Monthly Rentals in Chesterland

Discover long-term rentals that feel like home for stays of a month or longer.

Nearby monthly rentals

Guest favorite
Home in Chardon
4.93 out of 5 average rating, 115 reviews

Lakeview Retreat

MildredRating, 5 stars4 months ago
The house was very clean. We loved the privacy. The neighbors were not too close to the house. The main issue was too much ice in the driveway and on the steps. I fell in the driveway. It would be nice to include more pots and pans. We had difficulty cooking our Xmas meal. Otherwise the kitchen was adequate. We didn’t have sufficient trash bags. All the stores were closed on Xmas. Therefore, we were lucky I had brought a few trash bags with me. The cleaners should check games to assure all parts are in the boxes. The taboo game was missing almost all the cards. Please ask the cleaners to clean the back porch where the coats are hung. That area was dirty in the corner and there were not enough clothes hangers. Please do not allow my few negative issues deter you from leasing this very cute well decorated home. It had two bathrooms which were great! Overall our stay was amazing. The house was large enough for everyone to be comfortable. We would definitely stay again.
Top guest favorite
Home in Lyndhurst
4.96 out of 5 average rating, 25 reviews

Cozy & bright 3 bedroom with home office. Pets OK.

LauraRating, 5 stars1 month ago
This is located 3.5 miles from Hillcrest Medical Center which was perfect for our stay. We were in town for my dad’s surgery. The house was perfect in all ways. Very spacious, very clean and easy access to everything. I had a personal hiccup with the surgeons office that caused our stay to be extended. I reached out to Jody and she was beyond accommodating. So very THANKFUL. Highly recommend this home!
Guest favorite
Home in Chesterland
4.81 out of 5 average rating, 27 reviews

Quiet in the country.

MichaelRating, 5 stars4 months ago
Laura’s home was great! It was in a beautiful setting, and was quiet and private. The floorplan was perfect to accommodate our big group. Laura was attentive, responsive and proactive. Would definitely book with her again!
Top guest favorite
Home in Wickliffe
4.99 out of 5 average rating, 99 reviews

Mid-Century Modern Ranch in quiet neighborhood

DushawnaRating, 5 stars1 month ago
It was a very cute Place. Donna was very friendly she communicated quickly if we had any questions. and my dog absolutely loved her backyard. It was a very nice neighborhood. Lots of places to walk the dog around and relatively close to everything we needed.

Amenities and perks for longer stays

Furnished rentals

Fully furnished rentals include a kitchen and the amenities you need to live comfortably for a month or longer. It’s the perfect alternative to a sublet.

Flexibility you need

Choose your exact move-in and move-out dates and easily book online, without any additional commitment or paperwork.*

Simple monthly prices

Special rates for long-term vacation rentals and a single monthly payment without additional charges.*

Book with confidence

Reviewed by our trusted community of guests and 24/7 support during your extended stay.

Work-friendly spaces for digital nomads

Traveling professional? Find a long-term stay with high-speed wifi and dedicated working spaces.

Looking for corporate housing?

Airbnb has fully furnished apartment homes ideal for staffing, corporate housing, and relocation needs.

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
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