Entire home·Private host

Incredible Downtown 6 bedroom with Pool, Hot Tub, Waterfall, Arcades & Speakeasy

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A two-story house with a swimming pool, outdoor seating area, and a well-lit patio. - Incredible Downtown 6 bedroom with Pool, Hot Tub, Waterfall, Arcades & Speakeasy (Cadillac)
A two-story house with a balcony, a swimming pool, and a garage. - Incredible Downtown 6 bedroom with Pool, Hot Tub, Waterfall, Arcades & Speakeasy (Cadillac)
Room - Incredible Downtown 6 bedroom with Pool, Hot Tub, Waterfall, Arcades & Speakeasy (Cadillac)
A modern living room with a large window, a fireplace, and a dining area. - Incredible Downtown 6 bedroom with Pool, Hot Tub, Waterfall, Arcades & Speakeasy (Cadillac)
A spacious kitchen with wooden cabinets, a central island with a dishwasher, and a large window providing natural light. - Incredible Downtown 6 bedroom with Pool, Hot Tub, Waterfall, Arcades & Speakeasy (Cadillac)
At Incredible Downtown 6 bedroom with Pool, Hot Tub, Waterfall, Arcades & Speakeasy, you can look forward to free breakfast, a firepit and a garden. For some rest and relaxation, visit the hot tub. Free in-room WiFi, with a speed of 500+ Mbps (good for 6+ people or 10+ devices), is available to all guests, along with an arcade/games room and laundry facilities.

Reviews

10 out of 10
Exceptional

Popular amenities

  • Pool
  • Hot tub
  • Breakfast included
  • Washing machine
  • Dryer
  • Free Wi-Fi
The current price is €827
includes taxes & fees
17 Nov - 18 Nov

Add dates for prices

About this property

Incredible Downtown 6 bedroom with Pool, Hot Tub, Waterfall, Arcades & Speakeasy

  • Heated Pool~~~~~~City centre
    Hot Tub~~~~~~~~~~2 Blocks to Lake
    Speakeasy~~~~~~~~6 Bedrooms
    Arcades~~~~~~~~~~Waterfall Pond
    Fireplace~~~~~~~~~19 miles to Caberfae Peaks
    Cornhole~~~~~~~~~Propane Grill
    Theatre Room~~~~~Wood Fire Pizza Oven
    Pool Table~~~~~~~~Coffee & Cereal Bar
    Board Games~~~~~Alexa Speakers
    Fire-pit~~~~~~~~~~~Chef’s Kitchen


    WELCOME TO THE ROOSEVELT: Cadillac's Most Luxurious & Historic City centre Retreat

    Step into a one-of-a-kind Northern Michigan escape combining restored historic charm with modern luxury. Located just one block off Main Street, The Roosevelt puts you steps from Cadillac’s best restaurants, breweries, boutiques, and lakefront attractions — all while offering your own private pool, year-round hot tub, brick oven pizza maker, and a hidden speakeasy unlike anything else in town.

    Whether you’re planning a family holiday, a friends’ weekend, a golf or ski trip, or a relaxing retreat, this home delivers unforgettable comfort and entertainment in every season.


    PROPERTY HIGHLIGHTS

    RESORT-LEVEL OUTDOOR LIVING
    * Private HEATED Pool (open 5/8–10/1)
    * Year-Round Hot Tub for stargazing and snowy-night soaks
    * Wood-Fired Brick Pizza Oven — create your own gourmet pies
    * Fully Fenced Backyard - high privacy walls
    * Outdoor Dining & Lounging with string lights and gas tiki torches
    * 3-Stall Heated Garage for cars, gear, and winter convenience

    Two blocks from Lake Cadillac — perfect for boating, beach days, and waterfront sunsets.

    HIDDEN SPEAKEASY AND GAME LOUNGE
    Welcome to your private underground hangout:
    * 85” Theatre TV for films & game days
    * Pool Table for late-night competitions
    * Cosy bar-style seating and moody speakeasy lighting
    * Your own “secret” entrance vibe — a true guest-favorite experience
    * Arcade Machines - NBA Jam and Ms.Pac Man/Galaga
    Perfect for gatherings, film nights, or just unwinding after exploring Cadillac.

    CHEF'S KITCHEN AND ENTERTAINING SPACES
    Create, cook, and connect in a kitchen built for hosting:
    * Professional Cooktop & Premium Appliances
    * Coffee & Wine Bar (complimentary coffee included!)
    * Large island perfect for groups
    * Beautiful dining area for shared meals
    Ideal for holidays, celebrations, or weekend feasts with friends and family.

    6 BEDROOMS — SLEEPS LARGE GROUPS COMFORTABLY
    Room for everyone, thoughtfully designed for comfort:
    * Primary Suite — King bed, patio access
    * Bedroom 2 — Two Queen beds
    * Bedroom 3 — Queen bed
    * Bedroom 4 — Two Bunk Beds (kid-approved!)
    * Bedroom 5 — Two Twin beds
    * Bedroom 6 — King bed with lake view
    Perfect for multi-family trips, retreats, or larger gatherings.

    LOCATION PERKS — WALK TO EVERYTHING
    * 1 block – City centre Cadillac (restaurants, shops, breweries, coffee, nightlife)

    * 2 blocks – Lake Cadillac (beach, marina, park, lakefront path, White Pine trail)

    * 5 min – Kenwood Beach & Boat Launch
    * 8 min – Adventure Island Theme Park
    * 9 min – Mitchell State Park
    * 10 min – Mountain Biking at Cadillac Pathway

    * 25 min – Caberfae Peaks Ski Resort
    * 50 min – Crystal Mountain Ski Resort

    * 1 hour – Traverse City (wineries, dining, festivals, airport)

    A perfect base for skiing, boating, hiking, biking, fishing, snowmobiling, golfing, or relaxing by the pool.

