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Compare Vacation Homes in Highwood with updated reviews, rates, and availability.

Breathtaking home close to Schaumburg, Chicago
9.8 out of 10, Exceptional, (38)
"Our family had a wonderful experience! Fantastic location - safe and quiet neighborhood (feels very tucked away, we saw deer in the backyard and took peaceful walk/run around the area), close enough to walk to a restaurants/7-11, and close to the highway to travel in to the city! Great communication from Michael, very responsive. Layout was great for 3 families with spacious rooms, private bathrooms, and open layout. Very pleased with our visit!"
Breathtaking home close to Schaumburg, Chicago
Home Away from Home! Budget-friendly Accommodation! Pets Allowed, Pool, Parking
9.2 out of 10, Wonderful, (9)
"Great location with two master suites with king beds. Breakfast buffet was good. Next time I will request first floor as there is no elevator."
The price is $179
$227 total
includes taxes & fees
Jun 17 - Jun 18
Home Away from Home! Budget-friendly Accommodation! Pets Allowed, Pool, Parking
Comfortable 2 bedroom house near Great Lakes Navy Base ideal for families
9.6 out of 10, Exceptional, (8)
"The proximity to Great Lakes Recruitment Center, Sarge’s Meet & Greet, restaurants, etc. is perfect. We were in town for our son’s boot camp graduation and knew we wanted more room to hang out than a typical hotel room would offer. It was great to be able to relax, watch movies, just hang out with our sailor for the precious two days we had. This place has location, location, location if you’re coming in for boot camp graduation."
The price is $145
$263 total
includes taxes & fees
Jun 16 - Jun 17
Comfortable 2 bedroom house near Great Lakes Navy Base ideal for families
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10.0 out of 10, Exceptional, (11)
"Our stay was perfect for the few days we stayed for my niece's wedding. We enjoyed the house and its accommodations. Our host, Pervaiz was wonderful as well. I will definitely come back and refer my friends and family. Thank you, Jeanette!!"
The price is $210
$357 total
includes taxes & fees
Jun 10 - Jun 11
Your Next Vacation Home
Roxan Corner
9.0 out of 10, Wonderful, (18)
"This duplex was perfect for my three sons and myself. We stayed five days to attend one of my son’s Navy Graduation! House was very clean and modern. Had everything we needed, was a nice neighborhood, quiet neighbors? Close to everywhere we needed to go. Only suggestion would be to have the owners secure the rugs, they are very slippery. "
Roxan Corner
Schaumburg Pool House
9.8 out of 10, Exceptional, (6)
"Great place and neighborhood, lots of restaurants and mall close by. Place was clean and conveniently located. We enjoyed our stay!"
Schaumburg Pool House
Historic Coach House in Evanston One Block to Beach and Close to Town and NU!
10.0 out of 10, Exceptional, (14)
"A perfect, quiet, but centrally-located destination on the North Shore in Evanston, there's nothing but good about this historic coach house a block from Lake Michigan. The apartment is beautifully furnished, and full of light and charm. Comfortable room sizes, and lots of closets. Easy to access and very private and quiet. A nice roomy kitchen, with a pleasant dining area. Could not ask for a better getaway locale in Evanston. Will definitely be back soon."
Historic Coach House in Evanston One Block to Beach and Close to Town and NU!
Modern living & Walk to downtown Libertyville ★ Great for Navy Graduations
10.0 out of 10, Exceptional, (3)
"The house was excellent and had lots of room. Very nice area."
Modern living & Walk to downtown Libertyville ★ Great for Navy Graduations
Beautifully Decorated Ranch, minutes from Lakefront, Beach and Downtown
9.8 out of 10, Exceptional, (99)
"This was our first time using vrbo. As a family of 5, hotels are not a great fit. We end up needing 2 rooms which is next to impossible to find conjoining rooms, and is quite expensive! We decided to rent this beautiful 3 bedroom house. Not only was it clean, it was clearly well cared for. Location was great as we did not want to be in the “big city” of Chicago but close enough we can make a day trip to the city and surrounding areas. We did not have much communication with the host, but that...
Beautifully Decorated Ranch, minutes from Lakefront, Beach and Downtown
🌟Homey|Snuggly|Modern|1BR Lakeview - Near Wrigley🌟
10.0 out of 10, Exceptional, (1)
"I can hands down say this is our new preferred place to stay every time we come to Chicago. The location is perfect - a quiet, cute little neighborhood where you could easily forget you were even in a city, a quick and easy drive to the beach and all the tourist hotspots, bike rental around the corner and a reasonable walk to about a dozen different cafes and restaurants at least. The apartment itself is exactly as pictured. The kitchen is bigger than I expected. There's shelving and a rack for...
🌟Homey|Snuggly|Modern|1BR Lakeview - Near Wrigley🌟
Family friendly 5b/ 4ba sun-drenched home in Jefferson Park, 2 car garage!
Family friendly 5b/ 4ba sun-drenched home in Jefferson Park, 2 car garage!
3BD/2BA DUAL LEVEL WITH FAMILY ROOM KING BED/LAUNDRY ROOM- IDEAL 4 EXTENDED STAY
10.0 out of 10, Exceptional, (57)
"Thank you so much for the lovely stay. Although I was unable to attend, my husband, son, daughter, and son-in-law were able to stay. They all made mention of how clean everything was, how everything was comfortable and well appointed. It was easy to check in and check out. I think beds could have been a little bit softer (all four commented on that), but your place is beautiful! Would also recommend ceiling fans or floor fans in each room to cut out noise and for better temperature. Would...
3BD/2BA DUAL LEVEL WITH FAMILY ROOM KING BED/LAUNDRY ROOM- IDEAL 4 EXTENDED STAY
New Your Home Away From Home! - Near Great Lakes Naval Base!!
9.4 out of 10, Exceptional, (11)
"We really enjoyed the house, its very confortable, clean and the rooms are big. The house is very close to the base. Thanks."
New Your Home Away From Home! - Near Great Lakes Naval Base!!
Pets are welcome! Outdoor BBQ Grill, Near Independence Grove Dog Park!
4.0 out of 10, (1)
"I left early to get another hotel."
The price is $95
$125 total
includes taxes & fees
Jun 6 - Jun 7
Pets are welcome! Outdoor BBQ Grill, Near Independence Grove Dog Park!
Luxe Haus of Love—Renovated 1938 Cape Cod |Heated FLRS |420+
10.0 out of 10, Exceptional, (12)
"We loved staying at this property. We always opt for VRBO and other home rentals when we travel and I always do extensive research on each property/neighborhood before I book. This property ranks as one of our top experiences and we've traveled all over the world. The home itself is lavishly renovated and comfortably appointed. TONS of sleeping options, many sparklingly clean bathrooms, two dining areas, two sitting areas, a lovely (and quiet) backyard, and an impressive kitchen all with...
The price is $755
$1,159 total
includes taxes & fees
Jun 20 - Jun 21
Luxe Haus of Love—Renovated 1938 Cape Cod |Heated FLRS |420+
Great Amenities Onsite! Pool, Private Parking, Free Breakfast, Close to Legoland
8.0 out of 10, Very Good, (2)
"We enjoyed our stay with plenty of space for two couples. Separate bedrooms/baths were perfect. Furnature in the living room needs updating."
The price is $196
$248 total
includes taxes & fees
Jun 17 - Jun 18
Great Amenities Onsite! Pool, Private Parking, Free Breakfast, Close to Legoland
Pet Friendly Huge Lake Front Home with Stunning Views
9.8 out of 10, Exceptional, (39)
"Our stay was quiet and cozy for our new Navy graduate fresh from bootcamp. It was important to her to have a nice low key stay without a lot of activity surrounding her. We were even able to extend one more day to be able to spend extra time with her."
Pet Friendly Huge Lake Front Home with Stunning Views
Stunning New 6 Bedroom Home w/ Parking in Chicago (Superhosts)
9.6 out of 10, Exceptional, (12)
"Me senti como en mi casa muy acogedora es una hermosa casa, el sitio tranquilo pudimos disfrutar de todos los espacios de la propiedad y nos dio mucha seguridad ademas que teniamos todo lo necesario para nuestra estancia."
Stunning New 6 Bedroom Home w/ Parking in Chicago (Superhosts)
Serene Home! 6 Bed&4.5 Bath w/Kids den, Steam shower, Hot tub, Theatre, Bar..
10.0 out of 10, Exceptional, (1)
"This was a beautiful house with great service and response time. Thank you for making our board retreat special :)"
The price is $683
$1,191 total
includes taxes & fees
Jun 17 - Jun 18
Serene Home! 6 Bed&4.5 Bath w/Kids den, Steam shower, Hot tub, Theatre, Bar..
5 min to Naval station Great Lake, Great lakes Commissary, RFU Medical School.
5 min to Naval station Great Lake, Great lakes Commissary, RFU Medical School.
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See all available properties in Highwood
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.

