Lakeside, MI Cottage Rentals from $216

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Our top choices for Lakeside cottages

A gravel path leading to a small house with a white porch and a fenced yard.

1. Cherry Street Guesthouse with private wooded yard & firepit, 3 blocks to town!

Three Oaks

jeffrey

$216 nightly

Nov 12 - Nov 13

Total with taxes and fees

Ceiling fans keep air flow and also Central Air and Heat.

2. 3BR 2b New Buff cottage dogs ok, steps to dwntn restaurants&shops, walk to beach

Downtown New Buffalo

christian s.

$469 nightly

Nov 12 - Nov 13

Total with taxes and fees

A wooden deck with a bench and two chairs, overlooking a body of water and trees.

3. Private Beach Steps to the Lake.

Union Pier

Jalen W.

$1,096 nightly

Nov 15 - Nov 16

Total with taxes and fees

A covered outdoor seating area with a sofa, two chairs, and a coffee table.

4. Treehouse Bungalow- Quaint and Cozy Getaway!

Michigan City

Unspecified U.

$262 nightly

Nov 12 - Nov 13

Total with taxes and fees

A wooden deck with a black sofa, a table with a plant, and a pergola with lights.

5. Secluded Retreat, Hot Tub, Fire Pit, Wildlife Views, Near New Buffalo Beach!

New Buffalo

Citlaly D.

$681 nightly

Nov 12 - Nov 13

Total with taxes and fees

A two-story house with a large backyard, a fire pit, and outdoor seating.

6. 8-acre Bridgman Oasis: Pool, Hot Tub & Game Room

Bridgman

$1,068 nightly

Nov 12 - Nov 13

Total with taxes and fees

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Learn more about Lakeside

This charming Lake Michigan beach town offers antique shops and art galleries along its quaint Red Arrow Highway. Spend summer days at the pristine Lakeside beaches, then grab homemade ice cream at local shops before exploring nearby Warren Dunes State Park.

See all hotels in Lakeside

A sunset over a body of water with two tents on a grassy field.

Top reviews in Lakeside

A hotel with a large parking lot, a central courtyard, and a building with a distinctive curved roof.

Four Winds Casino Resort – New Buffalo

New Buffalo

10/10 Excellent

Angela

A house with a porch, a front door, and a small garden area with plants and pumpkins.

Goldberry Woods

Union Pier

10/10 Excellent

Debra W.

A Fairfield by Marriott hotel with a modern design, featuring a central entrance, multiple floors, and a well-maintained lawn area.

Fairfield Inn & Suites by Marriott New Buffalo

New Buffalo

10/10 Excellent

Lydia

A hotel room with a neatly made bed, a lamp, a framed artwork on the wall, and a wooden door.

Quality Inn Near Interstate I94

New Buffalo

10/10 Excellent

Todd

A Holiday Inn Express building with a brick facade, multiple windows, and a well-maintained lawn.

Holiday Inn Express & Suites La Porte by IHG

La Porte

10/10 Excellent

Carole

A deck with a glass-top table and chairs, surrounded by white railings and a large flowering tree.

New Buffalo Inn

Downtown New Buffalo

10/10 Excellent

Teresa

A Holiday Inn Express & Suites building with a covered entrance, multiple floors, and a parking lot.

Holiday Inn Express & Suites Michigan City by IHG

Michigan City

10/10 Excellent

Anonymous traveler

A Comfort Inn hotel with a covered entrance, multiple floors, and a parking lot.

Comfort Inn La Porte

La Porte

10/10 Excellent

JD

A two-story brick house with a gabled roof, surrounded by a well-maintained garden with various plants and a lawn.

The Brewery Lodge Hotel

Michigan City

10/10 Excellent

Our stay was just great, and the facility was wonderful. However we had serious problems with the Hotels.com website. The website and booking process were deceptive and difficult. Our efforts to communicate with hotels.com did not get results and we were not able to find out why our credit card was charged more than advertised. We will go to the Brewery Lodge Hotel again but we won't be booking through Hotels.com. Final score 5+ for the Brewery Lodge Hotel 0 minus for Hotels.com.

Anonymous traveler

A sunset over a calm body of water with boats, a dock, and a distant shoreline.

