Holiday houses 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, 276 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
The exterior of a cabin features wooden siding and a distinct gabled roof. Large windows and a screened porch are visible, enhancing the modern design. A patio area with seating is situated in front, surrounded by bare trees and a clear blue sky.
Cabin in Shell Lake
5 out of 5 average rating, 91 reviews

Cabin on Sawyer Creek Rd.

Cabin on Sawyer creek rd is located 2 miles from Shell Lake wisconsin and 4 from Spooner. We are located on the snowmobile trail you can take North to spooner area trails or South to Shell Lake area trails. The roads are also designated atv routes so you can travel to atv trails as well. You can bring your boat and fish one or several lakes in the area. In winter there are trails on the 40 acres around the cabin that are accessible to snowshoeing, cross country skiing, and in summer a quiet walk

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
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!

Guest favourite
Two black Adirondack chairs frame a stone fire pit on a deck, overlooking a serene lake at sunset. The railing encloses the space, providing unobstructed views of the water and surrounding greenery.
Cabin in Luck
4.93 out of 5 average rating, 68 reviews

NEW! Cozy Lakefront Cabin Retreat!

Welcome to Escape on Blake! Our cozy lakefront cabin boasts 3 bedrooms and 1 bath, perfect for couples' retreats or family escapes. Enjoy over 380 feet of private shoreline for relaxation and recreation. Fish off the dock, cruise on your boat, or swim. Unwind on the deck with a BBQ grill, then gather around the bonfire under the stars. Inside, cozy up by the fireplace for movie nights with Wi-Fi. Complimentary amenities include a gas grill, pedal boats, and a canoe for an unforgettable getaway.

Top Guest favourite
A modern cabin exterior is set against a natural backdrop, featuring large windows reflecting the surrounding greenery. A wooden deck with seating invites relaxation, and the structure showcases a sleek black facade complemented by soft landscaping.
Cabin in Comstock
4.97 out of 5 average rating, 245 reviews

Nordic Lake Cabin : Sauna/Hot Tub/Pontoon Rental

We finished building this modern Scandinavian cabin in spring 2020. It’s been featured in Vogue and on Magnolia Network. The cabin sits at the end of the road on a private lot with a perfect view of sunsets over the nature side of the lake. Drive past farm fields, into the woods, and onto our private gravel road, arriving at the driveway. Watch loons, tundra swans, eagles, beavers and deer while you relax by the lake. Pontoon boat rental is available as an add on! Pets welcome for a $90 fee!

Guest favourite
The exterior of a spacious log home is surrounded by tall trees, with leaves scattered on the ground. A large deck extends from the upper level, showcasing multiple windows that invite natural light. The home features a peaked roof, harmonizing with the natural surroundings.
Home in Cumberland
4.81 out of 5 average rating, 16 reviews

Cumberland Lakefront Log Home

Nestled on a sprawling 5 acre estate, this magnificent 3700 sq ft log home offers the quintessential "Up North" cabin experience, harmoniously blending exquisite craftsmanship with the untouched beauty of nature. The serene 80 acre lake beckons you for fishing, swimming, or kayaking (4 on-site!).. The dedicated playground area ensures the little ones have their own slice of fun under the tall pines. This breathtaking retreat is a sanctuary for families seeking both adventure & relaxation.

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, 13 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, 32 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, 197 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, 220 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!

Popular amenities for Cumberland holiday rentals

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  2. United States
  3. Wisconsin
  4. Barron County
  5. Cumberland