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Vacation Rentals near Shenandoah Riding Center

Galena, Illinois 61036-8726
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    Travelers to Galena are booking May dates now. Secure your vacation rental today, and have the perfect trip.
    All 393 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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    Serenity Cabins - Rustic, modern cabin w/fireplace, pool table & wifi1 / 20
    (4)Excellent
    1.1 miles from Shenandoah Riding Center
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    1.3 miles from Shenandoah Riding Center
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Genuine Log Home ~ Perfect Getaway ~ Pool Table ~ Outdoor Hot Tub ~ Fire Pit1 / 30
    (18)Excellent
    2.0 miles from Shenandoah Riding Center
    3 Bedrooms, 4 Bathrooms, Sleeps 3 Quick View
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    Galena, Illinois
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 3
    Near ThunderBay Falls! Hot Tub, Fire Pit - Great House for Family & Friends1 / 30
    (7)Excellent
    3.2 miles from Shenandoah Riding Center
    5 Bedrooms, 5 Bathrooms, Sleeps 5 Quick View
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    Galena, Illinois
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 5
    Beautiful home near resort amenities, WIFI1 / 30
    (4)Very good
    1.1 miles from Shenandoah Riding Center
    3 Bedrooms, 3 Bathrooms, Sleeps 3 Quick View
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    Galena, Illinois
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 3
    Beautiful Upscale 6Br/4.5Ba Vacation Home And Private Carriage House On 2.5 Acre1 / 30
    (99)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
    A Galena Territory townhome near amenities1 / 22
    (8)Excellent
    1.9 miles from Shenandoah Riding Center
    2 Bedrooms, 2 Bathrooms, Sleeps 2 Quick View
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    Galena, Illinois
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 2
    Movie & Game Rm, AWESOME Location Near Resort and Owners' Club! Easy Stargazing!1 / 30
    (5)Excellent
    2.2 miles from Shenandoah Riding Center
    4 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    Galena, Illinois
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 4
    2.5 miles from Shenandoah Riding Center
    4 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    Galena, Illinois
    Rental Home - 4 Bedrooms, 6 Bathrooms, Sleeps 10
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    Love the outdoors???1 / 19
    (4)Excellent
    1.3 miles from Shenandoah Riding Center
    1 Bedroom, 1 Bathroom, Sleeps 1 Quick View
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    Galena, Illinois
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 1
    Gorgeous 3 Bedroom 3 Bathroom Getaway on Lake Galena1 / 19
    (5)Excellent
    2.2 miles from Shenandoah Riding Center
    3 Bedrooms, 3 Bathrooms, Sleeps 3 Quick View
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    Galena, Illinois
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 3
    2.6 miles from Shenandoah Riding Center
    4 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    Galena, Illinois
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 4
    The Nautical House-Downtown Galena1 / 30
    (17)Excellent
    7.0 miles from Shenandoah Riding Center
    2 Bedrooms, 2 Bathrooms, Sleeps 2 Quick View
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    Galena, Illinois
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 2
    1.3 miles from Shenandoah Riding Center
    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
    (23)Excellent
    1.5 miles from Shenandoah Riding Center
    2 Bedrooms, 2 Bathrooms, Sleeps 2 Quick View
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    Galena, Illinois
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 2
    ��4BR/4BA Private Wooded Getaway! Dog-Friendly Home w/ Hot Tub, Pool Table! �1 / 30
    (11)Very good
    1.3 miles from Shenandoah Riding Center
    4 Bedrooms, 4 Bathrooms, Sleeps 4 Quick View
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    Galena, Illinois
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 4
    5.6 miles from Shenandoah Riding Center
    3 Bedrooms, 2 Bathrooms, Sleeps 3 Quick View
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    Galena, Illinois
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 3
    Private 3BR/2BA Territory Home Nestled in the Trees1 / 30
    (9)Excellent
    1.5 miles from Shenandoah Riding Center
    3 Bedrooms, 2 Bathrooms, Sleeps 3 Quick View
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    Galena, Illinois
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 3
    Elle & Beck's Loft Suite1 / 23
    (6)Excellent
    7.0 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
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    1.7 miles from Shenandoah Riding Center
    6 Bedrooms, 7 Bathrooms, Sleeps 6 Quick View
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    Galena, Illinois
    Rental Home - 6 Bedrooms, 7 Bathrooms, Sleeps 6
    2BD 2BA + Loft -- Galena Territory Townhouse with Fantastic Golf Course Views!1 / 17
    (10)Excellent
    2.0 miles from Shenandoah Riding Center
    2 Bedrooms, 2 Bathrooms, Sleeps 2 Quick View
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    Galena, Illinois
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 2
    Perfect Getaway! GREAT Games, Near Owners' Club, 15 Min. to Downtown Activities!1 / 30
    (6)Very good
    2.3 miles from Shenandoah Riding Center
    3 Bedrooms, 3 Bathrooms, Sleeps 3 Quick View
