Vacation rentals in Boulder Hill

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Top-rated vacation rentals in Boulder Hill

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Superhost
An open-concept living area is displayed, featuring a dining table surrounded by chairs and a small orange accent table. The kitchen is visible in the background, and natural light pours in through the large windows, illuminating the modern furnishings and neutral tones throughout.
Home in Aurora
4.84 out of 5 average rating, 126 reviews

Spread out - Renovated 5BR+Loft, 7 Beds Sleeps 14+

Small group of 1-3 wanting room to relax? Group of 10-16 wanting some space? Newly remodeled 2400 sft 2-story home in quiet neighborhood, 5 bedrooms (inc 1st floor bedroom), Loft, 2 full baths, lots of parking, wifi, 2 65" Roku TVs, 7 Queen Beds! Close to historic downtown Aurora (walk/ride) and enjoy Live Theatre, Casino's and more. Convenient access to public trans and just over 1 mile to catch the Metra to Downtown Chicago. Perfect for groups of various sizes. Disruptive events not allowed.

Guest favorite
Home in Aurora
4.9 out of 5 average rating, 194 reviews

Large Luxury Home: King Beds, Theater & BBQ

Relax and enjoy this sunny, fully outfitted family haven! ### FUN: Finished basement with a Movie Theater (projector), ping-pong, and PlayStation. We even have a toy-filled dresser for the kids! ### COMFORT: Fully stocked chef’s kitchen (mixer/Air Fryer), King/Queen beds, and a large master suite. ### PERKS: Huge yard with a stone patio, grill, and fire pit. Includes a 2-car garage and in-home laundry. ### SAFE: Professionally cleaned and sanitized before every stay for your peace of mind.

Guest favorite
The living room is spacious and features casual seating on a gray sectional sofa. Natural light enters through large windows, illuminating the polished floor. A round coffee table sits at the center, while a decorative bookshelf displays items against the wall. A ceiling fan enhances airflow.
Home in Aurora
4.99 out of 5 average rating, 68 reviews

Evergreen Retreat

Welcome to our spacious and family-friendly retreat! Our home is designed for both kids and adults to relax, play, and make lasting memories. Inside, you’ll find cozy bedrooms for a peaceful night’s sleep, a fully equipped kitchen for cooking, and plenty of comfortable spaces to unwind. Step out the back door to a patio and yard perfect for grilling, gathering around the fire pit, or relaxing in the screened gazebo. A huge playground offers hours of fun for kids within easy view of parents.

Top guest favorite
Home in Montgomery
4.97 out of 5 average rating, 30 reviews

5 bdrm 7 bed 2.5 bth Ranch w Fenced Yard Sleeps 10

Escape with your family at this tranquil retreat, nestled in the heart of Montgomery near highways 34 and 25. Situated on a quiet street, this spacious home boasts five bedrooms, ensuring ample space for everyone. The master bedroom features a queen-size bed and en-suite bathroom, other bedrooms offer: queen bed, full-size bed, twin bed with twin bed trundle, and the last bedroom offers a bunk bed. The property also has a fenced yard with a patio, ideal for outdoor entertaining & relaxation.

Top guest favorite
A single-story ranch home is presented with a dark blue exterior and white shutters. A neatly trimmed lawn and concrete pathway lead to the front door. Flanking the entrance, small shrubs add greenery, while a tall evergreen tree stands nearby.
Home in Montgomery
4.88 out of 5 average rating, 177 reviews

Nice, Private Ranch Home

Nice private ranch home in a quiet neighborhood. Fox River and the river bike trail are only 3 minutes away, Rush Copley Medical Center, lots of shopping and dining options within minutes, Phillips park zoo, and water park very close, major roadways to Chicago. 10 min, from downtown Aurora where you can find the Hollywood Casino, Paramount theatre, many shopping stores and you can enjoy a walk along the Fox river, Fox valley mall and the Chicago premium outlets mall are only 20min away.

Top guest favorite
A spacious living area features a corner sectional sofa with soft cushioning and a cozy throw. Large windows provide natural light and city views. A simple coffee table sits in front, with light-colored carpet underfoot, enhancing the comfortable atmosphere.
Apartment in Aurora
4.98 out of 5 average rating, 282 reviews

Penthouse In The Historic Hobbs

Experience luxury and historic charm at the Penthouse in the Historic Hobbs. Built in 1892, and restored in 2023, this new one bedroom corner unit offers a panoramic view of the Aurora skyline. Cook a delicious meal in the fully stocked kitchen. Dine at the bespoke table in the window bay under the iconic onion dome. Relax on the cozy sofa and enjoy a movie on the big screen TV. Rest in the plush king-sized bed. This urban retreat is near coffee, shopping, art and entertainment.

