Vacation rentals with a patio in Middleton

4.97 out of 5 average rating, 218 reviews

A branch adorned with delicate white flowers is positioned in a vase on a table, creating a soft focal point. In the background, a spacious bed is partially visible, with natural light entering from a window, enhancing the bright interior.

Loft in McFarland

#301 Private Apartment in Historic McFarland House

*** Our 2nd Floor is being remodeled throughout 2025 adding 4 more units to the old McFarland House This newly remodeled unit is located in the attic of the Historic McFarland House, built in 1857 in the community that bears its name. Nestled in our small suburban downtown, this unit is perfect for travelers visiting the Madison area or nomads making a pit stop in the mid-west. Only 8mi to campus or a quick commute to the capitol, McFarland is an easy exit off multiple highways and interstates.

4.95 out of 5 average rating, 104 reviews

The open living area features high ceilings and large windows that allow natural light to fill the space. A green sectional sofa and matching ottoman are arranged around a coffee table. A wooden dining table is visible in the background, along with a modern kitchen.

Cabin in Portage

Secluded WI River Getaway w/ Hot Tub near Skiing

Get away from daily routines & refresh by the Wisconsin River at your private & peaceful retreat located near Devil's Lake, Cascade Ski & Devil's Head Ski/Golf Resorts & WI Dells. Perfect for families w/ 9 beds, 8 person Hot Tub, 6 Kayaks (May-Oct), Ping Pong, Foosball, Darts & Outdoor Games. The modern spacious design is filled w/ natural light, luxury comforts & new furnishings w/ Chef’s Kitchen, Weber Grill, Fireplace & Solo Stove. Ask us about nearby River Islands or day trips to ski/hike.

4.96 out of 5 average rating, 224 reviews

A red door with a decorative wreath opens to a outdoor patio area, featuring a comfortable seating arrangement and potted flowers. Lush greenery surrounds the space, enhancing the connection to nature, with a glimpse of the lake in the background.

Cabin in Fox Lake

Cabin on the Trail

Kick back and relax in this cozy space with up north, cabin vibes. In the summer months enjoy the excellent fishing and boating and in the winter have fun ice fishing on beautiful Fox Lake! *Please read the full description and look at all of the pictures of the property *Not suitable for parties or loud gatherings. Please note, there is a 4 person maximum *All dogs/pets must be pre-approved by the host. There is a $50 pet fee/stay. *Check out our “cottage on the trail”, closer to the lake.

5 out of 5 average rating, 155 reviews

An open-concept living space features warm wood paneling and large glass sliding doors offering views of the river. A seating area is arranged with plush cushions, and a wooden table with bar stools is positioned nearby, inviting relaxation while enjoying the serene waterfront scenery.

Cabin in Edgerton

Waterfront modern cabin w/ kayaks

VERY romantic getaway for 2! Enjoy your own private dock, welcome to tie off your own boat or rent locally. Complimentary use of 2 kayaks. Beautiful modern riverfront cabin near Lake Koshkonong's eateries and entertainment. Soak in the gorgeous Wisconsin summer with water activities at your fingertips. The rest of the year take in the pristine wonderland views in our enclosed balcony. Only 30 minutes from Madison's world class culinary experiences, performance arts, sports & festivals.

Place to stay in Brodhead

The exterior of a historic one-room schoolhouse is shown, featuring a red front door and a fenced yard. Surrounding trees provide a natural backdrop, and a shed is visible nearby. Soft sunlight enhances the inviting outdoor space, contributing to a peaceful setting.

4.98 out of 5 average rating, 197 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.

4.91 out of 5 average rating, 155 reviews

A private deck features a round table surrounded by four chairs with cushions, offering views of the lake. The area is adorned with trees and distant seating by the water, while the sky is filled with clouds, creating a serene outdoor atmosphere.

Cabin in Fort Atkinson

Cozy Lake Cottage With The Best View & Pontoon!

