Drummond Holiday Rentals

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Check prices for these dates

Tonight
27 Dec - 28 Dec
Tomorrow
28 Dec - 29 Dec
Next weekend
2 Jan - 4 Jan
In two weeks
9 Jan - 11 Jan

Our top choices for Drummond holiday rentals

Iron/ironing board, free WiFi, bed sheets, wheelchair access
Lundy's Black Bear - Lemgrove

Lundy's Black Bear - Lemgrove

Lundy's Black Bear - Lemgrove
2.0 star property
Drummond
The price is HK$615
HK$1,482 total
includes taxes & fees
4 Jan - 5 Jan 2026
Lundy's Black Bear - Lemgrove
Iron/ironing board, free WiFi, wheelchair access
Lundy's Black Bear - Rosewood

Lundy's Black Bear - Rosewood

Lundy's Black Bear - Rosewood
2.0 star property
Drummond
The price is HK$615
HK$1,482 total
includes taxes & fees
4 Jan - 5 Jan 2026
Lundy's Black Bear - Rosewood
Iron/ironing board, free WiFi, bed sheets, wheelchair access
Lundy's Black Bear - Blair Oaks

Lundy's Black Bear - Blair Oaks

Lundy's Black Bear - Blair Oaks
2.0 star property
Drummond
The price is HK$769
HK$1,676 total
includes taxes & fees
5 Jan - 6 Jan 2026
Lundy's Black Bear - Blair Oaks
Terrace/patio
Telemark Northwoods Lodging

Telemark Northwoods Lodging

Telemark Northwoods Lodging
3.5 star property
Cable
9.0 out of 10, Wonderful, (316)
"Colors of the trees were beautiful, staff helpful, trails plentiful and walkable."
United States
Kenneth
The price is HK$1,148
HK$2,423 total
includes taxes & fees
28 Dec - 29 Dec
Telemark Northwoods Lodging
Free WiFi, bed sheets
Cozy cabin in the heart of Hayward!

Cozy cabin in the heart of Hayward!

Cozy cabin in the heart of Hayward!
Hayward
10.0 out of 10, Exceptional, (92)
"Great stay!"
United States
Kristin B.
The price is HK$608
HK$1,219 total
includes taxes & fees
6 Jan - 7 Jan 2026
Cozy cabin in the heart of Hayward!
Terrace/patio
Fancy Fireflies - Charming studio cabin amidst the trees right on Lake Hayward!

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

Fancy Fireflies - Charming studio cabin amidst the trees right on Lake Hayward!
Hayward
9.8 out of 10, Exceptional, (106)
"Clean, comfortable, great location!"
United States
Patti K.
The price is HK$608
HK$1,219 total
includes taxes & fees
4 Jan - 5 Jan 2026
Fancy Fireflies - Charming studio cabin amidst the trees right on Lake Hayward!
Property grounds
Charming “Deer Haven Cottage ” 2-bedroom house , extra amenities, in Hayward.

Charming “Deer Haven Cottage ” 2-bedroom house , extra amenities, in Hayward.

Charming “Deer Haven Cottage ” 2-bedroom house , extra amenities, in Hayward.
Hayward
9.8 out of 10, Exceptional, (18)
"Cute little house perfect location for a friend weekend. Easy and clean spot to spend the night "
United States
Kayla W.
The price is HK$588
HK$1,904 total
includes taxes & fees
6 Jan - 7 Jan 2026
Charming “Deer Haven Cottage ” 2-bedroom house , extra amenities, in Hayward.
TV
Modern Cabin on a River Bluff

Modern Cabin on a River Bluff

Modern Cabin on a River Bluff
Mason
9.8 out of 10, Exceptional, (16)
"Very clean home in a private area! We did a lot of UTV riding and thus property was centrally located to me all of our needs. "
United States
Janet K.
The price is HK$948
HK$1,164 total
includes taxes & fees
25 Jan - 26 Jan 2026
Modern Cabin on a River Bluff
Interior
Lakeshore Lily Pad - cozy cabin on the shores of Lake Hayward

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

Lakeshore Lily Pad - cozy cabin on the shores of Lake Hayward
Hayward
9.8 out of 10, Exceptional, (123)
"The property is beautiful and close to the down town and places to eat. We were fortunate to have the Hayward Fall Festival going on while we were in town."
United States
Elizabeth B.
The price is HK$504
HK$1,105 total
includes taxes & fees
8 Jan - 9 Jan 2026
Lakeshore Lily Pad - cozy cabin on the shores of Lake Hayward
Property grounds
Avail Christmas-Hot Tub, EV, 2 Kings

Avail Christmas-Hot Tub, EV, 2 Kings

Avail Christmas-Hot Tub, EV, 2 Kings
Hayward
9.8 out of 10, Exceptional, (20)
"My husband and our four children had a wonderful stay at Acorn Shores! The hosts were incredibly informative and very responsive to any questions we had! We enjoyed use of the canoe, kayaks, and hot tub. The amenities were perfect and we'd highly recommend this property for your next vacation get away. Thanks again for a great stay! "
United States
Mercedes S.
The price is HK$3,223
HK$6,703 total
includes taxes & fees
30 Dec - 31 Dec
Avail Christmas-Hot Tub, EV, 2 Kings
Exterior
5 acres on trails with a private Sauna House

