Holiday rentals in Gilberts

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Top-rated holiday rentals in Gilberts

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Top guest favourite

Townhouse in Hoffman Estates

4.97 out of 5 average rating, 33 reviews

Game Room | Exercise Area | Firepit | Sanitized

Make yourself at home in this cozy, private townhouse, perfect for families and groups! Conveniently located 20 min from O’Hare, 40 min to downtown Chicago, and near NOW Arena, Schaumburg Convention Center, Woodfield Mall and St. Alexius Hospital. Sanitized after each guest, it features a full kitchen, family games, foosball table, walking pad, Smart TVs, fireplace, laundry room, and a yard with a firepit. With extra futons in the basement, there’s plenty of space. Message me with any questions!

Top guest favourite

Flat in Elgin

4.99 out of 5 average rating, 75 reviews

Peaceful Elgin APT King Bed

Located in a sleepy suburban neighborhood, this freshly renovated apartment offers everything needed for a weekend getaway, business trip, or extended stay with a full kitchen, open living space, and bedroom. Enjoy peace and nature while still being minutes away from restaurants, shopping, outdoor activities, and all that the Chicago suburbs have to offer. The Tipi BNB is a basement APT that provides guests with the privacy and accessibility of a separate entrance and self check in/check out

Guest favourite

Loft in West Dundee

4.96 out of 5 average rating, 369 reviews

Hip Urban Loft-Small Town Charm - 124 LOFTS #1

Luxury one-bedroom loft in the heart of downtown Dundee. Newly renovated 125-year-old building with timber ceilings, exposed brick walls and beautifully restored hardwood floors. Tastefully decorated and features a king-size Beautyrest mattress, luxury bed linen, private bathroom, kitchenette with under counter refrigerator, Kuerig coffee maker and lightning fast Wi-Fi for streaming your favorite shows on the 60” LED smart TV. 124 LOFTS offers 4 separate luxury lofts. Book one Loft or all four.

Top guest favourite

Flat in West Dundee

4.97 out of 5 average rating, 73 reviews

Charming Riverfront Stay | Heart of Downtown

Welcome to The Riverfronts! Three boutique hotel rooms perfectly situated along the river in downtown West Dundee, offering scenic views and modern comforts. ✔ Riverfront Location: Enjoy the scenic riverwalk just steps away. ✔ Prime Downtown Spot: In the heart of downtown Dundee, minutes from top attractions and dining. ✔ Exclusive Group Booking: Reserve just one or all three units for your entire party. ✔ Outdoor Firepit: Unwind by the firepit, perfect for evening gatherings. ✔ Sleeps 4: Each

Top guest favourite

Guest house in Hampshire

4.97 out of 5 average rating, 76 reviews

Shiloh Place - Two Minutes Off The Highway

This stylish studio with all the amenities is two minutes off I-90 and just behind Dell Webb in Huntley. A 10 minute drive from the newly built Amazon facility Newly furnished and freshly painted, it features a full size kitchen, separate dining area with a private keyless entrance Sleeps up to four comfortably, featuring a king size memory gel foam mattress with luxurious bedding. Enjoy a 55” TV from the day bed that also opens to a double. The space is very suitable for short or long stays

Guest favourite

Townhouse in Elgin

4.93 out of 5 average rating, 237 reviews

Modern Lagoon 3 br entire house sleeps 8. King bed

The modern lagoon is an entire townhouse with 3 br with 1 king , 2 queen and a sofa bed, private entrance with a homely feel. 1 car garage, 1 car driveway with plenty of parking for visitors. You are 25 mins away from O'Hare Airport and 35 mins from the epic downtown Chicago area. Staying local? There is plenty to do! 10 mins away from the NOW Center Arena, 10 mins from Woodfield Mall, and mins from the Arboretum, Main Event and more. Short Term welcomed. Key pad entry, make yourself at home !

Top guest favourite

Home in Algonquin

4.97 out of 5 average rating, 37 reviews

FoxRiverEscape

Tucked away in a peaceful neighborhood, this inviting ranch home offers a perfect blend of comfort and convenience for your stay. With 3 bedrooms, 2 bathrooms, and a fully finished basement, there's plenty of space for relaxation and entertainment. With walking distance to downtown Algonquin, guests can easily access local shops, restaurants, and the scenic Fox River. Outdoor enthusiasts will appreciate the proximity to nature trails, perfect for activities like biking, kayaking, and boating.

Top guest favourite

Guest suite in Geneva

4.99 out of 5 average rating, 659 reviews

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.

