Title: Trailside #1 Winter Fun Retreat~ Ski, Snowboard, Snowmobile, HotTub, Hiking Reviews, Deals & Photos 2026 - Expedia.co.uk [See all properties](http://www.expedia.co.uk/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Trailside #1 Winter Fun Retreat\~ Ski, Snowboard, Snowmobile, HotTub, Hiking Holiday home in Wakefield with kitchen and patio ## Photo gallery for Trailside #1 Winter Fun Retreat\~ Ski, Snowboard, Snowmobile, HotTub, Hiking ![Smart TV - Trailside #1 Winter Fun Retreat~ Ski, Snowboard, Snowmobile, HotTub, Hiking (Wakefield)](https://images.trvl-media.com/lodging/23000000/22220000/22210400/22210329/4b86126e.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Fridge, microwave, oven, stovetop - Trailside #1 Winter Fun Retreat~ Ski, Snowboard, Snowmobile, HotTub, Hiking (Wakefield)](https://images.trvl-media.com/lodging/23000000/22220000/22210400/22210329/82ca7c62.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Fridge, microwave, oven, stovetop - Trailside #1 Winter Fun Retreat~ Ski, Snowboard, Snowmobile, HotTub, Hiking (Wakefield)](https://images.trvl-media.com/lodging/23000000/22220000/22210400/22210329/5c38755f.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Outdoor spa tub - Trailside #1 Winter Fun Retreat~ Ski, Snowboard, Snowmobile, HotTub, Hiking (Wakefield)](https://images.trvl-media.com/lodging/23000000/22220000/22210400/22210329/58132092.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Exterior - Trailside #1 Winter Fun Retreat~ Ski, Snowboard, Snowmobile, HotTub, Hiking (Wakefield)](https://images.trvl-media.com/lodging/23000000/22220000/22210400/22210329/2c132968.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies Escape to Trailside Retreat #1, nestled near ATV/UTV/Snowmobile Trail #2\. Unwind in the 8-person hot tub or cozy up by the electric fireplace after a day of exploring nearby waterfalls and hiking trails. Enjoy amenities like free Wi-Fi, a flat-screen Smart TV with Netflix, and luxurious bedding. ## Reviews 9.8 Exceptional ### Entire home 4 bedrooms2 bathroomsSleeps 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 #1 Winter Fun Retreat\~ Ski, Snowboard, Snowmobile, HotTub, Hiking Summary: Nestled just off ATV/UTV/Snowmobile Trail #2, Trailside Retreat #1 is a beautifully remodeled vacation home designed with Upper Peninsula adventurers in mind. Black River Basin, Snowriver Mountain Resort, and Powder Horn all within 5-10 minutes drive time. Whether you're winding down in the spacious 8-person hot tub or sinking into one of our plush, freshly upgraded beds, this home has everything you need to make your stay relaxing, memorable, and uniquely U.P. Just minutes from breathtaking waterfalls, scenic hiking trails, and thrilling outdoor experiences, our retreat is the perfect home base for any Northwoods escape. So grab your hiking boots, and let the adventure begin! The Home: \- Completely renovated from top to bottom, our home features: \- All-new sheetrock walls, laminate flooring, cozy carpet, and updated lighting \- Two brand new bathrooms (one includes a Jacuzzi tub) \- Remote-controlled electric fireplace \- Ski/snowboard gear rack \- In-home washer and dryer Living Room Features: \- 75" Smart TV with Blu-ray player, Netflix, Amazon Prime, and Pandora \- Complimentary high-speed Wi-Fi \- Oversized wraparound couch with electric recliners \- 8-person hot tub just steps away Bedroom Setup: \- 2 King pillow-top beds (4 pillows) \- 1 Queen pillow-top bed (4 pillows each) \- 2 Full beds (4 pillows each) \- Dressers/hooks/bench in each room for guest use \- Extra pillows and blankets available Bathrooms: \- Tiled Jacuzzi tub in the upstairs bath \- Complimentary cotton balls, Q-tips, shampoo, conditioner, and body wash \- Towels provided for up to 8 guests \- Pump hand soap at all sinks \- Modern fixtures and finishes throughout Fully Equipped Kitchen: \- All new stainless-steel appliances \- Filtered water from the refrigerator \- Drip coffee maker & Keurig (coffee & tea station included) \- Dishwasher with cleaning supplies \- Microwave, range oven, toaster, toaster oven & waffle maker \- Slow cooker (perfect for meals after a long day outdoors) \- Dining table with seating for 6 \- Generously stocked with pots, pans, dishes, utensils, glassware, and extras like wine openers and beer koozies Bonus Amenities: \- Full-sized washer and dryer in laundry closet \- Board games and cards