Monthly Rentals in Middlebrook

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

Nearby monthly rentals

Enter dates and number of guests to see the total trip price including additional fees and taxes, and rounded up to the nearest integer.

Guest favourite
Condo in Wintergreen Resort
4.83 out of 5 average rating, 58 reviews

Cozy 1-bedroom Condo with Fireplace Near Ski Slope

JimRating, 5 stars1 month ago
Laleh is a great and perfect host. I have stayed with her numerous times and I have enjoyed her space, her continued communication and her quickness to address any number of questions. Enjoy your stay with her.
Top Guest favourite
Tiny home in Staunton
4.94 out of 5 average rating, 143 reviews

Sunrise Casita: a tiny house at Cana Barn

ChrisRating, 5 stars3 weeks ago
This is the second year in a row that I’ve come with my dog Phantom to Kristin and Kara’s cabin. This trip is always exactly what I need to reset myself and spend some quiet time with my dog. The space has everything you need, and the hosts are kind and gracious. I will definitely continue returning.
Top Guest favourite
Apartment in Staunton
4.98 out of 5 average rating, 106 reviews

Willow Ridge

SarahRating, 5 stars1 day ago
Beautiful view, great space, and close to downtown Staunton (10 min). The host is very responsive and accommodating! We were sad to leave and hope to return soon for a longer stay. Highly recommend!!
Superhost
Yurt in Swoope
5 out of 5 average rating, 3 reviews

Yurt in the woods - 15 min. to Staunton & Polyface

DavidRating, 5 stars1 week ago
'My fiancé and I stayed at Martha’s place as a birthday treat for her, and it was the perfect little getaway. The space has such a warm and cozy feel, with all the thoughtful touches you’d need for a relaxing night or two. One of our favorite parts was the peaceful creek out back—you can hear it from the porch, and it really sets the tone for rest and relaxation. It happened to be a rainy evening, and the sound of the rain on the yurt roof was so calming. We woke up to birds chirping and the peaceful feeling of being surrounded by nature. There was plenty of space for a couple, and it would also be great for a small family. Martha was a kind and attentive host, and we loved all the unique trinkets and special details in the yurt. The CD collection was such a fun touch—we played music, enjoyed some card games and conversation, and soaked in some much-needed unplugged time. The kitchen had everything we needed if we wanted to cook, which was a great option.

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 holiday 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

Travelling professional? Find a long-term stay with high-speed Wi-Fi 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.
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