
Illinois Rentals
- From $401 per night (USD)
VRBO
Beautiful Spacious Escape On The Chain O'Lakes
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 11
Escape to the beauty of the Chain O'Lakes. Spend the weekend or full weeks vacation on the shores of Lake Pistakee in ou ...
From $401 per night (USD)VRBO
- From $656 per night (USD)
Expedia
Lakefront 5BR · Dock, Kayaks, Hot Tub & Beach
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Experience lakeside luxury at Sunset Shores, your 5-bedroom retreat on the beautiful Lake of Egypt. Designed to host up ...
From $656 per night (USD)Expedia
- From $615 per night (USD)
VRBO
*Stone Fire Pit*Hot Tub* Pool Table & Arcade Game*
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 12
Oakmont Lodge is 1 mile from the GTA Owners Club and a 7 mile drive to downtown Galena. This home is dog-friendly, with ...
From $615 per night (USD)VRBO
- From $336 per night (USD)
Expedia
Miller lakehouse. Pontoon available to rent
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Great patio view overlooking the lake. Easy walk to the boat dock and sun deck. 3 bedrooms 3 bathrooms. Master bathro ...
From $336 per night (USD)Expedia
- From $387 per night (USD)
VRBO
Family Home on Lake Sara
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
The Bunkhouse is a fantastic place for families and friends to reconnect and make lasting memories. With walk-in lake ac ...
From $387 per night (USD)VRBO
- From $231 per night (USD)
Expedia
Cozy Cabin In Roselle
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
If you’re looking for the ideal cozy place to feel at home that is affordable and close to Elgin O'Hare there’s nothing ...
From $231 per night (USD)Expedia
- From $819 per night (USD)
VRBO
House and party Barn on 300 acres, hot tub, 10 miles views, Private golf, trails
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 13
This listing Includes both a main House and an entertainment building..... SO TWO BUILDINGS.....40 feet apart. The house ...
From $819 per night (USD)VRBO
- From $318 per night (USD)
Expedia
2CHICAGO Train 1MI/WIFI/KING/Free parking/Fox River Bike Trail
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Amazing location, immaculately clean and updated 2BR/1BA unit is 4 blocks to Fox River Bike Trail, 1 mile to popular dow ...
From $318 per night (USD)Expedia
- From $496 per night (USD)
VRBO
A perfect weekend gateway!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This spacious 2400+ sq/ft home overlooks downtown Grafton and the confluence of the Mississippi and Illinois rivers. It ...
From $496 per night (USD)VRBO
- From $540 per night (USD)
Expedia
Beautiful townhome in Galena Territories Sleeps 9, 4 BR, close to Owners Club.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Located at 19 Farmstead Lane. This is a three level townhome with 4 bedrooms, 2 with queen beds, 1 with 2 double beds an ...
From $540 per night (USD)Expedia
- From $225 per night (USD)
VRBO
Lakeside Shady Rest Home Away from Home blocks from Rend Lake and I57/I64
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Take it easy at this unique and tranquil getaway 1/2 mile off Interstate 57 and 9 miles from Interstate 64. Convenient f ...
From $225 per night (USD)VRBO
- From $602 per night (USD)
Expedia
Modern 4 Bedroom 2 Bath Sleeps 10 Newly Renovated Whole House Rental
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Brand new to the rental market...fully remodeled, modern, comfortable and super cute river home! This house was recently ...
From $602 per night (USD)Expedia
- From $173 per night (USD)
VRBO
Golf View, Walking Trails, Dog Friendly & Access to Indoor Pool
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Green View Getaway is just minutes to our GTA Owners Club or a brisk walk to the pools, tennis courts, gym, etc. or a 7- ...
From $173 per night (USD)VRBO
- From $399 per night (USD)
Expedia
Top floor of Historic Oak Park Home /2 Car Garage
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Secluded but never isolated; 3 blocks from the L-line, next door to Hemingway's birthplace, surrounded by dozens of Fran ...
