Monthly Rentals in Pittsfield

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

Nearby monthly rentals

Superhost

Condo in Killington

4.89 out of 5 average rating, 162 reviews

Modern Killington Farmhouse Condo: Close to Resort

RodneyRating, 5 stars3 months ago

Great home near the mountain, exactly how described and shown in pictures. We had a wonderful stay.

Guest favorite

Home in Pittsfield

4.96 out of 5 average rating, 24 reviews

Romantic Retreat, Hot Tub, near Killington Mtn

JodieRating, 5 stars3 months ago

The perfect place to stay on a ski vacation! 15 minutes from Killington with a hot tub in picturesque scenery to unwind after the day while looking at the stars.

Guest favorite

Cabin in Pittsfield

4.98 out of 5 average rating, 157 reviews

Tiny Vermont Cabin!

RhafielRating, 5 stars2 weeks ago

This place is a Gem. Peaceful and calm. It’s always great to return to this great place.

Guest favorite

Home in Killington

5 out of 5 average rating, 6 reviews

Entire home- Killington, Vermont Ski, Hike, Bike

EllenRating, 5 stars3 months ago

Impeccable vibes, Britt's home is absolutely darling with plenty of comfortable and clean space and a laid-back feel. Close drive to skiing and town. Home is stocked with all you need and plenty more. Great communication with the host. Would gladly return next year.

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.