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Drummond Holiday Rentals

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Our top choices for Drummond holiday rentals

1. Lundy's Black Bear - Blair Oaks

Lundy's Black Bear - Blair Oaks
Drummond
10.0 out of 10, Exceptional, (5 reviews)
"😀"
United States
Lynne
The price is NZ$410
includes taxes & fees
1 Oct - 2 Oct
Lundy's Black Bear - Blair Oaks

2. Lundy's Black Bear - Lemgrove

Lundy's Black Bear - Lemgrove
Drummond
9.0 out of 10, Wonderful, (4 reviews)
"Newly constructed with only 3 units so very quiet."
United States
Cheryl A.
The price is NZ$410
includes taxes & fees
1 Oct - 2 Oct
Lundy's Black Bear - Lemgrove

3. Lundy's Black Bear - Rosewood

Lundy's Black Bear - Rosewood
Drummond
9.0 out of 10, Wonderful, (7 reviews)
"Conveniently located for my snowmobile trip and room was very nice and clean. Would definitely stay again."
United States
Curtis E.
The price is NZ$410
includes taxes & fees
1 Oct - 2 Oct
Lundy's Black Bear - Rosewood

4. Telemark Northwoods Lodging

Telemark Northwoods Lodging
3.5 star property
Cable
9.0 out of 10, Wonderful, (327 reviews)
"Good staff"
United States
Adam
The price is NZ$465
includes taxes & fees
11 Oct - 12 Oct
Telemark Northwoods Lodging

5. 5 acres on trails with a private Sauna House

5 acres on trails with a private Sauna House
Cable
10.0 out of 10, Exceptional, (24 reviews)
"We had a wonderful stay! The farmhouse was very comfortable and a joy to stay in. The sauna was such a treat. I'd highly recommend. "
United States
Kari M.
The price is NZ$1,303
includes taxes & fees
7 Oct - 8 Oct
5 acres on trails with a private Sauna House

6. The Nest, a spacious, secluded pet-friendly retreat!

The Nest, a spacious, secluded pet-friendly retreat!
Barnes
10.0 out of 10, Exceptional, (3 reviews)
"Great place to stay"
United States
Jeff R.
The price is NZ$636
includes taxes & fees
4 Oct - 5 Oct
The Nest, a spacious, secluded pet-friendly retreat!

7. The Hive, a spacious secluded, pet-friendly retreat!

The Hive, a spacious secluded, pet-friendly retreat!
Barnes
10.0 out of 10, Exceptional, (4 reviews)
"Very clean and comfortable. Played the games there. Easy to enter and to ck out! So pretty with the woods all around. Did some grilling. And had another family member at the nest next door so that made it very fun.The kitchen has everything you need to prepare meals. Even a large crockpot which was very helpful"
United States
Linda B.
The price is NZ$615
includes taxes & fees
1 Oct - 2 Oct
The Hive, a spacious secluded, pet-friendly retreat!

8. Very Private Cabin on Upper Twin Lake...Great Views...Close to Trails!

Very Private Cabin on Upper Twin Lake...Great Views...Close to Trails!
Hayward
9.6 out of 10, Exceptional, (237 reviews)
"Wonderful cabin and quiet, beautiful area. We enjoyed our stay and would definitely stay again. "
United States
Eric Z.
Very Private Cabin on Upper Twin Lake...Great Views...Close to Trails!

9. Fancy Fireflies Cabin

Fancy Fireflies Cabin
Hayward
9.8 out of 10, Exceptional, (123 reviews)
"Beautiful cabin"
United States
HOLLY
The price is NZ$299
includes taxes & fees
6 Oct - 7 Oct
Fancy Fireflies Cabin

10. Motorsports Basecamp near lakes and forest

Motorsports Basecamp near lakes and forest
Hayward
9.8 out of 10, Exceptional, (33 reviews)
"The place was clean and we enjoyed our stay. "
United States
Chris P.
The price is NZ$466
includes taxes & fees
1 Oct - 2 Oct
Motorsports Basecamp near lakes and forest

11. Honey Bear Hideaway Cabin

Honey Bear Hideaway Cabin
Hayward
9.8 out of 10, Exceptional, (163 reviews)
"Porch was really nice. Grounds were a little crowded, cabins were close."
United States
Peggy
The price is NZ$299
includes taxes & fees
4 Oct - 5 Oct
Honey Bear Hideaway Cabin

