Vacation Rentals & House Rentals in Lakeside

Updating...

More filters

Wireless Internet
Air conditioning
Swimming pool
Private pool

Heated pool
Private indoor pool
Balcony or terrace
Washing machine
Jacuzzi or hot tub
Garden
Internet access
DVD player
Grill
Fireplace
Cot available
Sea view
Safe
Dishwasher
Children's pool
Shared outdoor pool (heated)
Shared outdoor pool (unheated)
Shared indoor pool
Private outdoor pool (heated)
Private outdoor pool (unheated)
Pool or snooker table
Ceiling Fans
Clothes dryer
Games room
Table tennis
Cribs
Swing set or jungle gym
Fax machine
Linen provided
Iron
Hair dryer
Stove
Fridge
Freezer
Microwave
Towels provided
Video player
Bicycles available
Climbing frame
Trampoline
Private fishing lake or river
Staffed property
Boat available
Housekeeping Included

See all

Less

Pets
Pets allowed
Parking
Car not required

Children under 5
Smoking allowed
Non-Smoking property
Smoking - Ask
Wheelchair adapted
Wheelchair accessible
Secure parking

See all

Less

Beach or lakeside relaxation
Walking trips
Tennis in town
Water sports

Horse riding
Fishing
Cycling trips
Golf within 30mins drive

See all

Less

32 Houses

Sort by:

Your Pool Party is Calling

Lakeside house

3 bedrooms
2 bathrooms

sleeps 10

Price per night from

$556

2 FUN 4 Bedroom 2 Bath COTTAGES each Sleep 10 people Beach-Pool-Hot Tub and More

Lakeside cottage

8 bedrooms
4 bathrooms

sleeps 20

Responds fast! avg. 26 minutes

Price per night from

$516

Fun Spacious 4 Bedrm 2 Bath Cottage Sleeps 10 Pool, Hot tub, Steps to Beach More

Lakeside cottage

4 bedrooms
2 bathrooms

sleeps 10

Responds fast! avg. 26 minutes

Price per night from

$287

Lakeside Michigan - Newly Renovated Stunner with Heated Private Pool Sleeps 10

Lakeside house

4 bedrooms
2 bathrooms

sleeps 10

Price per night from

$1,088

Great rentals within 20 miles that match your search

Luxury Riverfront Estate

Niles house

2 bedrooms
3 bathrooms

sleeps 8

Price per night from

$1,060

Shorewinds Beach House on LakeShore

Union Pier house

2 bedrooms
3 bathrooms

sleeps 6

Price per night from

$453

Beautifully Renovated 'Pinebrook Cottage' 2BR 1BA Secluded, Beach Close

New Buffalo house

2 bedrooms
1 bathroom

sleeps 6

“Beautiful cottage!” Very comfortable and great location. Can’t wait to go back. Very clean wish the beach was closer. Great courtyard. A true gem.

Responds fast! avg. 25 minutes

Price per night from

$373

Walking Distance to New Buffalo Beach, Marina

New Buffalo house

3 bedrooms
1 bathroom

sleeps 8

Price per night from

$400

Glint on the Water

Berrien Springs house

4 bedrooms
3 bathrooms

sleeps 14

Responds fast! avg. 3 hours 13 minutes

Price per night from

$401

Beautifully renovated 2 bedroom duplex

Union Pier cottage

2 bedrooms
1 bathroom

sleeps 4

Price per night from

$287

View of the lake from 2 decks - Lakeshore Dr 6br!

Michigan City house

6 bedrooms
3 bathrooms

sleeps 15

Price per night from

$915

4BR 3BA Short Walk to Beach - New Furnishings 8/15

Michigan City house

4 bedrooms
3 bathrooms

sleeps 14

Price per night from

$572

A Quaint Country Cottage in Scenic Harbor Country!

Union Pier cottage

3 bedrooms
2 bathrooms

sleeps 10

Price per night from

$304

Dune our Thing- 1 block to beach with private parking and lake views!

Michigan City house

6 bedrooms
6 bathrooms

sleeps 16

Price per night from

$974

Charming Lake Michigan Bungalow, sleeps 12

Michigan City house

3 bedrooms
2 bathrooms

sleeps 12

Price per night from

$344

Lake Michigan Beach Barn

Harbert house

5 bedrooms
5 bathrooms

sleeps 16

Price per night from

$2,061

Heated Pool, Hot Tub, ND, Wineries, Golf Courses

Niles house

3 bedrooms
2 bathrooms

sleeps 10

Price per night from

$687

Three Oaks Inn at Ashmoor Estate

Three Oaks b&b

5 bedrooms
5 bathrooms

sleeps 16

Price per night from

$687

Beach Nest

Michigan City house

5 bedrooms
6 bathrooms

sleeps 18

Price per night from

$687

ON THE BEACH

Michigan City condo

3 bedrooms
2 bathrooms

sleeps 5

Price per night from

$275

Harbor Country Lodge, perfect for family reunions

Sawyer lodge

6 bedrooms
4 bathrooms

sleeps 20

Price per night from

$1,145

Vacation Rental

Sawyer house

7 bedrooms
6 bathrooms

sleeps 20

Price per night from

$1,203

Lake Michigan Lake House

Long Beach house

3 bedrooms
2 bathrooms

sleeps 10

Price per night from

$430

Cozy cottage tucked away in the heart of Union Pier!

