Family-friendly holiday rentals in Chagrin Falls

4.99 out of 5 average rating, 140 reviews

The exterior of a multi-story century home is showcased, featuring wooden siding and a gabled roof. Flower boxes adorn the windows, while lush greenery surrounds the property. A pathway leads to the entrance, enhancing the welcoming presence of the residence.

Home in Chardon

Avonlea Gardens & Inn - Entire House

Avonlea Inn is a century home with unique vintage charm! 3 bedrooms (upstairs - 1 king & 1 queen, main floor - 1 queen & queen pullout sofa in living room). Dining room, kitchen, & front porch. Located on same property as our native plant nursery - you are welcome to wander! Renting half the house is possible - please see separate listings for the Rose Suite (2 bedrooms on 2nd floor) or the Bluebell Suite (1 bedroom, pullout, full kitchen on 1st floor). Pets allowed only if renting entire house.

4.87 out of 5 average rating, 387 reviews

The image captures a lush, green pasture with several horses grazing peacefully. A wooden fence encloses the pasture, providing a tranquil rural setting, with trees dotting the landscape in the background. The sky is overcast, giving a calm ambiance to the scene.

Farm stay in Chardon

Bonnie's Guesthouse @ Peridot Equine Sanctuary

***ALL PROFITS SUPPORT THE HORSES OF PERIDOT EQUINE SANCTUARY*** The rustic decor and well lit space reflects the nature of our horse farm, where you can stay for a peaceful country getaway and bring your horses along! We're rural, but you'll still have easy access to lots of amenities in the wonderful nearby town of Chardon, less than 10 minutes away. Cleveland itself, currently going through a "rustbelt renaissance" is only about 45 minutes minutes West. We welcome guests of all backgrounds!

A cozy bedroom features a queen-size bed with a light green coverlet. Decorative floral prints adorn the walls. A bedside lamp and a wooden nightstand are positioned nearby. A sliding mirrored closet door reflects the space, adding depth to the inviting atmosphere.

4.97 out of 5 average rating, 654 reviews

Cozy Apartment in Charming Village

Cozy apartment with private entrance attached to historic house. Central location in this charming tourist village of Chagrin Falls, a short walk to the natural waterfalls, over 20 great restaurants, two ice cream shops & boutique shopping. Low ceilings & compact bathroom, but full kitchen and parking for one car. Non-smokers only. No pets - out of consideration for future guests. Guests must be able to climb stairs to access apartment. Air conditioning is available during the summer season.

A spacious bedroom features a large bed with plush white bedding. Fluffy pillows are arranged on the headboard. A colorful area rug covers the wood floor, and a vintage wardrobe is visible in the background. Natural light filters through a nearby window.

4.98 out of 5 average rating, 170 reviews

On The Falls

Best location in Chagrin Falls! Spectacular sweeping views of the famous Chagrin Falls out of every window. It's hard not to stare out the window for hours as you become immersed with the view and the sounds of falling water. This aparment is above the Starbucks in town and is within walking distance to everything downtown Chagrin Falls has to offer. Come dine at the amazing restaurants, shop all the styles at eclectic shops, soak up the views and fall asleep to the sound of falling water!

4.93 out of 5 average rating, 121 reviews

A bright living area features a combination of seating options, including a dark leather couch and a light-colored armchair. Natural light streams through multiple windows, illuminating the rustic wooden flooring. A door leads to the outdoor space, with a wall shelf displaying various decorative items.

Home in Chagrin Falls

Bell Street by the Falls

This 1100 sq ft gem is located just 3 blocks from the center of town and the historic Chagrin Falls viewing area. The original structure features exposed hand cut beams from the 1800's and its charm continues down to the rustic flooring. After appreciating the historic elements, you'll enjoy the remaining areas that have been completely updated and ready for your enjoyment and relaxation. Sip your coffee from the front porch or walk to shopping and dining. You cannot beat the location!

Bungalow in Chagrin Falls

A cozy living area is visible from the kitchen, featuring a television mounted on the wall above a rustic fireplace. A blue couch and armchairs are arranged around a patterned rug, with various artworks displayed on walls. Natural light filters through the window blinds.

