Holiday rentals in Hartford

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Top-rated holiday rentals in Hartford

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

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Top guest favourite
The cottage exterior is showcased with a welcoming design, featuring a stone foundation and a charming yellow upper section. A large sunroom with multiple windows provides ample natural light and views of the surroundings. Lush green grass surrounds the structure, enhancing the outdoor appeal.
Home in Hartford
4.92 out of 5 average rating, 52 reviews

The Pike Lake Cottage House

Welcome to the Pike Lake House located Hartford WI with direct lake access to Pike Lake. Enjoy watching the sunrise, swimming, fishing and lazy days at our historic cottage that comfortly sleeps up to 6 guests. The Pike Lake House features a lakeside patio with table, charcoal grill, pier, campfire pit and gorgeous lake views right from our relaxing panoramic sun room. Local kayak, paddle board, paddle boat, canoe boat rental available. Make memories and enjoy lake life on beautiful Pike Lake.

Top guest favourite
The exterior of a charming house is showcased, featuring a welcoming front porch adorned with string lights. Lush greenery surrounds the home, with a flower garden displaying purple blooms. A pathway leads to the entrance, enhancing the inviting atmosphere of the property.
Home in Menomonee Falls
4.93 out of 5 average rating, 204 reviews

Exhale, rest

Exhale. The perfect combination. This home is right in the village of Menomonee Falls with great shopping and restaurants within walking distance. Close to the highway, it’s also a mere half an hour to anything Milwaukee so games, museums, festivals are all also at your fingertips. At the end of dead end road with views of the river, access to trails, and a secluded deck and fire pit, there is definitely also a rural feel. This location has it all. Go out, live life, come back, exhale and rest.

Superhost
The living room features a cozy sofa and a spacious coffee table with a glass top. Light streams through large windows adorned with burgundy curtains. A wooden dresser and decorative armchair add charm, while a ceiling fan circulates air in this inviting space.
Home in Hartford
4.91 out of 5 average rating, 58 reviews

Family-Friendly, Near by Holy Hill, Golf, Skiing

Welcome! Gather and enjoy an abundance of area activities & amenities in this recently renovated, spacious apartment. Large cozy beds. The perfect place to call home during your stay! All the amenities you need! Located in the immediate downtown area, walking distance to area shops, dining + local attractions + Wisconsin Automotive Museum. A short drive to "Insta-worthy" Holy Hill, Erin Hills, Pike Lake, Slinger Speedway, Lapham Peak and Little Switzerland. Free onsite parking and WiFi.

Top guest favourite
The exterior of the cabin is framed by trees and features a blue facade with large windows. A spacious patio with a dining table and chairs is visible, alongside a black grill. Small flags decorate the garden area, which includes rocks and greenery.
Home in Hubertus
4.97 out of 5 average rating, 68 reviews

Cozy Cabin On Lake

Take it easy at this peaceful and tranquil getaway. This cozy two bedroom cabin ( first floor) has been totally remodeled and is situated on Friess Lake. Enjoy the porch and patio right outside your door. Complete with blackstone griddle grill, 6 person table or venture down to the private beach with firepit, patio furniture, kayaks or fish in the lake.. We also are steps away from Glacial Hills County Park with 140 acres of trails. Great fall colors. CC Skiing and sledding during winter.

Top guest favourite
A spacious sectional sofa is positioned in the living area, accompanied by a wooden side table and a softly lit lamp. An abstract art piece in warm tones is displayed on the wall, while a patterned area rug adds texture to the floor.
Flat in Kewaskum
4.98 out of 5 average rating, 56 reviews

Countryside Escape with a View

Forget your worries in this spacious and serene space displaying original works of art and maintaining a clean and minimalistic furnished atmosphere. This is a two-bedroom, one-bathroom, open-concept apartment, unique in the fact that it is attached to the resident’s home. The apartment offers a brand-new kitchen completely furnished for functionality and simplicity. It showcases gorgeous hand-crafted cabinetry, as well as an expansive window, providing a lovely view of the countryside.

Top guest favourite
A single-story lakeside home is showcased with a spacious patio area in front. Multiple seating options are arranged on the patio, accompanied by a gas grill. Lush green grass and decorative stones frame the exterior, while trees provide subtle shade.
Home in Hartford
5 out of 5 average rating, 28 reviews

Lakefront Sunset

Welcome to the perfect lakeside retreat. This cozy lake house offers the ideal balance of comfort, relaxation, and adventure. Nestled on Pike Lake, the home features breathtaking water views, a private pier, and spacious outdoor areas to play and unwind. Inside, is a open-concept living, dining areas, kitchen (fully equipped), and comfortable bedrooms. Step out to the three season sunroom from the living room. The patio has a gas grill and patio table. Kayaks available. Bring your boat!

