Lakeside Holiday Rentals

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Check prices for these dates

Tonight
1 Dec - 2 Dec
Tomorrow
2 Dec - 3 Dec
This weekend
5 Dec - 7 Dec
Next weekend
12 Dec - 14 Dec

Holiday Rentals in Lakeside

Beach nearby, sun-loungers
1 or 2 Fun Cottages Sleep 2-10-20 People. Pool & Hot Tub. Steps to Beach + More

1 or 2 Fun Cottages Sleep 2-10-20 People. Pool & Hot Tub. Steps to Beach + More

Lakeside
9.2 out of 10, Wonderful, (66)
"Great rental for multiple families. It was terrific having a pool and the beach was wonderful and close by."
United States
Renay S.
1 or 2 Fun Cottages Sleep 2-10-20 People. Pool & Hot Tub. Steps to Beach + More
Beach nearby, sun-loungers, beach towels
Carrie's Cottage - Charming Duplex Style 3 Bedroom Cottage with Beach Access!

Carrie's Cottage - Charming Duplex Style 3 Bedroom Cottage with Beach Access!

Lakeside
9.0 out of 10, Wonderful, (50)
"This is our second time renting Carrie's Cottage and we absolutely love it. Perfect location to visit all the cute towns in this part of Michigan, walking distance to a beautiful beach, and plenty of space for adults and young children. We hope to be back again!"
United States
Marthe G.
Carrie's Cottage - Charming Duplex Style 3 Bedroom Cottage with Beach Access!
Premium bedding, memory-foam beds, blackout curtains, free WiFi
The Neighborhood Hotel - Grand Beach

The Neighborhood Hotel - Grand Beach

4.0 star property
New Buffalo
9.6 out of 10, Exceptional, (65)
"Absolutely perfect, we loved every bit of our stay!"
United States
Rebecca
The Neighborhood Hotel - Grand Beach
Exterior
Big Family House 5 Minutes from Lake Michigan/Blue Chip Casino/Brewery/Wineries!

Big Family House 5 Minutes from Lake Michigan/Blue Chip Casino/Brewery/Wineries!

Michigan City
9.6 out of 10, Exceptional, (121)
"We enjoyed everything about the house it could have used a little weed eating but other than that it was perfect my family enjoyed their stay Thank you again"
United States
Barb W.
Big Family House 5 Minutes from Lake Michigan/Blue Chip Casino/Brewery/Wineries!
Outdoor dining
Red Oak-5 bedroom with in ground pool, fireplace-walk to restaurants

Red Oak-5 bedroom with in ground pool, fireplace-walk to restaurants

New Buffalo
10.0 out of 10, Exceptional, (79)
"The house was perfect for our family vacation with the pool and location!! Better than advertised. "
United States
Michael D.
Red Oak-5 bedroom with in ground pool, fireplace-walk to restaurants
Outdoor spa tub
Newly renovated, 7700 Sq. Ft, 8BR, 7BTH, Heated Pool, Hot Tub, Arcade Game Barn

Newly renovated, 7700 Sq. Ft, 8BR, 7BTH, Heated Pool, Hot Tub, Arcade Game Barn

2.0 star property
Sawyer
10.0 out of 10, Exceptional, (28)
"House was perfect for our multi family family vacation! Amenities were wonderful and its clear that Tim is passionate about hosting a wonderful saty for all his guests! "
United States
Kristy D.
Newly renovated, 7700 Sq. Ft, 8BR, 7BTH, Heated Pool, Hot Tub, Arcade Game Barn
Interior
Lifetime Memories*Big Beach Front House*Fire Place/Pit*Free WiFi*Paddle Boards

Lifetime Memories*Big Beach Front House*Fire Place/Pit*Free WiFi*Paddle Boards

Michigan City
9.8 out of 10, Exceptional, (150)
"The house was a great location. Close to the beach. We had a wonderful time!"
United States
Jim W.
Lifetime Memories*Big Beach Front House*Fire Place/Pit*Free WiFi*Paddle Boards
Property grounds
BEACHFRONT/HOT TUB/STEAM ROOM/MASSAGE CHAIR/PINBALL/BIKES/KAYAKS/PADDLEBOARDS.

