Title: Trailside #3 ~ Winter Fun Retreat! Ski, Snowboard, Snowmobile, Hot Tub, Hiking! Reviews, Deals & Photos 2026 - Expedia.co.uk [See all properties](http://www.expedia.co.uk/Hotel-Search?regionId=&selected=90134644&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Trailside #3 \~ Winter Fun Retreat! Ski, Snowboard, Snowmobile, Hot Tub, Hiking! Holiday home in Wakefield with kitchen and patio ## Photo gallery for Trailside #3 \~ Winter Fun Retreat! Ski, Snowboard, Snowmobile, Hot Tub, Hiking! ![Outdoor spa tub - Trailside #3 ~ Winter Fun Retreat! Ski, Snowboard, Snowmobile, Hot Tub, Hiking! (Wakefield)](https://images.trvl-media.com/lodging/91000000/90140000/90134700/90134644/bcbe5399.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Interior - Trailside #3 ~ Winter Fun Retreat! Ski, Snowboard, Snowmobile, Hot Tub, Hiking! (Wakefield)](https://images.trvl-media.com/lodging/91000000/90140000/90134700/90134644/405b8dbd.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Fridge, microwave, oven, stovetop - Trailside #3 ~ Winter Fun Retreat! Ski, Snowboard, Snowmobile, Hot Tub, Hiking! (Wakefield)](https://images.trvl-media.com/lodging/91000000/90140000/90134700/90134644/c846c861.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Exterior - Trailside #3 ~ Winter Fun Retreat! Ski, Snowboard, Snowmobile, Hot Tub, Hiking! (Wakefield)](https://images.trvl-media.com/lodging/91000000/90140000/90134700/90134644/w2096h1602x0y0-f5001043.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Interior - Trailside #3 ~ Winter Fun Retreat! Ski, Snowboard, Snowmobile, Hot Tub, Hiking! (Wakefield)](https://images.trvl-media.com/lodging/91000000/90140000/90134700/90134644/216c289a.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies Located in the heart of big snow country, UP Retreat offers a cozy haven with a hot tub. This 4-bedroom home is close to ski hills and Snowmobile/ ORV Trail #2, making it perfect for winter sports enthusiasts. Enjoy hiking and biking trails in the summer or relax by the large outdoor propane grill. ## Reviews 10 Exceptional ### Entire home 4 bedrooms1 bathroomSleeps 81300 sq ft ## Popular amenities - Kitchen - Washing machine - Dryer - Free Wi-Fi - Air-conditioning ## 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. ### Trailside #3 \~ Winter Fun Retreat! Ski, Snowboard, Snowmobile, Hot Tub, Hiking! Welcome to Your Ultimate U.P. Retreat – Complete with Hot Tub! Experience the beauty and adventure of Michigan's Upper Peninsula in this cozy, well-appointed home situated in the heart of Big Snow Country. With an impressive average snowfall of 217 inches per year, it’s a winter wonderland just waiting to be explored. Enjoy easy access to three nearby ski hills and direct trail access—Snowmobile and ORV Trail #2 is just 30 seconds from your doorstep! In the warmer months, the area transforms into a haven for outdoor enthusiasts. Hike scenic trails, mountain bike through the woods, explore nearby waterfalls, or swim in one of several nearby lakes. Wildlife sightings are common, and the natural beauty is unforgettable year-round. The Space: This welcoming retreat features 4 bedrooms, 5 beds, and 1 full bathroom—making it ideal for families, friend groups, or couples looking for a quiet getaway. \- 1 bedroom located on the main floor \- 3 bedrooms and 1 bathroom located upstairs Please note: A few steps lead into the home, and a staircase is required for second-floor access Enjoy a fully stocked kitchen equipped with: \-A wide range of pots, pans, and baking dishes \-Spices and cooking essentials \-A complete coffee bar setup \-Large outdoor propane grill for year-round cookouts The spacious open-concept living and dining area is perfect for entertaining, cooking, relaxing, and staying connected with your group. Guest Access: Guests have full access to the entire home. Check-in is a breeze with a smart lock on the front door for self-service entry. The Neighborhood: Trailside Retreats is conveniently located just outside Wakefield in the peaceful Ramsey neighborhood, offering easy access to both adventure and relaxation. Getting Around: You’ll need a car or truck for general travel around the U.P., but the home's location on Trail #2 makes it perfect for exploring Wakefield, Bessemer, Ironwood, and Hurley by snowmobile or ATV. Important Notes: \- Hot Tub: Use at your own risk. Please consult a doctor if you are pregnant or have medical conditions. \- Pets: Not allowed. A $350 fee applies for any undisclosed pets. \- Air Conditioning: Yes, the home is fully air-conditioned. Guest Support: Owners Dean Rossey Jr. and Ellen Rossey personally manage this home and are available 24/7 throughout your stay. Their contact details can be found in your VRBO reservation. Come make memories at your U.P. home