Home Vacation Home Rentals By Owner In Waupaca, WI

Showing 39 Of 39 Vacation Rentals
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$1027.49

/ Nightly
Private Vacation Home

The Emerald Lodge: Sleeps 21 - 5 BR - Chain O'Lakes - Hot Tub - Sauna - Fire Pit

Waupaca, Wisconsin, United States

INQUIRE AND ASK ABOUT OUR CURRENT PROMOTIONS!brbrFind your 2-acre escape in the woods in Chain O'Lakes near charming Waupaca! This 3,000+ sq. ft. stay has 5BR, 3.5BA & features 10 beds (including a cozy tent bed!) + air mattress, a hot tub, game room, beautifully curated spaces, & a work-from-home desk. Enjoy the coffee/tea/cocoa bar, grill on the deck, and roast s’mores in the fire pit. Spacious & peaceful for large groups & families. Enjoy nearby trails, boating, fishing, and more. Inquire now for your luxury retreat & unforgettable stay!brbrTHE SPACEbrThis spacious home was thoughtfully designed with care and intention to create a peaceful, joy-filled retreat for our guests. At Elegant Homes, our mission is to help you feel instantly at ease—welcomed, relaxed, and ready to enjoy a truly luxurious yet comfortable stay. From cozy corners to curated details, everything here was chosen with love. Whether you're making s’mores by the fire pit, hosting a game night in the lower level, lounging in the sauna/hot tub, or enjoying your morning coffee on the private deck, we hope you feel right at home.brbr➼ Location Highlights:br• 3-minute walk to the lakebr• 13 minutes to local grocery stores, gas, and shopsbr• 15 minutes to a cute downtown in Waupacabr• 30 minutes from Stevens Pointbr• 45 minutes to Oshkosh and Appletonbr• 1.25 hours to Lambeau Field to see the Packers in Green Bay br• 1.5 hours from the Wisconsin Dellsbr• 2 hours to Madison (Go Badgers!)br• 2 hours from charming Door Countybr• 3.5 hours from bustling Chicagobrbr➼ Nearby Nature & Fun:brTake a short stroll to beautiful Long Lake—perfect for fishing, boating, swimming, or simply soaking in the peaceful lake vibes. Back at home, enjoy the spacious yard for lawn games and laughter, grill up a meal on the deck, and gather around the fire pit for marshmallows and memories.brbrNote: Please bring your own firewood. Any remaining wood may be damp depending on the weather.brbrbr➼ Home Layout Overview:br 5 Bedrooms | 3.5 Bathrooms | 10+ Beds | Sleeps up to 19 (21 with the air mattress)brbrMain Level:br• Living room, dining room, powder roombr• Primary bedroom: 1 queen bed + ensuite bathroom + private deckbr• Laundry roombr• Enclosed front porch + back deck off dining room with gas grillbrbrSecond Floor:br• Full bathroombr• Bedroom 2: 2 queen beds, 2 double beds, 1 twin bedbr• Bedroom 3: 2 queen beds + workspacebr• Bedroom 4: 1 queen bedbrbrLower Level:br• 1 queen air mattress + bedding providedbr• Bedroom 5: 1 queen bedbr• Game room: ping pong, air hockey, board games, TV, Alexa smart speakerbr• Walk-out patio access to the hot tub and sauna brbr➼Family & Kid-Friendly:br• High chair & Pack 'n Play providedbrbr➼ Ample Parking for All Your Adventures:brWe offer plenty of space for your entire group — with outdoor parking for up to 6 vehicles (note: garage is not available for parking). You're also welcome to bring your boat, RV, or water toys — there’s room for everyone and everything you need to enjoy a true Wisconsin Woods escape.brbrWe truly look forward to welcoming you, and reach out if any questions at all. If you decide to book, let me know how I can make your stay extra special!brbrWe truly look forward to welcoming you, and reach out if any questions at all. If you decide to book, let me know how I can make your stay extra special!brbrGUEST ACCESSbrThe entire home and grounds are yours during your stay. Please be respectful of neighbors and outdoor noise during nighttime hours as it is a very quiet area, and we'd love to maintain the peace!brbrOTHER THINGS TO NOTEbr➼ House Rules & Booking Requirements:brTo ensure a smooth and respectful experience for all, we kindly ask that all guests review and agree to our House Rules before booking. A full list will be sent upon inquiry, and written acknowledgment is required before your reservation can be confirmed. This helps us maintain the peaceful, high-quality environment we strive to provide.
Bed 5

