Middletown

Middletown Hotels with Balcony

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Middletown Hotels with Balcony

Explore top hotels with balconies in Middletown for a more relaxing stay.
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LOOKING FOR A HEAVENLY GETAWAY
LOOKING FOR A HEAVENLY GETAWAYLOOKING FOR A HEAVENLY GETAWAYLOOKING FOR A HEAVENLY GETAWAYLOOKING FOR A HEAVENLY GETAWAYLOOKING FOR A HEAVENLY GETAWAYLOOKING FOR A HEAVENLY GETAWAY
33
Hotels in Middletown
Amazing
28 reviews
9.4/10
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Trendy Upstate Hideaway with Scenic Views
Trendy Upstate Hideaway with Scenic ViewsTrendy Upstate Hideaway with Scenic ViewsTrendy Upstate Hideaway with Scenic ViewsTrendy Upstate Hideaway with Scenic ViewsTrendy Upstate Hideaway with Scenic ViewsTrendy Upstate Hideaway with Scenic Views
54
Hotels in Middletown
Escape to Casa Catskills—your perfect summer retreat just 2.5 hours from NYC! Tucked between the charming towns of Roxbury and Margaretville, this stylish Spanish courtyard-style home is ideal for families or friends. Explore nearby hiking trails, swim holes, festivals, farmers markets, and more. With 3 bedrooms, 2 bathrooms, a fully equipped kitchen, and cozy indoor/outdoor spaces, it’s a dream Catskills escape. Dog friendly with approval + fee. Book your summer stay now! Welcome to Casa Catskills—your fun and fabulous summer escape in the heart of New Kingston! This beautifully restored 1919 Craftsman-Spanish Colonial bungalow is full of charm and character, perfect for architecture lovers, design fans, or anyone looking to slow down and soak up the Catskills magic. Inside, you’ll find cozy, stylish spaces including a modern chef’s kitchen, sunny dining room, comfy living room, and three inviting bedrooms—all on one easy-living floor. 🛏 Sleeping arrangements: Bedroom 1: King bed Bedroom 2: Queen bed Bedroom 3: Queen bed Outside, summer really shines. Start your day with coffee in the serene courtyard garden filled with colorful blooms, or lounge on the dreamy front porch with views of rolling hills and starry skies. Just minutes from hiking trails, farmers markets, swimming holes, and charming villages—Casa Catskills is the perfect home base for Catskills summer fun! Guests have full access to the house except for any locked spaces. The garage/shed at the back of the house is off limits. Hosts live nearby and are available as needed. Delaware County, NY, is a premier four-season vacation destination offering something special in every season. Nestled in the Catskill Mountains, this picturesque region is perfect for outdoor enthusiasts, foodies, and those seeking a peaceful escape. In winter, enjoy skiing and snowboarding at nearby ski resorts or snowshoeing through serene trails. Spring brings blooming landscapes and vibrant farmers' markets filled with local goods. Summer is ideal for hiking, biking, and exploring scenic mountain trails, while fall dazzles with breathtaking foliage that paints the countryside in brilliant hues. Delaware County is also a popular spot for weddings, offering charming venues with stunning mountain backdrops. Throughout the year, you’ll find quaint shops, amazing farm-to-table restaurants, and a welcoming atmosphere that captures the essence of upstate New York. Whether you're seeking adventure or relaxation, Delaware County delivers unforgettable experiences year-round. Approximate distances to popular spots: Plattekill Ski Center: 9.4 miles Belleayre Ski Center: 13.9 miles Stone Tavern Farm: 8.4 miles The Inn at West Settlement: 9.9 miles Roxbury Barn: 7.5 miles Maple Shade Farm: 18.4 miles Cooperstown Dreams Park: 41.1 miles Hunter Mountain: 38.6 miles Windham Mountain: 32.3 miles A vehicle is needed to enjoy the countryside. There is no or limited Uber or cab service in the area. For stays over 7 nights, a mid-stay cleaning is required. Please inquire as to pricing before booking. 📶 Heads up: no cell service at the house. Be sure to turn on WiFi Calling in your phone settings so you can make and receive calls once connected. And don’t forget to screenshot your check-in info before hitting the road—just in case! 