Home Vacation Rentals By Owner In Windsor, CA

Showing 20 Of 95 Vacation Rentals
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Wine Country Beautiful Worldmark 2Bedroom Resort

Windsor, California, United States

Windsor is located about an hour north of San Franscico. There you can enjoy all the sights without having to pay high city prices to stay there. Located in east Windsor is Foothill Regional Park. This wilderness park is located in the foothills of Sonoma County's Mayacamas Mountains and features nearly 7 miles of trails for hiking, biking, and horseback riding. Healdsburg, California is located 10 minutes north of Windsor and has a diverse array of fun things to enjoy as well. brbrThe resort features a nice deck or patio. The outdoor pools and spa are heated and open year-round. A Children's pool and play area are conveniently located. Movie rentals are available as well. The resort has limited parking therefore they cannot accept RV’s. Many local activities are available to be enjoyed year-round. brbrWorldmark are the nicest units of any resort or hotel in town. There are many different types of units and dates available. All units are frequently refurbished and modernized. The buildings all have elevators. brbrEnjoy all Windsor and the surrounding area has to offer, then retreat to your fabulous condo. Even though daily housekeeping and room service are not available, a full kitchen with basic necessity’s is. Linens and towels are also provided. Check-in is 5 P.M. plus or minus an hour. Checkout is 10 A.M. br brRooms are assigned at check-in, and no substitutions from your original reservation are allowed. All bookings are done through the owner and not the resort so they cannot extend your stay or refund for leaving early. brbrWyndham does run your credit card at check-in for a $250 security deposit. It is refundable after check-out if there are no damages or charges. This usually takes up to 5 business days to process. brbrOccupancy of is strictly enforced at resort and Wyndham counts all persons regardless of age as a guest, including infants. If you plan to have guests visit you during your stay, be sure to ask the front desk if that is allowed. brbrIt is suggested that you obtain Travel Insurance through a reputable agency. I will not be liable for circumstances that are beyond my control such as natural disasters, weather conditions or illnesses. brbrWi-Fi is typically $4.95 a day for 4 devices. I will give you my password to get up to 8 devices for free. brbrPool, game room, fitness center and public areas are open. You can enjoy an energic round of Shuffleboard or Ping Pong. Cleaning requirements have affected check in times, so please be courteous and understand that it is taking much longer. brbrThanks to the wonderful staff the resort is open, and they are working hard to help you enjoy your visit and stay safe! Thanks ahead for being kind and courteous.
Bed 2

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Bath 2

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Sleep 6

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Exceptional(7)

