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Trailside #3 ~ Winter Fun Retreat! Ski, Snowboard, Snowmobile, Hot Tub, Hiking!

Wakefield vacation home with kitchen

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Photo gallery for Trailside #3 ~ Winter Fun Retreat! Ski, Snowboard, Snowmobile, Hot Tub, Hiking!

Outdoor spa tub
Interior
Interior
Exterior
Fridge, microwave, oven, stovetop

Reviews

10 out of 10
Exceptional

Entire home

4 bedrooms1 bathroomSleeps 81300 sq ft

Popular amenities

  • Parking available
  • Dryer
  • Barbecue grill
  • Washer
  • Kitchen

Explore the area

View in a map
Wakefield, MI
  • Place, Indianhead Mountain
    ‪11 min drive‬
  • Place, Black River Basin
    ‪12 min drive‬
  • Place, Big Powderhorn Mountain Resort
    ‪19 min drive‬
  • Airport, Ironwood, MI (IWD-Gogebic County)
    ‪24 min drive‬

Room options

About the neighborhood

Wakefield

In Wakefield .At this Wakefield vacation home, you'll be within half a mile (1 km) of Ottawa National Forest and 6 miles (10 km) of Black River Basin. Gabbro Falls and Indianhead Mountain are also within 6 miles (10 km).
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What's nearby

  • Indianhead Mountain - 11 min drive - 3.6 miles
  • Gabbro Falls - 11 min drive - 4.3 miles
  • Black River Basin - 12 min drive - 4.5 miles
  • Big Powderhorn Mountain Resort - 19 min drive - 10.0 miles
  • Copper Peak - 34 min drive - 17.8 miles

Getting around

  • Ironwood, MI (IWD-Gogebic County) - 20 min drive

Restaurants

  • ‪Pit Stop - ‬9 min drive
  • ‪Dairy Queen - ‬9 min drive
  • ‪Korner Kitchen - ‬5 min drive
  • ‪Club 28 - ‬5 min drive
  • ‪Randall Bakery - ‬4 min drive

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!

Similar properties

Fridge, microwave, oven, stovetop
Trailside #1 Winter Fun Retreat~ Ski, Snowboard, Snowmobile, HotTub, Hiking
  • Hot Tub
  • Kitchen
  • Washer
  • Dryer
4.9 out of 5, Exceptional, 87 reviews
Trailside #1 Winter Fun Retreat~ Ski, Snowboard, Snowmobile, HotTub, Hiking

Property amenities

Beach

  • Beach towels

Pool/Spa

  • Hot tub

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Ice maker
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • 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 elevator
  • Smoking not allowed

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

Policies

Check-in

Check-in time starts at 3:00 PM
Contactless check-in available
Minimum check-in age: 21

Check-out

Check-out before 10:00 AM
Contactless check-out available

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

  • No pets allowed, but service animals are welcome

Children and extra beds

  • Children are welcome.
  • Note from host: pack n play & bedding, high chair available.

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 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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, and a first aid kit in each accommodation.

Frequently asked questions

How close is Trailside #3 ~ Winter Fun Retreat! Ski, Snowboard, Snowmobile, Hot Tub, Hiking! to the airport?

This vacation home is 10.9 mi (20-min drive) away from the Ironwood, MI (IWD-Gogebic County) airport, the closest popular airport to the property.

Does Trailside #3 ~ Winter Fun Retreat! Ski, Snowboard, Snowmobile, Hot Tub, Hiking! have an airport shuttle?

Airport shuttle services are not available at this vacation home.

Does Trailside #3 ~ Winter Fun Retreat! Ski, Snowboard, Snowmobile, Hot Tub, Hiking! offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at Trailside #3 ~ Winter Fun Retreat! Ski, Snowboard, Snowmobile, Hot Tub, Hiking!?

No, there is no casino at this vacation home.

What time is check-in at Trailside #3 ~ Winter Fun Retreat! Ski, Snowboard, Snowmobile, Hot Tub, Hiking!?

