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Search results; Over 1,000 homes in Lakeside

Cottage in Lakeside
Cozy Cottage Steps to Beach, Pool, Hot Tub & More
4 bedrooms, 5 beds, 2 private bathrooms
27 Sept – 2 Oct
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4.64 out of 5 average rating, 88 reviews
Top guest favourite
Home in Lakeside
Hot tub! Starlight cottage in Lakeside!
3 bedrooms, 4 beds, 3 bathrooms
28 Sept – 3 Oct
5.0 out of 5 average rating, 99 reviews
Top guest favourite
Home in Lakeside
Lakeside Retreat Nestled Among the Trees
3 bedrooms, 4 beds, 1 bathroom
28 Sept – 3 Oct
4.99 out of 5 average rating, 163 reviews
Top guest favourite
Home in Lakeside
A Permanent Recess in Beautiful Lakeside
5 bedrooms, 9 beds, 3 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 6 reviews
Guest favourite
Home in Lakeside
Lakeside with heated pool & pvt beach access!
3 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
4.97 out of 5 average rating, 99 reviews
Top guest favourite
Home in Lakeside
Couples alert! PVT beach access, hot tub, firepit!
1 bedroom, 2 beds, 1 bathroom
27 Sept – 2 Oct
4.96 out of 5 average rating, 302 reviews
Top guest favourite
Cabin in Lakeside
The Yellow Door Cottage
2 bedrooms, 2 queen beds, 1 bathroom
13–18 Sept
4.96 out of 5 average rating, 48 reviews
Guest favourite
Home in Lakeside
Enjoy your own private beach on Lake Michigan
4 bedrooms, 6 beds, 2 bathrooms
3–8 Oct
4.95 out of 5 average rating, 55 reviews
Guest favourite
Home in Lakeside
Beachfront Family Home - On Lake Michigan - w/ A/C
6 bedrooms, 8 beds, 2 bathrooms
9–14 May
4.85 out of 5 average rating, 79 reviews
Luxe
Home in Lakeside
Landmark Home 1 Blk from Lake MI Game Rm & EV Chgr
4 bedrooms, 5 beds, 2.5 bathrooms
13–18 Sept
4.92 out of 5 average rating, 119 reviews
Guest favourite
Home in Lakeside
Secluded Garden New Buffalo/Lakeside MI
2 bedrooms, 2 king beds, 2 bathrooms
13–18 Sept
4.91 out of 5 average rating, 137 reviews
Guest favourite
Home in Lakeside
Charming Lakeside Bungalow
5 bedrooms, 5 beds, 2 bathrooms
7–12 Sept
4.92 out of 5 average rating, 13 reviews
Guest favourite
Home in Lakeside
Lakeview Bluff
5 bedrooms, 10 beds, 4 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 7 reviews
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, 48 reviews
Guest favourite
Home in Lakeside
Beautiful New Retreat in Lakeside - Walk to Beach
1 bedroom, 2 beds, 1.5 bathrooms
27 Sept – 2 Oct
4.99 out of 5 average rating, 75 reviews
Top guest favourite
Home in Shorewood-Tower Hills-Harbert
Wishing Well Cottage
2 bedrooms, 2 beds, 1 bathroom
20–25 Sept
4.98 out of 5 average rating, 44 reviews
Top guest favourite
Home in Lakeside
The Honey Bee Lakeside
3 bedrooms, 5 beds, 2 bathrooms
7–12 Sept
4.97 out of 5 average rating, 106 reviews
Guest favourite
Home in New Buffalo
Wooded Oasis | Hot Tub, Sauna & Close to Beach
3 bedrooms, 3 beds, 2 bathrooms
19–24 Sept
4.89 out of 5 average rating, 18 reviews
Top guest favourite
Home in Sawyer
The treehouse at Warren Dunes
3 bedrooms, 4 beds, 2 bathrooms
28 Oct – 2 Nov
5.0 out of 5 average rating, 149 reviews