Greenwood Holiday Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Greenwood holiday rentals

An indoor water park with a 'Welcome' sign, slides, and a hot tub area.

1. Timber Ridge Lodge and Waterpark

Timber Ridge Lodge and Waterpark
3.5 star property
Lake Geneva
8.6 out of 10, Excellent, (3,538 reviews)
"Great hotel amazing staff and amazing waterpark"
United States
Lindsey
The price is NZ$345
includes taxes & fees
19 Nov - 20 Nov
Timber Ridge Lodge and Waterpark
A white house with a porch and a chimney, surrounded by a grassy area and a brick path.

2. The Tailor House

The Tailor House
Woodstock
9.8 out of 10, Exceptional, (60 reviews)
"Amazing stay. So close to everything!"
United States
Brittany H.
The price is NZ$437
includes taxes & fees
17 Nov - 18 Nov
The Tailor House
A spacious living area with a grey sofa, wooden flooring, and a kitchen area with a bar.

3. Richmond No. 267 Boutique Loft Apartment

Richmond No. 267 Boutique Loft Apartment
Richmond
10.0 out of 10, Exceptional, (18 reviews)
"Very spacious, clean & great location!"
United States
Ernesta T.
The price is NZ$504
includes taxes & fees
16 Nov - 17 Nov
Richmond No. 267 Boutique Loft Apartment
An indoor swimming pool with wooden walls and ceiling, surrounded by lounge chairs and potted plants.

4. Mill Creek Hotel

Mill Creek Hotel
2.5 star property
Lake Geneva
9.2 out of 10, Wonderful, (1,276 reviews)
"clean, comfortable and great location"
United States
Marshall
The price is NZ$382
includes taxes & fees
16 Nov - 17 Nov
Mill Creek Hotel
Living area

5. Wonder Lake Elegance: Serene 2BR Townhome Retreat

Wonder Lake Elegance: Serene 2BR Townhome Retreat
Wonder Lake
9.6 out of 10, Exceptional, (4 reviews)
"Very clean and comfortable. Quiet neighborhood."
United States
Ken S.
The price is NZ$607
includes taxes & fees
16 Nov - 17 Nov
Wonder Lake Elegance: Serene 2BR Townhome Retreat
A swimming pool with a 5ft depth marker, surrounded by lounge chairs and a stone wall.

6. LG 1+1 Condo on Lakeshore - pool - walk to Lake

LG 1+1 Condo on Lakeshore - pool - walk to Lake
Lake Geneva
The price is NZ$724
includes taxes & fees
1 Dec - 2 Dec
LG 1+1 Condo on Lakeshore - pool - walk to Lake
A living room with a fireplace, a TV mounted on the wall, a balcony with a view of the outdoors, and a sign with motivational phrases.

7. Modern Lake Geneva Condo With Views

Modern Lake Geneva Condo With Views
3.5 star property
Lake Geneva
The price is NZ$1,356
includes taxes & fees
18 Nov - 19 Nov
Modern Lake Geneva Condo With Views
A modern living room with a green sofa, a white coffee table, and a ceiling fan.

8. Broad St Earth Suite |Amazing Location in the Heart of Town |Parking Available |King & Queen Bedroom

Broad St Earth Suite |Amazing Location in the Heart of Town |Parking Available |King & Queen Bedroom
Lake Geneva
9.2 out of 10, Wonderful, (30 reviews)
"Loved the couches! Quick walk to wonderful restaurants and lake."
United States
Denise A.
The price is NZ$516
includes taxes & fees
18 Nov - 19 Nov
Broad St Earth Suite |Amazing Location in the Heart of Town |Parking Available |King & Queen Bedroom
A bedroom with a large bed, two bedside tables with lamps, and a tapestry depicting a waterfall.

9. Sanctuary Woodland Guest House, located next to the conservation area!

Sanctuary Woodland Guest House, located next to the conservation area!
Harvard
10.0 out of 10, Exceptional, (28 reviews)
"Great place"
United States
Christopher W.
The price is NZ$340
includes taxes & fees
16 Nov - 17 Nov
Sanctuary Woodland Guest House, located next to the conservation area!
A modern living room with a sofa, coffee table, and a sign reading "Welcome to our Lakehouse."

10. Relaxing Getaway/StepsToLake/Pool/Tennis near DT Lake Geneva

Relaxing Getaway/StepsToLake/Pool/Tennis near DT Lake Geneva
Lake Geneva
10.0 out of 10, Exceptional, (27 reviews)
"Beautiful place! Spacious, clean and very well appointed! Steven was a very responsive host. Walk to pool, walk to Mars, walk to the lake, walk to the Lodge. Great location!"
United States
MJ G.
The price is NZ$570
includes taxes & fees
24 Nov - 25 Nov
Relaxing Getaway/StepsToLake/Pool/Tennis near DT Lake Geneva
A beach with a lifeguard tower, a building with a sign reading 'Boat Tours & Charter,' and a sandy shore with people and beach equipment.

11. Lake Geneva, Fireplace, Pool, Wifi, King Bed

Lake Geneva, Fireplace, Pool, Wifi, King Bed
Lake Geneva
10.0 out of 10, Exceptional, (46 reviews)
"Beautiful area with great shops and food."
United States
SUZY R.
The price is NZ$441
includes taxes & fees
16 Nov - 17 Nov
Lake Geneva, Fireplace, Pool, Wifi, King Bed
A kitchen with a view of a lake, wooden cabinets, a dining area with a table and chairs, and a kitchen island.

