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Bayfield vacation rentals

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Top-rated vacation rentals in Bayfield

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Condo in Bayfield

4.91 out of 5 average rating, 104 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

Condo in Bayfield

4.97 out of 5 average rating, 103 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.

Cabin in Herbster

4.97 out of 5 average rating, 103 reviews

Cedar Ridge | Hand-Crafted Cabin w/Lake Views

This newly built cabin will take your breath away. You’ll find the perfect blend of Northwoods rustic charm and creature comforts in this 3 bdrm cabin nestled in the woods overlooking Lake Superior’s Bark Bay. You’ll fall in love with all the care & attention its owners have put into every detail. From the stunning cedar beams that provide the backdrop to the incredible lake views to the hand-crafted interior woodwork and the beautiful kitchen, you will see how unique and special this cabin is.

Chalet in Bayfield

4.98 out of 5 average rating, 133 reviews

The Acorn of Little Sand Bay Dog Friendly

Welcome to my new modern-rustic, Aframe cabin in the woods... The Acorn. Beautiful, simple décor, fully equipped kitchen, new appliances, glass stove top, airfryer oven, filtered H2O/ice maker. Enjoy a luxurious bathroom, heated tile floor, walk-in shower, shampoo/conditioner/bodywash 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.

Guesthouse in Cornucopia

4.9 out of 5 average rating, 289 reviews

Waterfront Lake Superior's South Shore, "Sky Fire"

Relax with expansive views of Lake Superior as you bask in the glow of the wood burning fireplace's radiance. Waves echoing off the brownstone cliff upon which this special home is perched, absorb the splendor of bald and eagles soaring only feet away. Minutes from your nest is Meyer's Beach, the common entry point to begin your kayak or hiking excursion to the sea and ice caves of this, the greatest of all lakes. Bike, hiking, motorsports and XC ski trails abound. Rest or play. It's all here.

Cottage in Bayfield

4.85 out of 5 average rating, 136 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

Cottage in Herbster

4.98 out of 5 average rating, 248 reviews

Lake Superior's Cranberry River Cottage- The Raven

Enjoy beautiful Lake Superior in the 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 Nat'l Forest or venture to Bayfield, home of the Apple Fest, or visit the Apostle Islands Nat'l Lakeshore to see the sea/ice caves.

Townhouse in Bayfield

4.98 out of 5 average rating, 156 reviews

Cozy Downtown Flat with Historic Waterfront Views

Nestle into a cozy flat perched above a rare books and vinyl shop. Enjoy a morning cup of coffee as you watch boats depart from the historic waterfront. Leave the car behind and wander historic streets discovering quaint shops and good eats. Venture a little further and find the start to the 300 acre Big Ravine Preserve trails. End the day at Washington Avenue Beach watching the sun set over the islands. This flat welcomes you in and provides easy access to all the charms Bayfield offers!

Guesthouse in Ashland

4.99 out of 5 average rating, 349 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.

Tiny home in Saxon

4.98 out of 5 average rating, 188 reviews

Parker Creek Tiny House

Come stay on our hobby farm with us! We are in a great central location to multiple hiking trails and gorgeous falls. We have had many guests visit the sea caves in Cornucopia, spend the day in Bayfield, or hike the Porcupine Mountains. We also are only a few miles from the ATV trails if you would rather spend the day riding the trails. We have multiple places to mountain bike or kayak. We have more things to do listed in our details section! Feel free to message me with questions.

Cabin in Herbster

4.93 out of 5 average rating, 165 reviews

SOUTH SHORE A-FRAME//Steps from Lake Superior

A peaceful, feel good place. Renovated rustic modern Aframe off Lake Superior's scenic south shore. Surrounded by evergreen and birch trees in an idyllic woodland setting. Enjoy walks to the beach, breathtaking sunsets and beach bonfires, kayaking the famous seacaves, biking, hiking to waterfalls, shopping for vintage treasures or just relaxing/stargazing in the beautiful private backyard. A perfect home base for exploring the Apostle islands, Bayfield and Madeline Island.

