Cumberland Vacation Rentals

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Our top choices for Cumberland vacation rentals

Cozy 3-bedroom cabin on beautiful Sand Lake in lovely Cumberland, WI.

Cozy 3-bedroom cabin on beautiful Sand Lake in lovely Cumberland, WI.
2.0 star property
Cumberland
9.4 out of 10, Exceptional, (6)
"We had a wonderful stay and it was a great place for our summer getaway. "
United States
Melissa R.
Cozy 3-bedroom cabin on beautiful Sand Lake in lovely Cumberland, WI.

Genuine Log Cabin with large yard in a small quaint town across from Fish Lake

Genuine Log Cabin with large yard in a small quaint town across from Fish Lake
Siren
9.8 out of 10, Exceptional, (88)
"Very nice cabin. Decorated so lovely. "
United States
Marilyn C.
Genuine Log Cabin with large yard in a small quaint town across from Fish Lake

Lakefront, Hot Tub, Golf, Kayaks, ATV, Snowmobile Trails, St.Croix Casino

Lakefront, Hot Tub, Golf, Kayaks, ATV, Snowmobile Trails, St.Croix Casino
Turtle Lake
10.0 out of 10, Exceptional, (15)
"Great place to stay and in quiet setting! "
United States
Steve G.
Lakefront, Hot Tub, Golf, Kayaks, ATV, Snowmobile Trails, St.Croix Casino

All seasons cabin getaway

All seasons cabin getaway
Balsam Lake Village
10.0 out of 10, Exceptional, (53)
"Great area comfortable cabin. Quiet area of the lake which was nice"
United States
Maureen B.
All seasons cabin getaway

Eleanor - 2 bdr Cabin unit on River w/SUPS, Kayaks, & paddle boat. Pet friendly!

Eleanor - 2 bdr Cabin unit on River w/SUPS, Kayaks, & paddle boat. Pet friendly!
Amery
9.6 out of 10, Exceptional, (14)
"The Eleanor is a a pretty, cozy, well-appointed dwelling with a shabby-chic cottage ambience. We stayed one night, after attending a wedding at the Shed, but would have been happy to stay for a long weekend, to explore the countryside around Amery. Winter or summer, this is the perfect place for a family retreat!"
United States
Jennifer K.
The price is ¥20,331
¥33,657 total
includes taxes & fees
Dec 16 - Dec 17
Eleanor - 2 bdr Cabin unit on River w/SUPS, Kayaks, & paddle boat. Pet friendly!

Peacefully secluded cabin on a small private lake with 55 Acres

Peacefully secluded cabin on a small private lake with 55 Acres
Barronett
10.0 out of 10, Exceptional, (58)
"Beautiful place "
United States
Cynthia J.
The price is ¥19,630
¥34,516 total
includes taxes & fees
Dec 11 - Dec 12
Peacefully secluded cabin on a small private lake with 55 Acres

Cozy Vacation Cottage on the Lake with Hot Tub!

Cozy Vacation Cottage on the Lake with Hot Tub!
Webster
10.0 out of 10, Exceptional, (38)
"We really enjoyed our stay - plenty of room and fun fishing from the dock"
United States
Denise V.
Cozy Vacation Cottage on the Lake with Hot Tub!

Classic Home

Classic Home
Centuria
8.2 out of 10, Very Good, (35)
"comfortable, clean"
United States
Heather R.
The price is ¥19,474
¥33,858 total
includes taxes & fees
Dec 14 - Dec 15
Classic Home

Sleepy Deer Chalet! Spacious, Well-Appointed home on Beautiful Lake Wapogasset!

Sleepy Deer Chalet! Spacious, Well-Appointed home on Beautiful Lake Wapogasset!
Amery
10.0 out of 10, Exceptional, (27)
"We had an awesome stay! Great layout and beautiful outdoor areas."
United States
Anne W.
Sleepy Deer Chalet! Spacious, Well-Appointed home on Beautiful Lake Wapogasset!

Come and enjoy cabin in wodzzz.

Come and enjoy cabin in wodzzz.
2.0 star property
Webster
10.0 out of 10, Exceptional, (1)
"It was so welcoming, the stay was super calming and comfortable with the nature surrounding us! The only thing we didn’t like was the bathtub on the listing said functional in the summer, but other than that it was the best vacation a couple could ask for!"
United States
Justin P.
Come and enjoy cabin in wodzzz.

Lake Front 3 Bedroom cabin with FREE use of pontoon.

Lake Front 3 Bedroom cabin with FREE use of pontoon.
Webster
9.6 out of 10, Exceptional, (105)
"Beds were comfy! The view was lovely and the pontoon rides were nice ..Caught an assortment of fish.Overall a great stay"
United States
Curt W.
Lake Front 3 Bedroom cabin with FREE use of pontoon.

