Search holiday homes in Illinois from 100+ sites!

5145 available villa offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • sonder
  • priceline
  • tripadvisor
  • tripcom
  • homestay
  • hotelscom
  • orbitz
  • vacasa
Illinois villas
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating

5145 Villa rentals in Illinois

Best Illinois villas and beach houses with a pool

Among the 5145 accommodations in Illinois, here are the 4 best villas and beach houses with a pool

Private, Galena Log Cabin - Illinois
9.9 135 reviews

Private, Galena Log Cabin

cabin, The Galena Territory
This charming cabin is located in the rolling hills of the Galena Territory, just a short drive from Galena's Main Street and the Owner's Club. It consistently receives excellent ratings for location, cleanliness, and overall user experience. This spacious home has four bedrooms and three bathrooms, comfortably accommodating up to 10 guests. Amenities include a fully equipped kitchen, a private garden, a swimming pool, and access to the Owner's Club with its recreational facilities, making it ideal for families or groups seeking a relaxing getaway.
Stay Steps From Pine Lake | Family Cabin & Scenic Grounds | Pool & Kid's Area - Illinois
No reviews

Stay Steps From Pine Lake | Family Cabin & Scenic Grounds | Pool & Kid's Area

cabin, Pittsfield
This waterfront cabin in Pittsfield offers immediate access to Pine Lake and is located less than 1 mile from King Park and the Mississippi River, with historical sites like the John Greene Shastid House and Pike County Historic Museum nearby.
This pet-friendly cottage accommodates up to 4 guests with 2 bedrooms and 1 bathroom, featuring a kitchenette with a microwave and fridge, air conditioning, and access to a shared seasonal outdoor pool and on-site fire rings.
The Bunkies @ Heritage Harbor - Illinois
9.0 4 reviews

The Bunkies @ Heritage Harbor

cabin, Ottawa
This Ottawa, Illinois riverside cottage is situated approximately 2.6 miles from OSF Saint Elizabeth Medical Center and within 6 miles of Washington Square Park and the Appellate Court.
This pet-friendly, family-friendly 280-square-foot cabin offers one bedroom, one bathroom, sleeps two, includes a full kitchen, in-unit laundry, a private patio, free Wi-Fi, and a swimming pool, all within easy reach of Tangled Roots Brewing Company and the Middle East Conflicts Wall Memorial.
Van Dolah Castle: 42-acre Estate W/pool & Court - Illinois
10 8 reviews

Van Dolah Castle: 42-acre Estate W/pool & Court

castle, Lexington
The David Hyatt Van Dolah House, a National Register of Historic Places property located at 10 N. Spencer St. in Lexington, Kentucky, offers a luxurious stay in a meticulously restored 1898 Victorian mansion.
This 9,000-square-foot Queen Anne-style estate boasts seven bedrooms, four bathrooms, and accommodates up to sixteen guests, featuring a pool, hot tub, tennis/pickleball/basketball court, and 42 acres of grounds, including a separate pool house with a three-car garage.

Top cities

Best family friendly Illinois villas and beach houses

Among the 5145 accommodations in Illinois, here are the 4 best family friendly villas and beach houses

The Beaumont House - Illinois
10 1 review

The Beaumont House

house, Greenville
The Beaumont House in Greenville offers family-friendly accommodations 41 miles from MidAmerica St. Louis Airport.
This one-bathroom Greenville house rental features a fully equipped kitchen with a dishwasher, microwave, and refrigerator, free Wi-Fi, private parking, and air conditioning; it's suitable for families or individuals seeking a quiet stay.
Stunning Secluded Luxury Escape W/hot Tub & Gaming - Illinois
10 118 reviews

Stunning Secluded Luxury Escape W/hot Tub & Gaming

cabin, Twin Grove
This Twin Grove cabin is located in a quiet, wooded neighborhood just nine minutes from Rivian and a short drive from other local attractions. The cabin has excellent user, location, and cleanliness ratings.
The cabin comfortably sleeps 14 guests in its multiple bedrooms, a loft, and a walk-out basement. The home features two fully equipped bathrooms, a modern kitchen, fast internet, and a large game room with a pool table, ping pong, air hockey, foosball, Skee-Ball, and darts.
White Oak Cottage And Wi-fi!! Celebrate The Holidays In Our Country Cottage! - Illinois
10 14 reviews

White Oak Cottage And Wi-fi!! Celebrate The Holidays In Our Country Cottage!

cottage, Belgium
This charming cottage is located in Westville, Illinois, a quiet town just minutes from Forest Glen Nature Preserve and a short drive from I-74. The cottage has received excellent reviews from previous guests, praising its peaceful atmosphere and comfortable accommodations.
This cozy cabin features two bedrooms, a spacious living area, and a well-equipped kitchen, comfortably accommodating up to seven guests. Families and groups will enjoy the numerous amenities, including a fire pit, ATV parking, and a creek perfect for children to play in.
Bearshield Lodge - Illinois
10 39 reviews

Bearshield Lodge

cabin, Clayton
This Clayton lodge, perfect for large groups, boasts a 6,500-square-foot space with eleven bedrooms and nine bathrooms, accommodating up to sixteen guests.
The property features a private pond with a waterfall, an outdoor bar and grilling station, a swimming and fishing dock, a fire pit, and ample parking, along with baby gear for families.

