This vacation home places you next to Wexford County Historical Museum and within a 10-minute walk of Cadillac Lake Park and Boat Dock. The vacation home includes a fireplace, a balcony, and a dining area.
Wexford County Historical Museum - 3 min walk - 0.2 miles
Lake Cadillac - 5 min walk - 0.3 miles
Cadillac Lake Park and Boat Dock - 6 min walk - 0.4 miles
Diggins Park - 6 min walk - 0.4 miles
Munson Healthcare Cadillac Hospital - 15 min walk - 0.8 miles
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!
The vacation home is air-conditioned and features a balcony and space to spread out with a dining area. Guests can enjoy a Smart TV and stay connected with free WiFi. Other standard amenities include a washing machine, a fireplace, and a microwave.
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
This property doesn't allow pets
Children and extra beds
Children allowed: ages 0-17
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
Check-in: 4:00 PM
Check-out: 10:00 AM
Minimum check-in age: 25
We should mention
Details about charges, deposits, or other important information:
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.
Charges for extra guests may apply and vary depending on the property's policy.
A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
Onsite parties or group events are strictly prohibited.
Onsite safety features include a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit, and a deadbolt lock.
Additional information about polices, regulations, and more:
There are no elevators.
Frequently asked questions
What's there to see around this vacation home?
Located steps from Wexford County Historical Museum, this vacation home is in Cadillac, and within a 10-minute walk of Cadillac Lake Park and Boat Dock and Lake Cadillac. You'll also find Diggins Park and Cadillac Sound Garden less than a mile away.
How much does it cost to stay at Downtown 6 Bedroom/11 Beds Home with HotTub, Pool, Speakeasy, and Fireplaces?
As of Mar 12, 2026, prices found for a 1-night stay for 2 adults at Downtown 6 Bedroom/11 Beds Home with HotTub, Pool, Speakeasy, and Fireplaces on Mar 15, 2026 start from $882, 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.
Will I be able to park at this vacation home?
Yes, there is a garage.
Is this vacation home next to a casino?
No, this vacation home is not connected to a casino.
Will I find an indoor pool at this vacation home?
No, this vacation home doesn't have an indoor pool; however, there are an outdoor pool and a hot tub.
What amenities will couples enjoy at Downtown 6 Bedroom/11 Beds Home with HotTub, Pool, Speakeasy, and Fireplaces?
This lakeside vacation home offers many amenities for couples such as a fireplace, fireplaces in some accommodations, as well as an outdoor pool.
Are there hot tubs at Downtown 6 Bedroom/11 Beds Home with HotTub, Pool, Speakeasy, and Fireplaces?
Yes, this vacation home has a spa tub.
Does this vacation home provide breakfast?
This vacation home offers free breakfast.
Will this vacation home allow pets to stay for free?
No, pets aren't allowed at this vacation home.
Are there connecting rooms at this vacation home?
No, there aren't connecting rooms at this vacation home.
Are there rooms with balconies at Downtown 6 Bedroom/11 Beds Home with HotTub, Pool, Speakeasy, and Fireplaces?
Yes, every accommodation at Downtown 6 Bedroom/11 Beds Home with HotTub, Pool, Speakeasy, and Fireplaces comes with a balcony with some featuring lake views.
Downtown 6 Bedroom/11 Beds Home with HotTub, Pool, Speakeasy, and Fireplaces Reviews
Reviews
10
Exceptional
All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
Rating 10 - Excellent. 1 out of 1 reviews
10 - Excellent
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Rating 8 - Good. 0 out of 1 reviews
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Rating 6 - Okay. 0 out of 1 reviews
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Rating 4 - Poor. 0 out of 1 reviews
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Rating 2 - Terrible. 0 out of 1 reviews
2 - Terrible
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10/10
Cleanliness
Reviews
10/10 Excellent
Barb H.
Feb 16, 2026
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.