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Vacation rentals with outdoor seating in Ashland County

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Top-rated outdoor seating rentals in Ashland County

Guests agree: these outdoor seating rentals are highly rated for location, cleanliness, and more.

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Guest favorite
A modern studio condo interior is presented, featuring a spacious bed with a quilted coverlet. A gas fireplace offers warmth, while large windows frame panoramic lake views. A light-toned armchair and decorative shelves enhance the cozy ambiance, with a bright door leading to an outdoor space.
Condo in Bayfield
4.91 out of 5 average rating, 129 reviews

Beachfront Condo -Stunning Views & Convenience All

This charming condo has everything you could want in your Bayfield getaway and more! This second floor (top floor) studio condo unit features panoramic lake views, a crisp & modern interior, new gas fireplace, fully-equipped kitchen, and even a private deck overlooking the lake (perfect for dining al fresco or enjoying a sunset cocktail). There's even a sandy beach for swimming literally steps from the condo! The condo is located an easy walk to Bayfield's myriad charming shops & restaurants as

Top guest favorite
A bright living room is characterized by light wooden flooring and natural light. Two white sofas are positioned around a wooden coffee table, with a decorative lamp on one end. A large television is placed in front of a wooden cabinet, and a doorway leads to the rest of the condo.
Condo in Bayfield
4.98 out of 5 average rating, 159 reviews

Captain's Cabin

Centrally located in the heart of downtown Bayfield--this charming, ground-level condo is just steps away from restaurants, coffee shops, and a block from City Dock and the Lake. The 830 sq.ft condo sleeps 4. A spacious bedroom holds a king bed while the living room has queen sleeper sofa. Located in the historic George Crawford House on one of Bayfield's classic brick lined streets, private parking is provided at the rear of the building with a short walk to the best of everything in Bayfield.

Guest favorite
A charming single-family home is surrounded by lush greenery and features a combination of wood and brick exteriors. A covered porch with decorative woodwork adds character, while large windows invite light into the space. The picturesque front yard is well-maintained and complements the overall curb appeal.
Home in Ironwood
4.94 out of 5 average rating, 117 reviews

Comfy Homebase for your Upper Peninsula Getaway

Centrally located 2 bed, 1.5 bath single family home all to yourself. Terrific floorplan with eat-in kitchen, large living + dining room with fireplace, 2 bedrooms and newly remodeled full bath. Powder Room on lower level. Just a few blocks to charming downtown Ironwood, Iron Belle Trail + close to Miners Park with trails for walking, mountain biking, snowshoeing, x-skiing. Quick access to all that’s amazing about the U.P.! If you love outdoor fun, this is the place to stay, relax + rejuvenate!

Top guest favorite
A modern kitchen features a blend of white cabinetry and butcher-block countertops. A farmhouse sink and slate appliances complement the design. A coffee bar setup is visible beside a vintage stove, with natural light illuminating the space through window treatments.
Home in Ironwood
4.98 out of 5 average rating, 194 reviews

On the Trail-Cedar Sauna & Close to Ski & Trails

Our happy, extremely private little house sits on 2 lots & backs to the Iron Belle Trail! Minutes to Trails, Lakes & more. Updated floor to ceiling bringing a Light & Bright AZ-modern farmhouse vibe. Slate appliances inc a dishwater! farm sink, butcher-block countertops, coffee/Nespresso bar converted from orig owners 1894 stove, restored wood floors, 3 season porch w/ 1970's console & vinyls for your evening dance. Large deck & fire pit awaits your bottle of wine or cup of coffee.

Top guest favorite
The cabin exterior features logs and a screened porch, offering shaded seating. A wooden deck wraps around, and steps lead up to the entrance. A propane grill is visible, and greenery surrounds the space, providing a secluded atmosphere.
Cabin in Bayfield
4.98 out of 5 average rating, 341 reviews

The Copper Squirrel of Little Sand Bay DogsWelcome

A mature forest and a beautiful pond are what you'll see when you arrive at this cozy, secluded, full log cabin. The cabin was recently completely renovated (Mar/April 2025)from log to log and is stocked with everything you'll need for your stay. It has all new appliances, furniture, fixtures, bathroom, cabinetry. 💚 It is the perfect homebase to relax after a long day of hiking Frog Bay, Houghton Falls, Lost Creek Falls, Meyers Beach, or shopping in nearby Bayfield, Washburn, or Cornucopia.

