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Holiday Rentals and Homes in Galena, IL

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    Travellers to Galena are booking May dates now. Secure your holiday rental today, and have the perfect trip.
    1 / 24
    5 of 5 stars (3) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 23
    5 of 5 stars (2) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    1 / 14
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    1 / 16
    5 of 5 stars (2) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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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,... View all property information
    Location Information
    Galena, Illinois 61036
    5 of 5 stars 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...
    5 of 5 stars Reviewed 8 August 2015
    This was absolutely an amazing home. I took my fiance to the beautiful location to celebrate his 50th birthday and we had an amazing time. The house was very clean, the decor...
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    1 / 12
    5 of 5 stars (2) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
    From
    €199
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    • Shared Indoor Pool
    • Air Conditioning
    • Porch
    • DVD Player
    • Parking
    • Washer
    • Satellite TV
    • Grill
    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
    Location Information
    Galena, Illinois 61036
    5 of 5 stars Reviewed 3 November 2015
    Beautiful and lot of room will do again! This is not our first time here and will return again. Certainly family and friend must do
    5 of 5 stars Reviewed 9 April 2012
    We loved this perfectly maintained home.Everything we wanted was in the area biking,hiking,pool, golf and restaurants. Great location and views.
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    1 / 15
    4.5 of 5 stars (7) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    €115
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    • Grill
    • Outdoor Dining Area
    • Washer
    • DVD Player
    • Wi-Fi
    • Satellite TV
    • Air Conditioning
    • Shared Indoor Pool
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    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... View all property information
    Location Information
    Galena, Illinois 61036
    4 of 5 stars Reviewed 2 days ago
    Great place. Cozy with woodburning fireplace. Location could not be better. And it was pet friendly! We'll be back!!
    5 of 5 stars Reviewed 25 September 2015
    I rented this place for a weekend get-away with my 3 girlfriends. First off, it was really easy to book and the owners responded really quick and were polite. We walked in and...
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    1 / 18
    5 of 5 stars (13) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    €103
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    • Shared Indoor Pool
    • DVD Player
    • Grill
    • Air Conditioning
    • Parking
    • Washer
    • Internet Access
    • Satellite TV
    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
    Location Information
    Galena, Illinois 61036
    5 of 5 stars Reviewed 11 November 2015
    We are 3 sisters from different parts of the country, and we all met for a vacation in Galena, Illinois (somewhere none of us have ever been). We all LOVED the townhouse and the...
    5 of 5 stars Reviewed 31 October 2015
    This townhouse is impeccably clean with all the amenities one would need from shampoo to silverware......The serene area made for quiet cozy evenings just to relax and enjoy...
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    1 / 18
    4.5 of 5 stars (2) Very good
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
    From
    €256
    / Night
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    • DVD Player
    • Grill
    • Internet Access
    • Washer
    • Satellite TV
    • Hot Tub
    • Parking
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    We rent this unmatched Galena lakeside cottage as a 1 bedroom ( $290 / nt plus tax ) or 2 bedroom ( $390 / nt plus tax) occupancy , with a one time $100 cleaning fee to apply. The Cottage on Lake Galena, represents another spectacular retreat option from Scenic Hideaways. This cozy 2 bedroom... View all property information
    Location Information
    Galena, Illinois 61036
    4 of 5 stars Reviewed 20 November 2015
    My husband and I were a party with the above reviewer and totally agree it was wonderful. Just for the owner's sake, It doesn't make sense that the lovely deck doesn't have a...
    5 of 5 stars Reviewed 2 October 2015
    Everything about the Cottage on Lake Galena is first class. The view of the lake from the living room and covered part of the deck is very relaxing. Beautiful fireplaces...
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    1 / 22
    5 of 5 stars (2) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    From
    €203
    / Night
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    • Shared Indoor Pool
    • Patio
    • Wi-Fi
    • Air Conditioning
    • Satellite TV
    • Hot Tub
    • DVD Player
    • Washer
    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
    Location Information
    Galena, Illinois 61036
    5 of 5 stars Reviewed 19 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!!!
    5 of 5 stars Reviewed 13 January 2012
    I recently stayed at this property with a group of friends and loved it! Frankly, what was not to love? A quiet location in the territories with a fabulous view complete with...
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    1 / 11
    5 of 5 stars (5) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    From
    €217
    / Night
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    Amenities & Details
    • Washer
    • Air Conditioning
    • Internet Access
    • DVD Player
    • Satellite TV
    • Hot Tub
    • Grill
    • Porch
    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
    Location Information
    Galena, Illinois 61036
    5 of 5 stars Reviewed 1 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 16 July 2013
    This house was by far the nicest we've ever stayed in around the Galena area. The Johnsons were so pleasant to deal with and getting the rental arranged was a snap. They even...
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    1 / 8
    5 of 5 stars (7) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
    From
    €308
    / Night
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    • Satellite TV
    • Hot Tub
    • Grill
    • Air Conditioning
    • Patio
    • Shared Indoor Pool
    • Washer
    • DVD Player
    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
    Location Information
    Galena, Illinois 61036
    5 of 5 stars Reviewed 4 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...
    5 of 5 stars Reviewed 21 August 2015
    Longwood Hideaway is the perfect home in the Galena Territory. We had plenty of space for the family. This home has places to gather and places for privacy. The location is...
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    1 / 6
    5 of 5 stars (6) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    From
    €249
    / Night
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    Amenities & Details
    • Shared Indoor Pool
    • Grill
    • Satellite TV
    • Patio
    • Hot Tub
    • Air Conditioning
    • Washer
    • DVD Player
    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
    Location Information
    Galena, Illinois 61036
    5 of 5 stars Reviewed 22 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 18 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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    1 / 28
    5 of 5 stars (2) Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
    From
    €464
    / Night
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    • Patio
    • Hot Tub
    • Shared Indoor Pool
    • DVD Player
    • Washer
    • Air Conditioning
    • Satellite TV
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    PLEASE NOTE: Phone calls are preferred and answered more quickly than emails. PLEASE SELECT 'CALL OWNER' OR 'CALL MANAGER' NEXT TO THE PHONE ICON TO THE RIGHT, AND DIAL THE NUMBER DISPLAYED TO TALK DIRECTLY WITH OR LEAVE A MESSAGE FOR THE OWNER. This home can be reserved with four, five or... View all property information
