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.

The Barn on Evergreen Pond-Pond,Sport Court,HotTub

🌾The Barn on Evergreen Pond Authentic Restored 1840s Barn | Pond | Hot Tub | Sport Court Stay in a beautifully restored 1840s barn in Ravenna, Ohio, designed for unforgettable group getaways. With space designed for large gatherings, a private pond, a year-round hot tub, and a full sports court, this Northeast Ohio retreat is ideal for family reunions, celebration weekends, and Kent State visits. Just minutes from Ravenna and an easy drive to Akron, Cleveland & Cuyahoga Valley National Park.

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.

Modern Home Next to SPIRE, Near Wineries, GOTL

Welcome to this 4 BR, 2 full bath home that comfortably sleeps 10 guests. It’s been completely remodeled with a unique, charming and stylish vibe and attention to detail that’s second to none. The perfect space for families, couples, bachelor/bachelorette groups, sports spectators, wine enthusiasts, Lake Erie visitors, etc! Just a few doors down and seconds from SPIRE Institute/Academy, conveniently located near I90 and just minutes from the Grand River Valley wineries and Geneva-On-The-Lake

Wine Country Escape | Hot Tub • Sleeps 12

🏡 5 bedrooms 🌊 Hot tub open year round! 🛏 7 beds • 3 bathrooms • Sleeps 12 🌳 Huge backyard w/ fire pit (firewood provided!) 🍳 Fully equipped kitchen • BBQ grill 🍽 Dining table for 12 🎥 Smart TV's • Roku + Spectrum 💻 Desk for remote work 👶 Pack n' Play for little ones 🚗 Driveway parking for 5+ cars 🐾 Pet-friendly 🛋 Minutes to wineries, Lake Erie, and SPIRE Spacious, stylish, and close to everything — this Geneva home is the ideal group retreat in Ohio wine country.

HotTub+GamesRoom+FencedGarden+EV+PetsWelcome+Clean+KidsLoft

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

Oberlin 5-Acre Oasis: Hot Tub & Saltwater Pool

Oberlin 5-Acre Oasis: Hot Tub & Saltwater Pool Escape to this renovated 4-bedroom retreat on 5 private wooded acres. Sleeps 8 and ideally located between Cleveland, Cedar Point, and Oberlin College. Relax in the 6-person hot tub or the large 20’x40’ heated saltwater pool (Apr–Sept). Pet friendly. Eco-friendly solar home with EV charging, Breeo fire pit & peaceful forest seclusion. The perfect North Ohio home base for adventures, college visits, or a quiet recharge.

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.