Guest favorite
The modern cabin is nestled among tall trees, featuring a large screened porch that is partially framed by natural surroundings. Soft light filters through the foliage, creating a serene atmosphere. Lounge chairs are positioned near the porch, enhancing the inviting outdoor space.
Cottage in Bayfield
4.88 out of 5 average rating, 169 reviews

Superior Sanctuary: Refined Rustic in the Woods

Escape to the tranquil shores of Lake Superior in our charming retreat! Nestled within the serene Brickyard Creek Community, this modern haven offers a perfect blend of rustic elegance and contemporary comforts.  Immerse yourself in nature's beauty, unwind on the spacious screened porch, and cozy up by the fireplace. Your peaceful escape awaits. • Screened Porch with Swing Chairs • Access to Beach and Hiking Trails • Smart TV & Streaming • Modern Kitchen  • Boat Slip Rental Available

Guest favorite
The Shell Cabin exterior is surrounded by trees, featuring a light grey siding and a welcoming front porch with wooden steps. A white door with a decorative glass panel is flanked by windows, inviting entry into the cozy retreat.
Cabin in Ironwood
4.96 out of 5 average rating, 548 reviews

The Shell Cabin at Rockhound Hideaway

An outdoor enthusiasts dream awaits at Rockhound Hideaway's Shell Cabin, with opportunities for hiking, biking, fishing, boating and everything in between. Take in the views from your back deck, relax around the bonfire, enjoy walk to Lake Superior, hike or snowshoes the North Country Trail to waterfalls or take a day trip to the Porkies. Don't forget to visit Downtown Ironwood and experience its charm for yourself. Amazing star gazing and Northern Lights potential! 420 Friendly for 21&up.

Guest favorite
A studio space features a spacious bed and a queen sofa sleeper, accented by neutral-colored walls. Natural light enters through a nearby window, illuminating the cozy sitting area with its black couch. A small dining table and kitchenette are seen in the background.
Condo in Bayfield
4.8 out of 5 average rating, 377 reviews

One Minute Walk to Lake Superior. Brookside #11

Amazing location! This Comfy Studio Condo sleeps 4, Whirlpool tub/shower,King bed & Queen sofa sleeper. Strong Wifi, balcony, AC, CableTV and fire pit wood provided. 1 minute walk to the marina. Bayfield is 2.3 mi from Brookside. Hike or bike the Brownstone trail along the lake. Take the ferry to Madeline, cruise the apostles, Sail, fish, kayak, golf, orchards, ski and more!! The pool and restraunt opens July 1st. 5 minutes from Bayview beach, Mt Ashwabay, Big top and Adventure Brewery.

Top guest favorite
A dining table is set with a neutral table runner and a decorative centerpiece featuring flowers. Surrounding the table are four white chairs, with natural wood walls adding warmth to the space. Large windows with subtle curtains provide ample natural light, illuminating the cozy interior.
Chalet in Bessemer
4.94 out of 5 average rating, 209 reviews

Hot Tub • Sauna • Fireplace • Big Powderhorn

Welcome to Carini Cavern, your private guest chalet designed with comfort, fun, and attention to detail. This cozy retreat is ideal for both romantic getaways and family adventures. Nestled at the heart of Big Powderhorn and just a short drive from the area's top attractions, our chalet features all the essentials, including a gas fireplace and an outdoor hot tub, blending homey warmth with the indulgence of a luxurious escape. Come unwind and enjoy a truly memorable stay at Carini Cavern.

Top guest favorite
A charming red cottage is nestled among tall trees, showcasing a welcoming front with two white Adirondack chairs placed on a natural surface. Decorative flower arrangements hang near the entrance, surrounded by lush greenery and plants.
Guesthouse in Ashland
4.99 out of 5 average rating, 392 reviews

Norrsken Scandinavian Cottage

The guest cottage is painted to resemble a Scandinavian retreat. Complete with separate bedroom, extra fold-out sofa queen bed, kitchenette, wood burning stove, WiFi (the best we can find but not great!!!) and large television (DirecTV), it is a great getaway for a couple or a family. Owners live on property if you need anything. If you are a bit adventurous, we can put up a tent right next to Lake Superior. The entire property is smoke free. For a quiet stay, no snowmobiles or ATVs.

Guest favorite
The exterior of the house features a light green facade with white trim and a welcoming front porch. A swing chair and two wooden chairs provide seating, while a small set of stairs leads to the entrance. Lush greenery surrounds the base of the house.
Home in Ironwood
4.96 out of 5 average rating, 271 reviews

The House Next Door, In-Town Two Story House

The House Next Door has a Northwoods feel while being in town and close to your likely destination. Just four blocks from downtown Ironwood, and in the heart of all the outdoor adventure the Gogebic Range has to offer. You'll love the warm cozy feel, and the ability to mingle in the open concept lr/dr/kitchen downstairs, or retreat upstairs for a quiet, peaceful setting. Individuals, couples, families, and up to eight friends would enjoy my place, provided you can live with one bathroom.

