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Holiday rentals in Darien

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Darien

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
Yurt in Cambridge
4.98 out of 5 average rating, 253 reviews

YurtSimple

YurtSimple is where life slows down and people unplug. It’s forest bathing in nature. It’s getting away from it all to spend time with a partner, by oneself, and sometimes with pets. You’ll be driving past YurtCation (about 300 feet past YurtCation) to get to YurtSimple. YurtCation is 20’ in diameter and YurtSimple is 16’ in diameter. Wood and charcoal are provided. You may cook on the indoor wood stove top, or visit any number of great restaurants 2 miles away. You can even order pizza delivery

Guest favourite
Guest suite in Elkhorn
4.86 out of 5 average rating, 133 reviews

Lake Lovers Hideaway near Lake Geneva

Perfect getaway with all the camping and lake amenities. Enjoy the sights and sounds of the Kettle Moraine with a clean and spacious hot tub, fire pit, propane grill, and activities to keep you busy. Even better, Lauderdale Lake access is less than a mile away with a pier for fishing, kayak for exploring, or bring your own boat for more lake fun! With parking space enough for two cars and a boat, day boat slip access, and Wisconsin favorites ready for you on arrival, you won't be disappointed!

Top guest favourite
An open-concept living area features a cozy sectional sofa, wooden coffee table, and three barstools positioned at a breakfast bar. A modern kitchen with stainless steel appliances and stylish cabinetry is visible in the background, complemented by warm wood flooring and soft overhead lighting.
Flat in Whitewater
4.96 out of 5 average rating, 139 reviews

Pet-Friendly Industrial 2 Bedroom Near UWW Campus!

This newly renovated two bedroom unit is conveniently located near UWW, Starin Park, and the Kettle Moraine! We are pet friendly! We are within walking distance to sports fields and UWW. Explore all that Whitewater has to offer with our personalized guidebook! Hike the Kettle Moraine, enjoy many local dining options and events, or shop your heart out. We are local hosts and strive to provide a five star experience! If your group is larger than 4, we have two other units in the same building.

Top guest favourite
An A-frame structure is nestled among lush green trees, showcasing large glass windows that allow for ample natural light. The contrasting wood siding complements the surrounding foliage, creating a harmonious blend with nature. A raised deck leads to the entrance, enhancing accessibility to the home.
Cabin in Fontana-on-Geneva Lake
4.93 out of 5 average rating, 183 reviews

Exquisite Modern A-frame all WithInnReach

An amazing space that truly caters to the guest experience. We've built this art piece to have our guests immerse themselves in all the amenities, from heated floors to in-ceiling speakers - all whilst losing yourself in the wood burning fireplace. At WithInnReach the attention to detail was paramount - with an emphasis of what we enjoy...amazing food through a well balanced kitchen, beautiful sound through Klipsch speakers and relaxation with floor to ceiling showers...enjoy to the fullest.

Guest favourite
An aerial view captures a sprawling five-acre property surrounded by a lush woodland forest. The landscape features a well-maintained green lawn with several trees and pathways, along with multiple buildings nestled together, offering a sense of tranquility in nature.
Home in Harvard
4.95 out of 5 average rating, 214 reviews

Sanctuary Woodland Guest House!

Our guest house is located on a picturesque 5 acres, next to a woodland forest. We also run a bird sanctuary on the property, Georgia's Place Bird Sanctuary, which makes this a paradise for an animal lover! We are happy to give guests a tour of our sanctuary. There is a large deck and fire pit for an enjoyable evening, and a walking trail for wildlife enthusiasts! We kindly ask guests not to bring meat onto the property as we are running a sanctuary that promotes compassion for all animals.

Guest favourite
A spacious living area is highlighted by large windows offering views of the water. Colorful seating options, including bean bags and patterned chairs, complement a wooden coffee table. Sleek ceiling fixtures and a soft rug define the gathering space, enhancing the open layout.
Home in Richmond
4.96 out of 5 average rating, 232 reviews

TheGlassCabin@HackmatackRetreat

The Pond House, a vintage glass cabin filled with art, water views & eclectic vibes privately perched on the sacred grounds of Hackmatack Retreat Center. Native prairie, a winding slow river, two ponds, 200+ year old oaks & big sky- Countless places to curl up, gathering, focus-- nooks and crannies indoors and out, we offer “time out for time in” amidst this noisy world. Minutes from 2 small towns, all amenities, we're all about peace & ease-- let us custom curate your experience !

