Monthly Rentals in Healdsburg

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

Nearby monthly rentals

Top guest favourite
Home in Healdsburg
4.93 out of 5 average rating, 592 reviews

Healdsburg Garden House

LeahRating, 5 stars1 week ago
I have stayed at this lovely home before. It is such a treat to have a large deck with beautiful backyard. It made for a peaceful stay. Blake is proactive and kind. We wanted to stay on this end of town because we were attending an event. It’s a quick drive into all the Healdsburg has to offer. A lovely stay overall.
Superhost
Home in Healdsburg
5 out of 5 average rating, 3 reviews

Stunning Healdsburg Home

BrianRating, 5 stars11 months ago
We stayed here 6 weeks in June-July while our house was being remodeled. Everything about this house was first class. Very new finishes throughout, kitchen was amazing and so welcoming, and it was incredibly well stocked. We like to cook and all appliances were excellent. Gas BBQ is older, but it was easy to use and had direct and indirect heat layout. We worked most of the day inside and the bright open space was great. The sit-stand desk in the 3rd bedroom was very comfortable. AC was excellent on hot days. We had guests visit multiple weekends who used the 2nd bedroom/bathroom - very comfortable house for 2 couples & great beds. Countless wineries within 5 minute drive, and the country road and setting were so relaxing. Peaceful property with almost no traffic sound, just birds chirping and a few farm animals nearby. Claudia was incredibly attentive, fast to respond and clearly takes pride in this property and the renter's Airbnb experience. 100% would stay here again.
Guest favourite
Bungalow in Healdsburg
4.93 out of 5 average rating, 30 reviews

HBG Haydon House 3 min walk to downtown. 30 days +

AlyRating, 5 stars6 months ago
Immediately felt at home in this cute bungalow. It’s stylish, comfortable, has a well-appointed kitchen, nice layout, private yard, excellent proximity to town, walkable to most everything Healdsburg has to offer. Great spot!
Top guest favourite
Guest suite in Healdsburg
5 out of 5 average rating, 74 reviews

Jimtown Luxury Suite

MarinRating, 5 stars2 weeks ago
What a gorgeous property, overlooking the vineyards! The beautifully decorated interior had us thinking we were in a Nancy Meyers' film, with its timeless, comfortable, and cozy feel. (The only thing we were missing from our Nancy Meyers' film was Keanu Reeves playing the handsome Healdsburg doctor who treats wine-tasting-related injuries :)). Our host, Larry, was so kind and responsive, and left us a number of goodies to make our stay most enjoyable. We also appreciated the Kiehl's bath products.

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

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Simple monthly prices

Special rates for long-term holiday rentals and a single monthly payment without additional charges.*

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Work-friendly spaces for digital nomads

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Destinations to explore

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