Top guest favorite
A charming A-frame chalet is surrounded by vibrant autumn foliage. The exterior features a blue metal roof and large windows that allow natural light to fill the interior. A wooden deck extends from the front, providing outdoor seating options, while a small shed is visible to the right.
Chalet in Bessemer
4.95 out of 5 average rating, 273 reviews

Hot Tub • Fireplace • Dog Friendly •Big Powderhorn

My place is located at Big Powderhorn Ski Resort and close to Lake Superior, family-friendly activities, great views, restaurants and dining. You’ll love my place because of the location, the ambiance, the outdoor space, and the neighborhood. My place is good for couples, solo adventurers, and families (with kids). Dog friendly! Outdoor Hot Tub! Wood burning Fireplace with wood supplied! Great cell service! TV, Cable, Roku, WIFI....great entertainment! Washer/Dryer

Popular amenities for Ashland County outdoor seating rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

House rentals with outdoor seating

Guest favorite
A small wooden dining table is positioned against the wall, accompanied by two white, spindle-back chairs. A light plaid table runner is placed across the table. Natural light filters in through a nearby window, creating a warm and welcoming dining space.
Home in Ashland
4.87 out of 5 average rating, 171 reviews

Bungalow (House) on Chequamegon Bay.

Guest favorite
The exterior of the farm-style house is shown, featuring a welcoming porch and multiple windows. A large tree is positioned to the right, contributing to the home's charm. The building's blue siding reflects a serene aesthetic under a partly cloudy sky.
Home in Ashland
4.88 out of 5 average rating, 244 reviews

Entire- Cozy Chequamegon Home

Guest favorite
The exterior of the home showcases a wooden façade surrounded by lush greenery and tall trees. A fire pit surrounded by log seating sits in the foreground, offering a relaxing outdoor space. A patio with chairs and an umbrella is visible near the entrance.
Home in La Pointe
4.94 out of 5 average rating, 131 reviews

Henny Penny-Quiet and Close to Town

Top guest favorite
This charming three-story home features a warm, beige exterior with a central entrance. A set of stone steps leads to the front door, flanked by two lantern-style lights. A large grassy lawn is visible in the foreground, with colorful shrubs along the pathway.
Home in Ironwood
4.98 out of 5 average rating, 108 reviews

Momma's Haven-With Sauna

Guest favorite
A renovated kitchen and dining area showcases wooden cabinetry and a spacious island. A dining table with multiple chairs is set up beside a wall adorned with artwork. Soft lighting enhances the welcoming atmosphere, while large windows bring in natural light.
Home in Ironwood
4.88 out of 5 average rating, 107 reviews

Renovated 19th Century UP Getaway in Ironwood

Top guest favorite
The spacious living area features comfortable seating arrangements with dark leather chairs facing a plush area rug. An open layout connects to the dining area and kitchen, bathed in natural light, with a doorway leading to a cozy bedroom in the background.
Home in Hurley
4.98 out of 5 average rating, 160 reviews

Cheerful, Charming Retreat

Guest favorite
A welcoming living room features two comfortable sofas and an armchair arranged around a central coffee table. Soft lighting from lamps and a hanging fixture illuminates the space, while natural light filters through windows adorned with light-colored drapes. A textured area rug anchors the seating area.
Home in Ironwood
4.96 out of 5 average rating, 163 reviews

Park Place - Updated Home Close to Downtown

Top guest favorite
The exterior of Sasquatch Lodge features wood siding and a welcoming entrance with a staircase leading up to two balconies. A large mural of Sasquatch is displayed prominently above the entrance. Surrounding greenery enhances the sense of privacy and connection to nature.
Home in Wakefield
4.99 out of 5 average rating, 110 reviews

Sasquatch Lodge Vacation Home

Apartment rentals with outdoor seating

Top guest favorite
The open living area features large south-facing windows allowing natural light to fill the space. A comfortable gray sofa and a supportive chair are arranged on a patterned rug. A small table is set up for work or dining, complemented by greenery from nearby plants.
Apartment in Bayfield
5 out of 5 average rating, 84 reviews

Sunny + Quaint Rental in the Heart of Bayfield

Top guest favorite
An open living area features a comfortable leather couch and a cozy plaid throw. A round coffee table is positioned center, with a small flat-screen TV mounted on the wall. The kitchen flows into the space, equipped with modern appliances and bar stools at the countertop.
Apartment in Wakefield
4.97 out of 5 average rating, 37 reviews

Sun Dance Apartments unit 3

Guest favorite
A covered porch area displays two decorative chairs and a welcoming sign. Vibrant flower pots add color to the scene, while sheer curtains can be seen through the glass doors leading into the condo. A white lattice serves as a decorative boundary.
Apartment in Bessemer
4.86 out of 5 average rating, 7 reviews

Powderhorn Condo Snowdrift #5

Guest favorite
A cozy living area features a comfortable gray sofa and a plush red armchair, accompanied by a wooden coffee table. The room is divided into a sleeping area with a queen-size bed, adorned with light-colored bedding. Soft lighting enhances the welcoming atmosphere.
Apartment in Bayfield
4.83 out of 5 average rating, 121 reviews

Lake Superior Getaway. Hillside Suites Unit #1.

