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Holiday Rentals near Galena Trolley Tours

314 S Main St, Galena, Illinois 61036-2229
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    Travellers to Galena are booking July dates now. Secure your holiday rental today, and have the perfect trip.
    All 217 Rentals in Galena
    Comfort House1 / 15
    (5)Excellent
    7.7 kilometres from Galena Trolley Tours
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Galena Territory / Family and Friend Get Aways / Wifi1 / 10
    (8)Excellent
    7.5 kilometres from Galena Trolley Tours
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    0.3 kilometres from Galena Trolley Tours
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    0.2 kilometres from Galena Trolley Tours
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Balcony
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    About this property
    This gorgeous home is located in the heart of beautiful Galena, and within walking distance to downtown shops, restaurants, bike path and boat launch. This is a great location, for you won't have to use your car, with everything being so close by. Our front porch looks out over the Galena River and...
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    Galena, Illinois
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
    New Modern Home w/private hot tub, game room, & Amazing VIEWS1 / 49
    (9)Excellent
    11.4 kilometres from Galena Trolley Tours
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Galena, Illinois
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    Hot Tub, Jacuzzi, Pool, Pool Table, Fireplace & Double Oven1 / 17
    (8)Very good
    8.8 kilometres from Galena Trolley Tours
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    Galena, Illinois
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 12
    All the comforts of home!1 / 20
    (3)Excellent
    9.9 kilometres from Galena Trolley Tours
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Galena, Illinois
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Amazing Outdoor Hot Tub ~ Fire Pit ~ Relax & Unwind in our 3 Season Room!1 / 48
    (45)Excellent
    6.7 kilometres from Galena Trolley Tours
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    Galena, Illinois
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 12
    OFF SEASON SPECIAL: STAY 2 NIGHTS, GET A 3RD NIGHT FREE (excludes: 12/22-1/4)1 / 20
    (47)Very good
    7.2 kilometres from Galena Trolley Tours
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Galena, Illinois
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    2 Bedroom, 2 bath Settlement Home in The Galena Territory.1 / 23
    (28)Excellent
    6.6 kilometres from Galena Trolley Tours
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Galena, Illinois
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Beautiful home near resort amenities, WIFI1 / 24
    (28)Excellent
    10.0 kilometres from Galena Trolley Tours
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Patio
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    Galena, Illinois
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Beautiful Upscale 6Br/4.5Ba Vacation Home And Private Carriage House On 2.5 Acre1 / 44
    (87)Excellent
    8.2 kilometres from Galena Trolley Tours
    6 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    Galena, Illinois
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 14
    Comfortable, Relaxing Vacation Getaway - 5 BR/5 BA1 / 33
    (81)Excellent
    9.8 kilometres from Galena Trolley Tours
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    Galena, Illinois
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 12
    Love the outdoors???1 / 20
    (4)Excellent
    9.9 kilometres from Galena Trolley Tours
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Galena, Illinois
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    Beautiful 3 level Log Home in the Galena Territory1 / 20
    (32)Excellent
    6.5 kilometres from Galena Trolley Tours
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Galena, Illinois
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
    0.3 kilometres from Galena Trolley Tours
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    About this property
       Located on Main Street in the heart of Galena's Historic District! Clean, quiet and newly remodeled, this spacious apartment has all you need for a relaxing stay!  Walk to shops and restaurants.  Private parking included. Offers a Queen and Full size bed. Perfect for couples or small...
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    Galena, Illinois
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Wooded, Quiet and Cozy!  Screened Porch, Fireplace, Gas Grill and Fire Pit!1 / 50
    (41)Excellent
    7.0 kilometres from Galena Trolley Tours
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Galena, Illinois
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    The Nautical House-Downtown Galena1 / 31
    (31)Excellent
    0.0 kilometres from Galena Trolley Tours
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Galena, Illinois
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Charming Downtown Galena Apartment1 / 11
    (17)Excellent
    0.3 kilometres from Galena Trolley Tours
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Galena, Illinois
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Galena's Premier Lake View Cottage (Rent As 1 Or 2 B / 2.5 B)1 / 22
    (141)Excellent
    8.5 kilometres from Galena Trolley Tours
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    Galena, Illinois
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    The Galena Log Home, Galena IL1 / 27
    (20)Excellent
    9.2 kilometres from Galena Trolley Tours
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • DVD Player
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    • Terrace
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    Galena, Illinois
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
    OFF SEASON SPECIAL: STAY 2 NIGHTS, GET A 3RD NIGHT FREE (excludes: 12/22-1/4)1 / 27
    (109)Very good
    7.6 kilometres from Galena Trolley Tours
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Galena, Illinois
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Condo with Lake View1 / 15
    (33)Excellent
    7.3 kilometres from Galena Trolley Tours
    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
    (159)Excellent
    8.6 kilometres from Galena Trolley Tours
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    Galena, Illinois
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
    Beautiful Golf Villa.1 / 21
    (66)Excellent
    8.7 kilometres from Galena Trolley Tours
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Galena, Illinois
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Cozy End Unit ~ NOW DOG FRIENDLY~Wood Fireplace~King Size Master Bed1 / 48
    (119)Very good
    8.2 kilometres from Galena Trolley Tours
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Galena, Illinois
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    2.7 kilometres from Galena Trolley Tours
    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
    0.3 kilometres from Galena Trolley Tours
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    About this property
    This is a beautiful 3rd floor apartment with 1 bedroom located in historic downtown Galena, over looking Main Street.  Full kitchen, luxurious living space, everything you need for a weekend gateway or a long extended stay. Walking distance to shops, restaurants and bars.  Feels like Penthouse...
