Holiday Homes in Northwest Wisconsin

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Check prices for these dates

Next weekend
1 Aug - 3 Aug
In two weeks
8 Aug - 10 Aug
In one month
22 Aug - 24 Aug
In two months
19 Sept - 21 Sept

Featured Holiday Homes in Northwest Wisconsin and around

Hideaway From The Twin Cities: Sharing my personal residence, 5 Bedroom options
Relax in a serene forest setting with a patio offering comfortable seating and a shaded area beneath a pergola.

Hideaway From The Twin Cities: Sharing my personal residence, 5 Bedroom options

9.2 out of 10, Wonderful, (41)
"Very peaceful and quiet. Plenty of private and shared spaces. Great communication and nearby pointers for food and recreation. Will be staying again!"
Hideaway From The Twin Cities: Sharing my personal residence, 5 Bedroom options
Spring Valley Cottage
Terrace/patio

Spring Valley Cottage

8.0 out of 10, Very good, (2)
"We made a last minute decision to come to Duluth to watch our son & his girlfriend run the Grandma’s Marathon, their first marathon! This place is so cute, super clean, and right across the street from Lake Superior. It was perfect!"
The price is €216
includes taxes & fees
30 Jul - 31 Jul
Spring Valley Cottage
Erie Suite @ The Bayfield Guest House, Bayfield
Relax in this serene bedroom with a large bed, flat-screen TV, and microwave.

Erie Suite @ The Bayfield Guest House, Bayfield

9.2 out of 10, Wonderful, (13)
" Very nice property, the management was great about making sure we were comfortable and taken care of. And what a view!"
The price is €239
includes taxes & fees
6 Aug - 7 Aug
Erie Suite @ The Bayfield Guest House, Bayfield
This cozy cottage is a short walk to Herbster beach! Easy access to TRAILS!
Enjoy meals at the central island with bar stools, or relax in the adjacent seating area with a sofa and chairs.

This cozy cottage is a short walk to Herbster beach! Easy access to TRAILS!

10.0 out of 10, Exceptional, (29)
"We hope to enjoy another stay in the nar future!"
This cozy cottage is a short walk to Herbster beach! Easy access to TRAILS!
Papa's Place
Enjoy a scenic view from the two-story house's balcony, surrounded by lush greenery and trees.

Papa's Place

9.4 out of 10, Exceptional, (22)
"Great location and we had great weather."
Papa's Place
Cute cottage on the golf course
Kitchen features a microwave, digital stove, sink, and coffee maker.

Cute cottage on the golf course

9.4 out of 10, Exceptional, (63)
"Besides this place needing a few updates and some deep cleaning, it satisfied our need to visit the island and relax. "
Cute cottage on the golf course
Hideaway from the Twin Cities: sharing my home, 5 single rooms, 2 adults 80/rm.
A cozy retreat with a pitched roof and single door, situated on a lush lawn.

Hideaway from the Twin Cities: sharing my home, 5 single rooms, 2 adults 80/rm.

9.6 out of 10, Exceptional, (34)
"We had a great stay!"
Hideaway from the Twin Cities: sharing my home, 5 single rooms, 2 adults 80/rm.
Lumberjack Inn 2300 sq.ft in DT with a rooftop
Relax on the rooftop terrace with a comfortable L-shaped sofa and take in the views of the water and distant bridge.

Lumberjack Inn 2300 sq.ft in DT with a rooftop

9.8 out of 10, Exceptional, (25)
"Great property to stay with friends. Location very convenient for shopping and restaurants. "
Lumberjack Inn 2300 sq.ft in DT with a rooftop
Quiet, peaceful, spotless studio near Lake Superior and all Bayfield amenities.
Enjoy the view from the room's large window with a unique design and central light fixture.

Quiet, peaceful, spotless studio near Lake Superior and all Bayfield amenities.

10.0 out of 10, Exceptional, (41)
"Loved the location and the convenience of check in. My girls loved the candy machine!"
Quiet, peaceful, spotless studio near Lake Superior and all Bayfield amenities.
Charming 3-bedroom house with AC and WiFi, on Lake Amnicon, in Superior, WI
Escape to a serene lakeside retreat surrounded by dense forest, with a spacious deck and boat dock.

Charming 3-bedroom house with AC and WiFi, on Lake Amnicon, in Superior, WI

10.0 out of 10, Exceptional, (14)
"The host has pretty much anything one would need and then some at this property. There was an instapot and crockpot and seasonings and paperware in the kitchen plus all the normal things one would use. There is a Pitboss smoker grill on the deck as well with pellets to use. She had lifejackets in various sizes to utlize with the kayaks. Beautiful home and beautiful spot on the lake with nice fishing off of the dock to keep our teenager busy. Would love to visit her rental again! Keep up the...
Charming 3-bedroom house with AC and WiFi, on Lake Amnicon, in Superior, WI
Ontario Suite @ The Bayfield Guest House
Stunning views of a serene body of water and forest surround this charming two-story home.

