Holiday rentals with breakfast in Galena

The Farmhouse ranch- a country guesthouse

Relax by yourself, with friends or the whole family at this peaceful country spot -limited cellular. Explore Jo Daviess county in the northwest corner of Illinois and surrounding areas staying in a recently renovated country ranch style house located on a 150 year old working farm. Perfect get away from the fast pace busy life for those who want to take a quiet break, history buffs, explorers, and making lasting memories with family or friends. Enjoy animals, hiking, fishing, history plus more.

Fall Fun! Hot tub-Fires in/outdoor-Game room!

Escape to our cozy luxe cabin in Galena Territory, the perfect retreat for fall! Start your mornings sipping coffee by the gas fireplace, then warm up each evening in the hot tub! Enjoy friendly competition with arcade games, board games, air hockey, and darts. With 10 amenity cards, you can access the owner’s club for swimming and exercise including indoor pickle ball-rackets and balls at the house! Experience relaxation and adventure in this tranquil haven—your unforgettable getaway awaits!

Gypsy Coach Sanctuary

Step into a soulful hideaway in this restored 1860s country church—nestled in the heart of the unique Driftless Region of southwest Wisconsin. Just minutes from the Dubuque Millwork District & River Museum, historic Galena, Potosi Brewery and the University of Wisconsin Platteville, this once holy haven offers peaceful country views and timeless charm. A serene retreat where kindred spirits, dreamers and wanderers can rest their boots and stay awhile—close to the excitement, yet a world away.

Galena home close to Main St with parking and deck

Charming four-bedroom house located 2 blocks from Galena's Main St. Fully-equipped kitchen, dining room, living room, and laundry room. Direct TV and WiFi are also available. One bedroom is on the main floor, 3 are upstairs. The home has a large front porch with a porch swing. There is also a deck with lots of seating built into the back hillside which is shaded in the afternoon. Two concrete off-street parking spots between the house and deck are available for guests. Easy self-check-in.

The Tabby Room at The Painted Cat Bed & Breakfast

This regal room is adorned with stately green damask wallpaper and a large window overlooking historic Park Avenue. Spacious and inviting, this room makes quite an impression. It also includes an antique record player and an ensuite bathroom with a clawfoot tub. Includes a Roku tv, twin sized rollaway bed, AC unit and steam heat. As part of The Painted Cat B&B, a light, self-serve breakfast and coffee is served daily with a plated brunch served Sundays. Breakfast included with your stay.

Cloran Mansion (Ann's Room) (No Pets)

Adventure into historic charm with modern comforts! The Cloran Mansion Bed and Breakfast offers a perfect romantic getaway, complete with beautiful gardens, a koi pond, gazebo, and firepit. A tasty and filling breakfast (served between 9 and 10:30) gets your day off right. Located on 1.5 acres, the Cloran Mansion gives guests plenty of opportunity to relax, yet it is just a three-minute drive to Main Street and the shops and restaurants of Galena. The Cloran Mansion was built in 1880.

Galena Retreat-Cogan View!

Galena Retreat with Amazing Views +Hot Tub and Resort Amenities. Relaxation awaits you from this one acre property. Elevated with unobstructed views of the rolling hills, enjoy watching sunrises AND sunsets. Located centrally to all the wonderful things the Galena Territory has to offer. Guests will enjoy being steps away from the Owner's Club and close proximity to Eagle Ridge Resort, 4 golf courses, hiking, the marina, Shenandoah Riding, Chestnut Mtn. and Downtown Galena.

Greenbriar Country Suites

An oasis of country charm located in the heart of Galena...Free private off street parking and just a short stroll from restaurants, museums, shops and historic sights. Individual Suites from $138.75 to $185 plus tax Free breakfast provided on full price mornings. 24 hour security and maintenance on property. Licensed and inspected by the City of Galena and Jo-Daviess health department. Sleeps 14 people. No common areas for gathering or meetings, no kitchens...

Riverboat Suites - Room 1

Enjoy easy access to everything in historic downtown Galena including popular shops, restaurants and museums from this top rated bed and breakfast. The Riverboat Suites has earned accolades for its outstanding customer service, affordable pricing, high end amenities and terrific location. While Room 1 is our most basic room (and only room with a detached private bath), it offers a comfortable queen bed, yummy breakfast buffet and an impeccably clean space.

The Skylight Apartment On Main Street Galena

The Skylight Apartment is conveniently located in downtown Galena at the quiet, north end of Main Street near restaurants, shops, and night life. We offer private on-site parking — safely park your cars worry-free in the parking lot behind the building. Relax on the private outdoor deck, or lower level meeting room. Visit our FAQ page by searching "305 N Inn Galena" Check out all our listings at Airbnb.com/p/galenaapartments ( copy & paste into URL)

Riverview Suite

The Majestic River Suite, located in the Grey House, offers a spectacular and breathtaking view of the Mississippi River. This two-room suite has an adjoining seasonal sitting room and sleeping porch great for relaxing and taking in the view of the river by day and stars by night. The suite offers a king bed, a queen bed in the sleeping porch, and a bath with original subway tile.

Luxemburg Beauty- The Gehlen House Inn

Nestled in the rolling hills of northeast Iowa, the Gehlen House offers year-round accommodations for calming getaways and/or family fun. One of 34 area buildings listed on the National Register of Historic Places, the Gehlen House Inn has 6 bedrooms, 6 baths, a shared kitchen and living room space. Kalmes Restaurant is directly across the street.