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Search Vacation Homes in Chesterland

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Vacation Homes in Chesterland

Outdoor dining
Crisp 2 bedroom upstairs apartment in historic duplex

Crisp 2 bedroom upstairs apartment in historic duplex

Stockyards
10.0 out of 10, Exceptional, (43)
"We had a wonderful stay. .It was close to all the activities we wanted to do and see. place was very clean and comfortable. If I ever need to come to Cleveland again, I would definitely stay again."
United States
Michelle G.
$143 nightly
The price is $151
Nov 11 - Nov 12
Total with taxes and fees
Crisp 2 bedroom upstairs apartment in historic duplex
Exterior detail
Charm in Larchmere! near Cleveland Clinic, CWRU, Univ Hosp, Downtown, w/Porch!

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

Buckeye-Shaker
9.8 out of 10, Exceptional, (53)
"We really enjoyed staying here . It was clean and the host was very nice to us . Close to hospital and close to restaurants . We will return . "
United States
Cheryl C.
$152 nightly
The price is $159
Nov 11 - Nov 12
Total with taxes and fees
Charm in Larchmere! near Cleveland Clinic, CWRU, Univ Hosp, Downtown, w/Porch!
Exterior detail
Little house on the farm

Little house on the farm

Middlefield
10.0 out of 10, Exceptional, (94)
"It was incredible weekend! The best house ever!"
United States
Oleksandr
$226 nightly
The price is $226
Nov 11 - Nov 12
Total with taxes and fees
Little house on the farm
Exterior
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, (2)
"Very comfortable house. The location was just about central to all the locations we wanted to visit. The neighborhood was quiet with the exception of a few sirens, Cleveland Hospital has a facility nearby making this house an excellent choice if you’re looking for a place near the hospital. I recommend this house 100%."
United States
RD V.
$217 nightly
The price is $217
Nov 22 - Nov 23
Total with taxes and fees
Charming 3-Bedroom Pet-Friendly Home by Lake Erie
Fridge, microwave, oven, stovetop
Luxury Downtown Townhome w/ Private Garage Unit 16

Luxury Downtown Townhome w/ Private Garage Unit 16

2.0 star property
Downtown Cleveland
9.2 out of 10, Wonderful, (21)
"We use this property for business travel and it’s always worked out very well. The host is fantastic to work with. "
United States
Mark K.
$165 nightly
The price is $178
Nov 17 - Nov 18
Total with taxes and fees
Luxury Downtown Townhome w/ Private Garage Unit 16
Fridge, microwave, oven, stovetop
Victorian Studio Steps from Cleveland Clinic

Victorian Studio Steps from Cleveland Clinic

Hough
10.0 out of 10, Exceptional, (1)
$216 nightly
The price is $234
Nov 18 - Nov 19
Total with taxes and fees
Victorian Studio Steps from Cleveland Clinic
Dining
Shaker Square|Sleeps 4|Front Porch|Coffee Station

Shaker Square|Sleeps 4|Front Porch|Coffee Station

Buckeye-Shaker
10.0 out of 10, Exceptional, (4)
"It is a clean, well maintained property. It was very comfortable & it is in a nice neighborhood."
United States
Julie S.
$310 nightly
The price is $336
Nov 11 - Nov 12
Total with taxes and fees
Shaker Square|Sleeps 4|Front Porch|Coffee Station
Terrace/patio
Urban Art Escape in Gordon Sq. W/King Size Bed

Urban Art Escape in Gordon Sq. W/King Size Bed

Detroit - Shoreway
10.0 out of 10, Exceptional, (1)
"The location was great especially because parking was kind of scarce we could walk up the street and everything we could want was right there. The home was clean and practical. We will definitely book when we come to Cleveland "
United States
Cierra H.
$222 nightly
The price is $241
Nov 11 - Nov 12
Total with taxes and fees
Urban Art Escape in Gordon Sq. W/King Size Bed
Fridge, microwave, oven, stovetop
Soak and Play: Hot Tub + Family Arcade Fun

Soak and Play: Hot Tub + Family Arcade Fun

Euclid
10.0 out of 10, Exceptional, (3)
"Everything about our stay was excellent. Instructions were very clear and well done. Communication was prompt and very helpful. The house clean, cute, and comfortable. We enjoyed everything about this house and it was perfect for our family. "
United States
Amanda M.
$220 nightly
The price is $235
Nov 11 - Nov 12
Total with taxes and fees
Soak and Play: Hot Tub + Family Arcade Fun
Outdoor dining
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
10.0 out of 10, Exceptional, (11)
"This place was wonderful. Very clean and close to the beach. The rental property owner was very nice. Will definitely stay here for many more occasions!"
United States
Lisa G.
$160 nightly
The price is $164
Nov 21 - Nov 22
Total with taxes and fees
Beautiful cabin situated on wooded land with nice yard clearing and small stream
Fridge, microwave, oven, stovetop
Stylish Ohio City Retreat - Walk to West Side Market and Breweries

Stylish Ohio City Retreat - Walk to West Side Market and Breweries

Ohio City
9.8 out of 10, Exceptional, (18)
"I had no complaints about our stay whatsoever. It was a very nice place."
United States
nick f.
$159 nightly
The price is $166
Nov 11 - Nov 12
Total with taxes and fees
Stylish Ohio City Retreat - Walk to West Side Market and Breweries
Outdoor dining
Charming Spacious & Affordable. Gem of Parma! Modern space superbly clean.

