
Holiday rentals in Cumberland
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Quick stats about holiday rentals in Cumberland

Total holiday rentals
Explore 10 holiday rentals in Cumberland

Nightly prices starting at
Cumberland holiday rentals start at $229 SGD per night before taxes and fees

Verified guest reviews
Over 200 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Wifi availability
10 of Cumberland holiday rentals include wifi 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 holiday rentals in Cumberland
Guests agree: these stays are highly rated for location, cleanliness and more.

Lakefront Cabin | Amazing Views | Kayaks Wildlife
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

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!

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.

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!

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.

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!

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!

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!

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.

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.

Private 88-Acre Retreat w/ Trails & Lake Views
Escape to your private Northwoods retreat on 88 wooded acres in Shell Lake, WI. This spacious 4-bedroom getaway features peaceful Bass Lake views (no lake access), scenic private walking trails, wildlife, bonfires, and a relaxing setting to unwind. Perfect for golf weekends, family vacations, couples getaways, and nature lovers looking to explore northwest Wisconsin while enjoying privacy, comfort, and beautiful Northwoods scenery near golf, casinos, and the Ice Age Trail.

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.
Popular amenities for Cumberland holiday rentals
Other great holiday rentals in Cumberland

Sunsets on Beaver Dam Lake

Open Air Outpost - Aldo Tiny Cabin

Cumberland Lakefront Log Home

Echo Lake Cabin

Sundown on North Pipe

Lakefront Cabin · Dock · Kayaks · King BD ·Sunsets

Log cabin on lake in WI woods - Hytte Ro

Cozy Wooded Lakeside Cabin
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.
Destinations to explore
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