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Compare 414 Vacation Homes in Chesterland with updated reviews, rates, and availability.

Luxury Downtown Townhome w/ Private Garage Unit 13

Luxury Downtown Townhome w/ Private Garage Unit 13

9.6 out of 10, Exceptional, (30)
"Very clean and had plant of on hand toiletries for our 1 night stay. Will definitely use townhouse again"
The price is AED 220
AED 674 total
includes taxes & fees
9 Jan - 10 January 2025
Luxury Downtown Townhome w/ Private Garage Unit 13
Beautiful 3 BR Townhouse Near Downtown - Pet Friendly - Fenced Yard!
Private kitchen

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

9.0 out of 10, Wonderful, (6)
"Nice place for a short trip. The neighborhood was ok and quiet. We could hear the neighbors through the walls but that’s to be expected in a townhome. Everything was clean. Nothing extra with this unit so make sure you bring things like coffee! Overall clean, comfortable place to stay. "
The price is AED 386
AED 848 total
includes taxes & fees
3 Jan - 4 January 2025
Beautiful 3 BR Townhouse Near Downtown - Pet Friendly - Fenced Yard!
Crisp 2 bedroom upstairs apartment in historic duplex
Living area

Crisp 2 bedroom upstairs apartment in historic duplex

10.0 out of 10, Exceptional, (26)
"Place was super clean had everything you need. Very quite and within 10 mins of everything you need. Would love to stay again."
Crisp 2 bedroom upstairs apartment in historic duplex
Cozy house in welcoming Cleveland with AC, WiFi
Room

Cozy house in welcoming Cleveland with AC, WiFi

9.4 out of 10, Exceptional, (3)
"Very clean and neat"
The price is AED 257
AED 343 total
includes taxes & fees
3 Jan - 4 January 2025
Cozy house in welcoming Cleveland with AC, WiFi
-Holiday Season- Luxury Living In The Land !!Special Offer!!
Game room

-Holiday Season- Luxury Living In The Land !!Special Offer!!

9.6 out of 10, Exceptional, (4)
"This home was an excellent choice for us. Highly recommend it. We were in Cleveland for our youngest son’s wedding. The home provided plenty of space for the groom, four other adults and five children; and room for the groomsmen to get together and prep for the big day. The home is very clean! The home is a beautiful craftsman (reminded me of my grandparent’s home years ago)! Very thankful we found this home and were able to stay. We had everything we needed. Chase was easy to work with...
-Holiday Season- Luxury Living In The Land !!Special Offer!!
Charm in Larchmere! near Cleveland Clinic, CWRU, Univ Hosp, Downtown, w/Porch!
Living area

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

10.0 out of 10, Exceptional, (29)
"All good but just one point. Microwave needs to be replaced. Kaye is awesome and friendly to work with."
The price is AED 294
AED 588 total
includes taxes & fees
24 Dec - 25 Dec
Charm in Larchmere! near Cleveland Clinic, CWRU, Univ Hosp, Downtown, w/Porch!
Large Renovated 4 Bedroom Home! 9 min to Downtown CLE
Comfortable living room with smart TV and work desk (work desk is located behind the couch near the wall & pictures).

Large Renovated 4 Bedroom Home! 9 min to Downtown CLE

9.4 out of 10, Exceptional, (22)
"Medical reasons to be in town, owners were great with flexibility and communication! Place is cute with eclectic decor. Beds were comfortable and the place was clean. I highly recommend staying here"
Large Renovated 4 Bedroom Home! 9 min to Downtown CLE
Luxury Downtown Townhome w/ Private Garage Unit 7

Luxury Downtown Townhome w/ Private Garage Unit 7

10.0 out of 10, Exceptional, (3)
"Comfortable and cozy after a long day spent at the hospital. "
The price is AED 220
AED 678 total
includes taxes & fees
8 Jan - 9 January 2025
Luxury Downtown Townhome w/ Private Garage Unit 7
Large duplex king size bed and two queen size
Living area

