Vacation rentals in Hillcrest

4.92 out of 5 average rating, 13 reviews

A path of stone steps leads through a garden adorned with greenery and colorful flowers towards the side of a two-story house. Large windows allow natural light to fill the interior. Mature trees provide a serene backdrop.

Villa in Ottawa

22min to Starved Rock: Ultimate Vacay Villa - 3891

TerumiRating, 5 stars4 weeks ago

Beautiful, spacious home. Had the amenities that were listed. Will need to bring shampoo, conditioner, shower gel, and extra rolls of toilet paper, and this is listed in the details. The home was spotless and welcoming for our executive team retreat. How to instructions were provided and worked perfectly. Grateful for this opportunity to share dedicated time with my team in a space that allowed everyone to have personal space even when sharing a room. The bedrooms are enormous and lovely.

4.86 out of 5 average rating, 65 reviews

A charming two-story house is set within a lush green lawn, featuring large trees that provide shade. The front porch is approachable and includes a railing, while an American flag gently waves. A fence encloses the backyard, creating a private outdoor space.

Home in Twin Lakes

beach access, pet friendly yard, hot tub, 5 bedrms

AaronRating, 5 stars1 month ago

Great place for our family to hang out and relax. The hot tub was great. Lots of space for everyone. The fenced in yard was great for our dog. The large gathering spaces were perfect for our kids to play games and for the adults to hang out.

4.97 out of 5 average rating, 141 reviews

A serene pathway lined with lush greenery features tall trees and blooming flowers. An inviting red chair is positioned in the background. A friendly sign indicating 'KEEP RIGHT' guides guests along the landscaped route toward the cottages.

Bungalow in Lake Geneva

Private Cozy Cottage Lake Geneva, WI

JasonRating, 5 stars4 weeks ago

We loved this place. It was an easy walk down to the water and into town for restaurants. The special touches of a bottle of wine waiting for us, the full basket of continental breakfast options, the gas fireplace, and the jacuzzi made this cozy little cabin feel like a resort. They raised the bar for what you AirBnbs should can. Perfect for a couple getaway.

4.93 out of 5 average rating, 45 reviews

A screened porch is shown, furnished with a comfortable seating area featuring four wicker chairs and a matching table. Natural light filters through the surrounding windows, enhancing the airy feel, while a door leads to the outside space.

Home in Rockford

Beautifully home with 5 bedrooms

JeremiahRating, 5 stars4 days ago

Our FAVORITE place to stay as a family. What a pleasant surprise—tons of toys for the kids, a Nintendo Wii (with Wii Sports), an arcade console, pong pong and pool! Plus all four kids had their own bed. Newly renovated space with all new amenities. So great!!!

4.95 out of 5 average rating, 44 reviews

1 block to the Lake, then 2 blocks to Downtown

PeteRating, 5 stars1 month ago

If every host could be like Ryan and Angela - this app would be a much better place. They were extraordinarily communicative, attentive and eager to ensure all needs were met. The house was perfect (with a lot of character) - and is a couple of blocks away from the lake and lake trail. Also very close to downtown (for those who don’t mind the walk). Overall, this house is perfect for families looking to create long lasting memories and is managed by hosts that will go out of their way to make it so.

5 out of 5 average rating, 23 reviews

A wooden deck is viewed, featuring a potted plant and two chairs for relaxation. The calm water of the lake is visible nearby, with a row of log cabins aligned along the shore, showcasing rustic architecture against the serene backdrop.

Cabin in North Utica

Luxurious Cabin / King Suite / Starved Rock!

DavidRating, 5 stars6 months ago

This cabin one of the nicest homes we have ever stayed in. The decorations could not have been nicer and we had all the things we needed to make ourselves feel at home. We all would recommend staying at Tricias anytime you want to get away in the Utica area. Thank you for sharing your place with us.

A spacious bedroom features a large bed with a light-colored comforter and decorative pillows. Soft lighting is provided by bedside lamps on either side of the bed. A ceiling fan circulates air, and natural light fills the room through a large window with a view.

4.97 out of 5 average rating, 153 reviews

NEW! Cozy Downtown Farmhouse, 5BR 3 BA Sleeps 15!!

MorganRating, 5 stars1 month ago

Highly suggest Brian’s place! Exactly like pictures and perfect for a weekend getaway. Home was beautiful and newly updated! Everything was walkable, perfect location to downtown. We had 14 guests and everyone was comfortable and beyond happy with accommodations! Brian was easy to work with and everything was clear for us. Thanks for a great stay! We will be back.