The ClubHouse in the Heart of Chagrin Falls

Originally built in 1851, our home ( The ClubHouse )is a bright, cozy (7 Skylights), 1400 foot cottage in the heart of Chagrin Falls, Ohio. Located 1 block from The Popcorn Shop, 18 restaurants, Heinens Boutique Grocery, drug store, The historic Chagrin Falls Hardware Store, Art stores, antiques, Fireside books, plenty of vibrant shopping. You have the entire house and free parking. You have all the comforts of home, we live here, and a few blocks from a wonderful dog/ hiking park.

4.97 out of 5 average rating, 112 reviews

An open-concept living space features a modern kitchen with stainless steel appliances and a spacious wooden countertop. Black bar stools sit against the island, and a comfortable gray couch with a throw blanket is positioned nearby. A ladder leads to the loft area, with a door leading to the bedroom visible in the background.

4.87 out of 5 average rating, 255 reviews

Cozy Solar Powered Hideaway (Pet Friendly)

Newly built Solar powered 1 BR Private detached garage apartment with loft. This charming pet friendly hideout is situated on a 1.5 acre partially wooded lot. The apartment is equipped with brand new appliances, beautiful wood accents, a cozy loft accessed via ladder, and a wonderful fenced in area for guest dogs! A laundry room is available for guest use in the garage below. Less than 10 min from Chagrin Falls, 30 min to CVNP, 30 min from CLE airport. Convenient keypad entry to apartment.

4.96 out of 5 average rating, 191 reviews

A comfortable living area features a spacious sofa and a leather chair beside a coffee table. Large windows allow natural light to enter, framed by patterned curtains. A flat-screen TV is mounted on a light wood console, and a potted plant adds a touch of greenery.

Home in Hiram

“Crooked River” House at Hiram

A uniquely beautiful getaway nestled on the bank of The Cuyahoga River. Whether you love nature and the outdoors or just want to relax in “a really cool house”, this place is for you! Everything you need for Hot Tubbing, Kayaking, Canoeing, Relaxing, and River Watching awaits. If outdoors is not your thing, this beautiful home has spectacular River Views and a good mood of its own! The Open Concept features Upscale Modern Design with Nature Safari Vibes and Earthy Cozy Interiors.

5.0 out of 5 average rating, 171 reviews

The entrance features a bright yellow door adorned with a seasonal wreath. A pair of yellow boots rests on the stone steps, complemented by surrounding greenery. A star decoration is mounted on the wall, enhancing the welcoming entrance.

Guesthouse in Chardon

Private, Quiet 1 BR 1 Bath Chardon Guesthouse w AC

Enjoy a respite at this peaceful and centrally-located, renovated guesthouse. Large 1BR w full bath. Sleep with the windows open - it's that quiet. Living room and full, eat-in kitchen. Private patio for outdoor dining. Walk to historic Chardon Square and enjoy its many festivals & activities. Easy drive to Amish country, wineries, Lake Erie and its coastal towns and beaches, The Great Geauga County Fair, 40 minutes to downtown Cleveland.

4.96 out of 5 average rating, 352 reviews

A spacious century home is set against a backdrop of lush greenery and a manicured lawn. The building features a combination of traditional and modern architecture, with large windows allowing natural light and a welcoming front porch with wheelchair access.

Home in Newbury Township

Davis Ranch 5 Bedrooms Sleeps 10 & 3 1/2 baths

Overlooking Davis Lake, beautiful sunrises & 8 Acres. Will rent to 2 - 10 people on any given night. Guests will have the entire home as Host does not book more than one guest. No 1 Night stays please. Children under 2 there is no charge. Dogs no charge. I believe in making your stay a very memorable occasion. Please read the reviews that really tell the Ranch Story. In this Century Home you will have Three Full Baths and One 1/2 bath.

A living area features a dark sofa with light-colored throw pillows, accompanied by a small ottoman. A textured area rug is placed beneath a coffee table. The kitchen area with a black fridge and island counter can be seen in the background, showcasing a blend of modern and classic design.

4.99 out of 5 average rating, 123 reviews

The Mill House

The Mill House, built in 1890, sits in downtown Chagrin Falls, a former mill town with a history of 9 mills powered by the Chagrin River. Settlers in the mills' early days lived in the village's old homes, inspiring the name "Mill House." Nearby, you'll find restaurants, coffee shops, stores, a grocery, pharmacy, the famous popcorn shop, waterfalls, and the historic Chagrin Falls Hardware. We only accept guests that have reviews.