Holiday houses in Manitowoc County

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Top-rated holiday rentals in Manitowoc County

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

Guest favourite

Cottage in Two Rivers

4.99 out of 5 average rating, 87 reviews

No Cleaning Fee-Cedar HotTub~King Bed~Near Lake MI

MarianaRating, 5 stars1 week ago
Richard and Cherry were wonderful from booking to checkout! Very responsive and proactive, plus the rental had so many things we loved that were pre-thought of! The resource guide for the rental really has everything you’ll need to enjoy your stay here to the fullest! So cute and cozy, just minutes from the beach. We’ll definitely be making our way back here in the summertime!
Guest favourite

Home in Two Rivers

4.95 out of 5 average rating, 266 reviews

Beach Haven, on Lake Michigan.

MelindaRating, 5 stars1 month ago
A charming delight with amazing beachfront views accented with comfortable retro fun decor and interesting local history. Lots of room. Plenty of seating to enjoy the view, meals, tv or game time. Three levels of space allow everyone to have room to spread out. Hope to be back in other seasons although we loved the fireplace for our cold foggy weekend.
Guest favourite

Home in Two Rivers

4.89 out of 5 average rating, 173 reviews

River House, 1710 East Street, Two Rivers

AtharvRating, 5 stars4 weeks ago
Good place for a lot of people to stay with a good view and fire place
Guest favourite

Home in Two Rivers

4.95 out of 5 average rating, 20 reviews

Cool City, Warm Pool

PedroRating, 5 stars4 weeks ago
Jill’s place was simply amazing and a home away from home! Bedrooms were perfect for our family of 6 and the layout was comfortable. Kitchen was completely stocked!!!!! We were able to make amazing meals for breakfast and dinner. The candy samples from Haribo in the kitchen were delicious! The pool was out of this world 😳 I asked if a charcoal grill was available and Jill provided a second larger grill to my surprise was a smoker!!! I was able to grill delicious T-Bone steaks. My daughters had a blast in the game room in the basement and we were able to play family games together....so much fun!!!! Jill was present for a meet and greet and she surprised my daughters with the pool during the tour since it was a surprise for them. Amazing Gem 💎 in Two Rivers. Very responsive host. You can see Jill puts lots of love into her home and that's what you will feel when you arrive. We plan to return in the summer!! Thanks Jill for an amazing way to end the year and start 2025 🥳🥳🥳
Guest favourite

Home in Two Rivers

4.98 out of 5 average rating, 45 reviews

Riverfront Retreat! Near Neshotah & dog friendly!

NacerRating, 5 stars1 week ago
“I recently visited this amazing place with my friends, and it exceeded all our expectations. The space was spotless and well-maintained, making us feel comfortable and at home from the moment we arrived. It had everything we could possibly need, which made our stay incredibly convenient and stress-free. The atmosphere was warm and inviting, perfect for relaxing and spending quality time with friends. On top of that, the host was absolutely fantastic—helpful, friendly, and always ready to assist with any questions or requests. I would highly recommend this place to anyone looking for a clean, well-equipped, and welcoming spot.
Guest favourite

Home in Cleveland

4.95 out of 5 average rating, 143 reviews

Modern Home Just 5 Minutes from Whistling Straits

DonnaRating, 5 stars1 month ago
This was our third stay at Jennifer's, and it feels like our home away from home. We love the quiet location and friendly neighborhood tucked halfway between Sheboygan and Manitowoc and with close proximity to the lake. The house has a great open floor plan with lots of natural light. The bathrooms and kitchen are top notch. Having two dogs, the fenced yard is a great bonus. Jennifer is a very responsive host and a nice person to deal with under any circumstances. Stay here for an easy, peaceful, stress-free experience.
Guest favourite

Guesthouse in Manitowoc

5 out of 5 average rating, 26 reviews

Mallard Manor - Adorable 2 b/r guest house.

JoetteRating, 5 stars2 months ago
Mari was extremely accommodating with our very late check in over Thanksgiving! Everything was clean and tidy upon arrival and all basic amenities provided. This is a cute place in the country (but easy to find and not far off the main roads)! Would highly recommend and plan to stay again in the future when we come down for another Packers game! GO PACK GO! Thank you for sharing your space with us!
Guest favourite

Apartment in Manitowoc

4.84 out of 5 average rating, 114 reviews

Manitowoc Northshore retreat

TracyRating, 5 stars2 months ago
We stayed at Denise’s place for two night. It was such a cute little apartment that I would live in. The bathroom was adorable. The couch and bed were comfy. I would definitely stay again.
Guest favourite

Apartment in Manitowoc

4.91 out of 5 average rating, 124 reviews

Lower Apt steps from Downtown and the Lake!

