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Holiday Rentals with Pools in Dubuque

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    Don't let other travellers get your favourite Dubuque area holiday rental. You're so close to securing your perfect getaway. Book today.
    20 Matching Rentals in the Dubuque AreaView all 30 rentals
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    The following rentals are within 25 kilometres of Dubuque.
    Stunning Home Away From Home.1 / 23
    (3)Very good
    Galena, IL
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Enjoy a Cozy, Secluded, Affordable Galena Retreat!1 / 18
    (21)Excellent
    Galena, IL
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    The Treehouse at Galena1 / 26
    (13)Excellent
    Galena, IL
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Enjoy 4 Bed/3Bath and true resort living1 / 16
    (4)Excellent
    Galena, IL
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Housekeeping Included
    • Washer
    • DVD Player
    • Hot Tub
    • Air Conditioning
    • Shared Indoor Pool
    • Wi-Fi
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 July 2016
    I would stay here again and again! The only downside was the drive but after a few trips to Galena and back, it was nothing of a drive. GPS made it easy to find. I really liked...
    Reviewed 11 August 2015
    The modern amenities and spacious accommodations made traveling away from home a wondrous event. While clean and well maintained, the house offered comfortable living...
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    About this property
    Our clean fully stocked home will offer you all the comforts of home. 1 King Bed, 2 Queen beds and 2 twin beds. All you will need to do is bring your walking shoes for a lovely stroll in the picturesque Galena Territory Resort area or downtown Galena. Where can you find home made ice cream,...
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    Galena, Illinois 61036
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Family Friendly; Pet friendly Settlement Home1 / 13
    (11)Very good
    Galena, IL
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Grill
    • Air Conditioning
    • Shared Indoor Pool
    • Parking
    • DVD Player
    • Internet Access
    • Washer
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 May 2017
    Packed some amenities just in case but found everything available just as described. Got lucky with the weather (70's) except for one day when we limited a round to nine holes...
    Reviewed 22 October 2016
    Our stay was great! Cozy little house with everything one would need for cooking in. Sheets, towels, blankets, even the dog bowls. Bbq only gets to about 300 degrees though...
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    About this property
    2 bedrooms-each with a queen size bed; 2 full baths; gas grill on the back porch facing the woods with a seasonal view of Lake Galena Hiking trails immediately accessible. Minutes away from the marina - pontoon rentals available. Close to the owners club, featuring: indoor and outdoor swimming...
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    Galena, Illinois 60440
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Galena, IL
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Satellite TV
    • Air Conditioning
    • Shared Indoor Pool
    • Wi-Fi
    • Private Garden
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful custom home on over 5 acres, located on the 5th hole of The General Golf Course. Game room with over 130 arcade games including "Golden Tee", foosball & poker tables. 6 large flat screen tv's. Large custom kitchen, screened in room and deck. Two fireplaces and beautiful views! Way too...
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    Galena, Illinois 61036
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 12
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    Country Charm,Romantic,Family-Affordable get away!1 / 15
    (11)Excellent
    Galena, IL
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Grill
    • Outdoor Dining Area
    • Washer
    • DVD Player
    • Wi-Fi
    • Satellite TV
    • Air Conditioning
    • Shared Indoor Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 March 2017
    After the destination spot was selected (Galena) the search was on for a place to stay. Girls weekend away to relax and unwind, room to roam and not feel like we trapped in a...
    Reviewed 22 October 2016
    We wanted to reconnect with college friends and couldn't have found a better place to do it. After a wonderful day in Galena, we drove to our rental and immediately felt right...
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    About this property
    Whether you're seeking total seclusion and relaxation or an active retreat, you'll find everything you desire nearby! Hiking...4 championship golf courses..Tennis.. Skiing..Fishing..Swimming..Horseback riding.. Hot air balloon rides..Antiquing..Shopping..Historic Homes and sites..childrens play...
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    Location Information
    Galena, Illinois 61036
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Walnut Hill House1 / 12
    (4)Excellent
    Galena, IL
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • Shared Indoor Pool
    • Air Conditioning
    • Porch
    • DVD Player
    • Parking
    • Washer
    • Satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 April 2017
    This house was very spacious, location to Galena great, and had everything we needed. Everything was very clean, in great shape and had a nice view. Loved the screened in porch!
    Reviewed 9 March 2017
    We were three couples that stayed at this really attractive, spacious home with an open floor plan. We'll be back in summer as it has a large party deck right on the golf...
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    About this property
    This beautifully furnished free standing 3 or 4 bedroom 3 or 4 bath home is centrally located within the Galena Resort core just across the street from the limited access Walnut Hill swimming pool. A large party deck overlooks the 15th fairway of the North golf course and you are just minutes...
