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Holiday Rentals with Pools in Galena, IL

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    Travellers to Galena are booking August dates now. Secure your holiday rental today, and have the perfect trip.
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    $137
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    1 / 8
    4 of 5 stars (1) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    $174
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    1 / 15
    5 of 5 stars (4) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    $202
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    1 / 13
    5 of 5 stars (4) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    1 / 24
    5 of 5 stars (2) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
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    Amenities & Details
    • Wi-Fi
    • Satellite TV
    • Air Conditioning
    • Shared Tennis Court
    • Game Room
    • DVD Player
    • Shared Indoor Pool
    • Ping Pong Table
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • Smoking allowed
    • Elder access
    • x
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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,... View all property information
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    Location Information
    Galena, Illinois 61036
    5 of 5 stars 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.
    5 of 5 stars Reviewed 1 December 2014
    We booked this lovely little townhouse to spend the long weekend over Thanksgiving. As a family with two small children, the set up could not be more perfect. It had everything we...
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    $717
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    1 / 28
    5 of 5 stars (1) Excellent
    6 Bedrooms / 5 Bathrooms / Sleeps 12
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • DVD Player
    • Watersports Nearby
    • Shared Indoor Pool
    • Internet Access
    • Satellite TV
    • Hot Tub
    • Air Conditioning
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    PLEASE NOTE: This home can be reserved with four, five or all six of its bedrooms. Although less than 6 bedrooms may be selected, all reservations include the private use of the entire home, excluding any un-reserved bedrooms, which would be locked. FOR COMPLETE DETAILS, PLEASE PHONE THE... View all property information
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    Location Information
    Galena, Illinois 61036
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    $215
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    1 / 18
    5 of 5 stars (8) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
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    Amenities & Details
    • Shared Indoor Pool
    • Private Fishing...
    • DVD Player
    • Air Conditioning
    • Horse Riding Nearby
    • Satellite TV
    • Internet Access
    • Shared Tennis Court
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    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... View all property information
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    Location Information
    Galena, Illinois 61036
    5 of 5 stars Reviewed 4 July 2015
    We really enjoyed the town home and it was easy traveling to and from downtown Galena. Lots of wildlife to observe right out the back door and plenty of paths to walk around the...
    5 of 5 stars Reviewed 27 May 2015
    I stayed here on a girlfriend weekend. All four of us loved the accommodations. The space was good for sitting around talking, yet also allowed for privacy. The beds were so cozy...
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    $342
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    1 / 16
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    travellers have booked this property
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    Amenities & Details
    • Air Conditioning
    • Stereo System
    • DVD Player
    • Internet Access
    • Shared Tennis Court
    • Shared Indoor Pool
    • Hot Tub
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    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,... View all property information
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    Location Information
    Galena, Illinois 61036
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    $342
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    1 / 23
    5 of 5 stars (1) Excellent
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    travellers have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Shared Tennis Court
    • Air Conditioning
    • Satellite TV
    • Shared Indoor Pool
    • Stereo System
    • Housekeeping...
    • DVD Player
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    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... View all property information
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    Location Information
    Galena, Illinois 60126
    5 of 5 stars Reviewed 31 May 2015
    Our family stayed here for a week this year and it had everything you could imagine. The inside is amazing and much bigger than it looks when you first arrive. The kitchen was...
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    $314
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    1 / 22
    5 of 5 stars (2) Excellent
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Shared Indoor Pool
    • Satellite TV
    • Wi-Fi
    • Air Conditioning
    • Playground
    • Hot Tub
    • Shared Tennis Court
    • Private Fishing...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Spacious 2400 square foot home with Three Bedrooms (King, King, Queen beds), Three Full Baths, two living areas, two decks, Pool Table, gas fireplace, large outdoor Hot Tub, Flat screen TV, whirlpool bath, wifi, upscale furnishings, and much more! The back of home has privacy on all three sides... View all property information
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    Location Information
    Galena, Illinois 61036
    5 of 5 stars Reviewed 20 May 2013
    An excellent place to stay while visiting Galena area, house was in excellent condition and staff in booking was great and easy to work with!!!
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    $460
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    1 / 11
    5 of 5 stars (5) Excellent
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Reviews (5) Make Enquiry
    Amenities & Details
    • Satellite TV
    • Hot Tub
    • Air Conditioning
    • Internet Access
    • Playground
    • Watersports Nearby
    • Water Views
    • Water Park Nearby
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    THE LAKE HOUSE - ROBERT JOHNSON RENTALS LLC. 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... View all property information
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    Location Information
    Galena, Illinois 61036
    5 of 5 stars 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...
    5 of 5 stars Reviewed 5 February 2013
    My wife and I were privileged to experience a winter wonderland weekend at the Lake House near Galena, Illinois. The cozy surroundings as well as the comfort of a private home...
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    $540
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    1 / 6
    5 of 5 stars (6) Excellent
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Reviews (6) Make Enquiry
    Amenities & Details
    • Shared Indoor Pool
    • Game Room
    • Ping Pong Table
    • Private Fishing...
    • Watersports Nearby
    • Hot Tub
    • Shared Tennis Court
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    WELCOME TO THE LOG HOUSE - ROBERT JOHNSON RENTALS LLC 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 the... View all property information
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    Location Information
    Galena, Illinois 61036
    5 of 5 stars 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...
    5 of 5 stars Reviewed 19 January 2015
    My mother-in-law has always wanted to stay in a log cabin. We decided to book this house for a few days so we could relax and enjoy family time. It was beyond comfortable and...
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    $301
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    1 / 12
    5 of 5 stars (1) Excellent
    3 Bedrooms / 3 Bathrooms / Sleeps 7
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Shared Indoor Pool
    • Air Conditioning
    • Horse Riding Nearby
    • DVD Player
    • Deck
    • Stereo System
    • Satellite TV
    • There Are Tennis...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    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... View all property information
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    Location Information
    Galena, Illinois 61036
    From
    $512
    / Night
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    1 / 8
    5 of 5 stars (5) Excellent
    4 Bedrooms / 4 Bathrooms / Sleeps 10
    Overview Reviews (5) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Hot Tub
    • Satellite TV
    • Ping Pong Table
    • Game Room
    • Shared Indoor Pool
    • Private Fishing...
    • Shared Tennis Court
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    THE LONGWOOD HIDEAWAY - ROBERT JOHNSON RENTALS LLC. 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, with 4... View all property information
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    Location Information
    Galena, Illinois 61036
    5 of 5 stars Reviewed 22 July 2014
    Just returned from staying here. Very clean accommodations with a well-stocked kitchen. Loved the screened in deck to avoid the bugs this time of year in Illinois. Have stayed...
    5 of 5 stars Reviewed 28 March 2014
    We have been going to Galena for 20+ years and have stayed at Longwood Hideaway the last 5 years. We go there with 4 couples and everyone has their own bedroom and bathroom...
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