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Vacation Rentals near Shenandoah Riding Center

Galena, Illinois 61036-8726
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    Travelers to Galena are booking June dates now. Secure your vacation rental today, and have the perfect trip.
    All 217 Rentals in Galena
    LUXURY HOME WITH A VIEW! DISCOUNTS FOR ONE WEEK!1 / 46
    (3)Excellent
    0.9 miles from Shenandoah Riding Center
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    1.3 miles from Shenandoah Riding Center
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Galena, IL: Studio w/Fireplace, Jetted Tub, Resort Pool & Outdoor Activities1 / 31
    (2)Average
    1.3 miles from Shenandoah Riding Center
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    GORGEOUS HOME WITH A VIEW! DISCOUNTS FOR ONE WEEK!1 / 47
    (1)Excellent
    0.9 miles from Shenandoah Riding Center
    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Shared Indoor Pool
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    • Private Yard
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    Pet friendly
    Kid friendly
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    Reviewed August 30, 2020
    This home is in the heart of Galena Territory. The surroundings are so beautiful and serene. The home is very clean and I felt like I was at home. Ruby response rate is 100%. I...
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    About this property
    Beautiful, spacious home nestled in the tree tops. Impress long views of Elizabeth. Custom kitchen with commercial grade appliances. Two fireplaces, fantastic sound system. Foosball table, poker table, lots of games! Plenty of room to dine and enjoy time with family and friends! Master suite with...
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    Galena, Illinois
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 10
    1.8 miles from Shenandoah Riding Center
    6 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    • Balcony
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    About this property
    Beautiful custom built 6 bedroom/7 bath home located on Eagle Ridge's South Course. Great place to entertain a crowd, seated dining for 24. Fully stocked main kitchen, additional outdoor kitchen with a wet bar, full sized fridge and a grill. Private hot tub on premise and passes to the Owner's...
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    Galena, Illinois
    Rental Home - 6 Bedrooms, 7 Bathrooms, Sleeps 14
    1.3 miles from Shenandoah Riding Center
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    About this property
    Wyndham Galena, located just 7 miles from downtown Galena, puts you at the heart of one of our nation’s historic treasures. This resort is a modern vacation mecca with award-winning golf, shopping and park adventure. The resort offers an indoor pool and hot tub as well as a fitness center and game...
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    Galena, Illinois
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    New Modern Home w/private hot tub, game room, & Amazing VIEWS1 / 49
    (9)Excellent
    0.6 miles from Shenandoah Riding Center
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Galena, Illinois
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    Hot Tub, Jacuzzi, Pool, Pool Table, Fireplace & Double Oven1 / 17
    (8)Very good
    1.5 miles from Shenandoah Riding Center
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    Galena, Illinois
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 12
    All the comforts of home!1 / 20
    (3)Excellent
    1.3 miles from Shenandoah Riding Center
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Galena, Illinois
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
    Amazing Outdoor Hot Tub ~ Fire Pit ~ Relax & Unwind in our 3 Season Room!1 / 44
    (43)Excellent
    3.2 miles from Shenandoah Riding Center
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    Galena, Illinois
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 12
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    Beautiful home near resort amenities, WIFI1 / 24
    (27)Excellent
    1.1 miles from Shenandoah Riding Center
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Galena, Illinois
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    OFF SEASON SPECIAL: STAY 2 NIGHTS, GET A 3RD NIGHT FREE (excludes: 12/22-1/4)1 / 20
    (47)Very good
    2.5 miles from Shenandoah Riding Center
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Galena, Illinois
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    2 Bedroom, 2 bath Settlement Home in The Galena Territory.1 / 23
    (26)Very good
    2.8 miles from Shenandoah Riding Center
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Galena, Illinois
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Beautiful Upscale 6Br/4.5Ba Vacation Home And Private Carriage House On 2.5 Acre1 / 44
    (87)Excellent
    1.9 miles from Shenandoah Riding Center
    6 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    Galena, Illinois
    Rental Home - 6 Bedrooms, 5 Bathrooms, Sleeps 14
    Comfortable, Relaxing Vacation Getaway - 5 BR/5 BA1 / 33
    (81)Excellent
    0.9 miles from Shenandoah Riding Center
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    Galena, Illinois
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 12
    Love the outdoors???1 / 20
    (4)Excellent
    1.3 miles from Shenandoah Riding Center
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Galena, Illinois
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
    Beautiful 3 level Log Home in the Galena Territory1 / 20
    (32)Excellent
    3.1 miles from Shenandoah Riding Center
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Galena, Illinois
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 12
    Wooded, Quiet and Cozy!  Screened Porch, Fireplace, Gas Grill and Fire Pit!1 / 50
    (38)Excellent
    2.6 miles from Shenandoah Riding Center
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Galena, Illinois
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    The Nautical House-Downtown Galena1 / 31
    (30)Excellent
    7.0 miles from Shenandoah Riding Center
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Galena, Illinois
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Charming Downtown Galena Apartment1 / 11
    (16)Excellent
    6.9 miles from Shenandoah Riding Center
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Galena, Illinois
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Galena's Premier Lake View Cottage (Rent As 1 Or 2 B / 2.5 B)1 / 22
    (132)Excellent
    2.2 miles from Shenandoah Riding Center
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    Galena, Illinois
    Rental Home - 2 Bedrooms, 3 Bathrooms, Sleeps 4
    The Galena Log Home, Galena IL1 / 27
    (20)Excellent
    1.3 miles from Shenandoah Riding Center
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Galena, Illinois
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 12
    OFF SEASON SPECIAL: STAY 2 NIGHTS, GET A 3RD NIGHT FREE (excludes: 12/22-1/4)1 / 27
    (105)Very good
    2.3 miles from Shenandoah Riding Center
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Galena, Illinois
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Condo with Lake View1 / 15
    (32)Excellent
    2.5 miles from Shenandoah Riding Center
