Vacation rentals in Lake Holiday

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Top-rated vacation rentals in Lake Holiday

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Top guest favorite
The cabin is nestled among tall trees, featuring warm lighting that highlights the rustic wooden structure. A spacious deck extends from the cabin, with a hammock positioned between trees, inviting relaxation amidst nature. Smoke gently rises from the chimney, suggesting a cozy atmosphere inside.
Cabin in Oregon
4.96 out of 5 average rating, 193 reviews

GOOSE ISLAND CABIN -Secluded Riverside Eco-Retreat

Nestled along the banks of the Rock River under tall oaks, ye ol cabin was built by early settlers in 1907. Legit rustic charm. Secluded yet only 10 mins from the fun town of Oregon. 100 acres of private property, bordering Lowden-Miller State Forest. Includes use of canoes/kayaks, large riverfront yard, grills, hammocks, deck, porch and firewood. $33/night per person or pet after first 2 people. Message Tim about accomodating larger groups and events. Closed for winter November through March.

Top guest favorite
A small, modern tiny house is nestled among lush green trees. A path lined with wood chips leads to the entrance, where large windows allow for natural light and views of the surrounding forest. A deck extends from the house into the wooded environment.
Tiny home in Princeton
5 out of 5 average rating, 124 reviews

Dana's Retreat-glamping/camping @ a WildlifeRescue

Reconnect with nature at this unforgettable escape. Located at 2nd Hand Ranch & Rescue, this tiny house in the timber was built to share the beauty of nature with folks that want to camp.... but not really camp. This 12x12 house is off grid with a cute outhouse nestled in the timber behind the wildlife rescue. Relax and unplug for the weekend and know 100% of the fee goes to the animal rescue. We bring your supplies up via Gator as you hike the trail up. PLEASE NOTE: NO RUNNING WATER/SHOWERS

Top guest favorite
The hot tub is illuminated with soft lights, offering a serene setting against the backdrop of a colorful sunset. Cozy seating surrounds the tub, while a nearby tree adds a touch of decor, creating a relaxing outdoor experience.
Townhouse in Ottawa
4.98 out of 5 average rating, 267 reviews

Starved Rock Retreat w/hot tub & full-fenced yard!

2-bedroom, 1-bathroom pet-friendly townhouse with fenced yard in a quiet neighborhood close to everything. Ideal for couples, yet comfortable for all travelers. Safe, private, and well-suited for remote work. Enjoy an open floor plan and a new patio with a year-round hot tub & seating area. Fully fenced yard with a 6-ft vinyl privacy fence is exclusively yours. No pet restrictions. Includes in-unit laundry and two bedrooms - one set up as an office/workout space. Peaceful and made for unwinding.

Top guest favorite
Tiny home in La Salle
4.99 out of 5 average rating, 311 reviews

Snug Owl Cottage - Starved Rock area/dog friendly

Welcome to Snug Owl Cottage and Starved Rock Country! Relax and feel the Hygge after hiking the parks in your own private dog-friendly tiny home. •Starved Rock State Park 7.3 miles🚲 7.7 miles 🚘 •Matthiessen State Park 8.6 miles •Buffalo Rock State Park 12 miles Historic Downtown LaSalle is a mile away, but you won’t want to miss nearby Utica and Ottawa, too. The Snug Owl is a tiny home on its own city lot with fire pit and is 400 square feet. Yard is not fully fenced. NO CLEANING FEE/PET FEE

Top guest favorite
A treehouse elevated above ground showcases a wooden exterior with a balcony. An inviting staircase leads to the entrance, surrounded by lush greenery and vibrant leaves creating a natural setting. The sturdy structure is supported by wooden beams, blending harmoniously with the surrounding trees.
Treehouse in Schaumburg
4.94 out of 5 average rating, 865 reviews

Enchanted Garden Treehouse (Amenity*)

Spring is here, the flowers out, the treehouse warm and cozy, and the hot tub ready! Relax on cool evenings in our luxurious, very private, 4' deep cedar hot tub nestled in the evergreens, while the moon and stars swirl overhead, the waterfall cuts thru snow into the koi pond, and the fire table and torches blaze. The running stream makes this a wildlife refuge, with tons of birds, squirrels, rabbits, foxes and hawks. We are 420 friendly. Come experience the magic and make a special memory!