BEACHFRONT/HOT TUB/STEAM ROOM/MASSAGE CHAIR/PINBALL/BIKES/KAYAKS/PADDLEBOARDS.

Michigan City
9.4 out of 10, Exceptional, (126)
"Was as described great stay"
United States
Amber C.
The price is HK$934
HK$1,849 total
includes taxes & fees
2 Dec - 3 Dec
BEACHFRONT/HOT TUB/STEAM ROOM/MASSAGE CHAIR/PINBALL/BIKES/KAYAKS/PADDLEBOARDS.
Pool
Beautiful Family Cottage in Beachwalk-Grill-AC-Free Wifi-Kids Haven.

Beautiful Family Cottage in Beachwalk-Grill-AC-Free Wifi-Kids Haven.

Michigan City
9.6 out of 10, Exceptional, (245)
"House had everything we needed, great resort neighborhood for kids "
United States
Kathryne I.
Beautiful Family Cottage in Beachwalk-Grill-AC-Free Wifi-Kids Haven.
Fridge, microwave, oven, stovetop
Beachwalk - 7 bedrooms near the beach. Hot tub & golf cart. Great family house

Beachwalk - 7 bedrooms near the beach. Hot tub & golf cart. Great family house

Michigan City
10.0 out of 10, Exceptional, (244)
"Great place to stay with a big family "
United States
Larry Y.
Beachwalk - 7 bedrooms near the beach. Hot tub & golf cart. Great family house
Smart TV, DVD player, books
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, (106)
"We stayed at the Breezy pad for a family vacation and it was wonderful. We were able to bring our dog with and the house was very dog and family friendly. We loved that it was close to plenty of beaches and the neighborhood was very family friendly and quiet. We will definitely be making this a yearly family vacation. "
United States
Anna E.
The price is HK$855
HK$1,295 total
includes taxes & fees
2 Dec - 3 Dec
Breezy Pad, Close to the Lake, with Hot Tub
Pool
Pool Vibes Retreat | Hot Tub | Poker | Fire Pit

Pool Vibes Retreat | Hot Tub | Poker | Fire Pit

Stevensville
10.0 out of 10, Exceptional, (5)
"Great time, very clean and well maintained "
United States
Jake H.
Pool Vibes Retreat | Hot Tub | Poker | Fire Pit
Outdoor pool, a heated pool
New luxury home steps to downtown w/yr round heated pool

New luxury home steps to downtown w/yr round heated pool

Downtown New Buffalo
10.0 out of 10, Exceptional, (32)
"Heather's home is amazing - beautifully appointed, amazing location, and perfect for a large group. Her hospitality is the best in a vacation home we've ever experienced, and we will return! "
United States
Monica B.
New luxury home steps to downtown w/yr round heated pool
Outdoor pool, a heated pool
VIP! LUXURY 4BD 5min to Lake Michigan beach Big Pool with heater!!

VIP! LUXURY 4BD 5min to Lake Michigan beach Big Pool with heater!!

Michigan City
8.8 out of 10, Excellent, (23)
"Good location great pool host was nice to deal with. Had a good time"
United States
T H.
VIP! LUXURY 4BD 5min to Lake Michigan beach Big Pool with heater!!
Smart TV, fireplace, video games, DVD player
Lakefront! Secluded, HotTub, Fire Pit, Private Dock&boats 90 Min from Chicago

Lakefront! Secluded, HotTub, Fire Pit, Private Dock&boats 90 Min from Chicago

Union Pier
10.0 out of 10, Exceptional, (134)
"Very comfortable, steps to a dock, use of canoe, fishing, hot tub, Firepit for roasting marsh mellows. Very pleasant stay."
United States
Kenneth
Lakefront! Secluded, HotTub, Fire Pit, Private Dock&boats 90 Min from Chicago
Private kitchenette
Sunset Dunes Vacation Villas

Sunset Dunes Vacation Villas

3.0 star property
Bridgman
9.6 out of 10, Exceptional, (12)
"The apartment was wonderful, close to the Red Bud Race track, restaurants, and of course, the beach! We would definitely stay here again. "
United States
NANCY
Sunset Dunes Vacation Villas
Outdoor pool, a heated pool
Hot tub open all year! Private heated pool, sleeps 10 near downtown New Buffalo!

