Holiday rentals in Woodlawn

Historic Cottage w/ Hot Tub, walk to MainStrasse

Our beautifully restored pre-1860's cottage is full of historic charm, bold design & cozy comforts. Relax in the exclusive-use, semi private hot tub under the stars, then sink into the plush king bed. Guests rave about the unique bathroom. This lively, urban neighborhood puts you a short walk to the shops, restaurants & bars of MainStrasse Village or Madison Ave., with downtown Cincinnati just minutes by car. A great home base for exploring local attractions like the Newport Aquarium or The Ark.

Windows on Wilson

Make lasting memories in this beautifully updated home with a stunning white marble kitchen, open-concept living spaces, rich hardwood floors, and unique stained glass windows that add timeless character. Relax on the covered stone front porch or enjoy the expansive elevated deck complete with a grill overlooking a peaceful, private backyard. Conveniently located minutes from downtown Cincinnati, you’ll be close to shopping, dining, entertainment while still enjoying a quiet residential setting.

Art Studio at Turtle Hill, 5-Acre Oasis Near City

The Art Studio at Turtle Hill is located in Dayton, Ky, 2.2 miles from downtown Cincinnati. The studio is situated on 5 acres overlooking the Ohio River. The main house has a heated enclosed pool that is available to guests, a fire pit and pond. The studio has a full laundry, full kitchen and 4 off-street parking spots. The main bedroom (one queen) is on the first floor and the second bedroom (2 twins) is a loft. No cleaning fee. The studio is not suitable for children under 12. No pets please.

The Historic Lyric Penthouse with Private Rooftop

Welcome to The Historic Lyric Penthouse, a sophisticated living space perfect for couples and small families. Enjoy breathtaking skyline views from your private rooftop terrace, ideal for relaxing or dining al fresco. The beautifully decorated living area features a Murphy bed for extra guests, ensuring comfort without sacrificing style. Located in the heart of Cincinnati, you're steps away from top attractions, making this the perfect base for your getaway. Additional Pet Fees maybe required

OTR Full Home/Yard - Stunning Views -Free Parking

Spectacular View of Cincinnati in Boutique-Hotel style Full Home designed by Award-Winning Designer. • No downtown Airbnb has this much • On Quiet/Safe Street • Central Location • Security camera at entrance • Programmed lock changed after each guest. • One of "The 7 Coolest AirBnBs in Cincinnati" by Cincy Refined • Walk/Bike/Scooter to Downtown/Dining/Shopping, Nightlife, UC, & Reds/Bengals • 20 minutes to Airport • Quick access to I-71 & I-75 • Incredible Private Indoor & Outdoor Spaces

Guest-Favorite 2BR Apt, 5-10 Min to Cincy!

Welcome! I’m Maria, and this cozy 2 bdrm aprtmnt in Ft Thomas is my home and my pride. Just about 10 minutes from Dwtn Cincinnati, it’s perfectly situated near top spots like Newport Aquarium, the Zoo, Findlay Market, Great American Ball Park and more. Recently renovated, it’s designed for comfort and stocked with all essentials. Great shopping and dining are nearby, and there’s ample parking in back. Please enjoy and care for my home, I hope it brings you as much joy as it does me.

Historic Victorian Gem | Lovingly Curated Retreat

Step inside a lovingly preserved Victorian duplex with original architecture at every turn. Ascend the original carved staircase to your private apartment, stained glass transoms, and other historic details create an atmosphere no modern rental can replicate. Enjoy a morning coffee out on the peaceful front porch as you gaze across a blooming garden. Five minutes from downtown Cincinnati, nestled in a charming, safe, walkable neighborhood with indie cafes and local boutique shops.

The Carriage House

THIS LISTING IS NOT AVAILABLE TO LOCALS WITH NO REVIEWS. ENJOY DISCOUNTED WEEKEND WINTER RATES This is the carriage house of a recently renovated home from the 1880's. OTR is across the street with great restaurants and entertainment. Business travel ready with 24 hr check-in. Free Garage Parking (contact us for more information.) Also, we have one of the most comfortable beds you may have ever slept in. We have had multiple guests ask about the bed and where they can buy it.

The Corner Cottage- 5 Minutes to Downtown Cincy

This comfortable cottage is located in desirable Fort Thomas, Kentucky, but just minutes from Downtown Cincinnati! You can enjoy being in a small town with an unmatchable community feel, but at the same time head into the city in less than 5 minutes. With walkable streets, award winning parks, restaurants and the best people around, you will enjoy the comfort and convenience of The Corner Cottage! Newly updated and decorated to make you feel at home, you won't want to leave!

“The Speakeasy”-FREE parking, pets welcome!

Welcome to “The Speakeasy”! We hope you enjoy our prohibition-themed, private 1 bedroom/1 bathroom house. Enjoy a cup of coffee at our bourbon barrel table, grill out on the back patio, or walk to many of Newport’s local bars and attractions. Book a Gangster Tour and learn more about Newport’s role during the prohibition era. **We are not currently accepting guests without reviews. We apologize for the inconvenience**

Botanical Bryn (33) - Real Plants - Free parking

Real Green plants growing and breathing around you! King sized mattress! No cleaning or checkout instructions, just leave when you are done!! Free and Easy access in and out of your building!! Nespresso Coffee maker! Rachel Ray ALL CERAMIC (non toxic) pots and pans!! Individual AC/Heat units (Feel free to go crazy) for your perfect comfort! Make it a great Cincinnati stay!!! We would love to have you!!

Historic Apt w/ Jet Tub & EV Charger, Walk to Down

Experience the elegance of a royal getaway in this stunning condo within the historic Hearne Mansion. Featuring ornate details, a canopy bed, and a prime location in Covington, Kentucky, this apartment offers easy access to local shops, restaurants, and the iconic Roebling Bridge leading to Cincinnati. Enjoy the charm of a historic neighborhood and a luxurious stay.