Holiday houses in Bolingbrook

4.96 out of 5 average rating, 73 reviews

Apartment in Lockport

Full Kitchen, Near Hwy, Parking Nearby, Work Desk

Experience tranquility in this charming Lockport studio, blending vintage charm with modern comforts. The studio offers a cozy queen-size bed, premium amenities, and a smart TV. The sunlit kitchen, equipped with sleek appliances and a delightful coffee nook, invites culinary adventures. Step into the vast backyard, a serene haven for relaxation or play, complete with laundry facilities for convenient living. Located on Archer Ave, enjoy easy access to I-55 and I-355. Your perfect retreat awaits!

4.96 out of 5 average rating, 137 reviews

Home in Lockport

Lockports Famous Hideaway ~ 2bdrm Guest House Flat

A history buff’s dream filled with antiques & artifacts relating to Lockport, Chicago, Joliet, I & M Canal & "Route 66"! If you have roots in Illinois or Lockport, the Hideaway is for you! The entire upstairs 1,500 sq ft vintage 2 bedroom house apartment is all your own space. The flat is NOT shared with other guests/host. Family & Business Friendly. Private-entrance/self-check-in. *Can accommodate up to 6 guests. Extra charges apply after 2 guests. Have a 'historic' stay at the "Hideaway"

4.99 out of 5 average rating, 659 reviews

Guest suite in Geneva

A Suite within a Cozy cottage in Geneva Illinois.

Cozy private suite in the lower level. Guests have the suite to themselves. The bathroom is adjacent to the room and is private. There is a small fridge, a coffee maker, and a microwave oven. We are in Geneva, Illinois. We are LGBTQ+friendly. Our space is ideal for shorter stays and visitors on the go . Not suitable for staycations. Quiet area. Hosts live on the upper level and guests pass through our space to get to the suite. In a bind we can accommodate a 3rd guest and a pet. Welcome.

4.85 out of 5 average rating, 126 reviews

Home in Naperville

Dog Friendly Cozy North Naperville 3 BED/2 BA Home

Welcome to the Naperville Nest! Rare North Naperville opportunity to find a home suited for the whole family! Pets are more than welcome to enjoy the 1/2 acre fully fenced in yard. This is a a fully updated home minutes from Downtown Naperville, I-88 and many more exciting destinations in the Western Suburbs. You will feel at home whether you're inside or outside...each bedroom has it's own TV and the outdoor living includes natural gas firepit & grill/dining table...this home has it all!

5 out of 5 average rating, 18 reviews

Cosmos Cozy Home, Hot Tub, King Beds, Jacuzzi

Discover a world of comfort at our Elegant Cosmos Theme Home. This 5-bedroom, 4-bathroom sanctuary combines modern luxury with a prime location. Step into an oasis of cool blues and silvers, perfect for unwinding. Our well-appointed amenities, from a plush living area to a serene spaces ensure a stay of utmost relaxation. Explore Naperville, Bolingbrook, Aurora, Romeoville, Plainfield, etc. vibrant scenes, just moments away. smoking or vaping of any kind isn’t allowed inside the property.

4.97 out of 5 average rating, 34 reviews

Dupage River Retreat w/Chef's Kitchen & Fire Pit!

This luxurious 5 bedroom, 2-story single family home features a main-level bedroom, smart tv, fast wifi, well-equipped chef's kitchen with a Forno gas range, private patio with a view and fire pit! Perfect for your home away from home! Located on a culdesac 36.1 miles west of Chicago, it is convenient to shopping, parks, restaurants and everything in the Naperville/Bolingbrook area. Enjoy the fully fenced backyard with a gate leading to the Dupage River Park! Bring your kayaks and bikes!

4.99 out of 5 average rating, 155 reviews

Apartment in Aurora

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 suite in Bolingbrook

4.91 out of 5 average rating, 34 reviews

The Valley View 2 Bdrm Suite w/ Kit. & Pvt Entry

Unwind, shop, and dine while relaxing in our spacious 2-bedroom guest suite with private entrance. Surrounded by peaceful valley views, shops, restaurants, and grocery stores. Perfect if you want to cook in the full kitchen. Enjoy all the comforts of home: King and Queen beds, a large living room, full kitchen, and bathroom. Breathe in the fresh air, clear your mind, and make lasting memories near Bolingbrook Promenade, parks, nature trails, and family-friendly attractions.

