Home Vacation Home Rentals By Owner In Waupaca, WI

Showing 20 Of 69 Vacation Rentals
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Exceptional(4)

$162.58

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Cottage

Secluded city cottage. 3 blocks from beach & Main Street shopping

Waupaca, Wisconsin, United States

Perfect spot for visiting family and enjoying nearby water activities, but close to dining, shopping and theater. 2 kayaks available for nearby lakes. Small kitchenette allows for dining in. Outdoor seating.
Bed 2

Bed

Bath 1

Bath

Sleep 6

Sleeps
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$518.1

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Private Vacation Home

Shadow Lake Retreat House ~ Waterfront ~ Includes kayaks, paddle boards, bikes..

Waupaca, Wisconsin, United States

Enjoy Bethany’s Retreat House for a relaxing vacation on the shores of beautiful Shadow Lake, in Waupaca, WI. Whether you are here for a fun vacation, to refresh your spirit or on a business trip, our lake side lodge is the perfect home away from home. brbrOur lodge retreat is located right on the lake and is fully furnished with plenty of space and amenities for everyone. There are plenty of activities on-site and within a short distance of the Retreat House. Conveniently close to downtown Waupaca but has the camping experience you need to getaway.brbrThere are three large common rooms throughout the house that have available seating for your whole group with a great view of Shadow Lake seen clearly through large windows. brbrOutdoor seating and chairs are also at the Retreat House for you to use throughout your stay; with options to relax in the sun or the shade. Go out on the lake with your favorite watercraft to soak up the sun. brbrEnjoy the pool table, dartboard, movies and other indoor games on a rainy day. Make dinner on the grill, over a fire, use the kitchen or even walk over to one of Bethany’s restaurants to pick up some food. Downtown also has a variety of unique dining choices for you to try out. The Retreat House has everything you’ll need to truly unwind.brbrBethany’s Retreat House is located right on Shadow Lake, which is a prime location to see Waupaca’s annual 4th of July fireworks.brbrThe house is close to a city park which has a playground, picnic area, two shelters, bath house, fishing pier, boat launch, and museum. The sandy swimming beach has a raft, slide and diving board. Lifeguards are on duty Memorial Day through Labor Day.brbrClose to the Retreat House is Bethany’s Crystal River Walking Trail with rest stops and boardwalks that extend to oversee the Crystal River.brbrbrbrbrbr
Bed 7

Bed

Bath 3

Bath

Sleep 20

Sleeps
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Exceptional(2)

$918.16

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Private Vacation Home

Chain Lakefront Retreat Awesome Sandbar Newly remodeled

Waupaca, Wisconsin, United States

brEscape to unparalleled luxury and tranquility at our newly remodeled lake house on the Waupaca Chain of Lakes. Situated on a pristine lot with sweeping, panoramic views of crystal-clear waters, this exquisite home offers the ultimate lakeside experience for those seeking elegance, comfort, and nature in perfect harmony.brbr• Newly Remodeled Interior: A seamless blend of modern design with rustic charm, featuring high-end finishes, open-concept living spaces, and floor-to-ceiling windows to take in the spectacular views.brbr • Panoramic Views: Enjoy breathtaking sunrises and sunsets over the lake from every room, including the expansive deck and cozy fire pit area.brbr • Private Sandbar Access: Step outside to your own slice of paradise with a crystal-clear, sandy-bottomed sandbar just steps away from the dock, perfect for swimming, boating, or simply lounging in the sun.brbr • Spacious and Luxurious Bedrooms: Each bedroom is thoughtfully designed for ultimate relaxation, offering plush bedding, serene lake views, and ample space to unwind.brbr • Gourmet Kitchen: Equipped with state-of-the-art appliances, granite countertops, and a large island perfect for entertaining or preparing gourmet meals with local ingredients.brbr • Outdoor Paradise: Multiple seating areas and a fire pit where you can unwind while listening to the gentle waves of the lake.brbr • Perfect for Entertaining: Whether you're hosting an intimate gathering or a celebration, this home offers a variety of spaces for dining, lounging, and enjoying time with friends and family.brbrPrime Location:brNestled on the serene Waupaca Chain of Lakes, this property is just minutes away from the top restaurants, boutique shops, and entertainment the area has to offer. From fine dining to local gems, you’ll have access to the best of Waupaca’s culinary scene. Enjoy fishing, boating, and water sports right at your doorstep, or explore nearby hiking trails, parks, and golf courses.brbrIdeal for High-End Guests:brPerfect for those looking to escape the hustle and bustle and indulge in a luxury lakeside retreat, this home provides a quiet, private sanctuary with every modern amenity. Whether you’re seeking a peaceful getaway, a family reunion, or a special celebration, this home offers it all.brbrBook Now to experience the ultimate lakeside luxury in the heart of Waupaca’s most sought-after destination. Your unforgettable retreat awaits!brbrWith 4 queen beds and 1 bunk bed spread across 4 bedrooms, this cozy retreat is perfect for families or groups of friends. Enjoy the convenience of amenities like AC, WiFi, and a washing machine. The 2 bathrooms come equipped with a hair dryer for your convenience. You're sure to make fantastic memories with a stay at our place.
Bed 4

Bed

Bath 2

Bath

Sleep 11

Sleeps
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Exceptional(16)

