Vacation rentals in Darien

The open-concept living area features a comfortable seating arrangement with a dark brown couch and light throw pillows. A wooden table with baskets is positioned nearby. Large sliding glass doors lead to a balcony overlooking a courtyard, allowing for natural light to fill the space.

4.97 out of 5 average rating, 141 reviews

Cozy LG Retreat! King Bed! Fireplace! WiFi!

Your cozy & relaxing getaway begins in a newly redesigned condo with balcony (courtyard view), and is conveniently located between Lake Como and Lake Geneva in peaceful Interlaken Resort community! Just a short peaceful walk to lake, restaurants, pool, tennis, volleyball, boat launch, small craft rentals, and more! The resort community is located by Lodge Geneva National (formerly The Ridge Hotel), which adds additional restaurants and available amenities at an additional charge. Walk to the

Cabin in Fontana-on-Geneva Lake

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.

4.92 out of 5 average rating, 139 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.

4.95 out of 5 average rating, 191 reviews

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

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.

Farm stay in Cherry Valley

A well-lit bathroom features a spacious vanity with multiple drawers and a sink. A frosted glass shower stall is positioned in the corner, while decorative toiletries are placed on the countertop. Neutral-colored tiles cover the floor, and a mirror reflects the room's light.

4.97 out of 5 average rating, 365 reviews

Bed and Breakfast with Horse Hotel at VRR

Victory Reigns Ranch Horse Hotel and Bed and Breakfast boasts a beautiful ranch setting close to Deer Run Forest Preserve, Oak Ridge Forest Preserve and other equestrian trails. *Come with or without your horse. We also have an RV hookup if needed along with spacious trailer and RV parking. *If interested in horse boarding during your stay a 12 x 12 barn stall is $35 per night. Private pasture turn out available for $25 per horse per night. Trailer hook up is $35 per night per trailer.

Place to stay in Brodhead

An exterior view of an old schoolhouse is captured, showcasing its classic architecture. A group of children stands in front, dressed in period attire. The surrounding trees add a natural backdrop, enhancing the historic character of the building.

4.97 out of 5 average rating, 159 reviews

Historic Randall Schoolhouse

You'll love this beautifully redone Historic One-room Schoolhouse. Situated on the edge of the Driftless area 5 miles from the Sugar River Trailhead. An easy 30 minutes to Monroe, Beloit & Janesville and just an hour outside Madison. Relax in comfort with all new appliances including a full kitchen, washer/dryer, dishwasher and fireplace. Fenced yard. Just a mile down the road from a working homestead where you can milk a cow, pet a goat, harvest fresh produce and eggs and so much more.

5 out of 5 average rating, 133 reviews

The exterior of the home features a grey facade with two garage doors and a paved driveway. Soft landscaping is visible, with patches of grass and remnants of snow in the yard, contributing to a neat and welcoming appearance.

Home in Janesville

Fully Renovated 2BR 1BA Gorgeous Exec Home #8ma-R

Enjoy your stay in Janesville, WI in this fully renovated two-bedroom cozy executive home Professionally Managed by Kevin Bush! The location is central to dining, shopping, and popular Janesville spots like the Rotary Botanical Gardens. This home will truly feel like your home away from home. Located just minutes from I39 giving you easy access for day trips to Madison, Milwaukee, Chicago, and surrounding. Please check out our listing on St. George Lane for more dates. Kevin, Host

4.9 out of 5 average rating, 117 reviews

Home in Delavan

Victorian in Delavan, near Lake Geneva & Alpine

Family & friends will be close to all Delavan offers staying at this beautiful historical 1901 Victorian home. One block from charming brick-paved downtown Delavan, you'll have shopping, music, parks & great restaurants at your fingertips! Your private gazebo w/ fireplace provides an ideal retreat, while the bandstand livens things up across the street! Playgrounds, sledding hill, beach, lake & arboretums are all within 4 blocks; skiing & Lake Geneva are just a 15-minute drive away!

4.97 out of 5 average rating, 187 reviews

The bathroom features a colorful shower curtain depicting a sea turtle swimming among coral and marine life. A gray towel is hung on a rack, and modern lighting fixtures highlight the bright hues of the artwork. Clean white paneling complements the overall design.

Apartment in Janesville

Cozy Apartment Close to Downtown Janesville

This welcoming 1 bedroom apartment is located close to downtown Janesville, the city of parks. It has been updated throughout and has all the amenities necessary for a very comfortable stay, including a gas grill in the wooded back yard. It even has off street parking. You can easily walk to the Janesville Performing Arts Center and continue downtown and enjoy the Saturday morning Farmer's Market, shopping, restaurants and bars. Access to the Bike Trail is only a few minutes away.

4.98 out of 5 average rating, 127 reviews

A scenic view of a sunrise is framed by lush trees and vibrant flowerpots. Sunlight filters through the foliage, casting a warm glow over the grassy area. The background reveals a tranquil body of water, enhancing the serene atmosphere of the setting.

Home in Elkhorn

Cozy Country Cottage near Lake Geneva, WI

Our Cozy Cottage features 3 comfortable bedrooms and nightly magnificent sunsets. Nestled on a country road, the house offers plenty of space to rest after visiting Lake Geneva, Lauderdale lakes, biking at Kettle Moraine or site seeing in the area. It’s close to Walworth County fair grounds where the flea market, Das Fest and Rib Fest are held. This is country living with plenty of opportunity to enjoy the beautiful outdoors or the peace and quiet of the countryside.

