Holiday rentals in Cumberland

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Top-rated holiday rentals in Cumberland

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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
Place to stay in Saint Croix Falls
4.95 out of 5 average rating, 436 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
A modern single-story home is set amidst lush greenery, featuring a welcoming entrance with wooden steps leading to a porch. The exterior is clad in dark gray siding, complemented by large windows that provide natural light, and a manicured garden adding a touch of color.
Cabin in Frederic
4.93 out of 5 average rating, 270 reviews

Up North Retreat: Peaceful & Relaxing But Modern!

Your private getaway up North! Full renovation throughout makes this a tranquil and relaxing, yet modern escape. Enjoy a warm bath in the jacuzzi tub, grab some coffee in the gorgeous custom kitchen with SS appliances, and cozy up to a movie in front of the electric fireplace! Two full bedrooms and baths for amazing privacy. Explore the local scenery by day and Sit around the bonfire by night! You won't find anything this peaceful without sacrificing the modern essentials. Fiber internet, too!

Top guest favourite
A charming cabin features a gabled roof and a welcoming wraparound deck. Surrounded by vibrant autumn foliage, a picnic table sits on the leaf-strewn ground, providing an inviting outdoor space. The structure is nestled among trees, enhancing the feeling of seclusion.
Cabin in Comstock
4.91 out of 5 average rating, 269 reviews

Secluded Lake Cabin + Hot Tub

A private secluded lake cabin retreat north of Turtle Lake, WI. Downstairs consists of a living room w/sofa sleeper, kitchen, and bathroom. The upstairs has 1 bedroom with a queen, a bed in the open loft and 1/2 bath. Drive by grazing cows and farm fields into the woods, onto a private gravel road, and down a long winding wooded driveway to our lake retreat! We don’t recommend visiting in winter without 4 wheel drive! Pontoon boat rental is available as an add on! Pets welcome for a $90 fee.

Guest favourite
A charming home features a spacious porch with teal seating, shaded by a large tree. The exterior boasts a mix of natural wood and warm brown tones. A driveway leads to the garage, and a manicured lawn surrounds the property, providing a welcoming entrance.
Home in Cumberland
5 out of 5 average rating, 14 reviews

Lake Street Retreat - Stunning Lake View Sunsets

Escape to this stunning lake-view property, steps from Cumberland Beach, a park, and a boat landing. Enjoy breathtaking lake views and vibrant sunsets from the comfort of home. The large corner lot is perfect for gatherings, roasting marshmallows, or relaxing by the fire-pit. This 3-bedroom, 2-bath home features a spacious living room, updated bathroom, new appliances, and a cozy family room with a wood-burning stove. Perfect for summer adventures or winter serenity, it’s your ideal getaway!

Top guest favourite
A spacious living area features large, triangular windows that frame serene outdoor views. A wood-stove stands at the center, surrounded by natural materials. Comfortable seating includes a plush sofa and sleek lounge chairs. Light hardwood floors complement the cozy atmosphere, illuminated by natural light.
Cabin in Comstock
5 out of 5 average rating, 33 reviews

Snowfall Escapes - Lakefront Cabin w/ Loft & Bar

Lakefront cabin on quiet North Pipe Lake—near Turtle Lake & Cumberland. Queen & full beds in loft + queen murphy & twin roll-away on lower level, where a glass garage door opens lakeside from a bar/lounge. Main level has wood-stove & gathering kitchen. Enjoy a panoramic lake-view deck & screened-in porch. Fish off the dock, paddle to the public beach on Pipe Lake, or load your boat at the public landing and dock it here. Year-round retreat near ski, snowmobile, & hiking trails. Dogs ok!

Top guest favourite
A red cabin with a sloped roof is nestled among tall trees, surrounded by a lush green landscape. Large windows are framed in white, allowing for natural light. A concrete patio leads to the entrance, offering easy access to the serene outdoor setting.
Cabin in Comstock
4.96 out of 5 average rating, 45 reviews

Cozy Lake House in the Woods!

