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

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Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Lakeside vacation homes

A modern kitchen with a large island, bar stools, and a seating area with a bench.

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 ￥18,001
￥47,587 total
includes taxes & fees
Oct 28 - Oct 29
Home in Union Pier, MI
A modern kitchen with white cabinetry, stainless steel appliances, and a dining area with a wooden table and chairs.

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 ￥15,701
￥85,259 total
includes taxes & fees
Oct 28 - Oct 29
Sq Toe`s Last Resort:Pet-Friendly*Fenced* GameRoom
A modern living room with a grey sofa, a small ottoman, and a patterned rug. There is a kitchen area with a dark countertop and hanging pots.

3. 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, (26 reviews)
"The home was exactly what we needed for the family trip."
United States
Allison A.
The price is ￥15,784
￥58,773 total
includes taxes & fees
Oct 28 - Oct 29
Eagle`s Beach Nest: Pet-Friendly*Fenced*Walk2Beach
A modern kitchen with stainless steel appliances, a wooden island, and a dining area with white chairs.

4. 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 ￥17,009
￥60,394 total
includes taxes & fees
Nov 2 - Nov 3
Eagles Beach Nest 2:Pet-Friendly*Fenced*Walk2Beach
A modern kitchen with white cabinets, a central island, stainless steel appliances, and a blue rug.

5. 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)
"Came for 50th birthday with family! Everything was perfect and great location "
United States
Jennifer W.
The price is ￥24,531
￥62,147 total
includes taxes & fees
Nov 2 - Nov 3
Archer's Retreat-Sleeps 10-1/2 mile to Lake Michigan! Pet/Kid Friendly
A wicker sofa with white cushions, a wooden table with a bowl of green plants, and a glass of water.

6. 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 ￥46,040
￥153,435 total
includes taxes & fees
Oct 29 - Oct 30
7BR 5K SqFt Schoolhouse • Sauna, Hot Tub, Gym & 2 Game Rooms
A beach with footprints leading to a wooden post, and the sun setting over the ocean.

7. 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 ￥31,419
￥75,239 total
includes taxes & fees
Nov 1 - Nov 2
Relax & Recharge in Hot Tub - Minutes to Warren Dunes - 3BR 2BA
A modern living room with a stone fireplace, wooden ceiling, and a dining area with a wooden table and chairs.

8. 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 ￥23,110
￥96,626 total
includes taxes & fees
Oct 28 - Oct 29
Walk to Town, Beach, Game Room, Firepit Stay
A wooden cabin with a porch, outdoor seating, and a garden area.

9. 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 ￥35,923
￥74,629 total
includes taxes & fees
Nov 16 - Nov 17
Breezy Chic: Fresh Spring Vibes at The Modern Oak walkable to town!
A covered outdoor dining area with a table and chairs, surrounded by large windows offering a view of a forested area.

10. 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 ￥70,729
￥131,846 total
includes taxes & fees
Oct 28 - Oct 29
River's Edge on 30 Acres with Kayaks/Pool/Farm/River/Trails/Pets, near Beach
A covered pool area with seating and a sign indicating 'Pool Rules'.

11. 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 ￥70,435
￥113,427 total
includes taxes & fees
Nov 9 - Nov 10
Creekside House on 30 Acres with Kayaks/Pool/Farm/River/Trails/Pets, near Beach
A modern living room with a large wooden dining table, white chairs, a grey sofa, and a fireplace.

12. Warren Dunes - Large 2 Br-2 Bath, Hot Tub, Wbfpl , Next To Wineries

Warren Dunes - Large 2 Br-2 Bath, Hot Tub, Wbfpl , Next To Wineries
Bridgman
9.2 out of 10, Wonderful, (93 reviews)
"Perfect space for 2-5! The hot tub was fantastic, beds were comfortable, and shower was nice."
United States
Ryan G.
Warren Dunes - Large 2 Br-2 Bath, Hot Tub, Wbfpl , Next To Wineries
A large indoor swimming pool with a glass ceiling, surrounded by lounge chairs and a hot tub.

13. 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 ￥63,391
￥104,863 total
includes taxes & fees
Oct 28 - Oct 29
Deerpath Cottage-30 Acres with Indoor Pool, Farm, Kayaking, Trails, by Beach!
A bedroom with two beds, a ceiling fan, and a large window.

14. 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 ￥21,286
￥61,369 total
includes taxes & fees
Oct 28 - Oct 29
The Vineyard House | Spacious Home Near Wine, Beer & Lake MI
A modern house with a large glass front, surrounded by trees.

15. Maison Foxglove - 4 BR Luxe Home at Petite Acres in New Buffalo

Maison Foxglove - 4 BR Luxe Home at Petite Acres in New Buffalo
New Buffalo
The price is ￥75,406
￥165,259 total
includes taxes & fees
Oct 29 - Oct 30
Maison Foxglove - 4 BR Luxe Home at Petite Acres in New Buffalo
Interior

16. 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, (30 reviews)
"Great place to stay! Clean, cozy and kid friendly. Host was easy to communicate with!"
United States
Neha D.
The price is ￥42,790
￥68,933 total
includes taxes & fees
Oct 28 - Oct 29
Weko Beach Retreat - Hot Tub, Fire Pit, Near Lake Michigan
4a2fe492-4c1f-43d5-9a05-12b00f46239a

17. 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 ￥18,824
￥28,707 total
includes taxes & fees
Nov 9 - Nov 10
Country Barn Studio Getaway
A beach with a yellow triangular structure, two benches, and people in the background.

18. Breezy Pad, Close to the Lake, with Hot Tub

Breezy Pad, Close to the Lake, with Hot Tub
St Joseph
9.2 out of 10, Wonderful, (156 reviews)
"We loved the bed and shower, fenced in dog area, and hammocks! Very clean and adorable, great location, we had no issues!"
United States
Sarah
The price is ￥18,213
￥30,758 total
includes taxes & fees
Oct 28 - Oct 29
Breezy Pad, Close to the Lake, with Hot Tub
A beach with a pier extending into the water, a lighthouse in the distance, and the sun setting over the horizon.

19. Duplex | Firepit | Game Room | Hot Tub-all year

Duplex | Firepit | Game Room | Hot Tub-all year
Michigan City
8.4 out of 10, Very good, (19 reviews)
"It’s was very clean , comfortable beds too "
United States
Donna
The price is ￥12,667
￥34,285 total
includes taxes & fees
Nov 8 - Nov 9
Duplex | Firepit | Game Room | Hot Tub-all year
A wooden boardwalk leading to a sandy beach with the ocean in the background.

20. Singing Sands Trl | Hot Tub Retreat | Dogs OK

Singing Sands Trl | Hot Tub Retreat | Dogs OK
Michigan City
9.6 out of 10, Exceptional, (33 reviews)
"Host was helpful. Easy to get to. Close to beaches."
United States
Nate B.
The price is ￥45,420
￥76,340 total
includes taxes & fees
Oct 30 - Oct 31
Singing Sands Trl | Hot Tub Retreat | Dogs OK
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

Four Winds Casino Resort – New Buffalo

Four Winds Casino Resort – New Buffalo

8/10 Good
"Cleanliness and friendliness"
Barbara 1-night trip
Posted 3 hours ago
Four Winds Casino Resort – New Buffalo

Find out more about Lakeside

Lakeside Vacation Homes information

Number of reviews
524
Accommodation
1059 Vacation Homes
Lowest Price
￥28,707
Highest Price
￥165,259