Vacation rentals in Painesville

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Top-rated vacation rentals in Painesville

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite
Home in Painesville
4.96 out of 5 average rating, 160 reviews

Cozy 3BR Home-Sunroom, Yard, Near Beach & Pets OK!

Clean, Spacious & Walkable – Near Beaches, Dining & Fun! Enjoy a relaxing stay in this clean, well-stocked home located in a friendly, walkable neighborhood. Walk to restaurants, shops, and groceries, or take a quick drive to Fairport Harbor’s dog-friendly beach and charming riverfront. Mentor Headlands Beach is nearby perfect for beach glass hunting! Explore Cleveland or Ohio Wine Country, both just 30 minutes away. For family fun, head to Geneva-on-the-Lake for go-karts, zip lining, and more!

Guest favorite
Home in Painesville
4.96 out of 5 average rating, 101 reviews

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.

Top guest favorite
The living area features large sliding glass doors that provide lake views and natural light. A white upholstered sofa and beige armchair are set against a colorful area rug. A small dining table with two chairs is positioned near a window, creating a cozy gathering space.
Home in Willowick
4.96 out of 5 average rating, 274 reviews

Lake Erie Getaway

Enjoy the wondrous beauty and sunsets of Lake Erie, the 11th largest freshwater lake in the world. From the back yard you can swim or fish. 2 bedroom/2 bathroom house with cozy electric fireplace in family room . 1300 square feet of first floor living on Lake Erie.Lake views from nearly every room. Private fenced backyard with over 400 plants. Twenty minutes from downtown Cleveland and University Circle area, 10 minutes to downtown Willoughby and a 5 minute walk to the grocery stores and deli

Top guest favorite
Guesthouse in Chardon
4.96 out of 5 average rating, 327 reviews

Chardon Loft

Large private 2nd floor studio style living area with queen size bed, couch, table/chairs, TV, refrigerator, microwave, hot plate, NO OVEN OR STOVE TOP, sink, large shower, A/C, heat, washer and dryer, and deck. Wifi internet is provided. The television has Netflix. No cable channels. The furnace is nontraditional. It is not located in a closet. The noise when running and starting will be louder than normal during winter months. Ear plugs are available for those that are noise sensitive.

Top guest favorite
A single-story home is set amidst a lush green landscape. Large windows are present at the front, providing ample natural light. Decorative shrubs and greenery enhance the exterior, while the sloped lawn adds to the serene atmosphere of the residential neighborhood.
Apartment in Willowick
4.96 out of 5 average rating, 137 reviews

Residential Apartment w/Drumkit

Quiet apartment in residential neighborhood attached to owner occupied home. Beautiful scenic large backyard with dining area & fire pit. Electronic Roland, TD-8 drum kit to be enjoyed by everyone: If you’ve ever wanted to play the drums and haven’t had a chance, or if you are a current player looking to keep your chops in shape!! Located 25 min. from Cleveland with a beautiful Great Lake (Erie) at the end of the st.&Lakefront Lodge Park 1/2 mi. Many food/grocery establishments nearby.

Top guest favorite
A cozy living area features a large sectional sofa adorned with decorative pillows, complemented by a round coffee table. A soft rug sits underfoot, while a warm glow emanates from a floor lamp next to a comfortable armchair. A fireplace adds a rustic touch to the space.
Home in Chardon
4.94 out of 5 average rating, 146 reviews

Lakeview Retreat

Enjoy the unobstructed lake views very close to downtown Chardon, several golf courses, the Holden Arboretum, Alpine Valley Skiing, and adjacent to Bass Lake's amenities. Inside, you'll love the cozy fireplace, 4 season porch, 4K TV, games, and puzzles. You can also just sit and relax while enjoying the view with a glass of wine in the enclosed porch. There is even a writing desk with views of the lake. Well-mannered dogs are welcome. We have the highest reviews/year in the area!

Top guest favorite
A two-story house with a light grey exterior and a blue roof is viewed from the front. A small set of steps leads to the front door, flanked by a well-maintained yard and hedges. A driveway extends alongside the property, with a neighboring house visible on the right.
Home in Fairport Harbor
4.96 out of 5 average rating, 197 reviews

The Blue Fence bnb

Relax with the whole family at this peaceful home. What do I like about this home? Centrally located: • 4-block walk to the beach • 3-block walk to downtown & lighthouse • 2-blocks from churches • 1-block from the convenient store • 1-block from the pizza shop It’s a charming home with three bedrooms and two bathrooms, a dining room, a living room, and a very large kitchen. What else is there to love? Your stay will come with continental breakfast foods that you can prepare.

Top guest favorite
A snow-covered deck surrounds a hot tub with steam rising gently from the surface. The scene features wooden safety steps leading to the tub and a sturdy bench partially blanketed in snow. Soft glowing lights can be seen strung across the railing.
Apartment in Madison
4.96 out of 5 average rating, 269 reviews

Cozy winery getaway with hot tub!