Frequently Asked Questions about villa rentals in Illinois

  • What are the must-see attractions in Illinois?

    Illinois offers a diverse range of attractions. In Chicago, you've got iconic landmarks like Millennium Park with Cloud Gate ('The Bean'), Navy Pier, and the Art Institute of Chicago. Outside the city, Springfield boasts the Abraham Lincoln Presidential Library and Museum, and Galena offers charming historic architecture and stunning Mississippi River views. Starved Rock State Park provides breathtaking canyons and waterfalls.
  • What are the best villa rentals in Illinois?

  • Is Illinois known for mountains, beaches, forests, or other types of landscapes?

    Illinois's landscape is quite varied. While it doesn't have mountains or extensive beaches, it boasts beautiful prairies, rolling hills, and extensive forests, particularly in the southern part of the state. The Shawnee National Forest is a prime example, offering hiking and scenic drives. The state also features the impressive bluffs along the Mississippi and Illinois Rivers.
  • What are the best villa rentals with a pool in Illinois?

  • What are some surprising and hidden attractions in Illinois?

    Many people overlook the amazing natural beauty found in places like Matthiessen State Park, with its unique sandstone canyons and waterfalls, or the Cahokia Mounds State Historic Site, a pre-Columbian Native American city near Collinsville. The Illinois Railway Museum in Union is another fascinating, lesser-known gem for train enthusiasts.
  • What are the best villa rentals with a jacuzzi in Illinois?

  • What are some unique ways to learn about the culture of Illinois by engaging with its people?

    Attend a local festival like the Taste of Chicago (a large food festival) or one of the many smaller, community-based festivals throughout the state. Visiting a local farm and participating in a farm-to-table dinner offers a taste of Illinois agriculture and hospitality. Exploring neighborhoods like Pilsen in Chicago, known for its vibrant Mexican-American culture, provides a rich cultural experience through interaction with local residents and businesses.
  • What are the best villa rentals for families and kids in Illinois?

  • How much time should you set aside to thoroughly explore Illinois?

    A week allows for a good overview of Chicago and a couple of other regions. To truly explore the state's diverse offerings, including its natural areas and smaller towns, you'd need at least two weeks, or even longer if you plan on extensive hiking or exploring specific interests.
  • What are the best pet friendly villa rentals in Illinois?

  • Is there anything you might not think to pack for a trip to Illinois?

    Depending on the time of year, you might need insect repellent, especially during the warmer months. Comfortable walking shoes are essential, as much of the sightseeing, especially in Chicago, involves walking. Also, be prepared for all types of weather, as Illinois can experience significant temperature fluctuations throughout the year.
  • What are the best villa rentals with parking in Illinois?

  • What cultural experiences or workshops in Illinois offer something different?

    The many art museums in Chicago offer diverse workshops and classes. Several locations across the state host pottery or glassblowing workshops, showcasing local artistry. Consider checking out blues music clubs in Chicago for an authentic cultural experience.
  • Are there any food festivals in Illinois where you can try local food?

    The Taste of Chicago is a major food festival showcasing Chicago's culinary scene. Many smaller towns and cities host their own unique food festivals throughout the year, celebrating local produce and specialties. These often highlight regional dishes, like Chicago-style hot dogs or deep-dish pizza.
  • What seasonal natural events, such as migrations or blooming periods, occur in Illinois?

    Spring brings the blooming of wildflowers across the prairies and forests. Autumn displays vibrant fall foliage, particularly in the southern regions. Bird migration is a significant event throughout the state, with various species passing through during spring and fall.
  • What exclusive experiences are available when visiting Illinois?

    A private tour of the Art Institute of Chicago offers a more intimate experience with its renowned collection. A guided hike in Shawnee National Forest provides access to less-visited trails and deeper insight into the region's ecology. A behind-the-scenes tour of a local brewery or distillery provides a unique look at Illinois's craft beverage scene.

