Darien Holiday Rentals

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Holiday Rentals in Darien

Timber Ridge Lodge and Waterpark

3.5 star property
8.6 out of 10, Excellent, (3008)
"Loved the stay staff went above and beyond will be back "
The price is NZ$342
includes taxes & fees
28 Oct - 29 Oct
Timber Ridge Lodge and Waterpark

Mill Creek Hotel

2.5 star property
9.2 out of 10, Wonderful, (1206)
"Enjoyed our stay, perfect location !"
The price is NZ$310
includes taxes & fees
2 Nov - 3 Nov
Mill Creek Hotel

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

10.0 out of 10, Exceptional, (31)
"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!"
The price is NZ$1,439
includes taxes & fees
14 Oct - 15 Oct
Experience Stay at the Glamping Loft Lake Geneva |Group Stays |Stylish Tent Suites |Kitchen & Bar

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

9.8 out of 10, Exceptional, (106)
"Had a wonderful stay. Tony and Samantha were great through the process and our stay. Highly recommend"
Sleeps 20! DOWNTOWN LAKE GENEVA Fully Licensed 4 Bedrm House & 2 Bedrm Cottage

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

9.8 out of 10, Exceptional, (193)
"Wonderful property. Clean with lots of space. Excellent location. Easy communication with host. Will return we."
THE DOWNTOWNER....Largest House on Main St. 14 Beds, Sleeps 20

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

9.8 out of 10, Exceptional, (93)
"Located right in town with a view of the lake and beach with a wonderful balcony."
The price is NZ$844
includes taxes & fees
20 Oct - 21 Oct
Wrigley Beach House |Great Views of Lake |2nd Floor |Balcony |Steps to Beach & Shopping |Parking

Lakefront Haven: Waterfront Oasis with Dock, Spacious Swim Pier & Pano Lake view

2.5 star property
10.0 out of 10, Exceptional, (10)
"We had this fabulous home during the fourth of July week for our family vacation. Kyle was a wonderful host and checked in with us often to make sure everything was perfect. Highly recommend this Super Host Property."
Lakefront Haven: Waterfront Oasis with Dock, Spacious Swim Pier & Pano Lake view

Private Country House near Lake Geneva, Como and Williams Bay

10.0 out of 10, Exceptional, (92)
"Good place to stay nice location "
Private Country House near Lake Geneva, Como and Williams Bay

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

9.6 out of 10, Exceptional, (12)
"The house was great. The pool temp was very warm when we arrived we did our best to cool it down. We really enjoyed the stay."
10,000 Sq. Ft. Home on 15 hunting acres with an in-door pool and sauna

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

2.0 star property
9.4 out of 10, Exceptional, (12)
"Had a great trip and the property was perfect for the 4 of us. Really appreciated the accessible shower."
The price is NZ$450
includes taxes & fees
27 Oct - 28 Oct
Charming 3-bedroom house with WiFi and AC in lovely Lake Geneva

Excellent getaway. Lake front home with Stunning lake views, come make memories!

9.0 out of 10, Wonderful, (27)
"We had a wonderful time here. The house is very big and worked perfectly for our group golf trip. Host is great! Propane ran out for the grill and she brought a new tank over very quickly which was above and beyond!"
Excellent getaway. Lake front home with Stunning lake views, come make memories!

#2 Tamarack aka Como Escape · Como Escape 4 bed 3 bath by LAKE

10.0 out of 10, Exceptional, (31)
"Excellent Stay"
The price is NZ$828
includes taxes & fees
3 Nov - 4 Nov
#2 Tamarack aka Como Escape · Como Escape 4 bed 3 bath by LAKE

Cozy Condo at Interlaken! Stay & Play on Lake Como

4.0 star property
Cozy Condo at Interlaken! Stay & Play on Lake Como

THE ULTIMATE 6 BEDROOM LAKEHOUSE

9.6 out of 10, Exceptional, (38)
"Simply the best stay we have ever had. Thank you so much! "
The price is NZ$2,033
includes taxes & fees
16 Oct - 17 Oct
THE ULTIMATE 6 BEDROOM LAKEHOUSE

Best Location in Lake Geneva, walk to downtown!

10.0 out of 10, Exceptional, (19)
"Amazing location wtih ease of access to anything you want to do downtown. "
Best Location in Lake Geneva, walk to downtown!

The Geneva Collection- Sleeps 40- 2 Blocks to Downtown

8.0 out of 10, Very good, (1)
"Great outdoor space for all the kids and we loved being so close to town. The only complaint from many of my siblings was the bed. The mattress toppers were either too hot or the bed was lumpy. Otherwise, a great trip! "
The price is NZ$3,403
includes taxes & fees
20 Oct - 21 Oct
The Geneva Collection- Sleeps 40- 2 Blocks to Downtown

Chic 3 bedroom Get-a-way in downtown Lake Geneva

9.6 out of 10, Exceptional, (10)
The price is NZ$841
includes taxes & fees
13 Oct - 14 Oct
Chic 3 bedroom Get-a-way in downtown Lake Geneva

Grand Luxe | Geneva Lakefront Escape | Private Pier | Tennis & Pickleball Court | Views

9.4 out of 10, Exceptional, (3)
"We rented this house for a family vacation and it was incredible. The house has stunning views from almost every room and plenty of space for our group of 12. Many times I went from sitting in the kitchen to swimming in the lake in less than 60 seconds. My family ages range from 11-90 and we were all comfortable. We played pickel ball, swam, ate and chilled all day, everyday. The house is has a great layout, is in beautiful shape and couldn't be in a better spot. It's close enough to town but...
Grand Luxe | Geneva Lakefront Escape | Private Pier | Tennis & Pickleball Court | Views

Lakeview Home w loft, & Paddleboards, w optional Pontoon Rental

9.6 out of 10, Exceptional, (67)
"Can’t say enough good things bout this property and Cassie Great communication Only issue was wish we knew to bring shower soap and shampoo.Thank you for the great time!Dan "
Lakeview Home w loft, & Paddleboards, w optional Pontoon Rental

Corner Cabin Pet Friendly Williams Bay on Lake Geneva

9.2 out of 10, Wonderful, (26)
"Jim was extremely good to work with. With any real estate its location, location, location! This location is great! And being able to have our pup there with us made it all the more special."
Corner Cabin Pet Friendly Williams Bay on Lake Geneva
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 Darien Hotel Reviews

Find out more about Darien

Everything you need to know about Darien 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 Darien 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 Darien holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Darien holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Darien. 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 Darien 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 Darien holiday rentals we have selected for you start as low as NZ$310 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Darien rentals

At Expedia, we put the best Darien 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 Darien 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 Darien 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 Darien. 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

Are there holiday rentals in Darien?

Yes, there are holiday rentals close to the most popular sights in Darien, 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 Darien has to offer?

THE DOWNTOWNER....Largest House on Main St. 14 Beds, Sleeps 20: This holiday home rental outside of Darien is located in the city centre, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 10 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

What can I see and do in Darien?

Explore the area and family-friendly sights such as Yerkes Observatory, or get out into nature at a spot like Williams Bay Beach. In the wider area, you’ll find Lake Lawn Resort Marina and Dancing Horse Theatre.

What are holiday rentals like in Darien?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Darien. Holiday rentals offer amenities like WiFi and washers and dryers so you'll have everything you want. If you're concerned about a clean environment, holiday rentals can provide a sense of safety away from public hotel lifts and busy reception areas while still allowing you to travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive option for family trips or small group gatherings.