Drummond Holiday Rentals

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Holiday Rentals in Drummond

Telemark Northwoods Lodging

3.5 star property
9.0 out of 10, Wonderful, (256)
"Quiet and scenic"
The price is AU$209
includes taxes & fees
28 Nov - 29 Nov
Telemark Northwoods Lodging

Honey Bear Hideaway - studio cabin in the heart of hayward!

9.8 out of 10, Exceptional, (98)
"We loved staying in the woods and so close to the Lake. Very quiet. The bathroom was just a little small but very clean and comfortable cabin. We would definitely come back again "
The price is AU$237
includes taxes & fees
9 Dec - 10 Dec
Honey Bear Hideaway - studio cabin in the heart of hayward!

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

9.6 out of 10, Exceptional, (182)
"We decided last minute to get away for a quick, midweek relaxation trip. We now wish we’d booked this cabin for a week! Check-in was a breeze, the cabin was spotless, and the western facing view of the lake was gorgeous at every hour of the day. The cabin is set back on a picturesque, tree-framed road with little to no traffic. We enjoyed morning walks with our coffee, and late nights around the campfire with our cocktails. (All firewood was provided!) We just can’t say enough great things...
Very Private Cabin on Upper Twin Lake...Great Views...Close to Trails!

Cozy 2 bedroom cabin on the water - great location, must see!!

10.0 out of 10, Exceptional, (71)
"Good location if you want the cabin feel while being close to town. Very clean!"
Cozy 2 bedroom cabin on the water - great location, must see!!

Fancy Fireflies - Charming studio cabin amidst the trees right on Lake Hayward!

9.6 out of 10, Exceptional, (82)
"I was unfortunately unable to utilize my reservation to an illness to a member of the party I was going to be visiting during my stay so I had to cancel the trip. I contacted Matthew to notify him that his housekeeping crew would not need to clean the cabin after my presumed stay and he was kind enough to refund the cleaning fee from my rental. It was much appreciated!"
The price is AU$237
includes taxes & fees
1 Dec - 2 Dec
Fancy Fireflies - Charming studio cabin amidst the trees right on Lake Hayward!

Lakeshore Lily Pad - cozy cabin on the shores of Lake Hayward

9.8 out of 10, Exceptional, (85)
"It was cozy and just perfect for what we needed. We enjoyed having a fire Friday and Saturday night. We loved all the shops and restaurants/bars nearby. We will definitely be back if we ever visit Hayward again. "
The price is AU$237
includes taxes & fees
8 Dec - 9 Dec
Lakeshore Lily Pad - cozy cabin on the shores of Lake Hayward

Authentic German Log Cabin in Hayward!!

10.0 out of 10, Exceptional, (90)
"Husband and i stayed here for a quick weekend getaway following a year of fighting cancer. This small town cabin was cute and clean! Plenty of bars, shopping and restaurants within walking distance. "
Authentic German Log Cabin in Hayward!!

Newly Built Trailside Chalet in The Brook - direct access to CAMBA/Birkie Trails

10.0 out of 10, Exceptional, (72)
"This was a perfect getaway. Near Hayward if you need anything, but still tucked away and secluded with access to trails. Very comfortable and clean."
The price is AU$443
includes taxes & fees
28 Nov - 29 Nov
Newly Built Trailside Chalet in The Brook - direct access to CAMBA/Birkie Trails

Lakefront Family Escape w/ Views, Dock, & Kayaks!

9.4 out of 10, Exceptional, (58)
"The cabin was nice, we hoped to fish the lake but after arriving we learned that the lake is drained down 4 feet starting in September (not sure if this is yearly) so we were unable to launch our boat. We did find another lake close by to fish and found some big ones! The cabin had everything we needed to cook meals and kids loved playing with the toys they had."
Lakefront Family Escape w/ Views, Dock, & Kayaks!

Cozy cabin on the water and still close to everything!!

10.0 out of 10, Exceptional, (38)
"The cabin was absolutely perfect! Great location and we were able to bring our boat and dock at cabin. The cabin had everything we needed and more! My husband would love to biy the place for the two of us lol. Thank you for hosting us! We loved our stay! "
Cozy cabin on the water and still close to everything!!

Cozy cabin in the heart of Hayward!

10.0 out of 10, Exceptional, (70)
"Loved the property and Matt is wonderful. Out of his hands but the quarry or construction next door was quiet loud. I also didn't realize that it is so close to town, basically in town but everything about the place was phenomenal and well-cared for and clean. Beautiful little location. Thanks Matt! Loved our cozy cabin!!!"
The price is AU$237
includes taxes & fees
26 Nov - 27 Nov
Cozy cabin in the heart of Hayward!

