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Lakeside Vacation Rentals

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$100 - $199
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Very Good: 4+
Good: 3.5+

Beach Fun with a Lakeside, Michigan Vacation Rental

Located in the Harbor Country region of Michigan's Great Lakes, Lakeside features a diverse range of attractions, including maritime museums by the water and snow-packed slopes in winter. Cabin rentals here provide comfortable, convenient bases for a family-friendly vacation. With its freshwater shoreline, spectacular sunsets, impressive dunes, and cozy vacation rentals, Lakeside is an ideal place for your next family trip.

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Save up to 82%

Best Vacation Home Deals in Lakeside

House Lakeside
Jan 13 - Jan 20
-39%
$909
$556 per night
House ∙ 10 guests ∙ 4 bedrooms
House in Union Pier with Large Patio
5.0
"Excellent" (24 ratings)
Lakeside, Chikaming Township, Michigan, United States
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Cottage Lakeside
Sep 16 - Sep 23
-20%
$235
$188 per night
Cottage ∙ 6 guests ∙ 3 bedrooms
Cottage in Union Pier with Yard & Grill
5.0
"Excellent" (148 ratings)
Lakeside, Chikaming Township, Michigan, United States
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House Lakeside
Mar 20 - Mar 27
-82%
$368
$66 per night
House ∙ 6 guests ∙ 2 bedrooms
Vacation Home in Lakeside with Wood-Burning Fireplace
4.5
"Outstanding" (2 ratings)
Lakeside, Chikaming Township, Michigan, United States
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Discover a rental that fits your expectations among the 119 fantastic accommodations from several vacation rental websites in Lakeside. HomeToGo directly features the best offers by comparing all of the listed vacation homes in Lakeside from its various partners.

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Top-Rated Rentals and Accommodations in Lakeside

House Lakeside
Jan 20 - Jan 27
-39%
$1,072
$650 per night
House ∙ 16 guests ∙ 6 bedrooms
Vacation Home in Harbert with Grill
4.9
"Excellent" (89 ratings)
Lakeside, Chikaming Township, Michigan, United States
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House Lakeside
Apr 15 - Apr 22
-51%
$1,020
$500 per night
House ∙ 11 guests ∙ 5 bedrooms
Pleasant House in Union Pier with Pool, Yard & Grill
5.0
"Excellent" (81 ratings)
Lakeside, Chikaming Township, Michigan, United States
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House Lakeside
Mar 23 - Mar 30
-83%
$373
$65 per night
House ∙ 6 guests ∙ 2 bedrooms
Vacation Home in Lakeside with Wood-Burning Fireplace
4.5
"Outstanding" (2 ratings)
Lakeside, Chikaming Township, Michigan, United States
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Recommended Vacation Rentals in Lakeside

