Monthly Rentals in Greenwood

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

Nearby monthly rentals

Top guest favorite
Home in Woodstock
4.95 out of 5 average rating, 190 reviews

The Tailor House: 2BR w/ Hot Tub near Woodstock Sq

MeirRating, 5 stars4 days ago
Great stay! House has a ton of character, private hot tub was lovely! Well stocked and comfortable! Will definitely come again next time we’re looking to get away!
Top guest favorite
Loft in Woodstock
4.99 out of 5 average rating, 72 reviews

The Lux Loft~Walk to Square/Train Link to Chicago

RichRating, 5 stars5 months ago
Perfect location, close to the square. Talia was super helpful and responsive, I would highly recommend this place if you are coming to Woodstock!
Guest favorite
Home in Harvard
4.95 out of 5 average rating, 191 reviews

Sanctuary Woodland Guest House!

MichaelRating, 5 stars2 weeks ago
Nice quiet place with laid back, helpful hosts. A homey country house near a really pretty horse path (which you can take long walks on) through mixed woodland and oak savannah. 15 minutes from Woodstock which is a cool little town. Hearing the chickens and turkeys reminded me of time I've spent on a farm before. Hope to come back sometime!
Top guest favorite
Apartment in McHenry
5 out of 5 average rating, 128 reviews

Walk to downtown McHenry. Heart of the Fox River

AmandaRating, 5 stars2 weeks ago
This apartment was super cozy and warm. Everything was labeled nicely and everything we needed could be found in the kitchen and the bathroom.

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.
*Some exclusions may apply in certain geographies and for some properties.
  1. Airbnb
  2. United States
  3. Illinois
  4. McHenry County
  5. Greenwood
  6. Monthly Rentals