Monthly Rentals in Winchester

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

Nearby monthly rentals

Guest favorite
Home in Smithville
4.94 out of 5 average rating, 140 reviews

The Blue House on the Lake @ Smithville TX

LauraRating, 5 stars2 weeks ago
Eirik’s place was the perfect getaway for me and my family. The house itself is private and quiet, yet close enough to all the things we wanted to do on our trip. Eirik made several local dining suggestions and was helpful throughout the whole process, from booking to specific instructions, to making sure everything was ok with us upon arrival.
Guest favorite
Cabin in La Grange
5 out of 5 average rating, 21 reviews

Piney Creek Cabin

DimitarRating, 5 stars3 weeks ago
Lovely cabin with plenty of room for 6 people to comfortably spread out without getting in each other's way. Fishing from the paddle boat, lounging on the sunny dock and group meals on the porch were some of the favorite activities during our stay. Great place for a quiet staycation surrounded by tranquil views. Thank you!
Guest favorite
Tiny home in Cedar Creek
5 out of 5 average rating, 8 reviews

Tiny Home Tucked Within Trees

KristenRating, 5 stars1 month ago
I stayed in the Tiny House for 3 months as an escape from the city when my life upended suddenly. The serenity and solitude were exactly what I needed. The few little hiccups that happened during my stay were handled quickly and response time was always perfectly reasonable. Truly grateful for my time in the woods. 😁
Top guest favorite
Barn in La Grange
5 out of 5 average rating, 129 reviews

Steelwaters. Contemporary Quonset on forty acres.

BillRating, 5 stars1 month ago
Amazingly helpful. We were in Lagrange for MS 150 ride. Out hosts went way way beyond to help us with the MS 150 ride. We appreciated their hospitality and hope we might be able to reciprocate one day!

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. Texas
  4. Fayette County
  5. Winchester
  6. Monthly Rentals