Holiday rentals in Crestline

The Red Dahlia Guesthouse

A car collector's paradise reimagined into a beautiful guest house situated on 20 acres of manicured landscape, pond, and woods. Lodging includes a deck with built-in grill overlooking the trees and wildlife where guests can enjoy their morning coffee or a private BBQ. Toast marshmallows at the fire pit or play a game of Pickleball, too. Located less than 15 minutes from area attractions including Mid-Ohio Racetrack, Mansfield's historic downtown, Shawshank prison, and restaurants and nightlife.

Peaceful Retreat

Enjoy a stylish experience at this centrally-located home. Walking distance to all of your favorite dining spots ie: Roosters, B-Dubs, Outback Steak House, Texas Steak House, TGIF, & more. A short drive to shopping ie: Target, Ross, Kohls, TJ Max, Maurices/Ulta Beauty, & more. Grocery stores ie: Meier, Kroger, and Aldi. Just 1 mile to Ontario Avita Hospital and 4 miles to Ohio Health. Perfect for Doctors, Traveling Nurses, Interns & more. Located with-in an hour to Cleveland and Columbus Ohio.

The Reformatory Retreat

Perfectly located in central Mansfield at the end of a quiet street. This 2 bedroom home is close to the best of the cities attractions, including the famous Ohio State Reformatory only a 6 minute drive away. Also, conveniently located close to Kingwood Center, hospitals, and Mid-Ohio Raceway. This home has everything you need from cooking your own meals to doing laundry. Enjoy evenings on the back deck or around the firepit. Disc golf basket and discs are provided for your entertainment.

Private Cottage Surrounded by Nature- Pet Friendly

Relax and recharge at this peaceful place to getaway, visit family, or stay while on business in the area. It is nestled among woods and overlooks a small creek. Visible from the dining room table there are a variety of birds at the feeder and deer by the river. We don’t charge a cleaning fee. In addition to the linens, EVERY TIME the bed comforters, pillow shams, shower mat and rug are laundered before the next guest. Stays over 5 days will have a washer and dryer available for use.

Spacious Countryside Retreat

Our Spacious Countryside Retreat sits on 28 beautiful acres where you can enjoy a 3/4 acre fishing pond, woods with walking trails, unique golf tee to putting green, 9 hole disc golf course. Your space is the entire lower level of this well-appointed home including 2 bedrooms, bath, kitchenette (no stove), game room with pool table. Guest may use: kayak, flat bottom boat, fishing gear for catch and release, frisbee discs, corn hole, basketball, firewood, campfire sticks, golf clubs/balls.

Cozy 2 bedroom apartment

Bring the whole family to this great place with lots of room for fun. This property is located on 10 acres with a pond and pool,private neighborhood and close to restaurants and downtown. This pool is on private property(not open to the public) however it is shared with the owners as well as our other guests. Anyone who is staying is welcome to use it. The pool and the pool area is seasonal it’s typically open after memorial weekend until mid September this year it is closing end of Aug

Little Ranch House-Private and Updated

~Renovated ranch house on 2 acres in the country. Peaceful but not remote. ~Close to I-71/13 north of Bellville- Snow Trails (4.7 mi), Mid- Ohio (9.3), Mohican State Park(13.2), Ohio State Reformatory (10.9). ~Less than 2 mi. to grocery and restaurants. ~ Host can pick up groceries from nearest Wal-Mart ~2 king beds, 1 queen, 2 XL twins, ~2 full bathrooms, new kitchen, washer & dryer. ~Use of garage ~2 Sony smart TVs and internet. ~Max 8 people, 2 pets. Please read complete listing.

The Fresh on Fourth

Welcome to the Fresh on Fourth, a crisp, bright, and modern 2 bedroom, 2 bathroom bungalow in Ontario. Peacefully set on 2 acres, with a spacious fenced in backyard, this home is central to shopping, downtown, and the vital Route 30 corridor. Cozy up in one of the luxurious queen size beds, entertain in the massive open concept kitchen and living room, or relax on the bright backyard patio or around the fire pit. There's plenty of covered parking and pets are welcome!

Inn a Schoolhouse; circa 1895

Romantic get-away in a historic one-room schoolhouse! We are approx. 15 minutes to most area attractions, restaurants, wineries, shopping and nature! Mid-Ohio Race Track, Ohio State Reformatory-SHAWSHANK; Clearfork Reservoir, Kingwood Center Gardens, Ohio Bird Sanctuary and the beautiful paved Richland B&O bike trail. ALL NEW FOR 2026 - Relax and pamper each other in our newly decorated massage and relaxation room! Dark and moody and very romantic!

GG’S Place - Where memories are made.

Relax with the whole family at this peaceful place to stay. The driveway is private and for guest parking. This house was built in the 1900’s. The Fox family moved in around 1955. GG lived here until 2025. Raising seven children here, many memories were made. We look forward to sharing this home with friends we know and people we meet along this adventure. We also have a pickleball court available for you to make a reservation to use.

The Black Weller Inn

This beautiful fully updated historic home is located right in the heart of Crestline! With The Hub event center right down the road, multiple local restaurants, and local retailers within walking distance, there will always be something fun to do. This home sits centrally located and your able to get to the Mansfield Reformatory, Mid-Ohio Sports Car Course, Snow Trails Ski Resort, and many more attractions all within 20 minutes!!

The Sweet Spot - 3 bedroom home

The Sweet Spot is nestled in the middle of everything you'd want to visit in Mansfield, OH. Centrally located and is a 5 minute drive to downtown Mansfield and the hospital, 10 minutes away from The Mansfield Reformatory and Snow Trails, 20 minutes away from Mid-Ohio Race Track and Pleasant Hill.