
Holiday rentals in Waterford
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Top-rated holiday rentals in Waterford
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Pet-Friendly Retreat•Sleeps 8•Huge Yard•Fire pit
Wake up to sunrise over a peaceful backyard and enjoy your morning coffee on the private balcony. Evenings are perfect by the fire pit under a starry sky. Just a 5 minute drive from Pewaukee Lake Pet-friendly home with a large yard and fire pit - ideal for relaxing and spending time together. Open-concept living, kitchen, and dining area creates a warm, inviting space to gather. Sleeps up to 8 and is best suited for small families or close-knit groups who prefer a more cozy, intimate layout.

Red Lodge-Game Room, Hot Tub, Near Lakes!
Conveniently located amidst Southeast Wisconsin's best attractions, The Red Lodge is a contemporary-styled retreat that offers the space and family-friendly amenities to keep everyone entertained for hours. Enjoy an 👾 room, a secondary game room, a hot tub, a fire 🔥 pit, and a BBQ pit. Rent a boat right in the neighborhood at Lauderdale Lakes. Bike and hike at Kettle Moraine State Forest. Visit Lake Geneva for golfing and shopping—a quick 20-25 min drive away. Alpine Valley is minutes away!

Camp Wandawega: Lakeside 3 Bedroom Cabin
Overlooking the lake nestled right behind the main lodge, this cabin has 3 bedrooms, a half bathroom, a seating a room, a basic kitchenette & access to camp showers downstairs. One large bedroom has a queen bed, one room with bunkbeds, & one with a full bed to accommodate a max of 6 guests. (But the bunkbeds are best for kid-sized humans). Like all of Wandawega, it’s a back-to-basics, no-frills, primitive experience. Simple rooms, vintage furnishings. There is heat & a couple AC window units.

Exquisite Modern A-frame all WithInnReach
An amazing space that truly caters to the guest experience. We've built this art piece to have our guests immerse themselves in all the amenities, from heated floors to in-ceiling speakers - all whilst losing yourself in the wood burning fireplace. At WithInnReach the attention to detail was paramount - with an emphasis of what we enjoy...amazing food through a well balanced kitchen, beautiful sound through Klipsch speakers and relaxation with floor to ceiling showers...enjoy to the fullest.

Lakeside Getaway
Relax with the whole family at this peaceful, home on Lake Beulah. With the gorgeous lake and surrounding nature, you will feel you are hours up North, minus the long commute! Wake up and enjoy coffee on the deck. Bring your boat or grab a floaty and soak up the sun as you spend the day on the water. Wind down while you watch a stunning sunset from your own pier. Enjoy a show at the nearby Alpine Valley. Countless memories are just waiting to be made. Come play hard and relax even harder

Charming Lake Geneva, Wisconsin 3BR/2Bath Home
Step into the comfort of this sun-soaked 3BR 2Bath home in a tranquil area in Lake Geneva, WI. This relaxing retreat with a picturesque private pond is immersed in a breathtaking natural ambiance offering a perfect escape from the big city crowds. The stylish design and rich amenity list will leave you in awe. ✔ 3 Comfortable Bedrooms ✔ 2 Living Areas ✔ Sunroom ✔ Fully Equipped Kitchen ✔ Patio with a grill ✔ Pond Access ✔ High-Speed Wi-Fi ✔ Smart TVs ✔ Board Games/ Learn more below!

Cozy Modern Lake Cottage 3 baths and Pet Friendly
Our modern farmhouse-style cottage on Lake Tichigan is fully renovated. RARE, featuring two en-suite bathrooms - say goodbye to waiting times! Our cottage offers an idyllic escape with stunning lake views from every room.. Sleeps 8, pet-friendly, fully stocked kitchen. Enjoy shared lakefront, pier, and pontoon rental (May-Sept). Perfect for groups—check our profile to rent both cottages on the same premise! 30 mins fr. Alpine Valley & Rock Snow Park 30 mins fr. Mke 1 hr fr. Chicago

TheGlassCabin @ HackmatackRetreat
The Pond House, a vintage glass cabin filled with art, water views & eclectic vibes privately perched on the sacred grounds of Hackmatack Retreat Center. Native prairie, a winding slow river, two ponds, 200+ year old oaks & big sky- Countless places to curl up, gathering, focus-- nooks and crannies indoors and out, we offer “time out for time in” amidst this noisy world. Minutes from 2 small towns, all amenities, we're all about peace & ease-- let us custom curate your experience !

Round Lake Getaway Retreat
Looking for a calming, peaceful lakeside getaway for you and your loved one? Come stay at our remodeled retreat with private waterfront access to Round Lake. Enjoy peace and reflection meditating on the spirited lake waters rolling into shore. Wake up to inspirational lake views with soul warming coffee, tea or cocoa. Savor deep or lazy conversation with your loved one, surrounded by dreamy décor and captivating nature. Come and relax, restore, and rejuvenate by the lake!

A Frame Cabin located near multiple lakes
Experience the allure of Salem Lakes Chalet. featuring modern comforts nestled within a quaint 3-story log cabin. Relax in a fenced yard offering picturesque vistas of woods, and relish in the variety of nearby lakes. Enjoy the northern ambiance without the lengthy journey—be amazed by our expansive wall of windows! Whether you are in town to visit family or looking for a retrieve from the city we are conveniently located 10 mins from I-94. Brought to you by NCL Properties.

Cozy Country Cottage near Lake Geneva, WI
Our Cozy Cottage features 3 comfortable bedrooms and nightly magnificent sunsets. Nestled on a country road, the house offers plenty of space to rest after visiting Lake Geneva, Lauderdale lakes, biking at Kettle Moraine or site seeing in the area. It’s close to Walworth County fair grounds where the flea market, Das Fest and Rib Fest are held. This is country living with plenty of opportunity to enjoy the beautiful outdoors or the peace and quiet of the countryside.

Marie's Cottage
Quaint house originally built in mid 1800's centrally located in downtown Waterford on the Fox River. Perfect walkable location for summer festivals, concerts and boat launch for Lake Tichigan. Approximately 100 feet of Fox River frontage. put our canoe or kayak in and take a leisurely trip down into historic Rochester and Burlington. Finish the night with a campfire!
Popular amenities for Waterford holiday rentals
Other great holiday rentals in Waterford

Twin Lakes Cabin | 15 Min to Lake Geneva

Lakefront 2BR w/ Kayaks + Paddle Boards | Dogs OK

House on 5 acres - Walk to Alpine Valley

Peaceful Horse Farm Stay Private & Quiet

Muskego Getaway, walk to beach

10 Private Acres, Trails, Close to Lake, Hot Tub

Eagle Lake Home Steps to Beach Deck Firepit

The Log Cabin on Back Rd
Destinations to explore
- Chicago Holiday rentals
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- Six Flags Great America
- Alpine Valley Resort
- Wilmot Mountain Ski Resort
- Illinois Beach State Park
- Milwaukee County Zoo
- Naval Station Great Lakes
- Baird Center
- Milwaukee Public Museum
- Bradford Beach
- Riverside Theater
- Discovery World
- Marquette University
- Lake Geneva Public Library
- Gurnee Mills
- American Family Field
- Fiserv Forum
- South Shore Park
- Pabst Mansion
- Lake Geneva Cruise Line
- Betty Brinn Children's Museum
- Lake Geneva Ziplines & Adventures
- Atwater Park
- Holy Hill National Shrine of Mary
- Mitchell Park Horticultural Conservatory





