A serene pond surrounded by autumn-colored trees and a grassy landscape.

Cumberland Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Cumberland holiday rentals

1. Lake Street Retreat: Charming Getaway with Stunning Lake View Sunsets

Lake Street Retreat: Charming Getaway with Stunning Lake View Sunsets
Cumberland
9.2 out of 10, Wonderful, (13 reviews)
"Great location.We would stay here again.The only thing that could change is there is some peeling paint on the kitchen ceiling."
United States
Cheryl M.
The price is NZ$851
includes taxes & fees
3 Nov - 4 Nov
Lake Street Retreat: Charming Getaway with Stunning Lake View Sunsets

2. 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, (70 reviews)
"First time reserving a place on Vrbo they made it so easy definitely recommend the views were amazing."
United States
Sierra B.
The price is NZ$515
includes taxes & fees
12 Nov - 13 Nov
Peacefully secluded cabin on a small private lake with 55 Acres

3. Relax in our Parlor Room at The Cobblestone Bed & Breakfast

Relax in our Parlor Room at The Cobblestone Bed & Breakfast
Birchwood
10.0 out of 10, Exceptional, (3 reviews)
"A beautiful bed-and-breakfast located in the heart of downtown Birchwood. The property is exactly as described in the ads. Mary is super easy to work with and we’ll be staying again."
United States
Dawn N.
The price is NZ$307
includes taxes & fees
4 Nov - 5 Nov
Relax in our Parlor Room at The Cobblestone Bed & Breakfast

4. Enjoy your own private deck with a lakeview in Room 20 - The Bay House - Curriers Lakeview Lodge

Enjoy your own private deck with a lakeview in Room 20 - The Bay House - Curriers Lakeview Lodge
Rice Lake
10.0 out of 10, Exceptional, (5 reviews)
"Great stay!"
United States
Cate K.
The price is NZ$529
includes taxes & fees
3 Nov - 4 Nov
Enjoy your own private deck with a lakeview in Room 20 - The Bay House - Curriers Lakeview Lodge

5. 1 Bdr Cabin duplex unit on Apple River. Kayaks, SUPs & Sauna. Pet friendly!

1 Bdr Cabin duplex unit on Apple River. Kayaks, SUPs & Sauna. Pet friendly!
Amery
9.6 out of 10, Exceptional, (23 reviews)
"It was a perfect cozy cabin with updated amenities. Had a great stay!"
United States
Carissa S.
The price is NZ$361
includes taxes & fees
5 Nov - 6 Nov
1 Bdr Cabin duplex unit on Apple River. Kayaks, SUPs & Sauna. Pet friendly!

6. Relax in our Ladies & Gents Room at The Cobblestone Bed & Breakfast

Relax in our Ladies & Gents Room at The Cobblestone Bed & Breakfast
Birchwood
The price is NZ$376
includes taxes & fees
3 Nov - 4 Nov
Relax in our Ladies & Gents Room at The Cobblestone Bed & Breakfast

7. Apple River Retreat home in Amery

Apple River Retreat home in Amery
Amery
10.0 out of 10, Exceptional, (8 reviews)
"Great last minute find for weekend!"
United States
Dan W.
The price is NZ$393
includes taxes & fees
8 Nov - 9 Nov
Apple River Retreat home in Amery

8. Cozy 1BR Lakefront Retreat on Rice Lake – Sleeps 6 | Fishing & Snowmobile Paradise

Cozy 1BR Lakefront Retreat on Rice Lake – Sleeps 6 | Fishing & Snowmobile Paradise
Spooner
7.2 out of 10, Good, (5 reviews)
"If you're adventurous and looking for a rustic place to lye your head at night, this place would be great for you. The host seemed to be very attentive to concerns especially when we couldn't get into the key lockbox at first. But every place has their pros and consPros:The AC worked well, very nice washer and dryer, great for pets, main fridge/freezer worked well, host was receptive, had a large screen TV but we never turned it on, full sized oven but we never used it, microwave worked well,...
United States
Mike M.
The price is NZ$480
includes taxes & fees
3 Nov - 4 Nov
Cozy 1BR Lakefront Retreat on Rice Lake – Sleeps 6 | Fishing & Snowmobile Paradise

9. Beautiful Balsam Lake home with Jacuzzi tub close to Lake and park

Beautiful Balsam Lake home with Jacuzzi tub close to Lake and park
Balsam Lake Village
9.0 out of 10, Wonderful, (46 reviews)
"Clean, but rather small for 5 people. Would probably come again"
United States
Chuck B.
The price is NZ$369
includes taxes & fees
8 Nov - 9 Nov
Beautiful Balsam Lake home with Jacuzzi tub close to Lake and park

10. Unit 411b 1bd/ 1ba Efficiency Condo 1 Bedroom Condo by RedAwning

Unit 411b 1bd/ 1ba Efficiency Condo 1 Bedroom Condo by RedAwning
3.5 star property
Birchwood
10.0 out of 10, Exceptional, (1 review)
"This property was Beautiful! Everything we were looking for for a weekend stay!"
United States
Anonymous traveller
The price is NZ$436
includes taxes & fees
3 Nov - 4 Nov
Unit 411b 1bd/ 1ba Efficiency Condo 1 Bedroom Condo by RedAwning

11. Relax in our Bear's Den Room in the Lower Lodge at The Cobblestone Bed & Breakfast

Relax in our Bear's Den Room in the Lower Lodge at The Cobblestone Bed & Breakfast
Birchwood
10.0 out of 10, Exceptional, (1 review)
The price is NZ$307
includes taxes & fees
16 Nov - 17 Nov
Relax in our Bear's Den Room in the Lower Lodge at The Cobblestone Bed & Breakfast

12. NEW House on Pristine Shell Lake! Right off the ATV/Snowmobile trails!

NEW House on Pristine Shell Lake! Right off the ATV/Snowmobile trails!
Shell Lake
10.0 out of 10, Exceptional, (14 reviews)
"Great property & location."
United States
Emily W.
The price is NZ$1,772
includes taxes & fees
3 Nov - 4 Nov
NEW House on Pristine Shell Lake! Right off the ATV/Snowmobile trails!

