Orwell Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Orwell vacation rentals

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

1. Little house on the farm

Little house on the farm
Middlefield
10.0 out of 10, Exceptional, (103 reviews)
"Great location to enjoy some peaceful country living!"
United States
Jerry L.
The price is CA $217
CA $305 total
includes taxes & fees
Nov 10 - Nov 11
Little house on the farm
A rustic kitchen with wooden beams, a central island, bar stools, and a dining table with placemats.

2. 3-bedroom cabin in country setting with AC, WiFi, 15-20 min. to local wineries.

3-bedroom cabin in country setting with AC, WiFi, 15-20 min. to local wineries.
Rome
10.0 out of 10, Exceptional, (62 reviews)
"Folks this cabin is amazing! Rustic in design, modern in amenities and so very comfortable. Exceptional detail was paid to decor and quality furnishings which round out one of the nicest VRBO I've stayed at."
United States
Amy P.
The price is CA $207
CA $314 total
includes taxes & fees
Nov 16 - Nov 17
3-bedroom cabin in country setting with AC, WiFi, 15-20 min. to local wineries.
A staircase leading to a kitchen with dark wooden cabinets and a stainless steel refrigerator.

3. Nestled Inn Mespo Modern & Cozy Apartment

Nestled Inn Mespo Modern & Cozy Apartment
Middlefield
10.0 out of 10, Exceptional, (11 reviews)
"Emily was a wonderful host, she responded quickly to a question I had about check-in. Comfy bed, clean space, directions were easy to follow."
United States
Abby M.
The price is CA $238
CA $305 total
includes taxes & fees
Nov 10 - Nov 11
Nestled Inn Mespo Modern & Cozy Apartment
A covered porch with wicker chairs and a blue patterned rug.

4. 2 bedroom apartment in the beautiful Middlefield countryside!

2 bedroom apartment in the beautiful Middlefield countryside!
Middlefield
8.6 out of 10, Excellent, (7 reviews)
"Fantastic clean and easy perfect for our quick trip!"
United States
Ashley B.
The price is CA $140
CA $247 total
includes taxes & fees
Dec 6 - Dec 7
2 bedroom apartment in the beautiful Middlefield countryside!
A living room with a brown leather sofa, two armchairs, a small table with a lamp, and a striped rug.

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

Conveniently located 2 bedroom home only minutes from hiking and state park fun!
Warren
10.0 out of 10, Exceptional, (143 reviews)
"Great place to spend a week, close to stores and main roads."
United States
Carol D.
The price is CA $126
CA $218 total
includes taxes & fees
Nov 15 - Nov 16
Conveniently located 2 bedroom home only minutes from hiking and state park fun!
A wooden two-story building with a balcony, a front door, and a sign that says "OPEN".

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

Stay in our cozy Maple Syrup Sugarhouse at Butternut Maple Farm
Burton
10.0 out of 10, Exceptional, (73 reviews)
"Really nice place to stay."
United States
Phillip
The price is CA $152
CA $219 total
includes taxes & fees
Nov 9 - Nov 10
Stay in our cozy Maple Syrup Sugarhouse at Butternut Maple Farm
A bedroom with a large bed, a wooden ceiling, and a view of a balcony with outdoor furniture.

7. Romantic Woodside Cabin | Hot Tub & Fire Pit

Romantic Woodside Cabin | Hot Tub & Fire Pit
Madison
9.6 out of 10, Exceptional, (5 reviews)
"This was an incredible stay for my wife and I. The cleanliness, quietness, and coziness was amazing. We will definitely be back for another anniversary stay. The multiple wineries around also help enhance the stay even more. You’re missing out if you don’t book this cabin. "
United States
Matthew
The price is CA $256
CA $297 total
includes taxes & fees
Nov 10 - Nov 11
Romantic Woodside Cabin | Hot Tub & Fire Pit
A square fire pit table with two metal chairs on a wooden deck.

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

Beautiful cabin situated on wooded land with nice yard clearing and small stream
Madison
9.8 out of 10, Exceptional, (14 reviews)
"Wonderful stay :) "
United States
Jennifer S.
The price is CA $182
CA $216 total
includes taxes & fees
Nov 7 - Nov 8
Beautiful cabin situated on wooded land with nice yard clearing and small stream
A house with a yellow door, a star decoration, and a wreath on the door.

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

Private, Quiet, 1 BR 1 Bath Chardon Guesthouse w AC
Chardon
10.0 out of 10, Exceptional, (1 review)
"Flawless. They thought of everything that would make our stay so good you begin to think about when your next visit will be. The property was private and an oasis. Outside was a beautiful setting. The inside was super clean and very comfortable and felt like home. Very relaxing. We were in town for a very busy wedding. To have this as our base of operation was fantastic. The owners are exceptional people. Top tier! Thank you!"
United States
Russell J.
The price is CA $197
CA $265 total
includes taxes & fees
Nov 8 - Nov 9
Private, Quiet, 1 BR 1 Bath Chardon Guesthouse w AC
A hallway with a wooden floor, a staircase with a purple railing, and a door leading to a kitchen area.

10. Peaceful 3-bedroom house near the lake

Peaceful 3-bedroom house near the lake
Andover
10.0 out of 10, Exceptional, (10 reviews)
"Great place to stay! Will be booking again!"
United States
Rayanna F.
The price is CA $189
CA $395 total
includes taxes & fees
Nov 8 - Nov 9
Peaceful 3-bedroom house near the lake
A living room with a brown sofa, a coffee table, a TV, and a ceiling fan.

