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
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for Lakeside holiday homes

TV, fireplace, offices

1. Spacious 5-Bedroom Sawyer Farmhouse Retreat

Spacious 5-Bedroom Sawyer Farmhouse Retreat
Sawyer
9.8 out of 10, Exceptional, (31 reviews)
"Property was very spacious and extremely clean!"
United States
Kelly P.
The price is HK$1,470
HK$2,646 total
includes taxes & fees
16 Sept - 17 Sept
Spacious 5-Bedroom Sawyer Farmhouse Retreat
TV, books

2. 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, (24 reviews)
"The home was exactly what we needed for the family trip."
United States
Allison A.
The price is HK$991
HK$3,176 total
includes taxes & fees
5 Oct - 6 Oct
Eagle`s Beach Nest: Pet-Friendly*Fenced*Walk2Beach
Coffee/tea maker, fridge, microwave, oven

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 close to everything the town had to offer."
United States
Craig S.
The price is HK$1,195
HK$3,377 total
includes taxes & fees
22 Sept - 23 Sept
Eagles Beach Nest 2:Pet-Friendly*Fenced*Walk2Beach
Smart TV

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

Walk to Town, Beach, Game Room, Firepit Stay
New Buffalo
9.6 out of 10, Exceptional, (5 reviews)
"Fun spot, close to many activities to enjoy."
United States
Jody W.
The price is HK$852
HK$3,743 total
includes taxes & fees
21 Sept - 22 Sept
Walk to Town, Beach, Game Room, Firepit Stay
Coffee/tea maker, fridge, microwave, oven

5. 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 HK$1,271
HK$4,888 total
includes taxes & fees
22 Sept - 23 Sept
Sq Toe`s Last Resort:Pet-Friendly*Fenced* GameRoom
Smart TV, video games, books, computer monitors

6. Schoolhouse now 5K Sq ft Lux BNB: Gym, Sauna, HotTub, GameRoom, Billiards, pets

Schoolhouse now 5K Sq ft Lux BNB: Gym, Sauna, HotTub, GameRoom, Billiards, pets
Union Pier
8.6 out of 10, Excellent, (13 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 HK$2,302
HK$7,671 total
includes taxes & fees
16 Sept - 17 Sept
Schoolhouse now 5K Sq ft Lux BNB: Gym, Sauna, HotTub, GameRoom, Billiards, pets
Sun-loungers, beach towels

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

Relax & Recharge in Hot Tub - Minutes to Warren Dunes - 3BR 2BA
Sawyer
9.2 out of 10, Wonderful, (12 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 HK$1,598
HK$3,678 total
includes taxes & fees
5 Oct - 6 Oct
Relax & Recharge in Hot Tub - Minutes to Warren Dunes - 3BR 2BA
Coffee/tea maker, fridge, microwave, oven

8. 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, (5 reviews)
"Came for 50th birthday with family! Everything was perfect and great location "
United States
Jennifer W.
The price is HK$1,669
HK$3,624 total
includes taxes & fees
8 Oct - 9 Oct
Archer's Retreat-Sleeps 10-1/2 mile to Lake Michigan! Pet/Kid Friendly
Indoor pool, outdoor pool

9. 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 HK$3,169
HK$5,242 total
includes taxes & fees
21 Sept - 22 Sept
Deerpath Cottage-30 Acres with Indoor Pool, Farm, Kayaking, Trails, by Beach!
Outdoor dining

10. 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, (31 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 HK$1,898
HK$3,683 total
includes taxes & fees
6 Oct - 7 Oct
Breezy Chic: Fresh Spring Vibes at The Modern Oak walkable to town!
Interior

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

Cozy Country Escape - Convenient to New Buffalo, Notre Dame & Amazon data center
New Carlisle
9.6 out of 10, Exceptional, (29 reviews)
"Cozy Country Escape is a perfect name for this location! It was so quiet & relaxing.The unit was very clean, Jackie, the property manager, was very prompt & thorough in her response to questions & entry instructions. The view of Lake Hudson was beautiful, especially at sunset."
United States
Dianne K.
The price is HK$1,725
HK$3,259 total
includes taxes & fees
21 Sept - 22 Sept
Cozy Country Escape - Convenient to New Buffalo, Notre Dame & Amazon data center
Indoor pool, outdoor pool

12. 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 HK$3,913
HK$6,086 total
includes taxes & fees
30 Sept - 1 Oct
Creekside House on 30 Acres with Kayaks/Pool/Farm/River/Trails/Pets, near Beach
Terrace/patio

