A calm river with a bridge, surrounded by autumn-colored trees and a dock with boats.

Search Holiday Homes in Lakeside

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Save instantly and earn perks with One Key
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Lakeside holiday homes

1. Home in Union Pier, MI

Home in Union Pier, MI
Union Pier
10.0 out of 10, Exceptional, (1 review)
"We had a great stay in this beautiful home! It's open and airy and was very clean. The beds were all comfortable. We loved having a full kitchen and lots of space to relax as well. Plenty of towels, dish soap, paper towels, etc. Our boys loved the game room/rec area. The owner was very polite and responsive with any questions we had. Would stay again! Thanks!"
United States
Stacy S.
The price is £231
includes taxes & fees
22 Nov - 23 Nov
Home in Union Pier, MI

2. Sq Toe`s Last Resort:Pet-Friendly*Fenced* GameRoom

Sq Toe`s Last Resort:Pet-Friendly*Fenced* GameRoom
New Buffalo
9.8 out of 10, Exceptional, (19 reviews)
"Host was responsive and communicative. Place was exactly as pictured and described. Great location. Amazing garage. "
United States
Scott W.
The price is £377
includes taxes & fees
17 Nov - 18 Nov
Sq Toe`s Last Resort:Pet-Friendly*Fenced* GameRoom

3. Eagles Beach Nest 2:Pet-Friendly*Fenced*Walk2Beach

Eagles Beach Nest 2:Pet-Friendly*Fenced*Walk2Beach
Downtown New Buffalo
10.0 out of 10, Exceptional, (33 reviews)
"Very nice place and all as advertised. Would stay here again"
United States
Murray
The price is £262
includes taxes & fees
16 Nov - 17 Nov
Eagles Beach Nest 2:Pet-Friendly*Fenced*Walk2Beach

4. Eagle`s Beach Nest: Pet-Friendly*Fenced*Walk2Beach

Eagle`s Beach Nest: Pet-Friendly*Fenced*Walk2Beach
Downtown New Buffalo
10.0 out of 10, Exceptional, (27 reviews)
"The home was exactly what we needed for the family trip."
United States
Allison A.
The price is £261
includes taxes & fees
16 Nov - 17 Nov
Eagle`s Beach Nest: Pet-Friendly*Fenced*Walk2Beach

5. Deerpath Cottage-30 Acres with Indoor Pool, Farm, Kayaking, Trails, by Beach!

Deerpath Cottage-30 Acres with Indoor Pool, Farm, Kayaking, Trails, by Beach!
Union Pier
10.0 out of 10, Exceptional, (2 reviews)
"Lovely stay!"
United States
Kristin D.
The price is £390
includes taxes & fees
1 Dec - 2 Dec
Deerpath Cottage-30 Acres with Indoor Pool, Farm, Kayaking, Trails, by Beach!

6. Wooded Oasis | DT New Buffalo | Hot Tub | Sauna

Wooded Oasis | DT New Buffalo | Hot Tub | Sauna
New Buffalo
The price is £464
includes taxes & fees
16 Nov - 17 Nov
Wooded Oasis | DT New Buffalo | Hot Tub | Sauna

7. Creekside House on 30 Acres with Kayaks/Pool/Farm/River/Trails/Pets, near Beach

Creekside House on 30 Acres with Kayaks/Pool/Farm/River/Trails/Pets, near Beach
New Buffalo
9.8 out of 10, Exceptional, (38 reviews)
"Beautiful location. Although we were there for one night there was so much to enjoy."
United States
Cassandra T.
The price is £437
includes taxes & fees
1 Dec - 2 Dec
Creekside House on 30 Acres with Kayaks/Pool/Farm/River/Trails/Pets, near Beach

8. Breezy Chic: Fresh Spring Vibes at The Modern Oak walkable to town!

Breezy Chic: Fresh Spring Vibes at The Modern Oak walkable to town!
Three Oaks
10.0 out of 10, Exceptional, (33 reviews)
"The house was well stocked, very comfortable, and in great condition. Everything inside was of high quality. We really enjoyed being within close walking distance of Journeyman Distillery along with the local shops and restaurants. We would stay here again if in the area."
United States
Jack P.
The price is £355
includes taxes & fees
14 Dec - 15 Dec
Breezy Chic: Fresh Spring Vibes at The Modern Oak walkable to town!

9. Country Barn Studio Getaway

Country Barn Studio Getaway
Berrien Springs
9.2 out of 10, Wonderful, (21 reviews)
"It was a great stay at the barn!"
United States
Austin F.
The price is £138
includes taxes & fees
15 Nov - 16 Nov
Country Barn Studio Getaway

10. 7BR 5K SqFt Schoolhouse • Sauna, Hot Tub, Gym & 2 Game Rooms

7BR 5K SqFt Schoolhouse • Sauna, Hot Tub, Gym & 2 Game Rooms
Union Pier
8.6 out of 10, Excellent, (14 reviews)
"Place was as expected, great for the purpose of our stay with multiple young adults. Host was great at communicating. "
United States
Jennifer O.
The price is £802
includes taxes & fees
15 Nov - 16 Nov
7BR 5K SqFt Schoolhouse • Sauna, Hot Tub, Gym & 2 Game Rooms

