Holiday houses in Ramsay

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Top-rated holiday rentals in Ramsay

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
The exterior of Sasquatch Lodge features wood siding and a welcoming entrance with a staircase leading up to two balconies. A large mural of Sasquatch is displayed prominently above the entrance. Surrounding greenery enhances the sense of privacy and connection to nature.
Home in Wakefield
4.99 out of 5 average rating, 118 reviews

Sasquatch Lodge Vacation Home

PERFECT FOR MULTIPLE COUPLES OR FAMILIES This is not your Grandpas Cabin turned Airbnb. Sasquatch Lodge was purposely designed to maximize 3500 square feet of space, providing plenty of room and privacy for our guests. 4 Bedrooms, each with private bath, boasting comfortable, quality bedding, paper goods, shower supplies, linens and towels. We have carefully curated a whimsical sasquatch theme that you will adore and have fun trying to find them all! Just a couple blocks from Indianhead Mt.

Top Guest favourite
Home in Ironwood
4.99 out of 5 average rating, 228 reviews

Cozy Home onTrail|Sauna|PetsI Lakes Trails Falls

Welcome to Little House on The Trail!—perfectly located near the Porcupine Mountains, Lake Superior, waterfalls and hiking trails. This spotless, thoughtfully designed home blends vintage charm with modern comfort, featuring a fully stocked kitchen & coffee bar. Unwind in the cedar sauna or gather around the firepit. Pets ok, spacious, and packed with amenities, it’s the perfect Northwoods getaway year-round. ⭐ Guests consistently say this is the best Airbnb they’ve stayed in—come see why!

Guest favourite
A renovated kitchen and dining area showcases wooden cabinetry and a spacious island. A dining table with multiple chairs is set up beside a wall adorned with artwork. Soft lighting enhances the welcoming atmosphere, while large windows bring in natural light.
Home in Ironwood
4.87 out of 5 average rating, 127 reviews

Renovated 19th Century UP Getaway in Ironwood

Enjoy a this late 19th century in this centrally-located and renovated home in Ironwood. 3 Bedroom/ 1.5 bath house in Ironwood, MI within walking distance of restaurants. Access to snow mobile trails across the street. Close to parks and trails. Cook your own meals in or dine locally. Park your trailer with your ATVs in the driveway or keep your equipment in the 2-car garage. Use the house as a launching pad for your UP adventures while you explore the entire UP or Northern WI.

Top Guest favourite
A two-story blue house with a sloped roof is surrounded by snow-covered ground. Multiple windows are visible, allowing natural light to enter. The entrance features a covered porch with stairs leading up, and trash bins are placed nearby.
Home in Ironwood
5.0 out of 5 average rating, 140 reviews

Pabst Street Retreat - Cozy 5 bedroom 7 bed home

The house is located right in Ironwood. We are 3 miles from ABR Trails, 4 miles from Wolverine Ski Trails, 1 block from the snowmobile and bike trails, 1 mile from Miners Heritage Park, 18 miles from Black River Harbor, 10-15 miles from many downhill ski slopes and half a mile from downtown Ironwood. A foosball table is in the basement for some extra family fun. There also are games, books and puzzles in the living room. Final price includes the 15.5% Airbnb fees.

Guest favourite
Condo in Wakefield
4.97 out of 5 average rating, 214 reviews

Cozy & Clean 2B/2B Condo w/ Jetted Tub!

My clean, cozy, and quiet condo is located at Snow River/Indianhead Resort. It's a brief walk to Jack's Café on site for food, drink, and the best views from the top of the ski hill in the Upper Peninsula. My condo is the perfect place for your ski vacation, romantic getaway, family trip, after hiking/camping refresh, or peace and quiet on the mountaintop. I provide exceptional communication and top notch responsiveness. You won't be disappointed with your stay!

Superhost
Cabin in Bessemer
4.67 out of 5 average rating, 3 reviews

Newly Renovated Cabin - Clean - EV Charging!

Escape to this fully renovated lovely cabin in picturesque Bessemer. With two cozy bedrooms featuring a queen bed, a full bed, and a bunk bed, there’s plenty of space for guests to unwind. Many toys and games for the entertainment. Located adjacent to our 25 Acres of mature forest. Whether you’re relaxing indoors or exploring nearby, this wonderful cabin offers a peaceful retreat. A great place to call homebase while you’re away, we hope you enjoy your stay.