🐶 We welcome one well-behaved dog with prior approval and a pet fee. A few helpful ground rules: no pups on furniture or beds, please bring a towel from home to clean off muddy paws, and make sure to keep your dog leashed and picked up after during walks and yard time. Thanks for helping us keep the property clean and cozy for all guests! ❄️ Winter travel advisory: Delaware County is a rural, mountainous area. From October through April, snow and ice are common. We recommend AWD, FWD, or 4WD vehicles and good all-season or winter tires. 2WD or RWD vehicles may have trouble in winter conditions. The driveway is plowed and shoveled to the door, and we provide a shovel so you can keep the walkway safe during your stay. Check the forecast and travel safe! We have great neighbors, help us be great neighbors too! Check-In & Check-Out Times Standard check-in is at 4:00 PM and check-out is at 11:00 AM. No changes to check-in or check-out times are possible from Memorial Day through Labor Day, or on holidays. Outside of those dates, time adjustments may be possible with at least 24 hours’ notice and are subject to availability. An hourly fee may apply for significant changes. No parties. Only the number of guests on the reservation should be in the house. Let Host know of daytime guests. No smoking or vaping indoors. If you must smoke, do so outdoors only and extinguish when done then put in the garbage. There will be a $500 fee for evidence of smoking indoors. One dog max are allowed with approval and additional fee. Sorry, no cats. I know, we love them too. Unfortunately there are too many guests with feline allergies. Quiet hours 9PM to 8AM, keep outdoor noise to a minimum. Cool? Cool.
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Modern 5-Bedroom Mountain Home W/ Stunning Views! 5 Minutes to Belleayre
Modern 5-Bedroom Mountain Home W/ Stunning Views! 5 Minutes to BelleayreModern 5-Bedroom Mountain Home W/ Stunning Views! 5 Minutes to BelleayreModern 5-Bedroom Mountain Home W/ Stunning Views! 5 Minutes to BelleayreModern 5-Bedroom Mountain Home W/ Stunning Views! 5 Minutes to BelleayreModern 5-Bedroom Mountain Home W/ Stunning Views! 5 Minutes to BelleayreModern 5-Bedroom Mountain Home W/ Stunning Views! 5 Minutes to Belleayre
47
Hotels in Middletown
Welcome to Chavy's House, nestled on the edge of a village in a stunning part of the Catskills, with modern style and old time charm. Overlooking picturesque Fleischmanns with breathtaking panoramic mountain views, our mountaintop perch overlooking the adorable playhouse and playground against the backdrop of the rushing waters, makes this charming home a vacationers oasis!Our character rich 1910 Upstate Farmhouse is set back from the road just over the bridge at the babbling BushKill stream. This private home boasts a hidden woodland uphill trail behind the sprawling lawn. Flanked with towering trees spanning a half an acre, the trail leads to an elevated clearing, that will capture you imagination from high up on its mountaintop perch. Surrounded by a side lawn dotted with Adirondack chairs, lounge chairs, stone fire pit seating and bluestone patio dining, your ultimate peace and relaxation awaits. Watch the children frolic in the adorable playhouse and mini playground against the backdrop of the rushing waters and rolling hills. Level OneUpon stepping foot into our serene mountain home, you will immediately be greeted with astonishing natural light from its countless windows. You will love the - Elegant designer furniture and high-end lounging (think Italy!). - Open flow living and dining areas, graced with multiple sets of French doors- Contemporary art decor - Sun bathed California sunroom, (our secret spot that'll have you hooked!) - Cozy sunroom seating hides a pullout queen bed (Bedroom 5) - Newly redone well-stocked kitchen- Stainless steel appliances and vintage curio will make entertaining worth the while.- Stately dining room with upscale glass top dining. - Inviting mudroom (Skiiers, we got you covered!)- Wood burning fireplace ( It's been a long day at the slopes...)