Home Vacation Home Rentals By Owner In Milwaukee, WI

Showing 160 Of 250 Vacation Rentals
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Exceptional(2)

$522.21

/ Nightly
Private Vacation Home

Luxury 3-bedroom retreat with Hot Tub! I Steps away from downtown MKE I Sleeps 8

Milwaukee, Wisconsin, United States

Unwind in Milwaukee at this newly renovated home with 3 bedrooms, 2.5 bath!brbrBEDROOMS:brIncluded are 1 king bed, 2 twin beds, and a queen bunk bedroom! At night retreat to our comfortable bedrooms. Each room offers a peaceful sanctuary completes with cozy beds, plush linens, full length mirrors, foldable luggage stands, sound machine, black out curtains, and charging pods.brbrMAKE UP ROOM:brEnjoy our one of kind make up vanity room with walk in closet, with our LED make up vanity mirror, where you can sit and adorn yourself for a fun night out!brbrBATHROOMS:brOur updated bathrooms provide a spa-like experience, with refreshing showers and modern fixtures! Each guest will receive 2 bath towels, 1 wash cloth and 1 make up cloth for their stay, hair dryer, shampoo, conditioner, and body wash!brbrOUTDOOR:brOur property provides a comfortable and peaceful retreat for guests with an enclosed fenced in yard with grill, hot tub, corn hole set, beautiful string lights and comfortable outdoor seating for your whole party to enjoy! brbrTHE KITCHEN:brEnjoy the kitchen with top of the line stainless steel appliances, a blender, panini press, waffle maker, sandwich maker, air fryer and all the supplies needed for cooking and more! Our kitchen specially features a top of the line Keurig duo coffee bar with options of  sugar free vanilla syrup and Carmel syrup fixings and a host of tea selections for our tea drinkers. Enjoy our fine selection of wine glasses, both stemmed and stemless, coupe glasses, champagne glasses, and both indoor and outdoor dishwear! Do you have little ones! No worries we got you covered, with BPA free silicone plates, bowls, forks/spoons and a high chair to make sure your child is well taken care of!brbrBAR CART:brIn the evening, fix yourself a cocktail or two at our specially curated bar cart with cocktail books, bartender wear, and glass wear to get your party started, even click a picture or two in front of our cheers sign!brbrLIVING ROOM:brEnjoy our living room which comfortably sits 8 guests. Enjoy MKE History books, MKE walking guide book, Roku TV and record player with records for your enjoyment!brbrWORKSPACE/INTERNET:brEnjoy this dedicated and comfortable workspace with high speed wireless internet access (325mbps download speed). brbrGAMES:brEnjoy a full poker set, deck of cards, candyland, uno, jenga, chess, and kids card games!brbrLAUNDRY ROOM:brGuests can enjoy full use of the washing machine and dryer along with included washing pods.brbrPARKING:brNo need to worry about street parking, we have a private driveway that will comfortably fit 4-5 vehicles!brbrMISC INCLUDED:brAC/HEATINGbrIron with ironing boardbrPaper towel rollsbrToilet paper rollsbrRoku TVbrHigh Speed InternetbrbrWhether you're exploring the city or simply relaxing indoors, our gorgeous house is the perfect base for your stay. We think our place will help you experience everything Milwaukee has to offer.
Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps

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Exceptional(15)