for family fun Guest Access: Guests have full access to the property, excluding the basement and a small owner's storage closet, both of which remain locked. Location: Located just outside Wakefield in the peaceful Ramsey neighborhood, Trailside Retreats offers immediate access to Trail #2, which connects Wakefield, Bessemer, Ironwood, and Hurley. Whether by car or recreational vehicle, it’s easy to explore the area. Getting Around: While a vehicle is needed for most travel in the U.P., the property's trail access allows easy navigation via ATV, UTV, or snowmobile. Important Notes: \- Hot Tub: Use at your own risk. Consult a doctor if pregnant or if you have medical conditions. \- Pets: No pets allowed. A $350 fee applies to any undisclosed animals. \- Cooling: Home is equipped with air conditioning. Owner Interaction: Your stay is managed by owners Dean Rossey Jr. and Ellen Rossey, who are available 24/7 to assist you during your visit. Contact information is provided with your VRBO reservation. Trailside Retreat #1 invites you to unwind, explore, and create unforgettable memories in Michigan’s serene Upper Peninsula. ## Property amenities ### Beach - Beach towels ### Ski - Cross-country skiing nearby - Snowboarding nearby ### Pool/Spa - Hot tub ### Internet - Available in the house: Free WiFi ### Parking and transport - Parking on site ### Kitchen - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Hob - Ice maker - Kitchen island - Microwave - Oven - Paper towels - Refrigerator - Spices - Toaster ### Dining - Dining table ### Bedrooms - 4 bedrooms - Bedsheets provided ### Bathroom - 2 bathrooms - Bathtub - Bathtub or shower - Hair dryer - Shampoo - Soap - Toilet paper - Towels provided ### Living spaces - Dining table ### Entertainment - Smart TV ### Outdoor areas - Barbecue grill - Firepit - Outdoor furniture - Patio ### Laundry - Laundry facilities - Washing machine ### Comfort - Air conditioning - Heating ### Pets - No pets allowed ### Suitability/Accessibility - No lift - Smoke-free property ### Location highlights - Near a hospital ### Things to do - Boat - Golf - Snow sports gear - Cycling nearby - Fishing nearby - Golfing nearby - Hiking/biking trails nearby - Hunting nearby - Ice skating nearby - Kayaking nearby - Motor boating nearby - Snowmobiling nearby - Swimming nearby - Water skiing nearby - Water tubing 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 ### General - At least 80% lighting from LEDs - Energy-saving switches in guestrooms - Unit size: 1,300 square feet - Water-efficient showers - Water-efficient toilets ## Similar properties ![Outdoor spa tub](https://images.trvl-media.com/lodging/91000000/90140000/90134700/90134644/bcbe5399.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Trailside #3 \~ Winter Fun Retreat! 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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 ### Property is also known as Hotel House is Your Perfect Summer Winter Vacation Destination Wakefield is Your Perfect Summer Winter Vacation Destination is Your Perfect Summer Winter Vacation Destination Hotel House is Your Perfect Summer Winter Vacation Destination Wakefield is Your Perfect Summer Winter Vacation Destination Hotel House is Your Perfect Summer Winter Vacation Destination Wakefield is Your Perfect Summer Winter Vacation Destination is Your Perfect Summer Winter Vacation Destination ## About the area Wakefield is home to this holiday home. Old Depot Park Museum and Historic Ironwood Theatre are cultural highlights, and some of the area's activities can be experienced at Black River Basin and Indianhead Mountain. Take in the nearby slopes with cross-country skiing and snowboarding, or try out other outdoor activities such as snowmobiling and ice skating. [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%7C46.46539%2C-89.97536&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=JXQC7aDh5F7KMhua49iOPnf7G3w=) 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) 19 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 4 min drive ## Frequently asked questions ### Is Trailside #1 Winter Fun Retreat~ Ski, Snowboard, Snowmobile, HotTub, Hiking pet-friendly? ### How much is parking at Trailside #1 Winter Fun Retreat~ Ski, Snowboard, Snowmobile, HotTub, Hiking? ### What time is check-in at Trailside #1 Winter Fun Retreat~ Ski, Snowboard, Snowmobile, HotTub, Hiking? ### What time is