Large duplex king size bed and two queen size

9.4 out of 10, Exceptional, (36)
"Perfect place for our crazy weekend of a family wedding. Plenty of rooms for all. Very clean and close to the required spots. The Christmas Story house was a major one. Tiny issue that was quickly handled by the host."
The price is AED 536
AED 768 total
includes taxes & fees
30 Dec - 31 Dec
Large duplex king size bed and two queen size
4 bedroom home in the heart of a lake community min away from of lots activities
Home Front

4 bedroom home in the heart of a lake community min away from of lots activities

7.8 out of 10, Good, (8)
" Propert was nice missung some kitchem amenities and the wifi was horrible"
4 bedroom home in the heart of a lake community min away from of lots activities
Comfy Updated Historic Gem Pets OK 3B Vibrant Area
Interior

Comfy Updated Historic Gem Pets OK 3B Vibrant Area

9.8 out of 10, Exceptional, (55)
"The hostess was always quick to answer any questions we had. The house was thoughtfully set up and well supplied with everything we needed. We really enjoyed our stay and would highly recommend staying there."
The price is AED 367
AED 875 total
includes taxes & fees
8 Jan - 9 January 2025
Comfy Updated Historic Gem Pets OK 3B Vibrant Area
NEW~ "The Wolf of Tremont"-Golf Simulator,85 in tv, Pool Table+Shuffleboard!!!
Game room

NEW~ "The Wolf of Tremont"-Golf Simulator,85 in tv, Pool Table+Shuffleboard!!!

10.0 out of 10, Exceptional, (9)
"We had a short getaway to Cleveland for a concert with our 2 boys and a few of their friends and this property was absolutely perfect! It allowed us all to be together, enjoy the company of everyone and have the space needed. It was fun, comfortable, and cozy. The house was clean and had everything we needed. The location was perfect!! We are already planning our next stay! Hands down 5 stars!"
NEW~ "The Wolf of Tremont"-Golf Simulator,85 in tv, Pool Table+Shuffleboard!!!
Lovely in Larchmere! near Cleveland Clinic, CWRU, Univ Hosp, Downtown, w/Porch!
Dining

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

9.6 out of 10, Exceptional, (48)
"We were in Cleveland for a family member’s procedure at the Cleveland Clinic this was very conveniently located to the hospital and affordable it worked out wonderful for what we needed would definitely book again. The communication was wonderful. I also love the fact that they are giving a new life to an older home and an older neighborhood seeing the value in the neighborhood. Great Visit. "
The price is AED 294
AED 617 total
includes taxes & fees
6 Jan - 7 January 2025
Lovely in Larchmere! near Cleveland Clinic, CWRU, Univ Hosp, Downtown, w/Porch!
Wade Manor: Game-room, Gym, Office and Fenced in Backyard
Interior

Wade Manor: Game-room, Gym, Office and Fenced in Backyard

9.6 out of 10, Exceptional, (5)
"The house was as advertised. Big with lots of beds and in a great location "
The price is AED 896
AED 1,832 total
includes taxes & fees
12 Jan - 13 January 2025
Wade Manor: Game-room, Gym, Office and Fenced in Backyard
Luxury living and amazing outdoor experiences in the midwest
Exterior

Luxury living and amazing outdoor experiences in the midwest

9.4 out of 10, Exceptional, (26)
"Communication for this stay was great from booking through checkout. The day of check in went smooth and the host followed up on the day of checkout to make sure we had enough time to check out. We did have an issue with the heating on the third floor the first night but once we advised the host he explained how to adjust the vents so it wasn't too warm up there. House was clean and there was plenty of room for everyone throughout the house. "
Luxury living and amazing outdoor experiences in the midwest
2 KING BEDS*3 QUEEN BEDS *Quiet Neighborhood
Relaxing large backyard with beautiful deck

2 KING BEDS*3 QUEEN BEDS *Quiet Neighborhood

9.2 out of 10, Wonderful, (23)
"Six adults came for work. Plenty of room for all of us. House was clean and homie. Host was great at communicating. Thank you"
2 KING BEDS*3 QUEEN BEDS *Quiet Neighborhood
LOFT 40 Swanky Urban Retreat w/ ample space 6,000sq/ft, minutes from Downtown
Imagine sipping a coffee and feeling the warm sunlight on your face.