Other property types in Highwood

Comfortable 2 bedroom house near Great Lakes Navy Base ideal for families
9.6 out of 10, Exceptional, (8)
"The proximity to Great Lakes Recruitment Center, Sarge’s Meet & Greet, restaurants, etc. is perfect. We were in town for our son’s boot camp graduation and knew we wanted more room to hang out than a typical hotel room would offer. It was great to be able to relax, watch movies, just hang out with our sailor for the precious two days we had. This place has location, location, location if you’re coming in for boot camp graduation."
The price is $145
$263 total
includes taxes & fees
Jun 16 - Jun 17
Comfortable 2 bedroom house near Great Lakes Navy Base ideal for families
Home Away from Home! Budget-friendly Accommodation! Pets Allowed, Pool, Parking
9.2 out of 10, Wonderful, (9)
"Great location with two master suites with king beds. Breakfast buffet was good. Next time I will request first floor as there is no elevator."
The price is $179
$227 total
includes taxes & fees
Jun 17 - Jun 18
Home Away from Home! Budget-friendly Accommodation! Pets Allowed, Pool, Parking
Roxan Corner
9.0 out of 10, Wonderful, (18)
"This duplex was perfect for my three sons and myself. We stayed five days to attend one of my son’s Navy Graduation! House was very clean and modern. Had everything we needed, was a nice neighborhood, quiet neighbors? Close to everywhere we needed to go. Only suggestion would be to have the owners secure the rugs, they are very slippery. "
Roxan Corner
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.

Highwood Vacation Homes information

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