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Port Barrington Vacation Rentals

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Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

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, (18 reviews)
"Host and amenities were great!"
United States
Jeff P.
$201 nightly
The price is $212
Sep 2 - Sep 3
Total with taxes and fees
Little Fox Cottage - A Cozy Riverview Getaway
A modern kitchen with white cabinets, stainless steel appliances, a large window, and a bar stool.

2. King bed Crystal Lake Mchenry Cary Cozy

King bed Crystal Lake Mchenry Cary Cozy
2.0 star property
Cary
$430 nightly
The price is $456
Aug 31 - Sep 1
Total with taxes and fees
King bed Crystal Lake Mchenry Cary Cozy
A wooden deck with a table and chairs, surrounded by lush greenery and trees.

3. Spacious 3 Bedroom

Spacious 3 Bedroom
Cary
8.0 out of 10, Very Good, (1 review)
"Conveniently located near restaurants and downtown. Apartment was clean. Nicely decorated. Cute coffee station. Big table in dining area."
United States
Kim B.
$335 nightly
The price is $355
Aug 31 - Sep 1
Total with taxes and fees
Spacious 3 Bedroom
A two-story house with a stone chimney, a front porch with steps, and a flag.

4. 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.
$337 nightly
The price is $357
Sep 8 - Sep 9
Total with taxes and fees
Quaint Bungalow, near Great Lakes Naval Base
A house by a lake with docked boats and a flag.

5. This is a VACATION spot with a million dollar view!

This is a VACATION spot with a million dollar view!
fox lake
9.8 out of 10, Exceptional, (30 reviews)
"Great location!! Beautiful place!!!"
United States
Jason C.
$286 nightly
The price is $303
Aug 30 - Aug 31
Total with taxes and fees
This is a VACATION spot with a million dollar view!
A kitchen with a dark wooden table, white cabinets, and a sliding barn door.

6. 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, (10 reviews)
"It was very conveniently located"
United States
Rita L.
$271 nightly
The price is $287
Aug 31 - Sep 1
Total with taxes and fees
Terrific 3-bedroom family-friendly house close to everything in charming McHenry

7. Waterfront - Private Dock - Two Suites

Waterfront - Private Dock - Two Suites
Algonquin
$665 nightly
The price is $703
Sep 21 - Sep 22
Total with taxes and fees
Waterfront - Private Dock - Two Suites
An outdoor patio with brick flooring, a grill, and a table with chairs.

8. 1 King Bed | Non-Smoking, Kitchen

1 King Bed | Non-Smoking, Kitchen
Chicago
10.0 out of 10, Exceptional, (14 reviews)
"Everything nice neat and clean"
United States
Anonymous traveler
$99 nightly
The price is $109
Sep 6 - Sep 7
Total with taxes and fees
1 King Bed | Non-Smoking, Kitchen
A white house with a porch and a chimney, surrounded by a grassy area and a brick path.

9. The Tailor House

The Tailor House
Woodstock
9.8 out of 10, Exceptional, (56 reviews)
"Amazing stay. So close to everything!"
United States
Brittany H.
$253 nightly
The price is $268
Sep 1 - Sep 2
Total with taxes and fees
The Tailor House
A hotel room with a bed, a desk, a lamp, a TV, and a framed artwork.

10. 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.
$208 nightly
The price is $231
Aug 31 - Sep 1
Total with taxes and fees
124 Lofts #1 - Downtown Dundee - Walk to Dining
A wicker tray with a pitcher and glasses on a wooden table on a porch.

11. Kildahl House - Boutique Farmhouse Suite #2

Kildahl House - Boutique Farmhouse Suite #2
West Dundee
10.0 out of 10, Exceptional, (17 reviews)
"Always a pleasure to stay here when visiting my son!"
United States
Jen C.
$239 nightly
The price is $266
Aug 30 - Aug 31
Total with taxes and fees
Kildahl House - Boutique Farmhouse Suite #2
A bedroom with a brick wall, a bed, a desk, a TV, and a window.