$236.08

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Cottage

Beautiful 2-bedroom Cottage

Waupaca, Wisconsin, United States

Welcome to Two Lakes cottage in between the towns of Waupaca and King. This beautiful two-bedroom cottage sleeps seven and offers seclusion and quiet but is still only 5 minutes from the hustle and bustle of Downtown Waupaca and the nightlife of the Chain O’ Lakes. If it's a relaxing vacation you're looking to enjoy. Relax on our large deck and enjoy the view of the lake behind the house. If it's drinks and live music that toots your horn take the five-minute car ride or 15 min bike ride to the Chain to party.
Bed 2

Bed

Bath 1

Bath

Sleep 6

Sleeps
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Exceptional(75)

$808.69

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Private Vacation Home

Gorgeous Log & Glass Home On Large Sunny Waterfront Lot, Waupaca Chain O' Lakes

Waupaca, Wisconsin, United States

**please note: this is a no pets & no smoking property.br***also please note MAXIMUM number of guests is 11 INCLUDING DAY GUESTSbr**** ALSO please note there is NO SANDY BEACH except a small patch to the right of the boathouse. Swimming is the 'jump-in' variety, off the dock to our raft. brbrThe Waupaca Chain O' Lakes is a premier Wisconsin vacation spot, known for it's crystal clear connected spring-fed lakes and fun family atmosphere. Reese's Retreat, named 50 years ago when our parents bought the property, is located on Beasley lake, the last lake on the fun-loving, water-sport mecca of the lower chain, connecting via Beasley Creek to the peaceful nature sanctuary of the upper chain. brbrSit on the wrap-around deck and watch the world go by. Enjoy fishing/swimming off the dock to our private swim raft not far offshore, or my favorite: float with a cool drink and catch up with those you love. No worries about the kids in kayaks or floats: Beasley is a safe, no-wake lake. The middle of our lake is a favorite for swimmers, as is the sandy shore at the end of adjoining long lake where all ages float, put chairs in the shallow water to talk, throw balls, play or just generally splash around. 2 kayaks, a stand-up paddleboard, a rowboat, floaties of every description and a canoe are included with the rental. Pack a cooler and tour the lakes, tie up at Clear Water Harbor for live music and eats, or park on a sandbar in style.brbrOur large lakeside yard is surrounded by beautiful plantings, which create a private space for your group to play volleyball, Frisbee, or have an after-dark campfire.brbrThe main level's open floor plan allows the great room with it's wood burning fireplace to flow into the kitchen so no one is left out. A connected 3-season porch offers outdoor eating without hassle or mosquitoes. Lots of seating and a gas grill steps away on the deck make things easy. After dinner it's a short walk to Tom Thumb's mini-golf, then a s'more-making, story-telling session around the fire pit. Or you can choose to do nothing but sit on the deck, listen to the frogs and watch for shooting stars.brbrOur family purchased the property in the early 1960's, and replaced the original cottage with this large house in 2005 to accommodate our growing brood. We designed the walk-out level to be quite separate. It consists of a big screen entertainment center, huge leather couch with built-in recliners, 2 bedrooms which sleep 4, a bathroom, wet bar with fridge, and the laundry room. If your family is like ours, you have early birds, but you also have night-owls who like to watch movies, eat chips and make lots of noise into the night. No problem. This arrangement keeps everyone happy.brbrOn rainy days, you can watch movies or play games in front of the fire, or explore the authentic late 1800's main street with shops, restaurants and even The Rosa, an old-time movie theater playing films suitable for all ages.brbrOn sunny days, the Chief Waupaca stern wheeler or Lady of the Lakes motor yacht out of Clear Water Harbor Marina offer narrated cruises while beautiful scenery goes by. The hardy among you can take the famous crystal river trip from nearby Ding's Dock. Offering both tubing and canoe options, it can be rough-and-tumble, but great fun indeed! Or just stay close to home for a kayak trip to the upper chain or a swim off the dock.brbrReese's Retreat has been part of our family for 60 years. We welcome you and your family to enjoy it as well.
Bed 5

Bed

Bath 3

Bath

Sleep 11

Sleeps
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Exceptional(22)

$383.68

/ Nightly
Cottage

Relaxing Taylor Lake Retreat directly on the Chain of Lakes

Waupaca, Wisconsin, United States

A delightful waterfront property perfect for all of your family and friends! Directly on Taylor Lake, across from Clearwater Harbor, we are close to all the activities that the chain is famous for. Plenty of indoor and out door living areas with kayaks and paddle boards, a shared pier to moor your boat along with all the other amenities to make your stay enjoyable, we have it all!brbrDuring the winter months, curl up next to the wood burning fireplace and relax while taking in the views, perhaps after a successful day hunting or snowmobiling. Winter activities abound, this is not just a summer retreat! Plenty of parking for your snowmobiles on site. One note: The Dock is removed around October 15th, depending on weather. brbrTaylor Lake Oasis is within minutes of everything, you can enjoy nature at Hartman creek (8 minutes) cold brews at Hinder Brewing (9 min) and water activities with boat rentals and crystal river trips at Dings Dock (6 min), golfing at Fox Fire (2 min) and so much more! ,brbr With incredible views and outdoor spaces, fire pits (yes there are two, so one for the adults, one for the kids) and yard activities, there is something for everyone. brbrThe main cottage features two bedrooms, the master has a queen and soaking tub right in the room for relaxation after an action filled day. The second bedroom has two double bunks (sleeps up to 4). The living room features a wood burning fireplace for the cooler months. The second efficiency cabin is part of the property from May 1st to October 1st and sleeps 2 in the bedroom, and if you need , has room in the living room for an air mattress. Perfect for the kids. There is a kitchen in the second cabin and full bath as well. brbrDuring the winter months (October. 1st to May 1st), we rent only the main cabin and a caretaker resides in the smaller cottage to take care of snow and other winter related headaches to ensure your stay is wonderful. brbrWe hope you enjoy our property as much as we do!
Bed 2

