Lakeside Holiday Rentals

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Holiday Rentals in Lakeside

Lincoln Park Boutique Hotel

4.0 star property
9.6 out of 10, Exceptional, (59)
"I loved that the rooms we stayed in had a full kitchen and a separate bedroom away from the rest of the space. "
The price is AU$311
includes taxes & fees
25 Nov - 26 Nov
Lincoln Park Boutique Hotel

The Carriage House on Lake Superior I Lakeshore & Views I by Relax Open Air

10.0 out of 10, Exceptional, (176)
"We had a great time here. We are looking forward to coming back again !"
The Carriage House on Lake Superior I Lakeshore & Views I by Relax Open Air

Rustic Personal Retreat Cabin, "Sunrise"

9.8 out of 10, Exceptional, (108)
"My dog and enjoyed it. Location to beach and falls were a plus. Will be back.."
The price is AU$115
includes taxes & fees
11 Dec - 12 Dec
Rustic Personal Retreat Cabin, "Sunrise"

Rustic Personal Retreat Cabin, "Sunset"

9.8 out of 10, Exceptional, (91)
"It was so peaceful and quiet. A nice place to rest. One suggestion would be to have a curtain between the bathroom and shower area to allow for some privacy. "
The price is AU$115
includes taxes & fees
27 Nov - 28 Nov
Rustic Personal Retreat Cabin, "Sunset"

Timber Frame House overlooking Lake Superior, 20 miles from downtown Duluth

9.8 out of 10, Exceptional, (100)
"The property was PERFECT in accommodating our large family - it was quite a feat getting all of us together to celebrate our Dad's 80th birthday! Both houses were clean and extremely comfortable. All the amenities you could ask for were provided, from extra towels to lots of ping pong balls and paddles. The hearth in the main house was gorgeous and cozy. The location of the property was great for us. Secluded and quiet, with a short walk down to the lake. We were gifted perfect fall weather...
Timber Frame House overlooking Lake Superior, 20 miles from downtown Duluth

Lester River Pines | Beautiful Home | Privacy | Pond | River | Dog Friendly

9.6 out of 10, Exceptional, (45)
"15 of us stayed here. Our family had a great time. Beautiful location - fun exploring and seeing deer from the decks! We were only disappointed that the sauna was not finished for us to use. The host was excellent about responding to our calls and texts. We highly recommend these wonderful accommodations!"
The price is AU$1,594
includes taxes & fees
1 Dec - 2 Dec
Lester River Pines | Beautiful Home | Privacy | Pond | River | Dog Friendly

Park Point Getaway - Modern - New - 1 Mile to Canal Park - Half block to Beach

10.0 out of 10, Exceptional, (172)
"We needed this beautiful place and setting to celebrate our anniversary and figure out why a felon got elected. We will be back and loved every moment of our stay. "
Park Point Getaway - Modern - New - 1 Mile to Canal Park - Half block to Beach

Pumphouse on Lake Superior I 200’ Lake Superior Frontage I Incredible Views

10.0 out of 10, Exceptional, (203)
"Very nice and clean place. Everything you need."
Pumphouse on Lake Superior I 200’ Lake Superior Frontage I Incredible Views

North Shore Timber Home ~ Minutes To Town ~ Some Acres of Privacy!

10.0 out of 10, Exceptional, (241)
"Spent the weekend there with 8 friends and had a great stay! The property is clean and cozy. We loved how close we could still go downtown Duluth for the day and return back to comfort. Will be back! "
North Shore Timber Home ~ Minutes To Town ~ Some Acres of Privacy!

The Gales on Lake Superior I Stunning Lakeshore & Views I by Relax Open Air

10.0 out of 10, Exceptional, (150)
"We had a fantastic time here for a long weekend The rooms were comfortable. The location is great. Beautiful views. Loved looking out on the lake with my coffee every morning. "
The Gales on Lake Superior I Stunning Lakeshore & Views I by Relax Open Air

Premium Modern Ski House | Spirit Mountain + Dog Friendly + Bentleyville

10.0 out of 10, Exceptional, (21)
"We loved our stay at The Ski house! It was the perfect space for our family of eight adults. It was clean, well-appointed, and the property manager was fabulously responsive to any/all questions! Highly recommend! Hope to return!"
The price is AU$1,467
includes taxes & fees
1 Dec - 2 Dec
Premium Modern Ski House | Spirit Mountain + Dog Friendly + Bentleyville

Beautiful Beach House & Cottage on Park Point, Short Beach Walk To Canal Park

9.8 out of 10, Exceptional, (369)
"This was our third year staying here for our annual guys weekend and it never disappoints! Great location and the variety of sleeping accommodations is perfect for our group! Can’t wait till next year!"
Beautiful Beach House & Cottage on Park Point, Short Beach Walk To Canal Park

Shoreline Retreat Duluth, MN | Pet-Friendly | Access to (Bike/Hike/Water) trails

9.8 out of 10, Exceptional, (9)
"Great location to all the places we wanted to visit. Great floor plan for 3 families. "
The price is AU$1,367
includes taxes & fees
25 Nov - 26 Nov
Shoreline Retreat Duluth, MN | Pet-Friendly | Access to (Bike/Hike/Water) trails

Built in 1866 this hillside home is close to everything!

