Hillcrest places to stay
Book unique places to stay, houses, and more on Airbnb
Top-rated places to stay in Hillcrest
Guests agree: these places to stay are highly rated for location, cleanliness, and more.
Home in La Moille
4.89 out of 5 average rating, 262 reviewsCozy & Quiet Living at the Cookie Cottage
Welcome to the Cookie Cottage! This is the perfect place to disappear from the busy world for a bit. This home is so special to me and I am happy to be able to share it with you. Located in the small town of La Moille, IL - population 700. It's a 2 bedroom with so much vintage charm. Updated in all the best ways with all new beds, bedding, 43 inch Smart TV, Ring Camera, wifi thermostat and 2 Echo Dots. Surrounding towns offer entertainment, restaurants and more with just a short drive. NO CATS
Aug 23 – 30
Cabin in Oregon
4.97 out of 5 average rating, 130 reviewsThe Corner Cabin
The cabin has a view of the peaceful Rock River. Very relaxing & cozy. Minutes from Castle Rock State Park. Enjoy canoeing, fishing, & hiking trails. Reconnect with nature, play a board game, barbecue, watch the birds & engage in outdoor activities. Enjoy exploring the quaint small towns, antiquing, & local restaurants. Go from city life to country life, just “90” minutes from Chicago. This is a great place to relax & unwind. Due to location & your carrier you must be patient with our WiFi.
Dec 11 – 18
Farm stay in Cherry Valley
4.97 out of 5 average rating, 266 reviewsBed 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.
Apr 23 – 30
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Hillcrest places to stay
Other great vacation rentals in Hillcrest
Loft in Rockford
4.93 out of 5 average rating, 400 reviewsJackson’s Urban Retreat + Patio
Feb 8 – 15
Bungalow in Rockford
4.95 out of 5 average rating, 376 reviewsArts and Crafts Bungalow with Outdoor Space
May 20 – 27
Home in Ottawa
4.93 out of 5 average rating, 217 reviewsBungalow on Vine.
Nov 21 – 28
Guesthouse in Ottawa
4.95 out of 5 average rating, 261 reviewsDetached, private guest house!
Nov 26 – Dec 3
Condo in Lake Geneva
4.94 out of 5 average rating, 419 reviewsCharming, Cozy & Quaint Condo in Lake Geneva!
Sep 16 – 23
Townhouse in Hoffman Estates
4.91 out of 5 average rating, 288 reviewsa SIMPLE place
Dec 13 – 20
Treehouse in Schaumburg
4.93 out of 5 average rating, 710 reviewsEnchanted Garden Treehouse (Amenity*)
Sep 8 – 15
Home in Twin Lakes
4.92 out of 5 average rating, 133 reviewsCove at 420: Modern Lake Front Home near Chicago
Apr 2 – 9
Apartment in St. Charles
4.98 out of 5 average rating, 223 reviewsQuiet Getaway Near Fox River (Listing 1)
Mar 22 – 29
Guest suite in St. Charles
4.99 out of 5 average rating, 104 reviewsThe Cozy Den
Sep 14 – 21
Home in Lake Geneva
4.8 out of 5 average rating, 138 reviewsCozy Cottage 2 Blocks From The Lake
May 3 – 10
Loft in Monroe
4.99 out of 5 average rating, 121 reviewsLoft 3 - On The Historic Monroe Square
Dec 26 – Jan 2
Other great vacation rentals in Hillcrest
Cottage in Byron
4.89 out of 5 average rating, 73 reviewsRock River Views! 2 Bedroom Cabin
Jul 19 – 26
Home in Oregon
4.97 out of 5 average rating, 35 reviewsBeautiful Home on the Rock River!
Jan 8 – 15
Home in DeKalb
5.0 out of 5 average rating, 15 reviewsDuplex in Dekalb, IL
Nov 5 – 12
Guest suite in Oregon
4.97 out of 5 average rating, 31 reviewsCozy 2-BR home-apartment in a park-like setting.
Sep 4 – 11
Cabin in Byron
4.87 out of 5 average rating, 38 reviews2 BR Spacious Comfy Happy Home on the Rock River
Jan 13 – 20
Cottage in Byron
4.94 out of 5 average rating, 49 reviews2 bedroom cottage with loft. River Frontage...
Feb 16 – 23
Guesthouse in Hampshire
4.94 out of 5 average rating, 32 reviewsShiloh Place - Two Minutes Off The Highway
Feb 26 – Mar 5
Home in Oregon
4.91 out of 5 average rating, 32 reviewsCozy 2-bedroom home in convenient Oregon location
Sep 15 – 22
Cottage in Princeton
4.92 out of 5 average rating, 85 reviewsCheerful eco-cottage at Edgewood Farm
Aug 19 – 26
Home in Byron
4.9 out of 5 average rating, 10 reviewsCorner house with hot tub hosted by Lucy
Jul 15 – 22
Guesthouse in Byron
5.0 out of 5 average rating, 27 reviewsDuplex Overlooking Rock River
Mar 16 – 23
Home in Rockford
5.0 out of 5 average rating, 24 reviewsNEW! Adults Only Riverfront home with "Red Room"
Nov 20 – 27
Destinations to explore
- Downtown Chicago Vacation rentals
- Madison Vacation rentals
- Milwaukee Vacation rentals
- Lake Geneva Vacation rentals
- Evanston Vacation rentals
- Naperville Vacation rentals
- South Side Vacation rentals
- Schaumburg Vacation rentals
- Galena Vacation rentals
- Oak Park Vacation rentals
- Dubuque Vacation rentals
- Chicago Vacation rentals
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes