
House holiday rentals in Plymouth
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Top-rated house rentals in Plymouth
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Popular amenities for house rentals in Plymouth
House rentals with a pool

Retreat! Delightful stay with a pool.
I stayed at Tina's rental during a visit to the Oshkosh airshow. As promised, it was very convenient to get to from the airport and it was in a very peaceful location. This rental comes with use of a very inviting pool and fire pit. There was another rental party in the house on the property (next to the pool), but there is enough space and privacy that I didn't feel like we were on top of each other. I also want to share how clean and organized the space was when I arrived. I'm very picky about staying in rentals, but I was pleasantly surprised how tidy it was and how it was just as promised on the website. I really appreciated how incredibly responsive Tina was to all my messages. Tina also sent me a youtube video which gave me a tour of the space and an explanation of all the switches. As someone who has no experience with campers, this was super helpful. I highly recommend this rental to anyone looking for a comfortable stay and a great host. Thank you Tina

4 br 4.5 acre secluded country property
We had six senior men and there three adult age children who flew into the local airport for the EAA Air Adventure. This home was large with plenty of beds and couches for everyone and ten minutes from Fond Du Lac County Airport (FLD) and 30 minutes from Wittman Regional Airport (OSH). This turned out to be am ideal location to get away from the busy crowds and recharge after each long day. Most days we cooked breakfast at the home, but there are options close by. This was all detailed in the owners guest book. Lunches were at the airshow and dinners were usually eaten out. The owner even welcomed us with some local brew and pizzas in the fridge as he knew we would be tired after long day of traveling from the east coast. We enjoyed the home and would book again.

Country Cottage Indoor Pool HOT TUB NFL Draft ava
Great stay! My group loved it and had a blast. House was Beautiful & Host was GREAT, was very understanding and helpful. DEFINITELY recommend and would love another stay sometime.

Riverfront Oasis w/ hot tub and seasonal pool
Loved everything about the home. Loved collecting eggs from the chickens. Hot tub, fire pit , yard, and inside areas were perfect and comfy. Loved the lay out of the house and the view from the sun room was great. Responsive hosts and great directions in the house manual left in the kitchen.

Close to EAA, pool, tennis/pickelball, pets ok
Beautiful house! Very comfortable and has everything you need and more.

Private Home 4 BR+2Ba, Heated Pool by Road America
Very nice house, ideal for us coming to town. We were 2 families with 4 kids and the place was the perfect size and convenient for all. The hot tub is a great addition, right next to the backdoor deck, very close actually from the house. Very clean and very flexible hosts, kitchen was great and the large dining table is perfect for 8 guests.

Cool City, Warm Pool
Our family had a lovely stay at this Airbnb. The pool was the highlight (especially during a cold and rainy spring break week) but the whole house was cozy and extremely well stocked for cooking and entertainment. Jill was a great communicator and offered us early check in and late check out. Lake Michigan is minutes away. Highly recommend this Airbnb!

Resort in the city
My family and I travel to Oshkosh in July every year for the EAA Air show. This year staying in Menasha at Chad's place was our best stay by far. The location of the residence was only about 10 miles from Oshkosh which made it an easy back and forth commute to the Airport each day. Upon arrival the home was much more than we expected. It was show-room cleaned throughout the entire home with pool cleaned and monitored each day, extremely spacious, warm and home-like, cozy, room for activities including game room with fireplace and table tennis set-up for play. The outdoor surrounding was very peaceful and quiet with beautiful trees and a lovely park across the street with beautiful rose gardens and play areas for fun. Chad checked in on us to ensure that things were going well and offered to provide suggestions of places to eat for late hours after the Air Show events. Chad was extremely helpful to us even after we ended our stay. My Mom left her phone and Chad mailed it directly to us.
Weekly house rentals

Farm Fresh Eggs, Amazing Outdoor Space w/ Fire Pit
Amazing place in a great location for Elkhart Lake area activities. Hoping to book again!

JAmbers Road America Track House
Amber and Josh were wonderful hosts with a beautiful home. The perfect location for our team to stay during MotoAmerica week.

Turn 3 Lodge - Road America Track View Rental .
I'll start by saying Mike is a fabulous host. He answered every question I had, and reached out during our stay to make sure there were no issues checking in, as well as making sure we had no issues. The property is BEAUTIFUL! We had everything we needed and then some. The proximity of the lodge to Road America was as advertised. When we had some rain at the track on Sunday, we took advantage of watching the racing from the lodge. The firepit out back was perfect to unwind around and sook some hotdogs over. I honestly can not say enough about this place. I would recommend The Turn Three Lodge to anyone. Thank you Mike!!

