TOP 10 Vacation cottage rentals in Galena, Illinois

WorldMark Galena is a premier lodging, real estate, and travel agency located at 5129 West Longhollow Road in picturesque Galena, Illinois, United States. Offering luxurious accommodations and top-notch customer service, this institution is the perfect destination for those looking to explore the charming town of Galena and its surrounding attractions. Whether you're looking for a relaxing getaway or a real estate investment opportunity, WorldMark Galena has everything you need to make your stay unforgettable.

Welcome to Best Western Galena Inn & Suites, located at 9923 U.S. 20 in beautiful Galena, Illinois, United States. Our charming lodging establishment offers a cozy and comfortable retreat for travelers seeking a relaxing stay in the heart of the Midwest. With a range of modern amenities and friendly service, guests can enjoy a peaceful getaway in this historic town known for its scenic beauty and rich history. Whether you're visiting for leisure or business, Best Western Galena Inn & Suites is the perfect choice for your stay in Galena.

Country Inn & Suites by Radisson in Galena, IL offers a charming and cozy retreat in the heart of Illinois. Located at 11334 Oldenburg Lane, this lodging institution provides guests with comfortable accommodations and top-notch amenities. Whether you're visiting for a romantic getaway or a family vacation, you'll find everything you need for a relaxing stay. Enjoy a complimentary hot breakfast each morning, take a dip in the indoor pool, or unwind in the whirlpool tub. With its convenient location and warm hospitality, Country Inn & Suites by Radisson is the perfect choice for your next visit to Galena.

Stoney Creek Inn Galena is a charming lodging institution located at 940 Galena Square Drive in Galena, Illinois. This historic hotel offers themed accommodations with genuine historic charm and original wooden details. The friendly staff is always ready to assist, and the on-site pub serves local beers and wines. Guests can enjoy the picturesque views of Galena and explore the local wineries and markets. The hotel features 75 uniquely designed guest rooms and suites, perfect for a relaxing getaway. Amenities include a pool and jacuzzi, as well as a delicious breakfast served daily. With a rustic/woodsy theme and a commitment to genuine hospitality, Stoney Creek Inn Galena is the perfect place to unwind and explore the beautiful surroundings of Galena.

The Ramada by Wyndham Galena Hotel & Day Spa is a luxurious lodging option located in the charming town of Galena, Illinois, United States. Situated at 11383 U.S. 20, this hotel offers a tranquil escape with its serene surroundings and top-notch amenities. Guests can indulge in a relaxing spa treatment or unwind in the indoor pool and hot tub. The comfortable rooms are tastefully decorated and equipped with modern conveniences. With its convenient location and exceptional service, the Ramada by Wyndham Galena Hotel & Day Spa is the perfect destination for a rejuvenating getaway.

Galena Log Cabin Getaway is a charming lodging establishment located at 9401 West Hart John Road in Galena, Illinois, United States. Nestled in a picturesque park-like setting, this cozy retreat offers guests the opportunity to relax and unwind in a rustic log cabin surrounded by nature. Whether you're looking for a romantic getaway or a family vacation, Galena Log Cabin Getaway provides a peaceful and serene atmosphere for a truly memorable experience. With its convenient location near Galena's historic downtown area and numerous outdoor activities, this institution is the perfect destination for those seeking a tranquil escape from the hustle and bustle of everyday life.

The Galena Inn, located at 301 South High Street in Galena, Illinois, offers a unique lodging experience in a historic Victorian mansion. Each of the eight guest rooms features a private bath, Egyptian cotton linens, and deluxe pillow top mattresses. Guests can relax in the hot tub spa or explore the beautifully landscaped English gardens. Built in 1856 by Augustus Estey, a prominent banker and lead smelter, the mansion has been authentically furnished and restored to its original elegance. The Italianate style estate sits on over 2 acres and has hosted many of Galena's most prominent citizens, including President Ulysses S. Grant.

Pine Hollow Cottage is a charming lodging establishment located at 4700 North Council Hill Road in the picturesque town of Galena, Illinois, United States. Surrounded by lush greenery and serene countryside, this cozy cottage offers a peaceful retreat for guests looking to escape the hustle and bustle of city life. With comfortable accommodations and a warm, welcoming atmosphere, Pine Hollow Cottage is the perfect destination for a relaxing getaway in the heart of nature. Whether you're seeking a romantic weekend getaway or a family vacation, this idyllic retreat is sure to provide a memorable and rejuvenating experience.