Location, Location, Location! Incredible views! Retreat to this cozy Lake Koshkonong cottage with vaulted ceiling and southern exposure. Enjoy spectacular sunsets and views of the 10,000 acre lake from the north shore. Fish, hunt, boat, ski, swim, snowmobile, or simply soak up the sun and take in the view from this quiet retreat on a dead-end street. Fresh paint, bedding, and furniture make this little gem very comfortable. Great Walleye ice fishing right in front of this property!

4.88 out of 5 average rating, 139 reviews

A bright living area features a subtle color palette with natural light enhancing the space. A plush sofa is positioned near a small coffee table, complemented by an accent chair. A kitchenette is visible on one side, along with a decorative area rug that adds warmth to the hardwood floor.

Apartment in New Glarus

Süden Chalet - Trail-side, 1 Bdrm in New Glarus

Enjoy access to all that America's Little Switzerland has to offer! This one bdrm chalet apartment offers a bright spacious living area w/ kitchenette, bedroom and bath, and balcony. Set just off of the highway and next to the biking and snowmobile trails and within walking distance to downtown New Glarus shopping, bars, restaurants, festivals and more, this is the spot to be! Check out Bailey's Run Winery or the New Glarus Brewery and New Glarus Woods State Park, just up the trail!

4.99 out of 5 average rating, 233 reviews

A cozy seating area features a light gray sofa positioned in front of a mounted TV and an electric fireplace, which emits a calming glow. A decorative plant adds a touch of greenery, while a textured rug and a basket with a towel enhance the inviting ambiance.

Guest suite in Madison

Peaceful 2 BR/1 BA w/ patio, fireplace, pool table

• 1400 sq. ft. lower level suite • Private backyard with patio & gas fire pit • Two TVs • Electric Fireplace • Pool table • Stocked kitchenette w/ bar seating area • Workspace • Blackout shades and curtains • Onsite parking in the driveway for one vehicle • Ample street parking • 16-min drive to UW campus and downtown • 9-min drive to the airport • 6-min drive to shopping and restaurants • Extremely safe neighborhood • License No. LICHMD-2022-00079 • Zone Permit ZTRHP1-2022-00005

4.97 out of 5 average rating, 208 reviews

The cabin's exterior features a striking A-frame design, constructed from log wood. Freshly fallen snow blankets the steps and surrounding landscape, while snowflakes gently cascade from the sky. A welcoming red door and two red chairs on the porch invite relaxation amidst the tranquil winter setting.

Cabin in Lone Rock

✧Driftless Chalet✧ Secluded cabin on 5 acres

Welcome to Driftless Chalet! The wonders of the Driftless Area lie just outside your window. Located on 5 wooded acres just past Spring Green, make this cozy cabin (with fast wifi, heat and A/C!) your HQ as you explore American Players Theater, House on the Rock, Taliesin, state parks, the WI River, wineries and more. Watch for deer and birds while sipping coffee on the porch, roast marshmallows over the campfire, bust out the board games and make lifelong memories!

4.96 out of 5 average rating, 162 reviews

The image depicts a charming three-building arrangement situated on a cul-de-sac. The structures feature varying architectural styles with a mix of siding colors. Lush greenery is visible in the surrounding landscape, and an American flag is displayed on one of the buildings under a blue sky with scattered clouds.

Guest suite in Deerfield

Studio on the Prairie Fen

Kick back and relax at the Studio! The Studio is a 400 sq ft unique suite in the lower level of our home. A private locked entrance opens up to a sunny space with great views of a wetland beyond the backyard. Private patio to enjoy morning coffee and the sunrise. A great place to unwind and enjoy nature's beauty! We have binoculars if you love bird watching, and bikes to ride or hike the Glacial Drumlin Trail just 0.1 mile from the front door. Lic LICHMD-2021-00621.

4.86 out of 5 average rating, 148 reviews

A cozy cabin interior features warm wooden paneling and soft lighting. A brick fireplace adds comfort, while a spacious bed is dressed in a patterned quilt. A inviting sofa and round area rugs enhance the welcoming atmosphere of the living space.