A well-maintained house features a spacious composite deck, bordered by white railings. Large windows provide natural light to the interior. Lush green grass surrounds the deck, complementing the clear blue sky and leafy trees in the background.

5 out of 5 average rating, 26 reviews

Modern Downtown Lake Geneva Charm - Sleeps 8

Jose & DonnaRating, 5 stars3 months ago

We had a fantastic stay! The location was incredibly convenient, just a short distance from great restaurants and our ski/snowboarding resort, which made everything so easy. The place was very well kept, cozy, and had plenty of space—perfect for our small family staying for two nights. The host was wonderful—attentive, helpful, and quick to communicate, which we really appreciated. We couldn’t have asked for a better experience and would definitely stay here again! Highly recommend!

Vacation rentals for every style

Get the amount of space that is right for you

Hotels

Stylish accommodations and amenities

Unique stays

Spaces that are more than just a place to sleep

Homes

Comfortable places with all the essentials

Popular amenities for Hillcrest vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Hillcrest

Guest suite in Plainfield

A concrete pathway leads to a grassy area, bordered by a white fence, with several planters on both sides. The planters include a tall, woven design and a smaller, elegant style, featuring greenery that adds a touch of nature to the outdoor space.

4.86 out of 5 average rating, 78 reviews

Relaxing Suite with Independent Entrance

CindyRating, 5 stars5 days ago

Maria’s place was great! Easy access to the Airbnb & the yard was a bonus for our two dogs. Lots of little touches that made the stay pleasant; coffee, water, snacks were all appreciated. The bed was very comfortable too! I would definitely stay again when in the area.

4.93 out of 5 average rating, 101 reviews

Home in Lake Geneva for your whole family

ScottRating, 5 stars1 month ago

Second time renting this house - it's like staying at home. Hosts are great to work with.

4.93 out of 5 average rating, 136 reviews

A comfortable living area features a sectional sofa adorned with decorative pillows, complemented by a cozy armchair. Natural light floods in through large windows, offering a view of the lakeside. A decorative table and plants add warmth to the space.

Cottage in Wonder Lake

The Cozy Lake House/ Perfect Winter Getaway!DM ?s

LiamRating, 5 stars1 week ago

Steve was an excellent host and created a very welcoming and fun experience for our weekend stay. He gave great recommendations, the house had everything we could possibly ask for, and made sure we enjoyed every aspect of our stay. We will definitely be looking to stay again in the near future!

4.82 out of 5 average rating, 73 reviews

A serene water scene features gently flowing water reflecting sunlight, surrounded by lush greenery and trees. Mist rises from the surface, creating a tranquil ambiance. The landscape suggests a peaceful natural environment ideal for outdoor activities.

Home in Wonder Lake

Great Kayaking, biking, hiking get away

RandallRating, 5 stars3 months ago

Check in was easy, and everything was as described. Julie’s place met our needs for a place to stay while visiting family. Her place is clean and well supplied. Lots of room which we didn’t use all of it. The fenced in area was nice to be able to let our dogs out.

4.82 out of 5 average rating, 57 reviews

Aerial view of a secluded house surrounded by lush green trees and a flowing river. The structure is positioned on a spacious plot of land with a deck extending toward the water, offering a serene natural setting.

Villa in Dixon

Private Island

RichardRating, 5 stars3 weeks ago

Amazing experience! The house exceeded all my expectations. It was spotless, beautifully decorated, and fully equipped with everything I needed for a comfortable and enjoyable stay. The location was perfect—peaceful yet close to everything. The host was kind and attentive, always available for any questions. I would definitely stay here again. Highly recommended!

Top guest favorite

Cottage in Williams Bay

5 out of 5 average rating, 35 reviews

Blue Cottage in the Bay - Walk to beach and shops

AmandaRating, 5 stars2 weeks ago

This was a perfect place for a short getaway! It was very family friendly, in a great location, and very clean. We would recommend to anyone looking to stay in the Lake Geneva area.

Top guest favorite

A wooden dock extends into calm waters, reflecting the blue sky and surrounding nature. A green and blue kayak rests at the edge of the dock, while tall grasses and shrubs line the water's edge, providing a natural frame for the scene.

Home in Twin Lakes

5 out of 5 average rating, 41 reviews

Cozy Cottage Close to Skiing & Tubing!

EvgeniiRating, 5 stars1 month ago

We had an amazing weekend at Christna’s place. It is right at the lake, beautiful, calm and peaceful place for an escape from the busy everyday routine. The cottage is extremely cosy, impeccably clean and has everything you can think of! We were pleasantly surprised on the highest quality that we received for the fair price. Highly recommend and we will definitely book it again.