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    Galena, Illinois
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Elle & Becks Loft Suite1 / 16
    (47)Excellent
    0.3 kilometres from Galena Trolley Tours
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Galena, Illinois
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
    2 Bedroom, 2 bath townhouse in The Galena Territory1 / 22
    (85)Excellent
    8.5 kilometres from Galena Trolley Tours
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Galena, Illinois
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Elle & Becks Second Floor Suite1 / 12
    (15)Very good
    0.0 kilometres from Galena Trolley Tours
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Galena, Illinois
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    9.9 kilometres from Galena Trolley Tours
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Central Heating
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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
    (153)Very good
    8.5 kilometres from Galena Trolley Tours
    6 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    Galena, Illinois
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 14
    All the comforts of home!1 / 20
    (1)Excellent
    9.9 kilometres from Galena Trolley Tours
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Galena, Illinois
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Resort Core ~ Spacious 4 BD/4 BA - Pool Table -  Outdoor Hot Tub - and Firepit!!1 / 42
    (131)Excellent
    8.8 kilometres from Galena Trolley Tours
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Galena, Illinois
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
    2 Bedroom, 2 bath townhouse in The Galena Territory.1 / 26
    (52)Excellent
    8.5 kilometres from Galena Trolley Tours
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Galena, Illinois
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    50% OFF 7 OR MORE NIGHTS 30% OFF 4 OR MORE NIGHTS! Well trained pets welcome!1 / 40
    (89)Excellent
    9.7 kilometres from Galena Trolley Tours
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    Galena, Illinois
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 12
    Secluded Hidden Getaway ~ 3 BD/3.5 BA ~ Pool Table - Outdoor Hot Tub1 / 50
    (155)Excellent
    7.6 kilometres from Galena Trolley Tours
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Galena, Illinois
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
    Luxurious Galena Territory 5 Bedroom home, Hot Tub, Wi-Fi1 / 25
    (65)Excellent
    11.0 kilometres from Galena Trolley Tours
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Galena, Illinois
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
    Awesome Resort Core Location - Great golf Course View - Sleeps 61 / 27
    (45)Very good
    8.0 kilometres from Galena Trolley Tours
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Location Information
    Galena, Illinois
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Updated Galena Three Bedroom! Modern, Clean, Inviting with Views.1 / 15
    (1)Excellent
    7.6 kilometres from Galena Trolley Tours
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Terrace
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    Location Information
    Galena, Illinois
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Bird Cottage * Sorriso Vineyard Galena Illinois1 / 20
    (54)Excellent
    13.8 kilometres from Galena Trolley Tours
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Reviewed 29 August 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
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
    OFF SEASON SPECIAL: STAY 2 NIGHTS, GET A 3RD NIGHT FREE (excludes: 12/22-1/4)1 / 24
    (51)Very good
    7.7 kilometres from Galena Trolley Tours
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Location Information
    Galena, Illinois
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Newly remodeled, Located in Galena Territories. Small Pets OK under 25 LBS1 / 50
    (73)Excellent
    8.3 kilometres from Galena Trolley Tours
    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
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Elegant 3BR/3.5BA, 'Treehouse' View! Wifi, satellite, fire pit1 / 28
    (104)Excellent
    10.9 kilometres from Galena Trolley Tours
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Galena, Illinois
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
    Enjoy the wooded privacy of  ~FOXTROT RETREAT~ Stylish updated interior1 / 44
    (43)Excellent
    12.2 kilometres from Galena Trolley Tours
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Location Information
    Galena, Illinois
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
    Perfect Relaxing Getaway1 / 36
    (35)Excellent
    8.4 kilometres from Galena Trolley Tours
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
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    Location Information
    Galena, Illinois
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Cozy home on golf course, private hot tub, outdoor deck, air hockey1 / 28
    (25)Very good
    9.0 kilometres from Galena Trolley Tours
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Location Information
    Galena, Illinois
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
    Beautiful 2 bedroom, 2 bath townhouse w/ access to Owner's Club pool/fitness rm1 / 49
    (74)Excellent
    7.7 kilometres from Galena Trolley Tours
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Location Information
    Galena, Illinois
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Lakeside is a spacious, flowing home located on the north shores of Lake Galena1 / 43
    (46)Excellent
    6.9 kilometres from Galena Trolley Tours
    5 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Balcony
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    Location Information
    Galena, Illinois
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 12
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