Mansion holiday rentals in Painesville

Luxe Girls Trip Lake/GOTL/Deck/Fire Pit Sleeps 8

Step into the spacious and relaxing 4BR 1Bath girl's getaway located just 1 mi. east of GOTL "The Strip" in the heart of Ashtabula County. Explore GOTL, Historic Ashtabula Harbor, Ohio Wine Country, and much more, or lounge the day away around the fire pit in the private backyard. ✔ 4 Comfortable Bedrooms ✔ Spacious Living Area ✔ Fully Equipped Kitchen ✔ Backyard (BBQ, Fire Pit, Games) ✔ Sunroom ✔ Front Porch ✔ Smart TV ✔ High-Speed Wi-Fi ✔ Free Parking 4 vehicles ✔ Lake View See more below!

Candoren Guest House

Restored 19th-century mansion is family-friendly. Four-story home (total 8000 SF) with lovely 1st and 2nd floor for your stay. Historic interior preserved with original fixtures, and new appliances, plumbing, electric, HVAC with ice-cold AC and great wifi. Host family reunions, weddings, celebrations, girlfriend weekend, or showers. Location is 5 minutes from I-90 and 30 minutes to Cleveland. So close to beaches, museums, shopping, restaurants, Geneva wineries (buses pick up), and bike paths.

The"Wolf of Tremont" | Golf Sim+Game Room+85 inTV!

Welcome to the "Wolf of Tremont" an exclusive and extravagant rental property in Cleveland that offers an immersive experience of Luxury + Entertainment in Heart of Tremont. Offering the 1st and only Golf Simulator in Cle! The Wolf of Tremont offers 3,000 Sq ft of livable space including 4 Bedroom, 2.5 baths and can fit up to 12 guests!This extraordinary Airbnb promises an unforgettable stay which offers a unique 2nd floor game room with Pool table, Shuffle Board, Darts, 85 in tv and Wet Bar.

Lakeview Cottage with Private Beach Access

Dreaming Tree Cottage, our recently updated home is located in a private community, Mapleton Beach, offering a lakeview & beach access perfect for your getaway. It is located near the heart of wine country and in the middle of the GOTL strip. While a few wineries and a brewery are walkable, many other wineries are a 15-20 minute drive away. It is easy to access ride services such as Uber/Lyft. There is also a wine shuttle we recommend that can be pre-booked by the Lodge + Conference Center.

COZY Centrally Located Gem-King*Hot Tub*Lake Erie

Welcome to Our Mentor Bed & Breakfast! Experience comfort, convenience, and charm at our cozy pet-friendly bed & breakfast located in one of Mentor’s most walkable neighborhoods. Step outside and enjoy nearby restaurants, cafés, bars, and everyday essentials just steps away. Relax in the hot tub, explore Ohio’s largest beach-6 miles away, visit local wineries, or take a short 30-minute trip to Cleveland for city adventures. Need more space? We offer an optional in-law suite for larger groups.

The Queen Anne at Gordon Square

This beautiful home is ready for your stay in Cleveland! Easily accommodates couples, friends, families, and coworkers. Sleeps 10 people. Great location in Gordon Square Arts District located 5-10 minutes to downtown, 15 minutes to airport & University Circle. Short walk to Edgewater Beach & lakefront. Elegant details and charm throughout. Full kitchen, large dining room & foyer, living room w/TV and streaming. Stylish interior w/hardwood floors. Two full baths. Laundry & off-street parking.

HotTub+GameRoom+FencedBack+EV+PetsOK+Kings+KidLoft

Summer Specials! 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, 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.” Contractors - Traveling Workers - Families Welcome

Relaxing Coastal Inspired Cottage, Walk to lake!

Welcome to Harbor Blue Cottage! We are just a short walk from Walnut beach park, where you can relax or play in the waves of beautiful Lake Erie! A short walk from historical Bridge street that over looks the Ashtabula Harbor, offers everything from coffee, bakeries, amazing restaurants, shopping, a brewery and even a chocolate shop! Guests can enjoy the many amenities we offer; beach cruiser bikes, a fire pit surrounded by Adirondack chairs, out door deck with grill and dining table!

Kamm’s Corner Urban Garden Home

Enjoy a peaceful suburban home close to fabulous restaurants and gorgeous scenery! Located in Kamm’s Corner, a culturally rich and convenient location, you’re minutes from downtown Cleveland, the airport, and Fairview hospital! Enjoy the gorgeous metro parks in any season, or simply take a walk around the neighborhood! In the summer, guests are welcome to pick from the home garden and have their share of fresh fruits, veggies, and herbs! Upstairs renovation complete as of March 2025!

Contemporary Lake Home | Sunrise & Sunset Views

This beautifully updated lakefront home is perfect for family gatherings, friend reunions, bachelor/bachelorette parties, or a relaxing retreat. Enjoy breathtaking sunrise-to-sunset views over the lake. Located near Downtown Willoughby, restaurants, and just 20 minutes from Cleveland. The spacious kitchen is perfect for creating meals and memories, and outside you'll find a BBQ and firepit. Pets are welcome for a small fee, so bring your furry friends along for the getaway!

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.

Yellow Dog Retreat: Wine Country | Spire | GOTL

Yellow Dog Retreat is located in the heart of winery country in Madison, Ohio. We're located within walking distance to Baci Winery and are within about 1-mile of Cask 307, Stonegait, Hundley Cellars, Harpersfield and Benny Vinos! The Spire Institute is about 5-minutes away and Geneva-on-the-Lake and Geneva State Park, Marina and beach are located within about 15 minutes, which makes it perfect for a family vacation.