12. Ultimate Hayward Trailhead Cabin

Ultimate Hayward Trailhead Cabin
Hayward
The price is NZ$535
includes taxes & fees
19 Oct - 20 Oct
Ultimate Hayward Trailhead Cabin

13. The Timberjack

The Timberjack
Hayward
10.0 out of 10, Exceptional, (114 reviews)
"Great location. Very cozy."
United States
chad s.
The price is NZ$308
includes taxes & fees
4 Oct - 5 Oct
The Timberjack

14. Chip-Wa Lodging Room 4

Chip-Wa Lodging Room 4
Hunter
10.0 out of 10, Exceptional, (2 reviews)
"Very good as far as the location. My buddies were camping there just down the road. Right now I am wounded after a surgery and didn’t feel well enough to camp or even use a trailer. This place has location and everything else!"
United States
Charles
The price is NZ$287
includes taxes & fees
1 Oct - 2 Oct
Chip-Wa Lodging Room 4

15. Lakeshore Lily Pad

Lakeshore Lily Pad
Hayward
9.8 out of 10, Exceptional, (147 reviews)
"Beautiful little Cabin! Would stay again!"
United States
Daniel
The price is NZ$288
includes taxes & fees
1 Oct - 2 Oct
Lakeshore Lily Pad

16. Convenient and comfortable 2 bedroom home in Hayward

Convenient and comfortable 2 bedroom home in Hayward
Hayward
10.0 out of 10, Exceptional, (33 reviews)
"Amazing place!"
United States
Nicole S.
The price is NZ$475
includes taxes & fees
1 Oct - 2 Oct
Convenient and comfortable 2 bedroom home in Hayward

17. Hayward Northwoods Escape -ATV Trails, Pond + Kayaks & Firepit

Hayward Northwoods Escape -ATV Trails, Pond + Kayaks & Firepit
Hayward
The price is NZ$759
includes taxes & fees
8 Oct - 9 Oct
Hayward Northwoods Escape -ATV Trails, Pond + Kayaks & Firepit

18. Lake Cabin · Hot Tub · Fire Pit · Free Firewood

Lake Cabin · Hot Tub · Fire Pit · Free Firewood
Hayward
9.8 out of 10, Exceptional, (25 reviews)
"the place is in good shape and the location is awesome. "
United States
Kevin R.
The price is NZ$1,261
includes taxes & fees
4 Oct - 5 Oct
Lake Cabin · Hot Tub · Fire Pit · Free Firewood

19. The Blue Musky Golf, UTV & Snowmobile Escape

The Blue Musky Golf, UTV & Snowmobile Escape
Hayward
10.0 out of 10, Exceptional, (23 reviews)
"Great spot right on the course, deck was a great spot to reminisce about the rounds"
United States
Jacob B.
The price is NZ$905
includes taxes & fees
8 Oct - 9 Oct
The Blue Musky Golf, UTV & Snowmobile Escape

20. Chip-Wa Lodging Room 6

Chip-Wa Lodging Room 6
Hunter
10.0 out of 10, Exceptional, (2 reviews)
"Room was very clean. Property looks well kept and price was affordable."
United States
Kathy
The price is NZ$287
includes taxes & fees
12 Oct - 13 Oct
Chip-Wa Lodging Room 6
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 Drummond Hotel Reviews

Find out more about Drummond

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 Drummond 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 Drummond. 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 Drummond. Seeing all the best attractions is bound to make you fall in love with Drummond. 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 Drummond short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in Drummond?

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

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

Lake Namakagon Sunrise Cove~Unwind & Reconnect. Private dock, 2 kayaks, row boat: This holiday home rental outside of Drummond is located on a lake, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

What’s there to see and do in Drummond?

Chequamegon National Forest and Drummond Town Park are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Pigeon Lake Field Station and Pigeon Lake.

What’s a holiday rental in Drummond like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Drummond. Holiday rentals provide amenities like WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about cleanliness, holiday rentals can offer a sense of seclusion away from public hotel lifts and busy concierge desks while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great option for a family trip.