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Lakeside Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Lakeside vacation rentals

A wooden structure with a door, surrounded by a gravel path and wildflowers.

1. Rustic Personal Retreat Cabin, "Sunrise"

Rustic Personal Retreat Cabin, "Sunrise"
South Range
9.8 out of 10, Exceptional, (158 reviews)
"This was a great little cabin for a rustic weekend getaway. The hosts provided everything you need, and left very detailed instructions. They were very helpful and considerate, and the property was exactly as described."
United States
Ella
$101 nightly
The price is $107
Nov 17 - Nov 18
Total with taxes and fees
Rustic Personal Retreat Cabin, "Sunrise"
A modern living room with a brick wall, large windows, a dining area, and a kitchen.

2. Duluth Press Building

Duluth Press Building
3.5 star property
Lincoln Park
9.8 out of 10, Exceptional, (50 reviews)
"Great friendly customer service great accommodations "
United States
Reed
$207 nightly
The price is $231
Dec 1 - Dec 2
Total with taxes and fees
Duluth Press Building
A modern living room with a grey sofa, a coffee table, and a TV on a stand. There is a dining area with a table and chairs, and a window with blinds.

3. Pattison`s Peaceful Retreat

Pattison`s Peaceful Retreat
East End
9.4 out of 10, Exceptional, (42 reviews)
"Nice place, comfortable and clean. Host was great will stay again!"
United States
Angie B.
$142 nightly
The price is $160
Nov 30 - Dec 1
Total with taxes and fees
Pattison`s Peaceful Retreat
A wooden cabin interior with a desk, chair, fan, and a window with curtains.

4. Rustic Personal Retreat Cabin, "Sunset"

Rustic Personal Retreat Cabin, "Sunset"
South Range
9.8 out of 10, Exceptional, (126 reviews)
"Very nice 🙂"
United States
Joseph
$99 nightly
The price is $104
Nov 17 - Nov 18
Total with taxes and fees
Rustic Personal Retreat Cabin, "Sunset"
A modern living room with a sofa, coffee table, and a TV mounted on the wall.

5. Superior's Itty-Bitty Inn

Superior's Itty-Bitty Inn
South Superior
9.0 out of 10, Wonderful, (28 reviews)
"Such a cute spot in a quiet neighborhood. I wish I could live in that little house. Had a great welcoming set up and layout."
United States
Megan B.
$120 nightly
The price is $134
Dec 2 - Dec 3
Total with taxes and fees
Superior's Itty-Bitty Inn
A neatly made bed with striped bedding, two bedside lamps, a framed picture on the wall, and a small plant on the nightstand.

6. The Little Green Bean

The Little Green Bean
East End
9.6 out of 10, Exceptional, (61 reviews)
"The green bean was cozy"
United States
Amanda
$158 nightly
The price is $177
Nov 22 - Nov 23
Total with taxes and fees
The Little Green Bean
A bedroom with a bed, a window with blinds, a ceiling light, and a wooden floor.

7. Barker's Urban Oasis

Barker's Urban Oasis
East End
9.2 out of 10, Wonderful, (25 reviews)
"Nice property.Owner was very friendly and easy to work with.Great place to stay."
United States
sheila s.
$147 nightly
The price is $166
Nov 30 - Dec 1
Total with taxes and fees
Barker's Urban Oasis
A modern kitchen with white cabinets, a microwave, and an oven.

8. Grand Getaways Apt. #1 in beautiful Duluth, Mn with A/C

Grand Getaways Apt. #1 in beautiful Duluth, Mn with A/C
West Duluth
9.4 out of 10, Exceptional, (39 reviews)
"Clean and well taken care of. Communication was great!"
United States
Molly
$157 nightly
The price is $175
Nov 6 - Nov 7
Total with taxes and fees
Grand Getaways Apt. #1 in beautiful Duluth, Mn with A/C
A bedroom with a bed, bedside tables, a chair, a door, and a window.

