Carpentersville Vacation Rentals

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Check prices for these dates

In two weeks
Sep 19 - Sep 21
In one month
Oct 3 - Oct 5
In two months
Oct 31 - Nov 2
In three months
Nov 28 - Nov 30

Vacation Rentals in Carpentersville

Our top choices for Carpentersville vacation rentals

Breathtaking home close to Schaumburg, Chicago
Dining

Breathtaking home close to Schaumburg, Chicago

9.8 out of 10, Exceptional, (68)
"Fit our whole family nicely."
Breathtaking home close to Schaumburg, Chicago
Minutes to Downtown Saint Charles, Cozy/Chic Home
TV

Minutes to Downtown Saint Charles, Cozy/Chic Home

9.8 out of 10, Exceptional, (10)
"Easy access to all St Charles "
Minutes to Downtown Saint Charles, Cozy/Chic Home
Lake Front 2.20 acre estate Private boat launch with pier
Interior

Lake Front 2.20 acre estate Private boat launch with pier

9.8 out of 10, Exceptional, (16)
"We had a great family vacation here! The property is huge & beautiful. Tons of large clean bedrooms & baths & great rooms. Played pool, foisball & ping pong in garage, pickleball & basketball on court, volleyball & teetherball. This place had everything we were looking for!"
Lake Front 2.20 acre estate Private boat launch with pier
✽ Charming Cottage ✽ close to College/Town/Station
Outdoor dining

✽ Charming Cottage ✽ close to College/Town/Station

10.0 out of 10, Exceptional, (48)
"We loved how cute this house was! It was very convenient for visiting our daughter and nice to have plenty of space and amenities. Our host was very prompt communication. Would definitely stay here again!"
The price is ￥24,999
￥45,974 total
includes taxes & fees
Sep 4 - Sep 5
✽ Charming Cottage ✽ close to College/Town/Station
Beautiful Cora Cottage on Fox Lake/Chain O'Lakes with 40 Ft. Private Boat Pier.
Dining

Beautiful Cora Cottage on Fox Lake/Chain O'Lakes with 40 Ft. Private Boat Pier.

10.0 out of 10, Exceptional, (84)
"Was here for a funeral. Good place to stay and relaxing."
Beautiful Cora Cottage on Fox Lake/Chain O'Lakes with 40 Ft. Private Boat Pier.
4bd house, Hot-tub, full-basement, pool table & big yard,3 full bathroom.
Fridge, microwave, oven, stovetop

4bd house, Hot-tub, full-basement, pool table & big yard,3 full bathroom.

10.0 out of 10, Exceptional, (23)
"Great house, great neighborhood, host was amazing!"
4bd house, Hot-tub, full-basement, pool table & big yard,3 full bathroom.
HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub
A heated pool

HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub

9.4 out of 10, Exceptional, (39)
"The house was very clean and spacious. A lot of activities to do "
The price is ￥52,938
￥179,873 total
includes taxes & fees
Sep 3 - Sep 4
HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub
Riverfront Libertyville Retreat w/ Outdoor Kitchen
Interior

Riverfront Libertyville Retreat w/ Outdoor Kitchen

8.6 out of 10, Excellent, (30)
"Thank you very much"
Riverfront Libertyville Retreat w/ Outdoor Kitchen
Master qtr close to nature & easy urban facilities
Exterior detail

Master qtr close to nature & easy urban facilities

9.8 out of 10, Exceptional, (61)
"Great spot."
The price is ￥15,749
￥29,938 total
includes taxes & fees
Sep 2 - Sep 3
Master qtr close to nature & easy urban facilities
Large Group Retreat w/ secluded party room and private pool
Fridge, microwave, oven, stovetop

Large Group Retreat w/ secluded party room and private pool

8.0 out of 10, Very Good, (20)
"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."
Large Group Retreat w/ secluded party room and private pool
Rumble In the Jungle Charming 3-bedroom house in nice Addison with AC, WiFi
Fridge, microwave, oven, stovetop

Rumble In the Jungle Charming 3-bedroom house in nice Addison with AC, WiFi

8.0 out of 10, Very Good, (3)
"Only complaint was the fact that the yard was not cut and the grass needed to maintained"
The price is ￥33,380
￥67,168 total
includes taxes & fees
Sep 23 - Sep 24
Rumble In the Jungle Charming 3-bedroom house in nice Addison with AC, WiFi
Spacious Ranch blocks away from downtown McHenry
Fridge, microwave, oven, stovetop

Spacious Ranch blocks away from downtown McHenry

9.8 out of 10, Exceptional, (15)
"Very nice place and host is great "
The price is ￥36,763
￥51,584 total
includes taxes & fees
Sep 26 - Sep 27
Spacious Ranch blocks away from downtown McHenry
This is a VACATION spot with a million dollar view!
Exterior

This is a VACATION spot with a million dollar view!

