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A red barn with a green roof, surrounded by a grassy field and leafless trees.

Orwell Vacation Rentals

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    Check prices for these dates, December 15 – 16, 2026

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    Our top choices for Orwell vacation rentals

    1. 3-bedroom cabin in country setting with AC, WiFi, 15-20 min. to local wineries.

    A rustic kitchen with wooden beams, a central island, bar stools, and a dining table with placemats.

    2. 2 bedroom apartment in the beautiful Middlefield countryside!

    A covered porch with wicker chairs and a blue patterned rug.

    3. Little house on the farm

    A two-story house with a front porch, a small garden, and a wooden deck.

    4. Nestled Inn Mespo Modern & Cozy Apartment

    A staircase leading to a kitchen with dark wooden cabinets and a stainless steel refrigerator.

    5. Conveniently located 2 bedroom home only minutes from hiking and state park fun!

    A living room with a brown leather sofa, two armchairs, a small table with a lamp, and a striped rug.

    6. The Blue Grape: Dog-Friendly Wine Country Home, King Bed & Private Deck

    A living room with a grey sofa, a fireplace, a coffee table with a pumpkin, and a TV mounted on the wall.

    7. Romantic Woodside Cabin | Hot Tub & Fire Pit

    A bedroom with a large bed, a wooden ceiling, and a view of a balcony with outdoor furniture.

    8. Stay in our cozy Maple Syrup Sugarhouse at Butternut Maple Farm

    A wooden two-story building with a balcony, a front door, and a sign that says "OPEN".

    9. Lakefront- 1 bedroom apartment in peaceful Andover with AC

    A laundry room with a washer, dryer, and a shower stall.

    10. Cozy 2-bedroom apartment in welcoming Cortland with AC

    A bedroom with a bed, a wooden dresser, a mirror, and a rug.

    11. A great stay, close to Spire, GOTL, & Wineries....King Bed!

    A bedroom with a bed, a ceiling fan, a TV on a dresser, and two windows with blinds.

    12. Recently updated apartment in a Triplex close to Spire Wineries and the Lake.

    A modern kitchen with stainless steel appliances, white cabinetry, and a wooden countertop.

    13. Beautiful cabin situated on wooded land with nice yard clearing and small stream

    A square fire pit table with two metal chairs on a wooden deck.

    14. White Brick Inn in Pymatuning National Park

    A white brick building with a blue door and a 'WELCOME' sign. There is a small round table with a potted plant and two red metal chairs.

    15. A great stay, Two, close to Spire, GOTL, & Wineries....King Bed!

    A living room with a brown sofa, a coffee table, a TV, and a ceiling fan.

    16. Peaceful 3-bedroom house near the lake

    A hallway with a wooden floor, a staircase with a purple railing, and a door leading to a kitchen area.

    17. 110 acre estate w 2-bedroom tiny home with hot tub in charming Andover A

    A compact living space with a sofa, a dining table, and a TV mounted on the wall.

    18. Private, Quiet, 1 BR 1 Bath Chardon Guesthouse w AC

    A house with a yellow door, a star decoration, and a wreath on the door.

    19. Beautiful lake community home w hot tub

    A modern kitchen with white cabinets, a central island, and a large flat-screen TV mounted on the wall.

    20. Ledge House Vintage Retreat | Hot Tub & Fire Pit

    A modern living room with a sofa, chairs, and a coffee table. Large windows offer a view of trees.

    Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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    Top Orwell Hotel Reviews

    Hampton Inn Ashtabula

    An indoor swimming pool with clear views of the sunset through large windows.

    Hampton Inn Madison

    An outdoor patio with a fire pit, seating, and string lights.

    Towneplace Suites By Marriott Geneva

    A modern hotel with a fire pit in the courtyard, outdoor seating, and a covered patio area.

    Holiday Inn Express & Suites Madison by IHG

    A Holiday Inn Express & Suites hotel with a modern design, featuring a covered entrance and a well-lit facade.

    Wingate by Wyndham Geneva at SPIRE Academy

    A modern building with a unique sloped roof, a fire pit, and a landscaped patio area.

    Holiday Inn Express Hotel & Suites Ashtabula-Geneva by IHG

    A buffet with various food items, including omelets and other dishes, served in metal containers.

    The Lost Pearl

    A white house with a gravel driveway, surrounded by lush greenery and flowering bushes.

    Americas Best Value Inn Austinburg

    A kitchenette with a coffee maker, toaster, and a milk frother.

    Austinburg Hotel

    A hotel reception area with a counter, beverage dispensers, a painting, and a toaster.

    Find out more about Orwell

    Everything you need to know about Orwell vacation rentals

    Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Orwell vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

    There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Orwell vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

    Orwell vacation rentals: An excellent choice for every season

    Whenever you want to travel, a warm welcome awaits you in Orwell. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Orwell in high season.

    Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $115 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

    How to find incredible deals on Orwell rentals

    At Expedia, we put the best Orwell vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

    To find some top Orwell rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Orwell vacation.

    If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Orwell. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

    Frequently Asked Questions

    Can I find a vacation rental in Orwell?

    Yes, there are vacation rentals close to top local attractions in Orwell, or you can choose a more remote option if you want a relaxing place to stay.

    What are some of the best vacation home rentals that Orwell has to offer?

    FISHING AND FAMILY FRIENDLY- NOTHING FANCY: This vacation home rental near Orwell is located in a rural location and has a garden, a selection of games, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

    What’s there to see and do in Orwell?

    While exploring the area, visit family-friendly sights like Pioneer Waterland & Dry Fun Park, or get outside and enjoy nature at Hogback Ridge. Middlefield Village Center and Geauga County Fairgrounds are a couple of places you'll find in the larger area.

    What’s a vacation rental in Orwell like?

    A vacation rental is a private property you can book for several days or longer in Orwell. Vacation rentals offer amenities like kitchens and laundry facilities so you'll feel right at home. If you're concerned about a clean environment, a vacation rental can provide a sense of seclusion away from shared hotel elevators and lobbies bustling with people while still allowing you to travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive option for a family trip.