Cabin in Brodhead

Cozy Cabin on Decatur Lake

Relax in this cozy cabin on the lake. Fish, hike or even swim (after a short canoe/kayak paddle); just like being Up-North without the drive! Use our canoe or kayaks or bring your own. Cook indoors or out. Near Sugar River Trailhead, Headgates Park and Three Waters Reserve. A few miles away from tubing on the Sugar River. An hour from Madison and 30 minutes from Beloit, Monroe or Janesville. Previously listed by Betty and under her same great management!

4.97 out of 5 average rating, 133 reviews

The kitchen features white cabinetry with sleek hardware and a large sink positioned under a window. A tile backsplash adds a modern touch. Ample counter space is available for meal preparation, and kitchen essentials are organized in drawers.

Home in Sun Prairie

Nothing Else Like It!

There is absolutely nothing else like it available, and you’ll agree as soon as you step foot inside! This beautifully designed home makes your stay comfortable with it's high end furnishings, bedding, towels, mattresses and dishes. Kick back and relax in this calm, stylish space. Fully fenced backyard great for dogs, entertaining and room for kids to play. Private work space available too! All bedrooms have room darkening shades!

Popular amenities for Middleton patio rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Apartment rentals with a patio

4.97 out of 5 average rating, 33 reviews

A spacious bedroom features a large bed with white linens and decorative pillows. A comfortable chair sits beside a small side table. Soft lighting is provided by lamps on either side of the bed, and a window allows natural light to fill the room.

Apartment in Middleton

Private yet close to everything!

Apartment in Fort Atkinson

A wooden entertainment center features a built-in gas fireplace, flanked by decorative floral arrangements in vases. Above, a flat-screen television is mounted, while glass-front cabinets display various items. A cozy atmosphere is complemented by warm lighting, creating a welcoming focal point in the living area.

5 out of 5 average rating, 21 reviews

Quiet Country Oasis

Apartment in Wisconsin Dells

A spacious outdoor porch is equipped with comfortable seating arranged around a central coffee table. A gas grill is positioned nearby, and decorative cafe lights add a cozy ambiance. Lush greenery surrounds the area, enhancing the inviting outdoor space.

5 out of 5 average rating, 116 reviews

Downtown! Updated cozy unit. Firepit*Porch*Patio!

4.97 out of 5 average rating, 39 reviews

The exterior of a cottage-style residence is shown, featuring a sloped roof with red accents. Black shutters frame a large window, while a covered porch provides seating. Lush greenery is present in a planter, and a charcoal grill is visible nearby.

Apartment in Monroe

McG Resorts Chic Chalet

4.96 out of 5 average rating, 74 reviews

A cozy living area is showcased with soft, orange walls and a plush carpet. A large television is positioned on a wooden media stand, accompanied by bookshelves filled with various materials. Comfortable seating includes a gray couch and two patterned armchairs, creating an inviting space.

Apartment in DeForest

30 mins to capital and 45 mins to Devil’s lake

5 out of 5 average rating, 19 reviews

A cozy living area is presented with a dark leather sofa and an armchair. A wooden coffee table sits in the center, surrounded by a textured area rug. Decorative lamps provide soft illumination, while light walls create a warm atmosphere.

Apartment in Stoughton

Bees on Main: sweeter than ever

4.89 out of 5 average rating, 9 reviews

A cozy living area features a dark sofa with accent cushions and a wooden coffee table. A patterned rug lies on the wooden floor, while natural light fills the space through large sliding glass doors that lead to a small balcony.

Apartment in Sun Prairie

1 Bedroom - 1218 Canterbury Ct

Apartment in Spring Green

The exterior of a two-story yellow house is featured, showcasing a deck area surrounded by greenery and a lawn. Large windows are visible, allowing for natural light. Trees frame the background, adding to the serene outdoor environment.

4.93 out of 5 average rating, 15 reviews

The Yellow House - Upstairs

House rentals with a patio

4.95 out of 5 average rating, 85 reviews

An A-frame house with a sloped metal roof is set among trees, showcasing a spacious front balcony with wooden railing. Light is visible streaming from large windows, while a gravel pathway leads to the entrance and is bordered by small shrubs.

