Greenwood Vacation Rentals

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Vacation Rentals in Greenwood

Timber Ridge Lodge and Waterpark

3.5 star property
8.6 out of 10, Excellent, (2904)
"The staff was amazing from check in to check out."
The price is CA $242
CA $322 total
includes taxes & fees
Jul 31 - Aug 1
Timber Ridge Lodge and Waterpark

Mill Creek Hotel

2.5 star property
9.2 out of 10, Wonderful, (1179)
"Love the Mill Creek! I had a wonderful stay over the fourth of July and really enjoyed the staff."
The price is CA $325
CA $369 total
includes taxes & fees
Aug 3 - Aug 4
Mill Creek Hotel

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

10.0 out of 10, Exceptional, (29)
"We came to Wisconsin for a bachelorette party! This place was described perfectly and was absolutely perfect for our girls! We are very very pleased and would recommend this highly!"
Experience Stay at the Glamping Loft Lake Geneva |Group Stays |12 Stylish Tent Suites |Kitchen & Bar

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

9.8 out of 10, Exceptional, (88)
"Overall a very nice stay (2 nights). Note that there are steep steps (indoors) up to the unit for anyone that may be challenged in stair-climbing and toting bags/luggage. The view is absolutely lovely. During high-season you might expect some noise as the location is right amidst the restaurants and tourist activities. It was wonderful to be able to walk to most everything we wanted to do. The kitchen was well-appointed and clean. Fun to sit out on the rooftop deck and listen to the...
The price is CA $547
CA $1,155 total
includes taxes & fees
Jul 30 - Jul 31
Wrigley Beach House |Great Views of Lake |2nd Floor |Balcony |Steps to Beach & Shopping |Parking

Ground- Level Lake Geneva Villa!

9.2 out of 10, Wonderful, (63)
"Weekend trip to enjoy the outdoors. Lots of places for walking "
The price is CA $274
CA $521 total
includes taxes & fees
Aug 6 - Aug 7
Ground- Level Lake Geneva Villa!

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

10.0 out of 10, Exceptional, (101)
"Great property for a big group and a terrific location!!"
Sleeps 20! DOWNTOWN LAKE GENEVA Fully Licensed 4 Bedrm House & 2 Bedrm Cottage

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

9.6 out of 10, Exceptional, (8)
Quiet 2bd 1ba ranch with off street parkingWalking distance to downtown/beach.

HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub

9.2 out of 10, Wonderful, (37)
"The house was very clean and spacious. A lot of activities to do "
The price is CA $1,018
CA $2,295 total
includes taxes & fees
Aug 26 - Aug 27
HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub

*LAKE GENEVA*⛵️ My Lake COMO WATERFRONT☀️ “My Place in the 🌞 Sun”❣️

10.0 out of 10, Exceptional, (62)
"Good location close to Lake Geneva beaches. Nice pool on property."
*LAKE GENEVA*⛵️ My Lake COMO WATERFRONT☀️ “My Place in the 🌞 Sun”❣️

Feels like you are on vacation. Comfortable cozy! Like a breath of fresh air.

10.0 out of 10, Exceptional, (6)
"We enjoyed our stay at the house. The open spaces and high ceilings made the space feel special. Would love to reserve the space again in the future."
The price is CA $1,506
CA $2,324 total
includes taxes & fees
Aug 18 - Aug 19
Feels like you are on vacation. Comfortable cozy! Like a breath of fresh air.

THE DOWNTOWNER....Largest House on Main St. 14 Beds, Sleeps 20

9.8 out of 10, Exceptional, (185)
"We loved our time at the Downtowner. The rustic modern style was really fun, the rooms were cute and comfortable, and the kitchen was amazing! "
THE DOWNTOWNER....Largest House on Main St. 14 Beds, Sleeps 20

Cozy RV in our land with community private beach, fire pit, bring your boat.

2.0 star property
10.0 out of 10, Exceptional, (2)
"We had a nice time visiting Antioch, IL. The property clean, quiet and well maintained. The camper was adorable and very comfortable. Thank you!"
Cozy RV in our land with community private beach, fire pit, bring your boat.

10,000 Sq. Ft. Home on 15 hunting acres with an in-door pool and sauna

9.4 out of 10, Exceptional, (8)
"Communication and check in was flawless.We had three generations for the holidays and this property was ideal for us.Property manager communication was easy and timely."
10,000 Sq. Ft. Home on 15 hunting acres with an in-door pool and sauna

Private Country House near Lake Geneva, Como and Williams Bay

10.0 out of 10, Exceptional, (86)
"Good place to stay nice location "
Private Country House near Lake Geneva, Como and Williams Bay

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

9.0 out of 10, Wonderful, (99)
"Great location! "
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

Charming 3-bedroom house with WiFi and AC in lovely Lake Geneva

2.0 star property
9.4 out of 10, Exceptional, (8)
"Such a charming property in a great town. Close to so many things. Comfy, well appointed."
Charming 3-bedroom house with WiFi and AC in lovely Lake Geneva

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 .

Twin Lakes Rental One Block from Lake Elizabeth

9.6 out of 10, Exceptional, (30)
"We had a blast at Marks place. It’s just a short walk to a secluded beach and nearby all the fun stuff in town. The host was so accessible and welcoming. The cottage was well- appointed and very comfortable."
Twin Lakes Rental One Block from Lake Elizabeth

Tiny Home Retreat with hot tub

The price is CA $177
CA $393 total
includes taxes & fees
Jul 28 - Jul 29
Tiny Home Retreat with hot tub
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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Top Greenwood Hotel Reviews

Frequently asked questions

Can I find vacation rentals in Greenwood?

Yes, there are vacation rentals near well known sights in Greenwood, or you can go with a more secluded option if you'd like a relaxing place to stay.

What are some of the best vacation rentals in Greenwood?

Private Country House near Lake Geneva, Como and Williams Bay: This vacation home rental outside of Greenwood is located in a rural location and has a fireplace, a balcony, and a barbecue grill 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 you can cook with friends or family. Make the most of the selection 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 larger area, you’ll find McHenry County Fairgrounds and Bull Valley Golf Club.

What are vacation rentals like in Greenwood?

Vacation rentals are privately owned properties you can stay in for a short or long stay in Greenwood. Vacation rentals feature extras such as laundry facilities and kitchens so you'll have a home away from home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of security away from public hotel elevators and busy lobbies while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive option for family gatherings.