A hospitality collective centered around the experience of gathering — cultivating bespoke rentals, venues, and estates throughout the Hudson Valley.

Nestled in woodlands, set amongst sprawling grounds, and resting between rolling hills, Root & Ramble properties highlight the best that the Hudson Valley has to offer. Rooted in purpose, our properties offer vibrant personalities and beautiful design.

Every place promises enough space to spread out and turn up the music, or find your own sacred silence. Whether you choose Root & Ramble as your rental or estate manager, you can rest assured that our places are more than just somewhere to stay — they’re places to experience, leave worries at the door, and linger a little longer.

We Specialize In

Branded rentals and Second Home management rooted in unparalleled hospitality, sprawling nature retreats, and bespoke placemaking.

Nestled in the Hudson Valley

OUR RENTAL PROPERTIES

  • Grateful Woods

    A multi-unit retreat & animal farm situated in 75-acres of natural woods.

    Visit Grateful Woods

  • Farmhouse at Grateful Woods

    An intimate farm stay with endless amenities and pastoral views.

    Visit Farmhouse at GW

  • Lundy Farm

    A luxury wellness retreat with a regenerative farm & greenhouse, surrounded by 30,000 acres of state forest.

    Visit Lundy Farm

  • 1712 House

    An expansive nature retreat with traditional-yet-modern accommodations.

    Visit 1712 House

  • Fox Hill

    A family manor equipped with endless amenities both inside & out.

    Visit Fox Hill

  • Black Barn

    A sleek & warm Scandinavian escape in the Catskills.

    Visit Black Barn

  • The Lodge

    The Lodge

    A mountain home designed with year-round getaways in mind.

    Visit The Lodge

why root & ramble?

The getaway is more than a physical destination — it’s a feeling of total relaxation and enjoyment. Root & Ramble believes in bringing each property’s purpose to life through grounding in a sense of place, thoughtfully curating each detail, and embracing interconnectedness.

Looking For A
Management Partner?

Whether you’re ready to transform your rental property or need expert care for your estate, we’d love to have you as part of our growing grove.

Something new is coming — @theramblehouse opening Fall 2025 🌟  1: Slim Aarons. The après-ski scene in Vail, Colorado, March 1964. 2: Patagonia catalog (1992) 3: @bradandjen 4: Mercedes Benz Museum 5: Alice Attie 6: National
To ensure that every detail feels intentional from the moment of arrival until departure, Root & Ramble will work with you to create a bespoke visual identity and custom collateral. From property guides and printed branded material to on-site sig
For property owners that are looking for a trusted point of contact to manage all maintenance, repairs, and improvements — Root & Ramble is here to help. We eliminate the many hours you have to spend managing and paying dozens of vendors &m
We work with homeowners that believe in turning their rental into something more. From the acquisition to day-to-day tasks, Root & Ramble can handle the hospitality development and operations to create a branded escape. Whether you’re looki
Root & Ramble is looking to build our roster of talented photographers! If you’re interested in working with us, drop us a DM or email to hello@rootandramble.com with your website and email address 🤎
Cultivating gathering spaces is what we do best, and there’s nothing like sitting around a fire with your friends (both old & new!) and family 🪵