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Search results; Over 1,000 homes in Lakeside

Descriptions are based on details hosts provide
Top guest favourite
Home in Lakeside
Lakeside Retreat Nestled Among the Trees
3 bedrooms, 4 beds, 1 private bathroom
15–20 Sept
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4.99 out of 5 average rating, 160 reviews
Top guest favourite
Home in Lakeside
Hot tub! Starlight cottage in Lakeside!
5.0 out of 5 average rating, 97 reviews, 3 bedrooms, 4 beds, 3 bathrooms
21–26 Sept
Guest favourite
Home in Lakeside
Lakeside with heated pool & pvt beach access!
4.97 out of 5 average rating, 95 reviews, 3 bedrooms, 4 beds, 2 bathrooms
12–17 Sept
Top guest favourite
Cabin in Lakeside
The Yellow Door Cottage
4.96 out of 5 average rating, 45 reviews, 2 bedrooms, 2 beds, 1 bathroom
24–29 Aug
Guest favourite
Home in Lakeside
1000ft to Assn Beach, Cute Cottage, Outdoor Dining
4.91 out of 5 average rating, 23 reviews, 2 bedrooms, 3 beds, 2 bathrooms
30 Aug – 4 Sept
Top guest favourite
Home in Lakeside
Private beach and hot tub on Lake Michigan
4.94 out of 5 average rating, 52 reviews, 4 bedrooms, 6 beds, 2 bathrooms
23–28 Aug
Top guest favourite
Home in Three Oaks
Updated Lakeside | Pool (Open!) + Hot Tub + Porch
5.0 out of 5 average rating, 32 reviews, 3 bedrooms, 5 beds, 2 bathrooms
4–9 Oct
Guest favourite
Home in Union Pier
Heated saltwater pool near Lake Michigan
5.0 out of 5 average rating, 16 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
29 Aug – 3 Sept
Guest favourite
Home in Lakeside
The Honey Bee Lakeside
4.97 out of 5 average rating, 101 reviews, 3 bedrooms, 5 beds, 2 bathrooms
23–28 Aug
Top guest favourite
Home in Union Pier
Designer's Own Cozy Cottage
4.94 out of 5 average rating, 108 reviews, 1 bedroom, 1 bed, 1 bathroom
23–28 Aug
Top guest favourite
Home in Lakeside
Pickleball court and a wood-burning stove
5.0 out of 5 average rating, 70 reviews, 1 bedroom, 2 beds, 1.5 bathrooms
8–15 Aug
Guest favourite
Cabin in Union Pier
Steel-and-pine cabin with a wood-burning fireplace
4.95 out of 5 average rating, 378 reviews, 2 beds, 1 bathroom
9–14 Aug
Top guest favourite
Home in Lakeside
Couples alert! PVT beach access, hot tub, firepit!
4.96 out of 5 average rating, 295 reviews, 1 bedroom, 2 beds, 1 bathroom
24–29 Aug
Guest favourite
Home in Union Pier
Nordic cabin in the woods
5.0 out of 5 average rating, 9 reviews, 5 bedrooms, 14 beds, 3.5 bathrooms
23–28 Aug
Top guest favourite
Guest house in New Buffalo
"Tiny House" Guest House - Great for Couples
4.98 out of 5 average rating, 946 reviews, 1 bedroom, 1 bed, 1 bathroom
16–21 Aug
Guest favourite
Home in Lakeside
Charming Lakeside Bungalow
4.91 out of 5 average rating, 11 reviews, 5 bedrooms, 5 beds, 2 bathrooms
16–21 Aug
Guest favourite
Home in Lakeside
Private beach on a Lake Michigan bluff
5.0 out of 5 average rating, 6 reviews, 5 bedrooms, 10 beds, 4 bathrooms
27 Aug – 1 Sept
Tiny home in Union Pier
Bamboo Suite 2-bedroom,1 bathroom w/private decks.
New place to stay, 2 bedrooms, 3 beds, 1 bathroom
1–6 Aug
Guest favourite
Home in Lakeside
Fenced garden with a fire pit, near beach
4.91 out of 5 average rating, 136 reviews, 2 bedrooms, 2 beds, 2 bathrooms
6–11 Sept