Bed

Bath 3

Bath

Sleep 21

Sleeps

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Exceptional(110)

$1,623

/ Nightly
Private Vacation Home

BEACH! 8 Bedroom Lakehouse! Sleeps 24+ Perfect For Families & Groups!

Waupaca, Wisconsin, United States

With a HUGE beach and 8-bedrooms, this lakehouse is a rare find! Perfect for multi-family gatherings! Two separate, yet connected, houses give you the space to both gather and spread out. We strive to provide all the extras so everyone is entertained and you can relax. Our guests say we have thought of everything! brbrThe lake has a gradual increase in water depth, clear water, and clean sand (no muck or lily-pads) makes this a perfect getaway for families with children of all ages! brbrMulti-family vacationers or group getaways will love this property with access to two 'houses' (connected internally, but can be separated for additional privacy) for a total of 8 bedrooms, 4 baths, 2 kitchens, and 2 living spaces. brbrLocated on Pine Lake, just off of the popular Chain O' Lakes in Waupaca, WI, this property is easily accessible from Appleton (45 min), Oshkosh and EAA (45 min), Stevens Point (40 min), Sand Valley Golf Resort (1 hr), and Nordic Mountain (20 min)! It is also a great getaway from Madison (1.5 hours), Milwaukee (2 hrs), and Chicago (3.5 hours). brbrAbout the Property:br- 2 units (upper approx 1400 sq ft and lower approx 2000 sq ft), EACH with 4 bedrooms, full kitchen, and 2 bath br- Lower unit includes large kitchen and living space overlooking this beautiful lakebr- Large flat-screen Smart TVs and WiFi in each unitbr- 2 private fishing docksbr- Huge patio with grill, outdoor bar, and furniturebr- 30 x 105 ft grassy area by the lake - perfect for yard games, fires, and loungingbr- Bath towels and bed linens are provided. Renters are asked to bring beach towels and toiletriesbr- Summer Activities: Paddle-board, kayaks (2), and paddle boat as well non-water activities, including fire pit, fishing poles, and sand toys available at the property for you to usebr- Winter Activities (please provide your own equipment): Snowshoe, Sledding, Ice Skating, and Ice Fishingbr- Year Round Activities: Board games, cards, and books available for usebr- Accessibility: The 2 units are connected internally by a set of stairs. There are 4 total floors. The 3rd floor is accessed from the driveway entrance, leaving 3 flights of stairs connecting the driveway/entrance to the water (2 flights necessary to access patio). Please contact the owners for specific questions about accessibility!brbrAbout the Lake:br- Crystal-clear water from this spring-fed lakebr- No wake before 10a and after 5p - perfect for motor sports during the day and fishing or paddle-boarding in the morning or evening br- Great fishing! 137 acre lake, 48 ft lake depth with Panfish, Largemouth Bass and Northern Pikebr- Boat landing available off of W Pine Lake Rdbr- Jet Skis available from Fremont Watersports Rentals and boats may be available from Mark's Quality Marine or Becker Marine. If you are interested in renting, please call these businesses to confirm whether they will deliver the boats to the lake or allow for pick-up of their boats for transport to a different lake. Additionally, many other places offer rentals on different lakes close to the property.brbrPlease contact the owner for more details!
Bed 8