Top guest favorite
An outdoor Jacuzzi hot tub is positioned on a concrete patio, surrounded by expansive farmland. Soft lighting enhances the tranquil atmosphere, while a small table with chairs is nearby. Scenic views of the landscape are visible, contributing to a peaceful setting.
Home in North Utica
4.91 out of 5 average rating, 137 reviews

Country Home with Outdoor Hot Tub by Starved Rock

Beautiful Country Home with private outdoor Jacuzzi Hot Tub secluded by farmland on almost 3 Acres in North Utica Huge outdoor fire pit and concrete patio too Lots of parking space enough for a boat and trailer Starved Rock, Buffalo Rock, Matthiessen State Parks and the Illinois river are close by for hiking ,fishing or kayaking Starved Rock Marina and Sky dive Chicago are close by Dining and Shopping only a few miles away in downtown Utica Ottawa or Peru A unique and tranquil getaway.

Top guest favorite
A spacious living area features a corner sectional sofa with soft cushioning and a cozy throw. Large windows provide natural light and city views. A simple coffee table sits in front, with light-colored carpet underfoot, enhancing the comfortable atmosphere.
Apartment in Aurora
4.98 out of 5 average rating, 247 reviews

Penthouse In The Historic Hobbs

Experience luxury and historic charm at the Penthouse in the Historic Hobbs. Built in 1892, and restored in 2023, this new one bedroom corner unit offers a panoramic view of the Aurora skyline. Cook a delicious meal in the fully stocked kitchen. Dine at the bespoke table in the window bay under the iconic onion dome. Relax on the cozy sofa and enjoy a movie on the big screen TV. Rest in the plush king-sized bed. This urban retreat is near coffee, shopping, art and entertainment.

Top guest favorite
A charming two-story carriage house features a vibrant purple exterior. Sturdy wooden steps lead to a porch, and a welcoming sign hangs near the entrance. Surrounding greenery adds a natural touch, while the driveway accommodates parking near the garage underneath.
Apartment in Ottawa
4.95 out of 5 average rating, 422 reviews

Detached, private guest house! a ms

Come stay in our carriage house turned guest house!, the property has a swimming pool available during swimming season, which is June thru September. a separate Hot Tub and new BBQ for your private use; please indicate if you intend to use the pool during your stay, we need an hours notice to remove the cover; the hot tub is always ready to use. You will be sure to enjoy the proximity to restaurants, shopping in Ottawa, parks such as Starved Rock, and a variety of festivals.

Top guest favorite
An aerial view of the Lil House On The Prairie showcases its modern structure surrounded by lush green landscapes. The well-maintained yard features trees and ample open space, while a gravel driveway leads to the side of the house. The expansive prairie extends into the distance, highlighting the natural beauty of the area.
Cottage in Franklin Grove
4.95 out of 5 average rating, 197 reviews

LHOTP (Lil House On The Prairie)

Lil House On The Prairie (LHOTP) is aptly named because it’s located on the edge of Nachusa Grassland’s 1,000 acre south Bison pasture. The 100+ herd of free ranging Bison can often be viewed right along the boundary fence to the west! This recently remodeled two bedroom cottage can sleep six with two queen size beds and with a pull out sofa bed. LHOTP offers a quiet, convenient, and comfortable place to base your adventures from. Behaved dogs & responsible owners welcome!