Nearby regions

Best Illinois houses with a kitchen

Big Sky Cabin! Hot Tub! Fire Pit! Pool Table! Large Deck! Wine Trail - Illinois
9.8 182 reviews

Big Sky Cabin! Hot Tub! Fire Pit! Pool Table! Large Deck! Wine Trail

cabin, Alto Pass
This family-friendly cabin is located in a rural area of Alto Pass, just a short distance from Shawnee National Forest and within easy reach of several local wineries. Guests have consistently rated this cabin as excellent, highlighting its comfortable amenities and convenient location.
The 3,000 square foot cabin features four bedrooms and two bathrooms, comfortably accommodating up to 20 guests. The cabin offers a range of amenities, including a fully equipped kitchen, a spa tub, a game room, a garden, and barbecue grills, making it ideal for families and groups looking for a relaxing retreat in the heart of nature.
Pet Friendly! Countryside Couples Stay In Illinois - Illinois
8.7 3 reviews

Pet Friendly! Countryside Couples Stay In Illinois

house, Carbondale
Blue Line Resort Cabin #3 is conveniently located in Carbondale, just 17 miles from Giant City State Park and 7.3 miles from Southern Illinois University, offering easy access to both natural beauty and the university scene. The cabin is perfect for families, students, and visitors looking for a comfortable and affordable place to stay.
The one-bedroom cabin comfortably sleeps up to seven guests and features a fully equipped kitchenette with a microwave and coffee maker. Enjoy amenities like air conditioning, free Wi-Fi, and a private entrance, ensuring a comfortable and relaxing stay.
The Potel Tiny Home 14x40 - Illinois
9.9 555 reviews

The Potel Tiny Home 14x40

cabin, New Burnside
This one-bedroom cabin is located on a 78-acre family farm on the edge of the Shawnee National Forest, just one mile from the town of Ozark.
The cabin features a full-size bed, a full closet, a stacked washer and dryer, a kitchen equipped with a stove, fridge, and microwave, a smart TV for streaming entertainment, Wi-Fi access, and a full bathroom with a shower.
A Novel Stay 3 Bed 2 Bath Log Cabin In Shelbyville, Il - Illinois
10 1 review

A Novel Stay 3 Bed 2 Bath Log Cabin In Shelbyville, Il

house, Shelbyville
This Shelbyville vacation home is conveniently located near Decatur Airport, approximately 38 miles away, offering easy access to the area. This one-bedroom house sleeps up to 21 guests, boasts a fully equipped kitchen with dishwasher and oven, a fireplace, in-unit laundry, free Wi-Fi and parking, plus a jacuzzi.

Neighborhoods and points of interest in Illinois

Best Illinois villas and beach houses with jacuzzi

Shawnee Tiny Cabin Near Ferne Clyffe With Hot Tub - Illinois
9.9 244 reviews

Shawnee Tiny Cabin Near Ferne Clyffe With Hot Tub

cabin, Goreville
This cozy cabin sits just 2 kilometers from the Shawnee National Forest and Lake of Egypt, offering easy access to outdoor adventures. Guests consistently rate the cabin excellent for its location, cleanliness, and overall experience.
The cabin has one bedroom and one bathroom, comfortably accommodating up to four guests. Amenities include a fully equipped kitchen, a spa tub for relaxation, free Wi-Fi, and a Smart TV with a DVD player for entertainment.
Surf Dweller 210 - Surf Buggy - Illinois
No reviews

Surf Dweller 210 - Surf Buggy

house, Schaumburg
Surf Dweller 210, a one-bedroom Schaumburg house rental, is conveniently located 15 miles from O'Hare International Airport and 30 miles from attractions like Loyola University Chicago, the United Center, and Wrigley Field.
This 1450-square-foot house sleeps five guests and features two bathrooms, a fully equipped kitchen, free Wi-Fi, and all linens provided.
Skyline View Cabins - Panoramic Skycapes And Spectacular Vista Views Await You! - Illinois
10 6 reviews

Skyline View Cabins - Panoramic Skycapes And Spectacular Vista Views Await You!

cabin, Alto Pass
This cabin in Alto Pass offers expansive views of the Shawnee National Forest and is conveniently located within 5 miles of Peachbarn Winery and Von Jakob Winery & Brewery, and 2 miles from Giant City State Park.
This 1000 square foot lodge accommodates up to 6 guests with 3 bedrooms and 2 bathrooms, featuring a microwave, air conditioning, a hot tub, and private decks overlooking the Southern Illinois landscape.
Luxury Log Retreat With Hot Tub, Near Homestead & Winery - Illinois
9.6 13 reviews

Luxury Log Retreat With Hot Tub, Near Homestead & Winery

cabin, Paris
This Paris, Illinois log home is located near Southfork Homestead and Castle Finn Winery, with easy access to several county fairgrounds including Edgar, Clark, and Wabash Valley.
The two-bedroom, three-bathroom dwelling sleeps six, offering a king-sized bed, two full-sized beds, and a loft; amenities include a fully equipped kitchen with fridge, microwave, and dishwasher, plus air conditioning, internet, parking, and a deck with a hammock.
©2026 cozycozy.com