    FOUR-SEASON ADVENTURE HUB
    Summer: boating & jet skiing (rentals available nearby), swimming, hiking, beaches
    
Autumn: colour tours, local breweries, golf, scenic drives, biking the 92 mile White Pine Trail
    
Winter: Caberfae Peaks skiing, x-country skiing, snowmobiling (rentals available nearby), ice fishing
Spring: trails, fishing, brewery hopping, quiet getaways, biking the 92 mile White Pine Trail

    Your garage offers easy storage for boats, bikes, caravans, snowmobiles, and adventure gear.


    PARKING MADE EASY
    * Heated 3-stall garage
    * Spacious driveway
Total room for 6+ vehicles, caravans, or adventure gear.
    *Additional parking available on the public lot across the street

    GOOD TO KNOW
    * No smoking ($750+ extra cleaning fee if violated)
    * No parties (immediate eviction)
    * No pets
    * Pool cleaned weekly (Fridays)
    * Rental Agreement and liability waiver required upon booking
    * Late checkout without approval = $150+
    Safety first: children must be supervised at all times

    YOUR LUXURY DOWNTOWN CADILLAC RETREAT AWAITS
    Relax by the pool, walk to dinner, unwind in the speakeasy, or soak under the stars — The Roosevelt offers a truly unique blend of history, luxury, and unbeatable location.

    Book your stay now and experience Cadillac’s most iconic, amenity-packed retreat!

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About the area

Located in Cadillac, this holiday home is in the city centre and on a lake. McGuire's Resort and Adventure Island Family Fun Park are worth checking out if an activity is on the agenda, while those looking for area attractions can visit Jennings Community Playground and Little Creek Park. Take in the nearby slopes with cross-country skiing and snowboarding, or try out other outdoor activities such as ice skating and snowmobiling. Visit our Cadillac travel guide
View more Holiday homes in Cadillac
Map
Cadillac, MI

What's nearby

  • A sunset over a calm lake with a metal railing in the foreground.
    Lake Cadillac
    5 min walk - 0.5 km
  • Wexford County Historical Museum
    3 min walk - 0.3 km
  • Cadillac Lake Park and Boat Dock
    6 min walk - 0.6 km
  • Diggins Park
    6 min walk - 0.6 km
  • Cadillac Sound Garden
    11 min walk - 1.0 km

Restaurants

  • McDonald's
    5 min drive
  • The Truck Stop
    4 min drive
  • Culver's
    5 min drive
  • Taco Bell
    4 min drive
  • Popeyes Louisiana Kitchen
    5 min drive

Frequently asked questions

Does Incredible Downtown 6 bedroom with Pool, Hot Tub, Waterfall, Arcades & Speakeasy have a pool?

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

How much does it cost to stay at Incredible Downtown 6 bedroom with Pool, Hot Tub, Waterfall, Arcades & Speakeasy?

As of 12 Nov 2026, prices found for a 1-night stay for 2 adults at Incredible Downtown 6 bedroom with Pool, Hot Tub, Waterfall, Arcades & Speakeasy on 17 Nov 2026 start from €827, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is Incredible Downtown 6 bedroom with Pool, Hot Tub, Waterfall, Arcades & Speakeasy pet-friendly?

No, pets are not allowed at this property.

How much is parking at Incredible Downtown 6 bedroom with Pool, Hot Tub, Waterfall, Arcades & Speakeasy?

On-site parking is available at the property.

What time is check-in at Incredible Downtown 6 bedroom with Pool, Hot Tub, Waterfall, Arcades & Speakeasy?

Check-in begins at 4:00 PM.

What time is check-out at Incredible Downtown 6 bedroom with Pool, Hot Tub, Waterfall, Arcades & Speakeasy?

Checkout is at 10:00 AM.

Where is Incredible Downtown 6 bedroom with Pool, Hot Tub, Waterfall, Arcades & Speakeasy located?

This family-friendly Cadillac holiday home is located on a lake, within a 10-minute walk of Wexford County Historical Museum, Cadillac Lake Park and Boat Dock and Lake Cadillac. Diggins Park and Cadillac Sound Garden are also within 15 minutes.

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Reviews

Incredible Downtown 6 bedroom with Pool, Hot Tub, Waterfall, Arcades & Speakeasy Reviews

10

Exceptional

10

Cleanliness

10

Location
Rating 10 - Excellent. 4 out of 4 reviews
Rating 8 - Good. 0 out of 4 reviews
Rating 6 - Okay. 0 out of 4 reviews
Rating 4 - Poor. 0 out of 4 reviews
Rating 2 - Terrible. 0 out of 4 reviews

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This property was perfect for our needs and the hosts were very responsive and helpful.
Stayed 1 night in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This home was perfect for our girls golf outing weekend. We hope to come back next year.
Stayed 2 nights in Oct 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The cabin provided nicely for our family. We were there for a ski weekend at Cabaret. We enjoyed the hot tub and fire pit in the evening. We could walk downtown Cadillac. Also the game room in the basement was a hit with my grandkids.Sam and Jesse, our hosts were very responsive to any questions we had. They were great hosts.
Stayed 3 nights in Feb 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great property with everything you could possibly need.
Stayed 3 nights in Jun 2026