Union Pier cottage

2 bedrooms
1 bathroom

sleeps 4

Price per night from

$327

Lakeview Cove

Berrien Springs house

6 bedrooms
5 bathrooms

sleeps 15

Price per night from

$1,718

Creature Comforts at Catalpa

Michigan City house

3 bedrooms
2 bathrooms

sleeps 7

Price per night from

$320

Peach by the Beach! 1 Bdrm Apt close to downtown

New Buffalo apartment

1 bedroom
1 bathroom

sleeps 2

Price per night from

$172

Bawtry House

Buchanan house

4 bedrooms
5 bathrooms

sleeps 8

Price per night from

$906

Epic Indoor Pool w/slide and hot tub close to beach: Heart of Wine Trail

Bridgman house

4 bedrooms
4 bathrooms

sleeps 14

Price per night from

$1,373

Cozy Walkable Cottage

Michigan City house

1 bedroom
1 bathroom

sleeps 4

Price per night from

$1,718

Sprawling house, compound w private pool, sleeps 16, discounted August, and 2024

Union Pier house

6 bedrooms
3 bathrooms

sleeps 16

Price per night from

$1,890

LUXURY BEACH HOUSE IN DUNES NATIONAL PARK with 40ft POOL, GARDEN & OPTIONAL BOAT

Beverly Shores house

4 bedrooms
4 bathrooms

sleeps 10

Price per night from

$1,527

Also consider

Union Pier 6 properties
Upper Peninsula 109 properties
Detroit 28 properties
Berrien County 27 properties
Antrim County 26 properties
Ann Arbor 16 properties
Ottawa County 15 properties
Leelanau County 11 properties
Benzie County 10 properties
Highland Park 10 properties
Oceana County 8 properties
West Branch 8 properties
Kalkaska County 7 properties
Pontiac 6 properties
Greenbush 5 properties
Hamtramck 5 properties
Cass County 5 properties
Oak Park 5 properties
Monroe 5 properties
Montana 472 properties

Lakeside Rentals

Per night

32 Houses

Your Pool Party is Calling

2 FUN 4 Bedroom 2 Bath COTTAGES each Sleep 10 people Beach-Pool-Hot Tub and More

Fun Spacious 4 Bedrm 2 Bath Cottage Sleeps 10 Pool, Hot tub, Steps to Beach More

Lakeside Michigan - Newly Renovated Stunner with Heated Private Pool Sleeps 10

Luxury Riverfront Estate

Shorewinds Beach House on LakeShore

Beautifully Renovated 'Pinebrook Cottage' 2BR 1BA Secluded, Beach Close

Walking Distance to New Buffalo Beach, Marina

Glint on the Water

Beautifully renovated 2 bedroom duplex

View of the lake from 2 decks - Lakeshore Dr 6br!

4BR 3BA Short Walk to Beach - New Furnishings 8/15

A Quaint Country Cottage in Scenic Harbor Country!

Dune our Thing- 1 block to beach with private parking and lake views!

Charming Lake Michigan Bungalow, sleeps 12

Lake Michigan Beach Barn

Heated Pool, Hot Tub, ND, Wineries, Golf Courses

Three Oaks Inn at Ashmoor Estate

Beach Nest

ON THE BEACH

Harbor Country Lodge, perfect for family reunions

Vacation Rental

Lake Michigan Lake House

Cozy cottage tucked away in the heart of Union Pier!

Lakeview Cove

Creature Comforts at Catalpa

Peach by the Beach! 1 Bdrm Apt close to downtown

Bawtry House

Epic Indoor Pool w/slide and hot tub close to beach: Heart of Wine Trail

Cozy Walkable Cottage

Sprawling house, compound w private pool, sleeps 16, discounted August, and 2024

LUXURY BEACH HOUSE IN DUNES NATIONAL PARK with 40ft POOL, GARDEN & OPTIONAL BOAT

Viewing 32 of 32
rentals in Lakeside

Also consider

Lakeside Rentals

Per night

32 Houses

Viewing 32 of 32rentals in Lakeside

Also consider

Viewing 32 of 32
rentals in Lakeside