Holiday Homes in Lakeside

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Featured Holiday Homes in Lakeside and around

Hidden Arbor House - newly renovated retreat!

9.4 out of 10, Exceptional, (3)
"We absolutely loved our stay! The location was perfect to our daughter’s school, it was a comfy place to come home too. We loved the big beautiful windows overlooking the trees. We highly recommend this home!"
The price is €291
includes taxes & fees
20 Aug - 21 Aug
Hidden Arbor House - newly renovated retreat!

Bluffview on the River with a hot tub, sauna, pool table, and more!

9.0 out of 10, Wonderful, (32)
"This is our second time staying here. Again, we were amazed by the accommodations. The host was very responsive. We look forward to staying in the future."
The price is €403
includes taxes & fees
24 Aug - 25 Aug
Bluffview on the River with a hot tub, sauna, pool table, and more!

Romantic Cozy Home in "America’s Nicest Town"

9.8 out of 10, Exceptional, (14)
"Was the perfect location for our trip to Niles/Buchanan area "
The price is €182
includes taxes & fees
25 Aug - 26 Aug
Romantic Cozy Home in "America’s Nicest Town"

Stunning Ranch in the woods!

9.2 out of 10, Wonderful, (17)
"Great property. Owner responsive"
Stunning Ranch in the woods!

-The District 5 Schoolhouse-

10.0 out of 10, Exceptional, (3)
"Very clean, cozy and nostalgic. Close to wineries. Would stay again. "
The price is €305
includes taxes & fees
2 Sept - 3 Sept
-The District 5 Schoolhouse-

The 1888 House-Beach Town Luxury

9.4 out of 10, Exceptional, (3)
"The 1888 house was perfect for our quiet weekend getaway with our dog. The fenced in backyard is amazing, and the house is adorable. Would absolutely stay here again! "
The price is €291
includes taxes & fees
2 Sept - 3 Sept
The 1888 House-Beach Town Luxury

Napier House-Romantic Private Luxury mins to Beach

8.2 out of 10, Very good, (10)
"Well appointed home and charming. "
The price is €331
includes taxes & fees
17 Sept - 18 Sept
Napier House-Romantic Private Luxury mins to Beach

Breezy Pad, Close to the Lake, with Hot Tub

9.2 out of 10, Wonderful, (90)
"House was clean, hot tub was hot and the wifi worked great "
The price is €164
includes taxes & fees
19 Aug - 20 Aug
Breezy Pad, Close to the Lake, with Hot Tub

Private, Country Feel, Wooded Ravine Lot

10.0 out of 10, Exceptional, (45)
"Good stay and beautiful place."
The price is €307
includes taxes & fees
8 Sept - 9 Sept
Private, Country Feel, Wooded Ravine Lot

Scenic Southwest Michigan Awaits!

10.0 out of 10, Exceptional, (123)
"We loved our stay here- it was perfect for our family including 2 kids. It was local to lots of fun stuff to do in Baroda & Bridgman. The house was immaculate and clean! We loved the game room, our kids played in there every day. The house had everything we needed- so appreciative of the extra blankets, beach towels & beach toys. Very quiet area and easy to get to. We had a great stay! "
The price is €201
includes taxes & fees
8 Sept - 9 Sept
Scenic Southwest Michigan Awaits!

5 Minutes from Everything- beaches, craft breweries, vineyards, and orchards.

The price is €415
includes taxes & fees
3 Sept - 4 Sept
5 Minutes from Everything- beaches, craft breweries, vineyards, and orchards.

Cozy Country Escape - Convenient to New Buffalo, Notre Dame & Amazon data center

9.6 out of 10, Exceptional, (23)
"Great place"
The price is €353
includes taxes & fees
3 Sept - 4 Sept
Cozy Country Escape - Convenient to New Buffalo, Notre Dame & Amazon data center

Amazing Lake Michigan Views: Completely Remodeled and Steps from Lake Michigan!

10.0 out of 10, Exceptional, (44)
"This chalet is close to the beach and the whole house is very clean, the deck looks over the lake!😁"
The price is €750
includes taxes & fees
28 Aug - 29 Aug
Amazing Lake Michigan Views: Completely Remodeled and Steps from Lake Michigan!

Weko Beach Getaway, Hot Tub, Fire Pit, Grill

The price is €350
includes taxes & fees
3 Sept - 4 Sept
Weko Beach Getaway, Hot Tub, Fire Pit, Grill

Monogram Inn- Driftwood (Room #16)

10.0 out of 10, Exceptional, (36)
"Wonderful accommodations and exactly as advertised. Top notch customer service and couteous, fast response to inquiries."
The price is €226
includes taxes & fees
14 Sept - 15 Sept
Monogram Inn- Driftwood (Room #16)

Monogram Inn- Boardwalk (Room #12)

9.6 out of 10, Exceptional, (65)
"Great stay, super clean & nice!"
The price is €245
includes taxes & fees
1 Sept - 2 Sept
Monogram Inn- Boardwalk (Room #12)

Monogram Inn- Hightide (Room #15)

10.0 out of 10, Exceptional, (49)
"Clean convenient, close to beach, restaurants, and wineries "
The price is €245
includes taxes & fees
1 Sept - 2 Sept
Monogram Inn- Hightide (Room #15)

Monogram Inn - Breakwater (Room #17)

10.0 out of 10, Exceptional, (78)
"We had a great getaway. The location is perfect for dining, wineries, and beaches."
The price is €245
includes taxes & fees
1 Sept - 2 Sept
Monogram Inn - Breakwater (Room #17)

Monogram Luxury Condo - Weko (Suite #4)

10.0 out of 10, Exceptional, (18)
"Great quiet clean location close to great beach, ice cream shop and Cub's restaurant"
Monogram Luxury Condo - Weko (Suite #4)

Monogram Luxury Condo-Lakeside (Suite #3)

10.0 out of 10, Exceptional, (55)
"Great place!"
Monogram Luxury Condo-Lakeside (Suite #3)
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Lakeside Hotel Reviews