Monthly Rentals in Sherando Lake

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

Nearby monthly rentals

Guest favorite

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 favorite

Condo in Wintergreen Resort

4.94 out of 5 average rating, 250 reviews

Cozy, clean, quiet mountain condo- King bed

TeriRating, 5 stars2 weeks ago

Super clean condo with everything we needed. Perfect for a stay in Wintergreen!

Guest favorite

Home in Wintergreen Resort

4.96 out of 5 average rating, 54 reviews

Luxury Chalet in Wintergreen, Virginia

MelindaRating, 5 stars3 months ago

Chalet on the Green was beautiful, very cozy, comfortable, and CLEAN!!! Erik & Lia were very responsive & accommodating. The home had clear instructions with all the extras in the kitchen! Plenty of board games, we felt right at home!!!! We accidentally left our luggage & extra set of cars keys in the home when we checked out. Erik & Lia made arrangements for us to come pick up our personal effects days later! They were the best host best host! Chalet on the Green is a FIVE STAR FOR SURE!

Top guest favorite

Apartment in Wintergreen Resort

5 out of 5 average rating, 11 reviews

3 Ridges 3 min walk to slopes,besides inn,King bed

AlexusRating, 5 stars2 weeks ago

Great stay! The place was super clean and easy to get into. A perfect spot for a week in mountain getaway. The host was super responsive and friendly. I highly recommend this stay!

Explore all

The comforts of home and great monthly rates

Fully furnished rentals

From peaceful mountain cabins to convenient urban apartments these furnished rentals have all the amenities of home.

Digital nomads & traveling professionals

Comfortable accommodations for nomadic and remote working professionals with wifi and dedicated work spaces.

Delight included

Sometimes the destination is the accommodation. From cliffside cabins to tranquil houseboats, these rentals are full of unique features.

Pets welcome

Discover places to stay that accommodate pets, so you can bring your four-legged friend along.

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.

Popular amenities for monthly rentals

Kitchen

Wifi

Pet friendly

Laptop-friendly workspace

Free parking on premises

Corporate Housing

Destinations to explore

*Some exclusions may apply in certain geographies and for some properties.