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Presenting the Curbed Chicago Regional Getaways Map

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Greetings all you city-weary folk! There comes a time when most of us high-strung, light-sleeping urbanites require a long weekend just roughing it— even in late fall/early winter. The Prairie might not be the beacon for naturalist explorers that the Rockies or Coastal Maine is, but it does offer water, woods, and recreation all within a few hours drive of Chicago. Curbed scrolled through the vacation rentals of Home Away to bring you 13 delightful options, conveniently mapped below. Bear in mind this is just a sampling, albeit based on highest-rated properties. Also, some addresses are approximate. Enjoy!

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1. Galena Town Home

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Creekwood Ln & Timberline Dr
East Galena, IL 61036

Size: 2/2, sleeps 4-6Amenities: Game room, small snack bar, large pool and deck area, tennis courts, adjacent golf course and lake, horseback riding.Price: Not listed

2. Galena Vacation House

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Blackhawk Trce & Shortridge Trail
Guilford, IL 61036

Size: 4/3.5, sleeps 10Amenities: Access to Territory Owners Club with indoor pool and fitness center. Also close to Lake Galena, skiing, and historic downtown Galena. Home includes hot tub, grill, and fireplace.

3. Home On the Fox River

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N 41st Rd & Hilltop Dr
Serena, IL 60549

Size: 3/3, sleeps 12Amenities: The Fox River provides the obvious in fishing and boating. House is equipped with sauna, outdoor hot tub, fireplace, home theater, and fitness machines.Price: $150-$275/night; $900-$1500/week

4. Central Illinois Country Retreat

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County Road 1800 E & Deer Trail
Hillsboro, IL 62049

Size: 2/1, sleeps 6Amenities: This one is for the manly type-- hiking, hunting, trapping, hand-pumping your water, etc. But the house itself has a very attractive old porch and rustic allure.Price: Not specified

5. The Davis House, Glen Ellyn

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633 Davis Terrace
Glen Ellyn, IL 60137

Size: 4/2.5, sleeps 9Amenities: Historic setting in old Victorian home on a cul-de-sac amongst other historic properties. Home features fireplace, large flat screen TV, gourmet kitchen, and library. Short distance to downtown Glen Ellyn.Price: $245-$295/night; $1495-$1795/week

6. Lake of Egypt Cottage

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Egypt Shores Rd & Goshen Way
Creal Springs, IL 62922

Size: 3/2, sleep 7Amenities: This is a whole 'nuther part of Illinois, south of St. Louis. If you're passing through or craving certain backwoods qualities, this lakefront A-frame oughta do nicely. It's got fishing, boating, hiking, skiing, mountain biking, and wineries all close-by.Price: Not indicated

7. Lighthouse Cove Condo

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530 E Hiawatha Dr
Wisconsin Dells, WI 53965

Size: 1/1, sleeps 4Amenties: Plenty of scrumptious stuff in this resort complex, like pools, hot tubs, and wood-burning fireplace. Two ski slopes, spa, and casino are nearby.Price: $140-$190/night

8. StaySpa on Castle Rock Lake

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Size: 4/4, sleeps 12-14Amenities: This place has full-on spa accouterments from massage chairs to hot tubs and cold plunges. Snowmobile trails run through the property, and all the spoils of Wisconsin Dells are nearby.Price: $595-$895/night; $3800-$4500/week

9. Lake Sinissippi Woodsy Cabin

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Arrowhead Trail & Sinissippi Point Rd
Hustisford, WI 53039

Size: 2/1, sleeps 4Amenities: Sparse, though the lodging looks quite comfortable This place is all about woodsy anonymity and wildlife.Price: $125-$200/night; $750/week

10. Cedar Grove Lakefront House

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Jay Rd & Sauk Trail Rd
Belgium, WI 53013

Size: 6/5.5, sleeps 12Amenities: Another option for large-scale retreats, this 6,000-square-foot home sits has private beach frontage on Lake Michigan. 15' ceilings, huge deck, basketball court, and optional concierge service greet vacationers.Price: $1000-$1500/night; $4000-$6750/week

11. "The Miami" at Sheridan Beach

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Colfax Ave & N Lake Ave
Michigan City, IN 46360

Size: 1/2, sleeps 4Amenities: "The Miami" is pretty much just that-- an extravagant beachfront property with jumbo terraces set behind the dunes. Rental includes outdoor hot tub, indoor jacuzzi, steam room, and fireplace.Price: $1400/week

12. The Silver Heron

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3 W Lake Front Dr
Beverly Shores, IN 46360

Size: 4/5, sleeps 12Amenities: A short ways down the shore from The Miami is The Silver Heron, a more contemporary piece of resort-y architecture. The home is on a bluff and comes with 20' ceilings, a multitude of terraces, pool table, spa, and a couple of fireplace.Price: Not indicated

13. Irish Haven

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112 N Notre Dame Ave
South Bend, IN 46637

Size: 4/3.5, sleeps 8-12Amenities: Thinking of orchestrating a big Norte Dame football pilgrimage? Here's a fine old home that can make it happen. Just a mile from campus, the house offers game room, fireplaces, TVs in nearly every room, and wi-fi.Price: Not indicated

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1. Galena Town Home

Creekwood Ln & Timberline Dr, East Galena, IL 61036

Size: 2/2, sleeps 4-6Amenities: Game room, small snack bar, large pool and deck area, tennis courts, adjacent golf course and lake, horseback riding.Price: Not listed

Creekwood Ln & Timberline Dr
East Galena, IL 61036

2. Galena Vacation House

Blackhawk Trce & Shortridge Trail, Guilford, IL 61036

Size: 4/3.5, sleeps 10Amenities: Access to Territory Owners Club with indoor pool and fitness center. Also close to Lake Galena, skiing, and historic downtown Galena. Home includes hot tub, grill, and fireplace.

