House vacation rentals in Jefferson County

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Popular amenities for Jefferson County house rentals

House rentals with a pool

Top guest favorite
A single-story house is presented with a light exterior and a welcoming porch. A shaded area is provided by the overhanging roof, and a bench is positioned on the porch. A well-maintained lawn stretches in front, framed by lush green trees.
Home in Delafield
4.95 out of 5 average rating, 40 reviews

Cute and cozy 2 bedroom house perfectly located!

LisaRating, 5 stars3 months ago
Our first time in Delafield and loved it!! Adorable little lake town with so many cute restaurants, coffee shop and ice cream just a short walk away. Elizabeth's home was exactly what we needed for a month long mother/daughter stay while attending treatment in the area. Meticulously clean at check-in and decorated so cute with finest attention to detail! So warm and cozy providing a perfect sanctuary. Elizabeth was flexible and responsive in all communication prior to and during our stay, and quickly addressed an Internet hiccup, ensuring the issue was resolved for us. Can't wait to return and highly recommend Elizabeth and this adorable gem of a home!!
Guest favorite
An outdoor seating area features a wooden picnic table with benches, surrounded by colorful autumn trees. A grill is covered nearby, and a glimpse of the pool can be seen in the background. The deck provides a spacious area for relaxation and gatherings.
Home in Lake Geneva
5 out of 5 average rating, 33 reviews

Cozy cabin getaway near Lake Como and Lake Geneva

DanielRating, 5 stars5 days ago
Sasha’s place was even better than expected. We all felt at home and it was very relaxing. We had plenty of room to accommodate all of the guests.
Top guest favorite
Two black Adirondack chairs and a small side table are positioned on a patio, overlooking a lush green landscape under a cloudy sky. The view encompasses rolling hills and tree foliage, providing a serene outdoor setting.
Home in Lake Geneva
5 out of 5 average rating, 40 reviews

Newly Updated Modern Lake Condo

LaurenRating, 5 stars3 weeks ago
Loved this house! It was in a great location, a few mins away from town, walking distance to Lake Como and super easy to find and navigate. Everyone had a great time. Only drawback was a tiny kitchen for multiple people but the rest of the living areas were great!
Guest favorite
A round swimming pool is situated within a spacious yard, surrounded by lush greenery and trees. The pool features a white safety cover and a set of steps leading down into the water. A wooden deck runs alongside the pool, enhancing the outdoor space.
Home in Madison
4.91 out of 5 average rating, 265 reviews

Luxurious BBQ and Pool House

LouiseRating, 5 stars2 weeks ago
The house was very comfortable and clean. It was in a good location for us as well. We thoroughly enjoyed our stay.
Guest favorite
A spacious outdoor pool area is presented, surrounded by a clean concrete deck. Several round tables with chairs are arranged around the pool, providing seating. Lush greenery and trees are visible in the background, contributing to a serene environment.
Home in Lake Geneva
4.96 out of 5 average rating, 73 reviews

Relaxing getaway/StepsToLake/Pool/Tennis/nearDT/WD

CynthiaRating, 5 stars1 month ago
We loved this place! Super fresh and clean, lots of natural light, great views, peaceful, private and super comfy beds. Perfect place for a couple of days to get our 22 year old out of the big city for some family time and renewal. Steven is a thoughtful host. Highly recommend!
Superhost
The backyard features a large in-ground pool surrounded by a wooden deck, adorned with comfortable seating areas and a pergola. Lush greenery frames the space, contributing to a peaceful atmosphere. Sunlight reflects off the water, offering a refreshing contrast to the well-maintained surroundings.
Home in Lake Geneva
5 out of 5 average rating, 6 reviews

Oasis on Oak | Private In-Ground Pool | Hot Tub

ADAMRating, 5 stars1 week ago
House was great and matches the description and photos. House is spacious, good for a group of 6-7 people and private from other neighbors. It’s also less than 10 minutes from downtown Lake Geneva. It is an ideal house if you are looking for a quiet weekend retreat, close to the areas activities. In addition, the host is responsive and helpful. Looking forward to our next stay with you all!
Top guest favorite
Home in Whitewater
5 out of 5 average rating, 80 reviews

Nestled in the Southern Kettle Moraine Forest

VictoriaRating, 5 stars3 weeks ago
Jarvis and Chris are the kind of hosts who go above and beyond. We arrived after a chaotic day and were instantly welcomed with warmth, a surprise graduation cake and wine, and the peaceful reset we didn’t know we needed. The property is absolutely stunning—pictures do not do it justice. The trails are beautiful and serene, and the animals are the sweetest, most well-loved crew. You can feel how much care and heart goes into every part of this place. They also provided the best recommendations for dinners, hikes, and activities! If you’re thinking about booking—do it. You will not regret it. This place is a true Wisconsin gem. The love, care, and intention poured into it is obvious. We’re so grateful for this experience and already can’t wait to come back!
Superhost
A spacious indoor pool area is showcased, featuring a large, well-maintained pool surrounded by smooth flooring and exposed stone walls. Wooden beams and decorative lighting add character to the space, while comfortable seating areas and bar stools offer ample places to relax.
Home in Sussex
4.88 out of 5 average rating, 112 reviews

Wooded Hills/Indoor Pool/Hot Tub/Arcade

KaitlynRating, 5 stars1 week ago
Great stay. Pool could have been cleaned better before our stay.