Bed

Bath 3

Bath

Sleep 24

Sleeps

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$413.17

/ Nightly
Private Vacation Home

Group Friendly! Riverfront Waupaca Retreat w/ Yard

Waupaca, Wisconsin, United States

'Crystal River House' | Near the Waupaca Saturday Farmers MarketbrbrWhere the pines whisper and the river drifts by, this Waupaca vacation rental invites you to settle into your own Northwoods daydream. Tucked along the gentle flow of the Crystal River, days here unfold at your pace — slow morning bike rides, afternoons spent drifting wherever the current takes you, and evenings that glow with good food, crackling flames, and stories that last long after the stars come out. Adventure awaits!brbr-- THE PROPERTY --brbrINDOOR LIVINGbr- Smart TV, board games, booksbr- Electric fireplacebr- Dining tablebr- Pool tablebr- In-unit laundrybrbrOUTDOOR LIVINGbr- Deck w/ water viewsbr- Gas grillbr- Covered patio w/ dining tablebr- Spacious yard w/ 2 wood-burning fire pits (wood provided)br- 8 kayaks & 8 bicyclesbr- River accessbrbrKITCHENbr- Refrigerator, microwave, stove/oven, dishwasher, blender, toasterbr- Drip & single-serve coffee makers (starter coffee provided)br- Cooking basics, dishware/flatwarebr- SpicesbrbrACCESSIBILITYbr- 2-story home w/ step-free entrybr- 1st-floor bedrooms & full bathroomsbrbrPARKINGbr- Driveway (6 vehicles)br- No garage accessbr- EV charger availablebrbr-- THE LOCATION --brbr- Crystal River access on-sitebr- Near the Chain O' Lakesbr- Close to local restaurantsbr- 5 miles to Hartman Creek State Parkbr- 5 miles to South Park Beachbr- 5 miles to Foxfire Golf Club at Par4 Resort, 10 miles to Hidden Waters Golf Coursebrbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- No pets allowedbr- No events, parties, or large gatheringsbr- Please unplug the electric fireplace at night br- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- Please observe quiet hours from 10:00 PM to 7:00 AMbrbrADDITIONAL INFORMATIONbr- This 2-story home offers step-free entry; it features bedrooms and full bathrooms on the 1st floor
Bed 5

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Bath 3

Bath

Sleep 15

Sleeps

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Exceptional(5)

$983.67

/ Nightly
Private Vacation Home

Chain O' Lakes beauty known as the Pinehaven

Waupaca, Wisconsin, United States

Considering Waupaca Vacation Rentals This five bedroom, four bath home overlooking Taylor Lake offers the ideal Northwoods vacation destination for both families and fishermen on the Waupaca Chain of Lakes in Central Wisconsin. This Cottage / Home in Central Wisconsin, between Appleton and Stevens Point, is located in Central Wisconsin's Lake and Recreation Area on the Waupaca Chain of Lakes. In addition to Summer, Spring and Fall are a great time to enjoy the Waupaca Area. Waupaca Chain Rentals give you access to Spring Fishing or the Fall change of colors, a nice time to enjoy central Wisconsin on the Waupaca Chain of Lakes. Outdoor amenities at the home include:br Over 90' of lake frontagebr Beautiful lake frontage to enjoy campfires and games!br Grillbr Firepitbr Private pierbr Pontoon Boat available for rentalbrInside you'll find a fully equipped kitchen including a large side by side refrigerator, microwave and dishwasher for mealtime convenience. A wet bar located on the lower level. It has a dining table for eating or playing cards. The lower level also has fantastic views of the lake! A spacious deck that is a great place to read a book. The cottage has 5 bedrooms and sleeps 10+ comfortably. Our pontoon boat is available for rent for an additional charge. There is WiFi in the cottage along with cable TV and a Roku for streaming. brbrbr
Bed 5

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Bath 4

Bath

Sleep 12

Sleeps

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Exceptional(20)

