Vacation Rental Homes, Condos & Apartments

Nothing is more enjoyable than sharing a trip to Galena and Jo Daviess County with family and friends. Our destination is ideal for those looking to vacation with others as a group. We have a variety of accommodations that will be the perfect fit for groups and reunions. Our vacation rental homes provide plenty of space for hanging out and enjoying time together. A number of condos, homes and apartments are tucked away in the beautiful rolling hills of Jo Daviess County. Find your perfect hideaway and unwind.

Galena's Great Escape Vacation Rental HomeA Great Escape

877-616-6583 – Various locations, Galena, IL 61036

Providing beautiful, affordable 1-6 bedroom vacation rental homes, most with hot tubs & pool tables! Whatever the size of your group, we have a home for your Galena getaway.

Dixie Vacation Rental Homes in Galena, ILA+ Reservations/Galena Reservations, Inc.

888-801-3111 – Various locations, Galena, IL 61036

Whether you’re looking for a romantic getaway secluded  in the woods or a vacation rental home large enough to accommodate family & friends, we have the house for you!

staying in galena with scenic views, wilderness lodging in galenaGalena Area Rentals

815-770-4720 – Various locations, Galena, IL 61036

Illinois premier vacation homes, Eagle’s Nest & Retreat House, near Eagle Ridge Resort, are close to plenty of attractions and activities; including golfing, fishing, hiking, bicycling, wine tastings and shopping.

Rosebud Vacation Rental HomeRosebud Rentals

877-858-2601 – Various locations, Elizabeth, IL 61028

Our properties provide either seclusion or being close to amenities. Enjoy hiking, biking, golfing, horseback riding, outdoor pool, indoor pool, fitness and game room, and much more.

Walnut Hill Vacation Rental Home in Galena

10 Clarion

303-883-5694 – 10 Clarion Court, Galena, IL 61036

A beautiful, newly built custom home with five bedrooms & 3.5 baths gorgeously decorated for your enjoyment! Surrounded by three acres of woods with plenty of wildlife.

Vacation Rental Homes on Walnut Hill in Galena15 Walnut Hill House

847-368-8192 – 15 Walnut Hill Drive, Galena, IL 61036

Beautiful 3-bedroom/3-bath home on the North Course at Eagle Ridge Resort & Spa. Gorgeous views, huge deck, screened porch, four TVs, access to semi-private Walnut Hill pool.

28-Farmstead-Rental-exterior-web28 Farmstead Rental

847-602-7473 – 28 Farmstead Lane, Galena, IL 61036

Two-bedroom (can rent as a one-bedroom) townhouse with a golf course view in the Galena Territory near Eagle Ridge Resort. Pull-out sofa, washer/dryer, HDTV & WiFi. Call/e-mail for reservations, brochure.

Galena's Above It All Rental Home for VacationsAbove it All

630-510-0807  –  111 Cogan Drive, 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!


Almost Home Galena Vacation Rental HomesAlmost Heaven Rentals

815-776-0773  –  14 Hillside Lane, Galena, IL 61036

We offer upscale vacation rental homes (three-five bedrooms) with an attention to detail that will make you smile. Clean homes, comfortable beds and competitive rates.

Galena's Apple Canyon Vacation HomesApple Canyon Rentals

815-541-4740 – 11990 W. Red Gates Road, Galena, IL 61036

Relax, renew, reconnect and rejuvenate at beautiful Apple Canyon Lake. Stunning lake views, spectacular sunsets and star-studded nights provide the perfect backdrops for your next getaway.

At Harvest Vaction Home in Galena, ILAt Harvest Home

773-589-9823 – 7 Harvest Lane, 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, activities, and peace and quiet.

Birds Nest Vacation Rental Home in GalenaThe 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, screened porch, washer/dryer. Multi-night discounts.

Black Hawk Vacation Rental HomeBlack Hawk Lodge

224-805-8453  –  245 Blackhawk Trace, Galena, IL 61036

Access to Owner’s Club with indoor/outdoor pool and workout center with provided proximity cards. Full kitchen, grill on deck and hot tub on screened porch.  Wood fireplace too..

Canyon Log Vacation Rental HOmeCanyon Log Enterprises/Carriage House

815-492-2531  –  12A79 Roosevelt Lane, 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, lake, golf, restaurant. Call for extended stay rates.

Galena's Cloran Conda Vacation Rental HomeCloran Condo at Longhollow Point

866-234-0583  –  5129 W. Longhollow Road, Unit 1310, Galena, IL 61036

Fully furnished studio condo with complete kitchen, king sized bed, sofa sleeper, fireplace, double whirlpool, indoor heated pool, hot tub, sauna, fitness center, game room, TV, and DVD player.

Cogan's Valley Vacation Rental HomeCogan’s Valley Ridge

773-866-1344  –  188 Cogan Drive, Galena, IL 61036

Seven acres of peace and privacy; long valley views; affordable for up to eight people; near Territory homeowners’ club, new pool and fitness center; new furniture, TV and gas barbecue.

