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Search results; Over 1,000 homes in Lakeside

Top guest favourite
Home in Lakeside
Hot tub! Starlight cottage in Lakeside!
3 bedrooms, 4 beds, 3 private bathrooms
28 Sept – 3 Oct
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5.0 out of 5 average rating, 97 reviews
Guest favourite
Home in Lakeside
Lakeside with heated pool & pvt beach access!
3 bedrooms, 4 beds, 2 bathrooms
12–17 Sept
4.97 out of 5 average rating, 96 reviews
Top guest favourite
Cabin in Lakeside
The Yellow Door Cottage
2 bedrooms, 2 queen beds, 1 bathroom
24–29 Aug
4.96 out of 5 average rating, 45 reviews
Top guest favourite
Home in Lakeside
Lakeside Retreat Nestled Among the Trees
3 bedrooms, 4 beds, 1 bathroom
15–20 Sept
4.99 out of 5 average rating, 160 reviews
Guest favourite
Home in Lakeside
The Honey Bee Lakeside
3 bedrooms, 5 beds, 2 bathrooms
23–28 Aug
4.97 out of 5 average rating, 101 reviews
Top guest favourite
Home in Lakeside
Enjoy your own private beach on Lake Michigan
4 bedrooms, 6 beds, 2 bathrooms
23–28 Aug
4.94 out of 5 average rating, 53 reviews
Guest favourite
Home in Lakeside
Lakeview Bluff
5 bedrooms, 10 beds, 4 bathrooms
27 Aug – 1 Sept
5.0 out of 5 average rating, 6 reviews
Guest favourite
Home in Lakeside
Couples alert! PVT beach access, hot tub, firepit!
1 bedroom, 2 beds, 1 bathroom
24–29 Aug
4.96 out of 5 average rating, 295 reviews
Guest favourite
Home in Lakeside
Charming Lakeside Bungalow
5 bedrooms, 5 beds, 2 bathrooms
16–21 Aug
4.91 out of 5 average rating, 11 reviews
Home in Union Pier
Chic Downtown Union Pier Beach Retreat
4 bedrooms, 5 beds, 2.5 bathrooms
8–13 Sept
5.0 out of 5 average rating, 5 reviews
Home in Lakeside
Lakehouse Escape @GreenDome- Beach Hot Tub Firepit
3 bedrooms, 3 queen beds, 3.5 bathrooms
19–24 Jul
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Sawyer
The treehouse at Warren Dunes
3 bedrooms, 4 beds, 2 bathrooms
25–30 Oct
5.0 out of 5 average rating, 149 reviews
Top guest favourite
Cottage in Lakeside
5 BR Cottage with Pier Street Beach Access
5 bedrooms, 6 beds, 2 bathrooms
23–28 Aug
4.97 out of 5 average rating, 156 reviews
Guest favourite
Home in Lakeside
Private! Warren Woods Pool Retreat
4 bedrooms, 7 beds, 3 bathrooms
14–19 Aug
4.97 out of 5 average rating, 30 reviews
Top guest favourite
Guest house in New Buffalo
Rainbows End 🌈 Plensa
1 king bed, 1 bathroom
19–24 Sept
4.96 out of 5 average rating, 689 reviews
Guest favourite
Home in Lakeside
Secluded Garden New Buffalo/Lakeside MI
2 bedrooms, 2 king beds, 2 bathrooms
6–11 Sept
4.91 out of 5 average rating, 136 reviews
Home in Three Oaks
Modern Beach Cottage with Large Private Yard
2 bedrooms, 5 beds, 1 bathroom
16–21 Aug
Top guest favourite
Cottage in Lakeside
Cozy Lake House with Bonus Guest Cottage!
4 bedrooms, 8 beds, 3 bathrooms
9–14 Sept
4.98 out of 5 average rating, 44 reviews
Guest favourite
Home in Union Pier
Harbor Country Poolside
3 bedrooms, 4 beds, 2.5 bathrooms
29 Aug – 3 Sept
5.0 out of 5 average rating, 16 reviews