    Location Information
    Galena, Illinois 61036
    5 of 5 stars Reviewed 21 October 2015
    Not much to say other than PERFECT. As the travel organizer for my gals' shopping group I liked being able to talk to the homeowner directly for information and questions. There...
    5 of 5 stars Reviewed 27 January 2010
    My best friends from college and I spent a three-night ladies’ weekend in Galena last summer,and we enjoyed our getaway so much that we’ve decided to make this an annual event...
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    1 / 26
    5 of 5 stars (6) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    €177
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    • Grill
    • Washer
    • Shared Indoor Pool
    • Air Conditioning
    • Terrace
    • Wi-Fi
    • Balcony
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    The Treehouse at Galena is 3 levels, 1570 SQ FT, vacation rental nestled in The Galena Territory. *Minimum 2 night rental required *NO SMOKING ALLOWED *Air Conditioning, Cable TV, WIFI, Stereo, Alarm clock in each bedroom *Townhouse (end unit) *When entering from the front... View all property information
    Location Information
    Galena, Illinois 61036
    5 of 5 stars Reviewed 3 weeks ago
    The Treehouse was even better than we'd anticipated. Clean, organized, welcoming. Owner very easy to work with and helpful.
    5 of 5 stars Reviewed 13 September 2015
    The Treehouse was an excellent place to stay. We stayed with extended family and several small children and never felt cramped. I would stay again and again!
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    1 / 9
    5 of 5 stars (7) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    From
    €354
    / Night
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    • Patio
    • Parking
    • Balcony
    • Washer
    • Air Conditioning
    • Wi-Fi
    • Satellite TV
    • Outdoor Dining Area
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    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... View all property information
    Location Information
    Galena, Illinois 61036
    5 of 5 stars Reviewed 23 June 2015
    We just vacationed in this home for the 6th year in a row. There are seven in our group. Everything you need is provided and the best quality. I especially love the gourmet...
    5 of 5 stars 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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    1 / 13
    5 of 5 stars (6) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    other travellers have booked this property
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    €131
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    • Grill
    • Air Conditioning
    • Shared Indoor Pool
    • Parking
    • DVD Player
    • Internet Access
    • Washer
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    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... View all property information
    Location Information
    Galena, Illinois 60440
    5 of 5 stars Reviewed 19 September 2015
    The cottage is clean, well maintained and very comfortable. We would stay there again in the future.
    5 of 5 stars Reviewed 11 August 2015
    Everything that previous reviewers said was pretty much the same (luckily there was no dog barking during our visit). Versus a hotel, it was very nice to have multiple room...
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    4 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
    other traveller has booked this property
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    €172
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    • Parking
    • Private Garden
    • Air Conditioning
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Located just a close walk to downtown restaurants, shopping, golf, skiing, hiking and many other activities. Beautiful historic home just across the river from Grant Park with 4 bedrooms, 1 full bath, complete cook's kitchen and walking neighborhood. Plenty of off street parking and easy to find... View all property information
    Location Information
    Galena, Illinois 61036
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    From
    €177
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    • Parking
    • Internet Access
    • Air Conditioning
    • Shared Indoor Pool
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    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... View all property information
    Location Information
    Galena, Illinois 61036
    4 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
    From
    €220
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    • Patio
    • Air Conditioning
    • DVD Player
    • Internet Access
    • Hot Tub
    • Washer
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    **Buy 3 Nights & Get 1 Night Free Between 11/1/2015-5/1/2016 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... View all property information
    Location Information
    Galena, Illinois 61036
    1 / 14
    4 of 5 stars (1) Very good
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    €194
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    • Air Conditioning
    • Wi-Fi
    • Shared Indoor Pool
    • Secure Parking
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Elder access
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    About this property
    Resort Overview As you enter downtown Galena, you find a mining boomtown perfectly untouched by age since its mid-nineteenth century heyday. Old homes and buildings have been meticulously preserved, and much of Galena today is listed in the National Register of Historic Places. Tourism is now the... View all property information
    Location Information
    Galena, Illinois 61036
    4 of 5 stars Reviewed 15 September 2015
    Very nice accommodations as usual. A few issues all resolved .by staff. Wish they had a restaurant, but a great place to get away from big city and step back in history. Galena...
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    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    From
    €619
    / Week
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    • Wi-Fi
    • Shared Indoor Pool
    • Air Conditioning
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    ***Price and availability subject to change without notice*** As you enter downtown Galena, you find a mining boomtown perfectly untouched by age since its mid-nineteenth century heyday. Old homes and buildings have been meticulously preserved, and much of Galena today is listed in the National... View all property information
    Location Information
    Galena, Illinois 61036
    1 / 17
    5 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
    From
    €441
    / Night
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    • Shared Indoor Pool
    • DVD Player
    • Hot Tub
    • Satellite TV
    • Wi-Fi
    • Washer
    • Air Conditioning
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
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    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... View all property information
    Location Information
    Galena, Illinois 61036
    1 / 11
    4.5 of 5 stars (4) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    €97
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    • Air Conditioning
    • Shared Indoor Pool
    • Patio
    • Washer
    • Sauna
    • Grill
    • Hot Tub
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
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    About this property
    WorldMark Galena is situated near Eagle Ridge Resort's General, the most challenging of the four world-class Galena territory golf courses. Each unit includes a fireplace, cable TV, dining area and a deck. One- and two-bedroom units include fully equipped kitchens. The resort features a glassed-in... View all property information
    Location Information
    Galena, Illinois 61036
    4 of 5 stars Reviewed 26 August 2015
    I am a Worldmark Owner, and booked a weekend stay here with friends in a 2 bedroom suite. Units are spacious, clean and comfortable. It's a smaller, older WM resort property...
    5 of 5 stars Reviewed 14 August 2015
    The place was clean, spacious and well-maintained. The ambience was relaxing and surprisingly quiet. Good hotel service and friendly people.
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    Galena Vacation Rentals