13. Romantic Cozy Home in "America’s Nicest Town"

Romantic Cozy Home in "America’s Nicest Town"
Buchanan
9.8 out of 10, Exceptional, (17 reviews)
"Very comfortable home in excellent location. Very well furnished and maintained."
United States
Jan P.
The price is HK$907
HK$1,789 total
includes taxes & fees
21 Sept - 22 Sept
Romantic Cozy Home in "America’s Nicest Town"
Outdoor dining

14. Be Our -Country- Guest

Be Our -Country- Guest
New Carlisle
10.0 out of 10, Exceptional, (7 reviews)
"Great location!! "
United States
Kathy P.
The price is HK$1,490
HK$1,906 total
includes taxes & fees
29 Sept - 30 Sept
Be Our -Country- Guest
Coffee/tea maker, fridge, microwave, oven

15. Newly Renovated / Dog Friendly / Sleeps 6

Newly Renovated / Dog Friendly / Sleeps 6
Michigan City
10.0 out of 10, Exceptional, (5 reviews)
"Lovely place, well stocked, clean, safe, comfortable and spacious. Location close to restaurants and outlet mall. Host was wonderful."
United States
Billie Farrar f.
The price is HK$881
HK$2,035 total
includes taxes & fees
15 Oct - 16 Oct
Newly Renovated / Dog Friendly / Sleeps 6
Beach nearby

16. (4 bedrooms and 2 full baths; sleeps 11)

(4 bedrooms and 2 full baths; sleeps 11)
Michiana Shores
9.0 out of 10, Wonderful, (39 reviews)
"The house was perfect for my family and I. Very nice area and easy short drive to Buffalo. We really enjoyed our stay.."
United States
David C.
The price is HK$2,470
HK$4,673 total
includes taxes & fees
20 Sept - 21 Sept
(4 bedrooms and 2 full baths; sleeps 11)
Beach nearby

17. The Boutique at Midtown Central / Hot Tub / Pet Friendly

The Boutique at Midtown Central / Hot Tub / Pet Friendly
Michigan City
9.6 out of 10, Exceptional, (19 reviews)
"Cute and cozy"
United States
angel R.
The Boutique at Midtown Central / Hot Tub / Pet Friendly
TV

18. Cozy 2 Bedroom Home Near Lake Michigan & Downtown

Cozy 2 Bedroom Home Near Lake Michigan & Downtown
Michigan City
8.0 out of 10, Very good, (2 reviews)
"Convenient location, quiet neighborhood, very close to commuter train. People do tend to drive way too fast on the street (posted 20mph and most drive 40mph). Communication with the host was excellent. Super helpful!"
United States
Jennifer K.
The price is HK$1,412
HK$2,877 total
includes taxes & fees
21 Sept - 22 Sept
Cozy 2 Bedroom Home Near Lake Michigan & Downtown
Outdoor dining

19. 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)
"We had a wonderful moms/dayghters weekend away. The house was perfect for us as 3 moms and daughters - each having our own space and the college girls getting the bunk room to share stories and giggle as much as they desired. It’s a great location for visiting wineries and relaxing after a long semester/fall. "
United States
Anne S.
The price is HK$4,934
HK$8,313 total
includes taxes & fees
21 Sept - 22 Sept
River's Edge on 30 Acres with Kayaks/Pool/Farm/River/Trails/Pets, near Beach
Private kitchen

20. Michigan City Gem! Huge Backyard-Grill- Sleeps 10

Michigan City Gem! Huge Backyard-Grill- Sleeps 10
Michigan City
The price is HK$1,251
HK$3,146 total
includes taxes & fees
16 Sept - 17 Sept
Michigan City Gem! Huge Backyard-Grill- Sleeps 10
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
"The hotel and rooms are very clean! They are a little on the dark and outdated decor side but very clean. Coffee maker and creamer/sugar options the very cheapest and basic. Not a charger outlet on both sides of bed. Staff were all very friendly and check in process quick and easy. Pool was very nice and heated. Restaurant options are good. Hot tub didn’t work"
Amber 2-night trip
Posted 2 hours ago
Four Winds Casino Resort – New Buffalo

Find out more about Lakeside

Lakeside Vacation Homes information

Number of reviews
288
Accommodation
1064 Vacation Homes
Lowest Price
HK$1,789
Highest Price
HK$8,313

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