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Cottage vacation rentals in Bayfield

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Top-rated cottage rentals in Bayfield

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Cottage in Ashland

4.76 out of 5 average rating, 54 reviews

Cottage 12 - Mission Springs Resort

If you're looking for a relaxing getaway you've found it! We love this cottage because it sits right on top of the hill leading down to the lake-there is nothing like an early morning stroll, coffee in hand, down to the beach. The bedrooms have old-fashioned windows that hook to the ceiling when they are open--letting in the sound of the waves hitting the beach (one of which is just down the hill from your front door). You are 20 minutes from Bayfield and the Apostle Islands. Take a ferry ride to Madeline Island, rent kayaks and tour the sea caves, or watch the sunset while on an Apostle Islands boat tour. You have found the launching point for the vacation you will never forget! Eat in kitchen. Living room with Direct TV. Plenty of parking for boats or ATV's. Very close to the best little tourist town of Bayfield and the Apostle Islands. Perfect place to vacation. Fun for the whole family.

Dec 2 – 9

G$14,345 GYD per night

Cottage in Herbster

4.91 out of 5 average rating, 279 reviews

Lake Superior's Cranberry River Cottage- The Wren

Enjoy beautiful Lake Superior in this clean cozy modern cottage located in the quaint little town of Herbster where the Cranberry River enters. It's just a short couple blocks to the beach and playground. Enjoy the beautiful sunsets, swimming, boating, kayaking, biking, fishing, hunting, and skiing with ATV and snowmobile trails nearby. Explore the Chequamegon National Forest or venture to Bayfield, home of the Apple Fest, or visit Apostle Islands National Lakeshore to see the ice/sea caves.

Mar 30 – Apr 6

G$25,343 GYD per night

Cottage in La Pointe

5.0 out of 5 average rating, 27 reviews

Haven House on Madeline Island

Come and enjoy everything Madeline Island has to offer! Haven House is a well-maintained 2 bedroom cottage, less than 1 mile from from the beach in either direction! Living room hosts an electric fireplace, TV with cable, and an upright piano. Kitchen is fully equipped! Things to do on the island: - Rent scooters and tour the island - Hike Big Bay State Park - Bike into town and visit local art galleries - Kayak the lagoon at Big Bay Town Park - Gift shops, restaurants, and ice cream shop!

Jan 28 – Feb 4

G$61,376 GYD per night

Cottage in Bayfield

4.98 out of 5 average rating, 52 reviews

Bayfield Fruit Loop Retreat - Main Cottage

Welcome to the Bayfield Fruitloop Retreat, featuring a beautiful "Main Cottage" nestled in 7 acres of woods in Bayfield, Wisconsin. The property allows you to savor a peaceful & quiet northwoods experience but still minutes from several attractions & historic downtown Bayfield. The property is conveniently located just 5 minutes' drive or 2.5 miles from the center of downtown Bayfield. Located right on country Hwy J, a starting point for a self-guided tour around the city of Bayfield where a

Dec 13 – 20

G$42,738 GYD per night

Cottage in Two Harbors

4.95 out of 5 average rating, 21 reviews

Silver Creek B&B - The Cottage

*NEW Ownership, SAME Incredible Experience - Over 400 4.9 Stars!!* Welcome to The Cottage at Silver Creek B&B. Nestled on 13 acres, the Silver Creek B&B is obsessed with providing a unique experience while combining the essence of what makes the North Shore special. We are located near some of the best outdoor activities MN has to offer. From hiking Gooseberry (13min) or Split Rock (20min) to biking the scenic Gichi-Gami trail or Trout Fish the Stewart river (3mi) we are in outdoor paradise.

Nov 16 – 23

G$31,330 GYD per night

Cottage in Iron River

4.86 out of 5 average rating, 35 reviews

Willow North Cottage in Iron River, Wisconsin

Enjoy this newly renovated, cozy, two-bedroom cottage all on a no public access lake in the Northwoods! Sip on your morning coffee among the tall pines, or watch the sunset on the back deck overlooking the lake. The cottage feels very remote being on this private lake, but not far from many premier attractions. We are located just 5 minutes from the town of Iron River, in Bayfield County. Features a private keypad entry, queen-sized bed, bunk beds, kitchen, private deck with stairs & more!