Check-in begins at 3:00 PM.

Is there free parking at Trailside #3 ~ Winter Fun Retreat! Ski, Snowboard, Snowmobile, Hot Tub, Hiking!?

Free parking is not available at this vacation home.

Does Trailside #3 ~ Winter Fun Retreat! Ski, Snowboard, Snowmobile, Hot Tub, Hiking! have a pool?

This vacation home does not have a pool.

Does Trailside #3 ~ Winter Fun Retreat! Ski, Snowboard, Snowmobile, Hot Tub, Hiking! have a spa?

There are no spa services available at this vacation home.

How close is Trailside #3 ~ Winter Fun Retreat! Ski, Snowboard, Snowmobile, Hot Tub, Hiking! to downtown Wakefield?

This vacation home is 1.8 mi away from Wakefield.

Trailside #3 ~ Winter Fun Retreat! Ski, Snowboard, Snowmobile, Hot Tub, Hiking! Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 18 out of 19 reviews
Rating 8 - Good. 1 out of 19 reviews
Rating 6 - Okay. 0 out of 19 reviews
Rating 4 - Poor. 0 out of 19 reviews
Rating 2 - Terrible. 0 out of 19 reviews

10/10

Cleanliness

Reviews

10/10 Excellent

Verified traveler

Liked: Cleanliness
Hot tub was nice, very clean with well balanced water. Everything we needed was furnished.
Stayed 5 nights in Sep 2025

10/10 Excellent

Amanda B.

Liked: Cleanliness
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.
Stayed 7 nights in Aug 2025

10/10 Excellent

david s., Madison WI

Stayed 4 nights in Jan 2025

8/10 Good

Tracy R.

Liked: Cleanliness

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.
Stayed 3 nights in Feb 2025

10/10 Excellent

GiGi B.

Liked: Cleanliness

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!
Stayed 3 nights in Jan 2025

10/10 Excellent

Tom H.

Liked: Cleanliness

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.
Stayed 4 nights in Dec 2024

10/10 Excellent

Shannon B.

Liked: Cleanliness

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.
Stayed 5 nights in Jul 2024

10/10 Excellent

Brett H.

Liked: Cleanliness

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.
Stayed 4 nights in Feb 2024

10/10 Excellent

Eric C.

Liked: Cleanliness

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!!
Stayed 3 nights in Feb 2024

10/10 Excellent

Tony U.

Liked: Cleanliness

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.
Stayed 3 nights in Jan 2024

10/10 Excellent

Corinne M.

Liked: Cleanliness

Wakefield

Great space. Close to slipes and snowmobile trails. Loved the hot tub
Stayed 3 nights in Jan 2024

10/10 Excellent

KRISTI S.

Liked: Cleanliness

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.
Stayed 3 nights in Sep 2023

10/10 Excellent

Becky G.

Liked: Cleanliness

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!!!!
Stayed 3 nights in Oct 2023

10/10 Excellent

Tania W., Glendale, US

Liked: Cleanliness

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.
Stayed 3 nights in Aug 2023

10/10 Excellent

Stu E.

Liked: Cleanliness

Family ski trip

Great property. Close to all the ski areas. Clean and roomy little house. Would definitely recommend.
Stayed 4 nights in Mar 2023

10/10 Excellent

Benjamin R., Pittsville, Wisconsin

Liked: Cleanliness

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!
Stayed 3 nights in Feb 2023

10/10 Excellent

Christopher L., Windermere, FL

Liked: Cleanliness

Great stay

This is a very nice property very clean and comfortable
Stayed 5 nights in Feb 2023

10/10 Excellent

Verified traveler

Liked: Cleanliness

Snowmobile/Hot tub Vacation

Great location for snowmobiling. Hot tub was new and large. The owner was awesome in responding to questions.
Stayed 4 nights in Jan 2023

10/10 Excellent

Eric A.

Liked: Cleanliness

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.
Stayed 3 nights in Jan 2023