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Vacation Rental Homes, Apartments & Condos
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More than 400 fully equipped whole-house rentals ranging from one bedroom condos to eight bedroom homes are scattered throughout Galena and Jo Daviess County. Resort vacation homes, restored farmhouses and contemporary condominiums offer privacy in a functional comfortable space. Pick the perfect “home” for that well-deserved retreat or a long-awaited extended stay.
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A Charming Galena Vacation Home Rental
708-524-8584
21 Highridge Run, Galena, IL 61036
Nestled atop a secluded ridge, this inviting Galena Territory home provides luxury accommodations for up to 12 guests. Enjoy panoramic views, plasma ... More...
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A+ Reservations by Dixie
888-801-3111
Various locations, Galena, IL 61036
Galena Territory-Apple Canyon Lake country homes. Large selection of 1-6 bedroom homes in the popular Galena resort areas. Adjacent homes available f... More...
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Above It All
630-510-0807
111 Cogan Dr., Galena, IL 61036
Our home sits up on a hill and is surrounded by forest on three sides. Sit and relax in the hot tub as you look at our amazing view! ... More...
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Almost Heaven Rentals
815-776-0773
14 Hillside Ln., Galena, IL 61036
We offer upscale vacation rental homes (2-5 bedrooms) with an attention to detail that will make you smile. Clean homes, comfortable beds and competi... More...
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Amber Creek Vacation Rental Homes
800-781-9530
5148 US Hwy 20 West, Galena, IL 61036
Single family homes and condos; 1-6 bedrooms. Fully-equipped. Access to pool, lake, tennis, golf, stable, fishing, boating, skiing. Ideal for family ... More...
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Angeline's Horizon House
800-292-7676
243 Blackhawk Trace, Galena, IL 61036
Popular Territory rental home, 6-person spa w/view. Four-bedroom/3-bath home on secluded ridge near all amenities. Fireplace, three decks, barbecue, ... More...
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Apple Canyon Rentals
815-541-4740
11990 W. Red Gates Rd., Galena, IL 61036
Relax, renew, reconnect, rejuvenate! Romantic weekends; corporate business retreats; family get-togethers. Stunning lake views, spectacular sunsets a... More...
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At Harvest Home
773-350-6131
7 Harvest Ln., Galena, IL 61036
Harvest Home is nestled in a secluded area of The Galena Territory, 10 minutes to Galena's historic Main Street. The Territory offers great views, ac... More...
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Bella Vista Hideaway
815-729-0275
5 Rawlins Ct., Galena, IL 61036
Log-style home on a quiet cul-de-sac with beautiful view. Screened porch, grill, foosball and pool table.... More...
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The Birds Nest
847-516-3402
2 Cumberland Spur, Galena, IL 61036
The Birds Nest is a newer home in The Galena Territory; three bedrooms/three bathrooms, pull-out couch and futon. Stargazing area, two decks, screene... More...
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Black Hawk Lodge
847-398-7165
245 Blackhawk Trace, Galena, IL 61036
Wooded lot with great views. Sleeps 10 (one king, four queens, one queen sofa sleeper, two twin futons), satellite TV, game room with electronic dart... More...
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Boulder Vacation Homes
815-777-4242
100 E. North St., Scales Mound, IL 61075
Five single family homes, all in a private wooded cul-de-sac. Weekly, multi-night and off-season discounts available. Pet-friendly and smoke-free. ... More...
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Canyon Log Enterprises/Carriage House
815-492-2531
12A79 Roosevelt Ln., Apple River, IL 61001
Experience log home living at Apple Canyon Lake. Great couple's getaway, one bedroom suite, full kitchen, all linens provided. Access to amenities, l... More...
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Cogan's Valley Ridge
773-866-1344
188 Cogan Dr., Galena, IL 61036
Seven acres of peace and privacy; long valley views; affordable for up to eight people; near Territory homeowners' club, Internet access and pool; ne... More...
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The Cottage on Lake Galena
608-723-7099
33 East Point Dr., Galena, IL 61036
Spectacular 2-bedroom/2.5-bath lakeside cottage in Galena Territory. Private, romantic, pristine, upscale. Hot tubs, sound systems, three stone firep... More...
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Country View Home
815-546-5581
3985 N. Miner Rd., Galena, IL 61036
Country home nestled among 80 acres of beautiful wilderness for the ultimate getaway. The perfect natural setting for the entire family or a group of... More...
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Dutchman's Landing
708-758-6319
12 Brook Lane, Galena, IL 61036
A great place to relax with family and/or friends. Quiet setting in the woods, with open deck, screened porch and gas grill. A two-night minimum on w... More...
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Eagle Ridge Resort & Spa
800-892-2269
444 Eagle Ridge Dr., Galena, IL 61036
Located on 6,800 acres 6 miles from Galena, Eagle Ridge offers accommodations ranging from traditional hotel rooms to 3-bedroom villas and private ho... More...
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Farmstead Getaway
847-368-8192
16 Farmstead Ln., Galena, IL 61036
Beautiful 3-bedroom/3-bath townhome within walking distance of Eagle Ridge Resort & Spa. Two family rooms, each with a fireplace; two decks; fully-eq... More...
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Fields of View Guest House
847-470-1101
14-86 Anchor Ct., Apple River, IL 61001
Make memories with friends and family. Warm, relaxing place a short walk to the lake and amenities, such as boating, hiking, golfing, swimming, dinin... More...