away from home—Trailside Retreat #2! ## Property amenities ### Beach - Beach towels ### Pool/Spa - Hot tub ### Internet - Available in the house: Free WiFi ### Parking and transport - Parking on site ### Kitchen - Blender - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Hob - Ice maker - Microwave - Oven - Refrigerator - Toaster ### Dining - Dining table ### Bedrooms - 4 bedrooms - Bedsheets provided ### Bathroom - 1 bathroom - Bathtub - Hair dryer - Shampoo - Shower - Soap - Toilet paper - Towels provided ### Living spaces - Dining table ### Entertainment - DVD player - Smart TV ### Outdoor areas - Barbecue grill - Outdoor furniture - Patio ### Laundry - Laundry facilities - Washing machine ### Comfort - Air conditioning - Heating ### Pets - Service animals only (pets not allowed) ### Suitability/Accessibility - No lift - Smoke-free property ### Services and conveniences - Iron/ironing board ### Location highlights - In a rural location ### 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 ### General - At least 80% lighting from LEDs - Energy-saving switches in guestrooms - Unit size: 1,300 square feet ## Similar properties ![Smart TV](https://images.trvl-media.com/lodging/23000000/22220000/22210400/22210329/4b86126e.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Trailside #1 Winter Fun Retreat\~ Ski, Snowboard, Snowmobile, HotTub, Hiking Wakefield - Hot tub - Kitchen - Washing machine - Dryer 9.8 Exceptional 89 reviews [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-02-17&endDate=2026-02-18&selected=22210329&PinnedHotelID=22210329&HadPinnedHotel=true®ionId=-1&adults=2) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/58000000/57910000/57909700/57909652/w955h720x162y0-17d85f60.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Jackson Creek Ski IN/OUT Top 6 person chair Wakefield - Kitchen - Washing machine - Outdoor space - Parking available 9.0 Wonderful 2 reviews [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-02-17&endDate=2026-02-18&selected=57909652&PinnedHotelID=57909652&HadPinnedHotel=true®ionId=-1&adults=2) ![Terrace/patio](https://images.trvl-media.com/lodging/111000000/110990000/110986200/110986197/c8b48852.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Gorgeous Winter Retreat I Alpen Villas at Powderhorn Mountain Bessemer - Hot tub - Kitchen - Washing machine - Dryer 10 Exceptional 3 reviews £301 includes taxes & fees 4 Feb - 5 Feb [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-02-04&endDate=2026-02-05&selected=110986197&PinnedHotelID=110986197&HadPinnedHotel=true®ionId=-1&adults=2) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/109000000/108530000/108524600/108524522/01162aa4.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Comfy Bear \~ Ski In/Out Remodeled 2 bedroom/2 bath Condo at Snowriver! 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The provision of housing is linked to their trade, business or profession. 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 On-site parties or group events are strictly prohibited Host has indicated that there is a carbon monoxide detector on the property Host has indicated that there is a smoke detector on the property Safety features at this property include a fire extinguisher and a first aid kit 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 If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal. ### We should mention This property does not have any lifts ## About the area Located in Wakefield, this holiday home is in a rural area. Black River Basin and Indianhead Mountain are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Interstate Falls and Ottawa National Forest. [Visit our Wakefield travel guide](https://www.expedia.co.uk/Wakefield.dx183393) [View more Holiday homes in Wakefield](https://www.expedia.co.uk/Wakefield-Private-Holiday-Homes.d183393-aaPrivateHolidayHomes.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%7C46.46540%2C-89.97503&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=_W51qgVjC7abXgTDTMQ9CbrdWOQ=) Wakefield, MI ### What's nearby - ![Skiing at Indianhead Mountain, MI looking towards Blackjack. Lots of snow...and you can ski both places.](https://images.trvl-media.com/place/553248633849008871/0522ad74-c269-4117-8ff3-a00354a58b57.