4.97 out of 5 average rating, 156 reviews

Magnificent waterfront views & cozy fireplace

Welcome to this serene waterfront villa in Lake Geneva, Wisconsin, a haven for relaxation. This elegantly designed one-bedroom retreat is perfectly nestled on the shores of Lake Como, offering a blend of rustic charm and modern comfort. The real brick walls and cozy fireplace create a warm and inviting atmosphere, providing unforgettable memories in this beautiful Wisconsin setting. Local laws require all guests names and address be provided prior to check in.

A dining area features a wooden table surrounded by black chairs, complemented by a plush sofa nearby. A decorative light fixture hangs above the table, while a large potted plant adds a touch of greenery. Exposed brick walls provide a warm, textured backdrop.

4.96 out of 5 average rating, 188 reviews

Relaxing Villa with Amazing Amenities!

Resort day passes included with booking! Hot tub, indoor and outdoor pool, outdoor bar and fire pit, sauna, the list goes on! Only five minutes from downtown Lake Geneva, this second floor condo offers the best of both worlds. Enjoy the laid back Lake Como attractions, or have a blast in Lake Geneva! This hidden gem is perfect from golfers (only 5 minutes from Geneva National) to families. Give us a try, and enjoy a discount on your second stay!

4.95 out of 5 average rating, 338 reviews

Cabin in Whitewater

Glamping Cabin on Cold SpringTree Farm

Unfortunately we can't accommodate same day bookings as we don't have enough lead time to prep the cabin for your stay. Glamping on a working Christmas tree farm. Beautiful single room stone cabin with loft and wood burning stove. Two small beds in loft and futon on main floor folds out into full bed. Lots of room around to pitch tents as well. Situated on 40 acres of land with a pond, barn with basketball court, creek and Christmas tree fields.

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Other great vacation rentals in Darien

5 out of 5 average rating, 28 reviews

Tiny home in Harvard

Tiny House on Horse Farm

EddieRating, 5 stars2 weeks ago

I had a terrific time here! The surroundings are so stunning, peaceful, and welcoming. I especially loved feeding and petting the beautiful horses and hearing all of the pleasant sounds of nature. And the tiny house itself is very comfortable and enjoyable. This is the perfect spot for an overnight excursion from the city!

Superhost

A compact bathroom features a white sink with a wooden cabinet below and a toilet positioned beside it. A shower area is partially visible, enclosed with a grey and white striped curtain. A textured bath mat is placed on the tiled floor, adding a subtle touch.

Home in Janesville

4.81 out of 5 average rating, 43 reviews

Entire House Janesville Wi

MelanieRating, 5 stars1 month ago

Was in town for a comedy festival. This spot was a great location and was in a quiet peaceful area while still being close to everything we wanted to do. Instructions for check in/check out were super easy to follow. Very comfortable stay!

Condo in Fontana-on-Geneva Lake

A compact kitchen nook features wooden shelving stocked with dishes and decorative items above a countertop. A coffee maker and a wine cooler are placed on the smooth surface, enhancing the functionality of the space. Natural light brightens the area through adjacent windows.

5 out of 5 average rating, 24 reviews

Heaven on Earth! 2 BDR Fontana Flat, Walk to Lake

darleneRating, 5 stars1 week ago

Perfect n every aspect! Would stay again!!!

5 out of 5 average rating, 13 reviews

An open concept living and dining area is filled with natural light from large windows. A modern dining table with white chairs is set against a brick fireplace. A cozy sectional sofa is positioned nearby, creating a welcoming space for gatherings.

Home in Delavan

Airy Delavan Lake Oasis

AngelicaRating, 5 stars2 months ago

I had a wonderful stay! The host was amazing any problem or concern I ran into she was so proactive and on it ! She even decorated for me ! She is the best host I ever had !

Home in Janesville

5 out of 5 average rating, 3 reviews

The Mayfield House

ScottRating, 5 stars1 week ago

Would highly recommend Beth and Eric's home. It was super charming and well done. They embraced the history of the house being a Sear's home and the history it offers. The home was super clean and well decorated. Beth and Eric were amazing hosts and super friendly. The communication with them was great and they were super accommodating to use as guests.

An inviting loft space showcases natural wood beams and large triangular windows that allow ample light to fill the room. Two comfortable sofas provide seating, complemented by a rustic wooden coffee table and a decorative storage trunk.

Cabin in Delavan

4.86 out of 5 average rating, 196 reviews

Cabin Outdoor HotTub Sleeps 7 Pet Friendly

ElizabethRating, 5 stars2 weeks ago

LOVED the cabin, it was family friendly. Exactly as the listing, well stocked kitchen with useful items. Very much enjoyed our time, will be back!

Superhost

A modern kitchen area features a sleek countertop with stylish bar stools. Open shelves display decorative items, and a chic backsplash complements the contemporary design. Soft lighting enhances the inviting atmosphere, while a potted plant adds a touch of greenery to the space.

4.81 out of 5 average rating, 21 reviews

Lake Geneva Gem: Luxury, Comfort & Prime Location

DarrenRating, 5 stars1 month ago

Great location perfectly located between Delavan and Lake Geneva. Views from balcony are amazing for sunset's. So close to Mars resort, Niche wine bar. Great location for week or weekend stay. only downside, which we know before booking is we rented for a month and no laundry facilities on site, so you have to drag laundry to laundromat on weekly basis for long term rental. overall 5 stars across board on this rental.