Vacation rentals in Stephenson County

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Top-rated vacation rentals in Stephenson County

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
A spacious deck overlooks the tranquil lake, featuring a circular daybed with an umbrella and a dining table with six chairs. Lush green trees frame the view, while bright blue skies and fluffy clouds enhance the outdoor setting.
Home in Freeport
4.99 out of 5 average rating, 205 reviews

Willow Lake Getaway Cozy for 2 - or large families

Beautiful 4 bedroom private lakefront home, cozy enough for 2, large enough for family gatherings for holiday/wk end escape/vacations. Hot tub for cool eves October-April. Extensive private decks with BBQ, outdoor dining & circular daybed with umbrella. 2 docks, 2 SUP boards, paddle boat, 2 kayaks, pingpong table, books and board games. 2 Master Suites with smart tv with private balcony & seating area. fire pit located next to 1st dock. Couples get a 10% discount, message me for details.

Top guest favorite
The exterior of a single-family home is showcased, featuring a two-car garage with turquoise doors. Lush green grass surrounds the driveway, and colorful flowering plants are positioned near the entryway. A clear blue sky serves as the backdrop.
Guest suite in Freeport
5 out of 5 average rating, 106 reviews

Lower Level Suite in Home-Private Entrance!

⭐️ Large lower level walk out apartment for up to 7 people, ⭐️separate entrance in single family home in a quiet upscale neighborhood. 💡Lighted sidewalk. ⭐️Gas in wall heater supplements heating needs in winter. Sleeps up to 7 guest with 🛌1 king bed (heated mattress pad) in master, common area has 🛌 4 Twin XL beds w/memory foam mattresses and 🛌 1 additional Twin XL bed in bonus room. ⭐️ Free Washer/Dryer in apt. w/3 courtesy soap pods. 👶🏻 Pack n Play 🍼 high chair.

A spacious camper is positioned on a grassy area surrounded by trees and fields. The exterior is in a light color, featuring multiple doors and windows. A small picnic table is visible nearby, enhancing the outdoor setting.
Camper/RV in Freeport
5 out of 5 average rating, 3 reviews

Cozy Horse Farm Camper - The Horse Creek Hideaway

Have you ever woken up to the sound of birds, the scent of fresh country air, and grazing horses just outside your window? Discover that at "The Horse Creek Hideaway." Escape the city and immerse yourself in the serene countryside. Relax and watch our free-range horses, or simply unwind in our cozy camper. Enjoy local fishing, hiking, or shopping, all within a 15-minute drive radius. Whether you’re seeking rest, adventure, or a bit of both, your countryside escape awaits.

Superhost
A spacious bed is adorned with a textured yellow bedspread, complemented by two decorative pillows featuring floral patterns in rich colors. The backdrop includes soft, sheer fabric draping above, adding an element of elegance and comfort.
Apartment in Freeport
4.9 out of 5 average rating, 31 reviews

Walk everywhere in downtown Freeport.

Downtown Freeport, walking distance to movies, bars, restaurants. Some of the summer activities include concert on the square once a month, market every Saturday. The largest car show with 1000 old cars, the air show. If you like to walk or ride a bike there’s Jane Adam’s trail. Krape park is beautiful with many trails on the river where you can rent kayaks. The kitchen is apartment sized but boasts a counter top induction cook top, oven, microwave, Keurig,and refrigerator.

Top guest favorite
A charming two-story ranch house features a metal roof and green accent trim. A wooden deck is illuminated by string lights, enhancing the welcoming entry. Landscaping includes stone pathways and decorative elements like a wagon wheel, contributing to the country theme.
Home in Rock City
5 out of 5 average rating, 10 reviews

KC HOUSE Beautiful ranch in the country!

Relax with the whole family or friends at our peaceful ranch in the country. We have so much to offer. Whether you just need time with friends or a family vacation, we have you covered. You can seclude yourself to the unique ranch themed house or head in any direction and find yourself at a country bar or restaurant. We have stables for you to even bring your horse if you wished! In the winter, the snowmobile trail goes right through by our land. Come check us out!