Weekly house rentals

A firepit is surrounded by several blue adirondack chairs on the lush green lawn. Tall trees offer partial shade while the clear lake is visible in the background, contributing to a serene outdoor setting.
Home in Cambridge

Lakeside Retreat @ Lake Ripley - W/Pontoon Rental

KerenRating, 5 stars22 months ago
Adam’s house is in a beautiful lake. The backyard was a great cola e to hang out. There were life jackets, kayaks, SUPs and other water toys to use. We had a great time. Adam was very responsive too.
A charming Cape Cod-style home features a light blue exterior with white trim and a welcoming red front door. The landscaped yard includes a manicured lawn and surrounding trees, creating a pleasant outdoor setting. A stone pathway leads to the entrance.
Home in Lake Mills
4.83 out of 5 average rating, 6 reviews

Charming Lake Mills Home Near Rock Lake & Beach

DougRating, 5 stars8 months ago
The place was lovely and had all the amenities. It has charming architectural features and everyone loved the furniture. The host was very helpful & provided helpful info about the property and area.
Guest favorite
The kitchen area features a long island with seating for four, overlooking the open dining space. Natural light filters through multiple windows, highlighting the warm wood tones. A spiral staircase leads to the upper level, complemented by stone accent walls.
Home in Cambridge
4.8 out of 5 average rating, 40 reviews

Spacious Lakehouse w/ Deck, Kayaks, & Dock!

NickRating, 5 stars1 month ago
This home was the perfect place for our extended family gathering! We especially appreciated the large dining room and the game closet with toys for the kids. Thanks for making this a great space for our family!
A mid-century modern house is surrounded by mature trees and landscaped gardens. The structure features large windows, a sloped roof, and a patio area enclosed by a decorative fence. An umbrella provides shade on the upper deck, enhancing outdoor relaxation options.
Home in Watertown
New place to stay

Mid-Century River Retreat

AmandaRating, 5 stars1 week ago
My husband and I had a truly relaxing stay at Sarah’s beautiful and one of a kind house. We love architectural details and this house is loaded with them. The outdoor space is equally stunning with pretty landscaping and the cozy way it’s all tucked into a hill. It all feels magical and is a dream for a nature lover. We loved seeing the river so close and wished we had time to explore it more. The house was pristine inside and comfortable in every way. We felt very welcome and as if we were staying at a friend’s home. Also appreciated the welcome treat as we were starving when we arrived. The cookies were out of this world good. Thanks Sarah for the hospitality and a lovely getaway!
Superhost
A charming two-story cottage features a gray exterior with textured siding and a gabled roof. A front porch is adorned with seasonal decorations, including pumpkins. Lush green grass surrounds the walkways, leading to the house's entrance. A few trees provide shade in the front yard.
Home in Lake Mills

The Yellow Door Guest House-Upper

ParthaRating, 5 stars1 month ago
We had a wonderful stay at Mary’s. She is a wonderful host and very quick in response to any questions/ issues. Very private location and nice Neighbourhood. The nearby lake is very nice.
Guest favorite
A bright living area features two comfortable sofas facing each other, offering a relaxed seating arrangement. Large windows provide views of Lake Koshkonong, while a decorative area rug adds warmth to the hardwood floor. A ceiling fan and a stylish light fixture enhance the space.
Home in Fort Atkinson
4.95 out of 5 average rating, 22 reviews

Lakefront Home w/ Gorgeous Sunsets, Kayaks, & Pier

CaseyRating, 5 stars6 months ago
We loved our stay here! My family met there for a Thanksgiving near family and found it to have a very well-appointed kitchen with a lovely view of the lake from the living room and dining area. The bedrooms were all comfortable and had enough space for everyone. The space was very clean and well-organized. The host was very communicative and proactive in reaching out to be of help when my in-laws struggled to get the door code right before we arrived. The only small negative I can think of was that the windows did whistle a bit from strong winds off the lake, but nothing that kept us awake at night. We would absolutely stay here again in the future!
A lush green yard extends towards the lake, framed by tall trees that provide shade. The clear blue sky is dotted with fluffy white clouds, while the tranquil water reflects the serene surroundings. A private dock is visible along the shoreline.
Home in Oconomowoc

Golden Lake Getaway

A cozy living area features a large sectional sofa complemented by an additional armchair. A television is mounted on the wall, and natural light filters through two windows, providing a view of greenery outside. A decorative rug covers the wooden floor.
Home in Lake Mills