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Galena, Illinois
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Golf Villa in the heart of The Galena Territory1 / 26
    (153)Excellent
    2.0 miles from Shenandoah Riding Center
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    Galena, Illinois
    Rental Home - 1 Bedroom, 2 Bathrooms, Sleeps 4
    Beautiful Golf Villa.1 / 21
    (58)Excellent
    1.5 miles from Shenandoah Riding Center
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Galena, Illinois
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Cozy End Unit ~ NOW DOG FRIENDLY~Wood Fireplace~King Size Master Bed1 / 48
    (115)Very good
    2.0 miles from Shenandoah Riding Center
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Galena, Illinois
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    5.6 miles from Shenandoah Riding Center
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Shared Outdoor Pool (Unheated)
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    Galena, Illinois
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Elle & Becks Loft Suite1 / 19
    (47)Excellent
    6.8 miles from Shenandoah Riding Center
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Galena, Illinois
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 10
    2 Bedroom, 2 bath townhouse in The Galena Territory1 / 22
    (80)Excellent
    1.6 miles from Shenandoah Riding Center
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Galena, Illinois
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Elle & Becks Second Floor Suite1 / 12
    (13)Very good
    6.9 miles from Shenandoah Riding Center
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Galena, Illinois
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    1.3 miles from Shenandoah Riding Center
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Galena, Illinois
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Rustic Home Sleeps 14! Hot Tub/Pool Table/Fireplace- 1/2 mile to Owners Club!1 / 45
    (152)Very good
    1.7 miles from Shenandoah Riding Center
    6 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    Galena, Illinois
    Rental Home - 6 Bedrooms, 7 Bathrooms, Sleeps 14
    All the comforts of home!1 / 20
    (1)Excellent
    1.3 miles from Shenandoah Riding Center
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Galena, Illinois
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Resort Core ~ Spacious 4 BD/4 BA - Pool Table -  Outdoor Hot Tub - and Firepit!!1 / 42
    (126)Excellent
    1.5 miles from Shenandoah Riding Center
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Galena, Illinois
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 10
    2 Bedroom, 2 bath townhouse in The Galena Territory.1 / 26
    (44)Excellent
    1.9 miles from Shenandoah Riding Center
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Galena, Illinois
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    50% OFF 7 OR MORE NIGHTS 30% OFF 4 OR MORE NIGHTS! Well trained pets welcome!1 / 40
    (86)Excellent
    0.9 miles from Shenandoah Riding Center
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    Galena, Illinois
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 12
    Secluded Hidden Getaway ~ 3 BD/3.5 BA ~ Pool Table - Outdoor Hot Tub1 / 50
    (153)Excellent
    2.8 miles from Shenandoah Riding Center
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Galena, Illinois
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 8
    Luxurious Galena Territory 5 Bedroom home, Hot Tub, Wi-Fi1 / 25
    (65)Excellent
    1.1 miles from Shenandoah Riding Center
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Galena, Illinois
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 10
    Awesome Resort Core Location - Great golf Course View - Sleeps 61 / 27
    (45)Very good
    1.9 miles from Shenandoah Riding Center
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Location Information
    Galena, Illinois
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Updated Galena Three Bedroom! Modern, Clean, Inviting with Views.1 / 15
    (1)Excellent
    2.3 miles from Shenandoah Riding Center
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Terrace
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    Location Information
    Galena, Illinois
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Bird Cottage * Sorriso Vineyard Galena Illinois1 / 20
    (50)Excellent
    2.4 miles from Shenandoah Riding Center
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Reviewed August 28, 2021
    Spent the weekend here for a girls trip. 5 people stayed comfortably. I even slept on the hide-a-way bed and it was comfortable enough (queen-size). Ample kitchen size, nice...
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    Location Information
    Galena, Illinois
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 6
    OFF SEASON SPECIAL: STAY 2 NIGHTS, GET A 3RD NIGHT FREE (excludes: 12/22-1/4)1 / 24
    (49)Very good
    2.4 miles from Shenandoah Riding Center
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
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    Location Information
    Galena, Illinois
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Newly remodeled, Located in Galena Territories. Small Pets OK under 25 LBS1 / 50
    (70)Excellent
    2.1 miles from Shenandoah Riding Center
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
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    • Shared Outdoor Pool (Unheated)
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    Location Information
    Galena, Illinois
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Elegant 3BR/3.5BA, 'Treehouse' View! Wifi, satellite, fire pit1 / 28
    (104)Excellent
    0.1 miles from Shenandoah Riding Center
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Location Information
    Galena, Illinois
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 8
    1.2 miles from Shenandoah Riding Center
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Location Information
    Galena, Illinois
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 8
    Perfect Relaxing Getaway1 / 26
    (35)Excellent
    2.1 miles from Shenandoah Riding Center
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
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    Galena, Illinois
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Cozy home on golf course, private hot tub, outdoor deck, air hockey1 / 28
    (25)Very good
    1.7 miles from Shenandoah Riding Center
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Location Information
    Galena, Illinois
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 12
    Beautiful 2 bedroom, 2 bath townhouse w/ access to Owner's Club pool/fitness rm1 / 49
    (73)Excellent
    2.1 miles from Shenandoah Riding Center
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Location Information
    Galena, Illinois
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Lakeside is a spacious, flowing home located on the north shores of Lake Galena1 / 43
    (46)Excellent
    3.0 miles from Shenandoah Riding Center
    5 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Balcony
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    Location Information
    Galena, Illinois
    Rental Home - 5 Bedrooms, 6 Bathrooms, Sleeps 12
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