11. River's Edge on 30 Acres with Kayaks/Pool/Farm/River/Trails/Pets, near Beach

River's Edge on 30 Acres with Kayaks/Pool/Farm/River/Trails/Pets, near Beach
Union Pier
9.8 out of 10, Exceptional, (20 reviews)
"The property was lovely and the Inn keepers were super sweet and happy to help us with anything we needed. Thank you . "
United States
LIndsay M.
The price is £581
includes taxes & fees
30 Nov - 1 Dec
River's Edge on 30 Acres with Kayaks/Pool/Farm/River/Trails/Pets, near Beach

12. Goldenrod -upscale 2 Bedroom at Petite Acres

Goldenrod -upscale 2 Bedroom at Petite Acres
3.0 star property
New Buffalo
The price is £399
includes taxes & fees
15 Nov - 16 Nov
Goldenrod -upscale 2 Bedroom at Petite Acres

13. Archer's Retreat-Sleeps 10-1/2 mile to Lake Michigan! Pet/Kid Friendly

Archer's Retreat-Sleeps 10-1/2 mile to Lake Michigan! Pet/Kid Friendly
Sawyer
10.0 out of 10, Exceptional, (7 reviews)
"A hidden gem! This was one of the best VRBO experiences that we have had! So many personal touches that make you feel at home and that you don’t want to ever leave. Host was amazing and readily available for any questions and willing to help with any suggestions. We already are thinking about when we can book again and stay for longer. You will not be disappointed with your booking here. So close to Warren Dunes and so many cute places to eat."
United States
Heather A.
The price is £331
includes taxes & fees
23 Nov - 24 Nov
Archer's Retreat-Sleeps 10-1/2 mile to Lake Michigan! Pet/Kid Friendly

14. Relax & Recharge in Hot Tub - Minutes to Warren Dunes - 3BR 2BA

Relax & Recharge in Hot Tub - Minutes to Warren Dunes - 3BR 2BA
Sawyer
9.4 out of 10, Exceptional, (13 reviews)
"Amazing location! So close to the dunes and fun restaurants, shops, and bars. There’s a great backyard for at-home hangs, too!"
United States
Emily
The price is £376
includes taxes & fees
15 Nov - 16 Nov
Relax & Recharge in Hot Tub - Minutes to Warren Dunes - 3BR 2BA

15. Walk to Town, Beach, Game Room, Firepit Stay

Walk to Town, Beach, Game Room, Firepit Stay
New Buffalo
9.8 out of 10, Exceptional, (6 reviews)
"Fun spot, close to many activities to enjoy."
United States
Jody W.
The price is £432
includes taxes & fees
30 Nov - 1 Dec
Walk to Town, Beach, Game Room, Firepit Stay

16. Warren Dunes-2000 Acre Park On Lake Michigan, Hot Tub, WBFPL , Wineries, 2BR/2BA

Warren Dunes-2000 Acre Park On Lake Michigan, Hot Tub, WBFPL , Wineries, 2BR/2BA
Bridgman
9.0 out of 10, Wonderful, (122 reviews)
"Great place to stay especially with kids and dogs. The trails are beautiful and secluded would love to stay at the property again!!"
United States
Jennifer L.
The price is £180
includes taxes & fees
17 Nov - 18 Nov
Warren Dunes-2000 Acre Park On Lake Michigan, Hot Tub, WBFPL , Wineries, 2BR/2BA

17. Spacious 5-Bedroom Sawyer Farmhouse Retreat

Spacious 5-Bedroom Sawyer Farmhouse Retreat
Sawyer
9.6 out of 10, Exceptional, (37 reviews)
"Had a great time staying here with friends. A couple of dirty dishes but no complaints other than that. Recommend for a quiet stay near the warren dunes state park!"
United States
Lexi Y.
The price is £290
includes taxes & fees
16 Nov - 17 Nov
Spacious 5-Bedroom Sawyer Farmhouse Retreat

18. The Vineyard House | Spacious Home Near Wine, Beer & Lake MI

The Vineyard House | Spacious Home Near Wine, Beer & Lake MI
Lake Charter Township
The price is £301
includes taxes & fees
19 Nov - 20 Nov
The Vineyard House | Spacious Home Near Wine, Beer & Lake MI

19. Scenic Southwest Michigan Awaits!

Scenic Southwest Michigan Awaits!
Baroda
10.0 out of 10, Exceptional, (149 reviews)
"Great place for the price."
United States
Melanie P.
The price is £170
includes taxes & fees
30 Nov - 1 Dec
Scenic Southwest Michigan Awaits!

20. Weko Beach Retreat - Hot Tub, Fire Pit, Near Lake Michigan

Weko Beach Retreat - Hot Tub, Fire Pit, Near Lake Michigan
Bridgman
10.0 out of 10, Exceptional, (31 reviews)
"Great place to stay! Clean, cozy and kid friendly. Host was easy to communicate with!"
United States
Neha D.
The price is £320
includes taxes & fees
15 Nov - 16 Nov
Weko Beach Retreat - Hot Tub, Fire Pit, Near Lake Michigan
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Lakeside Hotel Reviews

Find out more about Lakeside

Lakeside Holiday Homes information

Number of reviews
437
Accommodation
1047 Holiday Homes
Lowest Price
£138
Highest Price
£802