4.88 out of 5 average rating, 8 reviews

Believe: Fully Updated

Welcome to Believe, where comfort and style meet to create a truly unforgettable stay. This beautifully renovated 4-bedroom, 2-bathroom one level ranch home is designed with your relaxation in mind. Located in Bolingbrook, Illinois, a centrally located gem in the western suburbs of Chicago, you're just minutes away from the charm of Naperville, Oswego, and Downers Grove, all while enjoying the convenience and peacefulness of Bolingbrook’s own attractions.

4.92 out of 5 average rating, 133 reviews

The Sunshine Spot

Relax with the whole family at this peaceful place to stay. Centrally located off I-355 and I-55 major highways . Within walking distance from Promenade Mall ( over 30 plus stores , bars , restaurants ) . Also only about 30 minutes from Chicago. This 3 bedroom ranch has a two car attached garage with private entry ( very safe ) and a huge backyard with Grill . Very spacious and clean ! Thanks and look forward to seeing you at the Sunshine Spot !

4.92 out of 5 average rating, 48 reviews

Apartment in Warrenville

“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 suite in Naperville

4.95 out of 5 average rating, 433 reviews

Cozy Lakeview Studio with Private Access

Enjoy luxury and comfort in this cozy lakefront studio with a private entrance, attached to a home where the friendly hosts reside. The studio offers a plush queen bed, a kitchenette with a mini fridge, microwave, induction cooktop, and a full bathroom. Located in one of Naperville’s safest neighborhoods, it’s just moments from cafes, restaurants, markets, and a biking trail, with easy access to I-88.

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Other great holiday rentals in Bolingbrook

Private room in Willow Springs

4.93 out of 5 average rating, 278 reviews

Private bedroom A in a quiet Chicago suburb.

RodrigoRating, 5 stars1 week ago

Had a nice time, was flexible about parking spots.

Private room in Woodridge

4.83 out of 5 average rating, 12 reviews

Master Room w/private bath in a ranch

LaioRating, 5 stars3 months ago

Sophie is a 5 star host! That is my second time at Sophie's house, and if I have the opportunity, I'll do it again. Recommend to everyone.

Private room in Naperville

4.98 out of 5 average rating, 65 reviews

Private spacious room w/dresser in a nice home

ContessaRating, 5 stars2 days ago

⭐️⭐️⭐️⭐️⭐️ A+ Stay! Juan’s place was one of the best I’ve ever stayed in—clean, peaceful, and incredibly comfortable. His communication was excellent from start to finish, making everything easy and stress-free. If we ever come back to the area, we’ll definitely stay here again. Highly recommend it to anyone needing a great night’s rest and a relaxing stay. Thank you, Juan!

4.75 out of 5 average rating, 158 reviews

Private room in Aurora

Cozy Room

SavRating, 5 stars3 days ago

Jude is incredibly kind and welcoming I loved his space and it was exactly what I needed for the couple days I was there. I will be back!

Private room in Richton Park

4.85 out of 5 average rating, 241 reviews

Urbal retreat

RobertRating, 5 stars1 week ago

The host was great, we loved the cozy room and amenities. The shower was very clean and nice. Great spot for if you’re just passing through.

Private room in Bolingbrook

4.97 out of 5 average rating, 37 reviews

Quiet and spacious room

MelanieRating, 5 stars9 months ago

Felt right at home! Family gave me my space coming from work and on my last 2 days I was able to sleep in. Bed was comfortable and the room was as described/clean.Had a wonderful conversation with Manasse about life and politics. His wife was gracious to ask if I needed anything upon arrival!!!

4.8 out of 5 average rating, 363 reviews

Hotel room in Itasca

King Bed at Chicago Northwest + PET Friendly

JenniferRating, 5 stars2 weeks ago

had a wonderful stay. would stay again.