Heritage Cottages
Heritage Cottages

Luxury Short Term Rentals in Jacksonville, Oregon

Luxury Short Term Rentals in Jacksonville, OregonLuxury Short Term Rentals in Jacksonville, OregonLuxury Short Term Rentals in Jacksonville, Oregon

Experience timeless stays at Heritage Cottages, ideally located in the heart of downtown Jacksonville, Oregon. These charming Jacksonville Oregon rentals offer a perfect retreat for luxury vacation stays, making them one of the top places to stay in Jacksonville Oregon.

Our luxury short term rentals - click photos for our links!

Cozy green house with a small patio and lush trees around.

The Monarch

The Williams

The Monarch

The Monarch is a refined studio retreat among the Heritage Cottages, featuring vaulted ceilings, a king bed, and a luxurious spa-like bathroom with a soaking tub. Thoughtfully designed and completely remodeled in 2024 with high-end finishes, a comfortable sitting area, and a well-stocked kitchenette, it offers the perfect blend of comfort

The Monarch is a refined studio retreat among the Heritage Cottages, featuring vaulted ceilings, a king bed, and a luxurious spa-like bathroom with a soaking tub. Thoughtfully designed and completely remodeled in 2024 with high-end finishes, a comfortable sitting area, and a well-stocked kitchenette, it offers the perfect blend of comfort and sophistication for those seeking Jacksonville Oregon vacation rentals. This luxury vacation stay is among the best places to stay in Jacksonville, Oregon.

Aerial view of a residential house with gray shingle roofs and green-striped awnings.

The Mooney

The Williams

The Monarch

The Mooney is a contemporary two-story retreat among the charming Heritage Cottages, featuring one bedroom and one-and-a-half baths, thoughtfully remodeled for modern comfort and style. As one of the premier Jacksonville Oregon rentals, it offers a full-size kitchen, an inviting living room, and a private back patio—perfect for relaxing a

The Mooney is a contemporary two-story retreat among the charming Heritage Cottages, featuring one bedroom and one-and-a-half baths, thoughtfully remodeled for modern comfort and style. As one of the premier Jacksonville Oregon rentals, it offers a full-size kitchen, an inviting living room, and a private back patio—perfect for relaxing after a day exploring downtown Jacksonville. Whether you're seeking luxury vacation stays or the best places to stay in Jacksonville Oregon, this retreat provides an exceptional vacation experience.

Cozy backyard with a small yellow house, fenced garden, and trees under bright sunlight.

The Williams

The Williams

The Williams

The Williams draws inspiration from the timeless architecture of historic Williamsburg, blending luxury and heritage in perfect harmony. This two-bedroom, one-and-a-half-bath residence, part of the charming Heritage Cottages, underwent a complete 2024 remodel, showcasing refined finishes, thoughtful design, and modern comforts throughout.

The Williams draws inspiration from the timeless architecture of historic Williamsburg, blending luxury and heritage in perfect harmony. This two-bedroom, one-and-a-half-bath residence, part of the charming Heritage Cottages, underwent a complete 2024 remodel, showcasing refined finishes, thoughtful design, and modern comforts throughout. It offers an ideal experience as one of the premier Jacksonville Oregon vacation rentals, making it a perfect choice for luxury vacation stays that feel both classic and contemporary. Discover the best places to stay in Jacksonville Oregon at The Williams.

About Jacksonville, Oregon

Aerial view of Heritage Cottages at the intersection of E Main Street and S Fourth.

Premium Location

Nestled just half a block from the heart of downtown Jacksonville, Oregon, at the corner of E Main and S Fourth Street, Heritage Cottages offers an ideal retreat among the best Jacksonville Oregon rentals. You’ll find yourself just steps away from charming shops, acclaimed restaurants, and local galleries. Enjoy the convenience of exploring historic streets, vibrant culture, and unique dining—all within easy walking distance from your luxury vacation stays. Discover why Heritage Cottages is one of the top places to stay in Jacksonville, Oregon.

Historic Main Street with colorful old storefronts and benches.

Timeless Small Town

Jacksonville, Oregon, is a vibrant community where history and modern life blend seamlessly. Known for its beautifully preserved 19th-century architecture, quaint shops, and local galleries, the town exudes small-town charm along with a lively arts and dining scene. Residents and visitors alike enjoy seasonal festivals, wine tasting, and outdoor adventures in the scenic Rogue Valley. For those seeking comfortable accommodations, Heritage Cottages offers some of the best Jacksonville Oregon rentals, making it an ideal choice for luxury vacation stays. Staying at these Jacksonville Oregon vacation rentals places you right in the heart of this welcoming, historic town—perfect for exploring, relaxing, and creating lasting memories. With various options for places to stay in Jacksonville Oregon, you’re sure to find the perfect spot to enjoy your getaway.

Friends toasting with wine over a festive meal.

Time Well Spent

Jacksonville, Oregon, is a haven for food and wine lovers, with charming cafés, locally-owned restaurants, and award-winning wineries just minutes from Heritage Cottages, one of the top Jacksonville Oregon rentals. Sip on craft beverages, enjoy farm-to-table dining, or explore tasting rooms in the scenic Rogue Valley. Outdoor enthusiasts can find plenty to do, from hiking and biking through nearby trails to fishing, kayaking, or simply strolling through the town’s historic streets. With such a variety of options, every day offers a new way to relax, explore, and make memories in this vibrant and welcoming community, making it an ideal choice for Jacksonville Oregon vacation rentals and luxury vacation stays. Discover the best places to stay in Jacksonville, Oregon, and experience it all.

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Our Story

Founded in 2025, Heritage Cottages is more than just a collection of charming Jacksonville Oregon rentals — it’s the continuation of a family legacy rooted in community, history, and hospitality.


Our story begins in Healdsburg, California, where Robert and Diane Curtis nurtured a lifelong love for small towns and their rich histories. Robert served the local historical society for decades, helping preserve the stories and spirit that make a place feel like home.


Today, their legacy lives on through generations of the Curtis family, who continue to honor that same passion for heritage. Ashley Lacer, one of Robert and Diane’s granddaughters, has called Oregon home for over 20 years and the Rogue Valley near Jacksonville for more than a decade. Together with her mom, uncle, sister, and their families, they carry forward with 'Gram and Papa's' values — celebrating the beauty of history, the warmth of community, and the joy of sharing it with others.


We invite you to stay awhile and experience the charm, comfort, and character that make Jacksonville, Oregon so special. Whether you're looking for luxury vacation stays or the best places to stay in Jacksonville Oregon, Heritage Cottages offers a unique experience that reflects the spirit of the region.

Contact Us

Please let us know if you have any questions about our Heritage Cottages and other Jacksonville Oregon rentals! We are here to help you find the perfect Jacksonville Oregon vacation rentals for your luxury vacation stays. Explore the best places to stay in Jacksonville Oregon!

Heritage Cottages

160 S 4th St, Jacksonville, OR, USA

hello@heritagecottages.com

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Heritage Cottages

(541) 231-7788

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