Condo in Ashland

4.91 out of 5 average rating, 101 reviews

Main Street apt 2 blocks from Lake Superior!

STELLA South Shore Stay is a new, gorgeous, one bedroom apartment just two blocks from Lake Superior, located on Main Street in Ashland, WI. Enjoy amenities like memory foam mattresses, high-quality bedding, Wi-Fi, all natural skin care, and much more. Walk to Lake Superior in minutes, get a coffee at the Black Cat or a pastry at the bakery, or enjoy the many restaurants and shops on Main Street. You can also enjoy the many local hikes or check out the Apostle Islands.

Vacation rentals for every style

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Popular amenities for Bayfield vacation rentals

Laptop-friendly workspace

Stay near Bayfield's top sights

The Bayfield Inn22 locals recommend

Manypenny Bistro21 locals recommend

Apostle Islands Cruises14 locals recommend

Trek & Trail13 locals recommend

Howl Adventure Center12 locals recommend

Erickson Orchard & Country Store12 locals recommend

Bayfield house rentals

Home in Ashland

4.87 out of 5 average rating, 152 reviews

Bungalow (House) on Chequamegon Bay.

Home in Ashland

4.87 out of 5 average rating, 228 reviews

Entire- Cozy Chequamegon Home

Home in La Pointe

4.95 out of 5 average rating, 119 reviews

Henny Penny-Quiet and Close to Town

Home in Port Wing

4.9 out of 5 average rating, 197 reviews

Kinney Valley Farm

Home in Duluth

4.99 out of 5 average rating, 232 reviews

Entertainment & Outdoor Activities - Hub

Home in Poplar

4.97 out of 5 average rating, 314 reviews

Cozy Cabin with Trails, River, Fireplace, Private!

Home in Beaver Bay

4.9 out of 5 average rating, 100 reviews

Northwoods Luxury on Private Black Sand Beach

Home in Two Harbors

4.97 out of 5 average rating, 317 reviews

Classic Vintage Log Cabin on Lake Superior

Other great vacation rentals in Bayfield

Cabin in Bayfield

4.97 out of 5 average rating, 98 reviews

Romantic Vineyard Cabin, Sauna, Plunge Pool

Rental unit in Bayfield

4.94 out of 5 average rating, 93 reviews

Lake Superior Getaway. Hillside Suites Unit #2.

Home in Bayfield

4.98 out of 5 average rating, 53 reviews

Bay Top Lake House Spacious Lakeshore Home

Vacation home in Washburn

5 out of 5 average rating, 45 reviews

Historic Hawkes Apartment

Tiny home in Bayfield

4.89 out of 5 average rating, 89 reviews

Little House in the Woods

Home in Bayfield

5 out of 5 average rating, 18 reviews

Comfy, Luxury, King Beds, 5* Location, EV Charger

Rental unit in Bayfield

4.9 out of 5 average rating, 82 reviews

Island View Retreat

Cottage in Bayfield

4.99 out of 5 average rating, 73 reviews

Bayfield Fruit Loop Retreat - Main Cottage

Quick stats about vacation rentals in Bayfield

Total rentals
130 properties
Nightly prices starting at
$70 before taxes and fees
Total number of reviews
4.4K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
40 properties have a dedicated workspace

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Bayfield?
Yes! Work meets play with ease at over 40 vacation rentals in Bayfield featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Bayfield?
Four-legged friends are welcome in Bayfield. Choose from more than 10 vacation rentals for guests traveling with pets.
How much does it cost to stay in house rentals in Bayfield?
Experience the best of Bayfield with our house rentals, starting at about $140 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Bayfield have wifi?
Absolutely! We offer over 20 house rentals with wifi in Bayfield. Enjoy a tailored experience with all the comforts you desire.

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