9. Clough · Quaint Cottage on Clough

Clough · Quaint Cottage on Clough
North End
9.0 out of 10, Wonderful, (35 reviews)
"Great stay, great communication, definitely a cozy little cottage"
United States
Ezra S.
$132 nightly
The price is $148
Nov 8 - Nov 9
Total with taxes and fees
Clough · Quaint Cottage on Clough
A kitchen with white shelves, a coffee maker, pots, a toaster, and a plant.

10. 921 · Cumming Avenue Rentals #921

921 · Cumming Avenue Rentals #921
Downtown Superior
9.6 out of 10, Exceptional, (18 reviews)
"The place was adorable and put together very well for guests! We had everything we needed and enjoyed our stay!"
United States
Anonymous traveler
$148 nightly
The price is $166
Nov 8 - Nov 9
Total with taxes and fees
921 · Cumming Avenue Rentals #921
A spacious living room with a dark grey sofa, a black armchair, and a wooden coffee table. There is a dining area with a table and chairs, and large windows with blinds.

11. 2BR Near Duluth + Spacious & Work‑Friendly

2BR Near Duluth + Spacious & Work‑Friendly
Downtown Superior
9.6 out of 10, Exceptional, (51 reviews)
"Cute little spot in Superior, super close to Duluth!! We will definitely stay again! Hosts are super easy to communicate with."
United States
Jennifer C.
$148 nightly
The price is $166
Nov 16 - Nov 17
Total with taxes and fees
2BR Near Duluth + Spacious & Work‑Friendly
A house entrance with a brown door, a brick archway, and a small porch area.

12. Historic Tudor Cottage - Cute 3 Bedroom Home

Historic Tudor Cottage - Cute 3 Bedroom Home
Superior
10.0 out of 10, Exceptional, (31 reviews)
"Had a great stay"
United States
Carolyn P.
$203 nightly
The price is $229
Nov 16 - Nov 17
Total with taxes and fees
Historic Tudor Cottage - Cute 3 Bedroom Home
A living room with a TV on a white entertainment unit, a coffee table, a sofa, and a door leading outside.

13. 2BR Near Duluth + Walk to Tower Ave + Free Parking

2BR Near Duluth + Walk to Tower Ave + Free Parking
Downtown Superior
9.6 out of 10, Exceptional, (32 reviews)
"Very attentive owners very roomy nice location enjoyable stay in Superior, WI thank you !"
United States
Bruce K.
$148 nightly
The price is $166
Nov 30 - Dec 1
Total with taxes and fees
2BR Near Duluth + Walk to Tower Ave + Free Parking
A dining area with a round table, chairs, and a plaid rug.

14. Superior Stay Very Cozy + Minutes to Duluth/Lake

Superior Stay Very Cozy + Minutes to Duluth/Lake
Downtown Superior
9.6 out of 10, Exceptional, (36 reviews)
"Great place in a great area. Host was excellent!"
United States
Justin E.
$148 nightly
The price is $166
Nov 9 - Nov 10
Total with taxes and fees
Superior Stay Very Cozy + Minutes to Duluth/Lake
A bedroom with a wooden bed, a window with blinds, a radiator, and a plant.

15. Quiet Lakeside Studio, by Heirloom Vacations

Quiet Lakeside Studio, by Heirloom Vacations
Lakeside - Lester Park
9.0 out of 10, Wonderful, (11 reviews)
"This property was lovely. The studio apartment was the perfect size for 1-2 people and I stayed here for 4 nights total while I was in between houses in the process of moving. It was a quiet, cozy and A/C filled apartment so it was the relaxation I needed before moving for good. Thank you Heirloom Vacation Rentals!"
United States
Rachel V.
$193 nightly
The price is $216
Nov 8 - Nov 9
Total with taxes and fees
Quiet Lakeside Studio, by Heirloom Vacations
A modern dining area with a round table, four chairs, a vase of flowers, a clock, and a mirror on the wall.

