Holiday rentals in Carpentersville

Townhouse in Hoffman Estates

4.97 out of 5 average rating, 34 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!

4.99 out of 5 average rating, 76 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.

4.96 out of 5 average rating, 74 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

4.88 out of 5 average rating, 43 reviews

Home in Algonquin

On the Fox River Front/Sauna/Hot Tub/Kayaks/Grills

On Fox River in Algonquin Kick back and relax in this calm, tastefully finished space. Nestled amidst a picturesque waterfront and greenery, this stylish property exudes an elegance, harmoniously blending into the serene natural surroundings. It is a perfect combination of comfort and convenience. Located within a short range to fantastic "Old Town District" of Algonquin/superb restaurants, pubs, entertainment as well as parks and trails, simply just mere moments away from array of amenities.

Guest suite in Carpentersville

4.93 out of 5 average rating, 14 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.

5 out of 5 average rating, 103 reviews

Cottage in Barrington

Cozy French Inspired Cottage in rural setting

Relax and escape to our charming, one of a kind cottage. Beautifully decorated with period furniture and tastefully updated with modern amenities. The cottage offers slate tile and hardwood floors. Original pine floors line the upstairs loft bedrooms. Cook in a French inspired country kitchen with butcher block counter tops. Rural setting, yet minutes away from everything! Downtown is a 20 min. walk and the Metra will take you to the city in 45 minutes!

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.

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Popular amenities for Carpentersville holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Carpentersville

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, 395 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 Hoffman Estates

4.81 out of 5 average rating, 286 reviews

Schaumburg Oasis with home amenities

GaneshRating, 5 stars1 week ago

the place is indeed close to mostly everything. it was a comfortable and pleasant stay.

4.9 out of 5 average rating, 96 reviews

Private room in DeKalb

Private room 1 at Avi and Anita’s home

KathleenRating, 5 stars2 weeks ago

I had a very restorative stay at Avi’s place and would definitely stay again. The room was extremely comfortable and cozy. Avi also provided me with some helpful suggestions about seeing Chicago since this was only my second time to visit.

4.93 out of 5 average rating, 165 reviews

Private room in Cary

Casa de Cary 1 (private driveway/entrance/wifi)

BrianRating, 5 stars4 months ago

What a wonderful place to stay. Everything was fantastic, the bed the TV and cozy warm room. They went out of their way to make sure my entrance and driveway was snow free. would love to stay again soon.

Hotel room in Bloomingdale

4.8 out of 5 average rating, 86 reviews

Renovated Comfortable Room l NO Cleaning Fee

AyeshaRating, 5 stars2 weeks ago

We stayed for 2 nights and had a great experience. The place was clean, peaceful, and very comfortable—just what we were looking for. The host was very welcoming and proactive, which made the stay even better. It would be a nice touch to include a couple of water bottles and some hand wash, but overall everything was lovely. Highly recommend!

4.85 out of 5 average rating, 62 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.