Racers golfers outdoor lovers we're ready for YOU!
This our third stay with them and each time it is a great experience. Excellent communication, lovely amenities and personal touches (music playing when we arrived), and we love the eggs! We look forward to next year.

Lake Front Cottage With Dock. Walk to Road America
We had a wonderful stay at Robert’s lakefront cottage! The place was peaceful, clean, and had everything we needed for a relaxing weekend getaway. The view of the lake was beautiful, and we really enjoyed the cozy atmosphere. Robert was a fantastic host – communicative, helpful, and very easy to reach if we had any questions. Check-in was smooth and everything was exactly as described. We would definitely recommend this place to anyone looking for a quiet escape, and we’d love to come back in the future. Thank you for hosting us!

The Links! - Luxury Golf Retreat
This was an amazing property! Exceptionally clean, updated with great decor. Chris reached out with property details well in advance, and followed up to ensure we had everything we needed. They gave lots of great suggestions of local restaurants and attractions. The garage game room with the simulator was by far our favorite. We got a day in at Road America and two rounds of golf all from the comfort of this place. Highly recommend, we will be back. Thanks Chris!!

The Woods Estate walk to RoadAmerica modern luxury
Had a great day, it’s a beautiful place in a beautiful location and super convenient for Road America and the surrounding area. It has everything you could need and more and the host was very responsive and helpful. Highly recommend.

Road America & Golf Retreat
Was a lot larger than photograph, bunkbed room were queen size beds very roomy, the room itself had more space than expected, the property had plenty of space to park lots of cars. Pretty much had everything you needed if you were living in that house.
Private house rentals

Norwind Ranch - Peaceful Retreat Near Road America
Flew in for business with Acuity Insurance. Perfect place to stay. Drove up to Green Bay for the Texans vs. Packers game. Only an hour drive from the house in Sheboygan. I will definitely stay here again when I come back to town!

6+ Guest Home
Great stay. Great location. Stephanie was responsive. Place was clean. Corner bar was amazing - sandwiches the size of your head for a good price. Would stay again

LT’s Place | King bed & conveniently located
I am writing to express my gratitude for a truly exceptional experience during our stay. It was a "10/10" experience, and they went above and beyond to make us feel at home. Our children had little welcome treats upon arrival and provided items to make s'mores by the campfire, which was a lovely touch. If you are ever in the area, we would absolutely recommend staying here.

Lakefront Blue Dune Cottage on Lake Michigan
I can't say enough about this beautiful lake house! Greta is one of the finest hosts that I've ever come across. Timely information, quick responses, and there are so many extras!! So many toiletries, pantry, and fridge items for your comfort and convenience. We visited in October, so didn't need them, but a caddy by the rear door with suntan lotion and beach towels. Just an extremely considerate person. We enjoyed our stay very much and would love to return in the future.

Beach Break - Historic Home Meets Modern Comfort
Very clean, comfortable and quiet! Location was perfect. Missy responded to questions almost immediately. And had great suggestions for food and entertainment.

Oma's Beach House
Very clean and well appointed. We stayed 5 nights and cooked at the house 4 of the 5 nights. Excellent location with view of the lake, great back patio with hot tub, fire pit and bbq. Very quiet and relaxing during our stay. Park / beach right across the street and great to walk the paths and neighbor hoods. Will definitely stay again if we are in the area.

Woltring Waters Waterfront Home
Danielle's place was lovely! We stayed here to explore Lake Winnebago and surrounding towns. The cottage was very clean, beautifully decorated, and the lake views were incredible. It is also under 1 mile from Lakefront Park, which has the lighthouse and some of the prettiest creek and lake views ever - it's a huge park! 10/10 would recommend this home!

Road America Treasure @ Elkhart Lake - 4 bedrooms
excellent host, very warm felt house, a place to relax and disconnect, thank you wendy
Quick stats about house rentals in Plymouth
Total rentals
30 properties
Nightly prices starting at
₹5,194 before taxes and fees
Total number of reviews
1.9K reviews
Family-friendly rentals
30 properties are a good fit for families
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
30 properties include access to wifi
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- Erin Hills Golf Course
- Milwaukee Public Museum
- Kohler-Andrae State Park
- Whistling Straits Golf Course
- Bradford Beach
- Milwaukee County Zoo
- Harrington Beach State Park
- Milwaukee Country Club
- The Bull at Pinehurst Farms Golf Course
- West Bend Country Club
- Trout Springs Winery
- Pine Hills Country Club
- Heiliger Huegel Ski Club
- Discovery World
- Sunburst
- Pollock Community Water Park
- Blue Mound Golf and Country Club