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Indianhead Mountain 9 min drive \- 3.6 miles - Gabbro Falls 9 min drive \- 4.3 miles - Black River Basin 10 min drive \- 4.5 miles - Gogebic County Forest 10 min drive \- 7.3 miles - Big Powderhorn Mountain Resort 16 min drive \- 10.2 miles ### Getting around - Ironwood, MI (IWD-Gogebic County) 20 min drive ### Restaurants - Pit Stop 9 min drive - Dairy Queen 9 min drive - Randall Bakery 4 min drive - Korner Kitchen 5 min drive - Club 28 5 min drive ## Frequently asked questions ### Is Trailside #3 ~ Winter Fun Retreat! Ski, Snowboard, Snowmobile, Hot Tub, Hiking! pet-friendly? ### How much is parking at Trailside #3 ~ Winter Fun Retreat! Ski, Snowboard, Snowmobile, Hot Tub, Hiking!? ### What time is check-in at Trailside #3 ~ Winter Fun Retreat! Ski, Snowboard, Snowmobile, Hot Tub, Hiking!? ### What time is check-out at Trailside #3 ~ Winter Fun Retreat! Ski, Snowboard, Snowmobile, Hot Tub, Hiking!? ### Where is Trailside #3 ~ Winter Fun Retreat! Ski, Snowboard, Snowmobile, Hot Tub, Hiking! located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Trailside #3 \~ Winter Fun Retreat! Ski, Snowboard, Snowmobile, Hot Tub, Hiking! Reviews ## Reviews ### Exceptional All reviews shown are from real guest experiences. Only travellers 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. [More information](https://www.expedia.co.uk/lp/b/content-guidelines) 10 - Excellent 23 8 - Good 2 6 - Okay 0 4 - Poor 0 2 - Terrible 0 ### 10 Cleanliness ### 9.8 Location ## Reviews ### 10/10 Excellent #### Tom H. 30 Dec 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### UP Michigan ski trip Very nice accommodations, clean, decorated nice. Very close to ski hills, a short drive to hiking and water falls. Comfortable stay for a family of 5! Plan on going back. ##### Tom H. Stayed 4 nights in Dec 2024 ### 10/10 Excellent #### Brett H. 13 Feb 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great place Perfect place for 5 guys in their 40's to ski the nearby hills during the day and relax in the hot tub at night. Everything very clean and the hot tub was big. Will stay again as the kids get older and I bring the family to the U.P. ##### Brett H. Stayed 4 nights in Feb 2024 ### 8/10 Good #### Tracy R. 16 Feb 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Ski & snowmobile weekend Spent a long weekend with family. Property is very clean with plenty of amenities. Only downside is the shower is difficult to use if you are taller than 5’4”. Would stay again if coming back to this area. ##### Tracy R. Stayed 3 nights in Feb 2025 ### 10/10 Excellent #### Tony U. 21 Jan 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Cozy and close to ski hills We enjoyed our stay here and found all the amenities and items we needed were at the cabin. Hot tub was well maintained and got used a lot. We had a great time enjoying the lake effect snow at the nearby ski hills. ##### Tony U. Stayed 3 nights in Jan 2024 ### 10/10 Excellent #### Shannon B. 17 Jul 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Solo Adventure This property is everything I was looking! Clean, relaxing, quiet, comfortable, and safe. It is close to everything the West UP has to offer. ##### Shannon B. Stayed 5 nights in Jul 2024 ### 10/10 Excellent #### KRISTI S. 11 Oct 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### 4 wheeling getaway We stayed at this cozy little house to do some four wheeling in the beautiful forest area up North. The hot tub was a welcome delight at the end of the day for our tired muscles. We would definitely stay here again. ##### KRISTI S. Stayed 3 nights in Sep 2023 ### 10/10 Excellent #### Corinne M. 14 Jan 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Wakefield Great space. Close to slipes and snowmobile trails. Loved the hot tub ##### Corinne M. Stayed 3 nights in Jan 2024 ### 10/10 Excellent #### Amanda B. 27 Aug 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy Amazing property, in great condition and very well appointed! Kitchen was thoughtfully stocked, and we were very impressed that the host thought to provide a baby gate for the steps and door knob covers for the basement door. Beds were very comfortable, with nice bedding. The hot tub was a nice treat after a day of hiking. Host went above and beyond after our stay when we realized a beloved stuffy had been accidentally left behind. Communicated promptly and made sure it was mailed back to us right away. ##### Amanda B. Stayed 7 nights in Aug 2025 ### 10/10 Excellent #### GiGi B. 13 Jan 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great as usual This is our 2nd stay at this property. Its clean, spacious, kitchen is well stocked with necessities and hot tub is perfection after a day of skiing. Dean has great communication and it’s exactly as advertised. Looking forward to next year! ##### GiGi B. Stayed 3 nights in Jan 2025 ### 10/10 Excellent #### Eric C. 4 Feb 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great stay for a ski trip! 4 of us planned a snowmobile trip but due to conditions we were not able to use the trails. We switched last min to a Ski trip and the location could not have been better! We did a day at Snow River and a day at Powederhorn. Both were only 10 min away from the house! The hot tub was