Holiday rentals with outdoor seating in Williams Bay

4.89 out of 5 average rating, 140 reviews

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.

4.97 out of 5 average rating, 141 reviews

A charming two-story cottage is surrounded by a well-maintained lawn and mature trees. A paved driveway leads to a detached garage, while flower beds add a touch of color to the landscape. Clear skies provide a serene backdrop to the inviting exterior.

Cottage in Williams Bay

Clover Cottage in Williams Bay - with Hot Tub!

Welcome to Clover Cottage, a non-smoking, family friendly home with modern updates, within short walk of beach, lake, coffee and restaurants (and ice-cream shops!). Enjoy coffee or tea on the porch and relax in the spacious backyard with Hot tub, grill and fire pit. Beach is 0.7mi walk. Kitchen is fully equipped, including blender, Keurig, espresso maker, and more. Local attractions include Music by the Lake, Kishwauketoe Nature Conservancy, Yerkes Observatory, and more Baby gate provided.

A manicured lawn gently slopes towards a serene body of water in the distance, framed by tall trees on either side. The landscape features lush greenery under a partly cloudy sky, creating an open and inviting outdoor space.

4.98 out of 5 average rating, 239 reviews

Lake Geneva Cloud 9

A resort community with outdoor pool (open during the summer season only) boat launch, tennis courts and small craft rentals on the premises. Beautiful views of Lake Como from the patio. Five minute drive to Downtown Lake Geneva. Free parking and keypad entry. Walk to The Ridge Hotel Resort and enjoy the use of their amenities for a small user fee which includes indoor and outdoor pools, spa, whirlpool, fitness center and restaurant. The condo is comfy and ready to make your stay memorable.

A welcoming living area is presented, featuring a spacious black sectional sofa and a cozy round chair. Natural light floods in through sliding glass doors, leading to an outside view. A subtle decor with plants and a table lamp adds to the inviting ambiance.

4.91 out of 5 average rating, 192 reviews

Lake Geneva cottage with private beach access

This 100 year old cute cottage is located just down the street from beautiful Lake Como that offers fishing, boating, and water sports. It is just a short drive to Lake Geneva and all it has to offer with its beautiful lake, shopping, historic buildings, and delicious restaurants. Along with the house you get access to the HOA covered private beaches and playgrounds nearby. There is also a bar and grill down the street with live music. Bring your family or your friends and welcome to my home.

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!

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.

4.93 out of 5 average rating, 172 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.

A bright and open living area features large windows allowing natural light to fill the space. A modern dining table with white chairs sits adjacent to a cozy seating arrangement with a gray sofa and decorative pillows. A stylish fireplace adds warmth to the ambiance.

4.96 out of 5 average rating, 195 reviews

Renovated Luxury Retreat Near Lake•Peaceful Escape

Luxury getaway close to private beaches, downtown Lake Geneva, and many area amenities. Relax in comfort in this newly renovated 3-bedroom. Enjoy all that the Lake Geneva area has to offer while unwinding in a modern, comfortable retreat. Conveniently located a 3-min walk to Lake Como and a 10-min drive to downtown Lake Geneva. Charming golf cart community with so much to do. Perfect for couples, families, and business travelers. Ideal space for up to 4 adults and great for families of 5.

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.

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.

4.97 out of 5 average rating, 195 reviews

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.

A log home is displayed with a prominent stone chimney, featuring a spacious deck that wraps around the structure. Tall trees and lush greenery surround the property, contributing to a serene outdoor environment. A glimpse of additional buildings can be seen in the background.

4.91 out of 5 average rating, 336 reviews

Willow Creek Lodge

Our log home is located just 3.5 miles west of Downtown Lake Geneva with all the shopping, entertainment, theaters and restaurants it has to offer. You'll also be just steps away from Lake Como, one of Wisconsin's prettiest lakes offering excellent swimming, fishing & water sports. Expansive outdoor living space, large well appointed rooms and new modern amenities guarantee a comfortable stay. This is an amazing home with a great location.

A spacious living room features comfortable seating arrangements, including a sleeper sofa and armchair. Natural light filters through large sliding doors, leading to a balcony. A cozy gas fireplace adds warmth to the space, complemented by a round coffee table and a flat-screen TV mounted on the wall.

4.94 out of 5 average rating, 208 reviews

Beautiful Villa with Amenities Galore

Escape to the lake! Resort passes included with your stay. This beautiful villa happily welcomes families and adults 25 and older. Just five minutes from downtown Lake Geneva, and Williams Bay, this clean and comfortable second floor condo offers the best of both worlds. After your day or night's adventures, return home to the privacy of your own lake condo! Being a peaceful location, you'll appreciate our "no parties" rule.

Popular amenities for Williams Bay outdoor seating rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with Outdoor Seating

4.8 out of 5 average rating, 5 reviews

Home in Williams Bay

The Cozy Cottage

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.

4.98 out of 5 average rating, 42 reviews

Cozy cabin getaway near Lake Como and Lake Geneva

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

4.98 out of 5 average rating, 138 reviews

A living area features a stone fireplace and large windows providing views of Lake Beulah. Comfortable seating surrounds a wooden coffee table. A dining table is visible, alongside decor elements that create a cozy ambiance. Natural light floods the space, enhancing the connection to the outdoors.

Home in East Troy

Lakeside Getaway

A transparent dome structure is set on a wooden deck, featuring soft seating and decorative pillows. Warm string lights illuminate the exterior, creating a cozy ambiance. A patterned rug covers the floor beneath the seating area, offering an inviting space for relaxation.

