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Holiday Rentals with Pools in Galena

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    Travellers to Galena are booking October dates now. Secure your holiday rental today, and have the perfect trip.
    17 Matching Rentals in GalenaView all 25 rentals
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    Galena Tree House - Resort Townhouse1 / 14
    (2)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Comfort House1 / 15
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Satellite TV
    • DVD Player
    • Shared Indoor Pool
    • Patio
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    We moved into the house and found that it has everything. We brought items from home in Arizona to be sure we had all the things we needed for a weeks stay. There were glasses...
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    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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    Enjoy 4 Bed/3Bath and true resort living1 / 16
    (8)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Housekeeping Included
    • Washer
    • DVD Player
    • Hot Tub
    • Air Conditioning
    • Shared Indoor Pool
    • Wi-Fi
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    Wow, we had such a great girls weekend get away to Galena! Iris was great to work with and answered any and all questions I had. The deck has an amazing view of the sunset and...
    Reviewed 4 weeks ago
    We had a perfect location for a girl's getaway for a 45 year reunion of five college roommates! The house really provided what we needed for a relaxing and fun time: a...
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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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    Location Information
    Galena, Illinois 61036
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Stunning Home Away From Home.1 / 23
    (4)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Satellite TV
    • Air Conditioning
    • DVD Player
    • Shared Indoor Pool
    • Grill
    • Housekeeping Included
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 October 2016
    Our family spent 4 days in earlier Sept 2016 at this home. It was well equipped, very clean, and comfortable. Lot of extras. Check in was 4 pm and check out was 10 am so...
    Reviewed 20 December 2015
    We had a terrific time during our stay! The house had a warm and welcoming appearance on the outside and inside. They thought of everything to make the stay enjoyable and...
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    About this property
    This home has a relaxing atmosphere, surrounded by woods and wildlife. Though, still easily accessible in the Galena Territory. You'll be sure to have a relaxing and wonderful time, in it's superbly decorated interior. Featuring mission and wine country styles all it's own. The rolling hills of the...
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    Location Information
    Galena, Illinois 60126
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    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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    Enjoy a Cozy, Secluded, Affordable Galena Retreat!1 / 18
    (22)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Shared Indoor Pool
    • DVD Player
    • Grill
    • Air Conditioning
    • Parking
    • Washer
    • Internet Access
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 July 2017
    My daughter and I drove to Galena, IL for a "get away". We stayed 3 nights at this wonderful, clean, and well accessorized cabin/condo. Wonderful relaxation and quiet...
    Reviewed 22 June 2017
    This townhouse was just like being at home! Everything was clean, comfortable and operational :) It was great to have a base location to check out downtown Galena, hike...
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    About this property
    What’s your pleasure? Hiking … biking … golf … tennis … skiing … fishing … boating … swimming … bird watching … horseback riding … ballooning … antiques … shopping … old homes … Civil War history … or just Rest & Relaxation? Whether you are a Vacationing Family, a Romantic Couple or Friends on a...
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    Location Information
    Galena, Illinois 61036
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Inviting, Serene Golf Villa in Galena Territory1 / 48
    (6)Excellent
    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 23 July 2017
    Cozy, cute, Clean! Loved the location. View from the pool is amazing! Fully equipped kitchen. Two bathrooms which was perfect! Washer/Dryer was convenient. Galena is a beautiful...
    Reviewed 9 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...
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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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    Walnut Hill House1 / 12
    (4)Excellent
    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 8 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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    Country Charm,Romantic,Family-Affordable get away!1 / 15
    (13)Excellent
    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 4 weeks ago
    We booked this rental for a family wedding. The unit was clean and comfortable. Everything was in working order. The location was great and very quiet. The owners are prompt...
    Reviewed 27 June 2017
    My daughter and I rented a 2 bedroom Country Charm condo for the weekend. It was absolutely perfect. Nicely decorated and fully equipped. All needs were anticipated. A perfect...
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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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    Family Friendly; Pet friendly Settlement Home1 / 13
    (11)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Certificate of Excellence
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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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    Location Information
    Galena, Illinois 60440
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • 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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    4BR Galena House w/Hot Tub & Fire Pit in Backyard!1 / 24
    (2)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Patio
    • Air Conditioning
    • DVD Player
    • Internet Access
    • Hot Tub
    • Washer
    • Private Outdoor Pool (Heated)
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 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 31 January 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 private, wooded setting far from the hustle and bustle of the big city. This lovely 4-bedroom, 3-bathroom home has enough space to accommodate 10 guests comfortably and provide a relaxing escape. You'll...
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    Location Information
    Galena, Illinois 61036
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    Fall Rates /Stay 7 nights for the price of 5 /Wifi1 / 10
    (8)Excellent
    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 26 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 22 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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    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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    A Charming Galena Vacation Home Rental-4BR to 6BR1 / 28
    (6)Excellent
    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 6 June 2017
    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 23 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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