Port Barrington Vacation Rentals

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Dates

November 2026

December 2026

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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

Fox River Grove

Jeff P.

￥27,503 total

includes taxes & fees

Nov 12 - Nov 13

A wooden deck with a table and chairs, surrounded by lush greenery and trees.

2. Spacious 3 Bedroom

Cary

Dan K.

￥46,793 total

includes taxes & fees

Nov 15 - Nov 16

A modern kitchen with white cabinets, stainless steel appliances, a large window, and a bar stool.

3. King bed Crystal Lake Mchenry Cary Cozy

Cary

￥79,763 total

includes taxes & fees

Nov 16 - Nov 17

A cozy living room with a sectional sofa, a wooden coffee table, and a fireplace.

4. Spacious Creekside Suite Near Chicago

barrington hill

￥51,584 total

includes taxes & fees

Nov 15 - Nov 16

A two-story house with a stone chimney, a front porch with steps, and a flag.

5. Quaint Bungalow, near Great Lakes Naval Base

Mundelein

Benjamin O.

￥53,420 total

includes taxes & fees

Nov 24 - Nov 25

A two-story house with a swimming pool, outdoor seating, and a stone chimney.

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

McHenry

Darlene C.

￥206,848 total

includes taxes & fees

Nov 16 - Nov 17

7. Wonder Lake Elegance: Serene 2BR Townhome Retreat

Wonder Lake

Ken S.

￥55,385 total

includes taxes & fees

Nov 12 - Nov 13

A hotel room with a bed, a desk, a lamp, a TV, and a framed artwork.

8. 124 Lofts #1 - Downtown Dundee - Walk to Dining

West Dundee

Haggard A.

￥36,478 total

includes taxes & fees

Nov 15 - Nov 16

A kitchen with a dark wooden table, white cabinets, and a sliding barn door.

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

McHenry

Cj D.

￥53,491 total

includes taxes & fees

Nov 12 - Nov 13

A bedroom with a brick wall, a bed, a desk, and a window with a view.

10. 124 Lofts #4 - Downtown Dundee - Walk to Dining

West Dundee

Bret V.

￥39,657 total

includes taxes & fees

Nov 29 - Nov 30

A wicker tray with a pitcher and glasses on a wooden table on a porch.

11. Kildahl House - Boutique Farmhouse Suite #4

West Dundee

M/M P.

￥42,137 total

includes taxes & fees

Dec 6 - Dec 7

A house by a lake with docked boats and a flag.

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

fox lake

Christina C.

￥47,727 total

includes taxes & fees

Nov 15 - Nov 16

A white house with a porch and a chimney, surrounded by a grassy area and a brick path.

13. The Tailor House

Woodstock

Brittany H.

￥38,181 total

includes taxes & fees

Nov 15 - Nov 16

14. Kildahl House - Boutique Farmhouse Suite #1

West Dundee

Elise L.

￥42,137 total

includes taxes & fees

Dec 7 - Dec 8

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

Elgin

Sthendall M.

￥52,852 total

includes taxes & fees

Dec 7 - Dec 8

A two-story house with a front porch, a stone exterior on the right side, and a green door.

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

Huntley

BENJAMIN B.

￥44,071 total

includes taxes & fees

Nov 23 - Nov 24

A hotel room with a bed, two bedside lamps, a chair, a nightstand, a framed picture on the wall, and a window with a view.

17. Studio 6 Vernon Hills|Relax Queen Bed,Nsmk|Kitchen

Chicago

Anonymous traveler

￥12,483 total

includes taxes & fees

Nov 17 - Nov 18

A red house with a porch, a wooden staircase, and a flag.

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

Woodstock

Beth B.

￥27,129 total

includes taxes & fees

Nov 23 - Nov 24

A kitchen with a view of a lake, wooden cabinets, a dining area with a table and chairs, and a kitchen island.

19. 5-bedroom Lakefront Getaway on Private Wonder Lake – Sleeps 8

Wonder Lake

Olivia F.

￥81,720 total

includes taxes & fees

Nov 16 - Nov 17

A modern living room with a dining area, a sofa, a TV, and a fireplace.

20. Pet/Family Friendly Farmhouse: Sleeps 10, Firepit, 1 Hour from Chicago

Elgin

Malcolm S.

￥84,006 total

includes taxes & fees

Nov 18 - Nov 19

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Find vacation rentals that suit your style

Top Port Barrington Hotel Reviews

A modern living room with a staircase, a sofa, a coffee table, and a fireplace.

