Vacation rentals in East Galena

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Top-rated vacation rentals in East Galena

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Top guest favorite
A modern living area features a stone accent wall with a wooden mantel above a sleek fireplace. A large smart TV is mounted above the mantel, displaying options for streaming. A cozy chair sits beside a bookshelf filled with decor items.
Home in Galena
4.97 out of 5 average rating, 185 reviews

Adorable Settlement home, views of lake/waterfall

Views of the waterfall and lake Galena in the fall, winter and spring. This home was just fully remodeled. All new furniture, flooring,cabinets and bathrooms. You will have access to 6 proxy cards to enter into the Owners Club. Parking is on site, WI-FI, all smart TV's to login into your NetFlix acct. Each of the bedrooms has their own private bathroom. The kitchen is stocked with mostly everything you need. Towels, linens, throw blankets, coffee, creamer provided. Toilet paper, paper towels too

Guest favorite
An indoor pool area is highlighted by a high ceiling with exposed wooden beams. Sunlight streams through large windows, illuminating the clear water. Poolside seating is arranged with towels draped over chairs, while a colorful beach ball rests beside the pool.
Home in Galena
4.91 out of 5 average rating, 108 reviews

Cozy Wooded Tri-Level In Galena Territory

Relax with friends or the whole family at this wooded and peaceful place to stay in the Galena Territory.Cozy Tri-Level with 3 comfortable bedrooms and 3 baths. Tvs in 2 bedrooms as well as large tvs in the living room and downstairs rec room.Fireplace in living room area.Sit outside and enjoy the scenery on the front porch or back screened patio.Only 6 miles to Downtown Galena .Guests are welcome at Lake Galena,the Owners Club,Restaurants,Pools and Trails.Six Free passes are included.

Guest favorite
Apartment in Galena
4.91 out of 5 average rating, 191 reviews

Apt. #1A, Main Street Suites - Location! View!

We are an inclusive AirBnB. Our home is open to all. We are right where you want to be! Beautifully renovated and furnished large 2 bedroom, 1 bath apartment in one of the oldest buildings in Galena (circa 1840) overlooking Main Street. This apartment is on the second floor above the restaurant, Cucina Bella (Main & Perry). It is just steps to all the restaurants, shops, and bars of Main Street. Come and enjoy one of the greatest historic towns in the country! Your hosts, Joe & Mark

Top guest favorite
An open living area features a light-colored sectional sofa paired with a rustic coffee table. A dining table with black chairs is visible, along with modern kitchen appliances and cabinetry. Natural light flows through large windows, enhancing the inviting atmosphere of the space.
Apartment in Galena
4.95 out of 5 average rating, 380 reviews

Downtown Gem for Two

Newly remodeled downtown apartment right in the middle of town. New furnishings, office nook with desk, full size kitchen and appliances, smart tv, free wifi, large open living space with private bedroom and bath. Very clean. Adjacent shared deck with table and chairs is available for use. This is a second floor apartment in the back of Simply Elegant Boutique so there are 17 steps to get to it from the outside. *Rest easy, every surface and door knob is disinfected after each stay.

Top guest favorite
Home in Galena
4.96 out of 5 average rating, 250 reviews

1842 Bavarian Brew House

Nestled in charming and historic Galena this beautiful home was built in 1842 by brewer Peter Specht from Bavaria. The cellar operated as his brewery and tavern while living in the home above. The house was extensively renovated in 2008. It remains full of character and charm, but now boasts an abundance of modern comforts. A quiet private patio and yard are the perfect spot for a morning coffee or a glass of wine. All within a few walkable blocks to Main Street, the heart of Galena!

Top guest favorite
Two lounge chairs are positioned on a wooden deck, facing an open field. A small table sits between the chairs. In the background, the remnants of a stone building are visible, set against a backdrop of hills and trees under a clear sky.
Home in Galena
4.95 out of 5 average rating, 111 reviews

Stagecoach Valley Getaway

Out in the country but only 1 mile from downtown Galena on historic Stagecoach Trail, this unique lodging experience offers a peaceful setting in the heart of the valley - surrounded by hills, woods and abundant nature. Spend quality outdoor time on the large deck overlooking the fire pit and Stagecoach valley. The house is comfortably and tastefully furnished with a spacious, open floor plan with a full kitchen, 2 large bedrooms, 2 full bathrooms and a large enclosed porch.

