Holiday houses in La Pointe

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Top-rated holiday rentals in La Pointe

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
The living area features natural wood ceilings and large windows, allowing sunlight to fill the space. A comfortable gray sofa is positioned in front of a coffee table, and a small dining area includes a kitchenette with modern appliances and ample storage. Greenery is visible outside.
Cabin in La Pointe
4.97 out of 5 average rating, 36 reviews

Calm-365

This brand new Upper-Level Unit is located on the 7th Hole of Madeline Island Golf Course. Surrounded by old-growth white pines and green meadows, come and enjoy the natural scenic beauty from two spacious decks. Unit includes one full bedroom and bathroom (tub-shower ) with queen bed. Unit includes one queen pull out bed in living area. Full kitchen basic appliances. One K-cup style coffee maker, toaster, stove (with oven) ice maker in refridgerator. Gas fired grill with cooking utensils onsite

Guest favourite
A round table with a glass top is surrounded by four beige, woven chairs beneath a large umbrella. In the background, a vibrant garden features tall purple flowers and a green lawn, while a BBQ grill and fire pit are partially visible.
Campervan/RV in La Pointe
4.85 out of 5 average rating, 221 reviews

Camp on Main Street

2017 28ft Jayco Camper. Located downtown La Pointe; walking distance to shops, cafes, restaurants, bars, ferry boat, museum, golf course, marina, boat rentals, swimming pool, playgrounds. 2 min walk to Joni's beach. Tucked in our beautiful back yard (private to renter, not used by owner) behind the house we live. So close to everything but yet in the quietest part of Main Street. Ideal for families or couples. Max occupancy 4-6. Every person above 4 (approved only by host) is $30.00 a night.

Top Guest favourite
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, 407 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.

Top Guest favourite
The kitchen features wooden cabinetry and stone countertops, with an electric stove and various appliances visible. A round dining table with wooden chairs is present, leading to an open doorway that connects to a cozy living area with a sofa and a TV.
Cottage in La Pointe
4.95 out of 5 average rating, 57 reviews

Haven House on Madeline Island

Come enjoy everything Madeline Island offers! Haven House is a well-maintained 2 bedroom, 2 bath cottage, less than 1 mile from the beach in either direction! Living room has 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!

Guest favourite
The exterior of the storage container unit is showcased in a serene setting, featuring large windows and a sleek black facade. The surrounding area is landscaped with grass and bordered by a stone path, under a sky painted with soft hues of sunset.
Shipping container in South Range
4.98 out of 5 average rating, 216 reviews

Sölveig Stay: Shipping Container with Nordic SAUNA

Storage containers converted into a Nordic sauna and living space. Set in the woods half a mile from the sandy south shore of LAKE SUPERIOR. Our two-person occupancy and minimal design are curated to re-focus and re-fresh its inhabitants. Located on 80 acres of private land, you will fall in love with the peace and quiet. Whether you’re looking for a romantic couples getaway, spa weekend, or workspace as a digital nomad, Sölveig Stay was designed to spark creativity and relaxation.

Guest favourite
A wooden pathway leads to the cottage, bordered by lush green grass and colorful flowers. The entrance is framed by wooden lattice, and a clear view of the lake can be seen through the trees in the background, highlighting the peaceful setting.
Cottage in La Pointe
4.96 out of 5 average rating, 52 reviews

Bright Updated Lakefront Home As Your Retreat

Welcoming all to this light-filled renovated cottage with three decks overlooking Superior to relax, sun, eat, play. On the side, a wetland with turtles, rabbits, birds, deer. Inside, an inviting open living room, big tv, nice full kitchen, new lux bathroom, two comfortable bedrooms, and cozy gas fireplace. We're the lucky new owners of this sweet cottage that is our part-time home and writing retreat, set up with all you need to come share in a bit of lake island life.

Superhost
A private outdoor patio is presented with a glass dining table surrounded by four chairs. Colorful flower pots with blooming plants add vibrancy to the space, complemented by natural stone and greenery. Steps lead up to the entrance of the home.
Farm stay in La Pointe
4.91 out of 5 average rating, 159 reviews

Hippophile Farm Get-a-way Garden Apartment

The space is a newly renovated apartment on the lower level of our home which is located at our private horse farm on Madeline Island. It is light, bright, with a modern and clean look. It has all the things you need to relax and rejuvenate after spending a day exploring Madeline Island. Enjoy the beautiful woods surrounding the apartment or take a walk to our beautiful stables on the property. Bring your horses if you wish, or just come to enjoy the scenery.