Guest favourite

Flat in Algonquin

4.79 out of 5 average rating, 121 reviews

Waterfront Stay w/ Walk to Downtown Entertainment

Apartment overlooking the Fox River. Walking distance to downtown Algonquin. Free wifi & cable TV. Don't impose on family or friends, or settle for the bland experience of a box hotel. Instead, book a comfortable stay with great amenities and enjoy the river and downtown entertainment. (be sure to see our guidebook!) You'll be able to relax, get a restful sleep, and enjoy your visit. You'll also notice the little touches and the extra effort made to assure you have an awesome stay.

Superhost

Flat in Elgin

4.79 out of 5 average rating, 169 reviews

Sherwood House

Enjoy the ambience of the Sherwood House, an 1884 Victorian built for Judge David Sherwood. Use of entire first floor apartment including a full kitchen is perfect for longer term stays. Original features include multiple stained glass windows, beautiful wood work, multiple decorative fireplaces and hardwood floors. Located just blocks from downtown Elgin, walk to shops, restaurants, the casino, bike trail or Metra. WiFi and off street parking.

Guest favourite

Townhouse in Elgin

4.93 out of 5 average rating, 30 reviews

Fully Renovated and Updated Home

Escape to this inviting 3-bedroom townhome, your perfect Elgin retreat. Unwind in style with two plush queen beds and a comfortable full bed, ensuring restful nights. Two modern bathrooms offer convenience and privacy. Electric vehicle owners will appreciate the dedicated charger. Explore the vibrant city of Chicago, just a 45-minute drive away. With Route 90 just 5 minutes away, you're well-connected to explore the area.

Top guest favourite

Home in Crystal Lake

5 out of 5 average rating, 6 reviews

In Ground Pool, Full Ranch Home

In ground pool!! Rent this entire home, experienced hosts, near town, 5 min drive to Crystal Lake main beach OR Three Oaks Beach/Recreation. Clean, Updated Home, with fenced in yard and pet friendly. 4 beds total (3 bedrooms) and 1 full bath. Fully stocked kitchen with all cooking supplies that you need. Basketball hoop in driveway, bags set in yard, great summertime home! Walk to Marianos/CVS/Walgreens, near it all!

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Other great holiday rentals in Gilberts

Guest favourite

Private room in Elgin

5 out of 5 average rating, 40 reviews

Ashiana #3 Private Bedroom Private Bathroom

SamanthaRating, 5 stars2 months ago

I felt drawn to this listing the moment I set eyes on it. Nazneen & Mehtab went above & beyond as hosts. From staying up late to welcome me into their home even after my schedule was delayed, to sparking engaging conversations over breakfast in the morning, to inviting me to sit in on their family’s Zoom wedding—their hospitality & flexibility is unmatched. I thoroughly enjoyed staying here and won’t hesitate to do so again the next time I’m in Elgin. Nikah Mubarak to Areeb & Zoha!

Top guest favourite

Private room in West Chicago

5 out of 5 average rating, 58 reviews

Stay Long Term @ The Resting Place - Cinque Terre

TammyRating, 5 stars3 weeks ago

I simply can't say enough words of praise for the respectful, kind, professional and caring way Hannah and her team handled the entire stay. They were SO responsive with communication and the home is managed so very well. The other renters were wonderful too. It was one of the most pleasant and seemless ABNB experiences we have had! Thank you!!

Superhost

Private room in Bartlett

4.85 out of 5 average rating, 61 reviews

My House is Your House

LeahRating, 5 stars1 month ago

Debbie has a heart of gold and makes you feel like part of the family. If you want your space and solitude, she gives it to you. You feel like chatting and having some company, she is there. And a nice backyard to hang out in.

Superhost

Hotel room in Itasca

4.8 out of 5 average rating, 362 reviews

King Bed at Chicago Northwest + PET Friendly

ShayRating, 5 stars3 weeks ago

I’ve stayed here several times and have always enjoyed myself. Terrific value. Thanks for hosting.

Guest favourite

Hotel room in Rosemont

4.93 out of 5 average rating, 268 reviews

Relaxing Standard Room l Free Airport Shuttle

AngieRating, 5 stars2 weeks ago

Beautiful and comfortable room. Easy to check in/out. Guest service was extremely polite and helpful. I love the Dove soap, shower gel and shampoo. Bed was comfortable and the room came with everything we needed including a stove and all dishes. Complementary breakfast was amazing. We would definitely stay here again. Thanks for allowing us into your home.

Top guest favourite

Private room in Schaumburg

4.96 out of 5 average rating, 53 reviews

Schaumburg Haven: Stylish Room in Chicagoland Area

GabeRating, 5 stars4 days ago

I enjoyed my stay at Ana's place, she's wonderful and respectful of one's privacy. The place was clean, organized and close to many businesses, parks and food places. Would love to stay here again. Thank you Ana!

Guest favourite