Nov 23 – 30

G$35,850 GYD per night

Cottage in Bayfield

4.83 out of 5 average rating, 109 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

Mar 18 – 25

G$71,192 GYD per night

Cottage in Duluth

4.99 out of 5 average rating, 166 reviews

Wildwood Cottage, North Shore Private Retreat

Wildwood Cottage is a newly built, 3 bedroom, 2 bathroom retreat, nestled into the woods. There are 80-plus acres of forested state land to the south of the property with a walking trail to the Sucker River leading to a fabulous swimming hole. Located 20 mins. from Canal Park, Downtown Duluth and Two Harbors, 5 mins. to Stoney Point and Knife River Marina Beach, makes this a fabulous location 1 mi. north of Lake Superior and the North Shore Scenic Drive (Grandma's Marathon route).

Feb 3 – 10

G$57,497 GYD per night

Cottage in Cornucopia

4.98 out of 5 average rating, 96 reviews

Borealis Cottage by Siskiwit Bay

Borealis Cottage sits on a 2-acre, private, wooded lot in the sustainably designed Sawgrass Community of Cornucopia. Light-filled cottage with open floor plan includes a sleeping loft, screened porch, gas fireplace, and fully-equipped kitchen. A quick, quiet walk from the cottage takes you to a private wooded path with access to Cornucopia Beach on Siskiwit Bay. Explore the Apostle Islands National Lakeshore--our cottage is located 4 miles from Meyers Beach and 20 miles from Bayfield.

Oct 15 – 22

G$35,649 GYD per night

Cottage in Cornucopia

4.98 out of 5 average rating, 109 reviews

Escape to the Lake at Corny Cottage

Looking for the picture-perfect lakefront cottage that makes you feel like you’re getting away from it all, but still convenient to all Lake Superior’s South Shore has to offer? You’ll find this and more at Corny Cottage! This two-bedroom, one-bath lakefront cottage perfectly combines modern style (and amenities!) with the cozy charm that makes this area so authentic. NOTE: During the winter, the three-season porch section of the cottage will very likely be too cold to utilize.

Feb 17 – 24

G$46,150 GYD per night

Cottage in Herbster

4.99 out of 5 average rating, 139 reviews

Applegate Cottage - South Shore of Lake Superior

Applegate cottage is an adorable cottage located just a short walk from the beautiful beach in Herbster, Wisconsin on the Lake Superior Scenic Byway. Whether you like hiking, biking, kayaking, skiing or just relaxing, there’s something nearby for everyone. Bayfield County has orchards, wineries, the Apostle Islands, sea caves, boutique shopping, waterfalls, great restaurants and so much more! Best of all…the sunsets! And, every season brings it’s own beauty!

Mar 29 – Apr 5

G$30,878 GYD per night

Cottage in Lake Nebagamon

5.0 out of 5 average rating, 124 reviews

Guest House at the Lake

GUESTS 6 MONTHS & UP MUST BE FULLY VACCINATED & BOOSTED TO RESERVE. Be our guest in this lovely guest house on Lake Minnesuing! Curl up with a good book near the gas fireplace, or play the old fashioned board games provided. In 10 minutes you can be cross country skiing/snow shoeing on the Afterhours Ski Trails, with some trails overlooking the famous Brule River. Superior & Duluth along the shores of the world's largest fresh water lake is 30 minutes away.

Oct 23 – 30

G$32,475 GYD per night

Vacation rentals for every style

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Apartments

Convenient locations with everyday essentials

Popular amenities for Bayfield cottage rentals

Free parking on premises

Air conditioning

Cottage rentals with free parking

Cottage in La Pointe

4.96 out of 5 average rating, 26 reviews

Bright Updated Lakefront Home As Your Retreat

Oct 3 – 10

G$50,002 GYD per night

Cottage in Two Harbors

4.91 out of 5 average rating, 70 reviews

Fox+FernCottage- Cozy family friendly downtown TH

Dec 17 – 24

G$33,632 GYD per night

Cottage in Lake Nebagamon

5.0 out of 5 average rating, 14 reviews

Adorable East Lake Cottage on Lake Nebagamon

Mar 29 – Apr 5

G$57,176 GYD per night

Cottage in Upson

4.98 out of 5 average rating, 49 reviews

Stunning 3 bed, 2 bath private lake front cottage.

