Pet-friendly vacation rentals in Bayfield

Find and book unique pet-friendly homes on Airbnb

When results are available, navigate with up and down arrow keys or explore by touch or swipe gestures.
0 of 0 items showing
1 of 3 pages

Popular amenities for Bayfield pet-friendly home rentals

Pet-friendly home rentals with a hot tub

Guest favorite
Home in Herbster
4.95 out of 5 average rating, 81 reviews

South Shore Chalet | Luxury & Comfort By the Lake

KellyRating, 5 stars5 days ago
We had a great stay at the chalet. It was clean and bright with lots of extra touches! There is a lot to do in the rental with games and an entire activities room along with the hot tub. The kitchen and coffee bar had everything we needed! And the location is within driving distance of everything the south shore has to offer.
A white vehicle is parked beside a stone pathway leading to a cabin surrounded by trees and autumn leaves. The exterior shows a mix of gray siding and greenery, with a trellis partially covered in foliage. A cozy atmosphere is suggested by the natural setting.
Cabin in Poplar
5 out of 5 average rating, 5 reviews

Lk Superior Cabin with hot tub & private beach

StephenRating, 5 stars5 months ago
The photos don’t do this location justice! The accommodations were top notch, and Jeanne makes you feel like family! Worth every penny! Will be back again to show more friends and family this amazing place!
Home in Bayfield
4.63 out of 5 average rating, 16 reviews

Harbor Hill House Bayfield, WI

BrentRating, 5 stars4 months ago
Wonderfully located property! We walked all around Bayfield. Very close to Ferry's for cruises and Madeline Island. The property is beautiful and worked great for our group of seven adults. Well appointed kitchen. We spent every night out on the wrap around porch facing the lake.
Guest favorite
A side view of the house reveals a charming exterior surrounded by lush greenery. A stone pathway leads to a cozy seating area with an umbrella, situated near the entrance. Large windows invite natural light into the space, enhancing the connection with the outdoor landscape.
Home in Lake Nebagamon
5 out of 5 average rating, 35 reviews

Winter retreat with sauna hot tub and game room!

MeganRating, 5 stars3 weeks ago
Jennifer was a great host. I was looking for a nice place to relax. Her home is very welcoming and cozy. just what I was looking for. I would definitely stay again!

Pet-friendly house rentals

Guest favorite
A single-level home with a spacious gravel parking area is shown, surrounded by trees with bare branches. The exterior features a light-colored facade and a roof with dark shingles. Two large windows are present, providing natural light to the interior.
Home in Iron River
5 out of 5 average rating, 41 reviews

Guest House

JohnRating, 5 stars1 week ago
Great place. Squeaky clean. lots of room to spread out. Peggy was great in communicating and answering questions. A little bit on the expensive side but in the end it was worth it.
Superhost
A covered front porch is visible, featuring rocking chairs and seasonal decorations. A small table holds two pumpkins, while a lush green lawn surrounds the property. Stone pathway leading to the porch adds to the welcoming entrance of the house.
Home in Washburn
4.71 out of 5 average rating, 14 reviews

Up North Oasis | Families & Dogs in Bayfield Area

MarthaRating, 5 stars1 month ago
The house was just as described....very comfortable! Anika is a great host!
Superhost
A spacious living area is highlighted by a plush blue sectional sofa adorned with patterned cushions. A modern coffee table sits in the center, complemented by decorative candles and a chess set. Large windows offer a view of the outdoor surroundings, enhancing natural light.
Home in Two Harbors
4.88 out of 5 average rating, 32 reviews

Bungalow on 3rd - Two Harbor’s Best Retreat

EmmaRating, 5 stars3 weeks ago
Great location for our bonspiel weekend at the curling club! Joseph was flexible and so helpful. We really enjoyed our stay
Guest favorite
The exterior of the farmhouse is featured, showcasing a traditional log structure surrounded by vibrant flower gardens. A variety of colorful blooms in yellow and pink create a picturesque setting, while a serene pond with rocks adds to the natural beauty of the landscape.
Home in Brule
4.97 out of 5 average rating, 211 reviews

The Farmhouse No cleaning fees! Access to Trails!

LaceyRating, 5 stars1 week ago
This is a cozy comfy place to stay for up north winter adventuring! We felt welcome and right at home. It snowed during our stay. It was very pretty and we were warm and cozy inside with plenty of heat and a fireplace. There were plenty of blankets and beds for our six guests. The kitchen has everything we needed including coffee! Which we had forgotten. There is plenty of plates, cups and mugs for everyone. The fridge is huge! Very helpful. We’d love to come back next year!
Guest favorite
The exterior view of Timber Trails Cabin is highlighted by golden autumn leaves surrounding a spacious green lawn. The cabin features a modest single-story design with multiple windows, framed by tall trees and a clear blue sky in the background.
Home in Poplar
4.97 out of 5 average rating, 328 reviews

Cozy Cabin with Fireplace! River, Trails, Private!

