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.

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Guest favorite

Home in La Moille

4.88 out of 5 average rating, 264 reviews

Cozy & 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

Dec 16 – 23

G$15,505 GYD per night

Guest favorite

Cottage in Rockton

4.95 out of 5 average rating, 188 reviews

Country Farm Cottage

Cozy farmhouse Country Cottage on a historic private farm setting. Safe, quiet, peaceful space to relax. Minutes to golfing, hiking, antiques, canoeing, camping, parks, or use as writers retreat. Rockton has great shopping & dining, 20 min to trendy eateries in Beloit WI. Close to local wedding venues Wineries 25 min away May- Nov: orchards cider & donuts Child friendly Visit our Goats Wifi & Roku TVs No Smoking inside No Pets Farm animals and pets on the farm Host lives on same farmstead

Nov 29 – Dec 6

G$33,918 GYD per night

Guest favorite

Cabin in Oregon

4.95 out of 5 average rating, 145 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. Pets allowed by adding them to total guest count. $35/night/person/pet after first 2 people. Message Tim about accomodating big groups and events.

Mar 28 – Apr 4

G$50,702 GYD per night

Guest favorite

Loft in Monroe

4.99 out of 5 average rating, 123 reviews

Loft 3 - On The Historic Monroe Square

Loft 3 is 40 steps (2 flights of stairs) above the Monroe Square. It's a climb, but the view is totally worth it! Newly remodeled in 2021, and reminiscent of the 1859 character of the building, this space is cute, cozy, and truly one of a kind. Literally a couple steps away from your entryway is Sunrise Donut Cafe, featuring customized donuts and a full menu of excellent coffee items. From there, explore the rest of the Square for food, drinks, and shopping in a quaint Main Street atmosphere.

Aug 22 – 29

G$23,540 GYD per night

Guest favorite

Cabin in Oregon

4.97 out of 5 average rating, 132 reviews

The 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.

Apr 10 – 17

G$23,315 GYD per night

Guest favorite

Farm stay in Cherry Valley

4.97 out of 5 average rating, 277 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.

Sep 14 – 21

G$20,489 GYD per night

Guest favorite

Tiny home in LaSalle

4.99 out of 5 average rating, 167 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 clean and private dog-friendly tiny house. •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 about a mile away, but you won’t want to miss nearby Utica and Ottawa, too. The Snug Owl is a house on its own private city lot with a backyard fire pit and is around 400 square feet.

Jan 11 – 18

G$25,804 GYD per night

Guest favorite

Guesthouse in Ottawa

4.95 out of 5 average rating, 268 reviews

Detached, private guest house!

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.

Oct 12 – 19

G$14,337 GYD per night

Guest favorite

Cottage in Franklin Grove

4.94 out of 5 average rating, 141 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!

Feb 12 – 19

G$25,395 GYD per night

Guest favorite

Cottage in Lena

4.95 out of 5 average rating, 157 reviews

Countryside Getaway at Kerlin Schoolhouse!

Welcome to Kerlin Schoolhouse! This Stone Cottage was built in 1870 and was originally a one-room schoolhouse! Kerlin Schoolhouse is located in a quiet, private, peaceful setting in the beautiful countryside. Featuring beautiful views with amazing sunrises, sunsets, windmills, and starry nights! Surrounded by corn fields on all 4 sides. The home features an open concept with loft bedroom & loft-style staircase. Featuring a fireplace, firepit & grill (seasonal), and more.

Jun 4 – 11

G$24,440 GYD per night

Guest favorite

Cottage in North Utica

4.92 out of 5 average rating, 349 reviews

Canal House

Recently titled the Hallmark House by a customer! This house is on the I&M walking and biking trail and is a remodeled 750 square ft historic canal house in Utica. Walk or Bike two blocks into the center of town and enjoy meals and local drinks. Two Bedrooms and a Bathroom and a large modern kitchen. Relax in the living room with a small electric fireplace. Beautiful country setting with lots of natural light and located on a working farm.

Nov 24 – Dec 1

G$24,881 GYD per night

Guest favorite

Home in Rockford

4.97 out of 5 average rating, 150 reviews

Business access in residential comfort

Clean, convenient, cozy cape cod style home in quiet neighborhood with fenced back yard. Just minutes drive to highways 20, 39, I90, & SportsCore. I'm willing to adjust check-in/out times if I can, just ask. Message me if you have any questions, or would like to request a long term stay. It is a really pleasant home! Per Airbnb rules, please do not book for someone else. Garage space is available for a fee, please inquire at booking.

Sep 3 – 10

G$21,694 GYD per night