$1266.0

/ Nightly
Private Vacation Home

Four Season Lake House with Incredible Views and Lake Frontage // Sleeps 24

Waupaca, Wisconsin, United States

Escape to tranquility and enjoy breathtaking views of the lake at THE PERCH - our spacious four-season vacation rental! Situated directly on the shores of pristine Long Lake, a 254-acre full-recreation lake located in Waushara County: The Perch offers a peaceful retreat with year-round activities for group and family gatherings.brbrAs soon as you step inside, you will be welcomed by spacious living areas, complete with comfortable furnishings and an inviting atmosphere. Floor-to-ceiling windows in the main living/dining area provide breathtaking views of the lake and its surroundings, allowing you to fully immerse yourself in the natural beauty of the area. The well-equipped kitchen provides everything you need to prepare delicious meals during your stay, and the roomy dining area offers plenty of seating to eat together.brbrStep outside onto the expansive deck with two outdoor grills (one has direct gas line) and take in the stunning views of the lake as you savor your morning coffee or evening meal. Right in front of the deck is an amazing lake front beach where you can relax and unwind while the kids play on the beach or swim in the shallow crystal-clear water. In the evenings, gather around the firepit and roast marshmallows while enjoying the sounds of nature.brbrThe Perch is an ideal place to relax, recharge, and reconnect. Ideal for families or group gatherings: The Perch features 5 bedrooms, 1 loft space, 4 bathrooms, and 4 separate living rooms. The sleeping arrangements are flexible and comfortable, and the bathrooms are clean and well-maintained.brbrIn the summer, spend your days swimming, kayaking, fishing, or simply relaxing on the sandy beach, taking in the serene views. A pontoon boat is available for rent. In winter, you can enjoy the best downhill skiing and tubing in the area at nearby Nordic Mountain. You can also go ice fishing, snowshoeing, cross-country skiing, or take advantage of snow mobile trails.brbrDon't miss out on making magical memories. Book your stay today!brbrEstimated driving times:brChicago or Twin Cities - 4 hoursbrMilwaukee - 2 hoursbrOshkosh (EAA) - 1 hour
Bed 6

Bed

Bath 4

Bath

Sleep 24

Sleeps

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Exceptional(5)

$970.43

/ Nightly
Private Vacation Home

Lion on Otter Lake/Chain O' Lakes Waupaca/Waterfront/Pet Friendly/Private Pier

Waupaca, Wisconsin, United States

Enjoy fishing, swimming and relaxing from our new composite dock with bench and ladder. brbrBook your getaway to relax and enjoy what Otter Lake has to offer. In our home away from home we provide many amenities--towels, hotel quality linens, blankets, pillows, utensils, dishes, pots and pans, USB chargers, 70 smart TVs, WIFI, blu-ray player, board games, puzzles. A high chair and pack 'n play are available upon request.brbrOur home is newly remodeled to allow for large groups to be under one roof. As you step into the lake house, you will see a game room with Connect 4 on the wall, a Pac-Man console arcade game, Golden Tee arcade game, a turn-table with a variety of albums and a Karaoke machine. The game room has a wall-mounted 70 smart TV with (4 ) floor level game chairs. brbrAlso located on the main level are 3-bedrooms (all with king size beds), 2-bathrooms (1 full and 1/2). Bedrooms have black out curtains. The laundry area is in the same room as the 1/2 bathroom. Kitchen with eat in area, open dining area and family room. Patio sliding door open to the balcony. Spectacular views of nature and a path to Otter Lake. brbrOur private dock is about 450 ft from the house and on Otter Lake! There is so much wild life around Otter Lake to enjoy.brbrThe kitchen is fully stocked with the usual suspects--electric oven, glass stove (5) top burners, side by side refrigerator, dishwasher, microwave. We have some fun items--an ice maker and a designated coffee/tea area--coffee pot/single serve, stove top kettle, electric tea kettle, along with various sweeteners, non-dairy creamers, coffees and teas. We have included various barware, platters for your entertaining needs. The kitchen eating area can seat (4) and the dining room area has tables and benches to seat approximately 14 more. brbrThe lower level has 2-bedrooms; one of the bedrooms has two queen size beds, the other bedroom has 2-sets of bunk beds (full size bed on the bottom and twin size bed on top). The bedroom with 2 queen size beds also has an office/study area with a desk and basic office supplies. The lower level has a full bathroom with shower/bathtub.brbrThe lower level also was set up with fun things to do. It has a couch with 70 smart TV, a full size ping pong table, board games and coloring pages for the artists. Something for everyone to enjoy both inside or outside of the home. brbrLong list of items available for you to enjoy outside--gas grill with propane tank, fire pit, kayaks, canoe, stand-up paddle boards, corn hole and other outdoor games AND horseshoe pit. We provide our guests with a generous supply of fire wood.brbrOtter Lake is a 15-acre lake with a maximum depth of 40 feet. It is part of the Chain O' Lakes. It's secluded enough to enjoy quiet lake life yet a short distance to see the action on the chain. Fish include Panfish, Largemouth bass, Northern Pike and Walleye. The lakefront is deep. We recommend going to the beautiful local beach which is about a 10 minute drive from the home or a sandbar on the chain for swimming.brbrTake a short stroll or drive and spend the day in downtown Waupaca, visit one of the neighborhood restaurants or bars. Enjoy the live entertainment at Clearwater Harbor Restaurant and Bar, watch the Chain Skiers perform or book a narrated cruise touring Waupaca's Chain O’ Lakes during the summer months.brbr*2022 Bennington pontoon available for rent. Please contact Marcia for availability and rates. brbr*RING doorbell at main entrance, RING camera on exterior back patio facing Otter Lake; RING camera on the corner front exterior of home. All cameras are motion detected, not actively monitored.
Bed 5

