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Search Vacation Homes in Highwood

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Check prices for these dates

Next weekend
27 Jun - 29 Jun
In two weeks
4 Jul - 6 Jul
In one month
18 Jul - 20 Jul
In two months
15 Aug - 17 Aug

Vacation Homes in Highwood

Elegant 2BR Apartment w/ In-Unit Laundry
Fridge, microwave, oven, stovetop

Elegant 2BR Apartment w/ In-Unit Laundry

Elegant 2BR Apartment w/ In-Unit Laundry
Elegant Style Loft Montrose|13 mins DT|4 mins Lake
Terrace/patio

Elegant Style Loft Montrose|13 mins DT|4 mins Lake

2.0 out of 10, (1)
"After pointing out to the host that the property was covered in white pet hair and the check in process was incomplete and vague, we were accused of stealing towels and charged for them. There were no hand towels or bath mat in the apartment but there were three shower towels so we thought it wasn’t a big deal. "
Elegant Style Loft Montrose|13 mins DT|4 mins Lake
Spacious 4BR Retreat - Chase E1
Fridge, microwave, oven, dishwasher

Spacious 4BR Retreat - Chase E1

The price is SAR 694
SAR 1,675 total
includes taxes & fees
8 Jul - 9 Jul
Spacious 4BR Retreat - Chase E1
2BR/1BA North Shore Nest
2 bedrooms, iron/ironing board, travel crib, WiFi

2BR/1BA North Shore Nest

The price is SAR 383
SAR 789 total
includes taxes & fees
7 Jul - 8 Jul
2BR/1BA North Shore Nest
Chic apartment with fitness room and AC in beautiful Chicago
Exterior

Chic apartment with fitness room and AC in beautiful Chicago

The price is SAR 369
SAR 1,145 total
includes taxes & fees
22 Jun - 23 Jun
Chic apartment with fitness room and AC in beautiful Chicago
Relaxing Chicago Studio
Desk, iron/ironing board, WiFi, bed sheets

Relaxing Chicago Studio

10.0 out of 10, Exceptional, (1)
"The location was perfect. It was clean and just as pictured. For a studio, it had plenty of room. "
The price is SAR 488
SAR 898 total
includes taxes & fees
8 Jul - 9 Jul
Relaxing Chicago Studio
Peaceful 1BR Escape in Evanston
1 bedroom, iron/ironing board, WiFi, bed sheets

Peaceful 1BR Escape in Evanston

The price is SAR 394
SAR 732 total
includes taxes & fees
8 Jul - 9 Jul
Peaceful 1BR Escape in Evanston
1BR Chic & Sunny Place
Fridge, microwave, oven, stovetop

1BR Chic & Sunny Place

The price is SAR 386
SAR 733 total
includes taxes & fees
8 Jul - 9 Jul
1BR Chic & Sunny Place
2BR Radiant Urban Apartment
Iron/ironing board, travel crib, WiFi, bed sheets

2BR Radiant Urban Apartment

The price is SAR 383
SAR 802 total
includes taxes & fees
22 Jun - 23 Jun
2BR Radiant Urban Apartment
Light-Filled 1-Bedroom Apt
Fridge, microwave, oven, stovetop

Light-Filled 1-Bedroom Apt

The price is SAR 844
SAR 1,283 total
includes taxes & fees
20 Jul - 21 Jul
Light-Filled 1-Bedroom Apt
1BR Spot, Fully Furnished
Iron/ironing board, travel crib, WiFi, bed sheets

1BR Spot, Fully Furnished

1BR Spot, Fully Furnished
Cozy Private & Spacious 6-bedroom Duplex with Parking in charming Evanston
Fridge, microwave, oven, stovetop

Cozy Private & Spacious 6-bedroom Duplex with Parking in charming Evanston

2.0 star property
10.0 out of 10, Exceptional, (2)
"Good place to hang out with friends."
The price is SAR 2,540
SAR 4,274 total
includes taxes & fees
2 Jul - 3 Jul
Cozy Private & Spacious 6-bedroom Duplex with Parking in charming Evanston
Comfortable 2BR Chicago Apt
Iron/ironing board, WiFi, bed sheets

Comfortable 2BR Chicago Apt

Comfortable 2BR Chicago Apt
Prime City Stay in a 1BR Apt
1 bedroom, iron/ironing board, travel crib, WiFi

Prime City Stay in a 1BR Apt

The price is SAR 356
SAR 703 total
includes taxes & fees
7 Jul - 8 Jul
Prime City Stay in a 1BR Apt
Luxe Haus of Love—Renovated 1938 Cape Cod —Heated FLRS
Fridge, microwave, oven, stovetop

Luxe Haus of Love—Renovated 1938 Cape Cod —Heated FLRS

9.8 out of 10, Exceptional, (29)
"What a stunning home! The host was incredibly kind and went above and beyond to make our stay enjoyable."
The price is SAR 1,246
SAR 2,304 total
includes taxes & fees
22 Jun - 23 Jun
Luxe Haus of Love—Renovated 1938 Cape Cod —Heated FLRS
1BR Vibrant & Inviting Apt in Chicago
1 bedroom, WiFi, bed sheets

1BR Vibrant & Inviting Apt in Chicago

The price is SAR 844
SAR 1,266 total
includes taxes & fees
20 Jul - 21 Jul
1BR Vibrant & Inviting Apt in Chicago
Chic Studio in Heart of Chicago
1 bedroom, iron/ironing board, travel crib, WiFi

Chic Studio in Heart of Chicago

Chic Studio in Heart of Chicago
1-Bedroom Pad | Cozy + All-Set

1-Bedroom Pad | Cozy + All-Set

The price is SAR 803
SAR 1,213 total
includes taxes & fees
20 Jul - 21 Jul
1-Bedroom Pad | Cozy + All-Set
Cozy Studio in Portage Park
Fridge, microwave, oven, stovetop

Cozy Studio in Portage Park

Cozy Studio in Portage Park
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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