Smoking-friendly holiday rentals in Cleveland

Must like Books, Music & Art

Styled in a manner similar to the European guest house—offering individual bedrooms for travelers in a shared home with breakfast. During the pandemic, and since, guests have queried about booking all of the bedrooms and common areas—for weddings, family trips, etc. This listing is meant for those larger groups requiring five bedrooms with the understanding that this is managed as a real Bed & Breakfast where the host lives, too. If you need a vacant home, this is not the right property for you.

A Cozy Berea Gem: Near Airport, Parks, & Campus

This centrally located home is ideal for exploring Berea and surrounding cities. Whether you're visiting Baldwin Wallace University, attending a Cleveland event (6 minutes from the airport!), or enjoying a nature getaway, this is your basecamp for comfort and convenience. Some Highlights: -Next to Metro Parks: Hike, bike, or simply relax amidst scenic nature. -Close to Shopping Centers: Stock up on essentials or find the perfect souvenir. -Central Location: Explore the vibrant cities nearby.

3BR Charm! Cleveland Getaway w/ Firepit

Welcome home to this 3BR house near Cleveland! Enjoy stunning nature views, deer sightings, and peaceful relaxation. Cook delicious meals in the fully equipped kitchen, unwind in the spacious living room, or catch your favorite show on the sunporch patio TV. Families will love the giant Connect Four, basketball game, board games, firepit with s'mores, fast WiFi, and a magical starlit bedroom. Also, we have EV charging available! Easy parking, laundry nearby. Book now for a memorable getaway!

Cleveland 3 bed, pet friendly fenced in backyard

This home is SUPER pet friendly and includes a fenced-in backyard. Close to grocery stores, restaurants, Target, and more. Short drive to I-271, other freeways, Cleveland Clinic, and University Hospitals. 3 beds, 1.5 baths, fully furnished, free parking, high speed Wifi, Smart TV/Roku, and a big kitchen. ● 3 bed, 1.5 bath ● Cleveland House ● Pet Friendly ● Fenced-in backyard ● Free Parking ● Wifi ● Smart Tv’s Contact me for more information, including how to save on service fees.

Riverfront, secluded get away property near CLE

Escape to a peaceful, tree-lined retreat nestled on two acres in Olmsted Falls, Ohio. Just 7 miles from CLE Airport and 19 miles from downtown Cleveland, this beautifully crafted home offers the perfect mix of relaxation and convenience. Inspired by the timeless character of the Paul Revere home, this getaway blends historic charm with modern comforts—ideal for couples, creatives, or anyone seeking a quiet place to recharge. ✨ No Cleaning Fee! Just come, relax, and enjoy your stay. ✨

Pink, Super Cute & Super Chic!

Enjoy a stylish experience at this centrally-located place. Pretty in Pink, glamorous & artsy!!! Fabulous industrial high ceilings, This place is so perfect for my girlies who want somewhere special to have fun & enjoy a night on the town with their friends! You are literally in the middle of everything hot & happening!!! It’s very Sex In the City Chic, throw a small bachelorette party here or just have some cute drinks with a girlfriend or two, get creative!!! SERIOUS INQUIRIES ONLY!

Thanksgiving Open | Hulu | 15 mi/CLE | King | Tub

This inviting 1920s Euclid home gives you the best of both worlds – historic character with all the upgrades today's traveler actually wants, in a convenient location. Prime Location • 5 min to Lake Erie beaches • 15 min to downtown Cleveland • Walkable to hospitals & dining Spa-Inspired Bathing • Soaking tub • Rainfall shower Work & Play • 500 Mbps WiFi • Dual-monitor workspace • 50" smart TV Thoughtful Touches • Sunny breakfast nook • Outdoor seating • 3 unique bedrooms w/ 4 beds

Spacious Stay! HotTub, Game Room, King Beds,PetsOK

SUMMER DISCOUNTS! Gather family or friends for an unforgettable getaway in a spacious, pet-friendly, amenity-rich oasis in a quiet neighborhood. You’ll find fun and relaxation at Serenity At Seven Hills with its loaded gameroom, games, hot tub, Jacuzzi tub, and large, fenced yard. You’ll love the proximity to Cleveland and the garage parking and EV charger. Guests rave about host responsiveness; one guest called it “Best Airbnb we have stayed in.” Everything you need is here.

Cottage Charm in Beautiful Berea

Need a large space for your next family reunion, holiday, or vacation? An elegant girl's getaway spot for you and your besties? A quiet retreat for nature lovers with nearby river, parks, and trails? Newly remodeled Lindbergh Cottage in beautiful Berea has what you’re looking for. Comfort, charm, and modern amenities. Pet and kid-friendly home with large back yard minutes from Cleveland Hopkins International Airport, downtown CLE, Cleveland Clinic, and dozens of local attractions.

Cousin Vinny’s Place | Street Level Apartment

✔ Private Parking – Avoid the hassle of street parking. ✔ Sleeps up to 5 Guests – Two queen bedrooms and a cozy couch in the living room. ✔ Full Kitchen and Dining Area – Prepare and enjoy meals in a private space with a beautiful skylight. ✔ Washer and Dryer On Site ✔ WiFi and Smart TV ✔ Full privacy ✔ Public transportation nearby - easy access to Downtown and hospitals ✔ Shower stocked with shampoo, conditioner, and body wash. ✔ Fresh towels provided.

Your Cleveland Home Away From Home

My place is close to the Downtown cleveland area,the newly remodeled Edgewater park,right on thepublic transportation lines,Really Great restaurants like OC Burrito & Townhall,Shops,gym/recreational center etc.... You’ll love my place because of the high ceilings, the location, the people, and the ambiance. My place is good for couples, solo adventurers, business travelers, families (with kids), big groups, and furry friends (pets)

Playful Private Escape

Our unique place has a style all its own. Playful. Private & Sensually Chic. Step into a stylish hideaway designed for adults who love a touch of mystery and fun. Perfect for intimate gatherings, romantic escapes, or small private events, our space blends comfort with a flirtatious twist. Behind closed doors, you’ll find cozy corners, sensual details, and everything you need to spark a night of connection and curiosity.