Vacation rentals in Port Barrington

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Top-rated vacation rentals in Port Barrington

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Guest favorite

Loft in West Dundee

4.97 out of 5 average rating, 441 reviews

Hip Urban Loft - Small Town Charm -124 LOFTS #2

Luxury one-bedroom loft in the heart of downtown Dundee. Newly renovated 125-year-old building with timber ceilings, exposed brick walls and beautifully restored hardwood floors. Tastefully decorated and features a king-size Beautyrest mattress, luxury bed linen, private bathroom, kitchenette with under counter refrigerator, Kuerig coffee maker and lightning fast Wi-Fi for streaming your favorite shows on the 60” LED smart TV. 124 LOFTS offers 4 separate luxury lofts. Loft 2 is our most spacious

Feb 2 – 9

G$28,734 GYD per night

Guest favorite

Home in McHenry

5.0 out of 5 average rating, 10 reviews

Relaxin' on the River

Relaxing & updated waterfront home ON the Fox River, peaceful countryside setting! Home has an oversized deck, patio, firepit & pier. Updated , 4 beds split between 2 bedrooms, 1 full bath. Great for a weekend or month-long getaway. Updated kitchen, bathroom, flooring, roof, HVAC. Fenced in front yard is pet friendly. Washer & Dryer. The deck in back as great views of the river. Patio & firepit with chairs. 9-10 minute drive from downtown McHenry where you'll have shops, restaurants, Walgreens!

Jun 9 – 16

G$47,987 GYD per night

Guest favorite

Apartment in McHenry

5.0 out of 5 average rating, 69 reviews

Walkable to downtown McHenry near the Fox River

2nd. floor. Few blocks walk east/south to most of the fun, restaurants, bars McHenry has to offer. Across the street from a Pokémon Gym @ Veterans Park. Cozy, with full kitchen, games, toys & extra amenities to make your stay relaxing & comfortable. Fenced backyard. Smoking only outside. 4:20 allowed in backyard & not in view of under the age of 21. 1 block west of the Fox River includes 488 miles of shoreline of the Chain of Lakes. Free boat/kayak launch minutes away. NO PETS ALLOWED

Oct 1 – 8

G$30,050 GYD per night

Guest favorite

Apartment in Lake Zurich

4.94 out of 5 average rating, 117 reviews

Take A Pebble Apartments Apt#4 (1 Bedroom)

*** Message me if you experiencing difficulties booking through Airbnb*** Greetings travelers! Come stay in my apartment located in downtown Lake Zurich, Illinois. Only a 2 minute walk to our lake. Breakfast, Fast Food, Fine Italian/Pizza Restaurant & a few Bars all in our downtown area. Below your room is Offbeat Music & LP Records. Take a few records back home with you or better yet a Drum Set!!! Take A Pebble Properties was named after a song by the great band Emerson Lake & Palmer.

Jul 2 – 9

G$32,945 GYD per night

Guest favorite

Guesthouse in McHenry

4.95 out of 5 average rating, 155 reviews

"The Apartment" in the heart of downtown McHenry

We welcome you to be our guest in this charming, historic home built in 1911 by a German mason. This upper unit Apartment is a spacious 1,100 square feet, lovingly restored with a vintage aesthetic in 2018. The private entrance to "The Apartment" will lead you to; 2 cozy bedrooms & 1 vintage inspired yet modern bath with walk in shower. A large living room, dining area and bright clean kitchen will make you feel right at home. 9 foot ceilings and tons of natural light through out.

Dec 12 – 19

G$28,486 GYD per night

Guest favorite

Bungalow in Mundelein

4.87 out of 5 average rating, 183 reviews

Quaint Bungalow, near Great Lakes Naval Base

This cozy bungalow is located 41 miles north of Chicago; 60 miles south of Milwaukee, WI; and just 12 miles west of Great Lakes Naval Base. Nearby train stations make Chicago just a 45-minute train ride away. O'Hare Airport is a 30-40 minute commute from our home. Additional nearby sites include Great America, and shopping venues--from outlet malls in Gurnee and Kenosha, to quaint downtowns, like Libertyville. Location makes this home an ideal venue for Midwest sightseeing.

Aug 20 – 27

G$29,567 GYD per night

Guest favorite

Home in Palatine

4.84 out of 5 average rating, 37 reviews

Private Room with attach bath and personal kitchen

The entire basement is for the guest except few restricted areas in the basement. This a quiet bedroom located in the look out 1500 sq foot basement which has a queen bed, attached bath ( with jacuzzi tub), private kitchen ( with refrigerator, dishwasher, stove) entirely for guest use, sitting area and a theatre room ( with owners permission) and high speed WI-FI. The location is great and very close to USMLE. DISCOUNT PROVIDED FOR WEEKLY AND MONTHLY RENTAL, PLS ASK

Oct 4 – 11

G$13,983 GYD per night

Guest favorite

Townhouse in Hoffman Estates

4.91 out of 5 average rating, 290 reviews

a SIMPLE place

Booking the entire house with 100% privacy. It has 2 driveway parking spaces and street parking. Garage may be available. CHECK-IN and OUT are flexible. I set checkout at 11am (text me if you need late checkout). The space is perfect for a family of 4. It is located about 20 minutes from O'Hare airport and 40 minutes from Chicago downtown. Infants and pets are welcome (please text me for over size pets or more than 2 pets) Play pan is available upon request.

Feb 18 – 25

G$20,312 GYD per night

Guest favorite

Home in Wauconda

4.94 out of 5 average rating, 31 reviews

The Adorable "Blue Breeze"!

Your family will be close to everything when you stay at this centrally-located place. Enjoy the public fishing dock just down the street or walk to "Phil's beach" or explore the downtown. Everything is close and yet you have a peaceful home with an outside patio and grill to enjoy relaxing. Cute backyard but know it’s not completely fenced in. We also have a large driveway to fit your boat and enjoy Bang's lake.

Nov 23 – 30

G$34,962 GYD per night

Guest favorite

Apartment in Cary

5.0 out of 5 average rating, 155 reviews

A Peaceful Get-Away

Come and enjoy the quiet of nature. We are located off the beaten path, near the Fox River, but less than three miles from the Metra station (into Chicago); and less than five miles from the Norge Ski Club. Within driving distance, there are golf courses, hiking paths, and shopping. Our fully furnished apartment is attached to our main house and offers you a private entrance and driveway parking for one vehicle.

Sep 24 – Oct 1

G$26,445 GYD per night

Guest favorite

Cottage in Fox River Grove

4.94 out of 5 average rating, 49 reviews

Little Fox Cottage - A Cozy Riverview Getaway

A cozy getaway in the Northwest Suburbs of Chicago. Located 40 miles from the city and just 1.25 miles from the Fox River Grove Metra stop. Get away from the city or 'work from home' in our 1 bedroom cottage with a giant covered outdoor space tucked against the slope of a beautifully terraced hill.

Jul 9 – 16

G$36,438 GYD per night

Guest favorite

Guest suite in Lake Zurich

5.0 out of 5 average rating, 13 reviews

Private Entrance, Two Bedroom *Pet Friendly*

Welcome to beautiful Lake Zurich! This 1000 sqft walkout awaits you. The fenced yard makes it a pleasure to welcome your furry family members too. Whether you are here for an adventure or business, a couple, family, or a group of friends -please enjoy your stay!

Sep 4 – 11

G$21,320 GYD per night