12. 5-bedroom Lakefront Getaway on Private Wonder Lake – Sleeps 8

5-bedroom Lakefront Getaway on Private Wonder Lake – Sleeps 8
Wonder Lake
9.4 out of 10, Exceptional, (13 reviews)
"Place was really nice and hosts were very friendly and helpful."
United States
Olivia F.
The price is NZ$924
includes taxes & fees
16 Nov - 17 Nov
5-bedroom Lakefront Getaway on Private Wonder Lake – Sleeps 8
A beach with a lifeguard tower, a building with a sign reading 'Boat Tours & Charter,' and a sandy shore with people and beach equipment.

13. Cozy Lake Geneva, King Bed, Fireplace & Pool

Cozy Lake Geneva, King Bed, Fireplace & Pool
Lake Geneva
10.0 out of 10, Exceptional, (49 reviews)
"Our host Nicole was awesome! Great communication and the property was excellent. We loved the location!"
United States
Zachary B.
The price is NZ$441
includes taxes & fees
16 Nov - 17 Nov
Cozy Lake Geneva, King Bed, Fireplace & Pool
A kitchen with a dark wooden table, white cabinets, and a sliding barn door.

14. Terrific 3-bedroom family-friendly house close to everything in charming McHenry

Terrific 3-bedroom family-friendly house close to everything in charming McHenry
McHenry
8.6 out of 10, Excellent, (13 reviews)
"Nearby lots of restaurants and business as well as a nice park."
United States
Cj D.
The price is NZ$587
includes taxes & fees
16 Nov - 17 Nov
Terrific 3-bedroom family-friendly house close to everything in charming McHenry
An outdoor patio with stone flooring, a wooden table and chairs, a stone wall, and a fire pit.

15. Little Fox Cottage - A Cozy Riverview Getaway

Little Fox Cottage - A Cozy Riverview Getaway
Fox River Grove
9.8 out of 10, Exceptional, (20 reviews)
"Host and amenities were great!"
United States
Jeff P.
The price is NZ$325
includes taxes & fees
17 Nov - 18 Nov
Little Fox Cottage - A Cozy Riverview Getaway
A beach with a lifeguard tower, a building with a sign reading 'Boat Tours & Charter,' and a sandy shore with people and beach equipment.

16. Lake Geneva Retreat, Fireplace, Pool, WiFi

Lake Geneva Retreat, Fireplace, Pool, WiFi
Lake Geneva
10.0 out of 10, Exceptional, (38 reviews)
"Amazing host clean space. Loved the pool!"
United States
Stefanie G.
The price is NZ$445
includes taxes & fees
16 Nov - 17 Nov
Lake Geneva Retreat, Fireplace, Pool, WiFi
A cozy living room with a wooden dining table, a blue sofa with colorful cushions, a large window with curtains, and a potted plant.

17. Downtown Lake Geneva LA Suite Walk to Beach Dining Shops Parking

Downtown Lake Geneva LA Suite Walk to Beach Dining Shops Parking
Lake Geneva
10.0 out of 10, Exceptional, (11 reviews)
"Host was very communicative and friendly and helpful. Location and rooms were excellent. "
United States
Michael B.
The price is NZ$403
includes taxes & fees
17 Nov - 18 Nov
Downtown Lake Geneva LA Suite Walk to Beach Dining Shops Parking
A kitchen with dark cabinets, stainless steel appliances, and a tiled backsplash.

18. Charming 2-bedroom house with WiFi and AC in lovely Lake Geneva

Charming 2-bedroom house with WiFi and AC in lovely Lake Geneva
Lake Geneva
8.8 out of 10, Excellent, (25 reviews)
"Very smooth checkin process, home was clean, very close to food, entertainment, the lakes."
United States
Jen
The price is NZ$527
includes taxes & fees
16 Nov - 17 Nov
Charming 2-bedroom house with WiFi and AC in lovely Lake Geneva
A two-story house with a front porch, a stone exterior on the right side, and a green door.

19. The Main Event Game House on the Huntley Square!

The Main Event Game House on the Huntley Square!
Huntley
10.0 out of 10, Exceptional, (22 reviews)
"Our stay was very comfortable and the game room was great for our big family. The kids didn't want to leave and always ask about going back."
United States
BENJAMIN B.
The price is NZ$437
includes taxes & fees
23 Nov - 24 Nov
The Main Event Game House on the Huntley Square!
A house by a lake with docked boats and a flag.

20. This is a VACATION spot with a million dollar view!

This is a VACATION spot with a million dollar view!
fox lake
9.8 out of 10, Exceptional, (34 reviews)
"This was an amazing property right on the water. It was clean, the host was very helpful and answered questions in a timely manner. We came when it rained which was unfortunate but we still enjoyed our time there!"
United States
Christina C.
The price is NZ$547
includes taxes & fees
16 Nov - 17 Nov
This is a VACATION spot with a million dollar view!
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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Find out more about Greenwood

Everything you need to know about Greenwood holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Greenwood holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Greenwood holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Greenwood holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Greenwood. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Greenwood holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Greenwood holiday rentals we have selected for you start as low as NZ$325 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Greenwood rentals

At Expedia, we put the best Greenwood holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Greenwood rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Greenwood holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Greenwood. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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?

Luxury Lake Geneva cottage w/ sauna + hot tub + geodesic dome on 2-acres: This holiday home rental outside of Greenwood is located on a lake, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

What can I see and do in Greenwood?

While exploring the area, visit family-friendly sights like Illinois Railway Museum, or get outside and enjoy nature at McCullom Lake. In the wider area, you’ll find Petersen Park Beach and McHenry County Fairgrounds.

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.