Sandy beach, quiet lake, great fishing & beautiful sunsets w/2 kayaks & gameroom

10.0 out of 10, Exceptional, (20)
"For the past 6 years we have tested out various VRBO properties, trying to find the "perfect" spot for our family get togethers...and this past Labor Day weekend, we found it! Our requirements included: 1. Sandy beach with gradual depth so the grandkids could play...check! 2. Clear water so we could swim off the pontoon boat or dock...check! 3. Lake that's large enough to pull a raft behind the boat, but not over crowded with boaters...check! 4. A large, clean property...check! This house...
Sandy beach, quiet lake, great fishing & beautiful sunsets w/2 kayaks & gameroom

Round Lake Cabin Retreat

9.4 out of 10, Exceptional, (63)
"no tv,one in basement nothing to hook up to.On crappy days and nights would of been useful'."
Round Lake Cabin Retreat

Lake Hayward. Private Lakefront Within Walking Distance To Downtown Hayward

9.8 out of 10, Exceptional, (106)
"Overall it was a nice stay ,we were out exploring things so we were not at the house alot but when we were there it was comfortable. It had everything we needed for our stay there I wish the weather would’ve been warmer so we could experience the lake a little bit more, but it was still a nice stay"
Lake Hayward. Private Lakefront Within Walking Distance To Downtown Hayward

Hayward, Round Lake Retreat. 4 Season

10.0 out of 10, Exceptional, (53)
"2nd time at this property, and love how well appointed, stocked and furnished it is. There hasn’t been a single thing I needed in the kitchen that wasn’t available. Comfortable beds, cozy and clean. "
Hayward, Round Lake Retreat. 4 Season

Charming Log Cabin with Wood Burning Fireplace – 1 mile from Downtown Hayward

10.0 out of 10, Exceptional, (120)
"We came to Hayward for a long weekend to fish. The cabin was awesome. Clean and very well kept. Cozy but spacious. Quiet neighborhood too and plenty of deer sightings."
Charming Log Cabin with Wood Burning Fireplace – 1 mile from Downtown Hayward

Scenic Hayward Lake View Retreat w/ Fire Pit

9.8 out of 10, Exceptional, (7)
"Almost nothing to complain about with the property, everything was clean, well maintained, and as promised with the listing. Only thing that didn't work well was the wifi, but hard to ask for great wifi out in the middle of the woods like that. The property manager did everything could to get it working for us too. Overall a great stay and would recommend. "
Scenic Hayward Lake View Retreat w/ Fire Pit

Backyard Trails and Lake Hayward with Canoe!

9.6 out of 10, Exceptional, (21)
"Absolutley loved our stay. Property was clean and very nice. The location was very convienent being close to town, but also seeming secluded at the same time. Property owner was very kind and had great communication. Very nice stay, enjoyed every minute of it."
Backyard Trails and Lake Hayward with Canoe!

Burns Lake Cabin w/ Dock, Fire Pit, Rowboat & More

8.8 out of 10, Excellent, (38)
"Cabin and location very nice "
Burns Lake Cabin w/ Dock, Fire Pit, Rowboat & More

Quiet Sports Oasis-Wooded & Private-Ski In/Ski Out

10.0 out of 10, Exceptional, (44)
"Beautiful property in a great area. We were able to get on atv trails right from cabin. Will definitely keep in mind for next year."
Quiet Sports Oasis-Wooded & Private-Ski In/Ski Out
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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Other types of properties in Drummond you may be interested in

St Croix Inn Solon Springs

1.5 star property
8.8 out of 10, Excellent, (111)
"Wonderful stay! Lots of great updates! "
The price is AU$167
includes taxes & fees
9 Dec - 10 Dec
St Croix Inn Solon Springs

AmericInn by Wyndham Hayward

2.5 star property
8.4 out of 10, Very good, (413)
"This is our second stay. We love how quiet it is. The room & facility was clean. The convenience of the breakfast was appreciated."
The price is AU$190
includes taxes & fees
1 Dec - 2 Dec
AmericInn by Wyndham Hayward

Holiday Inn Express & Suites Hayward, an IHG Hotel

2.5 star property
9.6 out of 10, Exceptional, (543)
"We enjoyed our stay at this hotel. It was very clean and very nice. The staff here are all wonderful. I would highly recommend staying here."
The price is AU$208
includes taxes & fees
1 Dec - 2 Dec
Holiday Inn Express & Suites Hayward, an IHG Hotel
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.
Beautiful view of the beach with palm trees

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Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

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 Hayward. Private Lakefront Within Walking Distance To Downtown Hayward: 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 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

How many holiday rentals will I find in Drummond?

Choose from 5 Expedia holiday rentals in Drummond for a memorable holiday.

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 Drummond Public Library and Historical Museum and Pigeon Lake Field Station.

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.