House vacation rentals in Oshkosh

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Popular amenities for Oshkosh house rentals

House rentals with a pool

Top guest favourite
Home in Plymouth
4.96 out of 5 average rating, 68 reviews

Summit Road Estate - Top Luxury

DennisRating, 5 stars2 weeks ago
For several years we've been doing a family long weekend with our kids and their families. Usual locations have centered around the Dells area. Although the Dells area is wonderful, experiencing the Summit Road Estate and all it has to offer had our grandchildren choosing the estate over water parks. The home is spacious and beautifully decorated. The floor plan provided ample space for an amazing Easter egg hunt, time spent as a family (dining room table is large enough for 10) as well as individual time away from the crowd. Kitchen was equipped with everything we needed to include spices. Spent a fair amount of time in the pool which includes play items and pool towels! Enjoyed relaxing in the hot tub and sauna. The game room provided lots to do when the pool wasn't in use as well as the various games provided. Chess was a hit as well as mouse trap. The attached garage was a nice convenience.
Top guest favourite
Home in Green Bay
5 out of 5 average rating, 15 reviews

Next Level~100K Game Room~ Sleeps 20~ Pool~Spa

BethRating, 5 stars1 month ago
What a perfect place for a long weekend in! We visited with several families and this place was a hit. The game room downstairs was perfect as the adults spent the whole weekend playing board games! The 6 boys (10 and under) were always busy with the arcade and all the activities around the house! We had more then enough space for everyone and it never felt crowded. The kitchen and pantry are the most well-stocked out of any Airbnb we have ever been to. Also, the whole house was stocked with everything we may have needed/forgotten. Unfortunately, the weather was crummy so we didn't get too much time outside; the back yard would have definitely kept the kiddos busy! The kids are already talking about next year. Thanks for a great stay Richard!
Guest favourite
Home in Wisconsin
4.95 out of 5 average rating, 22 reviews

Sunny Days Await | Private Pool & Hot Tub Retreat

AdolfoRating, 5 stars1 month ago
House was amazing! Host was great! Will be back soon! everything is accurate as shown and in top condition looking forward to come back when the weather is nicer!
Top guest favourite
Home in Oshkosh
4.98 out of 5 average rating, 59 reviews

Hickory on the LakeWaterfront Luxury on Winnebago

MaiRating, 5 stars1 week ago
The home was beautiful and clean! It had plenty of activities to do inside and out. I enjoyed the unique decor throughout the home. Will definitely stay again if I am in town visiting family!
Superhost
Home in Newton
4.88 out of 5 average rating, 8 reviews

Country Cottage Indoor Pool HOT TUB NFL Draft ava

CassandraRating, 5 stars8 months ago
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.
Superhost
Home in Allouez
4.86 out of 5 average rating, 227 reviews

Amazing Six Bedroom Green Bay Vacation Home!!

BenjaminRating, 5 stars4 weeks ago
Everything was clean.pool temp was good and clean. Games kept the kids and adults busy pool tired us out. Would stay again
Superhost
Home in Montello
4.84 out of 5 average rating, 32 reviews

3bed lake house, private heated pool near WI Dells

MariaRating, 5 stars8 months ago
Has a great experience. Was a quite and private stay. Beautiful lake view so peaceful.
Guest favourite
Home in Plymouth
4.97 out of 5 average rating, 33 reviews

Private Home 4 BR+2Ba, Heated Pool by Road America

FrancoisRating, 5 stars3 months ago
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.

Weekly house rentals

Guest favourite
Home in Manitowoc
4.89 out of 5 average rating, 132 reviews

Neighborhood home in Manitowoc

ZachRating, 5 stars1 week ago
Everything was exactly as listed, this is a great place. It would be nice if one of the bedrooms had blackout curtains though.
Guest favourite
Home in Green Bay
4.93 out of 5 average rating, 110 reviews

SGB4- Steps to Lambeau, Big Groups: 9 Beds!

AmyRating, 5 stars3 weeks ago
This place was fantastic! The garage was awesome and we had a great time. Host was great. Girls weekend was a success! lots of beds! would definitely stay again!!
Guest favourite
Home in New Holstein
4.86 out of 5 average rating, 139 reviews

Growe's Guest House - just like Grandma's!

Israel IzzyRating, 5 stars7 months ago
The place was clean, nice and good amenities. Mary was responsive to our questions and very helpful. We were there for the SCCA Championship races at Road America ! We Left at 7am and returned at 10pm everyday. We did enjoy it. We only wish the upstairs bathroom had a shower instead of a soaking tub. (Since 4 guys all trying to take a shower before rushing off to sleep. Very nice place.
Top guest favourite
Home in Green Bay
4.93 out of 5 average rating, 136 reviews

Green Door Getaway

CadeRating, 5 stars2 weeks ago
Eric was a wonderful host. If your a Green Bay Packers fan like my family and I, look no further. 10/10 would recommend for GameDay stays or a nice quiet week vacation.
Superhost
Home in Green Bay
4.83 out of 5 average rating, 187 reviews

Beautiful single family home, recently renovated

MarieRating, 5 stars1 month ago
Home away from home. The place was a perfect spot to stay with family. There was plenty of room and the three beds were comfy. All the spaces were clean and open. Everything we needed was there.
Guest favourite
Home in Waupaca
4.89 out of 5 average rating, 125 reviews

Between two Lakes Beautiful 2-Bedroom Cottage!

