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Port Barrington Vacation Rentals

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Port Barrington vacation rentals

An outdoor patio with stone flooring, a wooden table and chairs, a stone wall, and a fire pit.

1. Little Fox Cottage - A Cozy Riverview Getaway

Little Fox Cottage - A Cozy Riverview Getaway
Fox River Grove
10.0 out of 10, Exceptional, (19 reviews)
"Host and amenities were great!"
United States
Jeff P.
The price is AED 489
AED 783 total
includes taxes & fees
4 Oct - 5 Oct
Little Fox Cottage - A Cozy Riverview Getaway
A wooden deck with a table and chairs, surrounded by lush greenery and trees.

2. Spacious 3 Bedroom

Spacious 3 Bedroom
Cary
9.4 out of 10, Exceptional, (3 reviews)
"Nice quiet spot to rest a Travelers head"
United States
Dan K.
The price is AED 380
AED 1,111 total
includes taxes & fees
12 Oct - 13 Oct
Spacious 3 Bedroom
A modern kitchen with white cabinets, stainless steel appliances, a large window, and a bar stool.

3. King bed Crystal Lake Mchenry Cary Cozy

King bed Crystal Lake Mchenry Cary Cozy
2.0 star property
Cary
The price is AED 636
AED 1,823 total
includes taxes & fees
7 Oct - 8 Oct
King bed Crystal Lake Mchenry Cary Cozy
A lakeside deck with chairs and a table, a wooden dock extending into the water, and a covered area in the background.

4. Waterfront - Private Dock - Two Suites

Waterfront - Private Dock - Two Suites
Algonquin
The price is AED 1,031
AED 2,433 total
includes taxes & fees
25 Oct - 26 Oct
Waterfront - Private Dock - Two Suites
A two-story house with a stone chimney, a front porch with steps, and a flag.

5. Quaint Bungalow, near Great Lakes Naval Base

Quaint Bungalow, near Great Lakes Naval Base
Mundelein
9.8 out of 10, Exceptional, (75 reviews)
"Fantastic location. Very clean. Great/quick communication with host. Definitely recommend!"
United States
Jaclyn Z.
The price is AED 496
AED 1,296 total
includes taxes & fees
5 Oct - 6 Oct
Quaint Bungalow, near Great Lakes Naval Base
A hotel room with a bed, a desk, a lamp, a TV, and a framed artwork.

6. 124 Lofts #1 - Downtown Dundee - Walk to Dining

124 Lofts #1 - Downtown Dundee - Walk to Dining
West Dundee
10.0 out of 10, Exceptional, (17 reviews)
"Fantastic hosts, fantastic spot!"
United States
Haggard A.
The price is AED 709
AED 891 total
includes taxes & fees
5 Oct - 6 Oct
124 Lofts #1 - Downtown Dundee - Walk to Dining
A wicker tray with a pitcher and glasses on a wooden table on a porch.

7. Kildahl House - Boutique Farmhouse Suite #1

Kildahl House - Boutique Farmhouse Suite #1
West Dundee
9.8 out of 10, Exceptional, (17 reviews)
"This is a lovely place to call “home base” while visiting Chicago and surrounding communities. Comfortable, clean, quiet and nicely decorated. My little dogs even had a welcome basket! I wish I could have stayed a bit longer"
United States
Thea
The price is AED 768
AED 965 total
includes taxes & fees
4 Oct - 5 Oct
Kildahl House - Boutique Farmhouse Suite #1
A kitchen with a dark wooden table, white cabinets, and a sliding barn door.

8. Terrific 3-bedroom family-friendly house close to everything in charming McHenry

Terrific 3-bedroom family-friendly house close to everything in charming McHenry
McHenry
8.6 out of 10, Excellent, (12 reviews)
"Nearby lots of restaurants and business as well as a nice park."
United States
Cj D.
The price is AED 628
AED 1,082 total
includes taxes & fees
5 Oct - 6 Oct
Terrific 3-bedroom family-friendly house close to everything in charming McHenry
A bedroom with a brick wall, a bed, a desk, and a window with a view.

9. 124 Lofts #4 - Downtown Dundee - Walk to Dining

124 Lofts #4 - Downtown Dundee - Walk to Dining
West Dundee
9.8 out of 10, Exceptional, (20 reviews)
"Awesome loft. Perfect for an overnight stay. Convenient parking and lots of restaurants to choose from."
United States
Shannon
The price is AED 709
AED 891 total
includes taxes & fees
4 Oct - 5 Oct
124 Lofts #4 - Downtown Dundee - Walk to Dining
A wicker tray with a pitcher and glasses on a wooden table on a porch.

10. Kildahl House - Boutique Farmhouse Suite #4

Kildahl House - Boutique Farmhouse Suite #4
West Dundee
10.0 out of 10, Exceptional, (19 reviews)
"Wonderful place to stay and the host was very welcoming and easy to work with!"
United States
Kevin B.
The price is AED 768
AED 965 total
includes taxes & fees
4 Oct - 5 Oct
Kildahl House - Boutique Farmhouse Suite #4
Living area

11. Wonder Lake Elegance: Serene 2BR Townhome Retreat

Wonder Lake Elegance: Serene 2BR Townhome Retreat
Wonder Lake
9.6 out of 10, Exceptional, (4 reviews)
"Very clean and comfortable. Quiet neighborhood."
United States
Ken S.
The price is AED 749
AED 1,424 total
includes taxes & fees
13 Oct - 14 Oct
Wonder Lake Elegance: Serene 2BR Townhome Retreat
A two-story house with a front porch, a stone exterior on the right side, and a green door.