the best after a long day!! ##### Eric C. Stayed 3 nights in Feb 2024 ### 10/10 Excellent #### Tania W., Glendale, US 28 Aug 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Wakefield House The property was beautiful! Big beautiful trees in the backyard and the yard was so pretty vibrant green yet. The house itself was beautifully decorated and felt a little like home! It reminded me of my grandparents house in Ironwood. Loved Our Stay! Neighbors were very friendly, it turned out they knew some of my family from Ironwood Michigan. Thank you again for making us feel welcome and for letting us stay on your beautiful property. ##### Tania W. Stayed 3 nights in Aug 2023 ### 10/10 Excellent #### Verified traveller 30 Sept 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy Hot tub was nice, very clean with well balanced water. Everything we needed was furnished. ##### Verified traveller Stayed 5 nights in Sep 2025 ### 10/10 Excellent #### Christopher L., Windermere, FL 12 Feb 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great stay This is a very nice property very clean and comfortable ##### Christopher L. Stayed 5 nights in Feb 2023 ### 10/10 Excellent #### Stu E. 13 Apr 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Family ski trip Great property. Close to all the ski areas. Clean and roomy little house. Would definitely recommend. ##### Stu E. Stayed 4 nights in Mar 2023 ### 10/10 Excellent #### Verified traveller 7 Feb 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Snowmobile/Hot tub Vacation Great location for snowmobiling. Hot tub was new and large. The owner was awesome in responding to questions. ##### Verified traveller Stayed 4 nights in Jan 2023 ### 10/10 Excellent #### Benjamin R., Pittsville, Wisconsin 1 Mar 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Ski Getaway The property was exactly what we were looking for and the check in process was a breeze. The house is very clean and comfortable as well as adequately stocked with everything you need. We were up north for a ski trip and the location was perfect for getting to Snowriver resort and shopping in Ironwood. We would definitely stay here again! ##### Benjamin R. Stayed 3 nights in Feb 2023 ### 10/10 Excellent #### Eric A. 31 Jan 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Fantastic house for ski weekend! Loved the house! Perfect space for everyone. Comfy beds, big screens in every room. Kitchen was well stocked with everything needed to cook a big meal or just grab a snack. Close to Snowriver and Rt 2 so accessibility is good. Very clean and well maintained. Will definitely look to return. ##### Eric A. Stayed 3 nights in Jan 2023 ### 10/10 Excellent #### Becky G. 9 Oct 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Porcupine Mtn 2023 We would like to thank you for the wonderful first time experience renting a vacation home through Vrbo. The house was perfect with every ammenity and then some. If we decide to venture back up to the area we certainly would rent this property again. Thanks again!!!! ##### Becky G. Stayed 3 nights in Oct 2023 ### 10/10 Excellent #### david s. 1 Mar 2025 ##### david s. Stayed 4 nights in Jan 2025 ## Expedia's Latest Trends ### Hotels > [Tesla MedBed Center, East Dubuque](https://www.expedia.co.uk/East-Dubuque-Hotels-Tesla-MedBed-Center.h1076011.Hotel-Information) > > [Hyatt Place Titusville / Kennedy Space Center](https://www.expedia.co.uk/Titusville-Hotels-Hyatt-Place-Titusville-Space-Center.h44354265.Hotel-Information) > > [New tiny house available in the country on a 5 acre motocross track MX ](https://www.expedia.co.uk/Myakka-City-Hotels-New-Tiny-House-Available-In-The-Country-On-A-5-Acre-Motocross-Track-MX.h35668895.Hotel-Information) > > [Quality Inn Lakefront](https://www.expedia.co.uk/St-Ignace-Hotels-Quality-Inn-Lakefront.h23070.Hotel-Information) > > [Hilton Grand Vacations Club Ocean Tower Waikoloa Village](https://www.expedia.co.uk/Waikoloa-Hotels-Ocean-Tower-By-Hilton-Grand-Vacations.h28763131.Hotel-Information) > > [Wildcatter Ranch & Resort](https://www.expedia.co.uk/Graham-Hotels-Wildcatter-Ranch-Resort.h1925216.Hotel-Information) > > [Country Inn & Suites by Radisson, Mishawaka, IN](https://www.expedia.co.uk/South-Bend-Hotels-Country-Inn-Suites-By-Radisson.h119010.Hotel-Information) > > [The "Big House" with.. 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Rainier: SAUNA, Hot Tub, Games, Movies](https://www.expedia.co.uk/Ashford-Hotels-Bearadise-Retreat-Cozy-Luxury-Nestled-In-Nature-With-Every-Amenity-You-Need.h109392802.Hotel-Information) > > [J House Greenwich](https://www.expedia.co.uk/Stamford-Hotels-J-House-Greenwich.h8392.Hotel-Information) > > [Aspen Select](https://www.expedia.co.uk/Rochester-Hotels-Aspen-Select.h12245240.Hotel-Information) ---