check-out at Trailside #1 Winter Fun Retreat~ Ski, Snowboard, Snowmobile, HotTub, Hiking? ### Where is Trailside #1 Winter Fun Retreat~ Ski, Snowboard, Snowmobile, HotTub, Hiking located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Trailside #1 Winter Fun Retreat\~ Ski, Snowboard, Snowmobile, HotTub, 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 84 8 - Good 3 6 - Okay 0 4 - Poor 1 2 - Terrible 1 ### 10 Cleanliness ### 9.6 Location ## Reviews ### 10/10 Excellent #### Amy H. 24 Sept 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy The house was lovely. Newly redone throughout. Stocked kitchen. Comfy. Nice hot tub and deck area. Plenty of room for trucks and trailers. Only issues, oven was a bit finicky and out of gas for grill. We worked through it. Overall great stay. ##### Amy H. Stayed 7 nights in Sep 2025 ### 10/10 Excellent #### Christopher M. 2 Apr 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great stay for skiing! Very easy in and out, in a great location, we will be renting again ##### Christopher M. Stayed 3 nights in Feb 2025 ### 10/10 Excellent #### Heather M. 14 Jan 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great Property We stay here every year for a ski trip and it is always very clean! The hot tub is great after a day of skiing and the rental has everything that you'd need! ##### Heather M. Stayed 3 nights in Jan 2024 ### 10/10 Excellent #### Heather M. 20 Feb 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great property/location Everything was perfect! Highly recommend for a ski vacation! Very clean and the owners were very responsive/informative! ##### Heather M. Stayed 4 nights in Feb 2024 ### 10/10 Excellent #### Ashley H. 21 Jul 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great for families Property was in a very peaceful setting during the summer close to fishing, golf, and a short drive to many other attractions. Modern amenities ensure all the comforts of home for adults and children. I would recommend this place to anyone looking for a peaceful stay in the Western U.P. ##### Ashley H. Stayed 3 nights in Jul 2024 ### 10/10 Excellent #### Debbie C. 31 May 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Amazing property! Highly recommend This home was the absolute best one we've ever rented and we've rented many. It is an updated home with everything you will need. Comfortable, roomy well stocked. We had a mini family reunion and were able to comfortably accommodate numerous people for an evening gathering. We highly recommend this property. ##### Debbie C. Stayed 3 nights in May 2024 ### 10/10 Excellent #### Dave N. 26 Feb 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Ski Weekend Really enjoyed our stay. Nicely remodeled house well thought out wet room area upon entrance. The place had new appliances and a well stocked pantry with staples and cookware. Beds were all comfortable and the hot tub was wonderful. No issues with check in or check out and good communication. Great Place! ##### Dave N. Stayed 3 nights in Feb 2024 ### 10/10 Excellent #### Bill and Michelle H., Wabasha 1 Sept 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Stay Review We so enjoyed our stay at your Vrbo. Everything was excellent, very clean, and great Customer Service. Would definitely come here to stay again and would refer to others. Thank you so much! Bill & Michelle Huth ##### Bill and Michelle H. Stayed 4 nights in Aug 2023 ### 10/10 Excellent #### Darcene B. 22 Aug 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Familyvacay We had never stayed at a VRBO. This by far exceeded our expectations. This cozy house in a quiet neighborhood couldn’t have been a better experience. This house is so clean and comfortable. It has absolutely everything we needed. We could definitely stay here for a long time and be very content. The service was great also. We had an issue with the dishwasher and our maintenance man responded right away and was there the next morning. He was very friendly and helpful. I could go on and on how great this property is and how well you’ll be taken care of. We loved the quiet, rural neighborhood. It was exactly what we were looking for. The hot tub was definitely the icing on the cake each evening. We will definitely be back here in the future! ##### Darcene B. Stayed 4 nights in Aug 2024 ### 10/10 Excellent #### Amber A. 17 Oct 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy