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Vacation Rentals near Galena Trolley Tours

314 S Main St, Galena, Illinois 61036-2229
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    Travelers to Galena are booking October dates now. Secure your vacation rental today, and have the perfect trip.
    All 401 Rentals in Galena
    Galena Territory / Family and Friend Get Aways / Wifi1 / 10
    (8)Excellent
    4.6 miles from Galena Trolley Tours
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Genuine Log Home ~ Perfect Getaway ~ Pool Table ~ Outdoor Hot Tub ~ Fire Pit1 / 30
    (18)Excellent
    5.9 miles from Galena Trolley Tours
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Near ThunderBay Falls! Hot Tub, Fire Pit - Great House for Family & Friends1 / 30
    (47)Excellent
    4.1 miles from Galena Trolley Tours
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    Beautiful home near resort amenities, WIFI1 / 30
    (29)Excellent
    6.2 miles from Galena Trolley Tours
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Patio
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    • DVD Player
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    Galena, Illinois
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Beautiful Upscale 6Br/4.5Ba Vacation Home And Private Carriage House On 2.5 Acre1 / 30
    (99)Excellent
    5.1 miles from Galena Trolley Tours
    6 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    Galena, Illinois
    Rental Home - 6 Bedrooms, 5 Bathrooms, Sleeps 14
    A Galena Territory townhome near amenities1 / 22
    (8)Excellent
    5.1 miles from Galena Trolley Tours
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Galena, Illinois
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Movie & Game Rm, AWESOME Location Near Resort and Owners' Club! Easy Stargazing!1 / 30
    (17)Excellent
    5.1 miles from Galena Trolley Tours
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Galena, Illinois
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    Country & Golf Course View; 3600+ Sq Ft to Enjoy!1 / 30
    4.4 miles from Galena Trolley Tours
    4 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    Galena, Illinois
    Rental Home - 4 Bedrooms, 6 Bathrooms, Sleeps 10
    Gorgeous 3 Bedroom 3 Bathroom Getaway on Lake Galena1 / 23
    (5)Excellent
    5.1 miles from Galena Trolley Tours
    3 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Waterfront
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    Galena, Illinois
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 12
    Love the outdoors???1 / 19
    (4)Excellent
    6.1 miles from Galena Trolley Tours
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Galena, Illinois
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Snug Wooded Spot w/Outdoor Hot Tub, Game Room, Fire Pit & NOW Pet Friendly!1 / 30
    (50)Excellent
    4.3 miles from Galena Trolley Tours
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
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    Galena, Illinois
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    The Nautical House-Downtown Galena1 / 30
    (44)Excellent
    0.1 miles from Galena Trolley Tours
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Galena, Illinois
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Tranquil Retreat: Cozy 1BR Suite * Wyndham Galena1 / 22
    6.1 miles from Galena Trolley Tours
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Galena, Illinois
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Updated Beautiful Golf Villa!1 / 21
    5.4 miles from Galena Trolley Tours
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Galena, Illinois
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    ��4BR/4BA Private Wooded Getaway! Dog-Friendly Home w/ Hot Tub, Pool Table! �1 / 30
    (17)Excellent
    5.7 miles from Galena Trolley Tours
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Galena, Illinois
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    Private 3BR/2BA Territory Home Nestled in the Trees1 / 30
    (9)Excellent
    5.3 miles from Galena Trolley Tours
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Galena, Illinois
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Elle & Beck's Loft Suite1 / 16
    (51)Excellent
    0.1 miles from Galena Trolley Tours
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Galena, Illinois
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 10
    The Mansion on Park Avenue - Short walk to downtown Galena1 / 22
    0.2 miles from Galena Trolley Tours
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    About this property
    This special place is close to everything, making it easy to plan your visit. 1846 mansion with 12’ ceilings and original woodwork yet updated with modern conveniences. Walking distance to Main Street Galena and all of its wonderful shops and restaurants, to kayak and bike rentals and for...
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    Galena, Illinois
    Rental Home - 6 Bedrooms, 6 Bathrooms, Sleeps 12
    6 En Suite Bedrooms! Hot Tub! Fire Pit! Whiskey Room! Pool Table! Karaoke!1 / 30
    (160)Very good
    5.3 miles from Galena Trolley Tours
    6 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    Galena, Illinois
    Rental Home - 6 Bedrooms, 7 Bathrooms, Sleeps 14
    2BD 2BA + Loft -- Galena Territory Townhouse with Fantastic Golf Course Views!1 / 16
    (10)Excellent
    4.9 miles from Galena Trolley Tours
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Galena, Illinois
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Perfect Getaway! GREAT Games, Near Owners' Club, 15 Min. to Downtown Activities!1 / 30
    (6)Very good
    5.0 miles from Galena Trolley Tours
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Terrace
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    Galena, Illinois
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    GORGEOUS LARGE HOME WITH HOT TUB! 4th NIGHT FREE!1 / 30
    (94)Excellent
    6.0 miles from Galena Trolley Tours
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    Galena, Illinois
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 12
    Galena Vacation Rental w/ Grill & Pool Access1 / 30
    6.4 miles from Galena Trolley Tours
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Galena, Illinois
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Luxurious Galena Territory 5 Bedroom home, Hot Tub, Wi-Fi1 / 25
    (71)Excellent
    6.8 miles from Galena Trolley Tours
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Galena, Illinois
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 10
    King Size Bed~Dog Friendly~Access 2 Pools, Fitness Center, Lake Galena Marina1 / 30
    (18)Excellent
    5.4 miles from Galena Trolley Tours
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    Galena, Illinois
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
    �✨ Modern Retreat with Sauna �� Dog-Friendly ��Near Galena & Wedding Venues1 / 30
    (12)Excellent
    5.3 miles from Galena Trolley Tours
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Skiing: Property Is In A Ski Resort
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    Galena, Illinois
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Minutes to Galena. Bird Cottage * Sorriso Vineyard Galena Illinois1 / 30
    (64)Excellent
    8.8 miles from Galena Trolley Tours
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    HIGHY recommend! Cute cottage, ample space. Couldn't ask for more!