$951

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Private Vacation Home

Casa de la Esperanza: 1890s Historic Gem - 5BD/3BA

Windsor, California, United States

You're just a stone's throw away from the heart of Windsor, where you can discover local wineries, parks, and the vibrant downtown scene. Sonoma County's vineyards and attractions are all within easy reach.brbrNot only is this space breathtaking, but it’s location is unbeatable!brbrYou are only:brA short walk from Windsor Town Green and Downtownbr5 mins to Windsor Oak Vineyardsbr10-15 mins to Russian River Brewing Companybr15 mins to Foothill Regional ParkbrbrStep right up to our Time-Warped Wonderland in the heart of Windsor, California! Our historic home has undergone a makeover so wild that even your grandma's antique teacup collection couldn't keep up. Prepare for a journey through time complete with a treasure chest of modern comforts.brbrWe take the sanitation and cleaning procedures of our home very seriously. All linens are laundered with every new stay, and all commonly touched surfaces and objects are sanitized with every clean. brbrThis 5 bedroom, 3 bath home does not skimp on CHARM. From the moment you walk into our thoughtfully decorated home you’ll be welcomed by the natural light that so beautifully accents the charm of this magical space. You will find an open floor plan that hosts the kitchen, dinning area, and living room.brbrWith 5 bedrooms: br- BR 1: King bed / in suite bathroombr- BR 2: Queen bedbr- BR 3: King bedbr- BR 4: 2 Queen beds / in suite bathroombr- BR 5: Full bedbrbrbrYou could host a family reunion, your high school chess club, or even the entire town's pet goldfish convention. They're so cozy you'll feel like you're sleeping on clouds that moonlight as marshmallows. (we'll let your family draw straws for who sleeps where—ha!).brbrIf you want to work from home, we've got you covered there too with our high-speed 603 mbps internet. Or completely disconnect by having a coffee, cocktail or ice cold cerveza on one of our covered porch spaces.brbrSure, eating at Windsors best restaurants is fun. But sometimes we all need a nice home-cooked meal, right That's why our kitchen is fully stocked with all the essentials you'll need to cook you and your family a nice dinner.brbrEach tv is equipped with a Roku for watching all your guilty pleasures. So feel free to BYOL (bring your own login) and log in to any service you're subscribed to.brbrWe also provide a pack 'n play for anyone traveling with a kiddo :)brbrYou will have access to our entire home during your stay!brbrI follow my guests lead but I am available 24/7!brbrSTR License: 010552brPlease let us know if you have any questions, an acceptance of the booking is an agreement to the below rules. brbr- No smoking inside; however, smoking is permitted outside of the home but dispose of cigarette butts in the trash.brbr- No parties. Be respectful towards the neighbors by avoiding loud music throughout the night.brbr- No unauthorized guests. The reservation must be accurate to include the number of children, infants, and pets.brbr- There will be video surveillance on the front of the property. We respect our guest's privacy so no video is in or aimed inside the home. Do not cover or tamper with any of the cameras.brbr- Children must never be left alone, direct supervision is required.
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Exceptional(22)

$264

/ Nightly
Private Vacation Home

Delightful home near downtown with gas grill, fast WiFi, garden, patio & AC

Windsor, California, United States

Wine Country GetawaybrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrFind yourself living like a Windsor local in no time at this quiet getaway mere minutes from breweries, shopping, dining, and so much more in the heart of town. Spend each day venturing out to local attractions, or simply stay at home and take advantage of the covered patio, gas grill, and lush garden to host family cookouts in your own sliver of paradise.brbrWhen you find a bit of downtime, step inside and you will find soaring ceilings, loads of natural light, and comfortable furnishings that everyone will love. Kick back in the living area to stream favorite movies and shows or take advantage of the high-speed WiFi to share favorite memories on social media. Meanwhile, the cooks of the group will love hopping into the fully equipped kitchen outfitted with everything needed to whip up tasty snacks and meals. And, gathering at the dining table will be the perfect end to each day as everyone reminisces about the fun that was had.brbrThis is your ticket to reconnecting with loved ones, so book your stay while this gem is available!brbrTHINGS TO KNOWbrStreaming is available with guests' own accounts.brbrParking notes: There is free parking available for 2 vehicles.brbrPlease note: this home resides in a noise-sensitive area and the owners participate in our Good Neighbor protection program. Our smart home technology will alert our team if excessive decibel or occupancy levels are detected, allowing us to reach out directly with a reminder of maximum occupancy and quiet hours. This technology is privacy compliant, and only monitors the presence of decibels and devices-not any personal conversation or information. Thank you for supporting our efforts to be good neighbors!brbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.
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Exceptional(6)

