Vacation rentals in Chesterland

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Popular amenities for Chesterland vacation rentals

Stay near Chesterland's top sights

Guido's Pizza Haven, Restaurant, and Preferred Catering Service4 locals recommend
Oak & Embers Tavern3 locals recommend
Red, Wine & Brew - Chesterland3 locals recommend

Other great vacation rentals in Chesterland

Superhost
Home in Ashtabula
4.88 out of 5 average rating, 8 reviews

New! Stunning Geneva/Ashtabula Lakefront sleeps 16

EmilyRating, 5 stars1 week ago
Great house for a family get-together. My parent's loved being surrounded by their kids and grandkids for their 50th wedding anniversary weekend, and this place made the hosting easy. Kitchen is very well-appointed compared to most rental places I have stayed, and the whole place is spacious and well-cared for. Multi-level back deck with Lake Erie views was the highlight! Thanks for such a nice stay.
Top guest favorite
Home in Geneva
5 out of 5 average rating, 10 reviews

Lake Breeze Cottage B 1 King 2 Queen By The Strip!

AmberRating, 5 stars6 months ago
The home and host were both great! Thank you for a great weekend with family!
Superhost
Home in Parma
4.88 out of 5 average rating, 8 reviews

Beautiful spacious home for your next gathering

MariaRating, 5 stars3 weeks ago
The house was very clean, roomy and comfortable. Great location to stores, restaurants, etc. Highly recommend if you have a large group - we had 6.
Top guest favorite
Cabin in Hinckley
5 out of 5 average rating, 23 reviews

Vacation Home with Hot Tub

KyleRating, 5 stars1 month ago
Photos don’t do this place justice! There’s plenty of outdoor space to gather and relax. The additional building was perfect for our group—we spent most of our time there. The host was very responsive to all our questions. With its great location near Cleveland and excellent amenities, we’ll definitely be back!
Guest favorite
Cottage in Geneva
4.93 out of 5 average rating, 69 reviews

Dylan's Light House (Sunshine cottages)

ChristinaRating, 5 stars8 months ago
If you're looking for a charming getaway, Dylan's Lighthouse is a delightful choice! The place is quaint and so cute! The cleanliness was impeccable, making our stay both comfortable and worry-free. One of the highlights of our stay was the inviting outdoor space. We spent both evenings relaxing around the fire pit. Location-wise, Dylan's Lighthouse is conveniently close to the strip, so we had easy access to popular restaurants and bars. Even better, we could walk to the nightlife, which was incredibly convenient and a real treat for us! David, the owner, was so friendly and responsive, always quick to answer our questions and offer helpful recommendations. In summary, Dylan's Lighthouse is a gem of a place with wonderful hosts, and we highly recommend it for anyone looking for a peaceful retreat with easy access to local amenities.
Guest favorite
Home in Geneva
4.94 out of 5 average rating, 18 reviews

The Westlake House

JulieRating, 5 stars5 months ago
The house was perfect for us. The location was good and everything was just as described.
Top guest favorite
Cottage in Geneva
5 out of 5 average rating, 16 reviews

GOTL Family Cottage: kitchen, ctrl HVAC,14 guests

MarkRating, 5 stars7 months ago
Nice place, we would stay there if in town again
Top guest favorite
Apartment in Downtown Cleveland
5 out of 5 average rating, 11 reviews

City Getaway | Free Parking | 24/7 Hour Gym

LouisRating, 5 stars1 week ago
Beautiful location,very nicely appointed.

Destinations to explore

  1. Airbnb
  2. United States
  3. Ohio
  4. Geauga County
  5. Chesterland