Top guest favorite
A sunlit room features large windows that offer views of the surrounding landscape, including the river. A sectional couch and an ottoman provide comfortable seating, while a television is positioned nearby. The space is adorned with wooden walls and a ceiling that adds warmth to the atmosphere.
Cabin in Oregon
4.95 out of 5 average rating, 242 reviews

Hidden Gem - Rock River

The Eagle’s Nest: A Cozy Family Escape! Unplug and unwind at The Eagle’s Nest, a renovated cabin on stilts nestled on 5 private wooded acres with stunning views of the Rock River and Kyte Creek—just 5 minutes from Oregon, IL! Hike, fish, kayak, or relax by the firepit under the stars. Perfect for families and outdoor lovers, this peaceful retreat offers adventure and tranquility. Book now and escape the city hustle!

Top guest favorite
A tranquil lake scene is depicted, featuring autumnal trees reflecting vibrant hues of yellow, orange, and red in still water. The grassy shoreline enhances the serene environment, while neighboring greenery contributes to the picturesque landscape.
Guest suite in Naperville
4.96 out of 5 average rating, 528 reviews

Cozy Lakeview Studio with Private Access

Enjoy luxury and comfort in this cozy lakefront studio with a private entrance, attached to a home where the friendly hosts reside. The studio offers a plush queen bed, a kitchenette with a mini fridge, microwave, induction cooktop, and a full bathroom. Located in one of Naperville’s safest neighborhoods, it’s just moments from cafes, restaurants, markets, and a biking trail, with easy access to I-88.

Top guest favorite
An indoor pool area is showcased with a heated pool surrounded by wooden beams and large skylights, allowing natural light to fill the space. A hot tub sits adjacent to the pool, with vibrant blue rugs adding a touch of comfort. Yellow lockers provide storage options.
Home in Ottawa
4.89 out of 5 average rating, 112 reviews

Starved Rock Pool House

Your own private indoor pool resort—just minutes from Starved Rock. 4,500 sq ft, heated pool, hot tub & sauna, sleeps 15. Walk to downtown Ottawa for bars, dining & shops. Designed for families & groups with a fully stocked kitchen & space to gather—everything you need is already here. No crowds. No stress. Just show up and enjoy. Dates fill fast—2027 is already booking.

Popular amenities for Lake Holiday vacation rentals

All about Lake Holiday

Lake Holiday is a friendly lake resort community that was established in the 1960s and hasn’t changed much since. Nestled between the small town of Sandwich and the village of Somonauk in a quiet region of northeastern Illinois, Lake Holiday comprises a private residential subdivision surrounding the 328-acre artificial lake for which it’s named. The lake is the center of activity here, with outdoor recreation of all stripes, from swimming, boating, fishing, and waterskiing in the warmer months to ice skating and snow mobiling when it’s frozen over. Because Lake Holiday is purely residential, it’s devoid of outside entertainment, and that’s by design. Fortunately, the community is in close proximity to neighboring towns, meaning that goods, services, and restaurants are just a short drive away.

What are the top things to do in Lake Holiday?

Beaches

Lake Holiday has two beaches equipped with bathrooms and children’s play equipment. Thanks to the lake’s shallow waters (about 9 feet at its deepest), both beaches are ideal for wading and swimming. Located across from one another in the southwest region of the lake, they’re close enough that you could swim from one to the other if you’re a strong enough swimmer.

Sannauk Forest Preserve

Located just outside the Lake Holiday community, this small but beautiful plot of land is a quiet place to walk or hike in the woods. To get the lay of the land, start at the Somonauk Library and follow the 1.5-mile Sannauk Trail to the preserve, cutting through Dewey Farm for prairie views along the way.

Sandwich Flea Market

If you happen to visit Lake Holiday over a weekend during the warmer months, don’t miss the nearby Sandwich Flea Market, held on the second Sundays from May through October. Drawing antique lovers from hours away, Sunday at Sandwich is a popular all-day outing with locals and visitors who love the thrill of the hunt.

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  5. Lake Holiday