JohnRating, 5 stars1 week ago
This was exactly what we are looking for. Private and easy to get to. House was very comfortable. My son and I also enjoyed the snowshoes! Would definitely stay again.
Guest favorite
A panoramic view showcases a spacious green lawn bordered by trees, with a charming two-story white house on the right. A dark-roofed house is visible to the left, surrounded by nature, under a clear blue sky with scattered clouds.
Home in Two Harbors
4.95 out of 5 average rating, 96 reviews

Iver's Place

JustinRating, 5 stars4 days ago
Iver's Place was very clean, easy to find, and private. Place is just as advertised and appears newly updated.
Guest favorite
A spacious backyard is shown, featuring a well-maintained lawn surrounded by trees. The main house, with its welcoming exterior, sits to one side, while a separate bunkhouse is visible on the right. Colorful chairs are arranged for outdoor relaxation.
Home in Cable
5 out of 5 average rating, 39 reviews

Cable Farm: 5 acres on trails with Sauna House

LauraRating, 5 stars2 weeks ago
This house exceeded our expectations. It was spacious and comfortable, and the sauna was a bonus. The house was very tidy, beds and furniture were comfortable, and the kitchen had everything we needed. It is only a short drive from the Birkie trailhead and is perfectly situated for Nordic skiing. We had a great time and would love to visit again.
Guest favorite
The exterior of the vacation home is set against a clear blue sky, featuring a rustic design with a combination of wood and stone. A spacious lawn with manicured grass surrounds the house, offering ample outdoor space. A fenced area is visible, providing privacy.
Home in Brule
4.92 out of 5 average rating, 24 reviews

Lazy Grey

GarretRating, 5 stars3 months ago
Fantastic option for fall/spring steelhead fishing. We loved the place. Incredibly tidy and clean. Great amenities. We can't wait to be back!

Pet-friendly home rentals with a pool

Guest favorite
A snowy pathway leads to the entrance of the condo, framed by tall trees. The covered porch provides shelter, with stairs ascending to the upper level. Snow blankets the ground, creating a serene winter scene, while outdoor equipment is visible near the entrance.
Condo in Bayfield
4.78 out of 5 average rating, 27 reviews

Hidden Gem, 3 Bed Cozy Condo - Dogs Welcomed

KentonRating, 5 stars3 weeks ago
The place was exactly what we expected and the hosts made it an extremely seamless experience. Will definitely plan to book it again next year!
Guest favorite
Apartment in Two Harbors
5 out of 5 average rating, 15 reviews

Stunning Waterfront View! -Condo

MarthaRating, 5 stars1 week ago
What a gorgeous property! This is one of the cleanest and most well-kept rentals I have ever stayed in. Danny was incredibly responsive, friendly, and helpful. I love how there are little labels on things to help guide you, yet they don't take away from the cozy, warm, and inviting atmosphere. I absolutely loved it here! Reliable wifi, amazing indoor/outdoor hot tub accessible via an indoor walkway that is just down 1 level and extremely close. Being at the end of the hallway was quiet and private. It was great that we could bring our dog with. The views were breathtaking! We loved the jacuzzi tub inside the master bedroom and the complimentary coffee and tea were an added bonus. We will be back again and again!
A handcrafted cabin features rustic wood construction and large windows. Surrounded by lush greenery, the structure is set on a manicured lawn. The porch showcases logs supporting the roof, along with a stone patio area. Sunlight filters through the trees, highlighting the natural setting.
Cabin in La Pointe
4.63 out of 5 average rating, 82 reviews

Magical Handcrafted Cabinilicious in Magazines

JessicaRating, 5 stars4 months ago
Beautiful place and location. We loved the cabin’s kitschy personality. Yes the stairs are steep but we were anticipating that based on other reviews. It worked out fine for us. We had small dogs with us that were carried up and down the stairs when went to bed in the evening. Couple small things would have made the stay a little more comfortable. A few board games for rainy days. A couple basic cooking items like oil, sugar and garlic powder. The pillows are pretty beat up and could use replacing. All of these things are pretty easily overlooked though for the location alone. Woodsy and magical and so close to Big Bay Town Park. We thoroughly enjoyed our long weekend in this beautifully crafted cabin.
A spacious green landscape is framed by trees, with a well-maintained lawn leading to a multi-story cabin structure atop a gentle hill. The clear blue sky enhances the serene outdoor setting.
Cabin in Upson
4.72 out of 5 average rating, 18 reviews

Upson Ski-In/Ski-Out, End-Unit Cabin w/ Fireplace!

MariaRating, 5 stars12 months ago
We had a great time! Nice location …walking distance to the hotel pub where you can get a great fish fry/ food. Family friendly. You can also use the hotel pool for a small fee. Great for kids!
Guest favorite
A covered balcony features an outdoor dining area with a round table and several chairs. Large windows offer views of the lake and surrounding buildings, with a railing providing safety and a sense of openness to the outdoor space.
Condo in Two Harbors
5 out of 5 average rating, 17 reviews

Waterfront Two Harbors Condo - Pool/Hot Tub (3BR)

JosephRating, 5 stars6 days ago
Spot is really fun, beautiful and functional. If you have three different groups/couples and are looking for space to separate and communal space its great. Essentially each room is its own hotel room plus you have a living room, kitchen, balcony etc that can be shared. and the pool is amazing. you don't have to go outside to get to it, wall to wall window views of the lake and an indoor outdoor hotub. Also you have access to the lodge amenities which we weren't expecting.

Quick stats about vacation rentals that are pet-friendly in Bayfield

  • Total rentals

    10 properties

  • Nightly prices starting at

    $80 before taxes and fees

  • Total number of reviews

    560 reviews

  • Wifi availability

    10 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi, and Pool

  • Local attractions

    Apostle Islands Cruises, Manypenny Bistro, and The Bayfield Inn

Destinations to explore