From $399 per night (USD)Expedia
- From $492 per night (USD)
VRBO
Spacious , next to pools, shuffleboard, screened porch
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Older home with Living Room, Dining Room, Kitchen, Lower Level Family Room, Deck and Gas Grill, Wood Fireplace, 2 King B ...
From $492 per night (USD)VRBO
- From $1559 per night (USD)
Expedia
GORGEOUS LARGE HOME WITH HOT TUB!Golden Tee & Foosball Table!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
4500 Square foot home on over 5 acres. with a view of the 5th hole of "The General" golf course. This home features a l ...
From $1559 per night (USD)Expedia
- From $240 per night (USD)
VRBO
Sunset Cottage on Lake Pistakee
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Escape to the beauty of the Chain O'Lakes to spend the weekend or a lengthy stay on the shores of Lake Pistakee. Enjoy ...
From $240 per night (USD)VRBO
- From $855 per night (USD)
Expedia
Simply Stunning Views! 2 Fireplaces/Pool Table/Fire Pit and Owners' Club Access!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
<p><strong>The Galena Log Home, Galena IL</strong></p> <p><strong>Entire Home Vacation Rental, 5 Bed, 4 Bath, 12 Person ...
From $855 per night (USD)Expedia
- From $543 per night (USD)
VRBO
Campbell Street Cottage
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Charming Historic Cottage in Downtown Geneva, IL Discover the blend of historic charm and modern comfort in this beautif ...
From $543 per night (USD)VRBO
- From $254 per night (USD)
Expedia
Blue Suede Suites North
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Wonderful newer constructed 2 bedroom condo built on the banks of the beautiful Mississippi River. Enjoy the spectacula ...
From $254 per night (USD)Expedia
- From $289 per night (USD)
VRBO
Stylish Luxe King bed w/Free Parkng near DT Oak Pk
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This beautifully designed, fully equipped apartment offers comfort, space, and convenience in one of Oak Park’s most des ...
From $289 per night (USD)VRBO
- From $276 per night (USD)
Expedia
Welcome to your Galena Get Away!!!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to the Galena Get Away! Get away from it all in this updated townhouse. This 3 bedroom, 3 bath town home is ce ...
From $276 per night (USD)Expedia
- From $1495 per night (USD)
VRBO
Windjammer, Lakefront Home-Away-From-Home!!!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 16
Luxurious resort-style property has its own shoreline beach and truly unbeatable scenic views! An open-concept floor pl ...
From $1495 per night (USD)VRBO
- From $375 per night (USD)
Expedia
Modern Home in Trendy Neighborhood 40 from Downtown Chicago
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This Newly Remodeled Modern Smart Home is great for family vacations, stay cations and traveling professionals. 4 Bedroo ...
From $375 per night (USD)Expedia
- From $137 per night (USD)
VRBO
Worldmark Galena - 1BD
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
WorldMark Galena is situated near Eagle Ridge Resort`s General, the most challenging of the four world-class Galena terr ...
From $137 per night (USD)VRBO
- From $214 per night (USD)
Expedia
Enjoy Spectacular Sunset Views ☀️ On True Lakefront
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Amenities include a brand new 600 square foot deck with unobstructed views of the Fox Chain O' Lakes for the grill-maste ...
From $214 per night (USD)Expedia
- From $389 per night (USD)
VRBO
Prairieview Cottage Retreat - Hot Tub Sunsets
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
REST, RELAX, RETREAT... Escape to tranquility at this picturesque, pet-friendly cottage, nestled in the serene countrysi ...
From $389 per night (USD)VRBO
- From $251 per night (USD)
Expedia
Experience Belleville in a 2 BR cozy home with a STL Cardinals theme.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Enjoy this peaceful home with a tranquil view of a private pond located right outside the back door. It includes a STL C ...
From $251 per night (USD)Expedia
- From $129 per night (USD)
VRBO
Unity Lodge Suite 5
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
The private room has two full-size beds, private bath, private entrance, a desk, and a TV. It is part of a 12-room lodge ...