$343.23

/ Nightly
Private Vacation Home

MKE Selfie House

Milwaukee, Wisconsin, United States

Experience a unique stay at our stylish short-term rental located just minutes away from downtown. Get ready to snap some amazing selfies in our specially designed selfie rooms, perfect for capturing memories and sharing your adventures. With modern amenities and a prime location, your stay here will be nothing short of amazing. Book now and make your visit truly unforgettable! Centrally located in Milwaukee with five minutes drive to Lake Michigan, Summerfest grounds, Water Street, Downtown Milwaukee, Fiserv Center and Third Ward.brbr**THE SPACE**brbrWalkable to art galleries, restaurants, bars, coffee shops, grocery stores, parks, and the Milwaukee River. Weekly Farmers Market held May - Oct every SundaybrbrI would like to make sure guests know our house is kid friendly but not child proof. There are also steep stairs leading in the home so anyone with mobility issues would have trouble accessing the home.brbrThere are 2 properties on this lot. There is a tenant in the rear home so please be mindful of noise and tenant privacy.brbrbr**SLEEPING ARRANGEMENTS**brbrThe bedroom on the first floor has a twin size bed with TV in room and luggage rack.brbrTwo bedrooms upstairs: Primary with queen bed and upstairs bedroom with twin trundle bedsbrbrAdditional sleeping for $25 per person nightly: Primary has queen air mattress. The first floor living-room couch has pulls out sleeper sofa. Also, upstairs living room has a sleeper couch.brbrThere are three Amazon Fire TV (no cable) but comes with entertainment apps & local television channels, and Wi-Fi connection is available upon arrival.brbrThe kitchen is fully equipped with all of your basic cooking needs. Coffee bar is fully stocked for your convenience.brbrThere a steamer to use instead of iron.brbrTo help preserve the beauty and condition of the wood floors, we ask that everyone please remove their shoes upon entering. Feel free to bring your own slippers, socks or soft soled but we also provide complimentary shoe booties located by the front door.brbrPlease no smoking/vaping or any drugs of any kinds inside and/or no burning of any candles or incense. Smoking can be done away from the doors and please dispose of smoking remnants appropriately.brbr**PARKING**brbrThere is street parking only. Please use this link to follow the nightly parking rules: https://city.milwaukee.gov/Parking/ParkingPermits/Online-Night-Parking-Permission-Requestbrbrbr**CAUTION**brbrThere is a top porch with seating for your enjoyment. Enter at your OWN RISK! We are not responsible for any injuries, but you may be held responsible for any damagesbrGetting aroundbrLyft and Uber are very active in the city, and are usually no more than a $5-$10 ride to downtown. If you are new to these platforms, use my codes for a discount on your first ride.brbrLyft code: RO61951br
Bed 4

Bed

Bath 2

Bath

Sleep 7

Sleeps

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Exceptional(3)

$157.96

/ Nightly
Private Vacation Home

Cozy & Quiet, dog-friendly 2-bedroom Upper in Central Milwaukee

Milwaukee, Wisconsin, United States

The sweet, warm and cozy upper is centrally located in MKE, with easy access to the interstate. Ideally situated near the zoo, stadium, state, fair, and area attractions. Close to great restaurants, shopping, and lovely coffee shops. This is the upper of a duplex, with hardwood and tile floors throughout. The master BR has a queen size bed, the second BR has a double bed. Additional features include great closet space, big windows to let in the morning sun, USB charging ports, smart TVs, and blackout curtains in both bedrooms. Perfect for traveling professionals and short stays alike. There is a private, fenced-in backyard, which is great for children and pets (shared with the lower unit). One garage space is included for a small to medium sized vehicle. Free laundry is in the basement. No parties of any kind are allowed. And, lastly, please kindly understand that we have a zero tolerance policy for discrimination, hate, or confrontational behavior. Because our home is often a destination for traveling professionals because of nearby hospitals and businesses, we have quiet hours set from 9 PM to 7 AM. Guests are expected to keep noise levels low during quiet hours: no loud talking, music, or disruptive activities, please. Whether you’re relaxing indoors or exploring nearby, this superb space offers a welcoming retreat. Fall in love with Milwaukee and enjoy the magic it has to offer.
Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps

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Exceptional(5)

