Holiday rentals in Galena

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Top-rated holiday rentals in Galena

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Guest favourite

Villa in Galena

4.98 out of 5 average rating, 110 reviews

King Bed, Woodburning Fireplace, Pool, Near Spa

◆ Quiet, wooded retreat ◆ King bed ◆ Indoor pool, year round access ◆ Well equipped kitchen ◆ Smart TV on each level w/Roku & YouTube TV ◆ Woodburning fireplace w/supply of firewood ◆ Computer desk ◆ 2 Full baths ◆ Queen sofa bed ◆ Gas grill ◆ Fitness center ◆ Paved walking trails nearby ◆ North Course & driving range conveniently up the road ◆ Stonedrift Spa, 3 min. drive ◆ Downtown Galena, approx. 15 min drive ◆ Winter sports at Nordic Center ◆ Chestnut Mountain Ski , approx. 25 min drive

Guest favourite

Tiny home in Galena

4.98 out of 5 average rating, 109 reviews

Romantic Tiny Home Retreat: King Bed & Cozy Vibes!

Escape to Hygge Haus, a romantic nature retreat inspired by Danish concept of hygge ("hooga"). This cozy tiny home invites you to unwind and reconnect-whether with someone special or simply with yourself. Nestle by the fire with a soft blanket, enjoy a warm meal at the cozy dining table, or share quiet moments on the chaise. Surrounded by the natural beauty of The Galena Territory, Hygge Haus is the perfect place to relax, explore, and indulge in comfort. Cozy up and experience contentment!

Guest favourite

Rental unit in Galena

4.94 out of 5 average rating, 324 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.

Guest favourite

Home in Dubuque

5 out of 5 average rating, 107 reviews

Home by the River

Situated alongside the Mississippi River, wildlife abounds in every season. With eagles nesting nearby, there is always something new to see from the beautiful sunrises, cruise ships passing by, and watching the commerce of the barges and railroad right out the front window! This home has been recently refurbished and sits at the edge of our 15 acres. We have 2 dogs and welcome well-behaved pets. You can see us and visit with us if you like, or you can maintain privacy 10 acres away!

Guest favourite

Treehouse in Galena

4.98 out of 5 average rating, 115 reviews

Retro octagon house in woods- Hot tub, fireplace,

Unique "tree house" - an octagon tiny house, surrounded by the woods! 2 bedroom, 2 bathroom home you can enjoy the views of nature all around, with floor to ceiling windows. One king bed, one queen bed. Modern comforts with fun flash blacks. Private hot tub and firepit look into serene woods! Sit by the indoor gas fireplace and enjoy our record collection. Soak in a Japanese soaking tub. Enjoy fall colors or watch snow fall! Community indoor poor, seasonal outdoor pool, gym access

Guest favourite

Home in Galena

4.95 out of 5 average rating, 230 reviews

Peaceful, Cozy Home w/ Club Amenities in Galena.

Welcome to the Toasted Marshmallow; your cozy escape from reality. Enjoy the peace and quiet of this charming three bedroom, two bath home in The Galena Territories. Kitchen is fully equipped to meet your needs. Enjoy the additional lower level family room w/ 2nd fireplace so your group may spread out. Deck with ample room for dining outside and enjoying your coffee or wine. Home includes six access passes to the GTA Owner's Club and pools. Strong Wi-Fi for remote work, if needed.

Guest favourite

Chalet in Elizabeth

4.92 out of 5 average rating, 325 reviews

Galena Country Getaway

Brick walkway leads to the cedar deck with Adirondack chairs overlooking the large backyard. Enjoy dinner out on the deck and roast marshmallows over a bonfire at the firepit. The dark sky provides excellent stargazing. Kitchen features full-sized refrigerator, cooking utensils and a variety of spices. Spacious bathroom with a waterfall-style shower. Carpeted loft includes a sleep number queen sized bed and two twin beds. Close to Historic Galena & Apple Canyon State Park

Guest favourite

Home in Galena

4.96 out of 5 average rating, 513 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!

Guest favourite

Rental unit in Galena

4.94 out of 5 average rating, 406 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.

Guest favourite

Loft in Galena

4.81 out of 5 average rating, 756 reviews

Rustic Apartment Downtown Galena

Hey there! We exposed the old original brick and hard wood floors inside. We installed an electric fireplace with a big comfy couch right in front of it. We do have cable TV with a variety of channels for you. There is a kitchen complete with an oven, stove, microwave and fridge if you are going to channel your inner chef. The bathroom has a shower and tub, and a built-in bathroom heater to keep it warm for you! This apt is above a coffee shop!

Guest favourite

Rental unit in Galena

4.99 out of 5 average rating, 151 reviews

Ulysses Suites, Suite 301

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. Suite 301 is located on the 3rd floor. Suite 301 is a lovely 1 bedroom/1 bath with a double vanity and steam shower and beautiful view of Main Street from the living room. Suite 301 can be attached to Suite 302.

Guest favourite

Rental unit in Galena

5 out of 5 average rating, 322 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.