Very clean and the hot tub was great after a day of hiking! ##### Amber A. Stayed 3 nights in Oct 2025 ### 10/10 Excellent #### Verified traveller 8 Aug 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy Very nice place to stay! We felt right at home. ##### Verified traveller Stayed 5 nights in Aug 2025 ### 10/10 Excellent #### Ann O. 7 Jun 2025 Liked: Cleanliness, check-in, communication, listing accuracy Everything was clean and comfortable. Very nice stay! ##### Ann O. Stayed 4 nights in Mar 2025 ### 10/10 Excellent #### Sammy J. 12 Jul 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy Perfect getaway location. Close to the softball fields that we came to play in a tournament at. Beautiful house and the hot tub was awesome after days at the field. ##### Sammy J. Stayed 4 nights in Jun 2025 ### 10/10 Excellent #### Ross G. 28 Mar 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Excellent Ski Lodge Wonderful property that is well maintained & very enjoyable to stay at! ##### Ross G. Stayed 3 nights in Mar 2025 ### 10/10 Excellent #### Julie F. 18 May 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Wakefield stay Loved this property! It was even nicer than the pics. It was easy check in and out, easy to find and was stocked with all the accessories one could need. Definitely would come to this here again while visiting family. ##### Julie F. Stayed 3 nights in May 2025 ### 10/10 Excellent #### Pawel M. 8 Jan 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Fantastic stay The place was immaculate, and set up with just about anything you might need during your stay. Definitely hope to be back soon. ##### Pawel M. Stayed 4 nights in Jan 2025 ### 10/10 Excellent #### Verified traveller 8 Mar 2022 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great stay Great places had all we needed and a very nice hot tub ##### Verified traveller Stayed 4 nights in Mar 2022 ### 10/10 Excellent #### Verified traveller 13 Mar 2020 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great updated spot near the slopes! We had a great stay at this rental. Everything was very clean, the hot tub is wonderful, we had a great experience overall! ##### Verified traveller Stayed 3 nights in Mar 2020 ### 10/10 Excellent #### Scott s. 23 Jul 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Quick summer getaway with family Very clean remodeled home, worked out great for a long weekend in the UP. ##### Scott s. Stayed 3 nights in Jul 2023 ### 10/10 Excellent #### Corey A. 21 Jan 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Snowmobile Trip 2023 Great location, nice place. Will be staying here again if available when we come up. ##### Corey A. Stayed 4 nights in Jan 2023 ### 10/10 Excellent #### Jason B. 29 Aug 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### In Wakefield for boat races. Property was great ##### Jason B. Stayed 7 nights in Jul 2023 ### 10/10 Excellent #### Karen S. 1 Aug 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Wakefield This house worked really well for our utv trip. The house was clean and well stocked. The property manager was very responsive to questions. Definitely recommend! ##### Karen S. Stayed 4 nights in Jul 2024 ### 10/10 Excellent #### Alex R. 23 Jan 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Location location location This place is the perfect spot to visit snow river, powderhorn, and whitecap. Lots of amenities and the beds were comfortable. Hot tub was in perfect condition. A great place to stay after a long day of snowboarding or skiing. ##### Alex R. Stayed 3 nights in Jan 2023 ### 10/10 Excellent #### Dustin B. 9 Feb 2018 #### Very clean and cozy house. Comfortable beds Had a great time at the Wakefield Hotel House. First time using VRBO and had a great experience. Homeowner was very helpful in answering any questions. Only a few miles from Big Snow Resort which was great for skiing. ##### Dustin B. Stayed 2 nights in Feb 2018 ### 10/10 Excellent #### Curt R., Mission Viejo, CA 7 Mar 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Exceeded Expectations Generously furnished and wonderfully provisioned, this VRBO was everything and more in the way of comfortable accommodations. The entertainment options were outstanding (streaming services and DVD Player). We truly enjoyed the stay. ##### Curt R. 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