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Lakeside Vacation Rentals

Find 494 available offers from 7 partners
Lakeside
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Price per night
Up to $100
$100 - $199
From $200
Accommodation types
House
Farmhouse
Apartment
Distance to center
1 km
2 km
5 km
Rating
4.5+
4+
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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Best Vacation Home Deals in Lakeside

Save up to 41%

House Lakeside
Oct 5 - Oct 12
-28%
$206
$149 per night
House ∙ 4 guests ∙ 2 bedrooms
Vacation Home in Union Pier with Grill
4.9
Outstanding (52 ratings)
Lakeside, Chikaming Township, Michigan, United States
Details
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House Lakeside
Apr 6 - Apr 13
-41%
$1,000
$595 per night
House ∙ 12 guests ∙ 6 bedrooms
Vacation Home in Lakeside with Yard & Grill
5.0
Outstanding (1 rating)
Lakeside, Chikaming Township, Michigan, United States
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Cottage Lakeside
Dec 1 - Dec 8
-30%
$193
$135 per night
Cottage ∙ 10 guests ∙ 3 bedrooms
Lovely Cottage in Three Oaks with Grill
4.6
Excellent (23 ratings)
Lakeside, Chikaming Township, Michigan, United States
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Discover a rental that fits your expectations among the 494 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.

Top-Rated Rentals and Accommodations in Lakeside

Book Vacation Rental Offers with the Highest User Rating

House Lakeside
Nov 11 - Nov 18
-36%
$551
$350 per night
House ∙ 10 guests ∙ 4 bedrooms
Vacation Home in Union Pier with On-Site Parking
5.0
Outstanding (94 ratings)
Lakeside, Chikaming Township, Michigan, United States
Details
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Cottage Lakeside
Dec 9 - Dec 16
-56%
$215
$96 per night
Cottage ∙ 5 guests ∙ 2 bedrooms
Cottage in Union Pier with Grill + Amazing Views
4.7
Excellent (76 ratings)
Lakeside, Chikaming Township, Michigan, United States
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House Lakeside
May 18 - May 25
$295 per night
House ∙ 6 guests ∙ 3 bedrooms
Vacation Home in Lakeside with Grill
4.7
Excellent (53 ratings)
Lakeside, Chikaming Township, Michigan, United States
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Recommended Vacation Rentals in Lakeside

Find your perfect vacation rental in Lakeside: from $80 per night

Cottage Lakeside
Oct 10 - Oct 17
-90%
$674
$69 per night
Cottage ∙ 5 guests ∙ 2 bedrooms
Cottage in Union Pier with Grill
4.0
Very good
Lakeside, Chikaming Township, Michigan, United States
Details
Vacasa
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House Lakeside
Dec 9 - Dec 16
-66%
$482
$165 per night
House ∙ 4 guests ∙ 2 bedrooms
House in Union Pier with Grill
5.0
Outstanding (1 rating)
Lakeside, Chikaming Township, Michigan, United States
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Cottage Lakeside
Jan 13 - Jan 20
-85%
$1,276
$193 per night
Cottage ∙ 20 guests ∙ 8 bedrooms
Cottage in Lakeside with Outdoor Pool
4.6
Excellent (62 ratings)
Lakeside, Chikaming Township, Michigan, United States
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House Lakeside
Mar 16 - Mar 23
-46%
$1,026
$550 per night
House ∙ 10 guests ∙ 4 bedrooms
House in Union Pier with Large Patio
5.0
Outstanding (26 ratings)
Lakeside, Chikaming Township, Michigan, United States
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House Lakeside
Nov 11 - Nov 18
$226 per night
House ∙ 5 guests ∙ 3 bedrooms
House in Union Pier with Yard & Grill
5.0
Outstanding (98 ratings)
Lakeside, Chikaming Township, Michigan, United States
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House Lakeside
Jan 13 - Jan 20
-55%
$1,001
$450 per night
House ∙ 4 guests ∙ 1 bedroom
House in Union Pier with Yard & Grill + Unparalleled Views
5.0
Outstanding (105 ratings)
Lakeside, Chikaming Township, Michigan, United States
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House Lakeside
Dec 9 - Dec 16
-57%
$205
$88 per night
House ∙ 6 guests ∙ 3 bedrooms
House in Union Pier with On-Site Parking + Amazing Views
4.6
Excellent (64 ratings)
Lakeside, Chikaming Township, Michigan, United States
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Cottage Lakeside
Jan 13 - Jan 20
$250 per night
Cottage ∙ 6 guests ∙ 2 bedrooms
Cottage in Union Pier with On-Site Parking
4.4
Very good (29 ratings)
Lakeside, Chikaming Township, Michigan, United States
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House Lakeside
Dec 9 - Dec 16
-55%
$176
$80 per night
House ∙ 4 guests ∙ 2 bedrooms
Handicap Friendly Whole Vacation Home in Union Pier with On-Site Parking + Amazing Views
4.7
Excellent (66 ratings)
Lakeside, Chikaming Township, Michigan, United States
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Budget-friendly Vacation Rentals in Lakeside

Find Fantastic yet Inexpensive Offers

Cottage Lakeside
Jan 13 - Jan 20
-58%
$601
$254 per night
Cottage ∙ 8 guests ∙ 4 bedrooms
Wonderful Cottage in Lakeside with Grill & Yard
5.0
Outstanding (186 ratings)
Lakeside, Chikaming Township, Michigan, United States
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Cottage Lakeside
Mar 1 - Mar 8
$137 per night
Cottage ∙ 3 guests ∙ 1 bedroom
Private Cottage in Union Pier with Private Patio
4.7
Excellent (39 ratings)
Lakeside, Chikaming Township, Michigan, United States
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House Lakeside
Sep 21 - Sep 28
-38%
$1,115
$695 per night
House ∙ 18 guests ∙ 7 bedrooms
House in Lakeside with Yard & Grill
5.0
Outstanding (28 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.