NaomiRating, 5 stars4 weeks ago
We enjoyed our stay here. The place was so clean and comfortable. Loved walking to downtown and to the lake. Would definitely stay again!
Guest favourite

Home in Two Rivers

5 out of 5 average rating, 17 reviews

Riverfront Getaway

JeremyRating, 5 stars4 months ago
The backyard oasis was our absolute favorite part of this house, but we enjoyed many other features throughout our week stay. First, Monika was proactive, helpful, kind and easy to work with. The house was perfect for our needs - clean, spacious and inviting. The house has everything we needed, from lots of open space, kitchen amenities, bedroom amenities, etc. The backyard was so pleasant, including the fire pit down by the river, multiple seating areas, shade trees, and access to the river. We took full advantage of the kayaks during our stay, kayaking up and down both rivers and to the lake. I was a bit concerned that we would get bored in the town of Two Rivers, but it's close access to Door County, several other small towns and nature. The town itself is very walkable and we ate at two local restaurants, which were both nice. Overall, our group had so much fun here, striking a balance between relaxing and exploring, driving and walking. Thank you Monika for a wonderful stay!
Superhost

Apartment in Reedsville

4.83 out of 5 average rating, 145 reviews

The Old St. Pats School House

StephanieRating, 5 stars2 months ago
What a unique place! My party and I loved all the history of the building. We went to a Packers game, which was only about 35 minutes away. Thank you for sharing your place with us!
Guest favourite

Cottage in Two Rivers

4.99 out of 5 average rating, 258 reviews

~Driftwood Haven Cottage ~

SamanthaRating, 5 stars2 weeks ago
Our mini getaway was spectacular. The cottage was absolutely adorable - looks exactly like the photos. We spent ample amount of time in the hot tub and reading by the fireplace. Chrissy was very welcoming, provided detailed instructions for everything, and gave us some suggestions for local spots to check out. I would absolutely stay again!

Popular amenities for Manitowoc County holiday rentals

Other great holiday rentals in Manitowoc County

Guest favourite

Home in Manitowoc

4.89 out of 5 average rating, 130 reviews

Neighborhood home in Manitowoc

TimRating, 5 stars3 weeks ago
was very clean and spacious. Dean was there at check in for a tour and to answer questions.

Cabin in Valders

4.85 out of 5 average rating, 20 reviews

Valders Log Home near EEA Air Show & Sheboygan!

CindyRating, 5 stars18 months ago
We were so lucky to find this gem when visiting family in the area recently. We had a lot of downtime and it was such a joy to hang in this beautiful location. 😍 I saw several herron, a deer and numerous breeds of butterflies. The house is amazing; the pics don't really do it justice. We will definitely be back!!
Guest favourite

Home in Two Rivers

5 out of 5 average rating, 11 reviews

LT’s Place | Cozy home & conveniently located

TeghanRating, 5 stars3 weeks ago
LT’s place was the best stay we have ever had while using Airbnb. Not only was her place super cute and well cared for, but the host was one of the best. Amanda was super accommodating, communicative and took time to make sure everything was set up for us to have an enjoyable stay. We especially loved the little things Amanda has done with her space. From decorating to make you feel right at home, recommendations of places to go, fully stocked coffee bar, games, and little information pieces in each room to make sure you know where things are. It is very clear the amount of love she put into hosting/her Airbnb and it’s was very appreciated. Overall a smooth stay, from check in to check out. We cannot recommend it enough.
Guest favourite

Villa in Cleveland

5 out of 5 average rating, 22 reviews

Whistling Straights, EAA, NFL Draft, Road America

JohnRating, 5 stars6 months ago
I would give both Kerry and her villa 10 stars if I could. Everything was outstanding and as-advertised. Kerry provided instructions for finding & accessing the house and a helpful and personalized guide to the local highlights well before our visit. She provided all of the information we needed promptly and we felt that she truly cared that we have a wonderful stay. The house is very well designed and Kerry has loaded it with all the amenities imaginable, from the basics to all the extras we could want while on a vacation at the lake. Everything was in great condition, well organized and of high quality. We could not have been more comfortable. Kerry's house is on a beautiful lot above and across the street from Lake Michigan. The grounds were in excellent condition and landscaped to provide a peaceful, pastoral and private setting. We enjoyed watching the Orioles and other birds flocking to the bird feeders off the upper deck. This was the perfect spot for our family celebration.
Guest favourite

Home in Two Rivers

4.98 out of 5 average rating, 61 reviews

Beautiful Historic Home near Downtown

MaryRating, 5 stars1 month ago
Jenn was a wonderful host. She kindly opened her home for us to stay at during the holidays. We felt right at home and appreciated the holiday decor and welcome cookies. We had everything we needed to enjoy our stay. When we had a question, Jenn always quickly responded and was very helpful. We hope to be back again soon.
Guest favourite

Home in Manitowoc

4.93 out of 5 average rating, 43 reviews

Cheerful 3 bedroom home North side of Manitowoc

JesseRating, 5 stars1 month ago
We came to town for my Daughter's wedding/Christmas and felt at home immediately. The house was decorated for the season and provided a great place for our Christmas gift exchange with plenty of room for us to gather. The house was neat and the neighborhood was quiet. Totally exceeded our expectations. Thank you so much!
Superhost

Cabin in Two Rivers

4.86 out of 5 average rating, 171 reviews

All NaturalAquamarineCottageAskAboutOurDiscounts!

JasonRating, 5 stars1 week ago
We loved this house. We felt at home. We could have stayed much longer. It's peaceful, private, cozy, has a sense of history and place and comes with everything you could need. The farm kitchen was my favorite spot. We are from WI originally and that kitchen was like so many I have been in. I was inspired to cook every day. Fantastic stay. We would love to come again in a minute!
Guest favourite

Place to stay in Manitowoc

5 out of 5 average rating, 22 reviews

Carriage Haus | Manitowoc, WI

CindyRating, 5 stars3 months ago
Kay and Kevin have the most beautiful place I have ever stayed! We rented the Carriage Haus next door and stayed at the Toll house B&B next door. The flowers and detail to cleanliness were above any other! Thank you for such a hospitable stay!

Destinations to explore