Top Guest favourite
The spacious living area is illuminated by large windows allowing natural light to fill the room. A comfortable couch faces a wood stove, surrounded by greenery. A dining table is positioned nearby, enhancing the open layout with a cozy rug anchoring the space.
Cabin in La Pointe
4.97 out of 5 average rating, 30 reviews

Moss Creek Cabin in the Woods on Madeline Island

Welcome to The Moss Creek Cabin! This chalet style home is a beautiful, sunny base for all of your island adventures and kicking back to relax in the woods. There is a large deck and a screen porch to lounge and hear all of the wildlife noises. You will be just 2 miles outside of town - far enough to be in nature - but also easy to get around, including walking and biking everywhere. The cabin is on 5 acres of private woods, so you will have plenty of space!

Superhost
A spacious cabin nestled among trees showcases large peaked windows and a welcoming deck. Sunlight filters through the leaves, illuminating the cabin's wooden exterior and the surrounding forest foliage.
Cabin in La Pointe
4.85 out of 5 average rating, 257 reviews

7 Pines La Pointe on Madeline Island

NEED ISLAND SERENITY or SAND? Instant Book 7 Pines La Pointe on Madeline Island today and you can have both! Come see how this 2 bedroom/2 bath cabin offers tranquility and peace in one of the more far away desired destinations in all of the country. Beautiful high peaked windows and glass doors, with a very large deck located in a forest of trees on the picturesque/historic Madeline Island, which can give guests a feeling of going back in time.

Guest favourite
A rustic red yurt is surrounded by a forest of trees. A large wooden deck offers a welcoming entrance and is equipped with a sturdy railing. Natural ground covers and underbrush can be seen nearby, creating a serene and natural setting.
Yurt in Bayfield
4.95 out of 5 average rating, 391 reviews

Bayfield Rustic Yurt 2 (Terra Cotta)

Nestled in the middle of the Bayfield County Forest, this rustic, minimally maintained yurt has direct access to miles of non-motorized rec trails (mountain bike, cross-country ski and hiking). Enjoy panoramic views of Lake Superior including; Pike's Bay, four of the Apostle Islands (Madeline, Basswood, Stockton and Michigan) and the Upper Peninsula of Michigan. Come prepared to relax, unwind and explore the wonders of the north woods.

Guest favourite
The image depicts a sandy shoreline bordered by smooth, dark stones along a calm bay. Lush greenery lines the water’s edge, with scattered trees in the background. The overcast sky creates a serene atmosphere, inviting peaceful walks along the beach.
Guesthouse in Ashland
4.91 out of 5 average rating, 70 reviews

Beach Front Hideaway

Private beach with spectacular views. Kayaks available for a paddle out in the bay or enjoy a sunset from the deck. Also 2 bikes, fishingpoles, deck heaters, gas grills and a fire pit w/wood. Or Curl up with a good book in front of the indoor fireplace. 1 bed, 1 high end sofa sleeper. TV and Wifi, and a complimentary bottle of wine. A great retreat for 2 couples or a small group of friends. Only 8 minutes from downtown Ashland.

Top Guest favourite
Cabin in Bayfield
4.97 out of 5 average rating, 168 reviews

Romantic Vineyard Cabin, Sauna, Plunge Pool

Come and celebrate all that Bayfield has to offer at this quiet vineyard and forest getaway, just 2 miles from downtown. Located in Bayfield's charming Fruit Loop, you'll be surrounded by vines, forest, orchards, and berry farms. The Scandinavian cabin, forest facing sauna with plunge pool, and vineyard sit within acres of secluded woods. The cabin has an occupancy limit of 2 adults and one dog. There is a $40 pet fee.

Popular amenities for La Pointe holiday rentals

  1. Airbnb
  2. United States
  3. Wisconsin
  4. Ashland County
  5. La Pointe