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

Orwell Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Orwell vacation rentals

Dining

1. 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, (45 reviews)
"Wonderful place! We all want to go back for a longer stay - especially when it's warm enough to enjoy the screened in porch."
United States
Laura M.
The price is AED 477
AED 789 total
includes taxes & fees
25 Aug - 26 Aug
3-bedroom cabin in country setting with AC, WiFi, 15-20 min. to local wineries.
Exterior

2. Little house on the farm

Little house on the farm
Middlefield
10.0 out of 10, Exceptional, (97 reviews)
"Great location to enjoy some peaceful country living!"
United States
Jerry L.
The price is AED 569
AED 841 total
includes taxes & fees
7 Aug - 8 Aug
Little house on the farm
Interior

3. Nestled Inn Mespo Modern & Cozy Apartment

Nestled Inn Mespo Modern & Cozy Apartment
Middlefield
10.0 out of 10, Exceptional, (10 reviews)
"Beautiful place and very well taken care of."
United States
Andrew G.
The price is AED 551
AED 757 total
includes taxes & fees
7 Aug - 8 Aug
Nestled Inn Mespo Modern & Cozy Apartment
Terrace/patio

4. Tiny Haven

Tiny Haven
Kinsman
10.0 out of 10, Exceptional, (31 reviews)
"The property was beautiful, the host was very generous and sweet, and it was overall, just a nice and relaxing place to get away from it all."
United States
Victor H.
The price is AED 459
AED 841 total
includes taxes & fees
10 Aug - 11 Aug
Tiny Haven
Property grounds

5. 2 bedroom apartment in the beautiful Middlefield countryside!

2 bedroom apartment in the beautiful Middlefield countryside!
Middlefield
8.4 out of 10, Very Good, (5 reviews)
"It was good for us"
United States
Joyce A.
The price is AED 367
AED 683 total
includes taxes & fees
9 Aug - 10 Aug
2 bedroom apartment in the beautiful Middlefield countryside!
Fridge, microwave, oven, stovetop

6. Cozy 1-bedroom Camper on the lake with AC in adorable Cortland.

Cozy 1-bedroom Camper on the lake with AC in adorable Cortland.
Cortland
10.0 out of 10, Exceptional, (1 review)
"My wife’s in rehab in Warren and hopefully can recheck back in with returning customer discount.!"
United States
Robert K.
The price is AED 182
AED 470 total
includes taxes & fees
30 Aug - 31 Aug
Cozy 1-bedroom Camper on the lake with AC in adorable Cortland.
Exterior

7. 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, (64 reviews)
"Wonderful stay. It was clean, nice area, nice view, fun decor. Bed was comfortable. Good privacy."
United States
O'Neill
The price is AED 393
AED 595 total
includes taxes & fees
11 Aug - 12 Aug
Stay in our cozy Maple Syrup Sugarhouse at Butternut Maple Farm
Living area

8. Minutes from Pymatuning, Cabin by the Pond

Minutes from Pymatuning, Cabin by the Pond
Williamsfield
9.6 out of 10, Exceptional, (56 reviews)
"beautiful location, very comfortable beds and furniture."
United States
Dennis and Christine W.
The price is AED 331
AED 567 total
includes taxes & fees
9 Aug - 10 Aug
Minutes from Pymatuning, Cabin by the Pond
Exterior

9. Cabin in the woods. Minutes to Pymatuning Lake.

Cabin in the woods. Minutes to Pymatuning Lake.
Williamsfield
9.6 out of 10, Exceptional, (43 reviews)
"Wonderful cabin! Beautiful, relaxing place to stay!"
United States
Danielle L.
The price is AED 331
AED 531 total
includes taxes & fees
10 Aug - 11 Aug
Cabin in the woods. Minutes to Pymatuning Lake.
WiFi (free), bed sheets

10. Rustic-Chic Woodside Cabin w/ Hot Tub & Private Deck on 450-Acre Ohio Retreat

Rustic-Chic Woodside Cabin w/ Hot Tub & Private Deck on 450-Acre Ohio Retreat
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 AED 729
AED 835 total
includes taxes & fees
13 Aug - 14 Aug
Rustic-Chic Woodside Cabin w/ Hot Tub & Private Deck on 450-Acre Ohio Retreat
Outdoor spa tub

