Title: Downtown 6 Bedroom/11 Beds Home with HotTub, Pool, Speakeasy, and Fireplaces - Latest Reviews, Deals & Photos 2026 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Downtown 6 Bedroom/11 Beds Home with HotTub, Pool, Speakeasy, and Fireplaces Lakefront vacation home with an outdoor pool and free breakfast ## Photo gallery for Downtown 6 Bedroom/11 Beds Home with HotTub, Pool, Speakeasy, and Fireplaces ![Exterior - Downtown 6 Bedroom/11 Beds Home with HotTub, Pool, Speakeasy, and Fireplaces (Cadillac)](https://images.trvl-media.com/lodging/124000000/123360000/123356600/123356508/be2a6180.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Interior - Downtown 6 Bedroom/11 Beds Home with HotTub, Pool, Speakeasy, and Fireplaces (Cadillac)](https://images.trvl-media.com/lodging/124000000/123360000/123356600/123356508/efe5c13d.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Desk, iron/ironing board, free WiFi, bed sheets - Downtown 6 Bedroom/11 Beds Home with HotTub, Pool, Speakeasy, and Fireplaces (Cadillac)](https://images.trvl-media.com/lodging/124000000/123360000/123356600/123356508/3510b650.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Smart TV, fireplace, books, stereo - Downtown 6 Bedroom/11 Beds Home with HotTub, Pool, Speakeasy, and Fireplaces (Cadillac)](https://images.trvl-media.com/lodging/124000000/123360000/123356600/123356508/8cfaec2d.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Fridge, microwave, oven, stovetop - Downtown 6 Bedroom/11 Beds Home with HotTub, Pool, Speakeasy, and Fireplaces (Cadillac)](https://images.trvl-media.com/lodging/124000000/123360000/123356600/123356508/0a5b4243.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies At Downtown 6 Bedroom/11 Beds Home with HotTub, Pool, Speakeasy, and Fireplaces, 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 speed of 500+ Mbps (good for 6+ people or 10+ devices), is available to all guests, along with an arcade/game room and laundry facilities. ### Entire home 4000 sq ft ## Popular amenities - Pool - Hot tub - Breakfast included - Washer - Dryer - Free WiFi ## Add dates for prices Check-in Check-out Travellers ## 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! ## 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 ## Similar properties ![TV, offices](https://images.trvl-media.com/lodging/91000000/90810000/90806300/90806292/974c5124.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Multi-unit with lake access and stunning views Fife Lake - Hot tub - Kitchen - Pet friendly - Air conditioning 8.0 Very good 3 reviews CA $372 CA $1,280 total includes taxes & fees Feb 16 - Feb 17 [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-16&endDate=2026-02-17&selected=90806292&PinnedHotelID=90806292&HadPinnedHotel=true®ionId=-1&adults=2) ![Interior](https://images.trvl-media.com/lodging/115000000/114240000/114238600/114238513/011af72e.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Group Getaway in Cadillac MI W/ Theater Room Cadillac - 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Otherwise, reach out first. Rental agreement, liability waiver and security deposit required to receive check in details. ### Pets Pets not 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 ### We should mention This property does not have elevators ## About the area Located in Cadillac, this vacation home is in the city center 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. Be sure to check out the area's animals with activities such as game walks and birdwatching. [Visit our Cadillac travel guide](https://www.expedia.ca/Cadillac.dx6213350) [View more Vacation homes in Cadillac](https://www.expedia.ca/Cadillac-Private-Vacation-Homes.d6213350-aaPrivateVacationHomes.Travel-Guide-Accommodation) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C44.25244%2C-85.39948&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=ba6fO_qRx4wp482-PVGWMYTi2QM=) Cadillac, MI ### What's nearby - ![Spring Sunset](https://images.trvl-media.com/place/553248635976195732/a57b8b34-756e-4059-9f36-220724c70a96.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) 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 - 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 ## Frequently asked questions ### Does Downtown 6 Bedroom/11 Beds Home with HotTub, Pool, Speakeasy, and Fireplaces have a pool? ### How much does it cost to stay at Downtown 6 Bedroom/11 Beds Home with HotTub, Pool, Speakeasy, and Fireplaces? ### Is Downtown 6 Bedroom/11 Beds Home with HotTub, Pool, Speakeasy, and Fireplaces pet-friendly? ### How much is parking? ### What time is check-in at Downtown 6 Bedroom/11 Beds Home with HotTub, Pool, Speakeasy, and Fireplaces? ### What time is check-out at Downtown 6 Bedroom/11 Beds Home with HotTub, Pool, Speakeasy, and Fireplaces? ### Where is Downtown 6 Bedroom/11 Beds Home with HotTub, Pool, Speakeasy, and Fireplaces located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. 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