Hawk Valley Retreat & Cottages is a charming Galena Illinois Bed and Breakfast and Event Venue located at 2752 West Cording Road in Galena, Illinois, United States. This adults-only retreat offers a peaceful and rejuvenating getaway for nature lovers just 8 miles east of downtown Galena. Guests can unwind on the 10 secluded acres of meadows and gardens, complete with a pond, walking trail, panoramic valley, and sunset views. Accommodation options include three rooms in the main house or four private cottages, as well as a renovated barn available for full property rental or day events.

Galena Area Rentals Eagle's Nest Vacation is a premier real estate and travel agency located at 4721 West Longhollow Road in Galena, Illinois, United States. Our agency specializes in providing luxurious vacation rentals in the beautiful Galena area, offering visitors a chance to experience the charm and beauty of this historic town. Whether you're looking for a cozy cabin for a romantic getaway or a spacious vacation home for a family retreat, our team is dedicated to helping you find the perfect accommodation for your needs. With top-notch customer service and a wide selection of rental properties, Galena Area Rentals Eagle's Nest Vacation is your go-to destination for an unforgettable vacation experience.

First Galena Real Estate is a well-established family-owned business located in Galena, Illinois. With over 30 years of experience, we specialize in real estate services for buyers and sellers in Jo Daviess County, including popular areas like Apple Canyon Lake and Galena Territory. Our licensed architect and designer are experts in the Tri-State area, offering custom design services for homes, sunrooms, and golf studios. In addition to our real estate services, we also offer vacation rental homes for guests looking to experience the beauty of Galena. Our rental suite is conveniently located near historic downtown Galena, known for its shopping, golf courses, and skiing opportunities. Whether you're looking for a weekend getaway or a year-round rental, we have the perfect option for you.

Fever River View Rentals is a premier real estate and travel agency located at 525 South Main Street in the charming town of Galena, Illinois, United States. Specializing in vacation rentals with stunning views of the picturesque Fever River, our agency offers a wide range of properties to suit every traveler's needs. Whether you're looking for a cozy cabin for a romantic getaway or a spacious home for a family vacation, our experienced team is dedicated to helping you find the perfect rental. With our prime location in the heart of Galena's historic district, guests can easily explore the town's shops, restaurants, and attractions. Trust Fever River View Rentals to make your next vacation unforgettable.

Almost Heaven Rentals is a premier real estate and travel agency located at 14 Clarion Court in the picturesque town of Galena, Illinois, United States. Specializing in luxury vacation rentals, we offer a wide selection of beautiful properties for visitors looking to experience the charm and beauty of this historic town. Whether you're planning a romantic getaway, family vacation, or group retreat, our team of experienced professionals is dedicated to helping you find the perfect rental to make your stay in Galena truly unforgettable. With personalized service and attention to detail, Almost Heaven Rentals is your go-to destination for all your rental needs in Galena.

Galena Area Rentals is a reputable real estate and travel agency located at 3007 North Elizabeth Scales Mound Road in Scales Mound, Illinois. Specializing in providing top-notch rental properties in the picturesque Galena area, our agency offers a wide range of accommodation options for both short-term and long-term stays. Whether you are looking for a cozy cabin in the woods or a luxurious vacation rental, our experienced team is dedicated to helping you find the perfect property to suit your needs. With a strong focus on customer satisfaction and personalized service, Galena Area Rentals is your go-to agency for all your rental needs in the charming town of Galena, Illinois.

Grand Galena Retreat is a luxurious lodging institution located at 446 Territory Drive in Galena, Illinois, United States. Just 4 minutes away from the GTA Owners Club and 15 minutes from Downtown Galena, this 4500 sq ft retreat is the perfect space for friends and family to enjoy. The open concept main floor features a spacious family and dining room with a view to the outdoor deck and beyond. The kitchen is fully stocked with stainless appliances for easy cooking. The Whiskey Room provides a cozy space for adults to relax and unwind. The primary bedroom on the main level includes a large jetted tub and walk-in shower. Upstairs, there is a bonus room for additional seating and entertainment. The lower level features a game room with pool, poker, arcade, karaoke, and access to the outdoor deck with a hot tub. With a total of 6 bedrooms and 7 bathrooms, the retreat can accommodate large groups comfortably. Guests have access to the GTA Owners Club amenities, including indoor and outdoor pools, fitness room, game room, basketball and tennis courts, and more. While the property is not pet-friendly, it offers ample parking space and a spacious backyard with a fire pit for outdoor gatherings. Overall, Grand Galena Retreat provides a relaxing and enjoyable experience for guests looking to unwind and explore the beautiful surroundings of Galena.