9.4 out of 10, Exceptional, (47)
"Really enjoyed staying in this historic property! Close access to everything. Could get pretty much everywhere on foot or a short drive. Great time of year to be up on the Shore as well! Prompt communications with the host throughout our stay."
The price is AU$595
includes taxes & fees
25 Nov - 26 Nov
Built in 1866 this hillside home is close to everything!

Duluth Harbor View - City Of Duluth Permit # PLAHS2103-001

10.0 out of 10, Exceptional, (306)
"Suite Betty is a super clean, super cute, perfectly furnished space for a stay in Duluth! It is out-of-the-way and quiet, but close enough to be very convenient. And Bill and Pat are super kind and considerate hosts. I'll definitely check their availability first when needing a place to stay in Duluth!!"
Duluth Harbor View - City Of Duluth Permit # PLAHS2103-001

Woodsy Personal Retreat Cabin - "Solitude"

9.8 out of 10, Exceptional, (23)
"The space was perfect for us and what we were looking for. The beach was fantastic. We are looking forward to another visit! "
Woodsy Personal Retreat Cabin - "Solitude"

Your Vacation Retreat: Discover a Hidden Gem!

10.0 out of 10, Exceptional, (45)
"We stay at VRBO properties (and the other rental company) regularly. Sometimes pictures can’t capture all the great qualities of a rental property. That is the case with this one. It This is one of the best properties we’ve ever rented. Communication with the host was prompt. Loved the memory foam king bed. The shower was large and luxurious. Though we didn’t cook during our brief stay, it was obvious the kitchen was very complete. The entrance is on the side of the building from the actual...
Your Vacation Retreat: Discover a Hidden Gem!

Minnesota Point Beach House 5

10.0 out of 10, Exceptional, (134)
"Within walking distance of Canal Park and the beach. Very nice clean house with all the amenities. "
Minnesota Point Beach House 5

Minnesota Point Beach House 1-Spectacular Lake Superior View

10.0 out of 10, Exceptional, (253)
"The house and views of Lake Superior were phenomenal. The home is a short walk to Canal Park. Wish we had booked it for longer!"
Minnesota Point Beach House 1-Spectacular Lake Superior View

Driftwood Cottage | Near Canal Park & Beach Access

9.8 out of 10, Exceptional, (34)
"Loved the property. My dog and I were on an extended weekend together. Small fenced in yard. Walking distance to Canal Park. Only downside is not having a view of Lake Superior, but the beach is a short walk away."
Driftwood Cottage | Near Canal Park & Beach Access
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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Other types of properties in Lakeside you may be interested in

Lift Bridge Lodge, Ascend Hotel Collection

3.0 star property
9.2 out of 10, Wonderful, (1212)
"The amazing view of the lift bridge, a mn f fireplace , jacoozie in our room. Was excellent"
The price is AU$266
includes taxes & fees
12 Dec - 13 Dec
Lift Bridge Lodge, Ascend Hotel Collection

Canal Park Lodge

3.0 star property
9.4 out of 10, Exceptional, (1957)
"Beautiful view of lake Superior & walking distance to the DECC event "
The price is AU$262
includes taxes & fees
2 Dec - 3 Dec
Canal Park Lodge

Radisson Hotel Duluth - Harborview

3.0 star property
7.2 out of 10, Good, (1017)
"I liked that the hotel was walking distance to where I had to go. Also the staff was great, very nice and helpful. The rooms are a little different being round, which makes the bathrooms very small. But all in all it was a good stay. Would stay here again"
The price is AU$173
includes taxes & fees
9 Dec - 10 Dec
Radisson Hotel Duluth - Harborview
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.
Beautiful view of the beach with palm trees

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Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Frequently asked questions

Can I find a holiday rental in Lakeside?

Yes, there are holiday rentals close to the most popular sights in Lakeside, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Lakeside has to offer?

Timber Frame House overlooking Lake Superior, 20 miles from downtown Duluth: This holiday home rental outside of Lakeside is located on a lake, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 7 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday 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 Bayfront Festival Park. Aerial Lift Bridge and Glensheen Historic Estate are a couple of places you'll find in the wider area.

What’s a holiday rental in Lakeside like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Lakeside. Holiday rentals feature amenities such as laundry facilities and kitchens so you'll feel right at home. If you're concerned about cleanliness, holiday rentals can offer a sense of privacy away from public hotel lifts and busy concierge desks while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular option for families.