$268.22

/ Nightly
Private Vacation Home

Upscale Retreat in the Heart of MKE

Milwaukee, Wisconsin, United States

Welcome to our upscale, charming home, located just a short drive from downtown Milwaukee! This inviting space offers the perfect mix of comfort and convenience, making it ideal for both relaxation and exploration. Whether you're in town for business or leisure, our home provides a peaceful retreat while still being close to all the action. We’ve thought of everything to make your stay as comfortable and enjoyable as possible. Book your stay today and experience the best Milwaukee has to offer!brThe spacebrOur house features 3 beautifully furnished bedrooms with plush beds, soft linens, and storage for your belongings. The open-concept living and dining area is perfect for winding down after a day of sightseeing or enjoying a meal with loved ones. The living room is filled with natural light, featuring comfortable seating, a smart TV, and stylish decor that creates a warm and welcoming atmosphere.brbrThe fully equipped kitchen is perfect for preparing your favorite meals, with modern appliances, cookware, and plenty of counter space. Enjoy your breakfast at the dining table or take your coffee outside into the living room for snuggles, where you can unwind in peace.brbrThe house also offers a well-appointed bathroom with fresh towels, toiletries, and a relaxing shower to help you feel rejuvenated after a day of exploring the city. We provide a selection of board games, books, and other entertainment for you to enjoy during your stay.brbrWhile you’re here, you’ll be just minutes away from Milwaukee’s vibrant downtown, where you can explore a variety of restaurants, cafes, shops, and local attractions. Whether you’re interested in visiting the Milwaukee Art Museum, taking a stroll along the lakefront, or experiencing the city’s diverse nightlife, there’s something for everyone.
Bed 3

Bed

Bath 1

Bath

Sleep 6

Sleeps

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Exceptional(11)