From $129 per night (USD)VRBO
- From $136 per night (USD)
Expedia
Unity Lodge Suite 7
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The private room has two full-size beds, private bath, private entrance, a desk, and a TV. It is part of a 12-room lodge ...
From $136 per night (USD)Expedia
- From $136 per night (USD)
VRBO
Unity Lodge Suite 6
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The private room has two full-size beds, private bath, private entrance, a desk, and a TV. It is part of a 12-room lodge ...
From $136 per night (USD)VRBO
- From $112 per night (USD)
VRBO
Unity Lodge Suite 10
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The private room has four single beds, private bath, private entrance, a desk, and a TV. It is part of a 12-room lodge o ...
From $112 per night (USD)VRBO
- From $172 per night (USD)
VRBO
Rocky Ridge Getaway Joins Shawnee Forest
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Just steps away from the captivating beauty of The Shawnee National Forest, Rocky Ridge offers unmatched tranquility and ...
From $172 per night (USD)VRBO
- From $136 per night (USD)
Expedia
Unity Lodge Suite 2
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The private room has two full-size beds, private bath, private entrance, a desk, and a TV. It is part of a 12-room lodge ...
From $136 per night (USD)Expedia
- From $252 per night (USD)
VRBO
2 Bedroom, 2 bath townhouse in The Galena Territory.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
END UNIT with a wooded view! This nicely decorated 2-bed, 2-bath end unit townhome is located on the South Golf Course, ...
From $252 per night (USD)VRBO
- From $421 per night (USD)
Expedia
Chicago's Hidden Treasure \"Evanston, IL\" Urban Luxury with comfort
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Urban Luxe experience, sleek, condo with modern finishes and resort-like amenities are just steps from Northwestern Univ ...
From $421 per night (USD)Expedia
- From $448 per night (USD)
VRBO
Close to Galena, close to perfect. Premier get away. Three beautiful suites.
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 7
Pine Hollow is just a quick half mile drive to the town of Galena. When you turn into our driveway you will find your wo ...
From $448 per night (USD)VRBO
- From $252 per night (USD)
VRBO
Grafton Getaway-Cabin on 2 wooded acres just 1/2 mile from Main Street
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 11
Grafton Getaway - Cabin is a 2019 renovated home originally built in 1900. The long driveway crosses a spring-fed creek ...
From $252 per night (USD)VRBO
- From $85 per night (USD)
VRBO
3 Bedroom Home Away From Home
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Totally refurbished home with central AC and heat. Primarily set up for temporary contractors and includes all basic uti ...
From $85 per night (USD)VRBO
- From $416 per night (USD)
Expedia
Half a mile from everything in the heart of Evanston, Illinois
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Northwestern Alumni, Parents, Corporate Travelers, and Evanston Adventure Seekers!! This property is all about coming t ...
From $416 per night (USD)Expedia
- From $436 per night (USD)
VRBO
River Retreat - Waterfront Cottage in Starved Rock Country
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to River RetreatCottages at Heron’s Landing • Heritage Harbor Marina Resort • Managed by Harbor Inn Vacation Ren ...
From $436 per night (USD)VRBO
- From $379 per night (USD)
Expedia
360 Degree Rooftop Views - Perfect for Eagle Watching
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
SUNSHINE TERRACEAs the name implies, Sunshine Terrace catches a great view from multiple balconies including your own pr ...
From $379 per night (USD)Expedia
- From $265 per night (USD)
VRBO
Enjoy Your Vacation On Lake Pistakee Of The Chain
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
Looking for that vacation home feel on the beautiful Chain O'Lakes? Our clean cozy cabin is perfect for a couple, or fam ...
From $265 per night (USD)VRBO
- From $694 per night (USD)
Expedia
Lakefront home Wonder Lake IL - Close to Lake Geneva and Twin Lakes Wi
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
This must be the place and the time is now to book that special getaway with family and friends. The house is situated r ...
From $694 per night (USD)Expedia
- From $808 per night (USD)
VRBO
Rockford Retro Revival • Indoor Pool + Arcade Fun!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 19
Summary: Step into a bold, retro-inspired retreat packed with fun! Dive into the indoor pool, unwind in the hot tub, an ...
