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Check prices for these dates

Compare 495 Vacation Homes in Chesterland with updated reviews, rates, and availability.

Lovely 2 Bedroom Unit with a Hot Tub

9.8 out of 10, Exceptional, (52)
"Adorable home. Nice and comfortable. Had some trouble finding the parking area but eventually figured it out"
The price is SAR 521
SAR 751 total
includes taxes & fees
24 Mar - 25 Mar
Lovely 2 Bedroom Unit with a Hot Tub

Large duplex king size bed and two queen size

9.4 out of 10, Exceptional, (42)
"This property was of adequate size for our family."
The price is SAR 548
SAR 825 total
includes taxes & fees
24 Mar - 25 Mar
Large duplex king size bed and two queen size

The House Hotels - Acadia Farms

9.6 out of 10, Exceptional, (10)
"Very cool place! There are several homes at this address, so pay attention to which building you are in."
The price is SAR 847
SAR 1,770 total
includes taxes & fees
6 Apr - 7 Apr
The House Hotels - Acadia Farms

Beautiful 3 BR Townhouse Near Downtown - Pet Friendly - Fenced Yard!

8.8 out of 10, Excellent, (9)
"I would recommend this property. Everything was exactly as pictured and very cozy. The bed was comfortable and overall a nice place! The host helped me out with an issue I had with and was very fast with communication. I would stay here again"
The price is SAR 371
SAR 833 total
includes taxes & fees
26 Mar - 27 Mar
Beautiful 3 BR Townhouse Near Downtown - Pet Friendly - Fenced Yard!

Luxury Downtown Townhome w/ Private Garage Unit 13

9.6 out of 10, Exceptional, (40)
"Great property, would highly recommend. The pictures are accurate and the owner was great with communication "
The price is SAR 225
SAR 688 total
includes taxes & fees
7 Apr - 8 Apr
Luxury Downtown Townhome w/ Private Garage Unit 13

LOCATION!- City Getaway in the FLATS!

9.6 out of 10, Exceptional, (26)
"Great stay with a location that is perfect for all things Cleveland. Host(s) were able to answer any questions and gave good recommendations on things to do while we were in the area. Definitely will go again."
LOCATION!- City Getaway in the FLATS!

Crisp 2 bedroom upstairs apartment in historic duplex

10.0 out of 10, Exceptional, (29)
"This was the perfect stay for our weekend in Cleveland. We weren't sure about the neighborhood when driving in at night, but once we got there, everything was perfect. Just as described. The Host was very quick at responding to any of our questions. "
Crisp 2 bedroom upstairs apartment in historic duplex

Valley Creek Place, A Charming 3-bedroom home with a Creek view & Wi-Fi

10.0 out of 10, Exceptional, (1)
"Very spacious & clean, lots of counter space in the kitchen and lots of seating around the house "
Valley Creek Place, A Charming 3-bedroom home with a Creek view & Wi-Fi

Ohio City Getaway W/ Hot Tub, Pool Table and more!

9.6 out of 10, Exceptional, (51)
"This property is all that is advertised very clean and spacious really enjoyed our stay "
Ohio City Getaway W/ Hot Tub, Pool Table and more!

Luxury Downtown Townhome w/ Private Garage Unit 14

9.8 out of 10, Exceptional, (18)
"in town for a Volleyball tournament. Nice updated property with off street parking. Had all of the basic essentials, nothing more. Only note is that it is a tall and narrow-ish unit, so there is a lot of stairs to navigate, which may be a challenge for some.Also great communication with owner.Would definitely stay here again if in the area."
The price is SAR 128
SAR 582 total
includes taxes & fees
25 Mar - 26 Mar
Luxury Downtown Townhome w/ Private Garage Unit 14

Lakefront Oasis Retreat Private Beach-Hot Tub-Pet Friendly-3 Bd/2 B-King Suite

10.0 out of 10, Exceptional, (22)
"Our four days at Mentor-on-the-Lake were truly delightful. The attention to detail was impressive, from the Q-tips to the owner personally coming by to move the trash cans. I particularly enjoyed the hot tub and the scenic view of Lake Erie. The sunroom was an absolute delight, and I loved the beautiful book collection. It was refreshing to have no televisions in two of the three bedrooms. Despite the sadness that brought us there, it was a lovely getaway—a true slice of heaven. The fireplace...
The price is SAR 1,219
SAR 2,010 total
includes taxes & fees
26 Mar - 27 Mar
Lakefront Oasis Retreat Private Beach-Hot Tub-Pet Friendly-3 Bd/2 B-King Suite

