Incredible Downtown 6 bedroom with Pool, Hot Tub, Waterfall, Arcades & Speakeasy | House in Cadillac

10.0 (3 Reviews) |   6 Bedrooms  3 Bathrooms  16 Guests
Cadillac House | Incredible Downtown 6 bedroom with Pool, Hot Tub, Waterfall, Arcades & Speakeasy

6 Bedroom House in Cadillac

Heated Pool~~~~~~Downtown
Hot Tub~~~~~~~~~~2 Blocks to Lake
Speakeasy~~~~~~~~6 Bedrooms
Arcades~~~~~~~~~~Waterfall Pond
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 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” 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!

Incredible Downtown 6 bedroom with Pool, Hot Tub, Waterfall, Arcades & Speakeasy is located in Cadillac. Incredible Downtown 6 bedroom with Pool, Hot Tub, Waterfall, Arcades & Speakeasy provides accommodation, featuring Entertainment, Internet, Kitchen, among other amenities. This House features Air Conditioner, Parking and Pool to make your stay a comfortable one.

Incredible Downtown 6 bedroom with Pool, Hot Tub, Waterfall, Arcades & Speakeasy has 6 Bedrooms , 3 Bathrooms, and max occupancy of 16 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated House because of the excellent services rendered by the owner or manager of this House, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. House has a friendly neighborhood, and the Cadillac has interesting places to visit. If you want to learn more about the House in Cadillac, such as places to visit and things to do nearby, you can check below to learn more.

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Amenities

Air Conditioner
Parking
Pool
TV
View
Private Pool
Ocean View
Balcony/Terrace
Security/Safety
Sports/Activities
Bedding/Linens
Wellness Facilities
Fireplace/Heating
Guest Services
Entertainment
Breakfast
Barbecue/Outdoor Cooking
Child Friendly
Hot Tub
Internet
Kitchen
Laundry

Facility Overview

Air Conditioner
  • Air conditioning
  • Heating
Bathrooms
  • Toilet paper
  • Shampoo
  • 3 bathrooms
  • Soap
  • Hair dryer
  • Towels provided
  • Shower
Bedroom
  • Bed sheets provided
  • 6 bedrooms
  • Free breakfast available
  • Dining table
  • Wood stove
  • Living room
  • Fireplace
  • Dining room
Kitchen
  • Kitchen island
  • Stovetop
  • Electric kettle
  • Microwave
  • Dishwasher
  • Oven
  • Refrigerator
  • Lobster/crab pot
  • Paper towels
Laundry
  • Laundry facilities
  • Washing machine and dryer
Ocean view
  • Beach sun loungers
  • Beach towels
Parking
  • Onsite parking options include a garage
  • Onsite parking
Pet Friendly
  • No pets allowed
Accessibility
  • Tile flooring in public areas
  • Smoke-free property
  • Well-lit path to entrance
  • Hardwood flooring in public areas
  • 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
  • No elevators
Activities
  • Mountain biking nearby
  • Ecotours nearby
  • Theme parks nearby
  • Birdwatching nearby
  • Jet skiing nearby
  • Hiking nearby
  • Water skiing nearby
  • Hunting nearby
  • Swimming nearby
Entertainment
  • Games
  • Pool or billiards table
  • Stereo
  • Books
  • Smart TV
  • Arcade/game room
General
  • Unit size: 4000 sq ft (372 sq m)
  • English
  • On the lake
  • Near a hospital
  • Near a health or beauty spa
  • In the city center
  • Desk
  • Desk chair
Guest Services
  • Highchair
  • Children's games
  • Children's dinnerware
  • Iron/ironing board
Internet
  • Free WiFi, with speed of 500+ Mbps (good for 6+ people or 10+ devices)
Outdoors
  • Balcony
  • Firepit
  • Garden
  • Outdoor furniture
  • Barbecue grill
Security/Safety
  • Deadbolt lock
  • Fire extinguisher
  • Smoke detector installed (host has indicated there is a smoke detector on the property)
  • Carbon monoxide detector installed (host has indicated there is a carbon monoxide detector on the property)
  • First aid kit
Skiing
  • Snowboarding and cross-country skiing nearby
Spa
  • Hot tub
  • Outdoor pool
  • Private pool
  • Heated pool

Policies

Check-in
Check-in time starts at 4:00 pm minimum check-in age: 25
Check-out
Check-out before 10:00 am
Child Policy
Children are welcome.
Event Policy
No events allowed
Pet Policy
Pets not allowed
Smoking Policy
Smoking is not permitted

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 host has indicated there is a carbon monoxide detector on the property host has indicated there is a smoke detector on the property onsite parties or group events are strictly prohibited safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed 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

Reviews

Barb H.
Feb 17, 2026 04:57:40 AM
Review Score:   10
Summary: 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.
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FAQ's

Is this Cadillac house pet-friendly for guests?

No, pets are not allowed at this property. Check the guest reviews to learn what guests had to share.

Does the Cadillac house have a swimming pool?

Yes, this Cadillac house has a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.

How much does it cost per night to stay in Cadillac house?

Best-rates for the Cadillac house starts from $1,769 per night with includes Parking, TV, View, Balcony/Terrace, Wellness Facilities, Breakfast, Barbecue/Outdoor Cooking, Child Friendly, Private Pool, Ocean View, Sports/Activities, Fireplace/Heating, Guest Services, Entertainment, Internet, Kitchen, Bedding/Linens, Hot Tub, Laundry, Air Conditioner, Pool, Security/Safety with all other facilities. matches every traveler with their perfect accommodation, whether you are traveling with a group, friends, family, or pets.

Is Cadillac house a family-friendly place to stay?

Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this house Good or guests have recommended them suitable for families. As reported by the owner or manager, the house has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.

Is the Cadillac house wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the Cadillac house has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.

What is the minimum night stay policy for the Cadillac house?

Based on the information reported by the owner or manager, the Cadillac house indicates 1 day stay policy at this house. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.

What cancellation policy is in place for Cadillac house?

Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

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