Charming Spacious & Affordable. Gem of Parma! Modern space superbly clean.

2.0 star property
Parma
10.0 out of 10, Exceptional, (10)
"Very clean and nice neighborhood "
United States
Amanda B.
$208 nightly
The price is $219
Nov 12 - Nov 13
Total with taxes and fees
Charming Spacious & Affordable. Gem of Parma! Modern space superbly clean.
Property grounds
Fun 3 BR Home in Ohio City | Game Room | Sleeps 11

Fun 3 BR Home in Ohio City | Game Room | Sleeps 11

Ohio City
10.0 out of 10, Exceptional, (2)
"Great communication with host. He checked in with me to make sure everything was to our liking and that we got settled in ok. It was perfect for our night of sitting around the table and playing games/cards with friends. We also had a blast playing Galaga and Ms. Pac-Man. Close to the Westside Market area which was convenient. Will definitely stay again when in the area. "
United States
Jaime S.
$249 nightly
The price is $283
Nov 11 - Nov 12
Total with taxes and fees
Fun 3 BR Home in Ohio City | Game Room | Sleeps 11
Fridge, microwave, oven, stovetop
Trendy in Tremont, Cleveland U

Trendy in Tremont, Cleveland U

Tremont
9.4 out of 10, Exceptional, (6)
"Kendall was very friendly and accommodating, the place was absolutely adorable. The only downside was that you had to park on the street, and there wasn’t anything available, but Kendall told us that since we were only staying one night, we could park in the driveway, which was very helpful. I would definitely stay here again."
United States
Kimberly
$173 nightly
The price is $188
Nov 13 - Nov 14
Total with taxes and fees
Trendy in Tremont, Cleveland U
Property grounds
The House Hotels - Superior Road

The House Hotels - Superior Road

Cleveland Heights
9.4 out of 10, Exceptional, (13)
"This lovely small home was perfect for attending our son’s graduation from CWRU. The beds were very comfortable with nice linens and lots of high end pillows. Towels were soft and fresh smelling. The sitting and dining areas had comfortable furniture in good shape. The kitchen was a little dated but had everything we needed to make breakfast ( that’s all we cooked). The street was very quiet for sleeping"
United States
Valerie S.
$218 nightly
The price is $218
Nov 11 - Nov 12
Total with taxes and fees
The House Hotels - Superior Road
Fridge, microwave, oven, stovetop
Luxury Downtown Townhome w/ Private Garage Unit 7

Luxury Downtown Townhome w/ Private Garage Unit 7

Downtown Cleveland
9.6 out of 10, Exceptional, (15)
"Clean with everything we needed. Conveniently located and easy to walk to the convention center and other places downtown. Perfect accommodations for attending a conference. "
United States
Renee C.
$165 nightly
The price is $178
Nov 19 - Nov 20
Total with taxes and fees
Luxury Downtown Townhome w/ Private Garage Unit 7
4 bedrooms, desk, free WiFi, bed sheets
Escape to Fun: Hot Tub & Game Arcade Retreat

Escape to Fun: Hot Tub & Game Arcade Retreat

Euclid
9.0 out of 10, Wonderful, (12)
"This was a great place for my wife and to use as a home base as we visited the Cleveland area. The hot tub was awesome and easy to use. It would also work great for families as there are lots of sleeping spaces. The communication with the hosts was very thorough. We would recommend!"
United States
Jason C.
$241 nightly
The price is $258
Nov 11 - Nov 12
Total with taxes and fees
Escape to Fun: Hot Tub & Game Arcade Retreat
Smart TV, table tennis, books
Spring Special In The HEART of Cleveland - Limited Time Offer

Spring Special In The HEART of Cleveland - Limited Time Offer

Cleveland Heights
9.6 out of 10, Exceptional, (13)
"We loved this property! Very spacious, comfortable, well equipped and clean! "
Canada
Zofia G.
$309 nightly
The price is $309
Nov 11 - Nov 12
Total with taxes and fees
Spring Special In The HEART of Cleveland - Limited Time Offer
Outdoor dining
Chic 4 BR: Minutes to Cleveland Clinic, CWRU & UH!

Chic 4 BR: Minutes to Cleveland Clinic, CWRU & UH!

Glenville
9.4 out of 10, Exceptional, (8)
"Jess and Jordan were very accommodating for our trip. Very clean and spacious house. Very central to get to the Browns game "
United States
Danielle V.
$459 nightly
The price is $492
Nov 11 - Nov 12
Total with taxes and fees
Chic 4 BR: Minutes to Cleveland Clinic, CWRU & UH!
Property grounds
Small town vibes in Garrettsville

Small town vibes in Garrettsville

Garrettsville
10.0 out of 10, Exceptional, (3)
"Very clean, solid rental. "
United States
Christopher P.
$391 nightly
The price is $391
Nov 11 - Nov 12
Total with taxes and fees
Small town vibes in Garrettsville
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

Hotel Indigo Cleveland Downtown by IHG

Hotel Indigo Cleveland Downtown by IHG

10/10 Excellent
"Clean and very friendly staff"
Bryce 1-night trip
Posted 2 days ago
Hotel Indigo Cleveland Downtown by IHG

Find out more about Chesterland

Chesterland Vacation Homes information

Number of reviews
327
Accommodation
518 Vacation Homes
Lowest Price
$151
Highest Price
$492

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