Find your perfect vacation rental in Lakeside: from $66 per night

Cottage Lakeside
Sep 16 - Sep 23
$237 per night
Cottage ∙ 6 guests ∙ 3 bedrooms
Delightful Cottage in Lakeside with Grill & Yard
5.0
"Excellent" (111 ratings)
Lakeside, Chikaming Township, Michigan, United States
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Cottage Lakeside
Nov 11 - Nov 18
$450 per night
Cottage ∙ 15 guests ∙ 6 bedrooms
Private Cottage in Union Pier with Grill & Yard + Private Views
4.8
"Excellent" (51 ratings)
Lakeside, Chikaming Township, Michigan, United States
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Cottage Lakeside
Oct 6 - Oct 13
$350 per night
Cottage ∙ 8 guests ∙ 3 bedrooms
Cottage in Union Pier with Wood-Burning Fireplace
4.6
"Outstanding" (22 ratings)
Lakeside, Chikaming Township, Michigan, United States
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House Lakeside
Aug 12 - Aug 19
$250 per night
House ∙ 4 guests ∙ 1 bedroom
Vacation Home in Union Pier with Grill
4.8
"Excellent" (119 ratings)
Lakeside, Chikaming Township, Michigan, United States
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House Lakeside
Apr 15 - Apr 22
-51%
$1,020
$500 per night
House ∙ 11 guests ∙ 5 bedrooms
Pleasant House in Union Pier with Pool, Yard & Grill
5.0
"Excellent" (81 ratings)
Lakeside, Chikaming Township, Michigan, United States
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House Lakeside
Jan 20 - Jan 27
-39%
$1,072
$653 per night
House ∙ 16 guests ∙ 6 bedrooms
Vacation Home in Harbert with Grill
4.9
"Excellent" (89 ratings)
Lakeside, Chikaming Township, Michigan, United States
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House Lakeside
Mar 25 - Apr 1
-24%
$723
$553 per night
House ∙ 18 guests ∙ 7 bedrooms
House in Lakeside with Yard & Grill
5.0
"Excellent" (2 ratings)
Lakeside, Chikaming Township, Michigan, United States
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Cottage Lakeside
May 6 - May 13
-19%
$400
$325 per night
Cottage ∙ 6 guests ∙ 3 bedrooms
Cottage in Union Pier with Grill
4.9
"Excellent" (43 ratings)
Lakeside, Chikaming Township, Michigan, United States
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Cottage Lakeside
Dec 9 - Dec 16
-68%
$827
$264 per night
Cottage ∙ 10 guests ∙ 3 bedrooms
Cottage in Union Pier with Wood-Burning Fireplace
4.8
"Excellent" (32 ratings)
Lakeside, Chikaming Township, Michigan, United States
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Find Fantastic yet Inexpensive Offers

Budget-friendly Vacation Rentals in Lakeside

Cottage Lakeside
Sep 16 - Sep 23
$200 per night
Cottage ∙ 6 guests ∙ 4 bedrooms
Entire Cottage in Lakeside with Yard & Grill + Lakefront View
5.0
"Excellent" (34 ratings)
Lakeside, Chikaming Township, Michigan, United States
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Cottage Lakeside
Mar 24 - Mar 31
-18%
$220
$181 per night
Cottage ∙ 3 guests ∙ 2 bedrooms
Cottage in Union Pier with Yard & Grill
5.0
"Excellent" (34 ratings)
Lakeside, Chikaming Township, Michigan, United States
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Cottage Lakeside
Jan 20 - Jan 27
$203 per night
Cottage ∙ 6 guests ∙ 3 bedrooms
Cottage in Lakeside with Yard & Grill
5.0
"Excellent" (178 ratings)
Lakeside, Chikaming Township, Michigan, United States
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Vacation rentals and apartments with air conditioning

Keep cool during your trip to Lakeside and book a vacation rental with air conditioning.

Cottage Air conditioning Lakeside
Jan 20 - Jan 27
-69%
$495
$155 per night
Cottage ∙ 5 guests ∙ 2 bedrooms
Wonderful Cottage in Union Pier with Grill & Yard
5.0
"Excellent" (147 ratings)
Lakeside, Chikaming Township, Michigan, United States
Air conditioning
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House Air conditioning Lakeside
Mar 22 - Mar 29
-34%
$375
$247 per night
House ∙ 8 guests ∙ 3 bedrooms
House in Lakeside with Grill
5.0
"Excellent" (28 ratings)
Lakeside, Chikaming Township, Michigan, United States
Air conditioning
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Cottage Air conditioning Lakeside
Mar 24 - Mar 31
-57%
$500
$216 per night
Cottage ∙ 8 guests ∙ 4 bedrooms
Wonderful Cottage in Lakeside with Grill & Yard
5.0
"Excellent" (180 ratings)
Lakeside, Chikaming Township, Michigan, United States
Air conditioning
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Apartments With Balconies or Patios

Looking for a home with a balcony? Check out these vacation homes in Lakeside with their own private patios and balconies.