    An enticing blend of rolling hills and scenic roads surrounding a Norman Rockwell-like downtown area peppered with historic buildings and storefronts, Galena is a unique place to experience a classic, traditional American vacation that’s fun for the entire family. It’s list of things-to-do is seemingly endless with ten golf courses, several wineries, antique shops, and art galleries, historic sites, and lots of options for hiking, biking, fishing, boating, and camping.

    Galena has an excellent inventory of value-oriented, amenity-rich vacation rentals so why stay in small hotel room? The Galena vacation rental menu includes spacious, multi-bedroom home rentals with hot tubs and Jacuzzis, luxury townhomes on or near golf courses, secluded cabins, and condominiums with recreation amenities like swimming pools and tennis courts.

    Galena attractions and activities

    While Galena isn’t exactly Mayberry, it evokes the same kind of All-American ambiance. Walk Galena’s streets and historic buildings like the Dowling House, which was built in 1826, the Old Stockade on the Cobblestone Street, and the Old Market House State Historic Site will enamor you. Don’t miss the Ulysses S. Grant Home State Historic Site on Bouthillier Street.

    For outdoor recreation enthusiasts, prime spots include the Apple River Canyon State Park, Casper Bluff Land & Water Reserve, Hanover Bluff Nature Preserve. Bicyclists love the 3.5-mile Galena River Trail, which affords views of the towering bluffs and the Galena River.

    Golfers, bring your clubs. There are 10 courses within a 20-mile radius of Galena including high-profile layouts like the 63 holes at the Eagle Ridge Resort & Spa, Galena Golf Club, and Apple Canyon Lake Golf Course.

    Vacation rentals for families

    There are many superb settings for family vacations in the Galena area. Your options encompass vacation rentals in or near downtown, golf courses or pristine natural areas. One thing is for sure, your vacation rental will have more space than a typical hotel room and the fully equipped kitchen will allow you to forego pricey, budget busting restaurants to prepare all types of money-saving meals, from gourmet dinners to picnic fare for your family.

    Deals on Galena vacation rentals

    We can help you find the ideal vacation rental for your family in every price range. Special deals and discounts are available on a wide variety of properties in the Galena area. Better still, you can book with knowledge and confidence after examining our unbiased user reviews.