12. 124 Lofts #3 - Downtown Dundee - Walk to Dining

124 Lofts #3 - Downtown Dundee - Walk to Dining
West Dundee
10.0 out of 10, Exceptional, (28 reviews)
"Lovely stay! Great location!"
United States
David K.
$208 nightly
The price is $231
Aug 31 - Sep 1
Total with taxes and fees
124 Lofts #3 - Downtown Dundee - Walk to Dining
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)
"The house was beautifully clean and spacious. It was the perfect size for our family group and pets. Great location as well.Our host was very accommodating, highly recommended!"
United States
Kathe L.
$1,368 nightly
The price is $1,450
Sep 1 - Sep 2
Total with taxes and fees
HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub
A two-story house with a front porch, a stone exterior on the right side, and a green door.

14. 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.
$260 nightly
The price is $276
Sep 1 - Sep 2
Total with taxes and fees
The Main Event Game House on the Huntley Square!
A modern house with a covered porch, large windows, and a well-maintained garden with various plants and flowers.

15. Master qtr close to nature & easy urban facilities

Master qtr close to nature & easy urban facilities
Riverwoods
9.8 out of 10, Exceptional, (86 reviews)
"Lovely, quiet property with easy access to retail & restaurants. Perfect for a long weekend away."
United States
Suzanne H.
$197 nightly
The price is $209
Sep 7 - Sep 8
Total with taxes and fees
Master qtr close to nature & easy urban facilities
A wicker tray with a pitcher and glasses on a wooden table on a porch.

16. 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
$221 nightly
The price is $246
Sep 23 - Sep 24
Total with taxes and fees
Kildahl House - Boutique Farmhouse Suite #1
A modern kitchen with white cabinetry, a central island with bar stools, a stove, oven, microwave, and a ceiling fan.

17. 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
$556 nightly
The price is $617
Sep 1 - Sep 2
Total with taxes and fees
Family Stay with Game Garage, Fire Pit, Streaming TVs and Private Yard
A kitchen with black cabinets, a white refrigerator, a checkered backsplash, and a red toy car on the floor.

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, (2 reviews)
"Cute little apartment over the top of a boba shop. There is a little hidden bedroom with a twin bed on the other side of the living room that was so cozy. In the bedroom there is a King size bed with a very comfortable mattress and plenty of closet space. The bathroom is small but easy to use, and the kitchen is large and roomy. We didn’t get to spend much time at the place but we enjoyed the location and the quiet neighborhood. On site workers were also so helpful when we needed an extension...
United States
Callie C.
$172 nightly
The price is $182
Aug 31 - Sep 1
Total with taxes and fees
Lovely 1-bedroom apartment with AC in charming Woodstock

19. 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.
$370 nightly
The price is $392
Sep 14 - Sep 15
Total with taxes and fees
Wonder Lake Elegance: Serene 2BR Townhome Retreat
A modern kitchen with white cabinets, a large island, a microwave, and a dining area with a chair and table.

20. Recharge in This Charming 1BR Apt

Recharge in This Charming 1BR Apt
Arlington Heights
8.0 out of 10, Very Good, (3 reviews)
"Nice for the price. Excellent location."
United States
Al E.
$243 nightly
The price is $261
Aug 30 - Aug 31
Total with taxes and fees
Recharge in This Charming 1BR Apt
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

Hyatt Regency Deerfield

Hyatt Regency Deerfield

8/10 Good
"The room was perfect, the staff were helpful and friendly, breakfast was good, we had some mocktails at the bar, and the bartender was wonderful."
Susan 1-night trip
Posted 5 hours ago
Hyatt Regency Deerfield

Find out more about Port Barrington

Everything you need to know about Port Barrington vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Port Barrington vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 Port Barrington vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Port Barrington vacation rentals: An excellent choice for every season

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

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $209 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Port Barrington rentals

At Expedia, we put the best Port Barrington vacation 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 Port Barrington 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 Port Barrington vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Port Barrington. 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

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.