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Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(18)

$325.1

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Cottage

Cozy cottage in the heart of Waupaca's Chain O Lakes

Waupaca, Wisconsin, United States

4 Seasons Cottage is nestled in a quiet setting of tall pines on Beasley Creek in Waupaca Wisconsin. The Chain O Lakes are spring fed and beautiful. We are the perfect place to launch kayaks and paddle boards or just relax and take in nature and wildlife. The kitchen has 2 large picture windows looking over the creek and a screen porch to view the lake and sunset.brNote: This cottage is designed and set up to sleep a max of 7.brbrWe can assist with kayak and other paddle craft rentals. Let us know your desires and we'll get you set up.
Bed 3

Bed

Bath 1

Bath

Sleep 7

Sleeps
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Exceptional(6)

$668.8

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Cabin

Whispering Pines on the Lake

Waupaca, Wisconsin, United States

4bed/1.5 bath on Waupaca's Upper Chain o Lakes. Located amidst the serene pines, enjoy the quiet of a no-motor lake with easy public boat access to the Chain directly across the street. Private sandy beach, tons of yard space, and updated interior. Easy walk to The Wheelhouse, the Casino and Scoopers. Kayaks, canoe, floats, games and beach towels included.brEasiest public Chain access is walking distance behind the Wheelhouse on Lake Cleghorn. brbrNo Saturday check inbrSleep 8 comfortably. The bed in the pull out couch & blow up mattress are beds 5 & 6brFor larger groups or overflow, see Otter Lodge around the corner on Otter Lake. Experienced host
Bed 4

Bed

Bath 1

Bath

Sleep 10

Sleeps
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$279.58

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Private Vacation Home

NEW LISTING! Charming Crimson Cottage on Beautiful Crystal-Clear Long Lake.

Waupaca, Wisconsin, United States

NEW LISTING! Located in beautiful Waushara County, our charming crimson cottage is nestled in between towering white pines overlooking crystal clear Long Lake. Our bay is no wake, which offers peace and solitude and some of the best fishing habitat on the lake. Long Lake is a pristine, full-rec lake located 9 miles south of Waupaca in Waushara County, Wisconsin (please note: this is not part of the Chain of Lakes). The lake is 254 acres in size with a maximum depth of 71 feet. It offers a vast variety of fish...including Panfish, Largemouth Bass, Walleye and Northern Pike. It's also great for almost every type of water recreation, including jet skiing, water skiing, kayaking, canoeing, and paddle boarding. While we have beautiful lake frontage, we do not have a sandy beach. There is however, the perfect sandy swimming spot within our bay just a short paddle or boat ride away. There is a 22-foot pontoon boat on site available to rent. We also have 2 kayaks (1-double and 1 single), a canoe and a paddle board for your use, which are included in your stay. brOur NEWLY RENOVATED cozy cottage offers Mid-Century charm and is perfect for a romantic couples getaway. It features 2 bedrooms, a full-size bathroom, full kitchen with all of the amenities, free Wi-Fi and a Smart TV. We also have a wide array of DVDs, books and games for your enjoyment during your stay. We offer all of the amenities of home to make your stay enjoyable and relaxing. The large wraparound deck is a great place to enjoy the lake view with your morning coffee, to relax in the shade of the towering pines with a book or to grill out as the sun sets over the bay. Our dock is the best spot to soak up some vitamin D or to do some fishing from shore. To end each day, you can relax in the Adirondack chairs by our lakefront firepit and enjoy an evening of stargazing. If you're lucky, you may even see some Northern lights or hear the musical sounds of the resident Loons. This is truly a magical place that we love to share with others. There is a welcome binder on site which offers more details for your stay, but feel free to reach out to us during your stay if you need anything else.
Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(3)

$389.46

/ Nightly
Cottage

The Chain Reaction Retreat = Splendor, Grandeur, and everything Waupaca!