$719.35

/ Nightly
Private Vacation Home

Group Getaway Retreat: Hot tub, Game Room, Cinema & Firepit

Milwaukee, Wisconsin, United States

Welcome to our spacious 4-bedroom retreat - This beautifully spacious house offers a comfortable and memorable stay for large families or groups. Enjoy the amenities of a big yard with a playground, basketball court, and a large fire pit area, perfect for a fun evening barbecue or a relaxing night filled with s’mores. Indulge in leisurely pursuits within the comfort of our home, including a sunroom with a pool table, a cinema room, gaming room, and much more!!!!brbrSpread out and unwind in our thoughtfully designed 2,157 sq ft retreat.brRooms Layout:brbrRoom 1 - Queen bed and twin bunk bedbrRoom 2 - King bed, 1 sofa bed, baby cribbrRoom 3 - Queen bed, 1 sofa bedbrRoom 4 - Queen bedbrGaming room - Open SofabrbrEach bedroom is thoughtfully appointed with cozy linens and comfortable furnishings, ensuring a restful night's sleep after a day of exploration.brbrThe main floor offers a fully equipped kitchen, ideal for preparing delicious meals together, a dining area for shared meals, and a cozy living room for relaxation.brbrVenture downstairs to discover the basement's hidden gems—a cinema room with ample seating, a gaming room for friendly competitions, and a full bathroom for added comfort. An additional bedroom with a queen bed is also available in the basement.brbrFor the ultimate relaxation - Welcome to our inviting sunroom, a haven of relaxation and entertainment. Flooded with natural light and offering panoramic views of the surrounding greenery, this spacious area is the perfect retreat for unwinding after a day of adventure. Enjoy friendly games of pool with friends or family, or simply lounge in comfort while basking in the warmth of the sun. Whether you're seeking quiet solitude with a good book or lively camaraderie with loved ones, our sunroom offers the ideal ambiance for all your leisurely pursuits.brbrStep Outside into our backyard oasis, where outdoor fun awaits! Spread out and make memories in this spacious area, perfect for gatherings and relaxation. Gather around the fire pit for cozy evenings under the stars, roasting marshmallows and sharing stories. Challenge friends and family to a game of basketball on our court, or let the little ones burn off energy on the playground. With ample space to roam and play, our backyard is the ideal setting for creating unforgettable moments with loved ones.brbrLastly, we must stress that we do NOT allow parties or large unauthorized gatherings of any sort at our property. We are adamant about only welcoming families and groups who are looking to relax and enjoy the beautiful house, back yard and amenities this property has to offer.brbrOther things to note:brbrGUEST REGISTRATION: This property has special local compliance requirements which include a signed rental agreement, ID verification, and a security hold of $1000 (which is not a traditional security deposit, just a pending transaction). As an optional alternative to the security hold, you may opt in to purchase a non-refundable damage waiver provided by a third-party insurance company. The optional damage waiver is $55 for stays up to 10 nights. Damage waiver purchases are optional.brbrTo make this process easy for you, we use a secure and very simple, app-free platform. It is not an app, and you do not have to sign up for an account - it’s a safe and secure website. It also gives you a guest portal with all the info about the home and all of my favorite local spots.brbrIf you have any questions, just message us anytime! Happy to help!brbr✤ HEATING:brEvery area of the house is equipped with a heating system to ensure your comfort, except of the sunroom, which is not connected to the house central heating system.brbr ✤ FIREPLACE NOTE brOur fireplace is wood operated, we don't provide wood for the fireplace.brPlease only use this fireplace if you are familiar with how to use it properly and be aware that you are doing so at your own risk. Please DO NOT leave it unattended at any time. Thank you kindly.brbr✤ ENTERTAINMENT brbrAll our smart TVs are equipped with streaming apps like Netflix, Amazon, YouTube along with cable TV. Please feel free to login into your personal account.brbr✤ NOISE LEVEL MONITORING brbrPlease note that in order to be a good neighbor and host responsibly, comply with local noise ordinances and occupancy regulations, and prevent unauthorized parties, we have installed a noise alert device in our home. We can assure you that your privacy is our utmost concern; this device is NOT recording NOR storing sound data. The noise alert only functions to measure decibels and send alerts in case reasonable noise levels are exceeded.brbr✤ This home has a garden area. You may see wildlife in the yard and the occasional outdoor insect making an indoor appearance. (IE: Spider, lady bug, ants or even a bee). None of these bugs are harmful and we are happy to remove them we work very hard to keep the house clean and we have monthly pest/bug control -brbr✤ SUPPLIES:br We only provide a starter pack of supplies. Guests with longer stays have to buy their own supplies for the remaining days.brbr HOUSE RULES brbrAs a host, we aim to make your stay as comfortable as it can possibly be! Our assignment is to help our guests create beautiful family memories in our cozy home. For us to do so, we would truly appreciate it if you can follow these house rules and CONFIRM THAT THIS HAS BEEN REVIEWED WITHIN 24 HOURS OF YOUR BOOKING. Thank you in advance and truly appreciate your cooperation!brbr PETS/SERVICE ANIMALS:brbrOur property is pet-friendly (up to 2 pets) with the following guidelines:brbr- **No Cats**: To avoid allergy issues for future guests.br- Pets must not bark excessively or disturb others.br- Only non-aggressive breeds under 50 lbs. A $150 non-refundable fee per pet per stay applies (or $150 per week for stays over one week).br- Pets must be supervised in the backyard and crated when left alone.br- Pets should have collars, harnesses, or microchips with owner information.br- Guests must clean up all pet waste and ensure no damage occurs. Any damages must be reported and will incur charges.br- Please inform us of any pets being brought, including breed, number, and weight at the time of booking.brbr NO UNREGISTERED GUESTS ALLOWED:br✤ We require that all guests must be declared, regardless of whether they are staying or just visiting. Staying guests must be registered and acknowledged. Failure to register or declare any guests will result in a penalty of $30 per guest, per day.brbr HOT TUB:br✤ Children must be supervised by an adult at all times while using the hot tub.br✤ For safety, please do not bring glass, bottles, or any breakable items into the hot tub area. br✤ No alcohol is allowed in the hot tub.br✤ No animals are allowed in or around the hot tub.br✤ Please keep the hot tub cover ON after use.brbr EXTRA GUEST FEE:br✤There's an additional charge of $30/guest/night after 6 guests.brbrPARKINGbr✤We humbly request to avoid parking in a way that blocks the sidewalk. It's important for pedestrians' safety and convenience. We would sincerely appreciate your cooperation.brbr SECURITY CAMERA:br✤ For everyone's safety and security, the property is equipped with security cameras on the exterior part (no cameras inside the house). Guests must not switch them off, cover them, tamper with them, move them or obstruct their view. Breaking these rules will result in immediate eviction from the property without any refunds.brbr EARLY CHECK-IN / LATE CHECK-OUT:br✤We do have a charge or $50/hr. for early check-in and late check-out.brbr EATING OR DRINKING:br✤ No eating or drinking in the bedrooms.brbr SMOKING:br✤ There is NO SMOKING of any kind inside the house. There will be a $150.00 smoking fee charged for smoking in the house.brbr DRUGS:br✤ If guests are suspected of carrying and/or using illegal drugs of any kind, the authorities will be engaged, and GUESTS WILL BE ASKED TO VACATE THE PROPERTY AND IMMEDIATE CANCELLATION OF THE RESERVATION WITHOUT REFUND!brbrPARTIES:br✤ NOT ALLOWED and If guests are found to have had a party which results in extra cleaning, guests will be responsible for extra cleaning charges and in the unfortunate event of the disruptions alerting neighbors, GUESTS WILL BE ASKED TO VACATE THE PROPERTY AND IMMEDIATE CANCELLATION OF THE RESERVATION WITHOUT REFUND!brbrQUIET HOURS:br✤ Please keep the noise to a minimum after 10:00 PM.brbrALTERATION REQUEST POLICY:br✤ Guests must inform us of any alteration requests (shortening stay & decreasing guest count) at least one week before check-in. Regrettably, we will be unable to accommodate late requests. In such cases, we can provide a refund amounting to only 50% of the original refund amount.brbrOTHER:br✤ Please do not re-arrange our furniture. We expect the accommodation is returned to us in the condition presented on arrival. Breakages or damages not caused by normal wear and tear (animal damage does not constitute normal wear and tear) will be charged to you.brbrPLEASE NOTE: COVID-19 government-imposed travel restrictions may impact your travel plans. Please be sure to check and follow government guidelines for travel in this area.brbrIf you have read it this far, THANK YOU for being a SUPER GUEST! Please reply with our favorite quote: EXPECT NOTHING, APPRECIATE EVERYTHING. so that we know that the house rules have been reviewed.brLastly, create as much memories as you can and enjoy your stay!
Bed 4