From $808 per night (USD)VRBO
- From $433 per night (USD)
Expedia
New Humble Home! - Near Six Flags & Naval Base!!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to our beautiful and welcoming home, perfect for families and groups visiting the area! Our convenient location ...
From $433 per night (USD)Expedia
- From $258 per night (USD)
VRBO
☆Spacious 3bdr near 6 Flags-Naval Base-Casino☆
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Relax with the whole family at this beautiful 3 bedroom house Self check in / No contact (smart locks). The home is lo ...
From $258 per night (USD)VRBO
- From $206 per night (USD)
Expedia
Mississippi River House
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy Riverfront Island house overlooking the Mississippi River. House is on the 2nd floor with two queen size beds. A v ...
From $206 per night (USD)Expedia
- From $467 per night (USD)
VRBO
3bd/3.5ba, Bright & Spacious, Fab Screened Porch, Fireplace
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
<p><strong>Bluffwood Belle, Galena IL</strong></p> <p><strong>Entire Home Vacation Rental, 3 Bed, 3 Bath, 8 Person Occu ...
From $467 per night (USD)VRBO
- From $579 per night (USD)
Expedia
*The Comfy King Ranch*King Bed Suite*Fast Wi-Fi
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Summary: This beautiful, newly remodeled, spacious, 3 bed 2 bath ranch style home is set back on a large lot. Located c ...
From $579 per night (USD)Expedia
- From $200 per night (USD)
VRBO
2 Bedroom Cul De Sac Cottage in Town
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
2 bedroom ranch home conveniently located in a quiet area of town within walking distance of parks and dining. Open con ...
From $200 per night (USD)VRBO
- From $340 per night (USD)
Expedia
PROMO 10% MONTHLY DISCOUNT! Comfy Home w Access to Major Roads/Hwys, Huge Yard
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Our house is perfect for a small group of friends or family looking for a clean, accessible place. It contains 3 bedroom ...
From $340 per night (USD)Expedia
- From $138 per night (USD)
VRBO
30 West · The View · Scenic Escape near Fairground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Step into 30 West · The View, a bright and stylish suite overlooking downtown Du Quoin. Wake up to sunlight streaming th ...
From $138 per night (USD)VRBO
- From $467 per night (USD)
Expedia
Charming 3BR / 3BA With Hot Tub, Fireplace & Pool Table
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Charming and cozy, Trail’s End is uniquely positioned in one of the most beautiful corners of the Galena Territory. It ...
From $467 per night (USD)Expedia
- From $316 per night (USD)
VRBO
Hilltop Retreat, a modernly-rustic getaway!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
At the top of the Shawnee Wine Trail, amidst the Shawnee National Forest, and tucked away in the country, is your next c ...
From $316 per night (USD)VRBO
- From $242 per night (USD)
Expedia
Modern Comfort Meets Natural Beauty: Your Perfect Getaway Near Starved Rock!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 9
Modern Comfort Meets Natural Beauty: Your Perfect Getaway Near Starved Rock! Nestled behind Grand Bear Resort and Water ...
From $242 per night (USD)Expedia
- From $503 per night (USD)
VRBO
Historic house, 1.5miles from U of I University
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Willis House is located in a safe, older neighborhood, with tree lined streets and deeply shaded yards. Great shopping ...
From $503 per night (USD)VRBO
- From $286 per night (USD)
Expedia
2 BR W/ Washer Dryer, Fireplace, Close To It All, Monthly Stays Welcome
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Our cozy condo is the ideal place to feel at home. Affordable, convenient, close to Downers Grove, Wheaton, Oakbrook, Do ...
From $286 per night (USD)Expedia
- From $138 per night (USD)
VRBO
30 West · The Den ·Downtown Hideaway near Fairground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Welcome to 30 West · The Den, a modern downtown hideaway in the heart of Du Quoin. Just minutes from the State Fairgroun ...