Waupaca, Wisconsin, United States

The Chain Reaction Retreat caters to just about anyone, whether it be a couple, family of four, or a bachelorette/bachelor party. It is located between Otter and Taylor Lakes by the primary boat landing, and is across the street from the water.brbrThere are many hosting areas throughout the property. This includes the main living room, the downstairs with wet bar, and the back patio which has a year-round Gazebo Style bar (O'Bryan's Pub) with lots of windows to let in the light. brbrRelax in the courtyard style patio, or enjoy beverage in O'Bryan's Backyard Bar! Free firewood for the firepit outside!brbr***Please CONSULT with Host concerning your PET prior to booking. ***brbrO'BRYANS PUB: Built in 2018, we transformed the mother-in-law suite into a bar heated by a pellet stove and other amenities such as a 55 inch HD Samsung TV with full access to apps and sports programs. 100 year old barnwood creates an accent wall, providing for a true Wisconsin feel. The WIFI password will be provided upon booking. Wood and pellets are free and you can burn as much as you would like during your stay. The pellet stove works as easy as pushing an off and on button. brbrINSIDE: There are two bedrooms on the main floor, both with queen beds. There is a charming modern bathroom that has a walk-in rain style shower, heated floors, and a whirlpool bathtub. Further, there is a master full bathroom and a half bath in basement. The basement pairs as another bedroom due to the egress window which contains another Queen bed. brbrThere are three couches throughout the home, one of which slides out to a bed. This would accommodate sleeping for four if needed.brbrTV's: All TVs in the house are Smart Samsung 4k HDTV with access to all apps.. The downstairs TV is smart via Roku. brbrOUTSIDE: The home sits on .71 acre lot that you will have access to. Woods align the backyard that connect to another lake providing for an intimate and private setting. The space includes a large firepit with court yard style outdoor lighting hanging between the home and garage for ambiance. There is a remote for the lights that can be dimmed and on a timer. brbrBOAT LAUNCH: The main boat landing for the Chain on Taylor Lake is walking distance. One can easily drop their water recreational vehicle off at the landing and park back at the house without issue. This avoids long walks in between docking as this landing gets extremely busy in summer where people park miles away. Not to mention you avoid the launch fee altogether.brbrIn essence, this is a great location for easy access to the main Waupaca Chain of Lakes' boat landing, shops, and bars with a private backyard to kick back and relax... brbrThanks for looking!
Bed 4

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(19)

$138.47

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Apartment

Near Waupaca Chain of Lakes, Hartman Creek State Park, Central Waters Brewery

Waupaca, Wisconsin, United States

Experience Waupaca like a local in this charming 1-bedroom apartment. This superb property offers all the essentials for a comfortable stay, including WiFi, AC, heating, an iron, and a hair dryer. The tranquil ambiance of the apartment provides a peaceful retreat for guests looking to unwind after a day of exploring the Waupaca area. Our place is equipped for both long or short stays to make your holiday one to remember. We are located near Waupaca Chain of Lakes, Hartman Creek State Park, Central Waters Brewery, Par4 Resort/ Foxfire Golfcourse and many fun bar/ restaurants. The Harbor on the Chain, Indian Crossing Casino (ICC) and the Wheelhouse to name a few. Come explore and see why all of us love living here.
Bed 1

Bed

Bath 1

Bath

Sleep 2

Sleeps
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Exceptional(45)

$605.33

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Private Vacation Home

Calm Waters Chain O' Lakes Vacation Home

Waupaca, Wisconsin, United States

Welcome to the spacious and beautiful Chain O' Lakes Calm Waters Vacation Home! This home has plenty space for your family to enjoy or even can accommodate multiple families! Your ideal vacation starts with ample parking for 6 vehicles right out front of the home! Enter through the sunroom and take a load off while taking in the beautiful views of the lake. Observe the open concept as you enter the home and look out the sliding doors to the lake. Sit on the sofa and take in the natural beauty of the property! Trees on the property keep our home private while still allowing picturesque views of the water! The kitchen is stocked up with pots, pans, plates, silverware and cups. There is a refrigerator, stove, dishwasher and coffee maker. The master is on the main floor and has an attached full bathroom. The master has one queen bed and a desk. br The 2nd bedroom is also on the main floor with one queen bed and one full bed. There is also one more full bath on the main level. Upstairs find two additional bedrooms. The 3rd bedroom has one queen bed and a twin bed. There is also space in this room for an air mattress or a pack and play. The 4th bedroom has two queen beds and many windows as well. There is a third full bathroom on the second floor between the two bedrooms. Downstairs on the basement walkout level you will find a bar area with plenty of stools along with a high top table to hang out at. The basement also has a pool table for your enjoyment. There is a half bathroom on this level along with a washing machine, dryer and additional refrigerator. Walk down to the waterfront from the deck or the lower level. The deck offers additional seating along with a charcoal grill. The lower walkout also has a picnic table for even more seating! The shed offers plenty of inflatables to enjoy on the water and additional chairs for lounging. There is a firepit for hanging out in the evening and roasting marshmallows. Enter the lake through the gradual walkout or take a plunge off the end of the dock into 8ft of beautiful spring fed water! Calm Waters is definitely a gem on Limekiln Lake. We are a no wake lake so no worries about jet skis and boats speeding by while the children (or you) are swimming. However, when you want to go to a recreational lake and enjoy water sports we have two recreational lakes just around the corner from the home! We have 4 kayaks, a stand up paddle board and paddle boat for your enjoyment! There is also a pontoon boat available for rent. Please contact us for information if interested. br Calm Waters is a 0.5 mile walk from Indian Crossings Casino, The Wheelhouse Restaurant, Oakwood Park and Scoopers Ice Cream! The smell of waffle cones when you walk into Scoopers is truly mouthwatering! Calm Waters is also a quick 2.5 mile drive or a 10 minute boat ride to Clearwater Harbor Waterfront Restaurant and Bar! Dock your boat and enjoy the bands that play on their pontoon! Downtown Waupaca is about 7 miles away and Stevens Point is 28 miles away. Hartman Creek State Park (2.4 miles away) offers biking, hiking and snowshoeing. Standing Rock Red and Blue Mountain Bike Loop is 5.7 miles away and is accessible all year with biking, hiking and cross country skiing. Nordic Mountain Ski Area is 24 miles away and offers skiing, snowboarding, tubing and free mountain biking. Calm Waters is about 2 hours away from Milwaukee and Madison and about 3.5 hours away from Chicago! brWe have loved every minute of everything this house has to offer and everything The Chain O' Lakes has to offer! We are excited to be able to offer the same experience to you! Our wish is to make you feel welcomed and to make your vacation as enjoyable as possible! Please let us know if you have any questions! brPeak Season: Memorial Day-Labor Day, Friday-Friday 7 night rentalbrOff Season: After Labor Day-Before Memorial Day- 2 night minimum br
Bed 4

