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Top Holiday Rentals in Darien

Water park
Timber Ridge Lodge and Waterpark
3.5 star property
8.6 out of 10, Excellent, (2307)
"Everything were great thank you guys"
The price is £165
per night
24 Jun - 25 Jun
Timber Ridge Lodge and Waterpark
Indoor pool, pool loungers
Mill Creek Hotel
2.5 star property
9.2 out of 10, Wonderful, (1092)
"Would definitely go again "
The price is £128
per night
30 May - 31 May
Mill Creek Hotel
Beach
Across the street from the beach. In the heart of Lake Geneva!
9.8 out of 10, Exceptional, (70)
"Cute little place with awesome views of the lake!!! All the amenities needed, very nicely decorated, and comfy beds! Personal parking spot a great plus! Some maintenance required though and a funny smell that was not pleasant to come back to. We had to buy a candle to drown out the smell and one family member with autoimmune health struggles had difficultly with this."
The price is £678
per night
17 Jun - 18 Jun
Across the street from the beach. In the heart of Lake Geneva!
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Property grounds
Glamping Loft Lake Geneva
9.8 out of 10, Exceptional, (19)
"This was such a great location and venue for my daughters Bachlorette Party! We could walk everywhere and the girls had a blast in their tents!"
The price is £962
per night
2 Jun - 3 Jun
Glamping Loft Lake Geneva
Indoor pool, outdoor pool
NEWLY Updated! Cove of Lake Geneva, Private Luxury Resort Pool View
9.0 out of 10, Wonderful, (83)
"We stayed two nights. The location is wonderful--right across from Lake Geneva. We would stay there again."
The price is £262
per night
16 Jun - 17 Jun
NEWLY Updated! Cove of Lake Geneva, Private Luxury Resort Pool View
Marina
10,000 Sq. Ft. Home on 15 hunting acres with an in-door pool and sauna
9.6 out of 10, Exceptional, (5)
"Hosted 20 employees at this house for 2nd year in a row. Never disappoints! Fantastic property. Indoor pool and sauna a bonus. Fit everyone comfortably. Host was very easy to work with. Perfect stay! We will be back next Spring."
10,000 Sq. Ft. Home on 15 hunting acres with an in-door pool and sauna
Fridge, microwave, oven, stovetop
Lincoln Log Cabin · Elkhorn 3 Bedroom 2 Bathroom Log Cabin Sleeps 8
10.0 out of 10, Exceptional, (3)
"The property was clean and cozy, and close to Lake Geneva and all that it has to offer."
The price is £423
per night
30 May - 31 May
Lincoln Log Cabin · Elkhorn 3 Bedroom 2 Bathroom Log Cabin Sleeps 8
Fridge, microwave, oven, stovetop
Downtown Geneva Street Bungalow - Upper
10.0 out of 10, Exceptional, (44)
"Location and space for friends of 35 years was ideal! Close enough to walk anywhere to shop and eat. Would definitely recommend!"
The price is £401
per night
9 Jun - 10 Jun
Downtown Geneva Street Bungalow - Upper
Exterior
Poolside Lookout- Downtown Lake Geneva
8.6 out of 10, Excellent, (4)
"Great location. Across the street from the lake and walking distance to shopping and restaurants."
The price is £392
per night
20 Jun - 21 Jun
Poolside Lookout- Downtown Lake Geneva
Fridge, microwave, oven, stovetop
A block from Lake Geneva and downtown, Martini Suite
9.8 out of 10, Exceptional, (51)
"This unit (the Martini suite) is very unique, extremely clean and so close to everything. Walking distance to shops, restaurants, the beach and shore path along the lake! We parked our car and never used it while we were there. There is a bistro downstairs with excellent wraps and fresh coffee among other items to choose from. The owner was very quick to respond and very accommodating!"
A block from Lake Geneva and downtown, Martini Suite
Fridge, microwave, oven, stovetop
Large Lakefront Home on Lake Como - Private Pier!
10.0 out of 10, Exceptional, (189)
"The home is beautiful and is very comfortable and spacious for our large family. We loved sitting on the back porch overlooking Lake Como for the gorgeous sunsets. The large kitchen table was perfect for having dinner all together and playing games in the evening. We look forward to coming back there one day."
Large Lakefront Home on Lake Como - Private Pier!
Property grounds
*LAKE GENEVA*⛵️ My Lake COMO WATERFRONT☀️ “My Place in the 🌞 Sun”❣️
10.0 out of 10, Exceptional, (46)
"The condo was comfortable and close to the activities we were planning. the pool was very nice. We enjoyed the waterfront view from the balcony and the area was very quiet."
*LAKE GENEVA*⛵️ My Lake COMO WATERFRONT☀️ “My Place in the 🌞 Sun”❣️
Outdoor pool
Ground- Level Lake Geneva Villa!
8.8 out of 10, Excellent, (43)
"I love the place very quiet and beautiful. Great get away for exhausted moms."
The price is £400
per night
9 Jun - 10 Jun
Ground- Level Lake Geneva Villa!
Terrace/patio
SuMMeR IS HeRe BrinG ur boat and tie to dock, Tavern, huge DECK, KIDS jungle gym
9.0 out of 10, Wonderful, (8)
"This is a great location, remote and quiet, just what we wanted. Our family reunion was a big success! No WiFi was an issue for people who needed to make contact with work issues, and of course kids were not happy about it, but sometimes it’s nice to disconnect. However cell phone reception was limited so getting directions was challenging at times. All said and done we had a wonderful time and wouldn’t hesitate to go back and do it again."
SuMMeR IS HeRe BrinG ur boat and tie to dock, Tavern, huge DECK, KIDS jungle gym
Exterior
Big Family house close to everything!
10.0 out of 10, Exceptional, (160)
"We had a great weekend at this house. Plenty of space to hang out and every bedroom has it's own bathroom!! Definitely would stay here again."
Big Family house close to everything!
Terrace/patio
6 bd Country Estate on 28 Acres near Lk Geneva w/ Ponds, Trails, Fenced Dog-park
9.8 out of 10, Exceptional, (16)
"The property is a gem. We wished the weather was better so we could enjoy time outside however the briskness of fall had arrived. We were constrained to the inside of the house which is very artistic with an interesting layout. The house was a bit tricky for the amount of guests we had for privacy. There were about 10 of us however two of the bathrooms did not have doors. Although these bathrooms have an extremely beautiful views, the missing doors were an issue. The only other problem were all...
6 bd Country Estate on 28 Acres near Lk Geneva w/ Ponds, Trails, Fenced Dog-park
Fridge, microwave, oven, stovetop
THE DOWNTOWNER....in the heart of Lake Geneva!
10.0 out of 10, Exceptional, (164)
"I cannot imagine a better place to stay with a big group in Lake Geneva. It is located right in the heart of downtown, and every girl in our huge group had her own bedroom and bathroom. It was perfect."
THE DOWNTOWNER....in the heart of Lake Geneva!
Property grounds
Downtown Hideaway- Entire Building
9.8 out of 10, Exceptional, (9)
"Overall great experience with a can’t beat location just off Main Street. I was with a group of 8 mid30s moms for a weekend away. Our main complaint was one of the listed “bedrooms” was actually a pass through room with a light sensor overhead light. Which made the bedroom unusable at night as any movements in the middle of the night caused the overhead light to turn on. There also was an outdoor light outside of the window that shone directly onto the bed. This made the bedroom not functional....
The price is £1,107
per night
3 Jun - 4 Jun
Downtown Hideaway- Entire Building
Property grounds
Abbey Springs - Relax and Unwind - 1 Dollar Wednesdays - Dog Friendly
9.6 out of 10, Exceptional, (39)
"Great location and a lot to do for teens. Enjoyed the amenities at the property!"
Abbey Springs - Relax and Unwind - 1 Dollar Wednesdays - Dog Friendly
Fridge, microwave, stovetop, dishwasher
Renovated Lake Geneva Home Near Dtwn + Beach!
9.8 out of 10, Exceptional, (14)
"The house is darling. Nice back porch. Beds are very comfortable. Had a very nice time."
Renovated Lake Geneva Home Near Dtwn + Beach!
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See all available properties in Darien
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.