From $138 per night (USD)VRBO
- From $511 per night (USD)
Expedia
Hidden Gem SLEEPS 10+! Children & Pets welcomed!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Unique to Northern Illinois, this Spanish style Villa boasts five patios, a furnished balcony, a gazebo for the perfect ...
From $511 per night (USD)Expedia
- From $224 per night (USD)
VRBO
Peter Ray House
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This 150-year-old story and a half house is approximately 1200 square feet, with central air and three TVs. It has a fro ...
From $224 per night (USD)VRBO
- From $1319 per night (USD)
Expedia
On The Golf Course, Outdoor Kitchen, Hot Tub and So Much More!
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 14
Wonderful large home located on the South Course of Eagle Ridge. 6 Bedrooms all with en suite baths. Outdoor kitchen o ...
From $1319 per night (USD)Expedia
- From $1088 per night (USD)
VRBO
Wrigley Field Legend Suite 4 Bedrooms, 2 Bathrooms
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Located inside one of the iconic Wrigley Rooftops, and just a few steps away from Wrigley Field, this apartment offers a ...
From $1088 per night (USD)VRBO
- From $717 per night (USD)
Expedia
Medley Manor Resort Sleeps over 65 , it has 7 Large bathrooms & game room!
- Bedrooms:
- 7
- Bathrooms:
- 14
- Sleeps:
- 80
Medley Manor Resort is a licensed boutique hotel that only books to one host family or group. Medley Manor is never shar ...
From $717 per night (USD)Expedia
- From $1106 per night (USD)
VRBO
A Luxury Family Mill Creek Lake Retreat
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
A Complete Lakeside Experience! Better than a trip to Kentucky/Tennessee/Wisconsin/Michigan. This house is in the crossr ...
From $1106 per night (USD)VRBO
- From $181 per night (USD)
Expedia
Home is on the original 1926-1930 Route 66 alignment
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
This house is located 34 miles south of Springfield, Illinois; 85 miles North of St. Louis, Missouri; 8 miles off I-55 i ...
From $181 per night (USD)Expedia
- From $646 per night (USD)
VRBO
4bd 4ba spacious home w/hot tub-seasonal, pool table, firepit, Pet Friendly
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
4 bedroom, 4 bath home with pool table, (hot tub available April 1 - 10/31, not open during the winter months), main lev ...
From $646 per night (USD)VRBO
- From $227 per night (USD)
Expedia
2 bed 2 bath Near Lake Access Hunt & Gather Lodge
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Located near the shores of Rend Lake, Hunt and Gather Lodge is an inviting 1,000 sq ft, 2 bedroom, 2-bathroom home that' ...
From $227 per night (USD)Expedia
- From $590 per night (USD)
VRBO
Longwood - Wood Burning Fireplace - Hot Tub - Pool Table - Arcade Game
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Our Longwood home is 10 minutes to the GTA Owners Club (we provide proximity cards for free access) and 15 minutes to Do ...
From $590 per night (USD)VRBO
- From $183 per night (USD)
Expedia
Amazing Golf Views, Fireplace & Pool Access!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Our Poplar Ridge home is approximately 7 miles or 15 minutes to Downtown Galena. Over 400 5* Reviews! This home is NOT ...
From $183 per night (USD)Expedia
- From $378 per night (USD)
VRBO
>DARTS> Outdoor Hot Tub, Screened Porch, Fireplace, Dog Friendly!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Our Golfside Haven house is approximately 8 miles or 13 minutes to Downtown Galena and just 3.5 miles to the GTA Owners ...
From $378 per night (USD)VRBO
- From $571 per night (USD)
Expedia
5 BR en suite with firepit, hot tub,and game room.
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
As you walk into this spacious 5 bedroom home, each with it's own private bath, you will instantly feel a sensation of c ...
From $571 per night (USD)Expedia
- From $365 per night (USD)
VRBO
Beautiful Makanda Cabin in Shawnee National Forest
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Sat atop a scenic hillside and overlooking a breathtaking meadow, this 2-bedroom, 1.5-bath Makanda vacation rental is th ...