Guest favorite
A spacious living room features a large sectional sofa and two blue upholstered chairs, arranged around a black coffee table on a light area rug. A flat-screen TV is mounted on the wall, flanked by shelves with decorative items. Natural light enters through large windows with sheer curtains.
Home in Oswego
4.91 out of 5 average rating, 162 reviews

Cozy 4-bedroom ranch - minutes from everything

Relax and have fun with the whole family at this peaceful place to stay. It is located within walking distance from US Route 34 in the middle of shopping centers such as Meijer, Jewels, Target, Walmart, great restaurants, bars, entertainment, hair and nail salons, gas stations, etc. There are 5 beds (1 king and 4 queens plus a queen-size air mattress and a twin pull-out bed) and 3 couches waiting for their guests. The house is cleaned and sanitized before every reservation.

Superhost
Home in Aurora
4.79 out of 5 average rating, 137 reviews

Naperville/Aurora | Fenced Yard!

Our 3bd, 1.5ba house is perfect for a group of friends or family looking for a clean place in a safe neighborhood on the Naperville/Aurora border. There is plenty of space for 9 people to sleep comfortably (5 beds & a couple comfy couches), as well as 3 smart TVs, a gas grill & large, private, fully-fenced yard (including outdoor games), a desk space, & much more. Enjoy close access to main roads & many restaurants, stores, parks, & other places of need!

Top guest favorite
A functional kitchen area features wooden cabinetry and modern appliances. Ample countertop space is complemented by tile flooring. A small dining table with chairs is positioned near a window, allowing natural light to illuminate the space. A doorway leads to a cozy bedroom.
Guest suite in Oswego
4.95 out of 5 average rating, 86 reviews

1 Bed w/ Full Kitchen A Mile From Downtown Oswego

Enjoy a stay within walking distance of 3 parks and about a mile from downtown Oswego and its quaint shopping area. Nestled in the middle of a great neighborhood, you'll feel safe and be able to enjoy a quick getaway or an extended stay on a comfy king-sized bed. If you're interested in visiting Chicago, we're close enough for day trips to the city (about 45 miles) but far enough to save some money. You'll definitely have a great time here!

Superhost
Home in Oswego
5.0 out of 5 average rating, 11 reviews

Quaint Oswego Downtown Bungalow

Enjoy Staying at this Downtown Oswego Charming Bungalow . Downtown Oswego .3 M Event Centers Venue 5126 - 2 M Norfolk Farm Weddings - 6.2 M Ashley Farm Events - 6.7 M Bear Cave Lake Events 4.4 M Fox River Trail - .4 M River Edge Park - 6.2 Miles Caterpillar Corporate - Montgomery 2.5 M (Interns/Rotations Welcome) Hospitals within 14 Miles Travel Clinicians Welcome! Rush-Copley Hospital Edwards Hospital Mercy Hospital Delnor Hospital

Top guest favorite
The living area features a comfortable seating arrangement with a sofa and two armchairs. A round coffee table sits in the center on a patterned area rug. Soft lighting enhances the neutral wall tones, while a decorative plant adds a touch of greenery.
Apartment in Warrenville
4.94 out of 5 average rating, 136 reviews

“The remote retreat”

We have a cozy one bedroom apartment that is available on the top floor of the home and has its own independent and separate entrance! Comes with free parking on premises; recently renovated; neighborhood is safe and quiet. Shopping center with grocery store, laundry mat and restaurant is available within walking distance! We are only 5 minutes from the expressway I-88 and 10 minutes from Naperville and the outlet mall in Aurora!

Guest favorite
Home in Naperville
5.0 out of 5 average rating, 9 reviews

Spacious 4BR Tudor with Patio near Downtown

Settle into a spacious four-bedroom Tudor on a half-acre wooded lot in South Naperville. With three full bathrooms, bright vaulted living spaces, a dedicated office, and generous indoor-outdoor gathering areas, the home offers plenty of room for groups of up to 10 guests. Downtown Naperville, the Riverwalk, restaurants, shopping, and the Metra station are approximately 10 minutes away by car.

Popular amenities for Boulder Hill vacation rentals