Relax in this cozy country garage apt. in Grand River Valley. The first stop on your winery tour is just 4 minutes away with over 30 more to explore. Visit nearby Lake Erie, Thompson Ledges, Geauga Park District Observatory, or a covered bridge. Kitchenette w/ mini fridge, microwave, Keurig & sink. Quaint bath w/ stand up shower Private keycode entry Electric fireplace King size bed Rustic wood rockers & table Pet friendly Shared access to hot tub, back yard fire pit & patio

Top guest favorite
A spacious deck furniture arrangement is seen overlooking Lake Erie, with a glass-top table and cushioned seating. The serene water reflects the warm hues of the sunset, while lush greenery frames the view, providing a sense of tranquility and connection with nature.
Cottage in Madison
4.99 out of 5 average rating, 136 reviews

Lakeview Cottage | Stunning Sunsets | Wine Country

Enjoy a spacious, 3-bedroom cottage in a quiet, scenic neighborhood along the shores of Lake Erie. Take in stunning views with friends and family at this hidden gem, featuring a patio heater (fall/spring) to stay cozy on chilly nights. Minutes from Madison and Geneva wineries, and about 20 minutes to Mentor Headlands Beach and Geneva-on-the-Lake. Walk to a scenic park with a playground, picnic area, and beautiful lake views. Visit a public golf course just down the road.

Top guest favorite
The open living area features warm wood ceilings and comfortable leather sofas adorned with vibrant throw pillows. A wooden entertainment unit is present, alongside a dining table and chairs. Light enters through large windows, enhancing the spacious and inviting atmosphere of the room.
Guest suite in Perry
4.97 out of 5 average rating, 366 reviews

THE KELBY: Private Spacious Suite Near Grand River

Artfully decorated and resort-like, The Kelby ABNB is an absolute gem! It is a 1000 sqft loft on 3 acre wooded ravine: scenic vista with many windows. Half mile from outdoor YMCA trails. Owner provides list of favorite local haunts. Exceptionally clean&fresh.Visit wineries, hike, kayaking, antique stores. Kitchenette/breakfast area with amenities: juice, cereal, breakfast foods. Bedding, towels, and toiletries provided. Private. Quiet. Comfortable.

Top guest favorite
A welcoming entrance features a vibrant yellow door surrounded by decorative garlands and twinkling lights. A white wreath adorns the door, while a festive snowman stands on the stone steps, complemented by a red scarf. A snowflake decorates the adjacent wall.
Guesthouse in Chardon
5 out of 5 average rating, 165 reviews

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.

Top guest favorite
A bright, open-concept living space is featured, showcasing modern kitchen appliances and a large island with bar seating. A dining area with a dark wooden table and decorative bowl is visible, along with comfortable seating in the living area. Large windows allow natural light to fill the room.
Home in Madison
4.94 out of 5 average rating, 209 reviews

Vincent William Wine: Lakefront winery guest house

This beautiful guest house is located on the property of Vincent William Wine Restaurant, Inn, and Wine Bar in Grand River Valley Wine Region. With a beach, close proximity to many area Wineries, Geneva on the lake, and other tourist attractions, the Guest House is the most ideal place for all your getaway fun. kayaks are also available upon request. Take a 5 min walk and enjoy an ice cream shop, or the several restaurants and bars.

Popular amenities for Painesville vacation rentals

When is the best time to visit Painesville?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$20,920 GYDG$23,221 GYDG$20,711 GYDG$23,012 GYDG$29,288 GYDG$28,242 GYDG$28,242 GYDG$28,242 GYDG$28,242 GYDG$25,732 GYDG$23,849 GYDG$23,431 GYD
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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Painesville?

    Painesville has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in house rentals in Painesville?

    Experience the best of Painesville with our house rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Painesville?

    Four-legged friends are welcome in Painesville. Choose from more than 10 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Painesville?

    Yes! Work meets play with ease at over 10 vacation rentals in Painesville featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Where should I stay in Painesville?

    Make yourself at home in Painesville by choosing from our most frequently booked neighborhoods. We have over 50 vacation rentals in Fairport Harbor, over 50 vacation rentals in Grand River, and over 60 vacation rentals in Painesville.

  • Do house rentals in Painesville have air conditioning?

    Absolutely! We offer over 10 house rentals with air conditioning in Painesville. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Painesville have a kitchen?

    Absolutely! We offer over 10 house rentals with a kitchen in Painesville. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Painesville have wifi?

    Absolutely! We offer over 10 house rentals with wifi in Painesville. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Painesville have free parking?

    Absolutely! We offer over 10 house rentals with free parking in Painesville. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Painesville?

    Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with a kitchen, over 10 homes with free parking, over 10 homes with wifi, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about vacation rentals in Painesville

  • Total vacation rentals

    Explore 20 vacation rentals in Painesville

  • Nightly prices starting at

    Painesville vacation rentals start at G$6,276 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,220 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Painesville vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Painesville rentals

  • 4.8 Average rating

    Painesville stays are highly rated by guests—averaging 4.8 out of 5!

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