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.

Guest favorite

Home in La Moille

4.89 out of 5 average rating, 262 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

Aug 23 – 30

$64 per night
Guest favorite

Cabin in Oregon

4.97 out of 5 average rating, 130 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.

Dec 11 – 18

$97 per night
Guest favorite

Farm stay in Cherry Valley

4.97 out of 5 average rating, 266 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.

Apr 23 – 30

$86 per night

Popular amenities for Hillcrest places to stay

Other great vacation rentals in Hillcrest

Guest favorite

Loft in Rockford

4.93 out of 5 average rating, 400 reviews

Jackson’s Urban Retreat + Patio

Feb 8 – 15

$106 per night
Guest favorite

Bungalow in Rockford

4.95 out of 5 average rating, 376 reviews

Arts and Crafts Bungalow with Outdoor Space

May 20 – 27

$92 per night
Guest favorite

Home in Ottawa

4.93 out of 5 average rating, 217 reviews

Bungalow on Vine.

Nov 21 – 28

$57 per night
Guest favorite

Guesthouse in Ottawa

4.95 out of 5 average rating, 261 reviews

Detached, private guest house!

Nov 26 – Dec 3

$59 per night
Guest favorite

Condo in Lake Geneva

4.94 out of 5 average rating, 419 reviews

Charming, Cozy & Quaint Condo in Lake Geneva!

Sep 16 – 23

$118 per night
Guest favorite

Townhouse in Hoffman Estates

4.91 out of 5 average rating, 288 reviews

a SIMPLE place

Dec 13 – 20

$85 per night
Guest favorite

Treehouse in Schaumburg

4.93 out of 5 average rating, 710 reviews

Enchanted Garden Treehouse (Amenity*)

Sep 8 – 15

$234 per night
Superhost

Home in Twin Lakes

4.92 out of 5 average rating, 133 reviews

Cove at 420: Modern Lake Front Home near Chicago

Apr 2 – 9

$486 per night
Guest favorite

Apartment in St. Charles

4.98 out of 5 average rating, 223 reviews

Quiet Getaway Near Fox River (Listing 1)

Mar 22 – 29

$104 per night
Guest favorite

Guest suite in St. Charles

4.99 out of 5 average rating, 104 reviews

The Cozy Den

Sep 14 – 21

$64 per night
Superhost

Home in Lake Geneva

4.8 out of 5 average rating, 138 reviews

Cozy Cottage 2 Blocks From The Lake

May 3 – 10

$76 per night
Guest favorite

Loft in Monroe

4.99 out of 5 average rating, 121 reviews

Loft 3 - On The Historic Monroe Square

Dec 26 – Jan 2

$100 per night

Other great vacation rentals in Hillcrest

Guest favorite

Cottage in Byron

4.89 out of 5 average rating, 73 reviews

Rock River Views! 2 Bedroom Cabin

Jul 19 – 26

$117 per night
Guest favorite

Home in Oregon

4.97 out of 5 average rating, 35 reviews

Beautiful Home on the Rock River!

Jan 8 – 15

$192 per night
Guest favorite

Home in DeKalb

5.0 out of 5 average rating, 15 reviews

Duplex in Dekalb, IL

Nov 5 – 12

$99 per night
Guest favorite

Guest suite in Oregon

4.97 out of 5 average rating, 31 reviews

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

Sep 4 – 11

$102 per night
Superhost

Cabin in Byron

4.87 out of 5 average rating, 38 reviews

2 BR Spacious Comfy Happy Home on the Rock River

Jan 13 – 20

$131 per night
Guest favorite

Cottage in Byron

4.94 out of 5 average rating, 49 reviews

2 bedroom cottage with loft. River Frontage...

Feb 16 – 23

$114 per night
Guest favorite

Guesthouse in Hampshire

4.94 out of 5 average rating, 32 reviews

Shiloh Place - Two Minutes Off The Highway

Feb 26 – Mar 5

$76 per night
Guest favorite

Home in Oregon

4.91 out of 5 average rating, 32 reviews

Cozy 2-bedroom home in convenient Oregon location

Sep 15 – 22

$89 per night
Guest favorite

Cottage in Princeton

4.92 out of 5 average rating, 85 reviews

Cheerful eco-cottage at Edgewood Farm

Aug 19 – 26

$113 per night
Guest favorite

Home in Byron

4.9 out of 5 average rating, 10 reviews

Corner house with hot tub hosted by Lucy

Jul 15 – 22

$135 per night
Guest favorite

Guesthouse in Byron

5.0 out of 5 average rating, 27 reviews

Duplex Overlooking Rock River

Mar 16 – 23

$125 per night
Guest favorite

Home in Rockford

5.0 out of 5 average rating, 24 reviews

NEW! Adults Only Riverfront home with "Red Room"

Nov 20 – 27

$240 per night

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