
Holiday houses 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 $312 NZD 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 and kid-friendly amenities

Wi-Fi availability
10 of Cumberland holiday 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 holiday rentals in Cumberland
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

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.

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.

Sunsets on Beaver Dam Lake
Relax and enjoy the beautiful sunsets on Beaver Dam Lake. This cabin has five bedrooms, two and a half baths, a kitchen, and plenty of space. A large yard provides room for family games and privacy. Fall provides beautiful trails with fall leaves, making it a great option for a hunting trip. During winter enjoy the snowmobile trails and easy access to the lake for ice fishing. Summer brings clear, blue water for swimming with 2 docks, a jumping dock, a slide, and great fishing.

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!

Four Seasons of Cabin Fun - Bunkhouse Retreat
This relaxing and open concept renovated barn is perfect for your nature retreat. Located on a secluded bay of the lake, this place provides a relaxing getaway in any season. Use the paddleboards, kayaks, and canoes in the summer and enjoy snowmobiling on the nearby trails or snowshoe around the property in the winter. Just a 1.5 hour drive from the Twin Cities! You will be greeted by a stone gate and quarter-mile driveway lined by maple trees on your way into the property.

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

Cumberland Lakefront Log Home

Open Air Outpost - Aldo Tiny Cabin

Northwoods Escape -The Views!

The Loon's Nest | Cottage on private Point Lake

Cabin on Sawyer Creek Rd.

Sunshine Suite at The Hotel Bar and Grill

Sundown on North Pipe

R & R HideAway
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.
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