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Bath 3

Bath

Sleep 13

Sleeps
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Exceptional(10)

$333.69

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Private Vacation Home

The Treehouse

Waupaca, Wisconsin, United States

Set on 15 wooded acres just around the corner from Spencer Lake, The Treehouse is the 1970s camp that we wish we grew up with. The Treehouse is ideal for girls and boys of all ages. Whether you’re looking to escape the city for a relaxing retreat with family, or a girls trip to sip those oh so tasty Wisco’ Old Fashioned cocktails. We hope this lovely Wes Anderson inspired cabin will be the Wisconsin Kingdom to make lasting memories at.
Bed 4

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Bath 2

Bath

Sleep 8

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Exceptional(58)

$428.7

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Private Vacation Home

Spacious Lakefront Home | 4BR/3.5BA, Sleeps 12

Waupaca, Wisconsin, United States

Pine Lake Family Retreat – Spacious Lakefront HomebrWelcomebrBring the whole family to our Pine Lake retreat, built in 2017 and designed for comfort, connection, and fun. With 9-foot ceilings throughout and nearly 3,000 sq ft, 4 bedrooms, 3.5 bathrooms, and space to sleep 12, everyone will find a favorite spot. Two master suites (one on the main level, one in the walkout basement) make it perfect for multi-generation stays.brStep out onto open and screened porches to enjoy stunning sunset views, grill family dinners, or just relax while the kids play by the water.br________________________________________br The Homebr• Open-concept main floor with large kitchen, custom dining table (seats 8–10), bar/island with 3 barstools, and living room with 65” TV & gas fireplacebr• Two sliding French doors open to a deck and screened-in porch with lake viewsbr• Stocked kitchen and large grill for family dinners br• In-unit laundry and large main floor powder roombr• High-speed fiber optic WiFi for email and streamingbr• Large sectional with seating for 6-8 and two big chairsbr________________________________________br Sleeping ArrangementsbrMain Floorbr• Upstairs Master bedroom: 1 queen bed, ensuite bath with step-in showerbr• Walkout Basementbr• Downstairs Master bedroom: 1 queen bed, ensuite bath with double vanity & curb-less showerbr• Bedroom number three: 2 full beds (sleeps 4)br• Bedroom number four: 1 full bed and twin bunk beds (sleeps 4)br• Additional full bath with tub/shower combobr• Sheets, blankets, pillows, and bath towels provided. Please bring your own beach towels.br________________________________________br Family Fun & Amenitiesbr• Board and card games, DVDs, and movies for rainy daysbr• Kayaks and paddleboards for exploring the lakebr• Large propane grill for family mealsbr• Two TVs (65” & 55”) with access to streaming options and DVD playerbr• Plenty of parking plus 2-car garage for your use.br• Ring video doorbell on the roadside entry (for security transparency)br________________________________________br The LakebrPine Lake is ranked among Wisconsin’s clearest lakes year after year. It’s spring-fed, 150 acres, and 50 feet deep — perfect for both adventure and relaxation.br• Family-friendly shoreline: gradual entry and sandy bottombr• Active fun: swimming, waterskiing, tubing, wakeboarding br• Quiet times: no-wake hours before 10am & after 5pm, great for paddling, fishing, and sailingbr• Fishing: stocked with bluegill, bass, pike, and walleye (new fish habitat on northwest corner)br• Public boat launch off W Pine Lake Rdbr________________________________________br LocationbrThe home sits on a quiet private road, surrounded by mostly full-time residents. It’s about 9 miles to the nearest town — close enough for convenience, but far enough to feel like a true escape. You’ll need a car, and there’s ample on-site parking.br________________________________________brbr☀️ Summer & Fall ActivitiesbrSwimming & Boating: Swim off the dock or paddle out in one of the provided kayaks or paddleboards. Bring or rent a pontoon or speedboat for waterskiing, tubing, or fishing. brFishing: Excellent bass, northern pike, and panfish fishing right out front. Local outfitters and bait shops in Waupaca can help with tackle and licenses.brHiking & Biking: Hartman Creek State Park (10 min) offers miles of wooded trails, a beach, and access to the Ice Age Trail.brGolfing: Tee off at Foxfire Golf Club or Waupaca Country Club, both within 15 minutes.brFall Colors: Waupaca County’s rolling hardwood hills explode with color each October — take a drive along County Highway Q or visit Crystal River Road for postcard views.brLocal Flavor: Visit the Indian Crossing Casino (established 1925) have dinner at Clear Water Harbor or pizza at the Wheelhouse and grab ice cream from Scoopers next door. Shop the local boutiques in downtown Waupaca or King. Visit historic sites (the restored Railroad Depot, Danes Hall, the Mumbrue-Penney House) br________________________________________br❄️ Winter ActivitiesbrIce Fishing: Pine Lake is a local favorite for ice fishing — species include walleye, perch, and bluegill.brSnowmobiling: Access miles of groomed Waupaca County Snowmobile Trails directly from nearby connectors.brSkiing & Tubing: Nordic Mountain in Mt. Morris is just 35 minutes away and offers downhill runs, night skiing, and tubing hills.brCross-Country Skiing & Snowshoeing: Hartman Creek State Park and South Park Trails are groomed for winter use.brCozy Indoors: Enjoy board games, hot chocolate, and the warmth of the fireplace after a day outdoors.br________________________________________br Outdoor Adventure & Nearby AttractionsbrHunting: Public hunting land is available in the Waupaca County Forests and Hartman Creek area (DNR regulations apply).brWildlife Watching, Birding & Nature Walks: Expect loons, eagles, deer, and even the occasional fox.br________________________________________brbr✅ SummarybrSpacious, modern, and built for families — this Pine Lake retreat combines comfort, fun, and one of the best views on the lake. Whether you’re swimming, grilling, playing games, or simply relaxing on the porch, it’s the perfect place to make lifelong memories.
Bed 4