9.8 out of 10, Exceptional, (15)
"The house was beautiful and very close to my sisters house"
The price is ￥23,160
￥45,272 total
includes taxes & fees
Sep 2 - Sep 3
This is a VACATION spot with a million dollar view!
Chicago-burb -Medinah -1 King and 1 Queen beds
Terrace/patio

Chicago-burb -Medinah -1 King and 1 Queen beds

9.4 out of 10, Exceptional, (27)
"The property was very clean and comfortable!"
Chicago-burb -Medinah -1 King and 1 Queen beds
A Diamond in the Rough
Outdoor dining

A Diamond in the Rough

9.4 out of 10, Exceptional, (90)
"I will be staying here again in the future. Great place at a great location."
A Diamond in the Rough
The Randolph Hotel Apt 201
Marina

The Randolph Hotel Apt 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. "
The price is ￥9,191
￥65,416 total
includes taxes & fees
Sep 2 - Sep 3
The Randolph Hotel Apt 201
Fox River/Chain of Lakes Waterfront Home with Hot Tub
Fridge, microwave, oven, stovetop

Fox River/Chain of Lakes Waterfront Home with Hot Tub

10.0 out of 10, Exceptional, (37)
"Great property for a family get together. Very spacious and well equipped. Kristin was excellent!"
Fox River/Chain of Lakes Waterfront Home with Hot Tub
Beautiful Huge Lakefront Remodeled Home with Incredible Views
Outdoor dining

Beautiful Huge Lakefront Remodeled Home with Incredible Views

9.8 out of 10, Exceptional, (30)
"This rental was excellent for our family vacation. We enjoyed beautiful views of the lake and sunset, meals on back deck and time spent on the lake. The owners is easy to communicate with and made us feel very welcomed. We would love to stay here again!"
Beautiful Huge Lakefront Remodeled Home with Incredible Views
Beautiful Spacious Escape On The Chain O'Lakes
Outdoor dining

Beautiful Spacious Escape On The Chain O'Lakes

9.2 out of 10, Wonderful, (61)
"Beautiful location, easy access. Could use carpet replaced, bed in large bedroom replaced. Otherwise we had a good stay."
Beautiful Spacious Escape On The Chain O'Lakes
Luxury 5BR Family Getaway – Heated Pool, Hot Tub, Fire pit, Game Room,
Game room

Luxury 5BR Family Getaway – Heated Pool, Hot Tub, Fire pit, Game Room,

10.0 out of 10, Exceptional, (3)
"Thank you for a great stay and accommodating our group!"
Luxury 5BR Family Getaway – Heated Pool, Hot Tub, Fire pit, Game Room,
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

Find out more about Carpentersville

Search for holiday rentals in Carpentersville on Expedia! You can easily find your home rentals, villas, holiday apartments in Carpentersville using one of the methods below:

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Frequently asked questions

Are there vacation rentals in Carpentersville?

Yes, there are vacation rentals near popular local attractions in Carpentersville, or you can go with a more remote option if you'd like a relaxing place to 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 vacation home rentals in Carpentersville?

Rumble In the Jungle Charming 3-bedroom house in nice Addison with AC, WiFi: This vacation home rental outside of Carpentersville offers a fireplace, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

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 larger area, you’ll find Cinemark West Dundee and Algonquin Historic Village Hall.

What’s a vacation rental in Carpentersville like?

Vacation rentals are private properties you can stay in for a long or short time in Carpentersville. Vacation rentals feature amenities like kitchens and laundry facilities to help you enjoy your stay. If you're concerned about a sanitized environment, a vacation rental can provide a sense of privacy away from shared hotel elevators and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental a great choice for a family getaway.