Vacation rentals in Cumberland

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Quick stats about vacation rentals in Cumberland

  • Total vacation rentals

    Explore 10 vacation rentals in Cumberland

  • Nightly prices starting at

    Cumberland vacation rentals start at G$37,638 GYD per night before taxes and fees

  • Verified guest reviews

    Over 200 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Wi-Fi availability

    10 of Cumberland vacation rentals include wi-fi access

  • 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!

Top-rated vacation rentals in Cumberland

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
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, 288 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!

Guest favorite
Place to stay in Saint Croix Falls
4.94 out of 5 average rating, 442 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
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, 271 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 favorite
A wooden staircase leads down to a grassy area by the water's edge. The scene includes two kayaks in orange and blue, along with seating areas consisting of loungers and chairs. Tall trees provide partial shade, with the serene lake visible in the background.
Cabin in Luck
4.94 out of 5 average rating, 142 reviews

Family Escape On The Lake!

Your private family lake escape! Fully updated, tranquil and relaxing, yet modern. Relax and enjoy the lake from the deck or picnic areas. Cast a line from the dock or hop in the provided kayaks! Enjoy a warm bath in the new jacuzzi tub & breathtaking double-shower, then cozy up to a big screen movie in front of electric fireplace! BBQ grill included. Large loft w/ 2 queen bed, master bedroom w/ king, downstairs play room. Perfect for priceless family memories on the lake. Fiber internet, too!

Top guest favorite
Cabin in Grantsburg
4.96 out of 5 average rating, 780 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.

Guest favorite
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, 15 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 favorite
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, 35 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 favorite
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, 291 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.

Top guest favorite
Cabin in Cumberland
4.89 out of 5 average rating, 203 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 favorite
The A-frame cabin is nestled among trees, showcasing a vibrant wooden exterior and a sloped metal roof. Sunlight filters through the foliage, creating a serene and inviting setting. The surrounding area features large rocks and a gravel pathway, enhancing the peaceful atmosphere.
Cabin in Hayward
4.99 out of 5 average rating, 150 reviews

Seeley Oaks A-Frame | Secluded Retreat on 40 Acres

This is a cabin-in-the-woods experience! The Seeley Oaks A-Frame is our slice of the peaceful Northwoods experience. It's on 40 private, tranquil acres (no neighbors!) with great access to all the Hayward-Cable area has to offer. At 700sq ft, it's intended for two adults, with the option of 2 addtl kids. A queen bed in the loft, in-floor heat, full kitchen, gas fireplace, and washer and dryer. Less than 2 mi from Highway 63, 8 mi from Cable, and 10 mi from Hayward. IG: @Seeleyoaks

Top guest favorite
Cabin in Webster
4.97 out of 5 average rating, 232 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 favorite
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, 140 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"!

Popular amenities for Cumberland vacation rentals

Frequently Asked Questions

  • Are there family-friendly vacation rentals in Cumberland?

    Cumberland has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in house rentals in Cumberland?

    Experience the best of Cumberland with our house rentals, starting at about $180 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Cumberland have air conditioning?

    Absolutely! We offer over 10 house rentals with air conditioning in Cumberland. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Cumberland have wifi?

    Absolutely! We offer over 10 house rentals with wifi in Cumberland. Enjoy a tailored experience with all the comforts you desire.