fabulous amenities for our traveling party of 8. Shannon was incredibly friendly and easy to communicate with. Orrville is a pleasant community, and it’s easy to walk to restaurants. Additionally, the Homestead was close to Akron and other close by communities and attractions. If we’re back in the area, we would not hesitate to stay at this home again.
Superhost
Home in Fairlawn
5 out of 5 average rating, 3 reviews

5 Acres | 3 King Beds | Fairlawn Campfire Nights

KristinaRating, 5 stars3 weeks ago
The house was beautiful! Exactly like the description said! Everything was extremely clean, new and fresh! The beds were extremely comfortable. We all slept amazing! It was awesome that we had access to a washer and dryer. We went to a concert and our clothes got muddy so it was nice to be able to wash them there. We were so happy to find Tide Pods and Dryer Sheets to use. When we return for another concert at Blossom Music Center we will definitely stay there again if it is available!
Top guest favourite
Home in Orrville
5 out of 5 average rating, 20 reviews

Cottage in Amish Country

DianeRating, 5 stars1 month ago
The home was spotless, organized and completely equipped with quality furnishings. Peaceful setting. We were only in town for three days, and our two night stay was accommodated. We only wish we could have stayed longer. Centrally located, and the picturesque drive to visit the establishments in Millersburg was our favorite.
Top guest favourite
Home in Ashland
5 out of 5 average rating, 20 reviews

The Chirpy Chalet~ Peace & Quiet~No Cleaning Fees!

RebeccaRating, 5 stars3 weeks ago
I absolutely loved this house. I am a big fan of watching birds and I was able to sit outside with a cup of tea and do just that. loved the house and setting! I periodically visit Ashland to see my family in Mansfield and eat at my favorite restaurant South Street Grille. The house was wonderful. I would buy this house in a heartbeat if it ever went up for sale. šŸ˜†
Top guest favourite
Home in Canal Fulton
4.94 out of 5 average rating, 95 reviews

Downtown Canal Fulton Gem

KamiRating, 5 stars4 days ago
Joanne’s place is absolutely perfect! Very good location in a house that feels like home! I would recommend this place to everyone!!
Top guest favourite
Home in Sugarcreek
4.96 out of 5 average rating, 85 reviews

Hollow Valley Crates

HannaRating, 5 stars2 weeks ago
I really enjoyed relaxing here, I had the opportunity to be alone and enjoy the scenery, the time spent here will remain in my memory as a pleasant time, one minus was the weather, it was changeable and changed dramatically
Top guest favourite
Home in Glenmont
4.95 out of 5 average rating, 63 reviews

Mohican river front on Wally road.

BryceRating, 5 stars2 weeks ago
We had an awesome stay. Clean, well-appointed, space, thoughtful and responsive host.we loved the deck with gas fireplace and gas grill. Very relaxing listening to the birds and feeling the country air. Would definitely stay again and recommend to friends and family!

Private house rentals

Guest favourite
Home in Doylestown
5 out of 5 average rating, 17 reviews

Rustic Lakefront Retreat

CraigRating, 5 stars1 week ago
It was apparent to us how much effort Leanne and David have put into making the cabin as comfortable and welcoming as possible for their guests. The property is beautiful, and the cabin was so comfy. I am already missing the bathroom and shower. Leanne was very generous with her time as we peppered her with questions about chicken care. We stayed at Leanne and David's place because we needed a place to stay nearby for a wedding. We would come back to say that their place is that good.
Top guest favourite
Home in Jeromesville
5 out of 5 average rating, 74 reviews

Mohicanville Hideaway

ChloeRating, 5 stars1 month ago
Had an awesome time at this charming little cabin! Such a beautiful and peaceful location. Lisa responded to questions very quickly, and you can tell she cares about the experience of her guests.
Top guest favourite
Home in Loudonville
5 out of 5 average rating, 79 reviews

Historic Downtown 1st Floor Flat

TiffanyRating, 5 stars5 days ago
My husband and I were so impressed with how equipped, cozy, clean, and spacious this place was! And, that's in addition to Michelle being a helpful, kind, and quickly responsive host. We had so much on our quick getaway, and we're already looking forward to our next stay. The location was wonderful, too!! The restaurants, shops, and local bar and winery were all just so wonderful and welcoming!šŸ™ā˜ŗļøā¤ļø
Top guest favourite
Home in Orrville
5 out of 5 average rating, 23 reviews

The Guesthouse at Elm Run Farms

MollyRating, 5 stars2 weeks ago
Loved staying here! Was spacious and private for our week-long stay which is exactly what we needed. Sandra was responsive to questions and provided extra touches to make it easy to settle in (light switches labeled, local syrup and eggs in the fridge, heads up on animals on the farm). It was a convenient location for wedding festivities in Orrville and Wooster. We will definitely keep this in mind for future trips to the area to stay again!
Top guest favourite
Home in Loudonville
5 out of 5 average rating, 69 reviews

Little Lodge • 2BR/2BA • Hot Tub• Modern Country

KarenRating, 5 stars1 week ago
We had a wonderful stay at Jodi & Jason’s place for our moms weekend! The place was easy to find, peaceful, and a short drive into town for things to do. The place was so cute and full of all the things for the perfect stay! We couldn’t get over all the little details they have put into the home. We loved & enjoyed the outdoor space, including the hot tub & firepit! Check in was seamless and the checkout instructions were easy to follow. We would 100% stay here again. Thank you Jodi & Jason for the perfect, cozy spot for a couple of moms to relax & reset for the weekend!
Top guest favourite
Home in Lakeville
4.97 out of 5 average rating, 36 reviews

A heart full of love at this country 3BDR getaway.

SierraRating, 5 stars2 days ago
It was such a nice comfy home. Super cute. My kids felt right at home. Nice peaceful country home. Beautiful scenery Would definitely come stay again.
Top guest favourite
Home in Holmesville
4.98 out of 5 average rating, 86 reviews

Country Hills Hideaway-Peaceful, Private, CLEAN!

RhodaRating, 5 stars7 months ago
Country Hills Hideaway was a really nice place to stay at! Lovely setting and a great host! Thank you so much for all you did Betty!
Top guest favourite
Home in Canal Fulton
5 out of 5 average rating, 27 reviews

Amazing 4 Bedroom Townhouse

MichaelRating, 5 stars1 month ago
Stayed here to celebrate our daughter's graduation from Kent State University. It was plenty of space for 7 people and a very nice place to relax during our time exploring the area. It was very clean and had plenty of cooking ware, plates, utensils and glasses.

Quick stats about house rentals in Wooster

  • Total rentals

    20 properties

  • Nightly prices starting at

    ₹6,058 before taxes and fees

  • Total number of reviews

    1.6K reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

Destinations to explore

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  5. Wooster
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