Marawaraden Summary:

Marawaraden Summary:
2.0 star property
Sarona
10.0 out of 10, Exceptional, (1)
Marawaraden Summary:

1 Bdr Cabin unit Respite on Apple River. Kayaks, SUPs, and more! Pet friendly!

1 Bdr Cabin unit Respite on Apple River. Kayaks, SUPs, and more! Pet friendly!
Amery
9.8 out of 10, Exceptional, (14)
"We very much enjoyed our stay at this peaceful quaint cabin. We would definitely recommend."
United States
Deb C.
The price is ¥6,273
¥16,463 total
includes taxes & fees
Jan 7 - Jan 8, 2026
1 Bdr Cabin unit Respite on Apple River. Kayaks, SUPs, and more! Pet friendly!

Get away from it all and relax on the lake!

Get away from it all and relax on the lake!
Balsam Lake
9.8 out of 10, Exceptional, (179)
"Great place for a long weekend getaway. "
United States
Britt S.
Get away from it all and relax on the lake!

Adorable, private GeoDesic Dome in Siren

Adorable, private GeoDesic Dome in Siren
Siren
9.4 out of 10, Exceptional, (3)
"This was a perfect location and stay experience for us. The geo dome was something new and fun for us and we enjoyed our stay. "
United States
Zeb W.
Adorable, private GeoDesic Dome in Siren

Riverfront cabin with kayaks and canoes

Riverfront cabin with kayaks and canoes
Amery
9.8 out of 10, Exceptional, (116)
"Enjoyed very much in all respects"
United States
isaac s.
Riverfront cabin with kayaks and canoes

The Castle on Lake Montanis - Indoor Pool & Arcade House

The Castle on Lake Montanis - Indoor Pool & Arcade House
Rice Lake
10.0 out of 10, Exceptional, (2)
"Fabulous time! The kids couldn’t get enough of the pool and it was a perfect set up for the parents to watch and relax while the kids swam. The arcade room also provided hours of entertainment when the kids weren’t swimming. They thoroughly enjoyed the large room with three bunk beds; can’t beat falling asleep to a movie with your friends!The adults had a great time playing pool and we loved the beautiful view off the back patio overlooking the lake. Conveniently located to restaurants and...
United States
Jenny M.
The Castle on Lake Montanis - Indoor Pool & Arcade House

Serene Lakefront Retreat - Pristine home near it all with Gracious Hospitality

Serene Lakefront Retreat - Pristine home near it all with Gracious Hospitality
Rice Lake
10.0 out of 10, Exceptional, (4)
"The house was very spacious, clean and well maintened.The yard was large and well landscaped with plenty of outdoor seating and room for other activities.Convenient to downtown, the grocery store, restaurants, and other amenities.The hostess was friendly, attentive, and quick to respond.We enjoyed our stay and hope to do it again."
United States
David J.
Serene Lakefront Retreat - Pristine home near it all with Gracious Hospitality

Hemlock Hide-A-Way Lakefront Cabin with Great Views!

Hemlock Hide-A-Way Lakefront Cabin with Great Views!
Rice Lake
10.0 out of 10, Exceptional, (40)
"Very cozy cabin, had everything we needed, comfortable beds. Nice grilling area. Would go back again"
United States
karen h.
Hemlock Hide-A-Way Lakefront Cabin with Great Views!

Kodiak - Hot Tub/Sauna

Kodiak - Hot Tub/Sauna
comstock
10.0 out of 10, Exceptional, (18)
"Our second stay, looking forward to our third!!"
United States
Virgil N.
Kodiak - Hot Tub/Sauna
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Cumberland Hotel Reviews

Find out more about Cumberland

Search for holiday rentals in Cumberland on Expedia! You can easily find your home rentals, villas, holiday apartments in Cumberland using one of the methods below:

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Frequently asked questions

Are there vacation rentals in Cumberland?

Yes, we offer vacation rentals near top sights in Cumberland, or you can select a more remote option if you're looking for relaxation. Cumberland is known for its art.

What are some of the best vacation home rentals in Cumberland?

Sleepy Deer Chalet! Spacious, Well-Appointed home on Beautiful Lake Wapogasset!: This vacation home rental near Cumberland is located on a lake and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 7 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

How many vacation rentals are there in Cumberland?

Expedia has 10 vacation rentals for your stay in Cumberland.

What’s there to see and do in Cumberland?

Collingwood Lake and Cumberland Tourist Park & Beach are a couple of scenic spots to enjoy the outdoors, whereas The Dancing Bird is one of the cultural attractions. While here, Duck Lake and Little Granite Lake are other places worth a visit.

What’s a vacation rental in Cumberland like?

A vacation rental is a private property you can book for a long or short time in Cumberland. Vacation rentals offer amenities such as hot tubs, fire pits, and patios so you'll have all the conveniences of home. If you're concerned about a clean environment, a vacation rental can offer a sense of privacy away from shared hotel elevators and busy concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental an attractive choice for family gatherings.