Darien Holiday Rental Travel Info

Number of holiday rentals
10
Popular accommodation
Darien private holiday homes
Known landmarks
Dancing Horse Theatre, Staller Estate Winery and Animal Gardens
International airport
Milwaukee, WI (MKE-General Mitchell Intl.)

Other types of properties in Darien you may be interested in

Terrace/patio
The Ridge Hotel
4.0 star property
9.0 out of 10, Wonderful, (1003)
"Star very friendly, rooms very comfortable. "
The price is £144
per night
2 Jun - 3 Jun
The Ridge Hotel
Water park
Timber Ridge Lodge and Waterpark
3.5 star property
8.6 out of 10, Excellent, (2307)
"Everything were great thank you guys"
The price is £165
per night
24 Jun - 25 Jun
Timber Ridge Lodge and Waterpark
Couples treatment room(s), sauna, hot tub, steam room, body treatments
Abbey Resort and Avani Spa
3.5 star property
8.4 out of 10, Very good, (1007)
"Everything was great "
The price is £192
per night
9 Jun - 10 Jun
Abbey Resort and Avani Spa
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.

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, apart-hotels, 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 £128 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?

Across the street from the beach. In the heart of Lake Geneva!: This holiday home rental outside of Darien is located on a lake, and has a balcony, a BBQ and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

What can I see and do in Darien?

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

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.

Recent reviews of Darien properties
Expedia verified reviews