Boutique Vacation Rentals in Jacksonville, Oregon
Experience timeless stays at Heritage Cottages, ideally located in the heart of downtown Jacksonville, Oregon. Step into a slower pace at Heritage Cottages — four beautifully renovated retreats just half a block from the shops, restaurants, and historic charm of downtown Jacksonville.
Four Charming Rentals, One Historic Town
Heritage House
Classic Jacksonville charm just ½ block from downtown in the heart of Jacksonville.
This 2,000 SF home offers 3 bedrooms & 2 baths, including a spacious primary suite. Enjoy a large living room, formal dining area, and dedicated workspace ideal for remote work or hobbies.
Timeless character blends with everyday functionality, plus two on-site parking spaces for added convenience in this prime central location.
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 and sophistication for those seeking Jacksonville Oregon vacation rentals.
The Mooney
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.
A short walk to downtown dining, shops, and the Britt Festivals amphitheater.
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.
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.
Located in Historic Jacksonville, Oregon
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.
The Perfect Blend of History & Modern Life
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.
Relax, Explore, & Make Memories
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.
Come & See What’s New
Family Legacy Rooted in Community, History, & Hospitality
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.
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.
Questions?
We’d Love to Hear from You
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 A True Family Home in Tahoe
We aim to make you feel at home while you’re away from home! This home has been helping create memories for over 60 years, and we can wait for you to experience Meyers, known as the hidden gem of the Lake Tahoe region.
With lots of room for large families, you’ll enjoy the two living spaces, with the upstairs now featuring the family’s pool table and bar!
Tahoe Paradise Home
Welcome! We are so happy you stopped by—we have a passion with sharing Tahoe with those we call family and friends.
This home was built by our family back in 1961, as is finally back in the family since September of 2023! We are excited to share this home with you, and we hope that you make many memories while you're here.