Monthly Rentals in Fairlee

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

Home in Rock Hall

4.93 out of 5 average rating, 30 reviews

Treehouse

ZsockqueleenRating, 5 stars3 weeks ago

Very comfortable home! Loved the small town of Rock Hall. Would return to the area when we have more time to explore.

Guest favourite

Home in Chestertown

4.96 out of 5 average rating, 25 reviews

Lotus House: porches, decks, yard, beach access

JamesRating, 5 stars4 months ago

House was beautiful, clean and host was phenomenal. Highly recommend!

Top Guest favourite

Loft in Chestertown

4.91 out of 5 average rating, 53 reviews

Loft at Fountain Park - Prime Downtown Location

DarcyRating, 5 stars2 weeks ago

What a beautiful apartment! This was the PERFECT spot to enjoy Chestertown. We will definitely book this place again for future visits.

Top Guest favourite

Apartment in Chestertown

5 out of 5 average rating, 109 reviews

Waterfront historic district 1BR Apartment

PattyRating, 5 stars2 weeks ago

My husband and I love Chestertown. It's a beautiful little town to walk around in with several nice places to eat and some fun shopping. Franco and Daryl's cozy apartment is perfectly located for strolling, dining and chilling out at the waterfront all on foot. We especially enjoyed their roof-top deck with a view of the river. The apartment is quiet with just the right furnishing. And our hosts generously stock the kitchen with varied snacks, water, half&half for coffee, popcorn and even canned soup! We'll definitely come back.

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 & travelling professionals

Comfortable accommodation for nomadic and remote working professionals, with Wi-Fi and dedicated workspaces.

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 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.

Popular amenities for monthly rentals

Kitchen

Wi-Fi

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.