Bed

Bath 2

Bath

Sleep 14

Sleeps

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Exceptional(14)

$505.96

/ Nightly
Private Vacation Home

Milwaukee Bungalow - Old World Charm w/Modern Amenities! Hot Tub!

Milwaukee, Wisconsin, United States

Enjoy Milwaukee's best at this charming 1928 bungalow. Affectionately dubbed The Milwaukee House, this home maintains it's original features with it's vaulted ceilings, gleaming hardwood floors and antique stain-glass windows. It has been lovingly restored and offers modern touches and comforts.brbrA hot tub was added in January 2024. The hot tub is not an inflatable, but at first glance, some think it is due to it's bubbly appearance. It is a $5,000 hot tub.brbrWhere is our quiet neighborhood located brbr* 7-10 min to Bay Viewbr* 10 min to downtown areabr* 10 min to airportbr* 10 min to Miller Parkbr* 17 min to beachbr* 5 min to St. Lukes/St. Francis hospitalsbrbrThe Space:brbr* Please note-our basement rec area no longer has foosball, we have replaced this with a few arcade games. Our backyard now has one small hang-out table, as we had to make room for our hot tub.brbr* 3 living areas, each with their own Roku tvbr* Free garage parking for two carsbr* Fully stocked. Enjoy cooking items such as a blender, crockpot, Keurig, and Cutco knives. We offer some adult games and for children, we offer toys, a high-chair, and a pack n' play. There is plenty of storage and space. brbrSleeping Areas:brbrThree bedrooms (each sleeps two)br3 cots and futon brPull out sofa-sleeperbrbrHouse Layout: brbrFIRST FLOOR: Two bedrooms, formal living room, kitchen, bathroombrbrSECOND FLOOR: Bedroom, informal living roombrbrBASEMENT: The basement is partially furnished. It also includes a remodeled bathroom, laundry and baby equipment. brbrBACKYARD: During the warmer months a patio set as well as a fire table are provided.brbrThe house has central heat and air, but for your added comfort, a portable AC unit/portable heater are provided upstairs during summer and winter.
Bed 3

Bed

Bath 2

Bath

Sleep 10

Sleeps

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Exceptional(8)

