Holiday rentals in Delavan Lake

A cozy living room features a gray sectional sofa accompanied by a light wood coffee table. A textured area rug lies underfoot, and sunlight filters through the windows, creating a bright atmosphere. Decorative wall art and a woven accent piece add charm to the space.

4.83 out of 5 average rating, 23 reviews

Cozy Cottage - 2 Blocks from Lake

Just two blocks from Delavan Lake & only a mile from Lake Lawn Resort, this charming cottage offers the perfect blend of relaxation w/easy access to local bars/restaurants & the serene beauty of the lake.A short drive takes you to the shops & restaurants of Lake Geneva.When you return, unwind on the peaceful patio or sip coffee on the porch overlooking a tree canopied area—an ideal spot for kids to play. With a firepit & plenty of space to gather, the outdoor setup invites cozy evenings w/family

4.89 out of 5 average rating, 140 reviews

Home in Lake Geneva

Sweet retreat is waiting for you!

Sweet Retreat is ready for a cozy winter getaway. Come spend the weekend with friends and family or have a much needed vacation. Lake Geneva has something for everyone. Our Sweet Retreat is a perfect location for winter activities and is a short drive to downtown Lake Geneva. Tons of bars and restaurants to enjoy and explore . Three ski resorts, tons holiday festivities, Santa cruise and much more located around the area. Our home is fully decorated and ready for your friends and family.

Superhost

A spacious living area features high, wooden beams and large windows allowing natural light. A stone fireplace is positioned centrally, accompanied by a cozy seating arrangement. A dining table sits adjacent, surrounded by earthy decor, enhancing the rustic ambiance.

Cabin in Delavan

4.87 out of 5 average rating, 221 reviews

Cabin Outdoor HotTub Sleeps 7 Pet Friendly

Renovated cottage. Featuring a full bath, hot tub, stone stacked fireplace and much more. Bedrooms are cozy , with hand crafted log furniture & accessories, Master has a queen size bed and guest bedroom has full size. 2 sofa sleepers upstairs in the loft area. Centrally located on Delavan's north shore and in walking distance of multiple bars and restaurants including the world famous Inn Between Bar and Grill. Within 1 miles of the Lake Lawn resort which offers golf, dining, and boat rentals.

4.98 out of 5 average rating, 244 reviews

The entrance of the A-Frame cabin features a wooden door framed by large windows. Two black wire chairs sit on a wooden deck, complemented by potted plants. Natural surroundings enhance the welcoming feel of the entrance.

Cabin in Lake Geneva

Dog friendly - A-Frame adventure

Welcome to The River Birch Cabin, located in Lake Geneva, Wisconsin. Featured in Madison Magazine, this 1966 A-Frame is located two blocks from Lake Como and minutes from downtown Lake Geneva. It has many amenities including the Little Birch A-Frame playhouse for the kids and an outdoor firepit. The River Birch is just a 20 minute drive to Alpine Valley for snow skiing and summer concerts! It’s an ideal getaway for couples, families, or friends seeking relaxation and nature and dog friendly!

4.96 out of 5 average rating, 116 reviews

The welcoming entrance of the cabin is illuminated under a dusky sky, showcasing a broad front porch supported by intricately designed wooden beams. Stone accents frame the entryway, while landscaped paths lead to the steps, inviting guests into a cozy retreat.

Cabin in Delavan

The Hideaway: 8 Acre Resort

Welcome to The Hideaway, an eight-acre luxury log retreat near Whitewater Lake and Kettle Moraine State Park, offering year-round access to scenic parks and hiking. Outdoor amenities include a hot tub, fire pit with oversized Adirondack seating, and lighted pickleball and beach volleyball courts. Inside, enjoy a 16-foot shuffleboard table, foosball, air hockey, ping pong, and a private home theater. Six bedrooms, including a primary suite with jetted soaking bath, provide exceptional comfort.

5 out of 5 average rating, 96 reviews

A rustic log home is nestled among trees with vibrant autumn leaves. A spacious porch extends across the front, with seating visible. Large windows reflect the surrounding nature, and a well-maintained yard consists of trimmed bushes and a gravel pathway leading to the entrance.

Cabin in Delavan

Modern Log cabin, great location.

Take it easy at this unique and tranquil getaway. Rustic meets modern in this stylish log home retreat! Plenty of acres to enjoy nature while being close to all the great things this area has to offer! Lakes, hiking, dining, boating, and more are all within minutes from your stay. With a fully stocked home, you have all you need to make your stay convenient and relaxing. !!Sorry, no pets allowed at this location and no events big or small allowed (weddings, retreats, parties, etc.)!!

4.95 out of 5 average rating, 220 reviews

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

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 !

4.97 out of 5 average rating, 146 reviews

The cottage features a charming facade with a combination of blue siding and stonework. Two sets of double doors are framed by large windows, allowing natural light to fill the entrance. Flower beds line the pathway leading to the front door, enhancing the welcoming appearance.

