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Check prices for these dates

In two weeks
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for Chesterland vacation homes

Interior

1. Willow Woods Retreat - Farmhouse - Patio & Nature

Willow Woods Retreat - Farmhouse - Patio & Nature
Kirtland
9.4 out of 10, Exceptional, (41 reviews)
"We enjoyed our stay and the accommodations were as expected."
United States
Cherylee L.
The price is AED 562
AED 1,264 total
includes taxes & fees
24 Sep - 25 Sep
Willow Woods Retreat - Farmhouse - Patio & Nature
Exterior detail

2. Charm near Cleve Clinic/CWRU/UH - Larchmere Blvd w/Porch

Charm near Cleve Clinic/CWRU/UH - Larchmere Blvd w/Porch
Buckeye-Shaker
9.8 out of 10, Exceptional, (90 reviews)
"Another great stay!"
United States
Paul T.
The price is AED 304
AED 650 total
includes taxes & fees
23 Sep - 24 Sep
Charm near Cleve Clinic/CWRU/UH - Larchmere Blvd w/Porch
Exterior detail

3. Farmhouse of Stoneycreek Acres, our Family Farm

Farmhouse of Stoneycreek Acres, our Family Farm
Newbury
9.8 out of 10, Exceptional, (22 reviews)
"We had a great time at our stay! The house was so cute and cozy, it had everything we needed stocked, and the owner was so friendly through the whole process. Would absolutely stay here again!"
United States
Madison S.
The price is AED 1,157
AED 1,803 total
includes taxes & fees
21 Sep - 22 Sep
Farmhouse of Stoneycreek Acres, our Family Farm
Interior

4. Renovated Cottage-Game Room-Fire Pit-Sleeps 8

Renovated Cottage-Game Room-Fire Pit-Sleeps 8
Moreland Hills
9.8 out of 10, Exceptional, (14 reviews)
"Great location and space to visit with family and friends."
United States
Benjamin M.
The price is AED 999
AED 1,771 total
includes taxes & fees
21 Sep - 22 Sep
Renovated Cottage-Game Room-Fire Pit-Sleeps 8
Exterior detail

5. Lovely near Cleve Clinic/CWRU/UH - in Larchmere w/Porch!

Lovely near Cleve Clinic/CWRU/UH - in Larchmere w/Porch!
Buckeye-Shaker
9.4 out of 10, Exceptional, (101 reviews)
"This was a great choice for our trip to Cleveland. Communication was great, check in and out was easy, quiet area and no issues with parking! It was definitely perfect for our stay!"
United States
Amber D.
The price is AED 271
AED 592 total
includes taxes & fees
22 Sep - 23 Sep
Lovely near Cleve Clinic/CWRU/UH - in Larchmere w/Porch!
Coffee/tea maker, fridge, microwave, oven

6. Large duplex king size bed and two queen size

Large duplex king size bed and two queen size
Cleveland Heights
9.0 out of 10, Wonderful, (82 reviews)
"The place was great, awesome, close to everything we needed. Thank you for a great place to stay. Plenty of room and bathrooms."
United States
Michelle T.
The price is AED 441
AED 698 total
includes taxes & fees
20 Sep - 21 Sep
Large duplex king size bed and two queen size
Dining

7. Charming 3-Bedroom Pet-Friendly Home by Lake Erie

Charming 3-Bedroom Pet-Friendly Home by Lake Erie
Euclid
10.0 out of 10, Exceptional, (9 reviews)
"The property was wonderful and we had a pleasant stay and would stay here again if in the area. "
United States
Terri V.
The price is AED 312
AED 775 total
includes taxes & fees
21 Sep - 22 Sep
Charming 3-Bedroom Pet-Friendly Home by Lake Erie
1 bedroom, iron/ironing board, WiFi (free), bed sheets

8. Modern Victorian Studio -Steps to Cleveland Clinic

Modern Victorian Studio -Steps to Cleveland Clinic
Hough
10.0 out of 10, Exceptional, (16 reviews)
"Property is perfect for anyone needing a place to stay during a visit to Cleveland Clinic"
United States
Rebecca H.
The price is AED 312
AED 816 total
includes taxes & fees
4 Oct - 5 Oct
Modern Victorian Studio -Steps to Cleveland Clinic
Living area

9. Amazing 2-bedroom house with AC in Eastlake

Amazing 2-bedroom house with AC in Eastlake
Eastlake
10.0 out of 10, Exceptional, (13 reviews)
"Clean pet friendly all we needed"
United States
Florine I.
The price is AED 599
AED 1,049 total
includes taxes & fees
21 Sep - 22 Sep
Amazing 2-bedroom house with AC in Eastlake
Property grounds

10. The Thistle House off Chardon Square

The Thistle House off Chardon Square
Chardon
10.0 out of 10, Exceptional, (48 reviews)
"Totally charming, great kitchen. Excellent access to all that Chardon has to offer. We were there only a short time but the beach was stupendous. Felt welcoming and historic . . . Would recommend."
United States
Pamela
The price is AED 1,230
AED 1,958 total
includes taxes & fees
21 Sep - 22 Sep
The Thistle House off Chardon Square
Dining