Ontario Suite @ The Bayfield Guest House

9.2 out of 10, Wonderful, (24)
"Loved the location and property. Everything within walking distance, which is exactly what we wanted. Would definitely stay here again."
The price is €240
includes taxes & fees
20 Aug - 21 Aug
Ontario Suite @ The Bayfield Guest House
Historic Stillwater Home close to downtown
Stunning two-story home with a charming front porch, complete with a bench and potted plants.

Historic Stillwater Home close to downtown

10.0 out of 10, Exceptional, (44)
"The owner is super friendly and very prompt in responding. The home is beautiful, cozy and clean. Beds were comfortable and there was AC in both bedrooms. The grounds are well manicured and peaceful. Off street parking and a nice little coffee bar. Highly recommend and we would definitely love to come back! Very convenient to downtown as well."
The price is €297
includes taxes & fees
28 Jul - 29 Jul
Historic Stillwater Home close to downtown
Michigan Suite @ The Bayfield Guest House
Stunning views of a serene body of water from a quiet residential neighborhood.

Michigan Suite @ The Bayfield Guest House

9.4 out of 10, Exceptional, (19)
"Needed a place for an overnight for quick run up to Bayfield. The Bayfield Guest house conveniently located near all downtown amenities. "
The price is €231
includes taxes & fees
29 Jul - 30 Jul
Michigan Suite @ The Bayfield Guest House
Breezy Bay Beach On Round Lake
Relax in a cozy living area with a fireplace, comfortable seating, and scenic views of the surrounding forest.

Breezy Bay Beach On Round Lake

10.0 out of 10, Exceptional, (56)
"Beautiful place to stay."
Breezy Bay Beach On Round Lake
5 bedroom 3- bath 8 people capacity pontoon included in Winter Wis.
Relax in a serene gazebo with a swing set, surrounded by lush greenery and a tranquil body of water.

5 bedroom 3- bath 8 people capacity pontoon included in Winter Wis.

9.8 out of 10, Exceptional, (57)
"Very nice property, lovely location, easy communication."
5 bedroom 3- bath 8 people capacity pontoon included in Winter Wis.
Fishermen's Paradise w/ Fire Pit on Rice Lake!
Enjoy meals in this kitchen with a microwave, dining table, and refrigerator.

Fishermen's Paradise w/ Fire Pit on Rice Lake!

9.8 out of 10, Exceptional, (47)
"We had a really relaxing stay here. I might book it longer next summer."
Fishermen's Paradise w/ Fire Pit on Rice Lake!
In the Middle Of...
Kitchen with oven, sink, and window offering a view of the outdoors.

In the Middle Of...

9.8 out of 10, Exceptional, (20)
"Nice quiet stay!!"
In the Middle Of...
Lakefront house on Amnicon Lake with amazing sunsets and pontoon rental!!
Relax in a serene lakeside retreat with a large bed and a view, ceiling fan, and elegant touches.

Lakefront house on Amnicon Lake with amazing sunsets and pontoon rental!!

9.4 out of 10, Exceptional, (21)
"We enjoyed or stay at this quaint little cabin. Loved that it was pet friendly!"
Lakefront house on Amnicon Lake with amazing sunsets and pontoon rental!!
⚓️Close to Duluth! Close to Lake Superior! Whole house! Centrally located! ⚓️
Enjoy cooking in this well-equipped kitchen with a dining area and space.

⚓️Close to Duluth! Close to Lake Superior! Whole house! Centrally located! ⚓️

9.6 out of 10, Exceptional, (20)
"The host was very helpful and the group had a great time."
⚓️Close to Duluth! Close to Lake Superior! Whole house! Centrally located! ⚓️
Charming 1-bedroom house in Chetek with WiFi, AC
Fridge, microwave, oven, stovetop

Charming 1-bedroom house in Chetek with WiFi, AC

10.0 out of 10, Exceptional, (1)
"This is a great little house, perfectly suited for a single person or a couple. It’s in a good location in Chetek. I enjoyed my stay and the hosts are so responsive.I would highly recommend this home. I look forward to staying there again in the future."
Charming 1-bedroom house in Chetek with WiFi, AC
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Northwest Wisconsin Hotel Reviews

Cobblestone Inn & Suites - Ashland

Cobblestone Inn & Suites - Ashland

10/10 Excellent
"The room was clean, the breakfast had several hot options as well as cold options, and the service was great. Along with the free and easy parking, this place was just what we were looking for."
Bev 3-night trip
Posted 1 day ago
Cobblestone Inn & Suites - Ashland