Carpentersville Holiday Rentals

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Holiday Rentals in Carpentersville

Pet Friendly ($50) 2b/1b Cottage with large yard just off the lake!
10.0 out of 10, Exceptional, (8)
"A pleasant and welcoming vibe near the lake. Very clean. Lots of special touches. Caring and attentive host. We would stay here again. "
United States
Marcia B.
The price is AU$551
includes taxes & fees
26 Oct - 27 Oct
Pet Friendly ($50) 2b/1b Cottage with large yard just off the lake!
HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub
9.2 out of 10, Wonderful, (41)
"Very comfortable… enjoyed the property to the upmost.."
United States
Debra H.
The price is AU$2,033
includes taxes & fees
27 Oct - 28 Oct
HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub
Roxan Corner
8.6 out of 10, Excellent, (44)
"We enjoyed our stay! The neighborhood felt safe and we very much loved the space as they made it quite inviting with books and candles. I would have loved more blankets on the beds but overall we had a great stay!"
United States
Michelle V.
Roxan Corner
Cozy W Front Porch DT Libertyville near Naval Base
9.6 out of 10, Exceptional, (18)
"Clean and good communication with host. "
United States
Shavonda O.
Cozy W Front Porch DT Libertyville near Naval Base
F.R.I.E.N.D.S inspired studio in beautiful Barrington with WiFi, AC
10.0 out of 10, Exceptional, (3)
"Barrington was an adorable town tucked away just an hour out of Chicago. This property is the perfect spot for a getaway with your loved one. My boyfriend and I had an amazing weekend and will definitely stop by again in the future!"
United States
Cierra F.
The price is AU$332
includes taxes & fees
29 Oct - 30 Oct
F.R.I.E.N.D.S inspired studio in beautiful Barrington with WiFi, AC
Schaumburg Modern 4BR Farmhouse w/ Private Master & Sleeps 9. Families & groups
2.0 star property
10.0 out of 10, Exceptional, (2)
"Super comfy for families and the nicest host. "
United States
Anonymous traveller
The price is AU$836
includes taxes & fees
24 Oct - 25 Oct
Schaumburg Modern 4BR Farmhouse w/ Private Master & Sleeps 9. Families & groups
This is a VACATION spot with a million dollar view!
9.8 out of 10, Exceptional, (16)
"The house was beautiful and very close to my sisters house"
United States
Jenifer D.
The price is AU$395
includes taxes & fees
2 Nov - 3 Nov
This is a VACATION spot with a million dollar view!
Spacious open concept home w/ game room + firepit
9.8 out of 10, Exceptional, (73)
"Very spacious home, bedrooms good sized, really liked the game room to keep the kids occupied."
United States
Patricia
Spacious open concept home w/ game room + firepit
Just remodeled apartment close to airport and mall
10.0 out of 10, Exceptional, (14)
"Location was close to airport, restaurants and shopping"
United States
Dorothy J.
The price is AU$395
includes taxes & fees
26 Oct - 27 Oct
Just remodeled apartment close to airport and mall
The Vail/House/Hot Tub/Fire pit/Tesla charger/Garage
The Vail/House/Hot Tub/Fire pit/Tesla charger/Garage
Master qtr close to nature & easy urban facilities
9.8 out of 10, Exceptional, (69)
"Beautiful, quiet space."
United States
Mary
The price is AU$289
includes taxes & fees
3 Nov - 4 Nov
Master qtr close to nature & easy urban facilities
Fox River/Chain of Lakes Waterfront Home with Hot Tub
10.0 out of 10, Exceptional, (37)
"Loved our stay, stocked kitchen, great backyard and big tub. "
United States
Michael S.
Fox River/Chain of Lakes Waterfront Home with Hot Tub
Large Group Retreat w/ secluded party room and private pool
7.8 out of 10, Good, (22)
"This property is better than advertised, it was exactly what we were hoping for. Pool area is awesome, all of the teenage boys LOVED the clubhouse, plenty of space to host. Communication with JJ was awesome. Would book again in a heartbeat and will have more stays there."
United States
Derek K.
Large Group Retreat w/ secluded party room and private pool
Lake Front 2.20 acre estate Private boat launch with pier
9.8 out of 10, Exceptional, (20)
"Great stay. Everything that was listed was there and more. We utilized all of their courts/fields throughout the weekend and it was a really great time."
United States
Jordan P.
Lake Front 2.20 acre estate Private boat launch with pier
Keyless, KING bd, WIFI, desk, Fox River Bike Trail, near MetraTrain
9.4 out of 10, Exceptional, (31)
"Our stay was great. Had an issue with the breaker but was able to get a hold of the host and fix the issue with no problems. "
United States
Sarah J.
The price is AU$437
includes taxes & fees
27 Oct - 28 Oct
Keyless, KING bd, WIFI, desk, Fox River Bike Trail, near MetraTrain
Randolph Hotel Capone Suite 201
6.0 out of 10, (2)
"Staying in the Round Lake Beach area to visiting family. Room is great and clean. Pretty view of Fox Lake. Only draw back is it is over a bar. Karaoke comes right up through the floor. Not to much of a problem as the bar closes at 11:00. So just have to suffer through the drunken super star want a be singers. It is good for some laughs. Over all I would recommend this place in a heartbeat. "
United States
Daniel H.
The price is AU$797
includes taxes & fees
26 Oct - 27 Oct
Randolph Hotel Capone Suite 201
Spacious Ranch blocks away from downtown McHenry
9.8 out of 10, Exceptional, (16)
"Great home and perfect location. "
United States
Steve B.
The price is AU$510
includes taxes & fees
24 Oct - 25 Oct
Spacious Ranch blocks away from downtown McHenry
Close to 3rd St & Train to Chicago/ Pets w fee /WIFI/W&D/Park Free/PrivateEntry
9.6 out of 10, Exceptional, (21)
"Nice little apartment. We enjoyed our stay. We even enjoyed the setting area outside."
United States
Jerilynn L.
The price is AU$418
includes taxes & fees
27 Oct - 28 Oct
Close to 3rd St & Train to Chicago/ Pets w fee /WIFI/W&D/Park Free/PrivateEntry
Beautiful Cora Cottage on Fox Lake/Chain O'Lakes with 40 Ft. Private Boat Pier.
10.0 out of 10, Exceptional, (93)
"Absolutely loved our stay - house is beautiful, great location on Fox Lake! "
United States
Anonymous traveller
Beautiful Cora Cottage on Fox Lake/Chain O'Lakes with 40 Ft. Private Boat Pier.
Charming 3-bedroom townhome in Pleasant Des Plaines with AC, WiFi
8.0 out of 10, Very good, (1)
"The stay was fine but the neighbors, kept telling us we couldn’t park anywhere when we are suppose to park on the side street. The neighbors waited for us after our college visit and then sight seeing that it felt uncomfortable. The house was comfortable but was very messy in the kitchen when first arrived."
United States
sihisla p.
Charming 3-bedroom townhome in Pleasant Des Plaines with AC, WiFi
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Carpentersville Hotel Reviews