11. Charming Woodside Cabin w/ Private Hot Tub & Scenic Trails at Standing Rock Far

Charming Woodside Cabin w/ Private Hot Tub & Scenic Trails at Standing Rock Far
Madison
9.6 out of 10, Exceptional, (10 reviews)
"Super clean and cozy cabin! I can’t wait to stay again! "
United States
Alyssa T.
The price is AED 729
AED 835 total
includes taxes & fees
11 Aug - 12 Aug
Charming Woodside Cabin w/ Private Hot Tub & Scenic Trails at Standing Rock Far
Smart TV, fireplace

12. 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, (138 reviews)
"Perfect location for us to stay while visiting family! Very clean and easy to find! Quiet location."
United States
Danielle
The price is AED 380
AED 689 total
includes taxes & fees
10 Aug - 11 Aug
Conveniently located 2 bedroom home only minutes from hiking and state park fun!
Interior

13. Peaceful 3-bedroom house near the lake

Peaceful 3-bedroom house near the lake
Andover
10.0 out of 10, Exceptional, (7 reviews)
"Exactly what we needed for the 3 of us. And down the street from 2 ice cream places. Suggested improvement: The ice cream places close at 9 PM - they should stay open later. :)"
United States
bob
The price is AED 496
AED 1,087 total
includes taxes & fees
11 Aug - 12 Aug
Peaceful 3-bedroom house near the lake
Interior

14. KC's Hideout your true Western retreat in the heart of Amish Country!

KC's Hideout your true Western retreat in the heart of Amish Country!
Middlefield
10.0 out of 10, Exceptional, (1 review)
"Loved this property! The hosts were wonderful and thought of the little extras that many don’t. Everything was clean and decorated beautifully, plus there was ample parking and even a large garage which my truck fit in perfectly. I brought along a horse and trailer, which they also accommodated and parking for large rigs is a huge plus. My horse had a nice sized stall with sawdust and was also provided with a large turnout, which she loved. Coffee, snacks and toiletries were provided and they...
United States
Rebecca R.
The price is AED 1,102
AED 1,326 total
includes taxes & fees
6 Sep - 7 Sep
KC's Hideout your true Western retreat in the heart of Amish Country!
2 bedrooms, WiFi (free), bed sheets

15. 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, (43 reviews)
"Very clean.. spacious, Close to wineries."
United States
frances f.
The price is AED 370
AED 756 total
includes taxes & fees
9 Aug - 10 Aug
A great stay, close to Spire, GOTL, & Wineries....King Bed!
Exterior detail

16. 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 AED 547
AED 749 total
includes taxes & fees
30 Aug - 31 Aug
Private, Quiet, 1 BR 1 Bath Chardon Guesthouse w AC
Outdoor dining

17. White Brick Inn in Pymatuning National Park

White Brick Inn in Pymatuning National Park
Jamestown
9.8 out of 10, Exceptional, (146 reviews)
"The house was very nicely decorated and very clean. It was close to the Pymatuning lake and park. It is also only 7 miles to Greenville."
United States
Marjorie
The price is AED 367
AED 486 total
includes taxes & fees
9 Aug - 10 Aug
White Brick Inn in Pymatuning National Park
Interior

18. Lakeside w hot tub

Lakeside w hot tub
Andover
9.6 out of 10, Exceptional, (7 reviews)
"It was the perfect overnight getaway!"
United States
Gwen S.
The price is AED 493
AED 892 total
includes taxes & fees
17 Aug - 18 Aug
Lakeside w hot tub
Living area

19. 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, (16 reviews)
"Good stay"
Canada
Corey
The price is AED 360
AED 772 total
includes taxes & fees
12 Aug - 13 Aug
A great stay, Two, close to Spire, GOTL, & Wineries....King Bed!
Exterior

20. 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.
Storybook Cottage in the Woods
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Orwell Hotel Reviews

Americas Best Value Inn Austinburg

Americas Best Value Inn Austinburg

10/10 Excellent
"Jamie is a welcoming, friendly, and helpful hotel manager! She absolutely made us feel welcome! The rooms were clean, except the carpets could probably use a cleaning. Very little trash outside the building, but it appears that someone is cleaning it up daily. Super convenient location!"
David 6-night trip
Posted 8 hours ago
Americas Best Value Inn Austinburg

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. Windsor Mills Covered Bridge and Middlefield Village Center 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.