Cottage Balcony/Patio Lakeside
Mar 31 - Apr 7
$237 per night
Cottage ∙ 6 guests ∙ 3 bedrooms
Delightful Cottage in Lakeside with Grill & Yard
5.0
"Excellent" (111 ratings)
Lakeside, Chikaming Township, Michigan, United States
Balcony/Patio
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Cottage Balcony/Patio Lakeside
Nov 11 - Nov 18
$450 per night
Cottage ∙ 15 guests ∙ 6 bedrooms
Private Cottage in Union Pier with Grill & Yard + Private Views
4.8
"Excellent" (51 ratings)
Lakeside, Chikaming Township, Michigan, United States
Balcony/Patio
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House Balcony/Patio Lakeside
Apr 15 - Apr 22
-39%
$900
$550 per night
House ∙ 10 guests ∙ 4 bedrooms
House in Union Pier with Large Patio
5.0
"Excellent" (24 ratings)
Lakeside, Chikaming Township, Michigan, United States
Balcony/Patio
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Vacation rentals with Wi-Fi

Stay connected while traveling and book a Lakeside accommodation with high-speed internet.

Cottage Internet Lakeside
Oct 6 - Oct 13
$350 per night
Cottage ∙ 8 guests ∙ 3 bedrooms
Cottage in Union Pier with Wood-Burning Fireplace
4.6
"Outstanding" (22 ratings)
Lakeside, Chikaming Township, Michigan, United States
Internet
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House Internet Lakeside
Aug 12 - Aug 19
$250 per night
House ∙ 4 guests ∙ 1 bedroom
Vacation Home in Union Pier with Grill
4.8
"Excellent" (119 ratings)
Lakeside, Chikaming Township, Michigan, United States
Internet
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Cottage Internet Lakeside
Sep 16 - Sep 23
-21%
$235
$186 per night
Cottage ∙ 6 guests ∙ 3 bedrooms
Cottage in Union Pier with Yard & Grill
5.0
"Excellent" (148 ratings)
Lakeside, Chikaming Township, Michigan, United States
Internet
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Popular Rental Amenities in Lakeside

  • Internet (723)
  • Air conditioning (716)
  • TV (686)
  • Kitchen (683)
  • Microwave (659)
  • Grill (655)
  • Washer (609)
  • No smoking (605)
  • Fireplace (566)
  • Dishwasher (556)
  • No pets (421)
  • Yard (370)

If you have a pet, you can easily compare and find a pet-friendly vacation rental in Lakeside. Additionally, pet-friendly vacation rentals in Lakeside cost, on average, $774 per night. There's no need to look only outside the city for a rental, as many of the pet-friendly rentals have a central location (less than 2 miles from the city center).

7-Day Weather Forecast in Lakeside

Mon, 20 Mar
44°
30°

0%

3 h

21 mi/h

Tue, 21 Mar
48°
35°

15%

0 h

15 mi/h

Wed, 22 Mar
46°
42°

15%

0 h

15 mi/h

Thu, 23 Mar
41°
37°

15%

0 h

11 mi/h

Fri, 24 Mar
37°
37°

15%

0 h

13 mi/h

Sat, 25 Mar
37°
35°

15%

2 h

10 mi/h

Sun, 26 Mar
41°
33°

0%

5 h

7 mi/h

Where to find the best food in Lakeside?

Waterfront Delicacies

When visiting Lakeside, you’ll want some great dining experiences when you step out of your rental for a bite to eat. Start your culinary experience at the Flagship Specialty Foods & Fish Market. Popular for its ready-to-eat meals, this shop offers tasty sandwiches, fish and chips, and fresh oysters among its range of fare.

Timothy's Restaurant is a fine local option. Its charming dining room with various memorabilia and antiques creates an inviting, homey atmosphere. Timothy's serves fresh seafood complemented by a range of farm-to-table ingredients. Other delicious offerings include delicious steaks and homemade soups.

Mario's Pizza in Union Pier is the place for laid-back dining. This restaurant is another local favorite that offers simple, tasty Italian-American hits. Popular dishes include its various down-home varieties of pizza, and mozzarella sticks served with marinara.

What are the best places to discover the arts and culture of Lakeside?

Lakeside's Culture and History

Local culture and history run deep in Lakeside. The numerous historic buildings and art venues In the area are a legacy of its past built on the timber and copper industries. Step into Burnison Galleries for a stunning collection of artwork ranging from unique antiques to hand-made decorative artwork. Particular items in this gallery include watercolor paintings, sculptures, vintage clocks, frames, and masks.

