Vacation rentals in Hillcrest

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Top-rated vacation rentals in Hillcrest

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Top guest favorite
A well-lit dining area displays a long white table surrounded by wooden chairs with green cushions. A large abstract art piece is centered on the wall, complemented by light streaming through the windows. Hardwood floors are accented by a soft area rug beneath the table.
Apartment in Rockford
4.94 out of 5 average rating, 140 reviews

Hip-N-Colorful Prospect Smoke Free

Excited to offer this space to travelers! We have fun with some color. Queen bed in the first bedroom, XL twin beds in the back bedroom. Great location! Close to stylish, revitalized downtown Rockford with terrific restaurants, night life, shops, and galleries. Upper unit in vintage 4 family with long term tenants below and I live in the other upper. Absolutely no parties. Only registered guests. No smoking inside or outside on the property. Violation results in $500 cleaning fee/poor review

Superhost
A dining area features a wooden table surrounded by six light-toned chairs. Natural light enters through sliding glass doors, which lead to a patio. A small side table holds a decorative item, and a painting hangs on the wall, adding visual interest.
Apartment in Rockford
4.83 out of 5 average rating, 130 reviews

Splash of Swedish in an Exposed Basement Apartment

Nestled in a family friendly neighborhood, this lower unit with private entrance, offers a quiet stay with friendly neighbors. Fast Wi-Fi and Television with a Peacock subscription are provided. Located near highway 20 offers easy access to the airport and highways 39 and 90. The home is 4 min away from Atwood Park, providing miles of scenic hiking and a rescued bird aviary. A 13 min drive gets you to downtown Rockford with numerous shops, museums, restaurants and views of the Rock River.

Top guest favorite
A cozy bed is adorned with a decorative pillow featuring the phrase 'Be Our Guest.' Fresh flowers in soft hues add a touch of elegance, while a bedside lamp provides warm illumination, creating a welcoming sleeping space.
Home in Rochelle
4.96 out of 5 average rating, 109 reviews

Julie's House, Free Event Room, Pet friendly, Cozy

Super Clean, Quiet & Cozy! 🐕Pet friendly 🙂Event Room Available -Ask!! (Additional fee ) 90 mi to Chicago! 2 hrs to the Dells! 5 min west of Hwy 39/51 15 min to NIU 45 min to Rockford Walking and bike trail nearby! Beautiful home! Super clean! Monday-Sat check: 3 PM Sunday Check-In: 5 PM Our eight-jet power shower will relax those tired muscles after a full day of activity. A soak in our modern,free-standing tub will sooth and your worries away. A well stocked kitchen awaits you!

Top guest favorite
A round dining table surrounded by six upholstered chairs is displayed in a well-lit room. A floral centerpiece enhances the setting, while wall sconces provide additional lighting. A sign with the word 'STAY' is mounted on the wall, adding a welcoming touch.
Home in Rochelle
5 out of 5 average rating, 27 reviews

Family-Friendly Home in Rochelle

Welcome to this spacious, renovated 3-bed, 2.5-bath home in the heart of Rochelle! With an open single-level floor plan, large kitchen, and two fireplaces, it’s perfect for families or professionals. Enjoy the outdoor deck, yard, and grill. Walk to downtown, restaurants, parks, and the hospital. Only 1 mile from Rochelle Railroad Park and under 2 miles from Chicagoland Skydiving. Fast 500mb WiFi, smart TVs, and kid-friendly amenities. Quiet, safe neighborhood—your ideal home away from home!

Top guest favorite
A spacious outdoor area features a fire pit surrounded by seating. In the background, a large barn with a green and white exterior is visible, set against a serene landscape of lush grass and trees.
Farm stay in Cherry Valley
4.97 out of 5 average rating, 415 reviews

Bed and Breakfast with Horse Hotel at VRR

Victory Reigns Ranch Horse Hotel and Bed and Breakfast boasts a beautiful ranch setting close to Deer Run Forest Preserve, Oak Ridge Forest Preserve and other equestrian trails. *Come with or without your horse. We also have an RV hookup if needed along with spacious trailer and RV parking. *If interested in horse boarding during your stay a 12 x 12 barn stall is $35 per night. Private pasture turn out available for $25 per horse per night. Trailer hook up is $35 per night per trailer.

