Holiday rentals in Hillcrest

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Top-rated holiday rentals in Hillcrest

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Guest favourite
A cozy living area is furnished with a brown sofa adorned with decorative pillows. A small coffee table sits in front, complemented by a simple vase with dried flowers. The open layout reveals the kitchen and dining space in the background.
Flat in Sycamore
4.92 out of 5 average rating, 13 reviews

Charming 1BR Apt in Sycamore

This charming unit offers the best of both worlds: a peaceful, quiet retreat that’s just steps away from the heart of the action. Conveniently located near major shopping centers and within walking distance to popular restaurants and local stores, you’ll have everything you need at your fingertips. Whether you’re here for business, shopping, or a weekend getaway, this location provides unmatched convenience and comfort. This unit is on the main level with easy parking access short steps away.

Top guest favourite
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, 113 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 favourite
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, 28 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 favourite
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, 420 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 favourite
A comfortable living area features a beige sofa set arranged around a dark wooden coffee table. Soft pillows add to the seating comfort, while a decorative area rug brings warmth to the wood floors. Natural light filters through the window, brightening the space.
Guest suite in Oregon
4.94 out of 5 average rating, 82 reviews

Cozy 2-BR home-apartment in a park-like setting.

This charming home-apartment provides all of the comforts of a modern home in a cozy setting. It includes refinished oak floors, new appliances, and other stylish finishes. Your private entrance opens to a kitchen with all of the amenities, including a new stainless gas range. Bedrooms are tastefully decorated and quite comfortable. Includes wifi with television and movie subscription services. Dine outdoors with your private picnic table, firepit, & grill in a beautiful, wooded setting.

Guest favourite
A single-family home features a covered entrance with a red door, framed by several windows. The façade is clad in neutral siding, while a grassy area surrounds the house, partially covered in snow. Leafless trees are visible in the foreground.
Home in Rockford
4.8 out of 5 average rating, 75 reviews

Entire House-Cozy 1-bedroom w/parking (driveway)

This 1-bedroom single family home is in a quiet and safe neighborhood. The home is very cozy and located off of E State Street, the main street in Rockford. Guests can expect a clean house with just about all the amenities that you will need. The living room has two oversized twin pullout beds. This option makes the space ideal for a family vacation. The kitchen is equipped with the essential items needed to prepare meals. The bedroom is equipped with a TV and an ultra comfortable bed.

Top guest favourite
A welcoming living area features a blue sofa adorned with a white throw, paired with a glass coffee table. A patterned rug adds warmth to the hardwood floor. Natural light filters in through window blinds, illuminating the decorative artwork on the wall.
Flat in Rockford
4.96 out of 5 average rating, 54 reviews

Fresh-N-Colorful Prospect Smoke Free

Centrally Located. Just debuting this fun and colorful lower apartment for your stay near downtown Rockford. 1000 sq feet. This is my second BnB in this vintage 4 unit apartment building I have owned since 1987. New queen beds in both bedrooms with a shared bathroom between them. Absolutely no parties. I live directly above. You may hear some muffled sounds as there was no great soundproofing in 1928 Washer and dryer in basement for guests staying a week or more or by request.

Top guest favourite
A charming brick building, enveloped by lush greenery, features a welcoming entrance with a secure door. Large windows framed by ivy provide warmth to the facade. Flower beds with colorful plants offer a touch of vibrancy along the pathway leading to the front door.
Flat in Edgewater
4.96 out of 5 average rating, 163 reviews

Upscale Urban Retreat 1 Bedroom Apt. 2nd floor

Charm Art Style. Hardwood floors, original woodwork. Secure keypad entry. Spacious cozy apartment with full kitchen and dining room. Owner on adjoining premises. Street parking. Minutes to Sports Factory, downtown nightlife, Japanese Gardens, Rockford Art Museum, Nicholas Conservatory & Sinnissippi Gardens. 5 blocks to river and rec path. Quiet Edgewater Neighborhood District. Ideal for business travelers, couples, solo adventurers and more. Not suitable for children under 6.

Top guest favourite
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.
Flat in Sycamore
4.96 out of 5 average rating, 56 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 favourite
Flat in Sterling
5 out of 5 average rating, 28 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.

Top guest favourite
The living area features hardwood floors with a comfortable seating arrangement, including a sofa and chairs. A flat-screen TV is mounted on the wall, while a coffee table sits in front. A fireplace adds a cozy touch, and the dining area is visible in the background.
Home in Rockford
5 out of 5 average rating, 26 reviews

Spacious & charming home. Centrally located.

Traveling with family or on business, relax in this two bedroom ranch home in a quiet neighborhood centrally located in Rockford Illinois. Just minutes from several gardens, river path, restaurants, golfing, and downtown attractions. Fully equipped kitchen with new appliances. High speed internet and Roku TV ready for your streaming services. Many starter essentials. Check In Monday - Saturday is 4pm. Check In Sundays is 6pm.

Guest favourite
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.
Guest house in Rockford
4.96 out of 5 average rating, 28 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.

Popular amenities for Hillcrest holiday rentals

  1. Airbnb
  2. United States
  3. Illinois
  4. Ogle County
  5. Hillcrest