Monthly Rentals in Windsor

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

Nearby monthly rentals

Top guest favourite
Home in West Windsor
4.97 out of 5 average rating, 119 reviews

Birdie's Nest Guesthouse

TarinRating, 5 stars4 days ago
Had a wonderful stay! Birdie's Nest Guesthouse is definitely a place we would return to. It was a perfect break from the busy-ness of life in a quiet, slow environment. The space is beautiful and has everything you need! Host was helpful and intentional with communication and amenities!
Top guest favourite
Home in West Windsor
4.98 out of 5 average rating, 198 reviews

Meadow View. 35 acres outside your door!

SofiaRating, 5 stars2 months ago
Daniel and Sondra were great! Very responsive, super helpful, and they gave great recommendations on things to do and restaurants. The location was nice, private, but not too far from nearby towns. Definitely recommend!
Apartment in Windsor
4.71 out of 5 average rating, 28 reviews

Quaint Vermont Village Apartment 2

AndreaRating, 5 stars3 months ago
I’ve stayed at Alissa’s places before. This was the first time at this one and it was the same great experience. Location has easy access to highways and amenities. It was quiet, even with the occasional plow. Thanks Alissa! As always, it was great!
Top guest favourite
Cottage in Windsor
4.97 out of 5 average rating, 384 reviews

Ogden's Mill Farm

AdrianaRating, 5 starstoday
This is truly a special place. We came to celebrate my son’s 10th birthday, as he loves farms. There are two beautiful horses stabled on this property—we could see them from the porch! There is also a chicken coop, and two very friendly pups (that my son loved playing with). The land at Ogden’s Mill Farm is private and expansive, the cabin is welcoming and cozy, and the hosts are communicative and very kind. They supplied everything that we needed for a comfortable stay, including plenty of firewood, as we used the fireplace every night that we were there. We took a walk down to the babbling brook, heard the rain falling softly on the tin roof, took a cold plunge in the pond, explored the old cider mill, and star gazed—all right there on the property. From start to finish, the visit was perfect and we felt at peace. I know for certain that my son will always remember his first trip to Vermont! I hope we return to this magical place someday.

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

Travelling 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.

Stay near Windsor's top sights

Harpoon Brewery Taproom and Beer Garden125 locals recommend
Saint-Gaudens National Historical Park62 locals recommend
Windsor Station Restaurant & Barroom33 locals recommend
Brownsville Butcher & Pantry32 locals recommend
Cornish-Windsor Covered Bridge28 locals recommend
Price Chopper27 locals recommend
*Some exclusions may apply in certain geographies and for some properties.
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