Lakeside Vacation Rentals

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Vacation Rentals in Lakeside

Bluffview on the River | hot tub, sauna, & pool table

9.0 out of 10, Wonderful, (31)
"The house was very nice and the property managers got back with any questions quickly. "
The price is CA $456
CA $740 total
includes taxes & fees
Jul 14 - Jul 15
Bluffview on the River | hot tub, sauna, & pool table

Country Getaway Barn Studio, 1Queen,Wifi,&More

9.4 out of 10, Exceptional, (13)
"The property is beautiful and serene. I would love to come back and stay longer next time. "
The price is CA $177
CA $261 total
includes taxes & fees
Jul 7 - Jul 8
Country Getaway Barn Studio, 1Queen,Wifi,&More

Breezy Pad, Close to the Lake, with Hot Tub

9.2 out of 10, Wonderful, (83)
"We had a great time and appreciated the little touches that made our stay great! "
The price is CA $366
CA $456 total
includes taxes & fees
Jul 17 - Jul 18
Breezy Pad, Close to the Lake, with Hot Tub

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

9.6 out of 10, Exceptional, (22)
"Great place"
The price is CA $299
CA $548 total
includes taxes & fees
Jul 13 - Jul 14
Cozy Country Escape - Convenient to New Buffalo, Notre Dame & Amazon data center

Amazing Lake Michigan Views: Completely Remodeled and Steps from Lake Michigan!

10.0 out of 10, Exceptional, (41)
"The view from the balcony was breath taking. I would highly recommend a stay at this property."
The price is CA $626
CA $1,063 total
includes taxes & fees
Jul 11 - Jul 12
Amazing Lake Michigan Views: Completely Remodeled and Steps from Lake Michigan!

Be Our -Country- Guest

The price is CA $263
CA $331 total
includes taxes & fees
Jul 9 - Jul 10
Be Our -Country- Guest

Epic Indoor Pool w/slide & hot tub close to beach

10.0 out of 10, Exceptional, (15)
"Perfect house for our Midwest spring break! Plenty of space and the pool area was as good as expected! "
The price is CA $1,630
CA $2,506 total
includes taxes & fees
Jul 17 - Jul 18
Epic Indoor Pool w/slide & hot tub close to beach

Sawyer Farmhouse -Spacious Retreat with 5 Bedrooms

10.0 out of 10, Exceptional, (15)
"We loved the farm."
The price is CA $350
CA $555 total
includes taxes & fees
Jul 9 - Jul 10
Sawyer Farmhouse -Spacious Retreat with 5 Bedrooms

Monogram Inn- Hightide (Room #15)

10.0 out of 10, Exceptional, (49)
"Clean convenient, close to beach, restaurants, and wineries "
The price is CA $224
CA $381 total
includes taxes & fees
Jul 7 - Jul 8
Monogram Inn- Hightide (Room #15)

Monogram Inn- Driftwood (Room #16)

10.0 out of 10, Exceptional, (36)
"Wonderful accommodations and exactly as advertised. Top notch customer service and couteous, fast response to inquiries."
The price is CA $224
CA $381 total
includes taxes & fees
Jul 10 - Jul 11
Monogram Inn- Driftwood (Room #16)

Monogram Inn- Boardwalk (Room #12)

9.6 out of 10, Exceptional, (65)
"Great stay, super clean & nice!"
The price is CA $224
CA $381 total
includes taxes & fees
Jul 9 - Jul 10
Monogram Inn- Boardwalk (Room #12)

Monogram Inn - Breakwater (Room #17)

10.0 out of 10, Exceptional, (77)
"We had a great getaway. The location is perfect for dining, wineries, and beaches."
The price is CA $224
CA $381 total
includes taxes & fees
Jul 8 - Jul 9
Monogram Inn - Breakwater (Room #17)

Sawyer walk to Warren dunes

8.8 out of 10, Excellent, (8)
Sawyer walk to Warren dunes

Chic Dunes Cottage W/ HOT TUB near Warren Dunes / Lake MI!

The price is CA $340
CA $633 total
includes taxes & fees
Jul 7 - Jul 8
Chic Dunes Cottage W/ HOT TUB near Warren Dunes / Lake MI!

Poplar Place - 3 BR - Hot Tub - Steps from Downtown

10.0 out of 10, Exceptional, (12)
"Another great time in a great house. Close to Three Oaks and great food at Ray & Al’s lunchroom!"
Poplar Place - 3 BR - Hot Tub - Steps from Downtown

Sawyer Retreat with private pool and hot tub!

9.8 out of 10, Exceptional, (6)
"With a few hiccups, the property manager was right on top of it! We enjoyed this beautiful property & would definitely recommend!"
The price is CA $1,087
CA $1,812 total
includes taxes & fees
Aug 6 - Aug 7
Sawyer Retreat with private pool and hot tub!

Beautiful, Comfortable River Retreat surrounded by Trees

10.0 out of 10, Exceptional, (8)
"We had an amazing weekend, the house was beautiful and perfect for our getaway! Thank you for everything"
The price is CA $1,118
CA $2,082 total
includes taxes & fees
Jul 7 - Jul 8
Beautiful, Comfortable River Retreat surrounded by Trees

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

9.2 out of 10, Wonderful, (5)
"We had a great experience staying at the school house ! So many things to do with our big family group ages 3-60 ..beds were super comfy and so much space to spread out and play games , watch tv and eat all together at the big table ..enjoyed the hot tub and fabulous gym with suana ..great price in the winter / spring ! "
The price is CA $1,768
CA $2,907 total
includes taxes & fees
Jul 7 - Jul 8
Schoolhouse now 5K Sq ft Lux BNB: Gym, Sauna, HotTub, GameRoom, Billiards, pets

Barn and Beach cottage ( main home ) front

10.0 out of 10, Exceptional, (7)
"The house was just beautiful, decorated very tastefully and very clean. We all had a wonderful stay at this property"
Barn and Beach cottage ( main home ) front

Barn & Beach Guest house (rear)

9.2 out of 10, Wonderful, (9)
"Great place to stay! We had 8 adults - plenty of room and beds, comfortable seating for everyone to hang out. The kitchen was well stocked, the hot tub was awesome. Owner was very responsive, check-in & check-out were easy. We had a great time, would absolutely stay here again. "
The price is CA $1,087
CA $1,708 total
includes taxes & fees
Jul 10 - Jul 11
Barn & Beach Guest house (rear)
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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Frequently asked questions

Are there vacation rentals in Lakeside?

Yes, you can find vacation rentals near popular attractions in Lakeside, or you can choose a secluded option if you're looking for relaxation. 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 vacation home rentals that Lakeside has to offer?

Driftwood Cottage, a charming 3-bed/2-bath home in peaceful Union Pier!: This vacation home rental near Lakeside is equipped with a barbecue grill, air-conditioning, and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a stovetop, and a microwave.

How many vacation rentals will I find in Lakeside?

With 45 Expedia vacation rentals, you're sure 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 vacation rentals like in Lakeside?

Vacation rentals are privately owned accommodations you can stay in for several days or longer in Lakeside. Vacation rentals offer extras like WiFi and washers and dryers so you'll have a home away from home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of security away from public hotel elevators and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive choice for a family trip or a small group gathering.