
Vacation rentals in Greenwood
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Top-rated vacation rentals in Greenwood
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Top guest favorite

Tiny home in Harvard
5 out of 5 average rating, 29 reviewsTiny House on Horse Farm
MichelleRating, 5 stars1 day ago
The perfect spot for a quiet weekend get away!! Chatted with the chickens, fed the horses, sat by the pond on the hammock. Larry was wonderful! He even gave us free chicken eggs to take home!! We were there on a 100 degree weekend & the house had great AC. It’s my new happy place! I will be back anytime the hustle and bustle of the city gets too loud! (:
Top guest favorite

Condo in Lake Geneva
5 out of 5 average rating, 21 reviewsChic Condo in Lake Geneva.
MichaelRating, 5 stars1 day ago
Morgan's Chic Condo in Lake Geneva was perfect for our trip to attend a wedding in Lake Geneva. It was close enough to all of the venues and restaurants, but far enough away to be quiet and peaceful! We took a walk along the Lake Shore Path, which is a great feature of the area. We also appreciated the kitchen equipment, as well as complimentary coffee and basket of treats! I would definitely stay there again, if our travels take us to the area.
Superhost

Home in Wonder Lake
4.9 out of 5 average rating, 10 reviewsJust Off The Lake Comfort
NatalieRating, 5 stars10 months ago
I had an incredible stay at Wanda's house! From the moment I arrived, I was greeted with warmth and hospitality. The home was exactly as described, even better in person—spotlessly clean, beautifully decorated, and equipped with everything I needed for a comfortable stay. The location was perfect for the wedding we were attending that weekend. I especially loved how cozy and convenient it was. Wanda went above and beyond to ensure I had a great experience, providing flexible check in/out times, ample snacks, and an abundance of amenities to help it feel more like home. Communication was smooth and prompt, and helped with everything we needed. I highly recommend Wanda's place to anyone looking for a relaxing and cozy stay in Wonder Lake! I can’t wait to come back.
Guest favorite

Cottage in Fox Lake
4.92 out of 5 average rating, 115 reviewsCozy Cottage with Bedroom Lake Views!
MaryRating, 5 stars1 week ago
Our stay at the cottage was wonderful! First, the description of the stairs and parking was extremely helpful. I loved the honesty as this would not be a place for someone to book if they had trouble with stairs. The inside of the cottage was decorated and uncluttered. It had the perfect amount of decor. The cottage was extremely clean and prepared for our arrival. I messaged the host prior to let them know that we would prefer any scented plug-ins to be removed if possible due to allergies, and the host was quick to respond and accommodate that request, which was much appreciated. While we were there, the street was under construction, and the host reached out to tell us exactly where to park and what to do who while the construction was going on. I really appreciated that because when you’re somewhere new, it can be stressful! Overall, this was a (very clean!) and perfect place to stay in Fox lake with 4 guests. I would absolutely book again!
Top guest favorite

Loft in Woodstock
4.99 out of 5 average rating, 72 reviewsThe Lux Loft~Walk to Square/Train Link to Chicago
RichRating, 5 stars5 months ago
Perfect location, close to the square. Talia was super helpful and responsive, I would highly recommend this place if you are coming to Woodstock!
Guest favorite

Cabin in Bloomfield
4.97 out of 5 average rating, 35 reviewsModern A-Frame Lake Cabin w/ Pickleball Ct.4Bd 3Ba
IrisRating, 5 stars4 days ago
Wonderful time at this quiet safe and clean location. Bed and pillows very comfortable and well stocked kitchen. Loved the large sectional sofa and area. Bathrooms had toiletries provided in each of them. Water pressure in all showers were great. Kitchen area provided enough room to prepare and serve a group of 10 women. Kitchen table was large enough for all of us to sit and enjoy meals, games and other activities. Outdoor furniture was very comfortable and accommodating for group. Kayaks, paddleboards, life jackets were clean and ready to use. Great pier to get in and out of the water. Last comment the Pickleball court was spectacular and seating and places to put your water bottles were great. Definitely would recommed and would come back again in the future.
Guest favorite

Home in Richmond
5 out of 5 average rating, 12 reviewsSpring Fling In Richmond!
TarynRating, 5 stars2 weeks ago
Super cute place to stay, the upstairs little hidden room was so adorable for my little one that thought it was so cool. Overall really cute house and well maintained.
Guest favorite

Apartment in West Dundee
4.96 out of 5 average rating, 75 reviewsCharming Riverfront Stay | Heart of Downtown
LoganRating, 5 stars2 days ago
Awesome hosts & amazing place, would stay again.
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