LOFT 40 Swanky Urban Retreat w/ ample space 6,000sq/ft, minutes from Downtown

10.0 out of 10, Exceptional, (10)
"We stayed at Loft 40 for our wedding and hosted our reception dinner on the first floor, and the entire weekend was absolutely perfect. Everyone loved the space, it was perfect for photos, and had ample space for us to get ready. The outdoor area was perfect for beer pong, cornhole, and gave our guests plenty of room to spread out. We had a couple snafus over the weekend, by Tony was very communicative - he was also extremely flexible when our furniture rental company was 2 days late picking up...
LOFT 40 Swanky Urban Retreat w/ ample space 6,000sq/ft, minutes from Downtown
Charming 2 bedroom, 2 bathroom home.
Interior

Charming 2 bedroom, 2 bathroom home.

10.0 out of 10, Exceptional, (9)
"This bungalow has been redone and has modern conveniences such as USB ports and a spare but comfy feel. It's conveniently located near a friend so I may well return"
Charming 2 bedroom, 2 bathroom home.
3 bedroom tranquil lakeside retreat.- Near Lake Erie
Traveler's delight

3 bedroom tranquil lakeside retreat.- Near Lake Erie

10.0 out of 10, Exceptional, (11)
"Clean and comfortable, short drive to the city, overall really nice"
3 bedroom tranquil lakeside retreat.- Near Lake Erie
NEW LISTING! Veiled Secrets: Unraveling the Mystery of Solitude by RedAwning
Couch,Furniture,Architecture,Building,Indoors

NEW LISTING! Veiled Secrets: Unraveling the Mystery of Solitude by RedAwning

10.0 out of 10, Exceptional, (1)
"We very much enjoyed our stay in the Veiled Secrets VRBO. The unit is very new, clean, and an excellent place to stay. We loved being able to park in the garage each night. The kitchen was stocked with everything we needed to prepare meals when we did not eat out. At first there did not appear to be any ceiling fans in the rooms but upon closer examination the fan blades are retracted on top of the lights when not in use. The light/fan remote brings the fans to life. It is clean and has the...
The price is AED 493
AED 1,264 total
includes taxes & fees
3 Jan - 4 January 2025
NEW LISTING! Veiled Secrets: Unraveling the Mystery of Solitude by RedAwning
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
Exterior

The Abbey Apartments By Barsala

4.0 star property
8.6 out of 10, Excellent, (73)
"Parking was initially tricky, but once you know you can use the street parking it makes things much easier. "
The Abbey Apartments By Barsala
CLE BNB Getaway ★ 15 Guests ★ Stunning Kitchen ★ Game Room ★ Big Fenced Yard
Living area

CLE BNB Getaway ★ 15 Guests ★ Stunning Kitchen ★ Game Room ★ Big Fenced Yard

8.8 out of 10, Excellent, (68)
"The home was perfect for our large family. Host was very helpful. Would absolutely stay at this home again ."
The price is AED 268
AED 1,025 total
includes taxes & fees
7 Jan - 8 January 2025
CLE BNB Getaway ★ 15 Guests ★ Stunning Kitchen ★ Game Room ★ Big Fenced Yard
Liquid Living On The Lake
Property grounds

Liquid Living On The Lake

9.0 out of 10, Wonderful, (43)
"We loved the room it had for our family compared to a hotel room, easy parking and easy to get to. Some things we didn’t like, we had to wait for several minutes to be buzzed in, which was frustrating when we were tired and soaked from the rain, and there were only 3 towels for the 4 of us. There was also a marijuana smell in the hallway… which is to no fault of the owner and sadly is everywhere these days. Overall, we would recommend this property. I’m sure it’s a prime location in the warmer...
The price is AED 551
AED 830 total
includes taxes & fees
24 Dec - 25 Dec
Liquid Living On The Lake
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.