The Wilkinson Heritage Museum is a destination worth visiting on your tour of Lakeside. Named after John Wesley Wilkinson, who founded Lakeside, it features exhibits of the area's history and those of his family. Collections include clothing, jewelry, Civil War letters, furniture, and photos of the city.

What are the best activities for families in Lakeside?

Kid-friendly Activities in Lakeside

There's plenty of fun for the family in Harbor Country. For a taste of local farm life, visit Shuler Dairy Farms in Baroda, which has been family-run for over a century. Visit the working facilities, see the cows and calves, and even enjoy fresh ice cream at the end of your visit.

For something more active, take your kids to Stevensville's Lakeshore Roller World, a family skating center. Rent some rollerblades and or skates and put your skills to the test. There's also video games, and space available for throwing a party.

The Galien River offers fantastic opportunities for the whole family to enjoy some angling. Try your luck at catching some catfish, sunfish, brown trout, or smallmouth bass, either from a boat or from shore. Head up the river near New Buffalo, or the docks by the bridge, for a couple of choice fishing spots.

Where are the unique attractions in Lakeside?

Adventures in Harbor Country

Lakeside's beautiful lakefront sites are home to a variety of attractions you'll enjoy on your vacation. The Warren Dunes State Park is a nice introduction to the beautiful shores of Lake Michigan, with numerous recreational opportunities. Make your way up the rugged dune formation and take in the fantastic views. The park is also pet-friendly.

Get off the beaten path and visit St. Julian Winery's tasting room on Union Pier Road. Inside are various types of wine, juice, liquor, and draft cider for you to enjoy. You'll have a choice of six samples, and take home a complimentary logo glass at the end of your visit.

An early morning trip to Galien River County Park is your chance to encounter a wide range of the region's feathered friends, such as goldfinch, rose-breasted grosbeak, kingfishers, and magnolia warblers. Take a nature stroll along its boardwalk, which leads you to an overlook with spectacular views.

What are the best events and festivals in Lakeside?

Festivals, No Matter the Season

There's always something to do throughout the year in Lakeside, and regular events and festivals make for perfect entertainment while vacationing here. If you're visiting in the second week of August, join the local community in celebrating the New Buffalo Ship and Shore Festival at Lions Park. It features regional beer and wine, local bands, and great food.

The Harvest and Wine Festival takes place in the first week of October at Buffalo Beachfront Park. Besides the exhibition of Lake Michigan Shore wines and other drinks, there's tasty food, crafts, and plenty of activities to keep the kids busy. Live music performances complement this all-day event.

Information about vacation rentals in Lakeside

🏡 Vacation rentals 119 properties
💳 Possible discounts up to 68%
🌙 Nightly prices starting at $66
⭐ Popular amenities Internet, Air conditioning and TV
🐾 Pet friendly accommodations 229 properties
🏊 Vacation rentals with pools 247 properties

Frequently Asked Questions

What is the price per night for a vacation home in Lakeside?

The price of a night's stay in Lakeside starts at $66. If you are looking for a house rental, the nightly price is $1,005 on average. A cabin Lakeside will cost $593 per night on average.

How many vacation rentals are available for booking in Lakeside?

There are 119 vacation homes in Lakeside to browse and book for your trip.

What are the most popular amenities for vacation homes in Lakeside?

Travelers search for Air conditioning, Internet, and TV when booking a vacation rental in Lakeside.

How many vacation rentals with a pool are there in Lakeside?

Discover 247 vacation rentals available in Lakeside.

Are pets allowed in vacation homes in Lakeside?

Finding a vacation home in Lakeside that allows dogs is definitely possible, with 229 pet-friendly available.

We list offers from thousands of providers, including:

Booking.com Vacation Rentals in Lakeside TripAdvisor Vacation Rentals in Lakeside Vrbo Vacation Rentals in Lakeside VacationRentals.com Vacation Rentals in Lakeside HouseTrip Vacation Rentals in Lakeside FlipKey Vacation Rentals in Lakeside Homestay.com Vacation Rentals in Lakeside Only-apartments Vacation Rentals in Lakeside Interhome Vacation Rentals in Lakeside Novasol Vacation Rentals in Lakeside HomeEscape Vacation Rentals in Lakeside

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