Greenwood Holiday Rentals

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Holiday Rentals in Greenwood

Timber Ridge Lodge and Waterpark

3.5 star property
8.6 out of 10, Excellent, (2881)
"Had a great staycation here. "
The price is NZ$419
includes taxes & fees
6 Aug - 7 Aug
Timber Ridge Lodge and Waterpark

Mill Creek Hotel

2.5 star property
9.2 out of 10, Wonderful, (1176)
"this mill creek inn has lower level reserved parking and excellent room decor-most enjoyable by us with guest laundry"
The price is NZ$445
includes taxes & fees
3 Aug - 4 Aug
Mill Creek Hotel

Wrigley Beach House |Great Views of Lake |2nd Floor |Balcony |Steps to Beach & Shopping |Parking

9.8 out of 10, Exceptional, (87)
"Great location for walking to shops & restaurants/bars. Comfortable & nicely decorated. Loved the veranda. "
The price is NZ$1,608
includes taxes & fees
30 July - 31 July
Wrigley Beach House |Great Views of Lake |2nd Floor |Balcony |Steps to Beach & Shopping |Parking

Experience Stay at the Glamping Loft Lake Geneva |Group Stays |12 Stylish Tent Suites |Kitchen & Bar

10.0 out of 10, Exceptional, (29)
"The property was decorated so nicely, we loved it! Great location with so much to do within walking distance."
The price is NZ$1,399
includes taxes & fees
9 July - 10 July
Experience Stay at the Glamping Loft Lake Geneva |Group Stays |12 Stylish Tent Suites |Kitchen & Bar

LAKESIDE GEM ! ONE BLOCK FROM SHORELINE ! in fabulous Lake Geneva .

10.0 out of 10, Exceptional, (2)
"Had a fantastic stay at this stunning new house near the lake. The house is spotless, thoughtfully designed and fully equipped with everything you need for a relaxing and fun-filled stay.The location was perfect, which is just a short walk to the lake and some local restaurants. The patio deck is a perfect spot for morning coffee or an evening cocktail. The neighborhood was quiet and felt very safe. The beds are comfortable, and the kitchen had all the essentials and then some. The host was very...
LAKESIDE GEM ! ONE BLOCK FROM SHORELINE ! in fabulous Lake Geneva .

Quiet 2bd 1ba ranch with off street parkingWalking distance to downtown/beach.

10.0 out of 10, Exceptional, (3)
"Had a great time "
Quiet 2bd 1ba ranch with off street parkingWalking distance to downtown/beach.

NEWLY Updated! Cove of Lake Geneva, Private Luxury Resort Pool View

9.0 out of 10, Wonderful, (98)
"The property was beautiful, great location for walking. Love the decor. The bed was so comfy. Thank you for a great anniversary! "
NEWLY Updated! Cove of Lake Geneva, Private Luxury Resort Pool View

Cozy Cabin in Williams Bay

9.0 out of 10, Wonderful, (60)
"Very convenient to William’s Bay."
Cozy Cabin in Williams Bay

Relaxing Delavan home across street from lake sleeps 10, 4 bedrm.Dogs welcome!

10.0 out of 10, Exceptional, (12)
"We used this house as a landing spot for a wedding weekend and it was a great fit. Clean, plenty of space and beds, and communication with hosts was easy! We would stay here again!"
Relaxing Delavan home across street from lake sleeps 10, 4 bedrm.Dogs welcome!

Sleeps 20! DOWNTOWN LAKE GENEVA Fully Licensed 4 Bedrm House & 2 Bedrm Cottage

10.0 out of 10, Exceptional, (99)
"Would stay again"
Sleeps 20! DOWNTOWN LAKE GENEVA Fully Licensed 4 Bedrm House & 2 Bedrm Cottage

🌲☀️Private Lakefront prop. With Kayaks And Paddleboard Boat Rental Optional☀️🌲

9.4 out of 10, Exceptional, (104)
"The house felt like home, the yard was perfect. I imagined a summer baseball game. The neighborhood was close to plenty of activities, while being far enough away for peaceful quiet nights. Contact was easy, and accessible the whole stay. Would gladly stay again!"
🌲☀️Private Lakefront prop. With Kayaks And Paddleboard Boat Rental Optional☀️🌲