Top guest favorite
A charming two-story cottage is presented at dusk, showcasing a front porch with decorative railing and hanging planters. Warm light spills from the windows, illuminating the stone foundation and surrounding colorful gardens. Lush greenery frames the scene, enhancing the inviting atmosphere.
Home in Galena
4.96 out of 5 average rating, 600 reviews

Beautiful Miner's Cottage in a Garden

This 1840's miner's cottage in the heart of Galena is only 3 blocks from beautiful, historic and fun Downtown Galena Main Street, but is far enough to have quiet times in the quarter acre yard of perennial gardens as well the expansive 2 story front porch, and 3rd porch off the kitchen, with gas grill. The house sits on a corner lot in the Galena National Historic District. The bathroom and kitchen are newly remodeled and the entire house is designer decorated. Beautiful!

Top guest favorite
Apartment in Galena
5 out of 5 average rating, 161 reviews

Ulysses Suites, Suite 303

Ulysses Suites has just been completed inside the historic J. G. Schmohl building in the heart of downtown Galena, located at 213 to 217 S. Main Street. The location is walking distance to all the best restaurants and shops. We have 7 suites and a beautiful lobby that are modern and luxurious, with lots of historical character and texture as a nod to its previous existence as the Grant Hotel from 1895 to 1933. The Presidential Suite 303 is located on the 3rd floor.

Top guest favorite
A cozy seating area is created with plush black reclining chairs facing a large, wall-mounted television displaying a fireplace. Exposed brick walls add a rustic charm, while a soft area rug lies underneath. A decorative stove stands beside a tall window, allowing natural light.
Apartment in Galena
4.96 out of 5 average rating, 102 reviews

Suite Victory #3 On Main St w/Reserved Parking

Suite Victory #3- Beautifully renovated apartment on Main St. right where you want to be with Reserved Parking. Dining, entertainment, and shopping just outside your door. Open floor plan with beautiful views of downtown Main Street. King bed. Double sink vanity and large walk-in shower. Kitchen has island, quartz countertops, and new appliances. Stackable washer and dryer within the unit. Above Charlie’s Place Eatery on Main Street. MAX 2 PEOPLE. NO DOGS ALLOWED.

Top guest favorite
Apartment in Galena
4.95 out of 5 average rating, 456 reviews

Gameroom in Galena

In the center of downtown Galena, we offer over 1500 sq ft. in a 1852 building. A bay window offers 180° view of Main St. A pool table, shuffleboard, pinball machine and bar are at your disposal. You'll have access to either Main Street from the front or Bench Street from the back. There is free parking on South Main Street and out the back on South Bench Street. There is no dedicated parking spot but parking opens up quit a bit in the evenings.

Top guest favorite
A decorative sign reading 'Dawson's Remise' is illuminated in warm tones, framed in black wood. Next to it is a textured pillow featuring a geometric red and black pattern, adding a modern touch to the setting.
Apartment in Galena
5 out of 5 average rating, 406 reviews

Dawson's Remise Luxury Accommodation

Enjoy a luxurious stay in our remise ("carriage house"), complete with authentic Art Deco and Industrial furniture and design. We took great care in ensuring top notch craftsmanship and amenities, so as to create an inviting environment that you won't want to leave! Hidden away off the quaint and historic Park Avenue, you'll enjoy a quiet and restful stay whilst within walking distance to Main Street Galena and all it has to offer.

Top guest favorite
Home in Galena
4.95 out of 5 average rating, 144 reviews

Summer Escape in Galena | Hot Tub & Relax

Welcome to Pine Ridge—a peaceful, modern 2-bedroom, 2.5-bath vacation rental in The Galena Territory. With two king suites, a cozy living area, forest views, and a private hot tub, it’s perfect for couples, friends, or a remote work getaway. Relax on the porch, unwind by the fireplace, or explore nearby trails, shops, and GTA amenities. Just 5 minutes to the Owners Club and 10 minutes to downtown Galena.

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