Holiday houses in Trenton

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Top-rated holiday rentals in Trenton

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite

Home in Sheboygan

5 out of 5 average rating, 20 reviews

Fairway Getaway

RyanRating, 5 stars1 week ago

I would highly recommend Fairway Getaway to any folks looking for a fantastic stay in Wisconsin. Our group was traveling from out of state and it was so easy to stay here. Shawn is a great host, with a great place to stay at. The place is very spacious and clean! The golf simulator and proximity to plenty of restaurants and shopping makes this stay a 10/10.

Guest favourite

Apartment in Port Washington

4.91 out of 5 average rating, 139 reviews

Lighthouse View -a real gem on Sweet Cake Hill

JohnRating, 5 stars2 weeks ago

Great hosts with a nice apartment, It was everything I remember about living in Port Washington. The older apartment made us feel right at home. Easy to find and within walking distance of downtown Port Washington. Thank you for providing our place to stay

Guest favourite

Home in Sheboygan

4.94 out of 5 average rating, 51 reviews

3-bdrm beachfront home on Lake Mich, Sheboygan WI

JohnRating, 5 stars6 months ago

Now that I have stayed at Jack's home @ 5 times, I can easily verify that every moment spent in that home is magical - steps away from a walk on the beach, the methodical waves lapping on the shoreline, and the majestic sunrises reflecting on the water combine to provide a therapeutic sensory experience that delivers 24 hours each day. If that isn't enough, there are fabulous coffee shops, restaurants, and bars that you can walk to as well as many others a short drive away. No - Jack does not pay me to write these reviews ... the reviews write themselves. Enjoy!

Guest favourite

Cabin in Fort Atkinson

4.88 out of 5 average rating, 106 reviews

Cozy Lake Cottage With The Best View & Pontoon!

MichaelRating, 5 stars1 day ago

Everything worked and the property was as described. The view from the cottage is very nice. Although at the end of the access road, only takes a few minutes to be on the highway. In season Steve has amenities that could be used by some renters. One great restaurant within walking distance that we really enjoyed.

Top Guest favourite

Home in Elkhorn

4.98 out of 5 average rating, 146 reviews

Red Lodge - Game Room, Hot Tub, Near Lake

KatieRating, 5 stars1 month ago

This place was the perfect retreat for a few days away from home. Even in the off season we stayed entertained with the games and hot tub, making every moment enjoyable. Nestled in a charming yet private neighborhood, the home is spotless, thoughtfully maintained, and filled with warmth. It’s convenient location made exploring easy while still offering a peaceful escape. A truly wonderful stay.

Top Guest favourite

Home in Oostburg

4.96 out of 5 average rating, 187 reviews

Shamba on the Lake, Oostburg, WI

SandyRating, 5 stars3 weeks ago

We have stayed at Shamba 4 times. It is an absolutely amazing spot on Lake Michigan. The home is lovely and very spacious. You could not ask for better views of the lake from inside or outside. The beach is literally right outside your door. Great spot for kids to play and great for walks too. Will definitely return again.

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Popular amenities for Trenton holiday rentals

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Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Trenton

Guest favourite

Guest suite in Wind Lake

4.85 out of 5 average rating, 20 reviews

Secret Garden Getaway

CassidyRating, 5 stars8 months ago

Sandy was such an amazing host! She was very kind and respectful. The place was beautiful! We went for a wedding and found that the location of the Airbnb was right around the corner, super convenient and so peaceful.

Superhost

Home in West Allis

4.77 out of 5 average rating, 154 reviews

★Cozy Beach Themed Home★2 Beds★Spacious Parking★

DominickRating, 5 stars2 weeks ago

Cute, smaller home, quick neighborhood. very clean, comfy beds. washer and dryer on site was a plus. Host was very responsive.

Top Guest favourite

Home in Waukau

5 out of 5 average rating, 10 reviews

Old Schoolhouse Stay

TravisRating, 5 stars8 months ago

Our stay at the Old Schoolhouse was great! The house was clean and well organized and had all the things we needed. The grounds were beautiful and we had a great time swimming in the pool, relaxing in the hot tub, and gathering at nights around the fire pit. Communication from Heather was fast and she thoroughly answered my questions. We had a great time at the Old Schoolhouse and would absolutely stay there again! Thank you, Heather!

Top Guest favourite

Home in Hubertus

5 out of 5 average rating, 43 reviews

Cozy Cabin On Lake

CarloRating, 5 stars1 month ago

Just returned from the most amazing stay at the Cozy Cottage. It was an ideal break! Situated on Freiss Lake, the cottage is absolutely immaculate with wonderful attention to detail - every little thing has been considered and done to a high standard, to ensure you have a fantastic stay. It's been decorated in a rustic cabin style which beautifully compliments the space and setting. The place is just full of character and the beds are super comfortable. The other stand out is hosts, George and Noreen. They are warm, personable and nothing was too much trouble. They even made homemade chocolate chip cookies on my last night! So, stop reading reviews and go, this place is really special. Highly recommended!!!

Superhost

Apartment in Sheboygan

4.5 out of 5 average rating, 12 reviews

Sheboygan Getaway w/ Yard: 1 Mi to Lake Michigan

Christian DavidRating, 5 stars10 months ago

Excellent place, I was there for almost 2 months and is very peaceful, the place is exactly like photos, everything was great, Thank you Chris

Superhost

Home in Greenfield

5 out of 5 average rating, 10 reviews

Charming 3 bed, 1.5 bath, fenced yard & parking!

AerieRating, 5 stars1 day ago

This place was a great find for my stay. Definitely will be staying here again!

Top Guest favourite

Home in Sheboygan

4.95 out of 5 average rating, 43 reviews

Wander Back Inn to Sheboygan

JaimieRating, 5 stars2 days ago

Karlee was quick to respond to some concerns that we had while staying there. The concern wasn’t anything major but was still responsive. The place was as described and more. The place was spacious and plenty of rooms for everyone. Love that her place was close to the highway and Walmart! Highly recommend this place.

Guest favourite