The Collection Vacation Homes is a premier real estate and travel agency located at 21 Northridge Lane in beautiful Galena, Illinois. Our agency specializes in offering luxurious vacation homes for rent in this charming town, known for its historic charm and picturesque landscapes. Whether you're looking for a cozy cottage for a romantic getaway or a spacious estate for a family reunion, we have a wide selection of properties to suit your needs. Our team of experienced agents are dedicated to providing exceptional customer service and helping you find the perfect vacation rental for your stay in Galena. Book your dream getaway with The Collection Vacation Homes today!

The Galena Territory Owners' Club is a premier facility located at 2000 Territory Drive in Galena, Illinois, United States. This institution offers a wide range of amenities including a gym, health services, and a beautiful park for outdoor activities. Members can enjoy state-of-the-art fitness equipment, group exercise classes, and personalized training programs. The health services provided include wellness programs, nutrition counseling, and massage therapy. The park offers picturesque walking trails, sports fields, and picnic areas for members to enjoy the great outdoors. Join the Galena Territory Owners' Club today and experience a holistic approach to health and wellness in a stunning natural setting.

Welcome to Pura Vida Vacation Rental, your premier destination for unforgettable getaways in the charming town of Galena, Illinois. Located at 1 Tower Court, our unique establishment combines the expertise of both a real estate and travel agency, ensuring that your vacation experience is seamless and tailored to your desires. At Pura Vida Vacation Rental, we pride ourselves on offering a wide array of exquisite properties, from cozy cottages to luxurious estates, each carefully selected to provide comfort and tranquility amidst Galena's picturesque landscapes. Whether you're seeking a romantic retreat, a family escape, or a group adventure, our dedicated team is here to assist you every step of the way.

Welcome to Preferred Properties of Galena, your premier real estate partner in the heart of scenic Galena, Illinois. Located at 444 Eagle Ridge Drive, our business is dedicated to helping you find the perfect property in this charming and historic area. Whether you're searching for a cozy home, a vacation retreat, or an investment opportunity, our experienced team is here to guide you every step of the way. At Preferred Properties of Galena, we pride ourselves on our deep local knowledge and personalized service. Our commitment to understanding your unique needs ensures that we match you with properties that fit your lifestyle and preferences. Explore the beauty of Galena with us, from its rolling hills and picturesque landscapes to its vibrant local culture.

Chestnut Mountain Resort is a picturesque destination located at 8700 West Chestnut Mountain Road in Galena, Illinois. This multi-faceted institution offers a range of services including food, lodging, a restaurant, a store, and serves as a popular tourist attraction in the area. Nestled in the beautiful surroundings of the Midwest, visitors can enjoy a variety of activities such as skiing, snowboarding, hiking, and more. The resort also offers comfortable accommodations, delicious dining options, and a convenient store for all your needs. Whether you're looking for a relaxing getaway or an adventurous escape, Chestnut Mountain Resort has something for everyone.

The historic DeSoto House Hotel, located at 230 South Main Street in Galena, Illinois, is a charming and elegant establishment offering food, lodging, and a restaurant all in one. Dating back to 1855, this iconic hotel boasts beautifully appointed rooms, fine dining options, and a warm and welcoming atmosphere. Guests can enjoy a relaxing stay in the heart of Galena's historic district, surrounded by shops, galleries, and attractions. Whether you're looking for a romantic getaway, a family vacation, or a special event venue, the DeSoto House Hotel has everything you need for a memorable experience.

Eagle Ridge Resort & Spa is a luxurious retreat nestled in the picturesque surroundings of Galena, Illinois. Situated at 444 Eagle Ridge Drive, this institution offers a perfect blend of upscale amenities, breathtaking views, and top-notch service. Guests can indulge in gourmet dining at the on-site restaurant, relax and rejuvenate at the spa, and enjoy comfortable lodging in beautifully appointed rooms and suites. Whether you're seeking a romantic getaway, a family vacation, or a corporate retreat, Eagle Ridge Resort & Spa has everything you need for a truly unforgettable experience.