Bed

Bath 3

Bath

Sleep 12

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Exceptional(16)

$299.36

/ Nightly
Private Vacation Home

Cozy Cottage steps from Pristine Chain O’ Lakes Waupaca-Pontoon Rental Option

Waupaca, Wisconsin, United States

Situated close to water access with a peek-a-boo backyard view of Taylor lake. Walking distance to local restaurants, boat tours, playground, ice cream shop, bike trails, water sport rental, and shops/boutiques. Our cottage is the perfect location for your next getaway! Enjoy the Chain O’ Lakes with public boat ramp located a mile away or drop in our kayaks 0.1 miles from our home at Clear Water Harbor. The 22 spring fed lakes are a mix of full recreation and slow no wake lakes where you can enjoy swimming, kayaking, tubing, skiing, fishing or a day of fun in the sun. A great space for your family, couples, or friends. Fall in love with the original hardwood floors and arched doorways. A front and back porch for game playing or relaxing with a book. A plush queen bed in the main bedroom, twin over full memory foam bunk bed down the hallway or the twin daybed with trundle located in the entryway room will accommodate for flexible sleeping arrangements. The living room has a comfortable L shaped couch as well as an oversized chair. Enjoy watching your favorite shows when you log into your apps on the 55 inch ROKU TV. The bathroom has a wonderful rain shower. The charming galley kitchen is supplied with all the cookware and appliances for your needs during your stay. There is a 4 person dining area off of the kitchen, but if you need more space our dining room opens up to a enclosed porch with a pub table that accommodates 4. Enjoy grilling out during the day and campfires at night. Pontoon boat (2005 Bennington) rental is available for additional fees and rental agreement. Please contact owner for more information, subject to availability.brThere are two kayaks available for use that can be dropped in 0.1 miles from our cottage or stop at Adventure Outfitters water sport rental for more options. Kayak the Upper Chain, Crystal River, or Waupaca River, with option of local tour guides. Feel like exploring Waupaca Check out downtown shops, dining and historic sites. brThe driveway accommodates two cars. Have a boat No worries, we can arrange parking in our back yard area upon requests. Note: host may ask for ID verification for compliance.
Bed 2