Guest favorite
The ground-level patio features outdoor seating with a table and chairs, set against a backdrop of landscaping that includes ornamental grasses and a rose bush. Two entrances with glass doors provide access to the living spaces above.
Apartment in Bayfield
4.89 out of 5 average rating, 61 reviews

Easy access ground level condominium

Guest favorite
Two private patios are visible in front of the unit, featuring wooden chairs and steps leading to a well-maintained, grassy area. Mature trees surround the space, providing a natural ambiance. Large windows allow ample light into the interior, enhancing the connection with the outdoors.
Apartment in La Pointe
4.93 out of 5 average rating, 140 reviews

Treehouse 2 on Madeline Island

Superhost
The exterior of the two-story Woodland Lodging is surrounded by lush greenery, showcasing a wooden facade and a spacious porch with a railing. A gravel pathway leads to the entrance, with stairs providing access to the upper level.
Apartment in Bayfield
4.82 out of 5 average rating, 11 reviews

Woodland Lodging | Cozy Forest Apartment

Guest favorite
A view of the serene Lake Superior is framed by large glass doors, leading to a private deck. The seating area features a cozy sofa and a light wood coffee table, complemented by a dining space with wooden chairs. Natural light illuminates the interior.
Apartment in Bayfield
4.93 out of 5 average rating, 29 reviews

Bayfield Island View "Fedora" on Lake Superior

Condo rentals with outdoor seating

Guest favorite
An outdoor dining area features a black metal table surrounded by six matching chairs. The setting is complemented by a view of the lake, with grassy areas and trees visible in the background. Light filters through the trees, creating a serene atmosphere.
Condo in La Pointe
4.98 out of 5 average rating, 108 reviews

#1 Lakeside

Superhost
A wooden dining table with four chairs is positioned in the center, accompanied by a stationary menu holder. A comfortable couch is visible in the background, facing a light-filled sliding door leading to a balcony. Warm lighting from lamps adds a cozy ambiance.
Condo in Bayfield
4.82 out of 5 average rating, 87 reviews

Downtown Bayfield 2 BR Condo fireplace sleeps 6

Top guest favorite
A snowy slope is framed by trees, leading to a rustic building situated at the hilltop. The clear blue sky adds to the serene ambiance, while the well-groomed snow indicates an ideal location for skiing.
Condo in Wakefield
4.97 out of 5 average rating, 201 reviews

Cozy & Clean 2B/2B Condo w/ Jetted Tub!

Guest favorite
An aerial view captures the winter landscape surrounding the condo units, blanketed in fresh snow. The buildings are set back from a frozen pond, with evergreen trees visible in the background. A ski lift stands nearby, indicating access to the slopes.
Condo in Wakefield
4.97 out of 5 average rating, 36 reviews

Ski In & Ski Out

Guest favorite
A living area features a cozy seating arrangement with red couches and decorative pillows. A flat-screen TV is visible alongside a stylish fireplace, while natural light enters through skylights and a window displaying snow-covered trees outside. Wooden paneling creates a warm ambiance.
Condo in Ironwood
4.88 out of 5 average rating, 34 reviews

The North Woods Retreat 2

Guest favorite
A spacious outdoor deck overlooks the harbor, featuring a large dining table with matching chairs and a blue umbrella for shade. The serene lake view is framed by colorful autumn foliage, contributing to the inviting outdoor space.
Condo in Bayfield
4.94 out of 5 average rating, 34 reviews

Bayfield on the Lake - Waterfront Condo (#303)

Guest favorite
A rustic wooden exterior features a welcoming front porch and multiple large windows framed in red shutters. Snow blankets the ground, and icicles hang from the roof, giving a cozy winter vibe to the ski-in/ski-out condo.
Condo in Bessemer
4.96 out of 5 average rating, 23 reviews

Ski In/Out BunkHouse at Black River Basin, Unit #2

Top guest favorite
A two-story condo is surrounded by a fresh blanket of snow. Dual balconies can be seen on the second level, framed by light-colored siding. Footprints lead through the pristine snow, and tall trees add a natural backdrop to the property.
Condo in Ironwood
4.97 out of 5 average rating, 32 reviews

Cozy home away from home #2 Schnickelfritz

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