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

A great stay, Two, close to Spire, GOTL, & Wineries....King Bed!
Geneva
10.0 out of 10, Exceptional, (24 reviews)
"The accommodations were exactly what we were looking for…everything we needed in a comfortable and cozy spot."
United States
Daniel K.
The price is CA $132
CA $272 total
includes taxes & fees
Nov 9 - Nov 10
A great stay, Two, 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. A great stay, close to Spire, GOTL, & Wineries....King Bed!

A great stay, close to Spire, GOTL, & Wineries....King Bed!
Geneva
10.0 out of 10, Exceptional, (49 reviews)
"Very clean.. spacious, Close to wineries."
United States
frances f.
The price is CA $134
CA $265 total
includes taxes & fees
Nov 16 - Nov 17
A great stay, close to Spire, GOTL, & Wineries....King Bed!
A large, two-story house with a prominent front porch, a visible garage, and a small attached structure.

13. Cozy One Room Studio in Wine Country!

Cozy One Room Studio in Wine Country!
Jefferson
10.0 out of 10, Exceptional, (1 review)
"This property is remote- there are attractions within a half hour drive, so if you’re hoping to walk to nearby places, this isn’t the one. Everything is much higher quality than I typically see in a VRBO rental. The bed was so comfy I didn’t want to get up! The shower is nice and the couple who own the house are very nice and accommodating "
United States
Jessica B.
The price is CA $220
CA $319 total
includes taxes & fees
Nov 8 - Nov 9
Cozy One Room Studio in Wine Country!
A bedroom with a bed, a wooden dresser, a mirror, and a rug.

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

Cozy 2-bedroom apartment in welcoming Cortland with AC
Cortland
The price is CA $137
CA $225 total
includes taxes & fees
Nov 7 - Nov 8
Cozy 2-bedroom apartment in welcoming Cortland with AC
A small, single-story house with a gabled roof, surrounded by a forest.

15. Storybook Cottage in the Woods

Storybook Cottage in the Woods
Geneva
10.0 out of 10, Exceptional, (4 reviews)
"We stayed here for my wedding and it was a great little cabin. Perfect location for where we needed to be with everything convenient nearby. The host was excellent, he had great communication and the check-in process was easy. The place itself was super cute and I would totally stay there again or recommend it to anyone!"
United States
Zoe N.
The price is CA $334
CA $413 total
includes taxes & fees
Dec 1 - Dec 2
Storybook Cottage in the Woods
Private kitchen

16. Beautiful lake community home w hot tub

Beautiful lake community home w hot tub
Andover
The price is CA $210
CA $356 total
includes taxes & fees
Nov 9 - Nov 10
Beautiful lake community home w hot tub
A compact kitchen with a stove, microwave, sink, and a dishwasher.

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

Lakefront- 1 bedroom apartment in peaceful Andover with AC
Andover
The price is CA $136
CA $232 total
includes taxes & fees
Nov 9 - Nov 10
Lakefront- 1 bedroom apartment in peaceful Andover with AC
A deck with a view of a grassy area and trees.

18. Cozy Lake House near Pymatuning Lake

Cozy Lake House near Pymatuning Lake
Jamestown
9.6 out of 10, Exceptional, (61 reviews)
"Property was clean and well maintained. Large back yard with plenty of room. Location was excellent and close to most activities. Would stay there again."
United States
Rodger W.
The price is CA $145
CA $342 total
includes taxes & fees
Nov 9 - Nov 10
Cozy Lake House near Pymatuning Lake
A modern kitchen with stainless steel appliances, white cabinetry, and a wooden countertop.

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

Recently updated apartment in a Triplex close to Spire Wineries and the Lake.
Geneva
9.4 out of 10, Exceptional, (45 reviews)
"Nice place for a weekend. Good price and everything we needed"
United States
Devan M.
The price is CA $131
CA $234 total
includes taxes & fees
Nov 10 - Nov 11
Recently updated apartment in a Triplex close to Spire Wineries and the Lake.
A spacious log cabin interior with a dining area, living room, fireplace, and a balcony.

20. Hot Tub - Luxury 3BR Authentic Log Cabin Retreat Near Wineries, GOTL & Spire.

Hot Tub - Luxury 3BR Authentic Log Cabin Retreat Near Wineries, GOTL & Spire.
Geneva
10.0 out of 10, Exceptional, (21 reviews)
"Great Stay. "
United States
Sam K.
The price is CA $419
CA $531 total
includes taxes & fees
Nov 9 - Nov 10
Hot Tub - Luxury 3BR Authentic Log Cabin Retreat Near Wineries, GOTL & Spire.
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

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

Hampton Inn Ashtabula

Hampton Inn Ashtabula
Austinburg

10/10 Excellent

The hotel had a nice pool, a very good substantial breakfast, efficient, pleasant service. Could't ask for more.
Canada
Rita
Reviewed October 18, 2014
Hampton Inn Ashtabula

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, cottages, cabins, villas... 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 months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Orwell vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Orwell vacation rentals we have selected for you start as low as CA $125 per night. Entering your travel dates in the search wizard 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.