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    Galena, Illinois
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 3
    0.9 miles from Shenandoah Riding Center
    5 Bedrooms, 5 Bathrooms, Sleeps 5 Quick View
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    Galena, Illinois
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 5
    Luxurious Galena Territory 5 Bedroom home, Hot Tub, Wi-Fi1 / 25
    (71)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
    0.8 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
    2.1 miles from Shenandoah Riding Center
    1 Bedroom, 2 Bathrooms, Sleeps 1 Quick View
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    Galena, Illinois
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 1
    2.1 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
    Minutes to Galena.  Bird Cottage * Sorriso Vineyard Galena Illinois1 / 30
    (17)Excellent
    2.4 miles from Shenandoah Riding Center
    2 Bedrooms, 1 Bathroom, Sleeps 2 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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    Galena, Illinois
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 2
    �✨ Modern Retreat with Sauna �� Dog-Friendly ��Near Galena & Wedding Venues1 / 30
    (12)Excellent
    1.6 miles from Shenandoah Riding Center
    3 Bedrooms, 3 Bathrooms, Sleeps 3 Quick View
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    Galena, Illinois
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 3
    6.9 miles from Shenandoah Riding Center
    2 Bedrooms, 1 Bathroom, Sleeps 2 Quick View
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    Galena, Illinois
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 2
    2.2 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
    3 Bedroom, 3 bath townhouse in The Galena Territory1 / 30
    (8)Excellent
    2.0 miles from Shenandoah Riding Center
    3 Bedrooms, 3 Bathrooms, Sleeps 3 Quick View
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    Galena, Illinois
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 3
    2.7 miles from Shenandoah Riding Center
    3 Bedrooms, 2 Bathrooms, Sleeps 3 Quick View
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    Galena, Illinois
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 3
    2.3 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
    Two Bedroom + LOFT, Cozy Golf View Villa, Fast WiFi1 / 16
    (8)Excellent
    2.1 miles from Shenandoah Riding Center
    2 Bedrooms, 2 Bathrooms, Sleeps 2 Quick View
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    Galena, Illinois
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 2
    7.0 miles from Shenandoah Riding Center
    4 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    Galena, Illinois
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 4
    2.4 miles from Shenandoah Riding Center
    3 Bedrooms, 3 Bathrooms, Sleeps 3 Quick View
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    Galena, Illinois
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 3
    1.3 miles from Shenandoah Riding Center
    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
    (16)Excellent
    1.8 miles from Shenandoah Riding Center
    6 Bedrooms, 7 Bathrooms, Sleeps 6 Quick View
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    Galena, Illinois
    Rental Home - 6 Bedrooms, 7 Bathrooms, Sleeps 6
    6.8 miles from Shenandoah Riding Center
    2 Bedrooms, 1 Bathroom, Sleeps 2 Quick View
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    Galena, Illinois
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 2
    Galena, IL: Studio w/Fireplace, Jetted Tub, Resort Pool & Outdoor Activities1 / 28
    (11)Very good
    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
    1.0 miles from Shenandoah Riding Center
    3 Bedrooms, 3 Bathrooms, Sleeps 3 Quick View
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    Galena, Illinois
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 3
    6.9 miles from Shenandoah Riding Center
    2 Bedrooms, 3 Bathrooms, Sleeps 2 Quick View
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    Galena, Illinois
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 2
    1.3 miles from Shenandoah Riding Center
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    Galena, Illinois
    Condo/Apartment - 1 Bathroom, Sleeps 2
    1.3 miles from Shenandoah Riding Center
    3 Bedrooms, 3 Bathrooms, Sleeps 3 Quick View
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    Location Information
    Galena, Illinois
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 3
    2.6 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
    ^^Dog Friendly^^ 4 King En Suites ~ Hot Tub ~ Pool Table ~ Fireplace ~ WiFi^^1 / 30
    (5)Excellent
    1.9 miles from Shenandoah Riding Center
    5 Bedrooms, 5 Bathrooms, Sleeps 5 Quick View
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    Galena, Illinois
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 5
    2-story End Unit Townhome with Golf Course Views1 / 22
    (20)Excellent
    2.1 miles from Shenandoah Riding Center
    2 Bedrooms, 2 Bathrooms, Sleeps 2 Quick View
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    Galena, Illinois
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 2
    Beautiful Apple River Canyon State Park!1 / 19
    (10)Very good
    1.3 miles from Shenandoah Riding Center
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Air Conditioning
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    • Terrace
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    Location Information
    Galena, Illinois
    Condo/Apartment - 1 Bathroom, Sleeps 2
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