$807

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Private Vacation Home

New Sonoma County Station Home

Windsor, California, United States

Summary:br** This home is professionally managed by LegacyRnR. Let LegacyRnR handle your entire Wine Country get away weekend. We offer our own 11 passenger wine tasting tour van, as well as a 6 passenger Cadillac Escalade available to book. The rate for each vehicle is $100/hour with a 5 hour minimum. This rate includes all taxes and fees. It does not include gratuity for the driver. We can also pre stock the kitchen/pantry before you arrive. When you book with LegacyRnR, you can book your entire vacation experience, not just the property.**brbrWelcome to Station House – Your Private Wine Country Retreat in Windsor, CAbrbrDiscover the ultimate getaway at Station House, a spacious and beautifully designed 4-bedroom, 3.5-bathroom home located in the heart of Sonoma County Wine Country. This luxurious retreat blends comfort, recreation, and entertainment to offer an unforgettable experience for families, friends, or groups.brbrThe SpacebrStation House features expansive indoor and outdoor spaces, thoughtfully curated for relaxation and fun.brbrInsidebrMaster Bedroom: A spacious sanctuary with a king bed, lounge area, and attached private bathroom.brBedroom 2: A stylish room with a queen bed, cozy seating, and a dedicated workspace with dual monitors – perfect for remote work.brBedroom 3: Ideal for families or kids, with two twin beds and a functional desk area.brBedroom 4: A bright and airy space with a king bed, ensuring a restful night’s sleep.brLiving Areas:brGather in the open-concept living room featuring a fireplace, a large dining table that seats 8+, and plenty of natural light.brEnjoy movie nights or game days in the secondary lounge, equipped with a large TV, comfy sectional, and wine-themed decor.brFully-Equipped Kitchen: A modern kitchen with stainless steel appliances, ample counter space, and direct access to the backyard, making indoor/outdoor entertaining a breeze.brbrOutdoor ParadisebrStep into your private resort-like backyard, where luxury and leisure meet:brSaltwater Pool: Dive into the sparkling saltwater pool or relax poolside on comfortable lounge chairs.brHot Tub: Unwind under the stars in the hot tub, perfectly shaded during the day.brOutdoor Kitchen: Grill like a pro in the fully equipped outdoor kitchen featuring a BBQ grill, smoker, sink, and fridge. Enjoy meals at the large outdoor dining table under the pergola.brFire Pit: Cozy up around the fire pit, surrounded by Adirondack chairs, perfect for sharing stories or toasting s'mores.brSports & Games: Enjoy a game of volleyball or soccer on the large grass area, complete with nets and goals.brPergola Lounge: Kick back on the luxurious L-shaped outdoor sofa in the shaded lounge area.brWith mature trees, a spacious layout, and breathtaking landscaping, this backyard is designed for fun-filled days and tranquil nights.brbrLocationbrLocated in Windsor, CA, Station House is:brMinutes from world-class wineries in Sonoma County.brA short drive to charming downtown Windsor and Healdsburg.brClose to Charles M. Schulz–Sonoma County Airport (6 miles).brThis central location makes Station House the perfect base for exploring Wine Country while enjoying the privacy of a peaceful retreat.brbrAmenitiesbrSaltwater pool and hot tubbrOutdoor kitchen and fire pitbrLarge grass area with gamesbrIndoor and outdoor loungesbrFast Wi-Fi and dedicated workspacesbrPing pong and foosball tables in the garagebrSmart TVs, fully equipped kitchen, and laundry facilitiesbrWhether you’re sipping wine by the pool, playing games on the lawn, or hosting a family barbecue under the pergola, Station House offers the perfect setting for creating lifelong memories.brbr Book now and enjoy the best of Sonoma Wine Country in style and comfort!brbrThe Neighborhood:brThe house is located on a small quiet residential road.brbrGetting Around:brThere is space for three cars in the driveway and one on the road.brbrOther Things to Note:brVacation Rental License Number: LIC23-0065brOccupancy: 10; brMaximum Number of Vehicles Allowed On Site: 5brMaximum Number of Vehicles Allowed Off Site: 5brNighttime hours: Between 9:00 p.m. and 7:00 a.mbrNo outdoor amplified sound is allowedbrTransient Occupancy Tax Certificate Number: 4746
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Exceptional(1)

$635

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Private Vacation Home

BRAND NEW POOL Luxury 4 bd, 7 min to Healdsburg!