11. South Euclid Home 10 Minutes to Cleveland Clinic

South Euclid Home 10 Minutes to Cleveland Clinic
South Euclid
8.8 out of 10, Excellent, (18 reviews)
"Very clean and well maintained property with most everyday essentials provided."
Canada
Thomas
The price is AED 764
AED 1,561 total
includes taxes & fees
27 Sep - 28 Sep
South Euclid Home 10 Minutes to Cleveland Clinic
Living area

12. Spacious 4-bd house in Cleveland Heights, firepit, game room, theater room

Spacious 4-bd house in Cleveland Heights, firepit, game room, theater room
Cleveland Heights
Spacious 4-bd house in Cleveland Heights, firepit, game room, theater room
Coffee/tea maker, fridge, microwave, oven

13. Walk to CWRU w KingBed, Balcony, Gym, Parking, WD

Walk to CWRU w KingBed, Balcony, Gym, Parking, WD
University Circle
10.0 out of 10, Exceptional, (1 review)
The price is AED 272
AED 754 total
includes taxes & fees
22 Sep - 23 Sep
Walk to CWRU w KingBed, Balcony, Gym, Parking, WD
Exterior

14. Walk to Dining, Bars & Transit!

Walk to Dining, Bars & Transit!
Union-Miles Park
8.4 out of 10, Very good, (146 reviews)
"We came for my son’s graduation and had a great time. The location was centralized to everything we wanted to do. We would stay again."
United States
Chrissy W.
The price is AED 272
AED 874 total
includes taxes & fees
22 Sep - 23 Sep
Walk to Dining, Bars & Transit!
Interior

15. Charming 3-bedroom house in peaceful Mentor with AC

Charming 3-bedroom house in peaceful Mentor with AC
Mentor
9.4 out of 10, Exceptional, (11 reviews)
"Wonderful stay."
United States
Mary G.
The price is AED 625
AED 1,067 total
includes taxes & fees
2 Oct - 3 Oct
Charming 3-bedroom house in peaceful Mentor with AC
Smart TV, video games

16. Escape to Fun: Hot Tub & Game Arcade Retreat

Escape to Fun: Hot Tub & Game Arcade Retreat
Euclid
9.2 out of 10, Wonderful, (16 reviews)
"Our stay was excellent! The only suggestion I would offer is to consider providing a full size ironing board as the table top one provided is difficult to iron adult size clothes on."
United States
Tracie C.
The price is AED 670
AED 1,367 total
includes taxes & fees
15 Oct - 16 Oct
Escape to Fun: Hot Tub & Game Arcade Retreat
Coffee/tea maker, fridge, microwave, stovetop

17. Soak and Play: Hot Tub + Family Arcade Fun

Soak and Play: Hot Tub + Family Arcade Fun
Euclid
10.0 out of 10, Exceptional, (5 reviews)
"Good accommodations and clear communication with the host. "
United States
Jared D.
The price is AED 596
AED 1,233 total
includes taxes & fees
14 Oct - 15 Oct
Soak and Play: Hot Tub + Family Arcade Fun
Dining

18. Luxury Downtown Townhome w/ Private Garage Unit 12

Luxury Downtown Townhome w/ Private Garage Unit 12
Downtown Cleveland
10.0 out of 10, Exceptional, (4 reviews)
"This was a perfect place and walking distance to The house of blues for us! It took us 10 minutes and very easy to get there walking. It's located in a quiet place for being downtown. Beds are comfortable and couch as well! Will definitely be booking again for the next trip to Cleveland!!"
United States
Eryn H.
The price is AED 184
AED 634 total
includes taxes & fees
22 Sep - 23 Sep
Luxury Downtown Townhome w/ Private Garage Unit 12
Property grounds

19. Colorful 4 BR in the Heart of University Circle!

Colorful 4 BR in the Heart of University Circle!
Glenville
10.0 out of 10, Exceptional, (6 reviews)
"Wonderful house, very roomy and the beds were amazing! "
United States
Julie H.
The price is AED 704
AED 2,212 total
includes taxes & fees
20 Sep - 21 Sep
Colorful 4 BR in the Heart of University Circle!
Interior

20. Great Group Getaway: Games Galore + Outdoor Oasis

Great Group Getaway: Games Galore + Outdoor Oasis
Painesville
9.8 out of 10, Exceptional, (22 reviews)
"This home is absolutely beautiful. Spacious, warm, well stocked and situated perfectly for families. The home is an entertainers dream! Our children enjoyed the indoor entertainment; basketball, pool table and the internet access was a hit! The outdoor space provides entertainment and comfort for us all. If you are looking for a place to stay in northeast Ohio THIS IS IT! The host communicated well. 5 Star rating for sure."
United States
Carla K.
Great Group Getaway: Games Galore + Outdoor Oasis
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 Chesterland Hotel Reviews

Kimpton Schofield Hotel by IHG

Kimpton Schofield Hotel by IHG

10/10 Excellent
"Fantastic place to stay in Cleveland. The staff were extremely friendly. The property was great and offered great perks for guests."
Brian 1-night trip
Posted less than an hour ago
Kimpton Schofield Hotel by IHG

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