See all properties
Entire home

Downtown 6 Bedroom/11 Beds Home with HotTub, Pool, Speakeasy, and Fireplaces

Family-friendly stay with free breakfast in Cadillac

Choose dates to view prices

Photo gallery for Downtown 6 Bedroom/11 Beds Home with HotTub, Pool, Speakeasy, and Fireplaces

Exterior
Smart TV, fireplace, books, stereo
Desk, iron/ironing board, free WiFi, bed sheets
Fridge, microwave, oven, stovetop
Interior

Reviews

10 out of 10
Exceptional

Entire home

372 sq m

Popular amenities

  • Pool
  • Hot tub
  • Breakfast included
  • Washer
  • Dryer
  • Free WiFi

Explore the area

View in a map
Cadillac, MI
  • Place, Wexford County Historical Museum
    ‪3 min walk‬
  • Place, Lake Cadillac
    ‪5 min walk‬
  • Place, Cadillac Lake Park and Boat Dock
    ‪6 min walk‬

Room options

About the area

Cadillac

Heart of Cadillac.You'll be steps from Wexford County Historical Museum and within a 10-minute walk of Cadillac Lake Park and Boat Dock. Lake Cadillac and Diggins Park are also within half a mile (1 km).
View more Vacation homes in CadillacOpens in a new window

What's nearby

  • Wexford County Historical Museum - 3 min walk - 0.3 km
  • Lake Cadillac - 5 min walk - 0.5 km
  • Cadillac Lake Park and Boat Dock - 6 min walk - 0.6 km
  • Diggins Park - 6 min walk - 0.6 km
  • Munson Healthcare Cadillac Hospital - 15 min walk - 1.3 km

Restaurants

  • ‪McDonald's - ‬5 min drive
  • ‪Culver's - ‬5 min drive
  • ‪The Truck Stop - ‬4 min drive
  • ‪Taco Bell - ‬4 min drive
  • ‪G & D Pizza & Party Store - ‬6 min walk

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Downtown 6 Bedroom/11 Beds Home with HotTub, Pool, Speakeasy, and Fireplaces

Hot Tub~~~~~~~~~~Downtown
Pool~~~~~~~~~~~~~2 Blocks to Lake
Speakeasy~~~~~~~~6 Bedrooms
Fireplace~~~~~~~~~19 miles to Caberfae Peaks
Cornhole~~~~~~~~~Propane Grill
Theater 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 Downtown 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 vacation, 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 Pool (open 5/8–Labor Day)
* 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” Theater TV for movies & game days
* Pool Table for late-night competitions
* Cozy 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, movie 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 – Downtown 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

Fall: color 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, trailers, snowmobiles, and adventure gear.


PARKING MADE EASY
* Heated 3-stall garage
* Spacious driveway
Total room for 6+ vehicles, trailers, 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!

Similar properties

Sports facility
Blossom Hotel & Suites Traverse City
  • Pool
  • Hot tub
  • Breakfast included
  • Parking included
4.5 out of 5, Wonderful, 2,270 reviews
The price is CA $85
CA $94 total
includes taxes & fees
Mar 5 - Mar 6
Blossom Hotel & Suites Traverse City

Property amenities

Beach

  • Beach loungers
  • Beach towels

Ski

  • Cross-country skiing nearby
  • Snowboarding nearby

Pool/Spa

  • Heated pool
  • Hot tub
  • Outdoor pool

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Onsite parking options include a garage

Food and drink

  • Blender
  • Coffee grinder
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Ice maker
  • Kitchen island
  • Lobster/crab pot
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Dining

  • Free breakfast available
  • Dining table

Bedrooms

  • Bedsheets provided

Bathroom

  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Fireplace
  • Living room
  • Separate dining area
  • Wood stove

Entertainment

  • Books
  • Games
  • Smart TV
  • Stereo

Outdoor areas

  • Balcony
  • Barbecue grill
  • Firepit
  • Garden
  • Outdoor furniture

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk
  • Desk chair

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Area rugs in public areas
  • Hardwood flooring in public areas
  • No elevator
  • Tile flooring in public areas
  • Well-lit path to entrance
  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • In the city center
  • Near a health/beauty spa
  • Near a hospital
  • Near the marina
  • On a lake

Things to do

  • Arcade/game room
  • Billiards/pool table
  • Heated pool
  • Birdwatching nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking nearby
  • Hunting nearby
  • Ice skating nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Mountain biking nearby
  • Sailing nearby
  • Snowmobiling nearby
  • Swimming nearby
  • Theme park nearby
  • Water skiing nearby
  • Wildlife walks nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

General

  • Garden
  • Unit size: 4,000 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age: 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Check-out instructions

The host requires you complete the following before checking out:
Load and start the dishwasher
Remove personal items, remove leftover food and drinks, and take out the trash
Turn off the lights and lock the doors
Ensure hot tub cover is on
Failure to complete these may result in a negative review from the host.

Rules

Guests must have a guest rating of 4.5 or higher to use the instant book feature. Otherwise, reach out first.
Rental agreement, liability waiver and security deposit required to receive check in details.

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a private host, not a professional engaged in trade or business. This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit, and a deadbolt lock in each accommodation.

Downtown 6 Bedroom/11 Beds Home with HotTub, Pool, Speakeasy, and Fireplaces Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 1 out of 1 reviews
Rating 8 - Good. 0 out of 1 reviews
Rating 6 - Okay. 0 out of 1 reviews
Rating 4 - Poor. 0 out of 1 reviews
Rating 2 - Terrible. 0 out of 1 reviews

10/10

Cleanliness

Reviews

10/10 Excellent

Barb H.

Liked: Cleanliness
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