Find out more about Carpentersville

Everything you need to know about Carpentersville holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Carpentersville holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Carpentersville holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Carpentersville holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Carpentersville. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Carpentersville holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Carpentersville holiday rentals we have selected for you start as low as AU$289 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Carpentersville rentals

At Expedia, we put the best Carpentersville holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Carpentersville rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Carpentersville holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Carpentersville. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Carpentersville?

Yes, there are holiday rentals close to the most popular sights in Carpentersville, or you can select a more secluded option if you're looking for a relaxing stay. Carpentersville is known for its basketball games and forests. Make sure you have time to check out the riverfront while you're in the area.

What are some of the best holiday rentals that Carpentersville has to offer?

HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub: This holiday home rental outside of Carpentersville is located in a rural location, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 7 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

What’s there to see and do in Carpentersville?

Explore the area and family-friendly sights such as Santa's Village, or get out into nature at a spot like Three Oaks Recreation Area. In the wider area, you’ll find Cinemark West Dundee and Algonquin Historic Village Hall.

What’s a holiday rental in Carpentersville like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Carpentersville. Holiday rentals feature extras like kitchens and laundry facilities so you'll feel right at home. If you're concerned about a clean environment, a holiday rental can provide a sense of privacy away from shared hotel lifts and busy concierge desks while still allowing you to travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental a great option for a family trip or a small group gathering.