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, 195 reviews

A breathtaking view of the sunset over Lake Como is framed by large glass doors. The patio features comfortable seating, adorned with potted plants, while the tranquil lake and lush greenery create a serene backdrop.

Apartment in Lake Geneva

Lakefront condo with magnificent view & 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.

4.92 out of 5 average rating, 109 reviews

The home is set on a spacious lot surrounded by mature trees, showcasing a welcoming exterior design with light-colored siding and a gabled roof. Lush greenery and flowering plants create a natural border along the pathway, leading to an inviting front porch.

Cottage in Lake Geneva

The Peacock Cottage

Cozy, quiet, accessible Lake Geneva home with large open living area, vaulted ceilings, large 1-acre wooded lot. 3 minutes from beach, 5 minutes to both Lake Geneva and Williams Bay, 2 minutes to a local Wisconsin-style convenience store. Welcome to the Peacock Cottage! Located on a deep, private lot surrounded by woods, so it's great to let loose without any nearby traffic. We are super into cozy homes, and love creating spaces that are restful and fun.

5 out of 5 average rating, 21 reviews

Waterfront Home |Lake Delavan |Pier |Fire Pit

Perfect retreat for the summer or winter whether it's with your family or friends. Fire pit next to the lake with a huge backyard, Children are welcome, Beautiful beaches nearby and great restaurants. Peaceful Conference. Board retreats. 20 Minute drive to Lake Geneva. Located on the quiet inlet of Lake Delavan, this (5) bedroom (3) bathroom home captures the beauty and serenity of Southeastern Wisconsin, making it the perfect vacation retreat for summer.

4.98 out of 5 average rating, 159 reviews

The exterior of the blue house is complemented by white-framed windows featuring flower boxes with blooming red flowers. A small landscaped area with green plants lines the building, while dappled sunlight filters through the nearby trees.

Flat in Lake Geneva

Pedal Inn II

The Pedal II is located just off the beaten path, yet still walking distance to downtown Lake Geneva and many fabulous restaurants. Back yard is private and not shared, perfect for a getaway with your pets. Parking available for up to 3 cars. This unit offers 2 bedrooms each with a king size bed. In the living room there is a queen size fold out sofa sleeper. The kitchen has all the amenities including a coffee maker, pots, pans and cooking utensils.

Popular amenities for Delavan Lake holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Delavan Lake

4.98 out of 5 average rating, 42 reviews

A refreshing pool surrounded by a wooden deck is visible, complemented by several loungers for relaxation. Lush greenery frames the area, providing a serene backdrop. Colorful flowers in the foreground add a touch of vibrancy to the peaceful outdoor setting.

Home in Lake Geneva

Cozy cabin getaway near Lake Como and Lake Geneva

4.99 out of 5 average rating, 87 reviews

The inviting living area features a comfortable couch and a round coffee table, illuminated by natural light from large sliding glass doors. Exposed wooden beams add warmth to the room, which opens to a backyard view, enhancing the connection to nature.

Bungalow in Lake Geneva

Cozy Lakeside Retreat. Dog Friendly!

The exterior of a green cottage is shown, featuring a well-maintained yard with gravel paths. A sizable tree stump is positioned in the foreground, while a detached garage is visible to the right, enhancing the property’s spacious feel.

5 out of 5 average rating, 11 reviews

South Shore Retreat: Green House - D

4.92 out of 5 average rating, 50 reviews

A cozy living area is depicted, featuring a brick fireplace beneath a mounted television. Soft furnishings include a gray couch adorned with decorative pillows, positioned around a dark coffee table. Sheer curtains filter light from the nearby window, adding a touch of warmth to the space.

Apartment in Geneva

Quaint, quiet condo minutes from Lake Geneva

4.96 out of 5 average rating, 67 reviews

The charming cottage displays a yellow exterior with white trim and a welcoming porch. An American flag is featured by the door, while a manicured lawn surrounds the house. Pathways guide visitors to the entrance, framed by greenery and landscaping.

Cottage in Williams Bay

A vintage charming 2-bedroom cottage!

4.99 out of 5 average rating, 91 reviews

A welcoming living room features a sectional sofa paired with a round coffee table and two small side tables. A large flat-screen TV is mounted on the wall opposite a colorful guitar-themed artwork. Natural light fills the space through the window, creating a bright atmosphere.

Home in Lake Geneva

LARGE 5 Bed Lake Geneva Home 4 Blocks from Lake!

A modern kitchen with a spacious island, equipped with six black stools. A dining table with wooden chairs is positioned nearby, illuminated by natural light from a window. Decorative elements, including plants and artwork, enhance the inviting atmosphere.

4.89 out of 5 average rating, 18 reviews

Peaceful retreat by the lake.

Superhost

A corner of the renovated cottage is shown, with sunlight illuminating the white siding and dark roof. Leafless trees provide shade, and clear skies overlook the tranquil lake, enhancing the serene setting. A stone pathway leads towards the waterfront, inviting exploration.