CrystalRating, 5 stars1 week ago
Beautiful, peaceful location. Cute little town with some walkable parks and delicious food. Definitely a great place to relax and unwind not far from Green Bay. The host was very accommodating and helpful; always responded quickly to any question we had. Would stay again!
Guest favourite
Home in Waupaca
4.87 out of 5 average rating, 149 reviews

Private Tranquil Escape on Miner. Chain O’Lakes

NoahRating, 5 stars7 months ago
First off and most importantly, Benjamin was extremely communicative in the lead up to the trip. He was flexible in areas where you’d like a host to be flexible, and clear where you’d like them to be clear. At the end of the day, communication is priority #1. The house and location were fantastic. Couldn’t have asked for a better weekend with our group, and everyone agreed it was exactly what we were looking for out of not only a golf weekend, but a weekend away with good buds. If the group wanted to run the same trip back next year, I don’t see why we wouldn’t book with Benjamin again.
Guest favourite
Home in Hilbert
4.88 out of 5 average rating, 120 reviews

Coffee on the Lake, Firepit, 35 min to Green Bay

JenRating, 5 stars2 months ago
The location is beautiful! We enjoyed sunsets each evening over the lake and had a peaceful, relaxing time catching up with family.

Private house rentals

Superhost
Home in Sheboygan
4.76 out of 5 average rating, 21 reviews

Modern 5 Bedroom Getaway House

JanetRating, 5 stars8 months ago
Location was perfect for what we had on our plans. I would definitely recommend BookWorm Gardens. My grandchildren enjoyed the variety of games provided.
Top guest favourite
Home in Waupaca
5 out of 5 average rating, 36 reviews

House in the Woods

JeffRating, 5 stars2 weeks ago
We felt at home and enjoyed our stay. Our dogs loved to roam the property and had plenty of room to play. This will be our first choice when visiting the area!!
Guest favourite
Home in Green Bay
4.95 out of 5 average rating, 136 reviews

Miss Liberty Lambeau

TiffanyRating, 5 stars2 months ago
The house was amazing. Plenty of room for our large group. Loved the space and games offered in the basement. Will definitely be back, thanks John!
Superhost
Home in Campbellsport
4.97 out of 5 average rating, 136 reviews

The Lakehouse on Long Lake (plus Heated Boathouse)

RobertRating, 5 stars6 months ago
Absolutely loved the boat house and amazed by how much thought was put into all accommodations on the property
Top guest favourite
Home in Marion
5 out of 5 average rating, 213 reviews

Renovated Ranch Home, Perfect for Group Getaway

KyleRating, 5 stars1 day ago
This is a truly lovely, homey, and well-appointed house. Perfect for a group of friends to relax, play games, and enjoy the serene and peaceful farm country. It had everything we needed and was SO comfortable. The beds were extremely comfortable, the provided games and pool table made for a great weekend! Would happily stay here again in a heartbeat!
Guest favourite
Home in Fond du Lac
5 out of 5 average rating, 6 reviews

2 Bedroom Home

TammiRating, 5 stars3 months ago
The property was spacious and located in town, yet still offered a high level of privacy. The master bedroom was relaxing, and there were enough supplies for our month-long stay. The host was always responsive, which we appreciated. Overall, it met our needs during our stay.
Guest favourite
Home in Fond du Lac
4.97 out of 5 average rating, 30 reviews

Grateful Home Sweet Home

TracyRating, 5 stars4 weeks ago
Great place to stay. Very clean and in a great neighborhood. Michael responds timely and is very accommodating.
Guest favourite
Home in Green Bay
5 out of 5 average rating, 52 reviews

Huge 5 bedroom house close to everything!

MelanieRating, 5 stars4 months ago
This home was cozy and comfortable for our Christmas holiday stay! Lots of space, comfortable beds, and the home was very clean and tidy. Great hosts as well. We look forward to staying again in the future.

Quick stats about house rentals in Oshkosh

  • Total rentals

    710 properties

  • Nightly prices starting at

    $28 CAD before taxes and fees

  • Total number of reviews

    5.5K reviews

  • Family-friendly rentals

    600 properties are a good fit for families

  • Pet-friendly rentals

    180 properties allow pets

  • Rentals with a pool

    30 properties have a pool

Destinations to explore

  1. Airbnb
  2. United States
  3. Wisconsin
  4. Winnebago County
  5. Oshkosh
  6. House rentals