Blackhawk Trce & Shortridge Trail
Guilford, IL 61036

3. Home On the Fox River

N 41st Rd & Hilltop Dr, Serena, IL 60549

Size: 3/3, sleeps 12Amenities: The Fox River provides the obvious in fishing and boating. House is equipped with sauna, outdoor hot tub, fireplace, home theater, and fitness machines.Price: $150-$275/night; $900-$1500/week

N 41st Rd & Hilltop Dr
Serena, IL 60549

4. Central Illinois Country Retreat

County Road 1800 E & Deer Trail, Hillsboro, IL 62049

Size: 2/1, sleeps 6Amenities: This one is for the manly type-- hiking, hunting, trapping, hand-pumping your water, etc. But the house itself has a very attractive old porch and rustic allure.Price: Not specified

County Road 1800 E & Deer Trail
Hillsboro, IL 62049

5. The Davis House, Glen Ellyn

633 Davis Terrace, Glen Ellyn, IL 60137

Size: 4/2.5, sleeps 9Amenities: Historic setting in old Victorian home on a cul-de-sac amongst other historic properties. Home features fireplace, large flat screen TV, gourmet kitchen, and library. Short distance to downtown Glen Ellyn.Price: $245-$295/night; $1495-$1795/week

633 Davis Terrace
Glen Ellyn, IL 60137

6. Lake of Egypt Cottage

Egypt Shores Rd & Goshen Way, Creal Springs, IL 62922

Size: 3/2, sleep 7Amenities: This is a whole 'nuther part of Illinois, south of St. Louis. If you're passing through or craving certain backwoods qualities, this lakefront A-frame oughta do nicely. It's got fishing, boating, hiking, skiing, mountain biking, and wineries all close-by.Price: Not indicated

Egypt Shores Rd & Goshen Way
Creal Springs, IL 62922

7. Lighthouse Cove Condo

530 E Hiawatha Dr, Wisconsin Dells, WI 53965

Size: 1/1, sleeps 4Amenties: Plenty of scrumptious stuff in this resort complex, like pools, hot tubs, and wood-burning fireplace. Two ski slopes, spa, and casino are nearby.Price: $140-$190/night

530 E Hiawatha Dr
Wisconsin Dells, WI 53965

8. StaySpa on Castle Rock Lake

4221 Vista Circle Mauston, WI

Size: 4/4, sleeps 12-14Amenities: This place has full-on spa accouterments from massage chairs to hot tubs and cold plunges. Snowmobile trails run through the property, and all the spoils of Wisconsin Dells are nearby.Price: $595-$895/night; $3800-$4500/week

9. Lake Sinissippi Woodsy Cabin

Arrowhead Trail & Sinissippi Point Rd, Hustisford, WI 53039

Size: 2/1, sleeps 4Amenities: Sparse, though the lodging looks quite comfortable This place is all about woodsy anonymity and wildlife.Price: $125-$200/night; $750/week

Arrowhead Trail & Sinissippi Point Rd
Hustisford, WI 53039

10. Cedar Grove Lakefront House

Jay Rd & Sauk Trail Rd, Belgium, WI 53013

Size: 6/5.5, sleeps 12Amenities: Another option for large-scale retreats, this 6,000-square-foot home sits has private beach frontage on Lake Michigan. 15' ceilings, huge deck, basketball court, and optional concierge service greet vacationers.Price: $1000-$1500/night; $4000-$6750/week

Jay Rd & Sauk Trail Rd
Belgium, WI 53013

11. "The Miami" at Sheridan Beach

Colfax Ave & N Lake Ave, Michigan City, IN 46360

Size: 1/2, sleeps 4Amenities: "The Miami" is pretty much just that-- an extravagant beachfront property with jumbo terraces set behind the dunes. Rental includes outdoor hot tub, indoor jacuzzi, steam room, and fireplace.Price: $1400/week

Colfax Ave & N Lake Ave
Michigan City, IN 46360

12. The Silver Heron

3 W Lake Front Dr, Beverly Shores, IN 46360

Size: 4/5, sleeps 12Amenities: A short ways down the shore from The Miami is The Silver Heron, a more contemporary piece of resort-y architecture. The home is on a bluff and comes with 20' ceilings, a multitude of terraces, pool table, spa, and a couple of fireplace.Price: Not indicated

3 W Lake Front Dr
Beverly Shores, IN 46360

13. Irish Haven

112 N Notre Dame Ave, South Bend, IN 46637

Size: 4/3.5, sleeps 8-12Amenities: Thinking of orchestrating a big Norte Dame football pilgrimage? Here's a fine old home that can make it happen. Just a mile from campus, the house offers game room, fireplaces, TVs in nearly every room, and wi-fi.Price: Not indicated

112 N Notre Dame Ave
South Bend, IN 46637