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, (17)
"This historic Farmstead has been lovingly maintained and it is well stocked for guests. We enjoyed a sauna in the sauna house. Very roomy, very clean."
United States
Jane W.
The price is HK$958
HK$5,967 total
includes taxes & fees
6 Jan - 7 Jan 2026
5 acres on trails with a private Sauna House
Terrace/patio
AVAIL BIRKIE|15min to trailhead, King Bed, PacMan

AVAIL BIRKIE|15min to trailhead, King Bed, PacMan

AVAIL BIRKIE|15min to trailhead, King Bed, PacMan
Hayward
9.6 out of 10, Exceptional, (11)
"Wonderful place to stay.! Beautifully lake to kayak on."
United States
Katy R.
The price is HK$1,795
HK$3,812 total
includes taxes & fees
8 Jan - 9 Jan 2026
AVAIL BIRKIE|15min to trailhead, King Bed, PacMan
Private kitchen
Lake Front Cabin, Media/Game Room, Connects to Trails--NEWLY REMODELED

Lake Front Cabin, Media/Game Room, Connects to Trails--NEWLY REMODELED

Lake Front Cabin, Media/Game Room, Connects to Trails--NEWLY REMODELED
Hayward
10.0 out of 10, Exceptional, (8)
"Excellent property, exceptional hosts. "
United States
Michael H.
The price is HK$1,117
HK$2,780 total
includes taxes & fees
28 Dec - 29 Dec
Lake Front Cabin, Media/Game Room, Connects to Trails--NEWLY REMODELED
WiFi, bed sheets
Chip-Wa Lodging Room 1

Chip-Wa Lodging Room 1

Chip-Wa Lodging Room 1
Hunter
10.0 out of 10, Exceptional, (2)
"Enjoyed our stay. Cozy and quaint."
United States
Thane B.
The price is HK$893
HK$1,265 total
includes taxes & fees
28 Dec - 29 Dec
Chip-Wa Lodging Room 1
Outdoor dining
Honey Bear Hideaway - studio cabin in the heart of hayward!

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

Honey Bear Hideaway - studio cabin in the heart of hayward!
Hayward
9.8 out of 10, Exceptional, (139)
"Beautiful place we will definitely be back"
United States
Crystal
The price is HK$608
HK$1,219 total
includes taxes & fees
1 Jan - 2 Jan 2026
Honey Bear Hideaway - studio cabin in the heart of hayward!
Fridge, microwave, oven, stovetop
Charming Northwoods Cabin Minutes from Hayward

Charming Northwoods Cabin Minutes from Hayward

Charming Northwoods Cabin Minutes from Hayward
2.0 star property
Hayward
The price is HK$1,749
HK$4,707 total
includes taxes & fees
26 Jan - 27 Jan 2026
Charming Northwoods Cabin Minutes from Hayward
Fridge, microwave, oven, stovetop
Convenient and comfortable 2 bedroom home in Hayward

Convenient and comfortable 2 bedroom home in Hayward

Convenient and comfortable 2 bedroom home in Hayward
Hayward
10.0 out of 10, Exceptional, (15)
"Location worked great for us, enjoyed staying here "
United States
Carol S.
The price is HK$1,088
HK$2,093 total
includes taxes & fees
4 Jan - 5 Jan 2026
Convenient and comfortable 2 bedroom home in Hayward
Smart TV, books
Spacious, 2 Bed, Pet friendly home, perfect for Relaxing or Adventures!

Spacious, 2 Bed, Pet friendly home, perfect for Relaxing or Adventures!

Spacious, 2 Bed, Pet friendly home, perfect for Relaxing or Adventures!
2.0 star property
Barnes
The price is HK$1,247
HK$3,206 total
includes taxes & fees
5 Jan - 6 Jan 2026
Spacious, 2 Bed, Pet friendly home, perfect for Relaxing or Adventures!
Terrace/patio
Dual Cabins Avail Christmas-Hot Tub, 2 Kitchens

Dual Cabins Avail Christmas-Hot Tub, 2 Kitchens

Dual Cabins Avail Christmas-Hot Tub, 2 Kitchens
Hayward
9.8 out of 10, Exceptional, (18)
"Great property with every amenity needed."
United States
Mitchell D.
The price is HK$6,766
HK$8,345 total
includes taxes & fees
30 Dec - 31 Dec
Dual Cabins Avail Christmas-Hot Tub, 2 Kitchens
Interior
Chip-Wa Lodging Room 2

Chip-Wa Lodging Room 2

Chip-Wa Lodging Room 2
Hunter
8.0 out of 10, Very good, (2)
"Excellent for a short fishing trip or short stay! Smaller rooms without all the frills. Very clean and easy process to check in and out. Cost was acceptable for the value. If you are looking for a basic stay this is it. Excellent value and location for anyone who’s experiencing the outdoors of the Northwoods. "
United States
Matthew
The price is HK$893
HK$1,265 total
includes taxes & fees
27 Jan - 28 Jan 2026
Chip-Wa Lodging Room 2
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

AmericInn by Wyndham Hayward

AmericInn by Wyndham Hayward

10/10 Excellent
"Clean and great breakfast."
Alex 2-night trip
Posted 3 days ago
AmericInn by Wyndham Hayward

Find out more about Drummond

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

  • View our selection of featured holiday rentals in Drummond
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  • Enter your travel dates to view the best deals on holiday rentals in Drummond while they last

Look no further and take a look at our great range of rental properties in Drummond!

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?

Executive Custom Log Lodge on Little Round Lake: This holiday home rental outside of Drummond is located on a lake, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 6 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.

What’s there to see and do in Drummond?

Pigeon Lake and Lake Half Moon 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 Chequamegon National Forest.

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.