16. House of the Changing Sky

House of the Changing Sky
Superior
9.6 out of 10, Exceptional, (7 reviews)
"Check in and out instructions very easy to folllow. Great option if you are visiting Duluth."
United States
Joy S.
$171 nightly
The price is $192
Nov 16 - Nov 17
Total with taxes and fees
House of the Changing Sky
A spacious cafe with exposed brick walls, a bar area, and wooden tables and chairs.

17. Dog-Friendly Craft Distric Loft 225, by Heirloom

Dog-Friendly Craft Distric Loft 225, by Heirloom
Lincoln Park
10.0 out of 10, Exceptional, (9 reviews)
"It was a Great place to stat"
United States
Carey T.
$223 nightly
The price is $250
Nov 8 - Nov 9
Total with taxes and fees
Dog-Friendly Craft Distric Loft 225, by Heirloom
A residential area with houses covered in snow, a large house with a prominent front porch, and a view of the ocean.

18. Sunshine Studio: Private Beach Path by Heirloom

Sunshine Studio: Private Beach Path by Heirloom
Park Point
9.2 out of 10, Wonderful, (32 reviews)
"it was nice!"
United States
syd k.
$210 nightly
The price is $235
Nov 10 - Nov 11
Total with taxes and fees
Sunshine Studio: Private Beach Path by Heirloom
A rustic interior with a wooden staircase, kitchen, dining area, and seating.

19. Tiny Driftwood Cottage Near Beach Access

Tiny Driftwood Cottage Near Beach Access
Park Point
9.8 out of 10, Exceptional, (80 reviews)
"Very cute and convenient location "
United States
Emma K.
$260 nightly
The price is $291
Nov 8 - Nov 9
Total with taxes and fees
Tiny Driftwood Cottage Near Beach Access
A brick building with a wooden deck, a barbecue grill, and a potted plant.

20. Nostalgia Nook - Vintage Studio

Nostalgia Nook - Vintage Studio
Endion
9.4 out of 10, Exceptional, (12 reviews)
"All was excellent. Bed was very comfy. Atmosphere was great. Cute little place!!-"
United States
Leonard S.
$177 nightly
The price is $198
Nov 8 - Nov 9
Total with taxes and fees
Nostalgia Nook - Vintage Studio
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 Lakeside Hotel Reviews

Pier B Resort

Pier B Resort

10/10 Excellent
"Everything about our stay from check-in to check out, was amazing, the staff were polite and helpful, the rooms were clean and spacious and had everything we needed. The outdoor hot tub was fun, I had never been in an outdoor hot tub overlooking the harbor before. The Silos restaurant inside the hotel property served very tasty, well prepared food at dinner and again for breakfast in the morning. The view from our room was breathtaking. Thank you again for a beautiful anniversary stay."
Barbara 1-night trip
Posted 4 hours ago
Pier B Resort

Find out more about Lakeside

Everything you need to know about Lakeside vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Lakeside vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Lakeside vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Lakeside vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Lakeside. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Lakeside in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $104 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Lakeside rentals

At Expedia, we put the best Lakeside vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Lakeside rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Lakeside vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Lakeside. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find a vacation rental in Lakeside?

Yes, we give you a choice of vacation rentals close to well known local attractions in Lakeside, or you can choose a secluded option if you're looking for relaxation.

What are some of the best vacation rentals in Lakeside?

North Shore Timber Retreat! Minutes To Town! Acres of Privacy!: This vacation home rental near Lakeside is located in a rural location and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

What’s there to see and do in Lakeside?

While exploring the area, visit family-friendly sights like Great Lakes Aquarium, or get outside and enjoy nature at Amnicon Falls State Park. Park Point Beach and Aerial Lift Bridge are a couple of places you'll find in the larger area.

What’s a vacation rental in Lakeside like?

Vacation rentals are private properties you can book for a few weeks or just a few days in Lakeside. Vacation rentals provide amenities such as kitchens and laundry facilities so your stay will be comfortable. If you're concerned about a clean environment, vacation rentals can offer a sense of safety away from public hotel elevators and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular choice for a small group gathering.