Vacation rentals in Lakeland

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Top-rated vacation rentals in Lakeland

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Top guest favorite

A cozy living area features a modern gas fireplace beneath a flat-screen TV. A leather chair with a side table is positioned next to a low coffee table, while a large window allows natural light to fill the space. A sliding glass door leads to an outdoor deck.

Guesthouse in Stillwater

4.97 out of 5 average rating, 108 reviews

Harriet Carriage House Adorable 1BR with fireplace

Enjoy a quiet stay in this stylish, centrally located Stillwater Carriage House apartment. This private, stand-alone apartment is just under a mile walk to downtown Stillwater, a few blocks from hand-roasted coffee, a historic neighborhood bar, amazing boozy pies, the Summer Farmer's Market, and Nelson's Icecream Shop. Our gem is poised to please with the atmosphere of a boutique hotel, the convenience & privacy of an apartment, and a gateway to nature, culture, and lasting memories. Lic# 2022-6

Top guest favorite

A rustic cabin exterior features wooden siding and a sloping roof. Two rocking chairs are placed on the front porch, framed by large windows adorned with lace curtains. Surrounding trees display vibrant autumn foliage, enhancing the natural setting.

Place to stay in Saint Croix Falls

4.94 out of 5 average rating, 327 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!

Top guest favorite

The exterior of the cottage is framed by tall trees, showcasing a welcoming entrance with a small porch. The gray siding and shingle accents blend harmoniously with the natural surroundings. Decorative elements and planters add a personal touch to the inviting facade.

Cottage in Lakeland

4.96 out of 5 average rating, 263 reviews

Entire home near Afton, state parks, skiing, beach

Our cottage is snuggled amongst recreational hotspots, walking distance to the beach, 2 miles from beautiful Afton MN (state park, downhill skiing), 4 miles from Hudson WI (shopping, dining, boat cruises, live music), 15 minutes from historic Stillwater. This small but comfortable home has amenities galore, is nestled on a double lot just 2 blocks from the river & 1 block away from a popular biking/walking trail. Sleeps 5 people comfortably. Unpaved driveway with ample parking for 2 vehicles.

Superhost

A cozy bedroom is highlighted by a spacious bed dressed in soft linens and a striped throw. Nightstands with stylish lamps frame the bed, while a circular mirror enhances the room's sense of space. Natural light filters through a window, complemented by warm-toned walls.

Apartment in Hudson

4.81 out of 5 average rating, 202 reviews

The Blue Door | Your Modern Stay | Near Downtown

The Blue Door is the perfect retreat spot for couples and families! This cozy apartment offers 2 beautiful bedrooms, a bathroom with a tub & shower, a spacious kitchen, and a living room with a fireplace that will make you want to cuddle up with loved ones! The Blue Door is only 5 minutes from downtown Hudson, WI. Downtown offers 13 + restaurants that will make your taste buds dance! Hudson offers many attractions such as Willow River State Park, St. Croix River, Cracker Barrel Winery and more!

Top guest favorite

An aerial view showcases a rural property featuring multiple buildings, including a large red barn, a farmhouse, and a smaller structure. Lush greenery surrounds the area, with trees and an open field visible. Pathways connect the buildings, creating an inviting outdoor space.

Farm stay in Cottage Grove

4.95 out of 5 average rating, 531 reviews

Luxury Barn Cottage and Villa at Hope Glen Farm

The Corn Crib Cottage Barn or Villa is a luxurious and rustic 1100 square foot space. The Corn Crib originally used to dry corn and animal housing. This is a very rare historical building built in the 1920's The villa has a 2 person whirlpool jacuzzi , rain shower, beautiful full kitchen, fireplace and next to the 550 acre Washington County Cottage Grove Ravine regional park reserve. The Cottage is near the famous lofty lodge treehouse in the area. Treehouse on airbnb listing number 14059804

Superhost

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

4.88 out of 5 average rating, 323 reviews

Star Gazing Glass House 4 Season with Hot Tub

This glass house is heated by 3 infrared heaters in the winter and a portable AC unit during the summer. 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.

Guest favorite

A rustic cabin exterior is framed by lush greenery, featuring large windows that invite natural light. Three lounge chairs are positioned on the grass in front, creating a comfortable space for relaxation. An American flag is displayed near the entrance.

Tiny home in New Richmond

4.92 out of 5 average rating, 378 reviews

Dick's Cabin at the Eagles Roost Trout Farm

Our unique cabin on Hennessy Creek sits pond-side at the Eagles Roost Trout Farm. Relax to trickles of our clear waters, hike on 100’s of pristine acres & trails, fly fish for Rainbow Trout, enjoy campfires or take a hot sauna, then let dreams become lasting memories, while you sleep like a baby. Rustic & perfect for kids or couples, bikers & hikers, a haven for birdwatchers, nature lovers, & stress busters. Our cabin is a “destination” unto itself regardless of plans beyond your stay.

Guest favorite

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

4.87 out of 5 average rating, 319 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 favorite

A view from the kitchen showcases a dining area with a countertop and four black chairs. The open floor plan leads into a living room with a green sofa and a large television, illuminated by natural light from a nearby window.

Cottage in Hudson

4.98 out of 5 average rating, 272 reviews

Cozy cottage in historic downtown Hudson!!

Welcome to my vacation rental home in beautiful Hudson, WI. This home is walking distance to the St. Croix River, Lake Mallalieu, and the wonderful shops and restaurants in downtown Hudson. This cozy home was remodeled specifically to host travelers. Every effort has been made to provide the amenities people seek while away from home. This is a one bedroom home, the second bed is a queen sized pull-out Murphy bed located in the living room. County Permit ID - LDGA-B6QPT9

Top guest favorite

The entrance of a home is highlighted at dusk, featuring a warm, glowing front door surrounded by subtle landscape lighting. Flanking the entrance are dark shutters and a small seating area with decorative accents, offering a welcoming view into the well-maintained yard.

Guest suite in Stillwater

4.97 out of 5 average rating, 106 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 favorite

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, 102 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!

Guest favorite

A well-maintained cottage exterior is portrayed, featuring a combination of grey and light-colored siding. A decorative black fence borders a garden of vibrant purple flowers and lush green plants in the foreground, while the charming house is framed by trees and shrubs.

Guesthouse in Hudson

4.96 out of 5 average rating, 186 reviews

Cottage in historic Hudson, 5 blocks from DT

Enjoy the charm of Hudson WI while spending your nights in this lovely cottage. 5 blocks walking distance from the hub of activity, you can enjoy all that the community has to offer and come home to a cozy comfortable environment . This private setting has its own entry and parking and is a perfect for corporate rentals, friend or couple getaways. Advance notice required if bringing a pet- please review house manual for details .