From $365 per night (USD)VRBO
- From $582 per night (USD)
Expedia
Private 2 Acres! Fire Pit, Hot Tub, Game Room AND Movie Room, Bunk Room!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Welcome to Timber Ridge, nestled in the woods on four secluded acres surrounded by green space. We are NOT Pet-Friendly! ...
From $582 per night (USD)Expedia
- From $292 per night (USD)
VRBO
Historic Beauty Steps to Main St - Fireplace, 3 Season Room, Record Player
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
This Beautiful, Historical and Updated home is smack dab downtown Galena. This Preservation Award-winning home was buil ...
From $292 per night (USD)VRBO
- From $641 per night (USD)
Expedia
Private 2 acres, Huge Deck, Hot Tub, Fitness Room, Movie Room & Pool Table
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 14
Powderhorn Gap is 7 minutes from the GTA Owners Club (we provide proximity for free access) and 17 minutes to Downtown ...
From $641 per night (USD)Expedia
- From $815 per night (USD)
VRBO
Prestigious Trillium Lane*Hot Tub*2 Fireplaces*Pool Table*Fire Pit* Sleeps 14
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 14
Only 3 miles to the GTA Owners Club and 8 miles to Downtown Galena. This home is NOT pet-friendly. This 5200 square foo ...
From $815 per night (USD)VRBO
- Click For Pricing
Expedia
Amazing Tree Top Views-Outdoor Hot Tub, Fire Pit, Pool Table, Access 2 Pools!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Our Eagle Lane home is 1.5 miles from the GTA Owners Club and just 15 minutes from downtown Galena. This home is NOT pe ...
Click For PricingExpedia
- From $373 per night (USD)
VRBO
Huge 4BR*Outdoor Hot Tub*2 Fireplaces*Pool Table*Great Value*
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
This home is approximately 8 miles or 15 minutes from Downtown Galena. This home is NOT pet-friendly. You must be 25 or ...
From $373 per night (USD)VRBO
- From $183 per night (USD)
Expedia
Woodland Vista Retreat on Creekwood - Patio, Grill, Fireplace & Dog Friendly
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Woodland Vista Retreat– a cozy villa that is a 15 minute beautiful drive to Downtown Galena. Please note: thi ...
From $183 per night (USD)Expedia
- From $904 per night (USD)
VRBO
Firelit evenings @ Grand Galena Retreat w/Whiskey Room, Fireplace & Hot Tub
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 14
The GTA Owners Club is just 4 minutes away, and Downtown Galena is only 15 minutes away. This home is NOT pet-friendly. ...
From $904 per night (USD)VRBO
- From $548 per night (USD)
Expedia
Outdoor Hot Tub, Pool Table, Huge Fire Pit - Close 2 Pools!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Welcome to Fore Augusta Drive. We are 4 minutes from the GTA Owners Club (pools, fitness center, etc.) and 15 minutes t ...
From $548 per night (USD)Expedia
- From $319 per night (USD)
VRBO
Cozy Getaway - 3 King Beds w/en suite baths, Hot Tub, Pool Table, Arcade Game
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Bayward is 3 miles from the GTA Owners Club and 7 miles to Downtown Galena. This home is NOT pet-friendly. *Golf Benef ...
From $319 per night (USD)VRBO
- From $1427 per night (USD)
VRBO
Luxury Home: Heated Pool, Hot Tub (Open!), 4Kings
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 16
**Hot Tub/Spa Open Year-Round • Heated Saltwater Pool Open NOW** Discover the ultimate luxury getaway at this newly ren ...
From $1427 per night (USD)VRBO
- From $619 per night (USD)
VRBO
Step In To the Mediterranean
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Please NOTE: The heated Estate Pool (shared by all our guests) will be open as long as weather permits. The private hot ...
From $619 per night (USD)VRBO
- From $605 per night (USD)
Expedia
Spacious-Hot Tub-Pool Table-Screen Porch-6 Bedroom-6 Bathroom
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 14
The Gathering Place is a modern, spacious 6 bedroom/6 bathroom home that accommodates up to 14 people. We are family fr ...