4.98 out of 5 average rating, 104 reviews

Guest Favorite: Clean, Cozy & Close to All

A spacious living area features comfortable gray sectional sofas adorned with turquoise cushions. A light wooden coffee table is centered on a soft area rug. Soft lighting is provided by table lamps, and large sliding doors lead to an outdoor space with a view of greenery.

4.95 out of 5 average rating, 97 reviews

Relaxing getaway/StepsToLake/Pool/Tennis/nearDT/WD

5 out of 5 average rating, 4 reviews

Home in Williams Bay

Walk to Lake Relaxing Williams Bay Getaway

4.92 out of 5 average rating, 66 reviews

A covered hot tub is illuminated with soft blue lighting, creating a serene atmosphere. Behind the tub, a grassy yard features string lights above and a fire pit surrounded by seating, enhancing the outdoor setting.

Home in Williams Bay

Bay Family Getaway (Hot tub/Theater)

Apartment rentals with outdoor seating

The room features two queen beds with elegant headboards, complemented by a cozy seating area with a green armchair. Natural light enhances the warm wood ceiling and deep teal walls, while a patterned rug lies beneath a small table.

5 out of 5 average rating, 12 reviews

The Eastpoint Suite 1|Walk to lake|

An inviting living area presents a green sofa facing a mounted television. A coffee table rests atop a colorful area rug. Natural light fills the space through large windows. A dining area with a table and chairs is visible in the background, along with decorative wall art.

4.93 out of 5 average rating, 136 reviews

Downtown Lake Geneva New York Suite Near Beach

4.94 out of 5 average rating, 67 reviews

A cozy living area features a red sofa adorned with decorative pillows, a wooden coffee table, and a round dining table surrounded by six chairs. Light illuminates the space, creating a warm atmosphere. The kitchen area is visible in the background.

Apartment in Waterford

Cozy lower level 2 bedroom apartment.

An open living space features a large wooden dining table with seating for ten, complemented by a blue accent wall. Comfortable seating areas are visible, including a red sofa and various nautical decor accents throughout the room. Natural light filters through the windows, enhancing the spacious layout.

4.99 out of 5 average rating, 127 reviews

Downtown Lake Geneva-The Nautical Cottage

A cozy common area features a navy blue sofa adorned with a bright cushion, complemented by a woven chair. A small side table sits beside the sofa, and a textured rug enhances the floor. Soft ceiling lights create an inviting atmosphere.

5 out of 5 average rating, 265 reviews

Downtown Geneva Street Getaway

4.98 out of 5 average rating, 48 reviews

A two-story house features a vibrant green exterior with wood shingle accents on the lower level. A white front porch with railings is complemented by window boxes filled with pink flowers. Large windows allow natural light to fill the interior spaces.

Apartment in Waterford

Charming Retro Apartment

The open living area features high ceilings and large windows that invite natural light, while soft blue walls create a calming atmosphere. A comfortable sofa and chairs are arranged around a coffee table, with decorative shelves displaying various blue-themed accents. A dining area is visible nearby.

4.9 out of 5 average rating, 31 reviews

"Lakeloft" Adoring Flat

A bright living area features two spacious sofas adorned with colorful patterned pillows. A wooden coffee table is centered on a geometric patterned rug. Large windows allow natural light to fill the space, complemented by a small plant and decorative accessories.

4.88 out of 5 average rating, 163 reviews

Geneva Suite Walk to Lake Shore Path Sleeps 6

Condo rentals with outdoor seating

Condo in Fontana-on-Geneva Lake

A dining area featuring a rustic wooden table set for six, accented by woven placemats and elegant dishes. Above, an antler chandelier provides overhead lighting. A cozy living space with a light-colored sofa and decorative pillows is visible in the background, enhancing the inviting atmosphere.

4.91 out of 5 average rating, 44 reviews

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

A cozy living area features a grey sectional sofa with patterned cushions and a comfortable armchair. A flat-screen television is mounted on a brick wall above a fireplace, complemented by nautical décor. Light enters through adjacent windows, enhancing the relaxed ambiance.

5 out of 5 average rating, 11 reviews

Sailor’s Delight: lakefront condo w/fireplace

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.

Condo in Geneva

Quaint, quiet condo minutes from Lake Geneva

Enjoy onsite Waterpark in this family friendly 1BD

The living area features a dark leather sofa adorned with blue throw pillows, accompanied by a light gray couch. A round woven pouf and an antique-style trunk serve as accent furniture. Large glass doors provide access to a balcony, with lake-themed decor on the wall.

4.96 out of 5 average rating, 168 reviews

LakeView-SummerPool-FamilyFriendly-CloseToTown

4.93 out of 5 average rating, 14 reviews

Sunset + Lake View Stylish Condo in Lake Geneva

An inviting suite showcases a large flat-screen television mounted on a stand, surrounded by warm-toned walls with unique textures. A comfortable seating area is presented with a patterned chair, while a spacious bed draped in rich red bedding is visible in the background.

4.92 out of 5 average rating, 116 reviews

Top location, no cleaning fee, everthings close B

The living area features a light-colored sofa paired with dark chairs, set around a wooden coffee table. A decorative rug lies beneath, and large windows flood the space with natural light. An open kitchen with modern appliances is visible in the background, accented by patterned backsplash.