Top guest favorite
The rustic retreat features a charming exterior with a red wood-paneled facade and a green metal roof. A welcoming porch is adorned with outdoor seating and surrounded by vibrant greenery, including flowering bushes and hostas, creating a serene entrance.
Barn in Freeport
4.97 out of 5 average rating, 575 reviews

Cute Little Country Guest House

An old barn/machine shed transformed into a great little rustic retreat (which we affectionately call "Westhaven")! A great secluded place to get away from the day-to-day grind. Hiking trails on the premises and possible kayaks. About 5 miles from civilization (town). Come unwind! FRIENDLY DOGS WELCOME (we speak fluent WOOF! :-) ) (Please NO cats!) This is not just a place to stay, but an experience to remember.

A spacious two-story home is set against a cloudy sky. The exterior features a mix of brick and siding, flanked by neatly trimmed shrubs and grass. A double garage is visible, with light-colored garage doors enhancing the structured facade.
Home in Freeport
4.84 out of 5 average rating, 121 reviews

La Casita! Private Lower Level Suite in home.

Enjoy a private 🌟 lower-level apartment in a quiet, safe cul-de-sac 🏡. 1 bedroom 🛏️, 2 king beds, 1 full bed, pull-out couch 🛋️, and 2 air mattresses in common areas. Private bathroom 🚿 with towels, full kitchen 🍽️, coffee/tea bar ☕, workspace 💻, and walkout to fenced yard 🌳. Private entrance, Wi-Fi 📶, and great location—1 mile from Krape Park 🌲, minutes to highway 🚗, and 40 mins to Rockford 🏙️.

Top guest favorite
A cozy living area is displayed with a navy-blue sectional sofa and an armchair, both adorned with cream-colored throw pillows. A plush ottoman complements the seating arrangement. A rustic wooden table with a lamp is positioned nearby, and light streams in through the window, enhancing the warm interior.
Barn in Davis
5 out of 5 average rating, 16 reviews

Sunrise Country Views

You won’t forget the peaceful surroundings of this rustic destination. Rejuvenate yourself when you stay in our rustic 1930's barn. Come out to the country to enjoy the outdoors. Take time to connect with nature while taking in a sunrise or a sunset on the waterfall patio. Stroll the flower beds or take a short travel to small towns for biking, shopping, winery/brewery, canoeing, and entertainment.

Guest favorite
Home in Lena
5 out of 5 average rating, 5 reviews

Howardsville Schoolhouse

This lovingly restored schoolhouse blends history with modern comfort. Set in a peaceful rural location, it features an open living area, fully equipped kitchen with seating for 12, and cozy sitting area with fireplace and play area. Enjoy a spa-like bath with clawfoot tub, king bedroom, and laundry. A perfect mix of new, refurbished, and antique details create a unique, inviting retreat.

Guest favorite
A cozy living area features a beige sofa with decorative pillows, a television mounted above a white brick fireplace, and large windows allowing natural light. A small bar area with two wooden chairs is visible in the foreground, providing a casual seating option.
Home in Freeport
4.89 out of 5 average rating, 46 reviews

Cozy 3 bedroom with sunroom & fully fenced yard

The whole group will enjoy easy access to everything from this centrally located home. Pretty much everything is just a few short minutes away. Enjoy your morning coffee from the sunroom as you look out over the fully fenced backyard. Take in the peaceful views of the meadow and community walking path just outside the back gate.

Guest favorite
A spacious living area features comfortable seating arrangements with brown couches complemented by a rustic coffee table on a patterned area rug. Exposed wooden beams enhance the structural charm, while soft lighting illuminates the nearby kitchen area with modern appliances.
Barn in Davis
4.92 out of 5 average rating, 48 reviews

Sunset Country Views

Rejuvenate yourself when you stay in our rustic 1930's barn. Come out to the country to enjoy the outdoors. Take time to connect with nature while taking in a sunset on the deck or patio. Stroll the flower beds or a short travel to small towns for biking, shopping, winery/brewery, canoeing, and entertainment.

A cozy seating area features two comfortable gray sofas adorned with dark pillows. Natural light filters in through two windows, illuminating a patterned area rug on the floor. In the background, a kitchen area is partially visible, showcasing a wooden counter.
Home in Davis
4.79 out of 5 average rating, 63 reviews

A little bit rustic and retro fun 3 bedroom home

Relax with the family. Close to Lake Summerset so if you own a lot or have relatives there what a great place to stay! Sleep in a log bed and wake up to our coffee bar and waffles in the morning. Best part - we are totally pet friendly. We have a FENCED in yard! So bring your fur baby.

Popular amenities for Stephenson County vacation rentals