From $605 per night (USD)Expedia
- From $116 per night (USD)
VRBO
Adorable studio unit with full kitchen
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This newly renovated one bedroom unit features a full kitchen, brand new appliances, laundry on site, massive spa like s ...
From $116 per night (USD)VRBO
- From $421 per night (USD)
Expedia
Chicago's Hidden Treasure, \"EVANSTON, IL\"
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Northwestern Alumni, Parents, Corporate Travelers, and Evanston Adventure Seekers!! This property is all about coming t ...
From $421 per night (USD)Expedia
- From $330 per night (USD)
VRBO
An Inviting Retreat!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Red AnchorCottages at Heron’s Landing • Heritage Harbor Marina Resort • Managed by Harbor Inn Vacation Rental ...
From $330 per night (USD)VRBO
- From $241 per night (USD)
Expedia
A Quaint, Inviting Retreat
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Harbor Master VillaThe Villas at Heron’s Landing • Heritage Harbor Marina Resort • Managed by Harbor Inn Vaca ...
From $241 per night (USD)Expedia
- From $298 per night (USD)
VRBO
Gem Location on the River!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Rollin’ on the RiverCottages at Heron’s Landing • Heritage Harbor Marina Resort • Managed by Harbor Inn Vacat ...
From $298 per night (USD)VRBO
- From $238 per night (USD)
Expedia
A Quaint, Inviting Retreat
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Huck FinnThe Cottages at Herons Landing Neighborhood • Heritage Harbor Marina Resort • Managed by Harbor Inn ...
From $238 per night (USD)Expedia
- From $247 per night (USD)
VRBO
Panoramic Views of the Illinois Waterway
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to Our Happy Place on the RiverCottages at Herons Landing Neighborhood • Heritage Harbor Marina Resort • Managed ...
From $247 per night (USD)VRBO
- From $326 per night (USD)
Expedia
Prime location on the river.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Serenity NowCottages at Heron’s Landing • Heritage Harbor Marina Resort • Illinois River • Managed by Harbor ...
From $326 per night (USD)Expedia
- From $174 per night (USD)
VRBO
Cozy 1 Bedroom, 2 Bath Townhome in the Galena Territory
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Beautifully decorated living room kitchen combo with high ceilings, sky light and wood burning fireplace. Upper level b ...
From $174 per night (USD)VRBO
- From $239 per night (USD)
Expedia
Your Vacation Paradise!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Captain’s QuartersCottages at Heron’s Landing • Heritage Harbor Marina Resort • Professionally Managed by Har ...
From $239 per night (USD)Expedia
- From $465 per night (USD)
VRBO
Star Gaze on your Private Second Level Deck!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to This Must Be The PlaceCottages at Heron’s Landing • Heritage Harbor Marina Resort • Illinois River • Managed ...
From $465 per night (USD)VRBO
- From $327 per night (USD)
Expedia
Escape the city to quiet and picturesque Golden Eagle, IL..
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Great river road is a panorama of colors in the fall! Winter the Eagles arrive! Data speeds up to 25 megabytes! **COV ...
From $327 per night (USD)Expedia
- From $309 per night (USD)
VRBO
Havisham House Suite 88 - 3 bedroom, 2 bath, wine trail, bourbon bar -Alto Pass
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Newly renovated suite in historic 1800s Alto Pass Milling Co building. Private, spacious and very clean. Upstairs from n ...
From $309 per night (USD)VRBO
- From $271 per night (USD)
Expedia
Havisham Bourbon Bar - Suite 18 - private, spacious, wine trail apartment
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Newly renovated suite in historic 1800s Alto Pass Milling Co building. Private, spacious and very clean. Upstairs from n ...
From $271 per night (USD)Expedia




































































