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    Location Information
    Galena, Illinois 61036
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    Galena, IL
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    • Satellite TV
    • DVD Player
    • Shared Indoor Pool
    • Patio
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in the Galena Territory, the “Comfort House” offers a luxurious, peaceful, yet affordable convenient vacation rental. This distinctive 1700 sq. ft. interior has designer touches throughout and provides sleeping for eight with just the right amount of space and privacy. The master bedroom...
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    Location Information
    Galena, Illinois 61036
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    4BR Galena House w/Hot Tub & Fire Pit in Backyard!1 / 24
    (2)Excellent
    Galena, IL
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Patio
    • Air Conditioning
    • DVD Player
    • Internet Access
    • Hot Tub
    • Washer
    • Private Outdoor Pool (Heated)
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 April 2017
    Great house to stay in! All the amenities were provided and plenty of room for everyone to stay. Really enjoyed spending time in the hot tub and at the bonfire pit. Definitely...
    Reviewed 1 February 2017
    Very nice and clean. Plenty of room to spare for 7 adults and 2 kids. Only a minute away from the clubhouse with indoor basketball court, game room, fitness center and huge...
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    About this property
    Peace and tranquility await you at this picturesque Galena vacation rental house, nestled in a very private, wooded setting far from the hustle and bustle of the big city. With 4 bedrooms, 3 bathrooms, and enough room to comfortably accommodate 12 guests throughout 1,778 square feet of tastefully...
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    Location Information
    Galena, Illinois 61036
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    Inviting, Serene Golf Villa in Galena Territory1 / 24
    (4)Excellent
    Galena, IL
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Wi-Fi
    • Grill
    • Satellite TV
    • DVD Player
    • Washer
    • Parking
    • Shared Indoor Pool
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 September 2015
    We had a wonderful, relaxing time at this home, well-decorated, and comfortable villa. We used the kitchen and grill to cook a few nights, sat out on the deck a couple times...
    Reviewed 30 June 2015
    A wonderful place to stay. The Owner's Club has something for everyone. The location is perfect because it is close to Downtown Galena, which had lots of shopping and restaurants.
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    About this property
    Set in one of Northern Illinois’ most beautiful and secluded locales, the 6,800-acre Galena Territory, this townhome is located on the 10th hole of the South Course. Golf right outside your door, and when you're finished...walk home. The home has one bedroom and one attached bathroom on each floor,...
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    Location Information
    Galena, Illinois 61036
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Galena, IL
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Shared Indoor Pool
    • DVD Player
    • Hot Tub
    • Satellite TV
    • Wi-Fi
    • Washer
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a stunning luxury home that offers both luxury and style in a warm and inviting setting. The most frequent comment we get from our guests is “This is perfect! It’s even better than we imagined!” With 5 bedrooms, 3.5 baths, 2 separate living areas, a hot tub, a fire pit, and a large back...
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    Location Information
    Galena, Illinois 61036
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    Galena, IL
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Satellite TV
    • Washer
    • Shared Indoor Pool
    • Air Conditioning
    • Balcony
    • DVD Player
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This Townhouse is located on a quiet cul de sac overlooking the magnificent rolling landscape of The Galena Territory adjacent to Eagle Ridge Resort and the East Golf Course. There is a bedroom and bath on each level, along with two separate living areas which offers both privacy and room for group...
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    Location Information
    Galena, Illinois 61036
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    SECLUDED- 450' DRIVEWAY- 3 bd-3 1/2 BATH- PERFECT GETAWAY FOR FAMILY & FRIENDS1 / 11
    (6)Excellent
    Galena, IL
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Washer
    • Air Conditioning
    • Internet Access
    • DVD Player
    • Satellite TV
    • Hot Tub
    • Grill
    • Porch
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 May 2016
    I believe this was our 4th stay at the Lake House and we love it there every time. It is starting to feel like a second home! The house is beautiful and comfortable and it is in...
    Reviewed 2 May 2014
    I was tempted not to write a review to keep this gem to ourselves, but that would not be fair. We booked this house for our mini moon. It is perfect. Love relaxing in the hot...
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    About this property
    THE LAKE HOUSE - ROBERT JOHNSON RENTALS LLC.<BR><BR>NESTLED in the WOODS ABOVE LAKE GALENA in THE GALENA TERRITORY, EAGLE RIDGE, a VERY private 450' TIMBERED LINED DRIVEWAY leads to the SHELTERED SECLUSION of THE LAKE HOUSE. Accommodates up to 8 guests, 2 LEVELS with 3 BEAUTIFUL BEDROOM SUITES...