Relax at this cozy 1-bedroom, 2-loft lake house on nearly 3 acres of woods! The property is situated on the shore of Lake of the Woods, a private lake great for swimming, kayaking or slow cruising with pontoons or small boats. Enjoy high-speed water sports at nearby Pipe Lake and Beaver Dam Lake. You’ll be a short 15 minute drive from St. Croix Casino in Turtle Lake, and golf, shopping, eateries and coffee shops in Cumberland. You will appreciate the lakeview at this cabin year round!

Top guest favourite
A spacious deck is presented with multiple seating options, including a high-top table and chairs under large red umbrellas. The view overlooks a serene lake, surrounded by trees, providing a peaceful outdoor space for relaxation.
Cabin in Cumberland
4.89 out of 5 average rating, 198 reviews

Cozy 4-BR Family Cabin on Lake with Scenic Views

Enjoy mornings in a charming lakeside cabin, where breathtaking views greet you from the wrap-around deck just steps from the water. Swim in the clear, sandy-bottom lake, fish from your private dock, or play yard games with family and friends. Relax on the deck, soak in the peaceful surroundings, and as the sun sets, gather around the cozy campfire. With endless opportunities for fun, adventure, and relaxation, this cabin is the perfect setting for creating cherished family memories.

Top guest favourite
Cabin in Webster
4.97 out of 5 average rating, 223 reviews

Riverside Retreat- A small cabin for big memories!

Renovated cabin nestled high in the pines overlooking the river. Kick back and relax in this calm, stylish space where the river views will take your breath away. We have a great selection of games, books and movies to snuggle up with in front of our warm fireplace. Bring your snowmobiles, ATVs and ice fishing gear as we are close to the Gandy Dancer Trails and our beautiful river flows to two lakes for great fishing - end at our bonfire pit to roast S'mores and swap stories!

Superhost
The entrance features a wooden door framed by stone pillars, with potted flowers at the base. A covered porch provides shade, while natural light filters through the windows and the surrounding trees create a serene atmosphere.
Barn in Cumberland
4.89 out of 5 average rating, 28 reviews

Four Seasons of Cabin Fun - Bunkhouse Retreat

This relaxing and open concept renovated barn is perfect for your nature retreat. Located on a secluded bay of the lake, this place provides a relaxing getaway in any season. Use the paddleboards, kayaks, and canoes in the summer and enjoy snowmobiling on the nearby trails or snowshoe around the property in the winter. Just a 1.5 hour drive from the Twin Cities! You will be greeted by a stone gate and quarter-mile driveway lined by maple trees on your way into the property.

Top guest favourite
The charming cottage exterior features wooden siding and a sloped roof with a dormer window. Flower baskets hang from the porch posts, adding color to the serene landscape. A gravel pathway leads to the entrance, framed by natural stone landscaping and lush greenery.
Cottage in Rice Lake
4.99 out of 5 average rating, 207 reviews

Stonehaven Cottages on Tuscobia Lake LLC.

The "Gatekeeper" cottage has a natural gas stone fireplace in the living room, Full size sofa sleeper, full kitchen, full bath on the main floor and a half bath in the sleeping loft. (Need to be able to climb ladder stairs to lofted bedroom). A spiral staircase leads you down to the lower level which has an additional bedroom, queen sofa sleeper in the extra living room space, and full bathroom. The lower level also has a walk out french door to the patio area.

Guest favourite
A log cabin is framed by lush greenery, with a driveway leading to two garage doors. A pathway of stones meanders through well-kept grass, while shrubs and small plants decorate the front yard. The cabin features a covered porch, creating a welcoming entrance.
Chalet in Turtle Lake
4.9 out of 5 average rating, 105 reviews

Turtle Lodge on Upper Turtle Lake

Beautiful Log Cabin 90 minutes from the Twin Cities and steps away from prime recreational/fishing lake. Enjoy the deck overlooking lake and fire pit. In the evenings, enjoy dinner on the deck, tell stories around a campfire, savor s'mores and listen to the loons. The dock is out of the lake from Oct 1st until the week before memorial weekend. Only minutes from the ATV and Snowmobile Trails. Pontoon rental not available.

Popular amenities for Cumberland holiday rentals

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  4. Barron County
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