The Blue Heron Inn

La Porte

10/10 Excellent

Steven

A hotel with a covered entrance, a flag, and a parking lot with two cars.

Comfort Suites Stevensville - St. Joseph

Stevensville

10/10 Excellent

Aileen

A balcony with a view of a road, grassy area, and a body of water.

Holiday Inn Express & Suites St Joseph by IHG

Saint Joseph

10/10 Excellent

Stephen

A dock with a boat, a rusty bridge, and greenery in the background.

Bridge Inn

Michigan City

10/10 Excellent

We stayed in suite 23. Its an upper level room but the stairs were quite manageable. We received a text when our room was ready which was before check in time. The room was very cozy and clean. This suite has a jetted tub 😀. The property manager Pete was very nice. We were only in the area 1 night but I waa amazed at all the things to do in the area. We definitely want to go back for a longer visit in the summer. They have a website that you can contact separately that will save you money on...

Joyce

Frequently Asked Questions

How much do cottages in Lakeside cost?

Expect to pay between $216 and $1,131 per night for cottages in Lakeside. Whatever your budget, a wonderful stay is just a few clicks away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

What are the best cottages in Lakeside?

Lakeside has multiple cottages with a total average guest review rating of 9.6. Fire Fly Resort is a good option if you like natural surroundings and an easygoing pace. Travelers staying at this 3.5-star stay will have access to a garden and a barbecue grill. Union Pier - Grace 3 Bedroom Cottage is another popular choice. This 3-star cottage has a fireplace and a garden.

How many cottages are there in Lakeside?

Get in touch with nature in one of the cottages on offer in Lakeside. To help you reserve your ideal stay, use our filter tool to search for perks or amenities you need.

Are there any family-friendly cottages in Lakeside?

Vacationing with your group in Lakeside is a cinch at Fire Fly Resort. With amenities like WiFi and a picnic area, you'll have all the comforts of home at this 3.5-star cottage. Union Pier - Grace 3 Bedroom Cottage is another family-friendly option where you and the rest of your squad can escape the hectic pace of the big city. This cottage has a 3-star rating and conveniences including clothes washing facilities and an oven. Lakeside has plenty of family-friendly attractions to visit that'll entertain the kids. New Buffalo Public Beach and Townline Beach promise a fun day out for travelers both young and old.

Why book your cottage in Lakeside with Expedia?

Expedia has some wonderful cottages in Lakeside, so start planning for a memorable vacation on nature's doorstep. If you have a fixed budget, click on how much you're willing to spend and the star rating of your property. Or, make the most of our filters to search for cottages with a hot tub or a kitchen. We'll help you find the perfect place whatever your bank balance or plans.

How can I find cheap cottages in Lakeside?

A great way to spot cheap cottages in Lakeside is with Expedia's convenient filter tool. Narrow your search by star rating, budget and amenities to take advantage of unbeatable deals with only a few clicks.

What is there to do in Lakeside near my cottage?

The most practical travel accessory is a well-planned itinerary. Burnison Galleries is a good place to start your adventures in Lakeside.

Search Lakeside Cottages

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Upfront pricing

Find vacation rentals that suit your style

Check prices for these dates

Our top choices for Lakeside cottages

1. Cherry Street Guesthouse with private wooded yard & firepit, 3 blocks to town!

2. 3BR 2b New Buff cottage dogs ok, steps to dwntn restaurants&shops, walk to beach

3. Private Beach Steps to the Lake.

4. Treehouse Bungalow- Quaint and Cozy Getaway!

5. Secluded Retreat, Hot Tub, Fire Pit, Wildlife Views, Near New Buffalo Beach!

6. 8-acre Bridgman Oasis: Pool, Hot Tub & Game Room

Learn more about Lakeside

Top reviews in Lakeside

Four Winds Casino Resort – New Buffalo

10/10 Excellent

Frequently Asked Questions

How much do cottages in Lakeside cost?

What are the best cottages in Lakeside?

How many cottages are there in Lakeside?

Are there any family-friendly cottages in Lakeside?

Why book your cottage in Lakeside with Expedia?

How can I find cheap cottages in Lakeside?

What is there to do in Lakeside near my cottage?

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