Funky Modern Home Minutes Drive from Downtown CLE

9.8 out of 10, Exceptional, (17)
"Great house great host"
Funky Modern Home Minutes Drive from Downtown CLE

Historic Century Home on Chardon Square

10.0 out of 10, Exceptional, (43)
"This home is beautiful and in a perfect location just off Chardon’s downtown square. The home has a lot to offer and had tons of toys and games for the younger children we had come visit us during our stay. Which kept them busy and having fun. We were a little nervous with the toddlers as there are lots of unique and beautiful decor within reach of little ones but thankfully we didn’t have any mishaps "
Historic Century Home on Chardon Square

Home-like family-size and efficient. A business travelers' dream.

9.4 out of 10, Exceptional, (30)
"5 minutes to Cleveland Clinic which is why we chose the property. House was clean and had everything we needed."
Home-like family-size and efficient. A business travelers' dream.

Charm in Larchmere! near Cleveland Clinic, CWRU, Univ Hosp, Downtown, w/Porch!

9.8 out of 10, Exceptional, (37)
"We enjoyed our stay for a quick trip to Cleveland. We had everything we needed and communication with the owner was great. "
The price is SAR 300
SAR 630 total
includes taxes & fees
7 Apr - 8 Apr
Charm in Larchmere! near Cleveland Clinic, CWRU, Univ Hosp, Downtown, w/Porch!

NEW!Large & Luxurious-OH City W-Hottub+Pooltable

9.6 out of 10, Exceptional, (15)
"We had a Dads Teenage Sons long weekend stay and the property worked out great. Everyone had their own comfortable bed and enough space to relax. The highlight for them was the pool table!"
NEW!Large & Luxurious-OH City W-Hottub+Pooltable

Lovely in Larchmere! near Cleveland Clinic, CWRU, Univ Hosp, Downtown, w/Porch!

9.6 out of 10, Exceptional, (54)
"Our stay in Larchmere was wonderful. Loved the quaint home and access to nearby restaurants and shops. We also had no problem with getting around without a car. Shaker Station was a short walk. Our hosts were easy to contact and we got quick replies to any questions we had. "
Lovely in Larchmere! near Cleveland Clinic, CWRU, Univ Hosp, Downtown, w/Porch!

Luxurious 9 BR Movie Theater Duplex Near CWRU!

2.0 star property
10.0 out of 10, Exceptional, (1)
"We stayed here with the whole family (grandma grown children spouses four grandkids). And it was amazing to find a house in downtown Cleveland that fit all of us! The rooms were nice, had everything we needed, wonderful kings beds. Communicating with Jordan was 10/10 - quick responses and helpful.It is listed as a duplex that has 9 bedrooms total - which is all true, but the only way to get to each half of the duplex was to go through the front doors which we didn’t totally expect (maybe that...
Luxurious 9 BR Movie Theater Duplex Near CWRU!

Stylish 3 Bedroom 3 Full Bathrooms Near Lake Erie

10.0 out of 10, Exceptional, (8)
"Overall, this house has everything you need and is also very clean. Parking is great, beds are comfortable, kitchen is equipped with all the pots/pans you need! Close to downtown with fun activities and nice restaurants to visit with family! Would recommend:)"
Stylish 3 Bedroom 3 Full Bathrooms Near Lake Erie

Comfy Updated Historic Gem Pets OK 3B Vibrant Area

9.8 out of 10, Exceptional, (58)
"This is a nicely accomodating house, conveniently located near shopping and restaurants."
Comfy Updated Historic Gem Pets OK 3B Vibrant Area
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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Other property types in Chesterland

The Abbey Apartments By Barsala

3.5 star property
8.6 out of 10, Excellent, (83)
"No frills awesome place "
The Abbey Apartments By Barsala

2125 Superior Living

2.0 star property
5.6 out of 10, (20)
"I would like to start by expressing my appreciation for the prompt responses I received every time I had a question or concern regarding my reservation. However, I would like to address a few issues we encountered during our stay. Your amenities list states that we would be provided with shampoo and towels. Unfortunately, we did not receive any shampoo, and although we had towels, there were only two provided for three adults. Additionally, the washcloths appeared to be dirty. When we prepared...
The price is SAR 251
SAR 670 total
includes taxes & fees
23 Mar - 24 Mar
2125 Superior Living

Barsala At The Monroe Apartments

4.0 star property
9.0 out of 10, Wonderful, (21)
"Nice place and great host"
Barsala At The Monroe Apartments
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.