Home in Blanchardville

Coffee with a View

5 out of 5 average rating, 18 reviews

The historic inn features a blue exterior with a spacious front porch adorned with white railings, highlighted by decorative red, white, and blue accents. Lush green grass surrounds the property, with several flowering plants positioned near the foundation, under a clear blue sky.

Home in Cross Plains

Haney's Tavern

4.97 out of 5 average rating, 114 reviews

A modern single-story home is set on a manicured lawn, featuring a grey exterior and multiple large windows. A wooden ramp leads to a welcoming front porch, with several steps leading up to the entrance. Lush trees provide natural shade in the surrounding area.

Home in South Wayne

Welcome to the "Bat Cave"!

5 out of 5 average rating, 103 reviews

Home in Baraboo

Hawsin Haven

4.99 out of 5 average rating, 84 reviews

A spacious bedroom features a peaked wooden ceiling and is illuminated by natural light from two windows. A cozy striped blanket covers the bed. A nightstand with a lamp and a seating area with a chair and a sofa bed are also present.

Home in Dodgeville

Two Private Floors in Secluded Home

4.82 out of 5 average rating, 164 reviews

A charming exterior showcases a single-story home with a gray facade and white columns on the porch. The front yard features well-maintained greenery, including shrubs and flowers, complemented by mulch beds. A spacious porch with seating is visible, inviting relaxation.

Home in Monroe

Home away from home, close to historic square

4.91 out of 5 average rating, 23 reviews

The exterior of a restored stone house showcases its historic charm, featuring a light-colored stone facade and multiple windows that enhance natural light. The entrance is framed by a wooden door, offering a welcoming approach to the home.

Home in Exeter

Stone Farmhouse Stay

5 out of 5 average rating, 152 reviews

The house is illuminated at night, revealing a spacious deck adorned with soft lighting. Large windows display a welcoming interior ambiance. The surrounding garden features lush greenery and blooming flowers, while the towering trees create a serene backdrop.

Home in Baraboo

Crown Lodge, Baraboo Bluffs

Condo rentals with a patio

An aerial view of a multi-story building features a blue-roofed entrance and multiple balconies overlooking lush greenery. The surrounding area is characterized by a mix of trees and open fields, with vehicles parked in designated spaces.

Odyssey Dells-Wisconsin Dells, 2 Bedroom Villa -BG

4.9 out of 5 average rating, 40 reviews

Spacious Condo Retreat for 10-14 ppl

A cozy family room features a stone fireplace and a mounted TV. Comfortable seating includes a small dining table with chairs and a lounge chair. Soft carpeting covers the floor, and natural light enters through nearby windows, illuminating the inviting space.

4.88 out of 5 average rating, 137 reviews

Grace-Jo @ Tamarack Highland 5

The image displays a scenic view of a riverfront condo complex with balconies overlooking the water. A red boat is docked nearby, reflecting blue skies and clouds. Below, a cozy interior is showcased with a queen bed, a television, and a seating area featuring a fireplace and large windows for natural light.

4.92 out of 5 average rating, 286 reviews

1BR UpperDells Riverfront: Jacuzzi, Pool & Hot Tub

A unique A-frame exterior features a mix of black wooden siding and natural brown shingles. A small patio area is visible with a round table and four black chairs, surrounded by well-kept shrubs and landscaped gravel.

4.9 out of 5 average rating, 107 reviews

Dells Retreat - A Romantic Haven- Luxury Living

5 out of 5 average rating, 3 reviews

Condo in Baraboo

Luxury Family Getaway | 4BR Condo - Glacier Canyon

A spacious outdoor dining area is set up on the wooden rooftop deck, featuring a rectangular table surrounded by woven chairs. Each place is elegantly arranged with red mugs and coordinating plates, while warm sunlight casts elongated shadows across the deck.

4.87 out of 5 average rating, 134 reviews

Downtown Dells Bachelorette/Bachelor Headquarters

A spacious living area features a cozy seating arrangement with a patterned sofa and armchair, complemented by a wooden coffee table. A round dining table with a slate top is also visible. A large Jacuzzi is set in a nook nearby, and soft lighting creates an inviting ambiance.