Windsor, California, United States

Summary:br** This home is professionally managed by LegacyRnR. Let LegacyRnR handle your entire Wine Country get away weekend. We offer our own 11 passenger wine tasting tour van, as well as a 6 passenger Cadillac Escalade available to book. The rate for each vehicle is $100/hour with a 5 hour minimum. This rate includes all taxes and fees. It does not include gratuity for the driver. We can also pre stock the kitchen/pantry before you arrive. When you book with LegacyRnR, you can book your entire vacation experience, not just the property.**brbrThe Space:brExperience Elegance at Boho BettybrbrStep into Boho Betty, a newly built single-level haven designed for the discerning traveler. This luxurious home blends high-end finishes and sophisticated design with the warmth of a family retreat, located conveniently off the Windsor exit, less than 5 miles from the enchanting Healdsburg.brbrInside Boho BettybrSophisticated Living Areas: Embrace the spaciousness of an open floor plan featuring a cozy living room with a modern gas fireplace, surrounded by chic decor and lush plant installations that bring the beauty of nature indoors.brGourmet Kitchen: A culinary dream with top-tier appliances, a wine fridge, and a large island. The kitchen is highlighted by stunning pendant lighting and offers a sleek, inviting space for crafting meals and memories.brbrBedroom ArrangementsbrBedroom 1: King bed with a Casper Hybrid mattress, designed for deep, restorative sleep.brBedroom 2: King bed featuring plush bedding and serene decor for a peaceful night's rest.brBedroom 3: King bed equipped with premium linens, ensuring comfort and luxury.brBedroom 4: One double bed and one twin pull-out, perfect for guests needing flexible sleeping arrangements.brEach bedroom is outfitted with high-end finishes and elegant design, fostering a luxurious and restful environment.brbrOutdoor OasisbrRevel in the backyard where luxury meets leisure. A pristine pool invites you to cool off under the sun, flanked by a stylish covered pergola with an outdoor dining set, perfect for al fresco meals. Lounge by the poolside or cozy up by the outdoor fireplace, making every moment memorable.brEntertainment and Amenities:brbrStay connected and entertained with high-speed 800 MBPS internet and two QLED 4K Samsung TVs paired with a Sonos Premium sound system. The home also includes a fully equipped laundry room and a two-car garage with an air hockey table.brLocation Perks:brbrPositioned perfectly to explore the delights of Healdsburg, close to Town Green and Foothill Regional Park.brGood to Know:brbrPool heating is available with a 2-day notice for a fee, ensuring your comfort regardless of the season.brThe property hosts a front door security camera for your safety and complies with local noise regulation through smart home technology.brbrAdditional Notes:brParking available for four vehicles.brNo animals or smoking in the home to ensure a pristine environment for all guests.brbrBooking Requirements:brGuests must be at least 21 years of age, ensuring a mature and responsible clientele.brCapture the essence of luxury and comfort at Boho Betty, where every stay promises an unforgettable experience.
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$727

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Private Vacation Home

Wine Country Retreat. Large backyard with pool/spa, outdoor kitchen & fireplace

Windsor, California, United States

Welcome to the Wine Country! brbrStep inside this open, airy 4 bedroom 3 bath home and prepare to relax!!! Upgraded and open kitchen, connects to all living spaces with full view of the pool and Foothills, surrounded by trees giving you total privacy. We've stocked the kitchen with Calphalan pans and dishes for the chef. For the bartender in the house get ready to uncork that bottle of wine or mix a cocktail at the beautiful hand carved rosewood bar. Head outside to grab a lemon, tangerine or lime from our cocktail grove, when in season to mix the perfect drink.br brReady for a game night We've got you covered at the kitchen table that easily seats 8. You'll find puzzles, games and a complete poker set. brbrDownstairs, there's a completely remodeled bathroom with full shower and guest room with queen bed. Upstairs, the master bedroom features a king size pillow top bed and upgraded master bath, another updated bathroom and two more guest rooms with queen sized beds. If you need to get some work done while on vacation, the master and a guest bedroom both upstairs, have designated work spaces.brbrStep outside and you'll know you're in wine country with a spacious, private, park like yard surrounded by trees complete with pool and spa. A covered outdoor kitchen with BBQ, refrigerator and bar seating. A separate dining patio with a trellised bamboo feature wall for that bistro dining feel and a brand new patio dining table that seats 8+. Relax by the the free standing, natural gas fireplace with glass inset and enjoy your favorite glass of wine. Play a game of Corn Hole on the large grassy area or just have a seat in the Adirondack Chair to read that book you've been meaning to read. brbrOur location doesn't get much better. An abundance of wineries including Rodney Strong Vineyards, J Vineyards & Aperture Cellars are just seven minutes from our front door as is Russian River Brewing company and many other craft breweries. Visit downtown Windsor just 5 minutes away with restaurants, shops, Thursday night concerts & Movie nights in summer, wine tasting and Farmer's Market. While you're there stop in Olivers Market for all your picnicking supplies, including a wide selection of gourmet cheeses, charcuterie and delicious sandwiches & prepared items. Healdsburg - home to many fine restaurants and wine tasting rooms is a mere 10 minutes away. brbrFor outdoor enthusiasts we've got something for everyone. Walk right out our back gate to over 211 acres of hiking or fishing in Foothill Regional Park or connect up to hundreds of miles of biking paths through vineyards and hillsides. There are two tennis courts directly behind us. The Russian River, Armstrong Woods, Bodega Bay and dozens of Regional Parks for hiking, fishing and kayaking are all close by. brbrWe want to make this your perfect wine country trip! We've lived in the area for many years and we'd love to help you out with any dining, winery or activities. Just reach out and we'll help you map out the perfect plan of attack.
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Exceptional(5)