Shenandoah Riding Center is a premier travel agency located at 200 North Brodrecht Road in Galena, Illinois, United States. At our center, we offer a wide range of horseback riding experiences for riders of all skill levels. Whether you're a beginner looking to learn the basics or an experienced rider seeking a challenging trail ride, Shenandoah Riding Center has something for everyone. Our knowledgeable staff and well-trained horses ensure a safe and enjoyable experience for all our guests. Come visit us and explore the beautiful countryside of Galena on horseback with Shenandoah Riding Center.

The Augustus Chetlain Home and Log Cabin Guest Houses offer a charming and historic lodging experience in Galena, Illinois. Located at 11661 West Chetlain Lane, this institution provides guests with the opportunity to stay in beautifully restored log cabins and the historic Augustus Chetlain Home. Surrounded by nature and tranquility, guests can relax and unwind in a cozy and inviting atmosphere. Whether you are looking for a romantic getaway, a family vacation, or a solo retreat, the Augustus Chetlain Home and Log Cabin Guest Houses provide a unique and memorable stay in the heart of Galena.

Riverview Ranch & Resort is a picturesque destination located at 2689 South River Road in Galena, Illinois, United States. This institution offers a unique combination of lodging, real estate, and travel services, making it the perfect place for a relaxing getaway or a memorable vacation. Nestled along the scenic riverfront, guests can enjoy comfortable accommodations, stunning views, and a range of activities such as horseback riding, fishing, hiking, and more. Whether you're looking for a weekend retreat or a new property investment, Riverview Ranch & Resort has everything you need to make your stay unforgettable.

Jail Hill Inn is a luxurious lodging institution located at 319 Meeker Street in Galena, Illinois, United States. This historic 4-story brick building, which once served as the county jail for nearly a century, has been beautifully transformed into the premier bed and breakfast in Galena. With six uniquely appointed suites, each offering 800 square feet of space and high-end amenities, Jail Hill Inn provides guests with a truly unforgettable getaway experience. Ranked as the #1 Bed and Breakfast in Galena and the #1 in the USA by TripAdvisor, Jail Hill Inn is known for its impeccable hospitality and attention to detail. As a member of Select Registry and the only AAA Four Diamond Bed and Breakfast in Galena, the inn prides itself on offering guests a luxury stay while also being environmentally conscious.

Riverboat Suites is a charming lodging option located at 328 Spring Street in the historic town of Galena, Illinois, United States. Nestled along the banks of the Galena River, this institution offers cozy and comfortable suites with picturesque views of the water. The decor is inspired by the town's rich history and riverboat heritage, creating a unique and memorable stay for guests. With its convenient location near downtown Galena's shops, restaurants, and attractions, Riverboat Suites is the perfect choice for a relaxing getaway in this quaint Midwestern town.

Abe's Spring Street Guest House is a charming lodging option located at 414 Spring Street in the historic town of Galena, Illinois. This cozy guest house offers a comfortable and welcoming atmosphere for visitors looking to explore the beauty of the area. With its convenient location and warm hospitality, Abe's Spring Street Guest House is the perfect choice for a relaxing getaway in this picturesque town.

Located at 900 3rd Street in Galena, Illinois, the Aldrich Guest House offers a relaxing and laid-back atmosphere for guests to unwind and be themselves. As a bed and breakfast with professional yet unobtrusive service, guests can enjoy award-winning breakfasts made from scratch. Originally built in 1845, the Aldrich Guest House has been a bed and breakfast since 1984. With a rich history that includes visits from Abraham Lincoln and Ulysses Grant, the innkeepers have been providing top-notch hospitality for over a decade.

The U.S. Grant Guest House is a charming lodging establishment located at 121 South High Street in the historic town of Galena, Illinois. Named after the famous Civil War General and President, this guest house offers a cozy and comfortable retreat for visitors looking to explore the quaint streets and scenic beauty of Galena. The beautifully decorated rooms and friendly staff provide a welcoming atmosphere for guests to relax and unwind during their stay. With its convenient location and warm hospitality, the U.S. Grant Guest House is the perfect choice for a memorable getaway in the heart of the Midwest.