Holiday rentals in Gilberts

4.99 out of 5 average rating, 75 reviews

Flat in Elgin

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

4.96 out of 5 average rating, 116 reviews

Flat in Crystal Lake

Farmhouse Chic Home with a view. Downtown

Charming Historic Apartment in Downtown Crystal Lake Spacious second-floor apartment overlooking Downtown Crystal Lake, located in a vintage 1875 farmhouse. Steps away from over 100 restaurants, shops, coffee spots, and bars, all within a 2-minute walk. Enjoy updated bedding, modern comforts, and vintage finishes in a quiet space with no shared walls or upstairs neighbors. One parking space included, with additional lot park CHECKOUT OUR OTHER PROPERTIES HERE: www.airbnb.com/p/breganproperties

4.96 out of 5 average rating, 369 reviews

Loft in West Dundee

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.

4.97 out of 5 average rating, 73 reviews

Flat in West Dundee

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

Guest suite in Carpentersville

5 out of 5 average rating, 13 reviews

Cozy Countryside Cottage with private patio

Escape to our charming cottage, the perfect retreat for a relaxing countryside getaway in DUNDEE. This hideaway is designed for travellers seeking tranquility, featuring all comforts of home. Immerse yourself in nature and enjoy the peaceful atmosphere from your PRIVATE PATIO. Discover charming shops and restaurants in downtown Dundee and Algonquin offering local cuisine and unique finds. Enjoy outdoor activities at the nearby Fox River Trail. This house is ideal for unwinding and recharging.

4.97 out of 5 average rating, 37 reviews

Home in Algonquin

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.

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.

4.79 out of 5 average rating, 121 reviews

Flat in Algonquin

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.

4.79 out of 5 average rating, 169 reviews

Flat in Elgin

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.

4.93 out of 5 average rating, 30 reviews

Townhouse in Elgin

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.

5 out of 5 average rating, 6 reviews

Home in Crystal Lake

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!

4.95 out of 5 average rating, 188 reviews

Home in Woodstock

The Tailor House: 2BR w/ Hot Tub near Woodstock Sq

Welcome to Woodstock's Timeless BNB! Experience the charm of a 160-year-old home seamlessly blending history and modern comfort. Just 2 blocks from Woodstock Town Square, our meticulously renovated BNB offers a delightful stay with unique design features.♥︎

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Other great holiday rentals in Gilberts

5 out of 5 average rating, 40 reviews

Private room in Elgin

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!

Private room in Woodstock

4.93 out of 5 average rating, 393 reviews

Mini Suite in the House of Odd

CraigRating, 5 stars1 week ago

The House of ODD is a truly unique and memorable experience. The space is full of personality, creativity, and thoughtful details that make it stand out. Matthew was very responsive and accommodating throughout—his communication made everything smooth from start to finish. Overall, a great experience. If you're looking for something out of the ordinary, this is the place.

Private room in Crystal Lake

4.89 out of 5 average rating, 155 reviews

Master Bedroom w/Bathroom - safe and cozy

ReneRating, 5 stars1 week ago

This was my third stay - it’s an awesome place and I felt right at home. Highly recommend!

Private room in Grayslake

4.91 out of 5 average rating, 77 reviews

T - Amazing Open Floor Plan, Across From Lake

AshnaRating, 5 stars2 weeks ago

Dr. Cheryl's place was amazing! Loved the peaceful area and surroundings as well as the home itself. It was very well decorated and had a lot of personality - very cozy and comfortable to live in! Dr. Cheryl was a great host and it was great to hang out with her as well as the other tenants during my stay. She's great with communication about anything going on during the stay and very accommodating. Had a wonderful stay - would highly recommend and would definitely stay here again if I'm in the area.

4.85 out of 5 average rating, 61 reviews

Private room in Bartlett

My House is Your House

EricRating, 5 stars3 weeks ago

Debbie was very nice and the place was very clean. Would stay there again.

Private room in West Chicago

4.89 out of 5 average rating, 62 reviews

Stay Long Term @ The Resting Place - Narragansett

LuckyRating, 5 stars2 weeks ago

Great place to stay -- Was greeted by a super friendly cat! Awesome walk in kitchen to use, nice room -- felt like in a hotel suite! Nice living space to relax and bathroom nearby if needed. Loved the additional code lock on the bedroom door for privacy! Overall great place, great hosts as well -- recommend checking out their local guidebook for Food as well. Highly Recommended.

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.