$926

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Private Vacation Home

Luxury home on 85AC Chardonnay Vineyard minutes from Healdsburg

This is a 3+1 bedroom home that can sleep 6 (plus children on bunk and trendle beds) with 4.5 baths. The property sits on 6ac within a gated vineyard with the back of the house overlooking a 3ac pond. The house has been recently remodeled and upgraded. It features 5 flat screen TVs, hot tub, heated pool, bocce ball court, fire pit and wood burning BBQ and Green Eff. The living room encompasses a wall length accordion door that provides a fell of indoor/outdoor living. brThe property is ideally located to the Healdsburg square about 10 minutes away and is surrounded by great vineyards and wineries including J, Rodney Strong, Roth, Chalk Hill, etc.brThe two upstairs bedrooms have full baths - one with a King overlooking the pond and vineyard; the second bedroom with a newly remodeled bathroom and bunk bed as well as a trucel bed ideally suited for children.brThe MBR suite is very spacious with shower, tub, and adjoining sunroom. brThere is also a guest room right off the front door, which features a king sized bed with firm foam mattresss, an armoir, dresser and a newly remodeled full bath (with shower).brInternet and wireless WiFi is available throughout the house.brThe pool is not heated (yet) but swimmable many months of the year via solar cover.brSonoma County ordinances: TOT#813N; quiet hours 10p-7a; max 8 people; max 3 vehicles; 9% occupancy tax.
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$301

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Apartment

WM Windsor 3 Bedroom Condo. Sleeps 8n

Windsor, California, United States

This spacious three-bedroom resort suite measures approximately 1,246 square feet. You will enjoy a king bed in the master bedroom, one queen bed in the guest bedroom, two twin beds in third room and one queen Murphy bed in the living room. Additional amenities include a full kitchen and dining area, gas fireplace, washer/dryer and a private terrace with gas barbecue. Maximum occupancy is eight.brThe spacebrThe Resort maintains a high standard through its maintenance, upgrade, and refurbishment program. As a result the unit characteristics may change from time to time and vary.brbrWhen you check into the resort, the front desk will require a $100 security deposit hold against a credit/debit card in case any major damage should occur. The security deposit will be released back to you on the day of departure.brbrABSOLUTELY NO PETS ALLOWED! If you have a service animal, you must let us know in writing prior to booking.brbrUnit Amenitiesbr· Wifi / High-speed Internet access (fee applicable)br· Air conditioningbr· Cable TVbr· DVD playerbr· Stereo with CD playerbr· Telephonebr· Balcony/terracebr· Gas barbecuebr· Murphy bedbr· Iron and ironing boardbr· Hairdryerbr· Washer & DryerbrOther things to notebrPool, game room, fitness center and public areas are open. You can enjoy an energic round of Shuffleboard or Ping Pong. Cleaning requirements have affected check in times, so please be courteous and understand that it is taking much longer.brbrThanks to the wonderful staff the resort is open, and they are working hard to help you enjoy your visit and stay safe! Thanks ahead for being kind and courteous.
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$279

