Entire home

Lakeside Retreat Private Pool Deep discount end of Summer from 8/22-9/3

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A modern kitchen with blue cabinets and a stainless steel refrigerator, a dining area with a wooden table and chairs, and a living room with a sofa and a coffee table.
A modern living room with two black sofas, a round coffee table, and a striped bean bag. Large windows provide a view of a garden and pool.
An aerial view of a house surrounded by dense greenery, featuring a swimming pool and a covered patio area.
A swimming pool with LED lighting, lounge chairs, and a house with outdoor seating.
A modern kitchen with blue cabinets, stainless steel appliances, and a wooden ceiling.

Reviews

9.8 out of 10
Exceptional

Highlights

  • Dive into relaxation
    Unwind in the top-rated pool, your perfect spot for relaxation.
  • Outdoor pool
    The outdoor pool is a refreshing retreat under the open sky - a rare gem in this area.
4 bedrooms2 bathroomsSleeps 10

Popular amenities

  • Private pool
  • Onsite parking available
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Barbecue grill

Explore the area

View in a map
Lakeside, MI
  • Place, Eleanor O'Connor Wilson Woods Preserve
    ‪9 min walk‬
  • Place, Robinson Woods Preserve
    ‪19 min walk‬
  • Place, Flynn Woods Preserve
    ‪3 min drive‬
  • Airport, South Bend, IN (SBN-South Bend Intl.)
    ‪33 min drive‬

Rooms & beds

4 bedrooms (sleeps 10)

Bedroom 2

1 Queen Bed

Bedroom 3

1 Double Bed

Bedroom 4

2 Single Bunk Beds

Master Bedroom

1 Queen Bed

2 bathrooms

Bathroom

Soap · Towels provided · Toilet · Shower only · Shampoo

Master Bathroom

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Spaces

Deck or patio
Porch or lanai
Kitchen
Kitchenette
Outdoor play area
Garden
Dining area

About this property

Lakeside Retreat Private Pool Deep discount end of Summer from 8/22-9/3

Last chance for summer time pool and beach fun! Late August/early September is the best time weather wise!

We are open 8/22-9/3 and have discounted heavily, 4 night min stay. We have offered a further discount for 7 night stay.

The House
Renovated Lakeside Escape • Near New Buffalo • Private Heated Pool •
Walk to Beach

Welcome to your fully renovated Lakeside retreat — a modern, comfortable 4-bedroom, 2-bath home with a private heated pool, set on a peaceful wooded lot and just minutes from New Buffalo, Union Pier Beach, and the best of Harbor Country. Sleeps up to 10 and designed with families and groups in mind.

Modern, Fresh Interiors With Room to Spread Out

Every part of the home has been thoughtfully updated — new furnishings, stylish finishes, upgraded lighting, and a clean, modern feel throughout. The layout is ideal for two families, couples, or multi-generational groups:

Bedrooms
*Primary Bedroom – queen bed, modern décor, and plenty of natural light
*Bedroom 2 – queen bed
*Bedroom 3 – full bed
*Bunk Room – 2 full beds on the bottom + 2 twin beds on top (4 total beds), perfect for kids or cousins’ sleepover nights
*Two Hangout / Living Areas
*Main Living Room – comfortable modern furniture, large TV, bright and airy
*Second Lounge Area – great for kids, games, or relaxing away from the main space

Both areas have a clean, stylish, updated feel and give groups the ability to hang out together or spread out when needed.

Eat-In Kitchen - A renovated, fully stocked kitchen with:

Full dining area
*Updated appliances
*Bright, modern cabinetry
*Everything you need for family meals and grilling days

Private Backyard Oasis With Heated Pool
Your own quiet, tree-lined outdoor space includes:
*Brand-new heated pool (Memorial Day–Labor Day)
*Spacious modern patio with a large contemporary fire table
*BBQ grill
*Lounge chairs and umbrellas
*Plenty of room for kids to run and play

It’s peaceful, private, and often becomes everyone’s favorite part of the stay.

Walk to the Beach • Minutes to New Buffalo

The home offers privacy but is close to everything:
*Walk to the beach via the improved Red Arrow pathway
*2 minutes to Union Pier Beach
*Short drive to New Buffalo shops, restaurants, breweries, and marina
*Close to wineries, Warren Dunes, golf, and scenic Harbor Country towns

Perfect for beach days, pool days, and everything in between.