Top guest favourite
A cozy living area features wooden walls and large windows that allow natural light to fill the space. A blue sofa is paired with soft seating, while a circular table and high stools provide dining options. Vibrant decor elements create an inviting atmosphere.
Home in Delavan
4.97 out of 5 average rating, 36 reviews

Bungalow in Delavan Lake

Simple, Upgraded, Quiet, with Some Fun & Thoughtful Touches Shh…we’re on the quiet side of the lake… yet you’re minutes from golf, fishing, bunches of restaurants & Belfry Music Theatre…Updated & Upgraded the kitchen is outfitted with a full complement of pots & pans. and plenty of dishes & silverware. Large Patio…which overlooks ¼ Acre backyard with a cool tree swing and large grilling area, plus a fire pit conversation area. *We are not on the lake nor do we have lake access.

Guest favourite
Home in Delavan
5 out of 5 average rating, 9 reviews

The Oasis, 7 bed, hot tub 1/2 acre by Lake Geneva

Do you love the Lake Geneva and Delavan area, but also like your own private oasis? Kick back and relax in this calm, stylish private home and enjoy outdoor dining, 1/2 acre living area and hot tub? This is a 5 bedroom/ 7 bed 3-level home. It offers a peaceful retreat near all the fun. The property is perfect for couples, families & friends looking to make special memories or reconnect. This home was built in 2021, features modern style decor and includes modern conveniences.

Top guest favourite
The A-frame cabin is set amidst tall trees at dusk, featuring a spacious deck with railing and soft lighting. The vibrant red exterior contrasts with the natural surroundings, while large windows highlight the interior ambiance. A gravel path leads up to the entrance.
Cabin in Lake Geneva
5 out of 5 average rating, 74 reviews

A-Frame Retreat w/ Hot Tub, Sauna & Cold Plunge

Tucked in the woods near Lake Geneva, The Cozy Cardinal is a dreamy A-frame retreat with a hot tub, panoramic sauna, cold plunge, fire pit, and private forest trail. Watch birds and wildlife from the deck—this is a Certified Wildlife Habitat! Cozy up by the fireplace, sway in hammock swings, or enjoy s’mores under the stars. Dog-friendly and sleeps 4. Just minutes from downtown, hiking, and the lake—yet it feels a world away. Perfect for fall color and snowy escapes.

Top guest favourite
A spacious living area features a light-colored sectional sofa with decorative cushions, a wooden coffee table, and a side table with a lamp. In the background, the dining area and kitchen are visible, along with a vibrant tapestry on the wall.
Home in Delavan
4.97 out of 5 average rating, 37 reviews

Charming Farm View Retreat

Welcome to a tranquil getaway in the heart of Southeastern Wisconsin! Located just 20 minutes from the vibrant Lake Geneva, our remodeled 2-bedroom ranch-style home is perfect for families, couples, and friends seeking a peaceful retreat. Start your day with a cup of coffee in the three-season room, soaking in the serene morning light and beautiful sunrise and enjoy the scenic beauty of the countryside with views of frolicking cattle and lush woods right next door.

Guest favourite
A small potted plant sits atop a wooden shelf, accompanied by blocks that spell out 'WELCOME.' The blocks are arranged in a neat line, showcasing a modern and friendly presentation.
Home in Fontana-on-Geneva Lake
4.93 out of 5 average rating, 244 reviews

The Little Farm Fontana 5 min from Geneva Lake!

Cozy cottage less than 2 miles from Fontana Beach and the sought after Geneva Lake! Minutes away from The Abbey Resort and just across the street from Abbey Springs Golf course, relax in this beautifully located home away from home out in the country with the luxury of quick and easy access to shopping and dining. We are within 15 minutes of downtown Lake Geneva if you are planning a day trip or a night on the town.

Top guest favourite
Tiny home in Delavan
4.98 out of 5 average rating, 84 reviews

Tiny Red House on Lake Delavan

You’ll treasure your time at this memorable place. Perfect for single family or couple with dog for weekend or week long summer get away. Within 15 min to all the the lake geneva/lake delavan area has to offer including Friday-Night Fish Fry, shopping, championship golf courses, boat rental, lakeside dining, downtown Lake Geneva/Delavan/Fontana, coffee shops, antiques, and fine dining .

Popular amenities for Darien holiday rentals

  1. Airbnb
  2. United States
  3. Wisconsin
  4. Walworth County
  5. Darien