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Private Vacation Home

5bd/4ba w/ Poolside Guest House - near Healdsburg

Windsor, California, United States

Escape to wine country, just 5 minutes to Healdsburg! This fully furnished 5 bedroom, 4 bathroom single level home is centrally located in Windsor on a peaceful, oversized lot. The spacious, open floor plan includes an updated kitchen, dining table for 8 and opens to a serene backyard with a Pool/Spa and mature Oak Trees. The well-designed floor plan also includes a detached poolside guest house (perfect for extended family), office, and laundry room. 2 car garage and circular driveway provide ample off-street parking. brbrThe spacebr- Plenty of storage is available in 2 hallway closets, large walk-in closet (primary), walk-in closet (guest house) and guestroom closets.br- Private Pool + Spa (Pool heating optional for an additional fee).br- Sonoma County Airport is just 5 miles awaybr- Less than a mile to Windsor Town Green with Summer Concert series, weekly Farmers market and Thursday Live Concertsbr- Less than a mile to Oliver's Marketbr- 2 miles to Foothill Regional Park for hundreds of acres of hiking trails or fishingbr- 5 miles to downtown Healdsburg with world class wineries and culinary cuisine, art galleries, museums, walking and hiking trails and shopping.br- For guests with mobility issues, there is a wheelchair, walker and toilet safety rail available for you to use.br- For families with young children, we have a pack n' play, highchair, baby changing pad, baby bath tub, and children's plates, bowls, cups and utensils.
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Exceptional(27)

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Condo

Worldmark Windsor, Beautiful Wine Country 2BR 2Bath Sleeps6 NICE!

Windsor, California, United States

Windsor is located about an hour north of San Franscico. There you can enjoy all the sights without having to pay high city prices to stay there. Located in east Windsor is Foothill Regional Park. This wilderness park is located in the foothills of Sonoma County's Mayacamas Mountains and features nearly 7 miles of trails for hiking, biking, and horseback riding. Healdsburg, California is located 10 minutes north of Windsor and has a diverse array of fun things to enjoy as well. brbrThe resort features a nice deck or patio. The outdoor pools and spa are heated and open year-round. A Children's pool and play area are conveniently located. Movie rentals are available as well. The resort has limited parking therefore they cannot accept RV’s. Many local activities are available to be enjoyed year-round. brbrWorldmark are the nicest units of any resort or hotel in town. There are many different types of units and dates available. All units are frequently refurbished and modernized. The buildings all have elevators. brbrEnjoy all Windsor and the surrounding area has to offer, then retreat to your fabulous condo. Even though daily housekeeping and room service are not available, a full kitchen with basic necessity’s is. Linens and towels are also provided. Check-in is 5 P.M. plus or minus an hour. Checkout is 10 A.M. br brRooms are assigned at check-in, and no substitutions from your original reservation are allowed. All bookings are done through the owner and not the resort so they cannot extend your stay or refund for leaving early. brbrWyndham does run your credit card at check-in for a $250 security deposit. It is refundable after check-out if there are no damages or charges. This usually takes up to 5 business days to process. brbrOccupancy of is strictly enforced at resort and Wyndham counts all persons regardless of age as a guest, including infants. If you plan to have guests visit you during your stay, be sure to ask the front desk if that is allowed. brbrIt is suggested that you obtain Travel Insurance through a reputable agency. I will not be liable for circumstances that are beyond my control such as natural disasters, weather conditions or illnesses. brbrWi-Fi is typically $4.95 a day for 4 devices. I will give you my password to get up to 8 devices for free. brbrPool, game room, fitness center and public areas are open. You can enjoy an energic round of Shuffleboard or Ping Pong. Cleaning requirements have affected check in times, so please be courteous and understand that it is taking much longer. brbrThanks to the wonderful staff the resort is open, and they are working hard to help you enjoy your visit and stay safe! Thanks ahead for being kind and courteous.
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