12. The Main Event Game House on the Huntley Square!

The Main Event Game House on the Huntley Square!
Huntley
10.0 out of 10, Exceptional, (21 reviews)
"Our stay was very comfortable and the game room was great for our big family. The kids didn't want to leave and always ask about going back."
United States
BENJAMIN B.
The price is AED 455
AED 950 total
includes taxes & fees
4 Oct - 5 Oct
The Main Event Game House on the Huntley Square!
A two-story house with a swimming pool, outdoor seating, and a stone chimney.

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

HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub
McHenry
9.2 out of 10, Wonderful, (46 reviews)
"We stayed with our wedding bridal party here, and this massive and beautiful house was the perfect location to spend the weekend with all of our best friends! The house is obviously gorgeous, and the pool, hot tub, fire pit and pool table added an extra tier of fun. We hosted our rehearsal dinner on the back lawn and rented tables and chairs through the property, which was incredibly convenient.The property managers were communicative and very helpful throughout the process. I highly...
United States
Brittany B.
The price is AED 3,027
AED 6,556 total
includes taxes & fees
15 Oct - 16 Oct
HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub
A white house with a porch and a chimney, surrounded by a grassy area and a brick path.

14. The Tailor House

The Tailor House
Woodstock
9.8 out of 10, Exceptional, (57 reviews)
"Thank you. Would definitely stay again."
United States
Brandon B.
The price is AED 470
AED 926 total
includes taxes & fees
6 Oct - 7 Oct
The Tailor House
A modern kitchen with grey cabinets, a stainless steel refrigerator, a built-in oven, and a microwave.

15. ✨ Newly Remodeled 3BR Home Sleeps 6 Family Friendly

✨ Newly Remodeled 3BR Home Sleeps 6 Family Friendly
Elgin
9.0 out of 10, Wonderful, (2 reviews)
"Great place"
United States
Sthendall M.
The price is AED 476
AED 1,271 total
includes taxes & fees
26 Oct - 27 Oct
✨ Newly Remodeled 3BR Home Sleeps 6 Family Friendly
An outdoor patio with brick flooring, a grill, and a table with chairs.

16. 1 King Bed | Non-Smoking, Kitchen

1 King Bed | Non-Smoking, Kitchen
Chicago
9.0 out of 10, Wonderful, (16 reviews)
"Everything nice neat and clean"
United States
Anonymous traveler
The price is AED 274
AED 303 total
includes taxes & fees
4 Oct - 5 Oct
1 King Bed | Non-Smoking, Kitchen
A living room with a television on a stand, a potted plant, a glass coffee table, and a window with curtains.

17. Apartment Attached to a 1900 historic Farm house

Apartment Attached to a 1900 historic Farm house
Old Mill Creek
8.6 out of 10, Excellent, (20 reviews)
"The place is very cozy and inviting. There was a smell we thought might have been cat urine on a blanket. Otherwise I'd recommend it."
United States
Matt H.
The price is AED 463
AED 884 total
includes taxes & fees
3 Oct - 4 Oct
Apartment Attached to a 1900 historic Farm house
A red house with a porch, a wooden staircase, and a flag.

18. Lovely 1-bedroom apartment with AC in charming Woodstock

Lovely 1-bedroom apartment with AC in charming Woodstock
Woodstock
8.0 out of 10, Very good, (3 reviews)
"Everything was great! The property is close to everything and was easy to access. The only drawback was the air conditioning in the bedroom was very loud. Other than that no problems."
United States
Beth B.
The price is AED 551
AED 662 total
includes taxes & fees
4 Oct - 5 Oct
Lovely 1-bedroom apartment with AC in charming Woodstock
A modern kitchen with white cabinetry, a central island with bar stools, a stove, oven, microwave, and a ceiling fan.

19. Family Stay with Game Garage, Fire Pit, Streaming TVs and Private Yard

Family Stay with Game Garage, Fire Pit, Streaming TVs and Private Yard
Libertyville
The price is AED 503
AED 2,238 total
includes taxes & fees
5 Oct - 6 Oct
Family Stay with Game Garage, Fire Pit, Streaming TVs and Private Yard
A modern house with a covered porch, large windows, and a well-maintained garden with various plants and flowers.

20. Master qtr close to nature & easy urban facilities

Master qtr close to nature & easy urban facilities
Riverwoods
9.8 out of 10, Exceptional, (87 reviews)
"Great spot, safe, clean, and beautiful environment would highly recommend!"
United States
Chris F.
The price is AED 437
AED 810 total
includes taxes & fees
19 Oct - 20 Oct
Master qtr close to nature & easy urban facilities
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 Port Barrington Hotel Reviews

Best Western Glenview -Chicagoland Inn and Suites

Best Western Glenview -Chicagoland Inn and Suites

10/10 Excellent
"We love our stay here, the room was very clean, comfortable and beautiful, & Breakfast was delicious!"
Laura 2-night trip
Posted 5 hours ago
Best Western Glenview -Chicagoland Inn and Suites

Frequently asked questions

Can I find vacation rentals in Port Barrington?

Yes, you can find vacation rentals close to the most popular sights in Port Barrington, or you can select a more remote option if you want a relaxing place to stay. Port Barrington is known for its parks.

What are some of the best vacation rentals that Port Barrington has to offer?

Pleasant 3-bedroom house with occupied basement separate entrance.: This vacation home rental outside of Port Barrington has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a stovetop, and a microwave.

What can I see and do in Port Barrington?

While exploring the area, visit family-friendly sights like Six Flags Great America, or get outside and enjoy nature at Fox River Preserve. In the larger area, you’ll find Moraine Hills State Park and Three Oaks Recreation Area.

What are vacation rentals like in Port Barrington?

Vacation rentals are privately owned properties you can reserve for a short or long stay in Port Barrington. Vacation rentals feature amenities like kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, vacation rentals can provide a sense of safety away from shared hotel elevators and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental a great option for families.