Top guest favourite
Cabin in Cascade
5 out of 5 average rating, 264 reviews

hot tub and sauna on 5 private acres

Looking for a peaceful retreat? Experience 5 acres of tranquil, private woodland paradise. Cool nights are perfect for warming up in the hot tub or infrared sauna which overlook the meadow. Explore hiking trails and lakes that the scenic Kettle Moraine has to offer. Grill a delicious meal and later craft perfect s’mores by campfire as the crickets sing. Unwind at SoLu winery, just a minute down the road. Near Road America, Kettle Moraine State Forest, and Dundee. Your getaway awaits!

Top guest favourite
A historic stone building with arched windows is surrounded by well-maintained lawns and mature trees. A small shed is visible near the garden area, adding to the outdoor space's charm. Bright green grass and seasonal foliage contribute to the serene setting.
Home in Campbellsport
4.99 out of 5 average rating, 205 reviews

Gleason's Chouse

You'll love staying in our unique home, in a quiet neighborhood. This is a recently remodeled 1867 church converted to a "Chouse". Featuring 2 bedrooms, Full Kitchen, 1 Bathroom, Balcony, Parking, and a Gazebo.. all beautifully complimented by a range of antiques and decorations. 8 Miles East of Hwy 41, a 45 min drive to Oshkosh or an hour to Milwaukee. Just down the from Lake Bernice & Eisenbahn Bike Trail. Also close enough to the Kettle Moraine Forest to hike and sightsee!

Top guest favourite
Tall sunflowers bloom vibrantly in a garden, displaying bright yellow and orange petals. A wooden gazebo with hanging lights stands in the background, surrounded by lush greenery. Soft sunlight filters through the trees, enhancing the serene outdoor setting.
Guest suite in Sussex
4.99 out of 5 average rating, 155 reviews

Garden Retreat in law Suite

Welcome to our in-law suite apartment featuring a full eat-in kitchen, living room, queen bed in large bedroom, walk in closet and full bathroom with walk-in shower. Our beautiful two acre yard has many areas to relax in, including a hammock and fire pit for the evenings. Twenty mins. to Erin Hills and Holy Hill and a half hour to most downtown Milwaukee attractions, as well as the RNC activities taking place this summer. Lots of city tips and suggestions for our guests.

Guest favourite
The open living area features a modern design with large windows allowing natural light to fill the space. A soft gray sofa and accent chairs provide comfortable seating, while a stylish coffee table sits in front. The kitchen, equipped with wooden cabinetry and sleek appliances, is visible in the background.
Townhouse in Thiensville
5 out of 5 average rating, 8 reviews

500 House - Unit C

 Welcome to your modern retreat in a sustainably built property that blends comfort, style, and convenience. This thoughtfully designed unit offers a bright open floor plan, private patio, and access to beautifully shared community spaces—including a fire pit and outdoor lounge area. Whether you're here for a solo getaway, a family vacation, or a group gathering, the 500 House provides the perfect balance of privacy and connection.  Relax, explore, and feel right at home.

Top guest favourite
The two-story farmhouse is characterized by its historic brick exterior and large windows. A green lawn surrounds the house, complemented by a colorful sunset in the background. The structure features a porch with railings, providing an inviting outdoor space.
Flat in Kewaskum
4.96 out of 5 average rating, 57 reviews

The Cozy Country Farmhouse, Eisenbahn Suite

This 1865 COZY COUNRY FARMHOUSE is set only 1 mile out of Kewaskum. You get the best of both worlds county and a small town. There are 2 SUITES available. 1. The EISENBAUN SUITE is an apartment on the second floor that is equipped with a laundry room and full kitchen. Sleeps 4-6 2. The NEUMANN SUITE is an efficiency apartment on the second floor also with a queen bed, efficiency refrigerator right next door. Sleeps 2-3 For a larger group I recommend using both.

Top guest favourite
A two-story brick building houses a coffee shop on the ground floor, featuring large windows flanked by a striped awning. The entrance is highlighted by a sign that announces it as Kettle Moraine's Favorite Espresso Bar. A welcoming atmosphere is created by its corner placement and outdoor seating area.
Flat in Kewaskum
4.98 out of 5 average rating, 112 reviews

Local Landmark CF / Artisan Coffeehouse

Local landmark known as Kettle Moraine's favorite Espresso Bar. The iconic Coffee Corner Bistro (Est 1999) is steps from the Wisconsin 9/11 Memorial & Eisenbahn Bike Trail, and is the "Gateway to the Kettle Moraine" West Bend-5 mins, EAA-45 mins, Lomira-15 mins Proudly recognized by the Fond du Lac Reporter Travel Section in its June 13, 2026 feature: "Top Airbnb Stays Near Fond du Lac" Google CBS 58 story on our historical Coffeehouse.

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