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    Location Information
    Galena, Illinois 61036
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    4 BDRM- 4 1/2 BATH- 3 LEVELS- SPACIOUS & COMFORTABLE RETREAT FOR FAMILY- FRIENDS1 / 8
    (7)Excellent
    Galena, IL
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Satellite TV
    • Hot Tub
    • Grill
    • Air Conditioning
    • Patio
    • Shared Indoor Pool
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 January 2016
    We rented this house for a getaway with friends and our small children and it was absolutely perfect. There was plenty of room, lots for the kids to do, and the house was...
    Reviewed 22 August 2015
    Longwood Hideaway is the perfect home in the Galena Territory. We had plenty of space forthe family. This home has places to gather and places for privacy. The location is...
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    About this property
    THE LONGWOOD HIDEAWAY - ROBERT JOHNSON RENTALS LLC.<BR> <BR>THE LONGWOOD HIDEAWAY is a beautiful getaway with a spacious and comfortable open plan 3 LEVEL CAPE COD HOME built on a beautiful wooded property in THE RESORT CORE of THE GALENA TERRITORY, EAGLE RIDGE. Accommodates up to 10 GUESTS,...
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    Location Information
    Galena, Illinois 61036
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    BEAUTIFUL LOG HOUSE- 3 BDRMS- 3 1/2 BATH- POOL TABLE- OUTDOOR HOT TUB1 / 6
    (8)Excellent
    Galena, IL
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Shared Indoor Pool
    • Patio
    • Air Conditioning
    • Washer
    • Wi-Fi
    • Hot Tub
    • DVD Player
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 December 2016
    We were so appreciative of this cozy refuge during the -3° temperatures. Beautiful views embedded in a quiet ravine.The fire and pool table were hits with our four year old...
    Reviewed 23 April 2015
    Very Clean and the owners are great! Gift basket on arrival. The best of all they made it easy to arrive at our time. Not tied down to certain hours. Wonderful. Thanks for...
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    About this property
    WELCOME TO THE LOG HOUSE - ROBERT JOHNSON RENTALS LLC<BR><BR>ENJOY your GALENA GETAWAY in a GENUINE LOG CABIN built with 10" white pine logs, a 225' private wooded driveway on a beautiful timbered lot near THE OWNERS CLUB. The LOG HOUSE is breathtaking with custom nature paintings throughout...
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    Location Information
    Galena, Illinois 61036
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    Fall Rates /Stay 7 nights for the price of 5 /Wifi1 / 10
    (8)Excellent
    Galena, IL
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Washer
    • Balcony
    • Patio
    • Satellite TV
    • Wi-Fi
    • Shared Indoor Pool
    • Air Conditioning
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 October 2016
    We stayed for the first time in this home to celebrate a special birthday. Everyone loved the home which is beautifully decorated and maintained. The fall colors and golf course...
    Reviewed 23 June 2015
    We just finished our 5th or 6th year staying at this wonderful house. We all went to college together as sorority sisters and this is a central place to gather together and...
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    About this property
    The home has been all updated. There are three level to the home. The lower level has Laundry facilities, Full bath, Family room area with sliding doors to outside deck, also a Bedroom with two full size beds. The first level has a great room with a stonewall fireplace, full kitchen, harvest...
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    Location Information
    Galena, Illinois 61036
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Galena, IL
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Satellite TV
    • Air Conditioning
    • Private Garden
    • Wi-Fi
    • Secure Parking
    • Shared Indoor Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Serenity Cabins. Whether your stay here is for a vacation, anniversary, family get together, romantic get away, or spiritual retreat, you'll find your stay to be welcoming, relaxing, memorable, full of charm and you'll love the luxurious modern amenities while feeling the rustic...
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    Location Information
    Galena, Illinois 61036
    Cabin Holiday Rental - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    A Charming Galena Vacation Home Rental-4BR to 6BR1 / 28
    (6)Excellent
    Galena, IL
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Patio
    • Hot Tub
    • Shared Indoor Pool
    • DVD Player
    • Washer
    • Air Conditioning
    • Satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    This house was amazing! From all the space, and amenities, it's just what my group hoped for. Fred the owner was great to work with, and had a sincere interest in making our...
    Reviewed 24 April 2017
    Excellent property. Plenty of room for our party of 12. Highly recommend this home, will definately use again in the future.
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    About this property
    PLEASE NOTE: FOR THE FASTEST RESPONSE, SELECT THE "CALL OWNER" OR "CALL MANAGER" LINK THAT IS NEXT TO THE PHONE ICON TO THE RIGHT, AND DIAL THE NUMBER DISPLAYED TO TALK DIRECTLY WITH OR LEAVE A MESSAGE FOR THE OWNER. ALL RESERVATIONS ARE ARRANGED DIRECTLY WITH THE OWNER, AS WE DO NOT USE RENTAL...
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    Location Information
    Galena, Illinois 61036
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    Galena, IL
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Parking
    • Internet Access
    • Air Conditioning
    • Shared Indoor Pool
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Location Information
    Galena, Illinois 61036
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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