Lakeside Vacation Rentals, Houses & More


1 - 38 of 113

View larger map

Areas near Lakeside

Great rentals within 20 miles that match your search

1 / 5

A very comfortable beach cottage, near the beach

  • 2
  • 6
  • 1 night min

$201

Details

1 / 14

New Buffalo Cottage 4BR

  • 4
  • 8
  • Min stay varies

$250

Details

1 / 48

Large Lake Michigan Home at Warren Dunes sleeps 24

  • 7
  • 24
  • Min stay varies

$726

Details

1 / 24

Brand New Kid Friendly by the Park with Golf Cart

  • 5
  • 14
  • Min stay varies

$449

Details

1 / 19

Southern Belle

  • 5
  • 14
  • Min stay varies

$551

Details

1 / 18

Gorgeous House on Private Beach with Stunning Lake Views and Outdoor Space

  • 5
  • 14
  • Min stay varies

$1100

Details

1 / 6

Amish log cabin located by Warren Dunes State Park and Greenbush brewery

  • 1
  • 5
  • Min stay varies

$120

Details

1 / 28

Cozy Golf Course Cottage & Beach Access Pinelake

  • 2
  • 6
  • 1 night min

$150

Details

1 / 22

My Blue Heaven

  • 6
  • 16
  • Min stay varies

$600

Details

1 / 19

Located between BEACH and POOL with main level master and screened porch

  • 4
  • 10
  • Min stay varies

$351

Details

1 / 10

Enchanting 1 Bedroom 2 Bathroom Lake Michigan Beachwalk Resort Cottage

  • 1
  • 4
  • Min stay varies

$176

Details

1 / 18

Secluded Wooded/River Setting in the Country,

  • 2
  • 6
  • 1 night min

$196

Details

1 / 23

Kid Friendly in Beachwalk Resort - Sheridan Beach,Pool and Parks

  • 2
  • 8
  • Min stay varies

$200

Details

1 / 25

Brand new home - 4 bedrooms, 3.5 baths. Walk to EVERYTHING in NB!! Sleeps 12!

  • 4
  • 12
  • Min stay varies

$401

Details

1 / 26

Family Friendly Cottage just steps to Sandcastle Park - Includes Golf Cart

  • 2
  • 8
  • Min stay varies

$300

Details

1 / 21

Room in my home w/lots of amenities, "Science Lab", Room A

  • 1
  • 3
  • 2 nights min

$100

Details

1 / 28

3BR Beach Cottage Steps to the Sandy Shores of Lake Michigan

  • 3
  • 6
  • Min stay varies

$300

Details

1 / 21

Huge Enclosed Porch, 2 Main Level Masters, Centrally Located, Extra Parking

  • 4
  • 10
  • Min stay varies

$429

Details

1 / 52

Unparalleled views, massive decks, located next to pool and basketball court.

  • 4
  • 14
  • Min stay varies

$425

Details

1 / 26

Lake house with panoramic views, perfect vacation rental

  • 4
  • 10
  • Min stay varies

$399

Details

1 / 21

Walking Distance to New Buffalo Beach, Marina

  • 3
  • 7
  • Min stay varies

$176

Details

1 / 16

Completely redecorated fall of 2016, fresh and ready for your family to enjoy

  • 2
  • 6
  • Min stay varies

$201

Details

1 / 42

Aqua Meadowlark 6/22-25 $2861 POOL SCRND PORCH FIRE PIT 53 ACRES PETS 6600 sf

  • 5
  • 15
  • Min stay varies

$701

Details

1 / 33

Glint on the Water

  • 4
  • 14
  • 4 nights min

$351

Details

1 / 29

White Sandy private beach, 1hr drive from Chicago

  • 4
  • 10
  • Min stay varies

$295

Details

1 / 15

4 bed Waterfront Getaway Laporte Pine Lake pier

  • 4
  • 14
  • Min stay varies

$155

Details

1 / 72

Lake Michigan Beach Barn

  • 5
  • 16
  • 7 nights min

$1801

Details

1 / 24

New rental for 2017, Beach getaway for 14!

  • 4
  • 14
  • Min stay varies

$289

Details

1 / 23

Classic 5BR Michigan Cottage Minutes To the Beach

  • 5
  • 11
  • Min stay varies

$300

Details

1 / 16

Holiday Heaven New Buffalo MI

  • 4
  • 14
  • Min stay varies

$386

Details

1 / 23

Million Dollar View

  • 4
  • 9
  • Min stay varies

$491

Details

1 / 25

Savannah has Off Street Parking and is a Short Walk to the Beach

  • 3
  • 10
  • Min stay varies

$399

Details

1 / 24

Lake front house 4 bedroom March Special 125.00/night!

  • 4
  • 12
  • Min stay varies

$201

Details

1 / 36

Kid Friendly Modern Cottage with Fire-pit, Screened Porch and Rec Room

  • 3
  • 10
  • Min stay varies

$250

Details

1 / 39

Sun King-August weeks available. Won't last long.

  • 7
  • 24
  • Min stay varies

$401

Details

1 / 29

Michiana Shores Cottage 2BR 2BA - Walk to Beach!

  • 2
  • 7
  • 1 night min

$211

Details

1 / 22

Your Pool Party is Calling

  • 3
  • 10
  • 7 nights min

$401

Details

1 / 21

2 FUN COTTAGES each Sleep10 Beach-Pool-More

  • 8
  • 20
  • Min stay varies

$440

Details

Payment Protection
Your payment for this rental is protected when you pay through FlipKey. Learn more
See only the properties that can be booked online with Payment Protection.
Learn more