Hot tub open all year! Private heated pool, sleeps 10 near downtown New Buffalo!

New Buffalo
9.2 out of 10, Wonderful, (70)
"Great backyard space to hang out. Awesome location to walk and explore the area and an easy drive to other spots along the lake. The few minor issues we had were quickly communicated and addressed with the owner, so the trip went on without a hitch."
United States
Laura P.
Hot tub open all year! Private heated pool, sleeps 10 near downtown New Buffalo!
TV, fireplace, books, stereo
View of the lake from 2 decks in this 6BR Lake Shore Dr home, steps to the beach

View of the lake from 2 decks in this 6BR Lake Shore Dr home, steps to the beach

Michigan City
8.6 out of 10, Excellent, (88)
"This place has a beautiful view over housetops of the lake. Lots of seating on two decks for the view. Plenty of parking.The house accommodated our group of 15, with spaces to eat, put together a puzzle, play board games and be in the same area. A short walk to the beach. The host answered our questions quickly before arrival. The place is older but clean. The kitchen was supplied with nice pans and basic dishes."
United States
Marilyn H.
The price is HK$895
HK$3,427 total
includes taxes & fees
2 Dec - 3 Dec
View of the lake from 2 decks in this 6BR Lake Shore Dr home, steps to the beach
Beach nearby
Beach house with Private Heated Pool, Jacuzzi, Firepit. Steps to beach and park.

Beach house with Private Heated Pool, Jacuzzi, Firepit. Steps to beach and park.

New Buffalo
9.4 out of 10, Exceptional, (12)
"We were pleased with all amenities at the house. Wish beach on Lake Michigan had been easier to access."
United States
Glenda F.
Beach house with Private Heated Pool, Jacuzzi, Firepit. Steps to beach and park.
Property grounds
Modern Farmhouse Retreat-10 Min Walk to Lake Michigan-Hot Tub-Sauna

Modern Farmhouse Retreat-10 Min Walk to Lake Michigan-Hot Tub-Sauna

Michigan City
10.0 out of 10, Exceptional, (119)
"The place was even better than the photos. It was a great place to stay."
United States
Alex B.
Modern Farmhouse Retreat-10 Min Walk to Lake Michigan-Hot Tub-Sauna
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

Quality Inn Near Interstate I94

Quality Inn Near Interstate I94

10/10 Excellent
"Love the shuttle bus"
emma 1-night trip
Posted 4 days ago
Quality Inn Near Interstate I94

Find out more about Lakeside

Search for holiday rentals in Lakeside on Expedia! You can easily find your home rentals, villas, holiday apartments in Lakeside using one of the methods below:

  • View our selection of featured holiday rentals in Lakeside
  • Use the map to find apartments and other holiday homes in the Lakeside neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Lakeside while they last

Look no further and take a look at our great range of rental properties in Lakeside!

Frequently asked questions

Are there holiday rentals in Lakeside?

Yes, there are holiday rentals close to the most popular sights in Lakeside, or you can select a more secluded option if you're looking for a relaxing stay. Lakeside is known for its lake views and architecture. Make sure you have time to check out the forests and shopping during your trip.

What are some of the best holiday rentals that Lakeside has to offer?

Beautiful Family Cottage in Beachwalk-Grill-AC-Free Wifi-Kids Haven.: This holiday home rental outside of Lakeside offers a balcony, a selection of games and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals will I find in Lakeside?

With 45 Expedia holiday rentals, you're guaranteed to find just the right place for your Lakeside stay.

What can I see and do in Lakeside?

Cultural attractions include Burnison Galleries, whereas Lake Michigan is a spot to enjoy nature. Eleanor O'Connor Wilson Woods Preserve and Edward and Elizabeth Leonard Wildlife Preserve are other places to visit while you're in town.

What are holiday rentals like in Lakeside?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Lakeside. Holiday rentals feature extras such as WiFi and washers and dryers so you'll have everything you need. If you're concerned about a clean environment, holiday rentals can provide a sense of seclusion away from public hotel lifts and lobbies bustling with people while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive option for a small group gathering.