Holiday rentals in Somerset

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Top-rated holiday rentals in Somerset

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

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Top guest favourite
A light-filled living space features a comfortable leather sofa, a wooden coffee table, and a flat-screen TV mounted on a wooden cabinet. A round dining table with two chairs is positioned near the window. Decorative horse-themed accents are visible on some furnishings.
Guest suite in Osceola
4.96 out of 5 average rating, 281 reviews

Cozy Mother-In-Law Apartment—No Cleaning Fee!

Voted 2021 and 2023 Readers’ Choice Best Bed & Breakfast! Steal your getaway at one of Osceola’s most historic estates. Wonderfully nestled in the St. Croix Valley, this apartment’s location will not disappoint. You’ll be a brief walk from beautiful downtown Osceola, close enough to explore the great outdoors, and a short distance from all that the Twin Cities has to offer. You’ll get a cozy and comfortable layout, thoughtful amenities, attached heated garage, and assistance just a message away!

Top guest favourite
A cozy tiny home is illuminated at night, revealing warm light from its windows. A stone pathway leads to an inviting front deck surrounded by greenery. Nearby, a decorative lantern can be seen in the foreground, enhancing the serene ambiance.
Tiny home in Saint Croix Falls
4.92 out of 5 average rating, 280 reviews

Wolf Creek Luxury Eco-Tiny Home on the Ridge

Experience our custom-built eco-friendly tiny home perched on the top of the ridge above the majestic St Croix River Valley. Enjoy expansive views from the deck, loft or many windows looking over the valley. Enjoy our private barrel-sauna, fire-pit, gas grill, pond with canoes and kayak or Wolf Creek with a private crystal-clear swimming hole! Or just chill on the ridge watching the many birds and wildlife. Just over an hour drive from the Twin Cities, a romantic and memorable stay awaits you!

Top guest favourite
Cabin in Star Prairie
5 out of 5 average rating, 11 reviews

The Greenhouse. Lakefront cabin

This 3 bed 1 bath newly custom built cabin sits perched above Middle Pine Lake, nestled into a quiet hillside forest. Filled with natural light, it’s a perfect retreat into nature and a great base for exploring NW Wisconsin. Features a dock and floating dock to enjoy the lake outside and a wood-burning stove for cozy nights inside. Designed for beauty and comfort, this well-appointed, efficient cabin is the perfect place to spend a peaceful lakeside cabin getaway or a fun-filled family vacation!

Top guest favourite
Place to stay in Saint Croix Falls
4.95 out of 5 average rating, 432 reviews

The Wissahickon Inn - The Cozy Cabin In The Woods

You'll love our cabin in the woods! Once a historic mercantile, the Wissahickon Cabin has been transformed into a cozy cabin for 2 - 4 guests. The cabin is situated in the forest and visible from the Gandy Dancer Trail. The front porch boasts an access path directly to the popular Woolly Bike Trail. Our cabin is secluded in the woods, but it's less than a 5-minute drive to downtown St Croix Falls, Interstate Park, dining, shopping, and entertainment. Enjoy a peaceful getaway in the north woods!

Guest favourite
An outdoor seating area features two red cushioned chairs and a small glass table, positioned around a circular fire pit. Soft light illuminates the space from a nearby lamp, with greenery and flowers visible in the background, creating a serene atmosphere.
Farm stay in Roberts
4.88 out of 5 average rating, 377 reviews

Very private, country, wildlife, & comfort of home

Close to the St. Croix River and the Twin Cities. 2 State Parks within 10 minutes, and great dining in Hudson, River Falls, & Stillwater. Perfect for couples and family adventurers. 35 minutes from MSP and 1.5 miles off I-94. When things green up during spring and summer, it is a park like setting. Fall brings beautiful brilliant color. Winter brings cross county skiing, snowshoeing, tubing, and hiking. A treasure for nature enthusiasts. Natural setting with woods, deer, birds, turkeys.

Top guest favourite
The modern retreat features an expansive outdoor patio with comfortable seating arrangements. Large windows accentuate the two-story structure, revealing a seamless blend of indoor and outdoor living areas. Surrounding tall trees provide a sense of isolation and tranquility.
Home in Somerset
4.98 out of 5 average rating, 129 reviews

Lake House Retreat: Modern, Stylish, Arty, Fun

Secluded modern design, fun, stylish, lakefront retreat carefully nestled in mature pines on 2.5 acres with 120 feet of easily accessible shoreline and large spa for year-round activities. For families, groups, and pets on a countryside neighborhood. Indoors and outdoors are connected with careful positioning of many large windows, sliding doors, patio and rooftop deck. For a closer look at the design, seasonal moments, and behind-the-scenes details, find us @StaysInColor.

