Monthly Rentals in Wintergreen

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

Nearby monthly rentals

Top guest favorite

Condo in Wintergreen Resort

4.98 out of 5 average rating, 235 reviews

Best View in the Blue Ridge from Biscuit's Porch

KimRating, 5 stars2 weeks ago

Wonderful condo with amazing views. Close to hiking trails, and a restaurant right across the street. Watching the sunrise on the deck is so amazing and peaceful. Lauren is extremely responsive.

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 stars3 weeks ago

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

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 stars3 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!

Top guest favorite

Condo in Wintergreen Resort

4.98 out of 5 average rating, 89 reviews

Wintergreen Resort King bed, Fire place, 2 Bd/2 Br

KimberlyRating, 5 stars1 week ago

Amanda's condo was clean and cozy. There are many nice upgrades in the space, including an updated kitchen, master bath, and modern furniture. We could easily find what we needed. We felt right at home and would love to stay here again!

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.