House Lakeside
Sep 21 - Sep 28
$325 per night
House ∙ 12 guests ∙ 4 bedrooms
House in Lakeside with Grill
4.4
Very good (12 ratings)
Lakeside, Chikaming Township, Michigan, United States
Air conditioning
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Cottage Lakeside
Nov 11 - Nov 18
$276 per night
Cottage ∙ 6 guests ∙ 3 bedrooms
Cottage in Union Pier with Wood-Burning Fireplace
4.6
Excellent (15 ratings)
Lakeside, Chikaming Township, Michigan, United States
Air conditioning
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House Lakeside
Nov 11 - Nov 18
$199 per night
House ∙ 10 guests ∙ 3 bedrooms
House in Three Oaks with Yard & Grill
4.9
Outstanding (38 ratings)
Lakeside, Chikaming Township, Michigan, United States
Air conditioning
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Vacation Rentals With Fireplaces

Get warm and cozy on cold winter nights in Lakeside by booking a vacation home with a fireplace.

House Lakeside
Jan 5 - Jan 12
-47%
$1,215
$650 per night
House ∙ 16 guests ∙ 6 bedrooms
Vacation Home in Harbert with Grill & Patio
4.9
Outstanding (92 ratings)
Lakeside, Chikaming Township, Michigan, United States
Fireplace
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House Lakeside
May 4 - May 11
-39%
$476
$289 per night
House ∙ 7 guests ∙ 4 bedrooms
House in Union Pier with Grill & Yard
5.0
Outstanding (112 ratings)
Lakeside, Chikaming Township, Michigan, United States
Fireplace
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House Lakeside
Jul 20 - Jul 27
-20%
$500
$400 per night
House ∙ 10 guests ∙ 4 bedrooms
Vacation Home in Union Pier with Grill
4.9
Outstanding (64 ratings)
Lakeside, Chikaming Township, Michigan, United States
Fireplace
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Vacation homes and rentals with a yard

Looking for vacation homes with a little extra outdoor space? Check out these accommodations in Lakeside with private yards.

House Lakeside
Nov 4 - Nov 11
-20%
$226
$180 per night
House ∙ 8 guests ∙ 4 bedrooms
Wonderful Vacation Home in Lakeside with Grill & Yard
4.5
Excellent (40 ratings)
Lakeside, Chikaming Township, Michigan, United States
Yard
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House Lakeside
Oct 9 - Oct 16
$579 per night
House ∙ 12 guests ∙ 3 bedrooms
Family Friendly House in Harbert with Yard & Grill
5.0
Outstanding (32 ratings)
Lakeside, Chikaming Township, Michigan, United States
Yard
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House Lakeside
Jan 5 - Jan 12
$116 per night
House ∙ 3 guests ∙ 1 bedroom
Vacation Home in Union Pier with Private Patio
5.0
Outstanding (14 ratings)
Lakeside, Chikaming Township, Michigan, United States
Yard
Details
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Popular Rental Amenities in Lakeside

  • Pet-friendly (131)
  • Pool (143)
  • Fishing (190)
  • Air conditioning (530)
  • WiFi (530)
  • TV (486)
  • Kitchen (475)
  • Grill (460)
  • Hot tub (80)
  • Balcony/patio (77)
  • Microwave (464)
  • Parking (22)

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, $710 per night. There's no need to look only outside the city for a rental, as more than half of the pet-friendly rentals have a central location (less than 2 miles from the city center).

7-Day Weather Forecast in Lakeside

Thu, 28 Sep
64°
55°

15%

3 h

10 mi/h

Fri, 29 Sep
68°
51°

15%

3 h

10 mi/h

Sat, 30 Sep
66°
57°

15%

0 h

12 mi/h

Sun, 1 Oct
69°
53°

0%

10 h

11 mi/h

Mon, 2 Oct
77°
51°

10%

10 h

7 mi/h

Tue, 3 Oct
77°
59°

0%

8 h

7 mi/h

Wed, 4 Oct
75°
60°

0%

4 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 available 494 homes
💳 Possible discounts up to 49%
🌙 Nightly prices starting at $80
⭐ Popular amenities Pets allowed, Pool and Fishing
🐾 Pet friendly homes 116 homes
🏊 Vacation rentals with pools 132 homes

Frequently Asked Questions

What is the typical nightly price for a vacation home in Lakeside?

The price of a night's stay in Lakeside starts at $80. If you’re interested in a house rental, the average price is $824 per night. A cabin Lakeside will cost on average $533 per night.

How many vacation homes are available to book in Lakeside?

Currently there are 494 vacation rentals in Lakeside to browse and book for your trip.

What amenities are most popular for vacation homes in Lakeside?

Most travelers look for Pool, Pets allowed, and Fishing when booking a vacation rental in Lakeside.

How many vacation rentals with a pool are in Lakeside?

Check out 132 vacation rentals available in Lakeside.

Are dogs allowed in vacation homes in Lakeside?

If traveling with a dog in Lakeside, 23% of vacation homes allow pets.

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