Holiday rentals with outdoor seating in Williams Bay

4.97 out of 5 average rating, 147 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 charming wooden house is presented with a dark exterior and a stone chimney. A welcoming porch features two chairs, with subtle pumpkin decorations enhancing the fall aesthetic. The surrounding lawn is well-maintained, bordered by low hedges and trees that provide a sense of seclusion.

4.91 out of 5 average rating, 130 reviews

Lake Como 3BR Cottage - Walk to Water & Wi-Fi

Steps from Lake Como! Our updated 3-bedrm cottage is just 5 houses off the shoreline and mins away from Lake Geneva. Inside you'll find an open living area, Lg kitchen, fast Wi-Fi and smart TV-perfect for family movie nights. Outside enjoy the shady yard and quick stroll to public lk access, local Pubs and boat rentals. 3 comfy bedrooms & 1 full bath Washer/dryer for longer stays Dedicated workspace & highspeed internet Ready for a peacefull getaway? Book your dates while they're still open!

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, 243 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.

4.97 out of 5 average rating, 253 reviews

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, 182 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.

An open living and dining area features a dark wooden dining table surrounded by black chairs. A light blue wall complements a cozy seating arrangement with armchairs and a sofa. Natural light enters through a large sliding door, with decorative elements and a chandelier enhancing the space.

4.9 out of 5 average rating, 208 reviews

Lakeview at CasaComo

Mi Casa Como es su Casa Como Escape the daily grind and plan your getaway to our newly remodeled condo on Lake Como in Lake Geneva. We’re located just 5 minutes outside downtown Lake Geneva, so very convenient for shopping & dining, but peacefully located on quiet Lake Como. We have an outdoor community pool and tennis courts and just a few steps for The Ridge Hotel. We have all that you could want or need within walking distance, so keep your car parked. Come to Casa Como, stay & enjoy!

An inviting living area features a wooden dining table with four chairs, complemented by a cozy chair and a side table. A decorative sign is mounted on the wall, while an air conditioning unit is visible near the window. A faux stove adds aesthetic charm to the room.

4.82 out of 5 average rating, 223 reviews

Cozy Cottage 1.5 Blocks From The Lake

Kick back and relax in this cozy, comfy and stylish 2 bedroom cottage located within walking distance to the shores of beautiful Lake Como and about a 10 minute drive to Lake Geneva. The home features a gourmet kitchen with everything you'll need to prepare and enjoy a great meal. The neighborhood of Lake Como is friendly and fun with plenty of options for dining and nightlife. We are always available to answer any questions prior to and during your stay and would be honored to host you.

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, 104 reviews

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

✔ 1000 Sq. Ft. Ground Level Condo ✔ Patio overlooking expansive lawn ✔ Resort-like community ✔ New community pool ✔ Tennis,v-ball Courts ✔K-cup & drip coffee, Big Screen TV, Cable, FAST wifi ✔Steps to the Ridge Hotel w/ restaurant, coffee/wine shop ✔ Direct lake access w/boat launch, kayak, SUP board rental ✔ 5 min drive to Shops and dining in DT Lake Geneva ✔ Fully equipped kitchen ✔ Close to summer fun: Lake, golf, zipline, hiking ✔Close to Winter fun: Ice Castle, skiing, snowshoeing

4.95 out of 5 average rating, 358 reviews

A spacious kitchen features modern white cabinetry and stainless steel appliances. A large island with seating accommodates guests, while a cozy living area with a gray sofa and fireplace offers a welcoming space for relaxation. Natural light brightens the open layout.

Home in Williams Bay

Cherry Street Retreat, 4BR 4BA Sleeps 14!

The home was featured in the Experience Wisconsin Magazine article "The Six Coolest Airbnbs Found in Wisconsin". We look forward to providing a relaxing retreat with excellent service for our guests. The Williams Bay House is located in downtown Williams Bay, Wisconsin, about 1 block from Geneva Lake. Walk to the beach, boardwalk, boat launch, nature conservancy, park, restaurants, and shops. We offer flexible check-in and check-out times. The primary guest must be over the age of 25.