Designed for Memory-Making Trips

From the modern furnishings to the flexible layout, renovated interiors, heated pool, and wooded setting, this home is easy to enjoy and hard to leave. Guests love the comfort, the privacy, and how effortless it feels to settle in.
Our prices include all fees. No hidden fees.

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House Rules

Check in after 5:00 PM
Check out before 12:00 PM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted
Please no more than 8 cars in the driveway.

Important information

You need to know

Property # 3122945vb
This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Long-term renters welcome
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

About the area

Lakeside

Located in Lakeside, this holiday home is near a water park and on a lake. The area's natural beauty can be seen at Lake Michigan and New Buffalo Public Beach. Ready for a night out? Consider Acorn Theater and Four Winds Casino / Silver Creek Event Center. Enjoy the area's slopes with cross-country skiing, and don't miss out on the sledging and ice skating.
Map
Lakeside, MI

What's nearby

  • Eleanor O'Connor Wilson Woods Preserve - 9 min walk - 0.8 km
  • Robinson Woods Preserve - 19 min walk - 1.6 km
  • Flynn Woods Preserve - 3 min drive - 1.5 km
  • Four Winds Casino New Buffalo - 9 min drive - 14.0 km
  • University of Notre Dame - 33 min drive - 61.6 km

Getting around

  • New Buffalo Station - 11 min drive
  • South Bend, IN (SBN-South Bend Intl.) - 39 min drive

Restaurants

  • ‪The Buffet at Four Winds Casino - ‬15 min drive
  • ‪Four Winds Sports Bar - ‬15 min drive
  • ‪Timbers at Four Winds Casino - ‬17 min drive
  • ‪Redamak's Tavern - ‬9 min drive
  • ‪PostBoy - ‬10 min drive

Frequently asked questions

Does Lakeside Retreat Private Pool Deep discount end of Summer from 8/22-9/3 have a pool?

Yes, this property has an outdoor pool. Pool types include heated pools.

Is Lakeside Retreat Private Pool Deep discount end of Summer from 8/22-9/3 pet-friendly?

No, pets are not allowed at this property.

How much is parking at Lakeside Retreat Private Pool Deep discount end of Summer from 8/22-9/3?

On-site parking is available at the property.

What time is check-in at Lakeside Retreat Private Pool Deep discount end of Summer from 8/22-9/3?

Check-in begins at 5:00 PM.

What time is check-out at Lakeside Retreat Private Pool Deep discount end of Summer from 8/22-9/3?

Checkout is at 12:00 PM.

Where is Lakeside Retreat Private Pool Deep discount end of Summer from 8/22-9/3 located?

Situated on a lake, this holiday home is within a 15-minute walk of Eleanor O'Connor Wilson Woods Preserve and Lake Michigan. Robinson Woods Preserve and Flynn Woods Preserve are also within 2 miles (3 km).

About the host

Hosted by CHRIS KELLEHER

Host profile image
What do you want guests to know about you?

My wife, Susie, and I love hosting and take pride in creating memorable experiences for our guests. We own two vacation rentals in Harbor Country. Our first home, The Rambling Hideaway in Union Pier, has earned consistent 5-star reviews for both the property and the service we provide, and is in the top 10% of rental properties on Airbnb nationally. In 2021, we purchased and fully renovated this second home in Lakeside—adding a pool, new outdoor living spaces, and high-quality furnishings throughout. Since then, it too has received nearly all 5-star reviews.

Why they chose this property

We fell in love with this property in 2021 because of its location and potential. Tucked away on a large wooded lot with spacious front and back yards, it offers both privacy and convenience. The house sits on the lake side of Red Arrow Highway, just a short walk to the beach via the new pedestrian pathway. We designed the renovations with guests in mind—installing a heated pool with a landscaped patio, upgrading lighting and furnishings, and creating indoor and outdoor spaces that feel both stylish and welcoming.

What makes this property unique

*This home blends the best of both worlds: the peace of a secluded wooded setting and the fun of a beach-town getaway. Few rentals in the area offer:

New heated private pool with a full patio and lounge area

Large yard for games, gatherings, or simply relaxing under the trees

Modern renovation with quality finishes and thoughtful design throughout

*Walkability to the beach, restaurants, wineries, and shops via the safe new pathway

*Comfortable accommodations for up to 10 guests, making it ideal for families or groups

*Conveniences - two TVs with Direct TV, everything you will need in a house for cooking, everything is new and in good shape.

*Guests consistently tell us they love the combination of privacy, amenities, and convenience—making it a standout choice in Harbor Country.

Premier Host

They consistently provide great experiences for their guests
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