
Vacation rentals with outdoor seating in Ashland County
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Top-rated outdoor seating rentals in Ashland County
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Entire- Cozy Chequamegon Home
Escape suburbia at our quaint farm style house about a mile from Lake Superior and about 1/2 mile from Northland College. Guests describe our home as cozy & reminiscent of visiting their favorite coffee shop. The house offers 4 bedrooms, 1 full bathroom on the second floor & a half bath on the main floor. A portable crib is available for infants (30 1b max). Please note that we are in the process of having baseboards milled by a local crafts person who is also installing them when we are closed.

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.

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!

Trail View 2 Hot Tub/Theater/Massage/Sauna/Mt View
This luxury condo has it all. You can't beat the location & all amenities at this price. Next to Powderhorn's parking lot & Ottawa National Forest. 1700 sq ft condo in wooded area. Breathtaking views. All private. Indoor 24/7 8-person hot tub, cold punge, sauna, zero-gravity massage chair, central air, 4 HEPA air purifiers, infinite hot water, 4k 65" tv, high-end Atmos theater, memory foam beds, heated bidet, 400mb wifi, fireplace, smart grill, & stocked kitchen. 3 bedrooms and 2 full baths.

HOT FIND *Powderhorn Porch* 4B/1BA dwntwn Bungalow
Welcome to the Powderhorn Porch! When you get off the trails or slopes there isn't a better place to come home to than this cozy 4BR/1BA bungalow located in downtown Ironwood just blocks from the trails. Long driveway to hold your vehicles and trailers. Centrally located to all that the Gogebic Range has to offer including 4 ski resorts, snowmobile trails, waterfalls, hiking, Porkies, Lake Superior, Copper Peak, and cute shops & restaurants. This home is perfect for your next trip to the UP!

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.

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.

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.

The Acorn of Little Sand Bay Dog Friendly
Modern, rustic, Aframe cabin on 10 wooded acres; beautiful, simple décor, fully equipped kitchen, new appliances, glass stove top, airfryer oven, filtered H2O/ice maker. Enjoy a luxurious bathroom, with a heated tile floor, walk-in shower. Towels, shampoo/conditioner/bodywash are provided. King-size bed in the loft area. Smart TV, wifi. Books, games, bluetooth speaker The woodstove heats the cabin perfectly in the colder months. All wood provided. There is also a minisplit heat/ac unit.

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.

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.

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
House rentals with outdoor seating

Bungalow (House) on Chequamegon Bay.

Henny Penny-Quiet and Close to Town

Momma's Haven-With Sauna

Renovated 19th Century UP Getaway in Ironwood

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

Cheerful, Charming Retreat

Park Place - Updated Home Close to Downtown

A+ Amenities~ Fire Pit~ 2 Kings~ Pets~ EV Charger
Apartment rentals with outdoor seating

Sunny + Quaint Rental in the Heart of Bayfield

Sun Dance Apartments unit 3

Powderhorn Condo Snowdrift #5

Lake Superior Getaway. Hillside Suites Unit #1.

Easy access ground level condominium

Treehouse 2 on Madeline Island

Residence (Bay West)

Woodland Lodging | Cozy Forest Apartment
Condo rentals with outdoor seating

#1 Lakeside

Downtown Bayfield 2 BR Condo fireplace sleeps 6

Beachfront Condo -Stunning Views & Convenience All

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

Ski In & Ski Out

Sky Top Summer Retreat at Powderhorn Mountain

Cozy home away from home #2 Schnickelfritz

Boatworks #201. Sleeps 8. Pet Friendly. Elevator
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