    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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    Galena, Illinois
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 6
    2 Bedroom Apartment Downtown FGalena1 / 11
    0.2 miles 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
    2 BR 2 BA condo in The Galena Territory. Swim, boat, hike and more!1 / 30
    5.1 miles from Galena Trolley Tours
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Galena, Illinois
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    3 Bedroom, 3 bath townhouse in The Galena Territory1 / 30
    (16)Excellent
    5.2 miles from Galena Trolley Tours
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Galena, Illinois
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Private 3BR/2BA near golf, historic Galena, skiing, lake, hiking, owner's club1 / 30
    4.3 miles from Galena Trolley Tours
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Galena, Illinois
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Two Bedroom + LOFT, Cozy Golf View Villa, Fast WiFi1 / 18
    (38)Very good
    4.8 miles from Galena Trolley Tours
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Galena, Illinois
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Convenient & Spacious Downtown - Private Parking Included1 / 19
    (111)Excellent
    0.1 miles from Galena Trolley Tours
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Galena, Illinois
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    Three Kings and A Little Bling, Elegant Townhome in Prime Galena Territory1 / 30
    4.8 miles from Galena Trolley Tours
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Galena, Illinois
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Breathtaking in all directions!1 / 19
    6.1 miles from Galena Trolley Tours
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    Galena, Illinois
    Condo/Apartment - 1 Bathroom, Sleeps 2
    On The Golf Course, Outdoor Kitchen, Hot Tub and So Much More!1 / 30
    (96)Excellent
    5.2 miles from Galena Trolley Tours
    6 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    Galena, Illinois
    Rental Home - 6 Bedrooms, 7 Bathrooms, Sleeps 14
    Driftless Get Away1 / 13
    0.2 miles from Galena Trolley Tours
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Galena, Illinois
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 5
    Galena, IL: Studio w/Fireplace, Jetted Tub, Resort Pool & Outdoor Activities1 / 28
    (11)Very good
    6.1 miles from Galena Trolley Tours
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Galena, Illinois
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
    Cozy 3 bedroom Galena Territory home w Amenities1 / 30
    6.8 miles from Galena Trolley Tours
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Galena, Illinois
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Galena Luxury Penthouse Downtown Parking New1 / 18
    0.1 miles from Galena Trolley Tours
    2 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Galena, Illinois
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 8
    Tranquil Retreat: Cozy Studio * Wyndham Galena1 / 20
    6.1 miles from Galena Trolley Tours
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    Galena, Illinois
    Condo/Apartment - 1 Bathroom, Sleeps 2
    Charming 3BR/3BA with Hot Tub, Fireplace & Pool Table1 / 30
    (212)Excellent
    7.9 miles from Galena Trolley Tours
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Washer
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    Galena, Illinois
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    ^^Dog Friendly^^ 4 King En Suites ~ Hot Tub ~ Pool Table ~ Fireplace ~ WiFi^^1 / 30
    (49)Excellent
    5.4 miles from Galena Trolley Tours
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    Location Information
    Galena, Illinois
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 12
    Lux True Log Lakehouse - 100% Privacy, Walk to Lake, Jacuzzi, Fireplace- Enjoy!1 / 30
    (16)Excellent
    5.1 miles from Galena Trolley Tours
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Galena, Illinois
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    2-story End Unit Townhome with Golf Course Views1 / 22
    (86)Very good
    4.8 miles from Galena Trolley Tours
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Galena, Illinois
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Beautiful Apple River Canyon State Park!1 / 19
    (10)Very good
    6.1 miles from Galena Trolley Tours
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    Location Information
    Galena, Illinois
    Condo/Apartment - 1 Bathroom, Sleeps 2
    The Mansion on Park Avenue - walk to downtown Galena1 / 30
    0.3 miles from Galena Trolley Tours
    5 Bedrooms, 1 Bathroom, Sleeps 10 Quick View
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    Galena, Illinois
    Rental Home - 5 Bedrooms, 1 Bathroom, Sleeps 10
    LUXURY VACATION GETAWAY1 / 15
    (40)Excellent
    7.1 miles from Galena Trolley Tours
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Patio
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    Galena, Illinois
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 12
    Wyndham Galena Resort |2BR/2BA King Bed Balc Suite1 / 23
    6.1 miles from Galena Trolley Tours
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Location Information
    Galena, Illinois
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Paula's Folly: quiet upscale home with fantastic views of the Galena Territory.1 / 30
    5.4 miles from Galena Trolley Tours
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Terrace
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    Location Information
    Galena, Illinois
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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