Bed

Bath 1

Bath

Sleep 7

Sleeps
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$262.25

/ Nightly
Private Vacation Home

Boater-Friendly Retreat Home, 2 Blocks from Chain O' Lakes Public Boat Landing

Waupaca, Wisconsin, United States

At THE OTTER ONE, you can launch your boat, park your trailer on-site, and effortlessly enjoy waterfront recreation on the Chain O' Lakes within minutes. This upscale renovated home offers a rare combination of easy access to 22 spring-fed lakes, true Northwoods privacy, and the ability to walk, bike or boat to all of the attractions on the Chain O'Lakes. It is one of the most convenient and elevated stays in Waupaca. Escape to the Chain O' Lakes in style and comfort.brAfter a day on the water retreat to THE OTTER ONE for relaxation on the deck for cocktails or a cookout on a new gas grill. The natural setting has dozens of plant species, abundant bird sightings, along with distant croaking frogs, Inside the newly renovated home, find upscale finishes and open-concept design. Enjoy a well-equipped kitchen with all new, full-size appliances, 2 bedrooms with new queen beds, queen sofa-sleeper, full bath with walk-in shower, new washer/dryer, half-bath in basement, free Wi-Fi, keyless entry, and more. The space is ideal for 2 couples but we welcome up to 6 guests. Bring your kayaks, bikes, and books to this Northwoods retreat just steps from the vibrant Chain O' Lakes. THE OTTER ONE is located on Otter Drive which connects from Hwy 54 near Foxfire Golf Course to County QQ, known as the strip in King. Favorite destinations in the neighborhood include: Clear Water Harbor (N2757 County QQ, Waupaca), 81 Market (N2728 County QQ), Adventure Outfitters (N2757 County QQ, Waupaca), Christine's Boutique (2727 Park Lane at QQ, Waupaca), KRB Klinger's Real BBQ (N2826 County QQ), Annie's Hearts Desire (N 2739 County QQ, Waupaca), Barnwood Blooms & Brews (N2729 County QQ, Waupaca)Wisconsin Veterans Home in King, Indian Crossing Casino (E1171 County Q, Waupaca), Wheelhouse Restaurant (E1209 County Q, Waupaca), Chain Bar & Grill (N2598 County QQ), and Foxfire Golf Course (215 Foxfire Dr, Waupaca). Take a night tour with Adventure Outfitters in one of their night glow kayaks, tour the Chain on the Chief Waupaca Sternwheeler at Clear Water Harbor, go mini golfing at Tom Thumb, or park your boat at the Indian Crossing Casino for music on The Green. At 81 Market you can sip and shop for your home or grab some of the best swag in the area. The outdoor patio is a perfect place to meet friends or park husbands. You can also enjoy music, festivals and the best pizza around at the Wheelhouse Restaurant. The Wisconsin Veterans Home at King has a beautiful campus to explore. Many other shops in the area offer antiques spa services, ice cream (Moo's Dairy Bar at Clearwater Harbor or Scoopers at the Wheelhouse Restaurant), and more. brThe charming city of Waupaca has a wide variety of things to do or see, too: restaurants, breweries, boutiques, festivals, art fairs, farm markets, and events such as Art in the Park and the Waupaca Area Triathlon throughout the year. Waupaca and the Chain O' Lakes are often described as easy to get to but hard to leave and there is a reason for that!brOur local Chamber of Commerce Office and their Facebook page offer comprehensive guides of things to do and places to see while you are here. Or, take day trips to the Iola Car Show, Ice Age Walking Trail, Manawa Rodeo, Sentry World Golf, EAA, Lambeau Field, to name just a few. We will also have local information available to you at THE OTTER ONE.brAs nearby Hosts and long-time residents, we'd be happy to make recommendations and answer any questions you may have. Thanks for checking us out.
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$486.16

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Cabin

Cozy 3-bedroom cabin in adorable Waupaca, on the Chain of Lakes.

Waupaca, Wisconsin, United States

This 3-bedroom cabin is perfect for your escape to Waupaca. Nestled in a marvelous setting, this peaceful retreat offers a serene getaway for guests. The cozy bedrooms feature 1 king bed and 2 queen beds, ensuring a comfortable stay for everyone. With amenities like WiFi, a washing machine, AC, and heating, you'll have everything you need for a relaxing vacation. The 3 bathrooms are equipped with showers, providing convenience and comfort. Enjoy all that Waupaca has to offer when you stay at our place. Appleton 30 minutes. Green Bay 1 hour. Stevens Point 30 minutes
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$396.12

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Cottage

Round Lake's Happy Swimmers 1970's-80's Retro Cottage

Waupaca, Wisconsin, United States

This is a fun two-level lakeshore cottage approx 1800 sq ft home with an oversized 12'x15' treetop deck providing expansive views across Round Lake and into the other Chain 'o Lakes. Features a main floor lakeside window wall and hand-sawn oak boards forming custom walls in the spacious cathedral ceiling dining/living area.brbrThe lakefront is 58' of shoreline, with a rare sandy bottom. Dock installed for mooring your boat approximately Mother’s Day through September. Three kayaks ( two singles, one tandem), two SUPs and an inflatable sunning raft await you. For fun, a cornhole game and lakeside fire pit are lakeside to tell stories by and roast marshmallows. Enjoy the Happy Swimmers cottage!
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$321.25

