Holiday rentals in Cumberland

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Top-rated holiday rentals in Cumberland

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Top guest favourite
A field stone fireplace serves as a central feature against walls constructed with natural birch logs. A stone mantel provides a surface for decorative items and creates a cozy focal point. Soft lighting from above enhances the inviting atmosphere of the room.
Cottage in Rice Lake
4.98 out of 5 average rating, 118 reviews

Stonehaven - The Birchview Suite Lower Level

The Birchview Suite lower level duplex is totally closed off from guests in upper level. It features two french doors that lead out to the large flagstone patio area, which is the main entrance. There's a full kitchen for you to prepare meals. We have a private dock 1/4 mile from the cottage and offer complementary use of kayaks, row boats, and canoes! We also have a pontoon for rent. Plenty of hiking and biking opportunities can be found on and off the resort. State Trails are also nearby.

Top guest favourite
A serene winter landscape features a snow-covered meadow bordered by frosted trees. A single person in a winter coat stands amidst the scenery, observing the tranquil surroundings. Gentle snow blankets the ground, creating a peaceful, white vista that invites exploration.
Cottage in Glenwood City
4.95 out of 5 average rating, 190 reviews

Cozy Farmstead Cottage Getaway

The cottage is located on our 80 acre farmstead in the bucolic rolling hills of Western Wisconsin just over an hour from the Twin Cities. Relax, create, or dream in this peaceful setting. Cherish time with loved ones. Hike along the creek, woodlands and fields. Enjoy the plentiful birds and wildlife. Bring your bike in the summer, and snow shoes in the winter. Cozy up to the wood stove with a hot beverage. Work remotely with our high speed WiFi. We welcome up to two dogs for an additional fee.

Top guest favourite
Place to stay in Saint Croix Falls
4.95 out of 5 average rating, 368 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, 254 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!

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
4.91 out of 5 average rating, 223 reviews

Wolf Creek Luxury Eco-Tiny Home on the Ridge

Experience our newly-built eco-friendly tiny home perched right on the edge of the ridge above the majestic St Croix River Valley. Enjoy expansive views from the deck, the loft or the many windows looking out over the valley. Enjoy our private electric barrel-sauna, fire-pit, gas grill, pond with canoes and kayak, Wolf Creek with 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 Comstock
4.9 out of 5 average rating, 243 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.

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, 195 reviews

Peaceful secluded lakeside 4/bedroom family cabin

Wake up in a cozy cabin by the lake, where stunning views greet you each morning. The wrap-around deck, located just 20 feet from the shore, is perfect for grilling meals and enjoying the peaceful surroundings. The lake features crystal-clear water with a sandy bottom, making it inviting for swimming from our swim deck. You can fish from your private dock, play yard games, and gather around a cozy campfire in the evenings. Create unforgettable family memories—your perfect lake vacation awaits!

Top guest favourite
The cabin is visually captured along a gravel driveway, showcasing a rustic exterior with wooden siding and a metal roof. Surrounding greenery includes several small trees, with a separate shed visible to the right. Clear skies enhance the peaceful setting of the property.
Cabin in Turtle Lake
4.97 out of 5 average rating, 136 reviews

The Cabin on the Marsh

Come unwind at our cozy cabin located on a quiet country road not far from a lake. Our guests enjoy relaxing around the fireplace, playing games or reading books. The marsh is a perfect place to watch wildlife. Keep an eye out, and you will probably see some. An ATV/snowmobile trail is not far away. There is access to the lake for ice fishing close by. There is no TV or wifi, which makes your stay a perfect time to ‘get away from it all’. (Cellular service is usually good). *Not lake front*

Top guest favourite
A tranquil cabin is nestled among tall trees, with soft lighting emanating from its windows. A wooden walkway leads to the entrance, inviting guests into a harmonious natural setting. The roof features a classic red color, complementing the surrounding greenery.
Cabin in Grantsburg
4.95 out of 5 average rating, 716 reviews

Quiet Seclusion at Trade River Retreat Cabin

Remote, tranquil, quiet and exceedingly private getaway right on the banks of a protected river, only 1.5 hours from the Twin Cities! Even the beautiful drive there is relaxing. Enter a world of peace and calm deep in the woods. Make delicious meals in a well-stocked modern high-end kitchen, play in the river, relax in the sauna or enjoy a bonfire. This is not your typical cabin but a spiritual eco-oasis with a unique eclectic blend of modern, rustic, Native American and Japanese aesthetic.

Top guest favourite
The exterior of the guesthouse features vibrant orange siding complemented by blue trim and windows. A sturdy wooden staircase leads to the main entrance, flanked by lush green vegetation. The overall architecture showcases a blend of modern and rustic design elements, inviting guests to explore further.
Flat in Hayward
4.93 out of 5 average rating, 244 reviews

THE SUNROOM SUITE @Loon Loon Lake Guesthouse

Only 10 minutes and a world away from Hayward, the stylishly appointed SUNROOM SUITE is part of Loon Lake Guesthouse. Take in the view of gardens, tall pines and glimmering Loon Lake through windows and skylights that overlook this picturesque setting. Summertime brings swimming, canoeing, bird watching and walking the loop. Venture out for some day tripping or work remotely with Starlink WiFi. And be sure to make time for luxuriating in the soaking tub. Life is sweet in The Sunroom.

Top guest favourite
The open living area features large floor-to-ceiling windows, allowing natural light to fill the space. A modern kitchen with stainless steel appliances is complemented by wooden cabinetry. Comfortable seating arrangements include a sleek sofa and a chair, arranged around a glass coffee table.
Cabin in Frederic
5 out of 5 average rating, 281 reviews

Nordlys Lodging Co. - MetalLark Tower

Perched high among the trees with breathtaking views of the hidden lake and wildflower meadows, MetalLark Tower is the perfect getaway. This two-story, 800 sq.ft. cabin has one king bed, one hide-away bunk bed, and one bathroom. We put the living area high up on the second floor to give our guests a bird’s eye view. Floor to ceiling glass brings the outdoors inside, and each season brings its own unique perspective. Staying in MetalLark tower is truly a one-of-a-kind experience.

Guest favourite
An outdoor seating area is surrounded by trees, featuring a round metal table with chairs. The cabin, characterized by large windows and a welcoming entrance, is positioned nearby, with steps leading up to the porch. A fire pit area is also visible in the background.
Cabin in Cumberland
4.86 out of 5 average rating, 180 reviews

Cozy Cabin on Kirby Lake - Stuga Wald

Enjoy the peace and quiet of this quaint little cabin on Kirby Lake. If you are looking for rest and retreat, this place is for you! The cabin is open concept with the living space, dining, kitchen, and bathroom on the main level. The loft boasts two twin beds that each pull out into a king, as well as a pull-out couch downstairs. Enjoy the tranquility of a sunset paddle, evening campfire, the call of loons, and the simplicity Stuga Wald has to offer.

Popular amenities for Cumberland holiday rentals

Quick stats about holiday rentals in Cumberland

  • Nightly prices starting at

    Cumberland holiday rentals start at £112 per night before taxes and fees

  • Verified guest reviews

    Over 190 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across Cumberland rentals

  • 4.9 Average rating

    Cumberland stays are highly rated by guests – averaging 4.9 out of 5!

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  5. Cumberland