Guest favourite
A cozy cabin is nestled among tall trees, featuring a green metal roof and large windows. A well-kept yard of green grass surrounds the cabin, with a white chair on the porch and a log in the foreground, creating a serene outdoor space.
Cabin in Ironwood
4.74 out of 5 average rating, 141 reviews

Quinn-A-Witz Cozy Cabin

Our cabin is very cozy and we want you to feel at home!! We are a dog friendly property (maximum 2) and we have a large yard for games, campfires, and more. There’s a sauna to enjoy and if it’s raining we have a ping pong table in the basement. Walmart is a straight shot up the road for shopping. The beautiful Black River Parkway is located 20 minutes away where there are hiking trails to 5 different falls, Copper Peak ski jump and Lake Superior beach.

Guest favourite
The spacious kitchen features a large island with ample counter space and wooden cabinetry. Two pendant lights hang above the island. Natural light illuminates the area, revealing a dining room connected to the kitchen, enhancing the open layout.
Home in Wakefield
4.99 out of 5 average rating, 73 reviews

King Bed Suite-The Copper House

This three-bedroom (5 beds) ranch home is located in the heart of Wakefield. You will enjoy the large kitchen, dining room, and deck for entertaining. Three of the best ski resorts in the area are located only 3-10 miles away. The snowmobile trail/ATV trail is easily accessible from across the street. The beautiful Lake of the Clouds is located 47 miles away in the Porcupine Mountains Wilderness State Park. Copper Peak Ski Jump is only 16 miles away.

Guest favourite
A spacious living area features a sectional couch in a soft green hue, accompanied by light-colored throw pillows. A coffee table is centered on a neutral-toned area rug. Adjacent, a dining table set for meals is visible, showcasing elegant dishes and comfortable chairs.
Home in Wakefield
4.87 out of 5 average rating, 45 reviews

5B/2Ba | Trails & Slopes Near | Dog Friendly

Welcome to Hancock Hideaway—your year-round escape in Michigan’s beautiful Upper Peninsula! This spacious, pet-friendly home sleeps up to 8 guests with 3 cozy bedrooms, 5 beds, and a comfy pull-out couch. Relax on the large deck after a day on the slopes at Snowriver (5 miles), hitting the snowmobile trails (½ mile away), or soaking up the sun at Sunday Lake (just down the road).

Top Guest favourite
A red farmhouse is situated in a grassy field, framed by trees. A vibrant sunset paints the sky in hues of orange and pink, casting a warm glow over the landscape. The scene highlights the serene rural surroundings and the expansive sky.
Home in Ironwood
4.98 out of 5 average rating, 259 reviews

Book early to see U. P. autumn leaves

Note: No Smoking, vaping, or cannabis anywhere on property and no pets allowed. Our Finnish Farmhouse is a log home that was first established in 1906. The home was purchased and completely renovated and restored from 2016-2020. The original logs have been restored on the interior of the home and many updates have been made. We are sure you will enjoy your stay with us.

Superhost
Home in Wakefield
4.75 out of 5 average rating, 8 reviews

Trailside Retreat #1 - ski, snowboard, snowmobile

Vacation goers- this ones for you!! Located just off of ATV/UTV/Snowmobile Trail #2, this beautiful home has been remodeled top to bottom, in U.P. Winter hot-tub perfect to relax after a hard days work on the trails or hills! 5-10 minute drive to near ski resorts. Summertime- have fun in ATV trails, hiking and swimming in waterfalls! Peaceful neighborhood. Air conditioned.

Superhost
A modern, two-story house is illuminated by soft lighting on a snowy evening. The front is marked by a two-car garage and several windows, casting a warm glow against the winter landscape. Snow is piled around the entrance, creating a serene winter setting.
Home in Ironwood
4.91 out of 5 average rating, 117 reviews

Granite Lower

Tucked up on the hills of Ironwood, Granite Getaway's lower house offers just over 1600 square feet of living space. It has a peaceful setting that is close to snowmobiling, skiing, snowshoeing, waterfalls, swimming, fishing, Lake Superior lakeshore, hiking trails as well as several popular ski resorts. You are just minutes from downtown Ironwood, MI and Hurley, WI.

Popular amenities for Ramsay holiday rentals