Private paradise

Private house rentals

Top guest favorite
The two-story house features a grey exterior with a gabled roof and decorative shingles. A welcoming front porch is adorned with seasonal decorations, including small pumpkins. A well-maintained lawn and a stone pathway lead to the entrance, surrounded by lush greenery and trees.
Home in Lake Mills
5 out of 5 average rating, 21 reviews

The Yellow Door Guest House-Lower

CassieRating, 5 stars5 days ago
very cool mid-century decor and filled with everything you might possibly need during your stay. the host was very responsive to messages. I was attending a wedding at Wildwood Cottage and this was an excellent lodging option for me. definitely would recommend to anyone staying in the area who appreciates a vintage vibe.
Top guest favorite
A blue cottage is framed by lush greenery and trees, featuring a stone patio with outdoor seating and an umbrella. Sunlight casts gentle shadows, highlighting the inviting entrance and landscaped surroundings.
Home in Watertown
5 out of 5 average rating, 17 reviews

Blue House in the Pines

AmberRating, 5 stars3 weeks ago
We had an amazing girls weekend, the house was exactly as described. So adorable, so many games to play and we felt amazing after a hot tub!
Guest favorite
Natural wood accents are featured throughout the entryway, highlighting a stone fireplace and a warmly lit chandelier. A decorative area rug provides contrast against the light wooden floor, while a cozy armchair invites relaxation near the staircase leading to the upper level.
Home in Lake Mills
4.95 out of 5 average rating, 207 reviews

The Treehouse

ChristopherRating, 5 stars2 weeks ago
Wonderful stay in a quiet, relaxing space. From s’mores to pool to the great hiking spots nearby, we would happily visit again.
Guest favorite
The modern kitchen features white cabinetry and stainless steel appliances. A central island with a granite countertop is illuminated by pendant lights. A dining area with wooden chairs is situated nearby, maximizing the open layout and natural light from the overhead fixtures.
Home in Lake Mills
4.98 out of 5 average rating, 46 reviews

1 mile to Beach & Brewery. Walk down town

BinoyRating, 5 stars2 weeks ago
We had a wonderful stay in this beautiful house. Thank you
Superhost
The entrance of the home is framed by well-maintained gardens featuring blooming purple flowers and lush greenery. A stone pathway leads to the front door, flanked by two small trees and inviting steps that enhance the home's charm.
Home in Lake Mills
4.87 out of 5 average rating, 145 reviews

Beautiful Lake Home.

MariamRating, 5 stars1 month ago
Gayal had the loveliest home decorated in mid century delight. The neighborhood is super cute and she had a full equipped kitchen for making meals. We were in town for my nieces graduation and her home was a nice retreat to relax. Thanks Gayal ❤️
Guest favorite
The exterior of a Victorian home is shown, featuring a charming front porch supported by decorative columns. Lush greenery, including bushes and plants, surrounds the entrance, contributing to a welcoming appearance. Clear blue skies complement the crisp architectural details of the house.
Home in Watertown
4.93 out of 5 average rating, 163 reviews

Beautiful Victorian in Historic District

KellieRating, 5 stars1 week ago
From start to finish, this was a superb stay, during a difficult time in our lives. We returned home to WI for my mother-in-law's funeral in the Madison area. We also wanted to visit my Mother in Waukesha County. Consequently, we had very little time in the lovely home (we didn't even have a chance to use the beautiful hot tub or claw foot tub), but the time we did have there was peaceful, relaxing, destressing. The home itself is beautifully kept up and decorated. The front porch was a favorite place for me. Jill was very responsive from start to finish and we even had the opportunity to meet her in person. She was friendly, empathetic, and helpful. We would love to return and spend more time in the house and in the area. Thanks so much, Jill, for opening your home to us. Blessings!
Guest favorite
The log cabin's exterior is surrounded by a well-maintained lawn, framed by trees. The rustic wood structure features multiple large windows and a sloped roof. A spacious deck with stairs leads to the entrance, enhancing the natural environment.
Home in Dousman
4.96 out of 5 average rating, 160 reviews

Meracle Acres

AxelRating, 5 stars3 weeks ago
Very nice, unique stay. Very quiet and private. Google maps takes you to the host's house which is one driveway off. She was very understanding and helpful though. Great value and would highly recommend.
Guest favorite
A spacious living room is presented with a large sectional sofa and a wooden coffee table. Natural light fills the area through multiple windows, while built-in shelves display various decorative items. A flat-screen TV is mounted on the wall above a modern fireplace.
Home in Lake Mills
4.94 out of 5 average rating, 125 reviews

Rock Lake Retreat - Lake Mills Wisconsin

Angie & CarlRating, 5 stars2 days ago
My family and I enjoyed a lovely stay at this location. The house was cozy and clean, with everything we needed for a great stay. Including a well stocked kitchen and beach supplies. Dan & Donette we’re very responsive to anything that we needed. We will definitely stay again!

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