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Cottage

Rustic Lakefront Cabin with 2 Bedrooms + Sleeping Porch

Waupaca, Wisconsin, United States

Welcome to our family's cabin! “Castle Point” is a rustic 2 bedroom cabin located directly on the Chain O’Lakes. You will have access to both the upper and lower chains. Beasley Lake is deep and clear of vegetation off the end of the dock for great swimming. The cabin sits on a 1 acre wooded lot overlooking the lake with a large private dock (bring your boat) and fire pit. We provide two kayaks and two canoes as well as firewood. The cabin is a short drive to restaurants, boat rentals and shopping. Maximum occupancy is 8. No pets. No parties, events or large group gatherings.brbrA few things to consider before you read further:br-Guests must bring their own bath and beach towels. All bed linens are provided.br-If your party is more than 4 people please be prepared to utilize the screened-in sleeping porch. All bedding for the porch is provided but guests make up their own beds on the porch upon arrival.br- This is a summer cabin with no central heat. It can be heated but please read the note AC/Heat below. The bedrooms and living room have AC.brbrABOUT: Castle Point is a rustic cabin/cottage located directly on the Chain O' Lakes. It was built over 100 years ago and has been in the same family ever since. We provide a vintage Northwoods experience. The cabin is old and rustic but with tons of character and charm and is very well loved. We do our best to provide a clean and comfortable space with various updates and some modern amenities. If you are looking for a fully updated space or hotel experience this may not be the place for you. Also please note that there are numerous steps leading down to the lake (see photos).brbrThe cabin is situated on a peaceful 1+ acre wooded lot overlooking Beasley Lake. There is a large private dock with room for a boat. Inside there are 2 bedrooms (1 queen, 2 twins) plus a screened-in sleeping porch with 4 twin beds. Amenities include a fully equipped kitchen, bathroom with shower, air conditioning, screened porch with view of the lake, dining porch, seasonal gas fireplace, fast Wi-Fi, smart TVs (log into your own streaming apps, no cable), board games, outdoor fire pit and charcoal grill. 2 kayaks, 2 canoes, beach chairs for the dock, water noodles and firewood are all provided.brbrBED LINENS/TOWELS: We provide all sheets/blankets and pillows for the beds. We do NOT provide towels except for hand towels in the kitchen and bathroom. You must bring your own bath and beach towels.brbrBEDROOMS/SLEEPING PORCH: There are 2 bedrooms--one with a queen bed and the other with 2 twin beds. Additionally, there are 4 twin beds on a screened-in sleeping porch. There is a ceiling fan and floor fans for use on the porch. Fleece blankets are also provided for each porch bed. ***The sleeping porch is screens only. You are OUTSIDE.***brbrAC/HEAT: The bedrooms and living room have air conditioning and heat. Each room has it's own mini-split wall unit or window unit, no central air or heat. The cabin can be heated very well but please keep in mind if you are staying early or late in the season during chilly weather you will need to heat each room individually. Space heaters are provided for the bathroom and kitchen. The gas fireplace can also produce heat but it is not guaranteed to be operable. (We will try to have it on if the high temperature is 65 or below). The cabin is not available to rent during the winter/freezing weather.brbrTHE LAKES/SURROUNDING AREA: Beasley Lake is a peaceful no-wake lake connected by a short channel to Long Lake and the rest of the Chain. The shoreline of Beasley is natural so there is no beach or hard sandy bottom but the water at the end of the dock is deep and free of vegetation for great swimming. There is a ladder for easy in and out of the water. Larger wake lakes are adjacent to Beasley for boating, waterskiing and tubing. The Upper Chain is also easily accessible by nearby Beasley Creek for kayaking and canoeing in a tranquil state park setting. We provide two kayaks and two canoes. Beasley Creek is a great shallow spot for kids to play. Tom Thumb mini golf is two doors down from the cottage and Hartman Creek State Park is within walking/biking distance. Boat launches and rentals, restaurants and shopping are also nearby.
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$363

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Cottage

Waupaca Wellness Retreat: Private Sand Beach & Elite Gym

Waupaca, Wisconsin, United States

Where Elite Fitness Meets Glassy-Water RelaxationbrbrExperience the ultimate private retreat on the quiet, slow-no-wake shores of Bailey Lake. Whether you are training for your next event or looking for a serene family escape, this home is engineered for both peak performance and total peace.brbrPrivate Sand Beach & WaterfrontbrForget the muck—step directly onto your private sand beach right next to the dock.br• The Shore: Perfect for kids to build sandcastles or for you to launch our single kayaks or stand-up paddleboard with ease.br• The Fleet: Your stay includes a paddle boat for sunset cruises on the mirror-still water, a sleek kayak for speed, a much larger kayak for fishing and a premium inflatable SUP.br• The Vibe: Because we are on a no-wake lake, the water is exceptionally safe for swimming and remains calm all day long.brbrThe Professional-Grade Home GymbrThis isn't a hotel gym—it’s a performance center.br• Strength: Major Fitness F-22 Power Rack with cable system & pullup center, TRX system, and a Major Fitness Elite Adjustable Bench.br• Weights: Two bars. Full Olympic Clean & Rubber Bumper set plus an extensive Pro-Style Dumbbell set (10 lbs up to 65 lbs in 5s + 80s and 100s). Enough weight to load a bar to 545. br• Cardio: The gold standard Concept 2 Rower for low-impact, high-intensity training.br• Comfort: Fully equipped with high-durability gym flooring and sanitizing station.br• Cleanliness: Our gym gets sanitized by our cleaning team after every stay.br• Recovery: Foam roller, yoga mat, full array of bandsbrbrFlexible Sleeping ArrangementsbrWe’ve maximized the space to comfortably host everyone:br• Master Bedroom: A luxurious California King for the ultimate night's sleep.br• The Bunk Room: A Full-over-Twin bunk bed, perfect for kids or extra guests.br• Bonus Space: A high-quality inflatable mattress is available for additional guests in the living area.brbrSeamless Conveniencebr• Large Kitchen: With all you need to prepare your own meals.br• Private Garage Parking: Keep your vehicle secure and out of the elements.br• Connectivity: High-speed internet throughout the property—perfect for work-from-lake sessions between workouts.brbrCozy Vibebr• Two wood fireplacesbr• Outdoor patio with generous space to host br• Weber Grillbr• Copper-kettle style fire pitbr• Lots of vegitation to provide privacy from the neighbors while you're up by the house
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Cozy Cottage steps from Pristine Chain O’ Lakes Waupaca-Pontoon Rental Option

Waupaca, Wisconsin, United States

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Waterfront Paradise! Boat available for rent.

Waupaca, Wisconsin, United States

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Cozy cottage in the heart of Waupaca's Chain O Lakes

Waupaca, Wisconsin, United States

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Apartment

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Groß Mohrdorf, Mecklenburg - West Pomerania, Germany

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Apartment

Near Waupaca Chain of Lakes, Hartman Creek State Park, Central Waters Brewery

Waupaca, Wisconsin, United States

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$236.08

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Beautiful 2-bedroom Cottage

Waupaca, Wisconsin, United States

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