Top guest favourite
A single-story home is framed by lush greenery and flowering shrubs. The entrance features a decorative door and stone accents, while a well-maintained lawn leads to the front. The surrounding trees provide a natural setting, enhancing the peaceful environment.
Guest suite in Stillwater
4.98 out of 5 average rating, 184 reviews

Loons Nest in Stillwater, MN

Entire lower level of home is yours with a private entrance. Welcome to Loons Nest! Located minutes from Stillwater… the 1848 Birthplace of Minnesota located on the scenic St. Croix River! A place where authentic paddle wheel riverboats and gondolas glide the waters. Historic Main Street shopping, dining, lodging and entertainment are yours inside this charming town. Beautiful Stillwater is a short drive from the Twin Cities of Minneapolis/St. Paul and Wisconsin border.

Top guest favourite
An aerial view captures a spacious rural landscape featuring two silos and a large barn amidst colorful autumn foliage. A serene river lies in the background, with a bridge connecting the distant shore. The area is surrounded by cornfields, highlighting the agricultural heritage of the property.
Farm stay in Hudson
5 out of 5 average rating, 137 reviews

Betty's country farmhouse near Stillwater, MN

Spend some time in the country with this 1930's farmhouse that has tons of character, updates and unique style all its own. This was originally a working dairy farm and we are the 4th generation owners. Step into some history and charm with this updated nostalgic home. Main level full bathroom has been completely redone. Sit on the back porch and relax or take a 5 minute drive to historic Stillwater or Hudson and everything the St. Croix Valley has to offer!

Top guest favourite
Cabin in Amery
5 out of 5 average rating, 17 reviews

Private Riverfront Cabin with Wooded Hiking Trails

Relax with friends and family in this beautiful riverside cabin. Start a ping pong tournament, watch a movie or the big game, or curl up with a book on our second-story porch overlooking the babbling Wapogasset Brook. Get a board game going in our game room or enjoy an evening in front of the fire in the den. Cross our private bridge to explore 10 acres of woodlands. Hike over a mile of winding trails as you take in local wildlife and beautiful scenic overlooks.

Top guest favourite
The exterior view of a charming two-story home features a light-colored facade with red decorative accents. A welcoming front porch is adorned with dark chairs and flower pots. A brick walkway leads to the front door, flanked by green grass and landscaped greenery.
Flat in Somerset
5 out of 5 average rating, 18 reviews

Terry's Place - lower unit of a two-story duplex

At Terry's Place, it's all about location! The library and two lively bars are across the street. Pop over to Kennedy's Cafe for some breakfast. Sam’s Christmas Village, Ampitheater, La Pointe Event Center, Oliphant Brewing, hockey rink, grocery store and Apple River are within minutes. This property is cozy! What it lacks in size, it makes up for in charm. Enjoy the updated kitchen and bathroom while taking in much of the original 1940's vibe at Terry's Place!

Top guest favourite
Home in Bayport
4.96 out of 5 average rating, 46 reviews

One Point Oasis - Near Stillwater, MN.

Welcome to One Point Oasis — a calm, private retreat just outside Stillwater designed for slower mornings, quiet evenings, and relaxing stays. Enjoy cozy indoor spaces, outdoor lounge areas, hot tub evenings, fire pit nights, and a peaceful atmosphere perfect for couples getaways, girls weekends, bridal mornings, and intentional escapes. Thoughtfully curated with a clean, minimalist feel while still being close to local shops, restaurants, and river-town charm.

Guest favourite
A glass house reflects natural surroundings, enclosed by trees and sunlight. The interior features a spacious bed draped in white linens, with cozy seating visible nearby. A wooden deck extends outwards, complemented by outdoor furniture and decorative lanterns.
Dome in Afton
4.87 out of 5 average rating, 415 reviews

Star Gazing Glass House 4 Season with Hot Tub

This glass house has a mini split offering both heat and air conditioning. There is something truly magical about being submersed in nature. Watching beautiful snowflakes cascade around its walls, snuggled under heated blankets while star gazing. Rainstorms have a new meaning, sunsets and sunrises become a life-changing experience. This is a photographer's dream, a romantic getaway, or the perfect place to reconnect with yourself. Private hot tub and fire pit.

Popular amenities for Somerset holiday rentals

  1. Airbnb
  2. United States
  3. Wisconsin
  4. St. Croix County
  5. Somerset