4.96 out of 5 average rating, 229 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 !

4.92 out of 5 average rating, 110 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 cozy bedroom features a plush king-sized bed with a light-colored duvet and decorative cushions. Natural light enters through large windows adorned with soft curtains. A comfortable bench sits at the foot of the bed, alongside a dark wood dresser and a small television.

4.97 out of 5 average rating, 143 reviews

The Landis, elegant condo w/ king bed & fireplace!

Kick back and relax in this calm, elegant one bedroom Villa with a KING size bed. This vacation rental is in a quiet area of Lake Geneva, but just minutes from all the vibrancy of downtown Lake Geneva or Williams Bay. It is within walking distance to Mars Resort, The Getaway or The Lodge Geneva National. This is a perfect spot for couples looking for a relaxing getaway. Local laws require all guests names and address be provided prior to check in.

Popular amenities for Williams Bay outdoor seating rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with Outdoor Seating

Home in Fontana-on-Geneva Lake

The open dining area features a large wooden table surrounded by eight chairs, illuminated by overhead lighting. Exposed wooden beams span the ceiling, enhancing the spacious feel. A well-equipped kitchen is visible in the background, with a cozy seating area nearby near the window.

4.96 out of 5 average rating, 24 reviews

Cozy Fun Hexagon Home on Wooded Lot, Close to Lake

4.97 out of 5 average rating, 30 reviews

Home in Burlington

Long Lake Retreat - Cottage in Burlington, WI

A charming exterior view of the house showcases vibrant orange flowers lining the pathway. The structure features a sloped roof and large windows, with a scenic view of the lake visible in the background. A bright orange mailbox stands at the forefront, adding a pop of color.

4.93 out of 5 average rating, 107 reviews

Como Lake house with boat and motor included

4.97 out of 5 average rating, 34 reviews

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

Bungalow in Delavan Lake

The kitchen features dark cabinetry complemented by a granite countertop. Stainless steel appliances, including an oven and microwave, are present. A large window provides natural light, and a wood-paneled accent wall adds warmth. A door leads to an outside area.

4.89 out of 5 average rating, 28 reviews

Paradise City Gem: Lake Geneva

4.94 out of 5 average rating, 16 reviews

The Brass + Elm Retreat

5 out of 5 average rating, 43 reviews

Wind Down on Vine - Lake Como private home

4.93 out of 5 average rating, 70 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, 19 reviews

The Eastpoint Suite 1|Walk to lake|

5 out of 5 average rating, 181 reviews

Apartment in McHenry

Walk to downtown McHenry. Heart of the Fox River

4.93 out of 5 average rating, 74 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, 129 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, 271 reviews

Downtown Geneva Street Getaway

4.92 out of 5 average rating, 245 reviews

Upper Level Apartment in Historic Home|Downtown LG

4.98 out of 5 average rating, 51 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

4.88 out of 5 average rating, 51 reviews

A serene lake view is captured at sunset, with vibrant colors reflected on the water's surface. A wide wooden dock extends into the lake, lined with boat lifts and floating wave runner parking, inviting recreational activities and relaxation.

Apartment in Ingleside

Chain O' Lakes 3/1.5 Beach Penthouse and Boat Dock

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, 47 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, 13 reviews

Sailor’s Delight: lakefront condo w/fireplace

4.92 out of 5 average rating, 51 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

Condo in Fontana-on-Geneva Lake

The kitchen features dark cabinetry against a brick wall, complemented by a large island with seating for six. Pendant lights hang above, illuminating the cooking area which includes modern appliances and tasteful decor. A dining table is positioned in the background, promoting an open-concept feel.

4.89 out of 5 average rating, 27 reviews

Abbey Villas Condo Steps to Pool Near Beach

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, 174 reviews

LakeView-SummerPool-FamilyFriendly-CloseToTown

4.93 out of 5 average rating, 42 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, 118 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.