13. NEW ATV Trail | Fire Pit | Deck | Trailer Parking

NEW ATV Trail | Fire Pit | Deck | Trailer Parking
Birchwood
The price is NZ$650
includes taxes & fees
9 Nov - 10 Nov
NEW ATV Trail | Fire Pit | Deck | Trailer Parking

14. Private 3bdr cabin on Apple River kayaks, SUPS, & Sauna. Pet friendly!

Private 3bdr cabin on Apple River kayaks, SUPS, & Sauna. Pet friendly!
Amery
10.0 out of 10, Exceptional, (12 reviews)
"Cute little property with a wonderful host!"
United States
Jen
The price is NZ$755
includes taxes & fees
4 Nov - 5 Nov
Private 3bdr cabin on Apple River kayaks, SUPS, & Sauna. Pet friendly!

15. Lake Home property

Lake Home property
Luck
9.2 out of 10, Wonderful, (18 reviews)
"Overall it was a great experience and great location! Host was super communicative. Very clean and good space for our group of 6"
United States
Joseph F.
The price is NZ$442
includes taxes & fees
9 Nov - 10 Nov
Lake Home property

16. Relax in our Fish Haven Room in the Lower Lodge at The Cobblestone Bed & Breakfast

Relax in our Fish Haven Room in the Lower Lodge at The Cobblestone Bed & Breakfast
Birchwood
The price is NZ$307
includes taxes & fees
16 Nov - 17 Nov
Relax in our Fish Haven Room in the Lower Lodge at The Cobblestone Bed & Breakfast

17. Lakefront Cabin w/ Sauna & Dock in Webster!

Lakefront Cabin w/ Sauna & Dock in Webster!
Webster
10.0 out of 10, Exceptional, (16 reviews)
"Everything was wonderful, the home is beautiful and more than took care of our needs for five couples"
United States
Cris P.
The price is NZ$1,171
includes taxes & fees
4 Nov - 5 Nov
Lakefront Cabin w/ Sauna & Dock in Webster!

18. Private riverfront cabin with wooded hiking trails

Private riverfront cabin with wooded hiking trails
Amery
9.8 out of 10, Exceptional, (9 reviews)
"What a beautiful getaway… Charming, amazing property , very relaxing, just lovely!"
United States
Chris D.
The price is NZ$620
includes taxes & fees
3 Nov - 4 Nov
Private riverfront cabin with wooded hiking trails

19. New Listing! Timber Ridge Lake House is a private home in Amery Wisconsin on Lake Wapogasset / Bear Trap. The updated home balances the warmth of a large A-Frame with modern decor and finishes providing a serene stay with woods and lake views.

New Listing! Timber Ridge Lake House is a private home in Amery Wisconsin on Lake Wapogasset / Bear Trap. The updated home balances the warmth of a large A-Frame with modern decor and finishes providing a serene stay with woods and lake views.
Amery
10.0 out of 10, Exceptional, (3 reviews)
"Beautiful place to stay and worked well for an our family and guests from England. We were in town for a wedding so didn’t get to take advantage of the kayaks. The views were beautiful and there was plenty of space for 7 adults. Our hosts thought of everything to make it a wonderful stay. The kitchen was stocked with some things I forgot to bring. We would come back again!"
United States
Colleen F.
The price is NZ$620
includes taxes & fees
3 Nov - 4 Nov
New Listing! Timber Ridge Lake House is a private home in Amery Wisconsin on Lake Wapogasset / Bear Trap. The updated home balances the warmth of a large A-Frame with modern decor and finishes providing a serene stay with woods and lake views.

20. Unit 316 1 Bdrm/ 1 Bath Condo 1 Bedroom Condo by RedAwning

Unit 316 1 Bdrm/ 1 Bath Condo 1 Bedroom Condo by RedAwning
3.0 star property
Birchwood
The price is NZ$528
includes taxes & fees
3 Nov - 4 Nov
Unit 316 1 Bdrm/ 1 Bath Condo 1 Bedroom Condo by RedAwning
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Cumberland Hotel Reviews

Find out more about Cumberland

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Cumberland holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Cumberland. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Cumberland. Seeing all the best attractions is bound to make you fall in love with Cumberland. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Cumberland short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there holiday rentals in Cumberland?

Yes, there are holiday rentals close to the most popular sights in Cumberland, or you can select a more secluded option if you're looking for a relaxing stay. Cumberland is known for its art.

What are some of the best holiday rentals that Cumberland has to offer?

'Cumberland Retreat' w/ Lakefront Yard & Dock: This highly rated holiday home rental in Cumberland is located on a lake, and has a patio, a selection of games and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals are there in Cumberland?

Expedia has 9 holiday rentals for your stay in Cumberland.

What’s there to see and do in Cumberland?

Eagle Point Park and Duck Lake are a couple of scenic spots to enjoy the outdoors, whereas The Dancing Bird is one of the cultural attractions. While here, Granite Lake and Cumberland Public Library are other places worth a visit.

What’s a holiday rental in Cumberland like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Cumberland. Holiday rentals provide amenities like laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of safety away from shared hotel lifts and lobbies packed with people while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental a great choice for small groups.