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First Galena Rentals
815-821-1342
1 Hawthorne Ln., Galena, IL 61036
This 4-bedroom Craftsman-style home in the heart of The Galena Territory accommodates 10 guests and is perfect for entertaining, with a foosball tabl... More...
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Galena Cellars Vineyard Lodging
800-397-WINE
4826 N. Ford Rd., Galena, IL 61036
Galena Cellars offers a 1-bedroom suite and a 2-bedroom house overlooking their vineyard. Come visit this unique country setting. "The Napa Valley of... More...
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The Galena Farmhouse
630-837-8494
12242 US Hwy 20 West, Galena, IL 61036
Large, updated country farmhouse on 8 acres; six bedrooms, three baths. Large yard. All bedding, towels, dishes provided. Weber grill. Big screen/HD ... More...
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The Galena Lake House
608-723-7099
31 East Point Dr., Galena, IL 61036
Spectacular 6-bedroom/6-bath lakeside home in Galena Territory. Spacious, private. Sound systems, 28-by-30 conference room, billiards, two stone fire... More...
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Galena Louise Rustic Rendezvous
815-777-0420
The Galena Territory, Galena, IL 61036
Peaceful, romantic, elegant, private cottage in the woods. Your special place to relax, read, reflect. Go hiking, canoeing, swimming, horseback ridin... More...
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Galena Rentals
773-631-5253
The Galena Territory, Galena, IL 61036
"Resort Homes without Resort Prices" Galena Territory condos and homes. Family-owned. Wood burning fireplaces, full kitchens, decks, grills, free lau... More...
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Galena's Secret Getaway
847-308-0326
143 Blackhawk Trace, Galena, IL 61036
Galena's Secret Getaway offers top-of-the-line accommodations with feeling just at home. Beautiful 4-bedroom/3.5-bath home, nestled in the woods near... More...
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Gallery Guest Suite
815-777-1222
204 1/2 S. Main St., Galena, IL 61036
Private 3-room suite in the heart of Galena's historic district. Private parking. Living room, private bath, one bedroom, kitchenette and deck. Perio... More...
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Indian Springs Lodge Ltd.
815-745-3794
8917 E. Fiedler Rd., Stockton, IL 61085
Log getaway is cradled by nature. Delighted guests fish from the pedal boat and canoe across the pond to the tepee. Star-gaze, listen to the woods' s... More...
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Jacuzzi Cozy
773-817-3960
4 Bob-o-Link, Galena, IL 61036
Centrally located in The Galena Territory. Sleeps eight: one king, two queens and two twins. TVs in all rooms. Enjoy the huge in-home Jacuzzi!... More...
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Longhollow Point Condominiums
800-867-2095
5129 W. Longhollow Rd., Galena, IL 61036
Fully furnished studio and 1-bedroom condos featured at a private vacation resort equipped with an indoor pool, spa/hot tub, exercise facility, game ... More...
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Parkview Rentals
708-430-1555
8837 Parkview Ln., Hickory Hills, IL 60457
Experience the charm of Galena at Parkview Rentals. Make our homes your vacation destination if you are planning a romantic getaway for two or a fami... More...
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Pierson Guest House
815-845-2268
605 Franklin St., Scales Mound, IL 61075
Charming Victorian home just a few miles from Galena, Dubuque, Iowa, Shullsburg, Wis. Friendly hometown atmosphere with hometown amenities. All beddi... More...
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The Powell House
630-513-0630
3 Black Oak, Galena, IL 61036
The Powell House is a 3-bedroom/2-bath home in The Galena Territory near the owners' club. Reasonably priced, it sleeps eight and features a fully-eq... More...
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Robert Johnson Rentals LLC.
815-777-9777
16 Colony Ln., Galena, IL 61036
Four spectacular getaways, builder owned and maintained. Custom designed, wooded lots. Fully furnished and equipped. Beautifully decorated. Year-roun... More...
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Rocky Waters Vineyard/Winery, Inc.
815-591-9706
2003 W. Hanover Rd., Hanover, IL 61041
Walk in the vineyard, swim in the lake, just come and relax in the peace and quiet of the log home, away from the hustle and bustle of the city. ... More...
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Shortridge Retreat
800-669-2746
6 Shortridge Trail, Galena, IL 61036
Fully-equipped 3-bedroom/2-bath home with loft, fireplace, cable TV, all appliances, decks, screened porch, grill, hot tub. Amenities included. No cr... More...
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Territory Lodging LLC - Green Gables
815-354-6993
491 Territory Dr., Galena, IL 61036
Lodge in the beautiful Galena Territory. Private resort core home. Territory amenities included. Wooded hillside. Valley views. Bedroom suites. Fully... More...
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Trail's End
630-513-1777
1114 N. Clark Ln., Galena, IL 61036
Beautiful wooded area; home sleeps eight with three full baths. Hot tub, billiards, stone fireplace. Satellite TV/VCR/DVD, deck, gas grill, screened ... More...
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Walnut Hill House
847-368-8192
15 Walnut Hill Dr., Galena, IL 61036
Beautiful 3-bedroom/3-bath home on the North Course at Eagle Ridge. Gorgeous views, huge deck, screened porch, four TVs, access to semi-private Walnu... More...
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