Lake Galena Vacation Rental HomeThe Cottage on Lake Galena

608-723-7099  –  33 East Point Drive, Galena, IL 61036

Spectacular 2-bedroom/2.5-bath lakeside cottage in Galena Territory. Private, romantic, pristine, upscale. Hot tubs, sound systems, three stone fireplaces. Enjoy Eagle Ridge Resort amenities. See our Web site photos to appreciate.

Country View Vacation Rental HomeCountry View Home

815-546-5581  –  3985 N. Miner Road, 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 friends.

Eagle Ridge Vaction Rental HomesEagle Ridge Resort & Spa

800-892-2269  –  444 Eagle Ridge Drive, Galena, IL 61036

Located on 6,800 acres, six miles from Galena, Eagle Ridge offers accommodations: traditional inn rooms, one- to three-bedroom villas, six-bedroom distinctive homes. 63 holes of championship golf and spa.

Galena Cellars Vineyard Vacation Rental HomesGalena Cellars Vineyard Lodging

800-397-WINE  –  4746 N. Ford Road, Galena, IL 61036

Galena Cellars offers a one-bedroom suite and a two-bedroom house overlooking their vineyard. Come visit this unique country setting. ‘The Napa Valley of the Midwest.’

Galena Escapes Vacation Rental HomesGalena Escapes

815-830-9423 – Galenda Territory, Galena, IL 61036

Beautiful rental homes in the Galena Territory. Choose from a single family home in the Resort core with a beautiful view, or our golf villas on the East Course.

Galena's Farmhouse Vacation Rental HomeThe Galena Farmhouse

630-837-8494  –  12242 US Hwy 20 West, Galena, IL 61036

Large, updated country farmhouse on eight acres; six bedrooms, three baths. Large yard. All bedding, towels, dishes provided. Weber grill. Big screen/HD satellite TVs. Internet access. Minutes from Galena.

relaxing places to stay in galenaGalena Illinois Vacation Rental Homes

630-971-2042  –  15 Washburne Lane, Galena, IL 61036

Illinois resort location, in the Galena Territory, vacation rental; three bedrooms, sleeps up to eight people, private hot tub. Enjoy golfing, skiing, shopping, restaurants and much more!


Rent Galena Lake Vacation HomeThe Galena Lake House

608-723-7099  – 31 East Point Drive, Galena, IL 61036

Spectacular 6-bedroom/6-bath lakeside home in Galena Territory. Spacious, private. Sound systems, 28-by-30 conference room, ping-pong, two stone fireplaces. Enjoy Eagle Ridge Resort amenities. See our Web site photos to appreciate.

Galena Parkview Vacation Rental HomesGalena Parkview Rentals

708-430-1555  – Various locations, Galena, IL 61036

Experience the charm of Galena at Galena Parkview Rentals. Make our homes your vacation destination if you are planning a romantic getaway for two or a family gathering for 12.

Gallery Vacation Rental Home in Galena, ILGallery Guest Suite

815-777-1222  –  204 1/2 S. Main Street, 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. Period furnishings. Elevator to Main Street. Central A/C.

Galena's Jacuzzi Cozy Vacation Rental HomeJacuzzi Cozy

773-817-3960 – 4 Bob-o-Link Court, 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 and our new upgrades.

Galena's Powell Vacation Rental HomeThe Powell House

630-418-6077 – 3 Black Oak Trail, Galena, IL 61036

The recently renovated Powell House is a three-bedroom/two-bath home in The Galena Territory near the Owners’ Club. Reasonably priced, sleeps eight and features a fully-equipped kitchen with seating for eight.

Robert Johnson Rentals In GalenaRobert Johnson Rentals

815-777-9777 – 16 Colony Lane, Galena, IL 61036

Four spectacular getaways, builder owned and maintained. Custom designed, wooded lots. Fully furnished and equipped. Beautifully decorated. Year-round hot tubs. Pool tables. Resort amenities. Complimentary Welcome Basket, coffee/tea.

Rocky Waters Vacation Rental HomesSouthridge Rentals

800-619-9500 – 9917 W. Deininger Lane, Galena, IL 61036

Your “home away from home” while vacationing in Galena or the Galena Territory. We are professionally managed and strive to exceed your expectations with meticulously clean, well-maintained and affordable accommodations.

Studtmann Vacation Rental Homes in Galena ILStudtmann Properties

815-238-0930 – Various locations, Apple River, IL 61001

Comfortable, luxurious homes located at Apple Canyon Lake. Each home sleeps upto eight people. Some homes are pet friendly. Ideal for large or multiple families. Lake views.

Galena's Trail's End Vacation Rental HomeTrail’s End

630-513-1777 – 1114 N. Clark Lane, Galena, IL 61036

In a beautiful wooded area; this 3-bedroom/3-bath home sleeps eight. Features Hot tub, billiards, stone fireplace. Satellite TV/VCR/DVD, deck, gas grill, screened room. Access to pools, trails, golf, stables, lake, & skiing.

Wyndham GalenaWyndham Galena

800-867-2095 – 5129 W. Longhollow Road, Galena, IL 61036

Fully furnished studio and one & two-bedroom condos featured at a private vacation resort equipped with an indoor pool, spa/hot tub, exercise facility, game room.


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