Vacation rentals in Lakeside
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Top-rated vacation rentals in Lakeside
Guests agree: these stays are highly rated for location, cleanliness, and more.
Home in Port Wing
4.9 out of 5 average rating, 177 reviewsKinney Valley Farm
This rustic, but modernized farmhouse is on 110 acres of woods and apple orchards. Snow is great now! Cross country ski trails are " skier-groomed" on our property. Multiple areas for groomed skiing are within 30-45 minute drives. Located just 3 miles from the south shore of Lake Superior, and 30 minutes from the Apostle Island Sea Caves, spectacular now with winter ice sculptures, Kinney Valley Farm is a cozy place to stay, while exploring the pastoral winter beauty of Northern Wisconsin.
May 14 – 21
Guest suite in Superior
4.97 out of 5 average rating, 655 reviewsPenrose House Suite for 4 (Lic. No. TBES-AVZSAR)
Penrose house is an original Edwardian home having a private and separate third floor suite. Guest access and entry to the suite is through two high security doors leading to a back stairway used exclusively by guests. Safe off-street parking is available at the rear of the property for guest use only. Our property is located in one of the most sought after streets in the heart of the Central Park area of Superior, Wisconsin. We are centrally located for tourist destinations in the Northland.
Feb 18 – 25
Cottage in Herbster
4.98 out of 5 average rating, 209 reviewsLake 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.
Feb 8 – 15
Vacation rentals for every style
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Popular amenities for Lakeside vacation rentals
Other great vacation rentals in Lakeside
Guest suite in Brule
4.97 out of 5 average rating, 135 reviewsThe Bee's Balm
Aug 31 – Sep 7
Cottage in Lake Nebagamon
5.0 out of 5 average rating, 124 reviewsGuest House at the Lake
May 18 – 25
Apartment in Hermantown
4.79 out of 5 average rating, 652 reviewsBeautiful, private vacation space
Nov 23 – 30
Apartment in Superior
4.91 out of 5 average rating, 278 reviewsTerry Flats #4
Apr 10 – 17
Cabin in Iron River
4.95 out of 5 average rating, 123 reviewsLog Cabin and Spider Lake
Nov 27 – Dec 4
Apartment in Superior
4.83 out of 5 average rating, 376 reviewsLarge 2 Bedroom near Lake Superior
Nov 16 – 23
Home in Two Harbors
4.89 out of 5 average rating, 178 reviewsTwo Harbors Area Wild Grape Cottage
Jan 23 – 30
Cabin in Herbster
4.94 out of 5 average rating, 138 reviewsSOUTH SHORE A-FRAME//Steps from Lake Superior
Apr 18 – 25
Loft in Duluth
4.94 out of 5 average rating, 414 reviewsExperience Duluth Arts in the BB Makers Loft
May 26 – Jun 2
Home in Duluth
4.95 out of 5 average rating, 448 reviewsModern Outdoor Oasis
Apr 15 – 22
Home in Superior
4.96 out of 5 average rating, 134 reviewsCheerful 3 BR South Superior Family Home
Apr 1 – 8
Shipping container in South Range
4.98 out of 5 average rating, 49 reviewsSölveig Stay: Shipping Container with Nordic SAUNA
Aug 7 – 14
Destinations to explore
- Duluth Vacation rentals
- Winter Vacation rentals
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