Walk to downtown/beach Huge historic house perfect for large groups or families

10.0 out of 10, Exceptional, (24)
"The home is as lovely as described. Very spacious, clean, and great location. We enjoyed our stay very much."
The price is NZ$1,468
includes taxes & fees
8 July - 9 July
Walk to downtown/beach Huge historic house perfect for large groups or families

Stunning Lakeside Retreat: Delavan Lake Home w/ Lake Views & Private Lake Access

10.0 out of 10, Exceptional, (28)
"This beautiful home was just right for 9 high school friends celebrating 55+ years of friendship. The well-equipped kitchen was great for organizing and preparing snacks and meals. Lots of comfy gathering options and plenty of bedrooms and bathrooms! There’s even a great yoga space on the upper level! Highly recommended! "
Stunning Lakeside Retreat: Delavan Lake Home w/ Lake Views & Private Lake Access

Williams Bay beach cottage with hot tub on 2-acres

9.8 out of 10, Exceptional, (35)
"Had a fun weekend getaway with friends and this property was the perfect place to reconnect and hangout outside. Slept everyone comfortably and we had a blast. "
Williams Bay beach cottage with hot tub on 2-acres

Breathtaking, Spacious WATERFRONT HOME, Private Dock, Aug Dates Now Available!

9.6 out of 10, Exceptional, (128)
"Second visit here and lovely relaxing place."
Breathtaking, Spacious WATERFRONT HOME, Private Dock, Aug Dates Now Available!

Ground- Level Lake Geneva Villa!

9.0 out of 10, Wonderful, (62)
"Weekend trip to enjoy the outdoors. Lots of places for walking "
The price is NZ$576
includes taxes & fees
9 July - 10 July
Ground- Level Lake Geneva Villa!

THE ULTIMATE 6 BEDROOM LAKEHOUSE

9.8 out of 10, Exceptional, (33)
"Great house to entertain a larger group with views to the lake."
The price is NZ$2,732
includes taxes & fees
8 July - 9 July
THE ULTIMATE 6 BEDROOM LAKEHOUSE

Private Country House near Lake Geneva, Como and Williams Bay

10.0 out of 10, Exceptional, (83)
"We had an amazing weekend at this house! Was spacious, clean, and well-equipped with everything we needed for a fun and relaxing stay. The location was convenient yet private, making it the perfect spot to unwind with friends. The host was responsive and accommodating, ensuring we had a seamless experience. Highly recommend for anyone looking for a great weekend escape!"
Private Country House near Lake Geneva, Como and Williams Bay

Beautiful Cora Cottage on Fox Lake/Chain O'Lakes with 40 Ft. Private Boat Pier.

10.0 out of 10, Exceptional, (79)
"wonderful experience from beginning to end"
Beautiful Cora Cottage on Fox Lake/Chain O'Lakes with 40 Ft. Private Boat Pier.

Fabulous Lake House near Lake Geneva, 1.5 hours from Chicago!!

9.8 out of 10, Exceptional, (87)
"One of my favorite places I've stayed at "
Fabulous Lake House near Lake Geneva, 1.5 hours from Chicago!!
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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Frequently asked questions

Can I find holiday rentals in Greenwood?

Yes, there are holiday rentals close to the most popular sights in Greenwood, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Greenwood has to offer?

Private Country House near Lake Geneva, Como and Williams Bay: This holiday home rental outside of Greenwood is located in a rural location, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 12 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

What can I see and do in Greenwood?

While exploring the area, visit family-friendly sights like Dan Patch Stables, or get outside and enjoy nature at Petersen Park Beach. In the wider area, you’ll find McHenry County Fairgrounds and Bull Valley Golf Club.

What are holiday rentals like in Greenwood?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Greenwood. Holiday rentals offer amenities such as hot tubs, fire pits and patios so you'll feel right at home. If you're concerned about cleanliness, a holiday rental can provide a sense of safety away from shared hotel lifts and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular choice for small groups.