Oct 20 – 27

G$56,617 GYD per night

Cottage in Two Harbors

4.8 out of 5 average rating, 46 reviews

Spring Specials Now! ~ Secluded in Segog

Jul 15 – 22

G$43,925 GYD per night

Cottage in Two Harbors

4.88 out of 5 average rating, 24 reviews

Cozy home walkable to downtown Two Harbors

Jan 26 – Feb 2

G$49,004 GYD per night

Cottage in Saxon

5.0 out of 5 average rating, 21 reviews

The Curry Cottage - Private, Country, and Cozy

Jun 14 – 21

G$29,766 GYD per night

Cottage in Bayfield

4.9 out of 5 average rating, 31 reviews

Cottage @ Seagull Bay Motel

Nov 8 – 15

G$41,772 GYD per night

Pet-friendly cottage rentals

Cottage in Knife River

4.83 out of 5 average rating, 89 reviews

Be Still, relax, rejuvenate at River Bend Cottage

May 13 – 20

G$39,138 GYD per night

Cottage in Two Harbors

4.85 out of 5 average rating, 80 reviews

Burlwood Cottage on Lake Superior

Jul 7 – 14

G$147,575 GYD per night

Cottage in Minong

4.99 out of 5 average rating, 79 reviews

Welcome to Loons Landing in Minong, WI

Sep 8 – 15

G$48,470 GYD per night

Cottage in Lake Nebagamon

4.83 out of 5 average rating, 263 reviews

Uncle Bob's Cabin (LTR)

Oct 2 – 9

G$35,751 GYD per night

Cottage in Herbster

4.9 out of 5 average rating, 78 reviews

Private Oasis, Hygge Retreat: Near Cornucopia, WI

Jan 30 – Feb 6

G$33,950 GYD per night

Cottage in Duluth

4.97 out of 5 average rating, 30 reviews

Cozy Cottages with a Superior View Cottage #6

Apr 19 – 26

G$34,027 GYD per night

Cottage in Washburn

5.0 out of 5 average rating, 7 reviews

The white cottage @ Bodin's resort

Oct 31 – Nov 7

G$59,631 GYD per night

Cottage in Solon Springs

4.8 out of 5 average rating, 15 reviews

Cheerful lake cottage on Upper St. Croix Lake

Sep 21 – 28

G$36,258 GYD per night

Private cottage rentals

Cottage in Solon Springs

Secluded Wisconsin Cottage w/ Nearby Lake Access

Mar 20 – 27

G$51,561 GYD per night

Cottage in Herbster

4.98 out of 5 average rating, 212 reviews

Lake Superior's Cranberry River Cottage- The Raven

Jan 19 – 26

G$25,343 GYD per night

Cottage in Cornucopia

4.98 out of 5 average rating, 50 reviews

Lupine Landing | Tiny Home on the Big Lake

Jan 24 – 31

G$38,803 GYD per night

Cottage in Bayfield

5.0 out of 5 average rating, 24 reviews

Bayfield Fruit Loop Retreat - Rock Garden Cottage

Nov 28 – Dec 5

G$43,965 GYD per night

Cottage in Bayfield

4.88 out of 5 average rating, 34 reviews

Creek Trail Cottage

Sep 7 – 14

G$66,226 GYD per night

Cottage in Bayfield

4.87 out of 5 average rating, 53 reviews

Little Bear Cottage

Oct 14 – 21

G$54,047 GYD per night

Cottage in Bayfield

4.91 out of 5 average rating, 22 reviews

Bayfield Fruit Loop Retreat -2 Cottages

Mar 30 – Apr 6

G$82,959 GYD per night

Cottage in Bayfield

Aspen Chalet

Jun 25 – Jul 2

G$78,258 GYD per night

Destinations to explore