Bed

Bath 2

Bath

Sleep 14

Sleeps

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$803.41

/ Nightly
Private Vacation Home

Lion on Beasley located on the Chain O'Lakes in Waupaca

Waupaca, Wisconsin, United States

Escape to Lion on Beasley, an inviting retreat located on Whispering Pines Road in beautiful Waupaca. Tucked into a peaceful setting, this home blends relaxation, convenience, and fun — with the soothing sounds of Beasley Creek flowing through the backyard and easy access to many of the area’s most popular attractions.brbrInside, guests will find comfortable living spaces, spacious bedrooms, and a fully equipped kitchen designed to make gathering with family and friends easy and enjoyable. After a day exploring the lakes, trails, or downtown Waupaca, unwind in the cozy living areas or relax outdoors while listening to the creek and enjoying the natural surroundings.brbrOne of the home’s most unique features is its location next to Tom Thumb Mini Golf, a longtime local favorite that offers nostalgic family fun just steps away. During business hours, guests may notice some activity and traffic in the neighboring parking lot, though many enjoy the lively atmosphere while still appreciating the home’s private and relaxing setting.brbrThe property also backs up to scenic Beasley Creek, which has public access. At times, you may see visitors enjoying the creek and surrounding outdoor areas.brbrPlease note this home does not have central air conditioning. The dining/family room area and each bedroom are equipped with individual wall-through air conditioning units to help keep guests comfortable during warmer months.brbrFor the safety and security of our guests and property, exterior security cameras are located in the following areas:brbr* Near the dumpstersbr* Rear corner of the house facing the dockbr* Near the sunroom exterior door facing the creekbr* Ring doorbell on the back porchbr* Front garage facing the drivewaybrbrThese cameras monitor exterior portions of the property only, including entry points, driveway, parking areas, dock area, and outdoor spaces. All cameras are exterior only, audio/video enabled, motion activated, and are not actively monitored during guest stays. There are no interior cameras inside the home.brbrNo pets allowed.
Bed 5

Bed

Bath 2

Bath

Sleep 15

Sleeps

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Exceptional(9)