Country Inn & Suites by Radisson, Crystal Lake, IL

Crystal Lake

10/10 Excellent

Megan

A hotel lobby with a reception desk, seating area, and a television.

Holiday Inn Express Hotel & Suites, a Lake Zurich-Barrington by IHG

Lake Zurich

10/10 Excellent

Ian

A spacious indoor area with multiple seating arrangements, including tables and chairs, and a herringbone patterned floor.

Holiday Inn Chicago Nw Crystal Lk Conv Ctr by IHG

Crystal Lake

10/10 Excellent

Laura

A modern indoor swimming pool with clear blue water, surrounded by lounge areas and large windows offering views.

Hampton Inn & Suites Chicago Deer Park

Barrington

10/10 Excellent

The breakfast here is THE BEST were have ever had in this price range and area with a lot of options, large area and neat. The rooms are really big. We are a party is 6 and the room was more than sufficient for 6. The beds are clean and restrooms are very well stocked. Staff is really courteous and accommodating. The room had both a microwave and a fridge, which you don't find both of town in rooms in many places. This helped us as we has elders and kids in our party. Very highly recommend hotel

Ramasastry

A modern hotel lobby with a reception desk, seating area, and a large flat-screen TV.

Holiday Inn Express & Suites Chicago - Hoffman Estates by IHG

Hoffman Estates

10/10 Excellent

Stacy

A hotel lobby with multiple seating areas, including tables and chairs, a sofa, and a reception desk.

Hampton Inn & Suites Chicago-Libertyville

Libertyville

10/10 Excellent

Deborah

A buffet with various food items, including omelets and other dishes, served in metal trays.

Holiday Inn Express Hotel & Suites Chicago-Algonquin by IHG

Algonquin

10/10 Excellent

Anonymous traveler

A modern outdoor seating area with wicker furniture and a hanging chair, surrounded by a building with large windows and balconies.

Best Western Plus Elgin - Chicago

West Dundee

10/10 Excellent

Christine

A compact kitchen with a dining table, a microwave, a coffee maker, and a refrigerator.

Sonesta Simply Suites Chicago Libertyville

Libertyville

10/10 Excellent

Karla

A building entrance with a brick facade, a covered walkway, and trees framing the entrance.

Holiday Inn Express Chicago NW - Vernon Hills by IHG

Vernon Hills

10/10 Excellent

Jamie

A spacious lobby with a central reception area, a shop, and potted plants.

Hilton Garden Inn Lake Forest Mettawa

Lake Forest

10/10 Excellent

Anonymous traveler

An indoor swimming pool with a high, glass ceiling and a view of the outside.

DoubleTree by Hilton Libertyville - Mundelein

Mundelein

10/10 Excellent

Heather

A hotel room with a bathtub, a bed, a nightstand, and a window with curtains.

Comfort Suites Grayslake near Libertyville North

Wildwood

10/10 Excellent

Timothy

Find out more about Port Barrington

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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.

Port Barrington Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Port Barrington vacation rentals

1. Little Fox Cottage - A Cozy Riverview Getaway

2. Spacious 3 Bedroom

3. King bed Crystal Lake Mchenry Cary Cozy

4. Spacious Creekside Suite Near Chicago

5. Quaint Bungalow, near Great Lakes Naval Base

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

7. Wonder Lake Elegance: Serene 2BR Townhome Retreat

8. 124 Lofts #1 - Downtown Dundee - Walk to Dining

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

10. 124 Lofts #4 - Downtown Dundee - Walk to Dining

11. Kildahl House - Boutique Farmhouse Suite #4

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

13. The Tailor House

14. Kildahl House - Boutique Farmhouse Suite #1

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

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

17. Studio 6 Vernon Hills|Relax Queen Bed,Nsmk|Kitchen

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

19. 5-bedroom Lakefront Getaway on Private Wonder Lake – Sleeps 8

20. Pet/Family Friendly Farmhouse: Sleeps 10, Firepit, 1 Hour from Chicago

Find vacation rentals that suit your style

Top Port Barrington Hotel Reviews

Country Inn & Suites by Radisson, Crystal Lake, IL

10/10 Excellent

Find out more about Port Barrington

Frequently Asked Questions

Can I find vacation rentals in Port Barrington?

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

What can I see and do in Port Barrington?

What are vacation rentals like in Port Barrington?