$555.47

/ Nightly
Private Vacation Home

1 Mile to Downtown -Brewers Hill-Rooftop Deck-Gym

Milwaukee, Wisconsin, United States

Welcome to our lux home in one of Milwaukee's top neighborhoods, Brewers Hill. Only 5 minutes to Downtown. Near some of the best restaurants/bars in the city. Stay with us when going to a Packer game!brbr*83 Walkcore-Very Walkablebr*Garage Gym- Full set of Bowflex weights, squat rackbr*Peloton Bikebr*Fully stocked home, basic amenities providedbr*Smart TVs in every roombr*Central AC & Heat br*Gas Fireplacebr*Patio w/ Tablebr*Movie projectorbr*Work Desksbr*1 Designated Parking spot and street parkingbrbr*Sleeps 16 comfortablybr*5 bedrooms - 3 upstairs, 2 in fully built-out basementbr*3.5 bathrooms: - 1 full in the master bedroom, 1 full upstairs, 1 half bath in the living room, 1 full in the basementbrbrBed Infobr✔1 King Memory Foam bed - Sleeps 2 (Bedroom 1 upstairs)br✔1 Queen Memory Foam bed - Sleeps 2 (Bedroom 2 upstairs)br✔1 Queen Memory Foam bed - Sleeps 2 (Bedroom 3 upstairs)br✔1 Queen inflatable Mattress - Sleeps 2 each (Living Room)br✔1 Regular Couch - Sleeps 1 (Living Room)br✔2 Full Bunk Beds with Twin Bed Over it - Sleeps 6 (Bedroom 4 basement)br✔1 Full Bunk Bed with Twin Bed Over it - Sleeps 3 (Bedroom 5 basement)brbr*TOP ATTRACTIONS NEAR USbr• McKinley Beach (3.0 mi/4.8 km)br• Downtown Milwaukee (1 mi/1.6 km)br• Milwaukee Art Museum (1.9 mi/3.0 km)br• Harley-Davidson Museum (2.4 mi /3.8 km)br• Milwaukee Public Market (2 mi/3.2km)br• American Family Field (5.3 mi/8.5km)brbrCLEANLINESS is a high priority for our listing!brThere is always a professional thorough, sanitizing cleaning between guests from the refrigerator to the remote controls and light switches.
Bed 5

Bed

Bath 3

Bath

Sleep 16

Sleeps

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Exceptional(8)

$624.54

/ Nightly
Private Vacation Home

4 BR Blair House 1890 Duplex- Steps from Brady Street!

Milwaukee, Wisconsin, United States

Location, location, location! Enjoy this clean, natural light filled, stylish, and centrally-located duplex in one of the best locations in Milwaukee. Steps from breweries, restaurants and shops on historic Brady St, this private duplex is tucked away on a safe and quiet street with easy street parking. Chill under the backyard pergola or relax on the porch with great city views. A stylish oasis within the heart of Milwaukee's Lower East Side!brbrThe spacebrBuilt in 1890 and renovated by Blair House Design, this stylish 1600 sq ft duplex is on a quiet street with free and easy parking. Only steps to the breweries, bars, restaurants and shops located on Brady (and 1 mile from Fiserv Forum as well as 1 mile from Lake Michigan). Sip your coffee from either of the front porches or relax in the back yard under the shaded pergola. This is a perfect stay for groups of friends or two families.brbrIn this duplex there are 2 total bathrooms and 4 total bedrooms, with 3 king size beds and one queen size bed. There is also an additional pull out, queen size memory foam sofa bed in the same bedroom as another king size bed in the upstairs level. Each of the 2 units have their own separate entrance, each with 2 bedrooms, 1 bathroom, a kitchen, dining and living area. Walk a couple of steps out the back door of the lower level to get to the entrance of the upper level. It is possible for all 8 guests to gather together upstairs in a cozy setting with banquette seating for 8. Need space to work from home There is high speed WiFi throughout the house. Streaming services on the flat panel TVs include Netflix, HBOmax and YouTube TV.brbrRelax outside with your group in the private, ivy covered patio area with seating for 8. Each unit also has its own front porch with patio furniture. There is an exterior flight of stairs up to the house (12 steps) to the lower unit entrance. The upstairs entrance is located in the back and has an interior flight of stairs (15 steps) to its unit. Walk outside of the back door of the lower unit a few steps to the entrance of the upper unit, making it easy to move between the units.brbrGuest accessbrThe whole duplex, porches and back yard is yours to enjoy!
Bed 4

Bed

Bath 2

Bath

Sleep 8

Sleeps

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