$964.75

/ Nightly
Private Vacation Home

Chain O' Lakes Homes for large multi-family groups, Sleeps 19

Waupaca, Wisconsin, United States

This expansive property has two, side-by-side, dwellings that can accommodate a maximum of 20 people. They both face the lake with sweeping waterfront views of the Chain O' Lakes. Guests rave about the sandy beach and spacious lawns. brbrThe property has a private dock, deck area, swimming raft, fire pit, and includes 2 kayaks and 2 paddleboards. The sandy beach is maintained for young children and easy access to all the boats.brbrThe extensive grounds & sports field offer a variety of land activities, including a lawn volleyball court and basketball. There is plenty of space for horse shoes, bocce ball, and other lawn games. brbrThe original 1905 Farmhouse has been fully restored and includes all the modern amenities. This includes central AC/Heat, an upgraded kitchen, laundry machines, a grill, and Wi-Fi throughout. The Farm House has 4 bedrooms (4 queens and a bunk bed), 2 bathrooms, a living room, and a Florida room with TV and sleeper sofa. The large deck overlooking Sunset Lake is a great place to cook out, relax, and enjoy the view. The Annex is also recently restored. It is equipped with central air and heat, a full kitchen, 1 ½ bathrooms, and a living room with TV. The sleeping quarters consist of 1 queen, a twin, and 3 bunk beds, and a sleeper sofa twin. An upper level deck offers spectacular views of Sunset Lake. Bedding is included with this property. Towels are not included. No pets or smoking allowed.brbrPlease note that you can also combine this property with my Summerset House to sleep a total of 41! Summerset is the neighboring property.
Bed 7

Bed

Bath 3

Bath

Sleep 20

Sleeps

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Exceptional(4)

$439.63

/ Nightly
Private Vacation Home

Antiquing & Fishing: Riverfront Waupaca Home!

Waupaca, Wisconsin, United States

Wineries & Dining Nearby | Kayaks Provided | Gas Grill brbrBook a quintessential Wisconsin escape at this family-friendly home in Waupaca. This 4-bed, 3-bath vacation rental offers picturesque views, no matter what season you visit! As winter approaches, pack up your skis and head to nearby Nordic Mountain, and when the snow melts, walk down to the dock to fish. End each day gathered around the fire pit, roasting marshmallows under the stars or unwinding by one of the cozy fireplaces inside.brbr-- THE PROPERTY --brbrSLEEPING ARRANGEMENTSbr- Bedroom 1: 1 queen bedbr- Bedroom 2: 1 queen bedbr- Bedroom 3: 1 bunk bed (twin/full)br- Bedroom 4: 2 queen bedsbr- Basement Living Room: 1 queen sleeper sofabr- Kitchen Den: 1 full futonbrbrINDOOR LIVINGbr- Smart TVs, board games, arcade gamebr- 2 living rooms, den, 2 kitchensbr- Dining room (seating for 12 w/ addt'l folding table & chairs)br- 2 fireplacesbrbrOUTDOOR LIVINGbr- Upper deck w/ gas grill & seatingbr- Lower patio, picnic tables (seating for 12)br- 2 kayaks, 6 life vestsbr- Wood-burning fire pit (wood provided), folding camp chairsbr- Gas grill (propane provided)br- Dock, on-site river accessbrbrKITCHENbr- Refrigerator, stove/oven, dishwasherbr- Drip coffee maker, blender, toaster, microwavebr- Cooking basics, dishware & flatware, Crockpotbr- Reverse osmosis drinking water system, air fryerbrbrGENERALbr- Free WiFi, keyless entrybr- Central A/C & heating, ceiling fansbr- Washer & dryer, laundry detergent, iron & boardbr- Linens & towels, trash bags & paper towelsbr- Complimentary toiletries, hair dryer, hangersbrbrFAQbr- Riverfront propertybr- Quiet hours (weekdays 9:00 PM-8:00 AM, weekends 10:00 PM-8:00 AM)brbrACCESSIBILITYbr- Steps required for entrybr- 2-story homebrbrPARKINGbr- Driveway (3 vehicles)br- Garage (1 vehicle)brbr-- THE LOCATION --brbr- On-site Crystal River accessbr- 1 mile to South Park Beachbr- 1 mile to Waupaca Fallsbr- 1 mile to Rogers Cinema Waupaca & Waupaca Recreation Centerbr- 21 miles to Nordic Mountainbr- 38 miles to Appleton International Airportbrbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- No pets allowedbr- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- Please observe quiet hours from 9:00 PM-8:00 AM on weekdays and 10:00 PM-8:00 AM on weekendsbrbrADDITIONAL INFORMATIONbr- This 2-story home requires stairs to accessbr- This property is located on a riverfront. Children should be supervised at all times while outdoors
Bed 4

Bed

Bath 3

Bath

Sleep 12

Sleeps

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