Holiday rentals in Cumberland

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Top-rated holiday rentals in Cumberland

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Top guest favourite
The great room features a tall ceiling with a modern chandelier overhead. A cozy leather Chesterfield sofa surrounds a rustic coffee table. Large windows provide views of the lake, framed by warm-toned drapes. A fireplace adds warmth, complemented by vintage decor elements on the walls.
Cabin in Amery
5 out of 5 average rating, 136 reviews

Unique Vintage Modern Lake Cabin | Amazing Views

Welcome to The Backwater, a newly built architect designed year-round getaway on Pike Lake in Amery, WI. Nestled in the back of a quiet, lilypad-filled bay teeming with wildlife, our cabin is the perfect destination for guests who appreciate original design and crave a unique experience. Our amenities are luxurious, but our attitude is chill inside our comfy, creative digs full of nostalgic, vintage vibes. Come stay and play on the bay while enjoying Polk Co.! Follow along @thebackwater_wi on IG

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
4.91 out of 5 average rating, 255 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, 404 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, 266 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
Cabin in Comstock
4.97 out of 5 average rating, 234 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!

Top guest favourite
Cabin in Grantsburg
4.95 out of 5 average rating, 748 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
An outdoor seating area showcases comfortable green adirondack chairs arranged around a stone firepit, with a fire actively burning. A wooden structure is visible in the background, surrounded by lush greenery and tall trees, creating a serene natural setting.
Chalet in Hayward
4.96 out of 5 average rating, 106 reviews

Sylvan Chalet, Modern, Lakefront, Close to Trails

Built as a winter or summer escape for a couple or small group, this beautiful four season cabin is a great way to experience the Northwoods of Wisconsin in a modern, well-appointed, aesthetically rich space designed with relaxation in mind. Cabin is brand new as of January 2024. Host is 14 year "superhost" This is a default "no pets" cabin, however certain sizes and breeds are allowed by permission only. We have a NEMA 15-40R outlet for level 2 EV charging. You bring chord and adapter

Top guest favourite
A cozy living area is highlighted by a stone fireplace, where a warm glow can be seen. A hand holds a glass of white wine in front of an open book, with a soft, orange blanket draped over the seating area. Two additional glasses of wine and a bottle are placed on a rustic wooden table.
Cabin in Danbury
4.97 out of 5 average rating, 156 reviews

Lulu’s Lodge | Hot Tub + Stone Fireplace

Welcome to Lulu’s Lodge, a custom-built log cabin on 6 private wooded acres in Danbury, WI. This peaceful retreat is perfect for couples, families, or friends seeking a cozy cabin getaway with modern comforts—any season of the year. The cabin features a stunning ceiling-high stone fireplace, a private outdoor hot tub, fire pit, and an expansive patio surrounded by forest. Secluded yet close to lakes, trails, and dining, Lulu’s Lodge offers the perfect balance of privacy and convenience.

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

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
Large windows frame serene views of the river and surrounding pine trees, inviting natural light into the space. A cozy area rug lies on the floor, complementing the wood flooring and adjacent to a small kitchenette featuring simple cabinetry.
Cabin in Webster
4.97 out of 5 average rating, 209 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!

Top guest favourite
A welcoming interior features a large wooden archway that transitions between spaces. A cozy seating area is furnished with a comfortable sofa, with a soft throw draped across it. The room is illuminated by string lights, with a rustic stone fireplace adding charm.
Cottage in Rice Lake
4.99 out of 5 average rating, 134 reviews

Stonehaven Cottages The Turtle cottage

Slow and steady wins the race! We are tickled to introduce our second cottage "The Turtle" here at Stonehaven Cottages on Tuscobia Lake, LLC. We put in a large archway in the vaulted ceiling to give it a look and feel of being inside a turtle shell. This cozy cottage has an open concept with full kitchen, one small bedroom and a queen sofa sleeper. It also has a spectacular view of Tuscobia Lake! When life gets too busy, come and slow down a bit at "The Turtle"!

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
4.86 out of 5 average rating, 399 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 Cumberland holiday rentals

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