Search Holiday Rentals in Highwood

"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."

"This home was very Beautiful and More Spacious than expected with a Beautiful back yard that we sadly didn’t get to enjoy because of the rain. The house location was great with A lot of stores and restaurants nearby. Next time we have a Family gathering I definitely will be rebooking"

"It was a perfect location and plenty of space for family of 8 plus visiting friends. Mike was a great host and we got to enjoy some firewood he had set up for us to have a fire. Highly recommend! The description says 4 bathrooms and there are 3 bathrooms…the only discrepancy."

"I'm a seminary student, and I came into town for an intensive class. So, I was really only in the space in the evenings, but it was comfy. The location is amazing!!! The studio apartment was decently clean. The projector is VERY cool. There were a few details I could not find instructions for, like where to take the garbage out when I was on my way out. But I left a message for the owner and they were good about it. I would stay again. Recommend."

"we were a group of seven, aged 18 months to 66 years. the flat was great. with the three bedrooms, queen beds in two rooms, two twins in the other, plus a pack’n play for the youngest, everyone had a comfortable place to sleep. also great that we were able to make breakfast in the mornings! the neighborhood was fantastic! very friendly people, so quiet, plenty of on street parking (no permits required!!!) easy communication with the host. great price! we appreciated the welcome booklet. flat was...

"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."

"Great and very clean place for our daughter’s graduation week."

"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. "

"Place was clean and beds were great. Very nice kitchen and being in the water is neat. The location is perfect for someone who doesn’t care if it’s off the beaten path a little. Parking is tough after 8pm. That would be my only complaint."

"Close to everything"

"Great property and Ross is a wonderful host. Even recommended dinner spots Hope to stay here again"

"Location, location, and location GREAT Couple of blocks from Wrigley field. There was no place to sit and have a conversation or eat. A small table with chairs would be nice. Since there is no table it would have been nice to have a TV in both bedrooms. The bathroom is so spacious and the shower is wonderful. We loved it. We have give the information to several of of friends to use"

"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...

"Pictures are exactly as reality. Very spacious 3bdrm priced fairly. Excellent location (not in the HEART of action but close enough)- walking distance to El, coffee shop, restaurants, breweries and boutiques. City parking. Would suggest to others looking for clean, basic yet not junky 3 bedroom! A note to owner: the ship is not needed on the mantle :) we moved as soon as we opened the door! Let that beautiful fireplace shine! Would"

"We were very impressed. A very clean beautiful home. Had all the convenience of home. I definitely would recommend staying here. I give 5plus stars"

"We had an excellent stay. The location was perfect for us. We walked to Wrigley Field to watch a couple games. The accommodation is super close to hop onto the train to get us downtown and to the airport. Great neighborhood. Bartolommeo Pizza just around the corner, excellent pizza. The suite is exactly as it is in the photos. Very comfortable with everything we needed. Would definitely book again."

"This apartment was perfect for visiting our daughter at Loyola University. Very close to campus, transportation and food. The apartment was clean and had everything we needed. We would stay again!"

"Beautiful and spacious unit with everything you could ask for. There were 5 of us and we had plenty of space to spread out and be comfortable. Great hospitality and Ross met us for checkin even though our flight had been delayed. Wonderful location and within walking distance of restaurants, shops and the CTA station (Howard). Would definitely stay again."

"Close to blue line CTA. Quiet. Parking on street."

"We really enjoyed the house, its very confortable, clean and the rooms are big. The house is very close to the base. Thanks."

"Convenient "

"Good "

"The staff were so helpful and friendly, makes me want to come back. Great customer service. "