Top guest favorite
A striking bedroom features a four-poster bed adorned with red sheets and an illuminated sign that reads 'TRUST ME LOVE ME.' Mirrors are positioned on the wall, reflecting the ambient red lighting, creating an intimate atmosphere within the space.
Home in Rockford
5 out of 5 average rating, 119 reviews

Adults Only "Red Room" Home with Hot Tub

Unique adult themed home with a BDSM / "Red Room" experience. It's a great way for couples to turn their fantasies into reality and explore with each other. Includes St Andrews Cross, Swing, and Sybian! Relax on the patio or in the hot tub with a scenic view of the Rock River. Once you arrive you will not want to leave so we try to provide you with everything you may need for your stay! Frozen pizzas, Bottled Water, Coffee, Robes, Firewood and a special gift with each reservation.

Top guest favorite
A living area features a large flat-screen television mounted on a light blue wall. A patterned armchair sits to the right, and a round dining table with four chairs occupies the corner, illuminated by natural light from a nearby window.
Apartment in Sycamore
4.96 out of 5 average rating, 50 reviews

Hidden Gem of Sycamore

Keep it simple at this peaceful and centrally-located place. Located just 3 blocks/5 minute from downtown. Walking distance to Blumen Gardens and The Regale Center. Apartment is above garage in the historic district of Sycamore. Private laundry room is available to guests and free of charge. If you’re coming for the car show in July we are just 1 block from where the car display starts. Sycamore Steam Show is approximately 7miles/15 minutes. City park is 1 block from apartment.

Guest favorite
Apartment in Sterling
5 out of 5 average rating, 26 reviews

Enjoy a visit to Mini Mansion

Walking distance to downtown Sterling but settled in a quiet residential block this unique 1 bedroom apartment has everything for a quick stay to a long work visit. All in one washer dryer, Electric Range, Full Size Fridge and plenty of cabinet space compliment the Kitchen. Spacious Living Room with Daybed for an extra guest or seating and vintage pocket doors separating the bedroom outfitted with King Bed are just a few of the unique features of this ground floor unit.

Guest favorite
The exterior of a two-story brick building is depicted, adorned with climbing ivy and surrounded by lush greenery. The entrance features a central doorway framed by windows, with a welcoming pathway leading from the sidewalk to the door.
Apartment in Edgewater
4.93 out of 5 average rating, 585 reviews

Upscale Urban Retreat 1 bedroom, ground Floor

Charming and beautiful ground floor; wood floors and original woodwork. Secure keypad entry. Owner on adjoining premises. Minutes to Indoor Sports Factory, downtown nightlife, restaurants, shops, Japanese Gardens, Rockford Art Museum, Nicholas Conservatory and Sinnissippi Gardens.. 5 blocks to river and rec path. Centrally located quiet Edgewater Neighborhood District. Ideal for business travelers, couples, solo adventurers and more. High speed internet.

Guest favorite
The entrance to Shelby's cottage features a warm wooden door framed by decorative wreaths. A sign reading 'Shelby’s Garden' is mounted on the wall, accompanied by greenery and a light fixture. Holiday lights add a festive touch to the exterior.
Guesthouse in Rockford
4.96 out of 5 average rating, 26 reviews

Shelby’s garden cottage.

Shelby’s cottage has been part of Bluffs on the bend farm for over 65 years. It has undergone a complete overhaul and update with all the modern conveniences while retaining a country cottage charm. It is the perfect getaway for a couple. The location is next to the historic ( originated in 1924 ) Kilbuck Bluffs Forest Preserve. While being nestled in the country it is centrally located to restaurants , bars and shopping.

Guest favorite
A charming two-story building displays a mix of light brick and painted surfaces. Flower boxes filled with vibrant blooms adorn the windows, adding a touch of color. A striped awning extends over the entrance, while greenery frames the scene, enhancing the inviting atmosphere.
Apartment in Rochelle
4.84 out of 5 average rating, 253 reviews

Urban Elegance, Small Town Charm Suite #1

Lovely, quaint, and full of urban elegance yet all set in a charming small town setting. Amenities of a luxury boutique hotel, yet the low price of a standard room. Complete with WiFi, The kitchen does not have a stove but does host a small fridge, microwave, toaster oven, coffee maker, dishes. Separate living room with Record Player & Vintage Albums. Luxury Bed in a relaxing space. Workspace so you can conduct your business.

Superhost
Home in Malta
5 out of 5 average rating, 3 reviews

Modern Country Escape | 0 Cleaning Fee!

Modern retreat in Malta, IL just 5–10 minutes from NIU & Huskie Stadium! Perfect for parents, alumni, and fans visiting campus, as well as healthcare professionals on local assignments. Enjoy a bright open living area with smart TV, a fully equipped kitchen & coffee bar, cozy bedrooms with fresh linens, fast WiFi, and a quiet neighborhood. Close to downtown DeKalb dining, shopping, and hospitals for both short and long stays.

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