- High speed WiFiThe Second Level You and your guests will find the accommodations inviting and luxurious- Four charming bedrooms- One full bathroom and one half bathroom- Master bedroom (Bedroom 1) comes with an adjoining door to the kids room ( Bedroom 2). - Two twin bed guest room ( Bedroom 3) shares a cute Jack and Jill half bathroom with the adjoining queen bedroom (Bedroom 4) - The full bathroom is situated opposite the stairway, just steps away from all four bedrooms (see photo)- All rooms have AC - Treat yourself to all amenities provided, never fretting about those toiletries while away from home. - Modern room decorThe LoftDare yourself to pull down the loft stairs, and discover a thrilling experience of a game room and kids slumber party fantasy, adorned with an adorable window that has the whole arena illuminated all day long! - The loft sleeps rwo- Periodic re- stocking of game choices. Check out the photos under THE GYM category of this niche in style. Fleischmanns is in a marvelous setting, surrounded by Belleayre Mountain and miles and miles of protected state land. It is at the confluence of three streams, Vly Creek, Emory Brook, and the BushKill. Plan your stay with countless outdoor activities like skiing at Belleayre Mountain, swimming at Belleayre Beach (both just 7 minutes away), fishing, horseback riding, boating, tubing, plenty of hiking trails, a beautiful golf driving range, along with the iconic Delaware Train ( 19 minutes away). Shopping and restaurants are available at walking distance or in the nearby town of Margaretville; making it yet another reason to keep you at our serene little village all year long!Looking Forward to having you stay with us; any questions, just message me. I'm here to help.-ChavyAbout pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking allowed: in designated areas.About minBookingAge:Minimum age to rent: 21.About events:Events allowed: family gatherings.Maximum event attendees: 20.
Outstanding
10.0/10
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Middletown
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Luxurious Contemporary Farmhouse Oasis - Stunning Mountain View
Luxurious Contemporary Farmhouse Oasis - Stunning Mountain ViewLuxurious Contemporary Farmhouse Oasis - Stunning Mountain ViewLuxurious Contemporary Farmhouse Oasis - Stunning Mountain ViewLuxurious Contemporary Farmhouse Oasis - Stunning Mountain ViewLuxurious Contemporary Farmhouse Oasis - Stunning Mountain ViewLuxurious Contemporary Farmhouse Oasis - Stunning Mountain View
65
Hotels in Middletown
Luxury Contemporary Farmhouse– The perfect Catskills escape only 2.5 hours from the GW! Set on 5.8 private acres with amazing mountain views and every possible amenity, this 3-story, pet-friendly retreat features 3 bedrooms, 3.5 baths, a gourmet kitchen with Viking stove, three-sided fireplace, hot tub, steam room, and billiard room. Just 10 mins to Plattekill and 20 to Belleayre! Book now and soak in the scenery, comfort, and adventure! Get ready for your perfect Catskills summer escape at the Luxury Contemporary Farmhouse! Tucked away in the scenic heart of the Catskill Mountains and encircled with trees, this warm and welcoming three-story home is ideal for families, friends, and couples looking to relax, recharge, or explore. Just a short drive to the charming villages of Roxbury, Margaretville, and Andes, you’ll be close to local shops, farmers markets, hiking trails, swimming holes—and yes, amazing mountain views in every direction! Whether you're sipping your morning coffee on the deck, hiking nearby trails, firing up the BBQ for a sunset dinner, or stargazing from the hot tub, this home offers the best of summer in the Catskills—plus plenty of space to unwind indoors. 🛏 The Layout 🌿 Main Floor 🛋️ Living Room – Soaring 26’ ceilings, comfy seating, and a stunning three-sided bluestone fireplace 🍳 Kitchen – Fully stocked chef’s kitchen with Viking stove, granite countertops & everything you need to cook up a feast 🍽️ Dining Room – Spacious dining area with sliding glass doors to the deck and incredible mountain views 🛏️ Bedroom – King bed, Vermont Castings gas fireplace, private deck access & luxurious en suite with clawfoot tub + steam shower 🚻 Half Bath – Conveniently located powder room 🛌 Second Floor 🛏️ Bedroom 1 – Queen bed, TV & cozy workspace 🛏️ Bedroom 2 – King bed & desk with dual monitors, perfect for remote work 🚿 Full Bath – Tub/shower combo for shared use 🧘 Loft Area – Elliptical, yoga mat, free weights, and a reading nook overlooking the living space 🎱 Ground Level 🎯 Game Room – 9’ pool table, bar area, and sleeper sofa for extra guests or chill movie nights 🧺 Laundry Room – Washer, dryer & utility sink 🚗 Garage – Not accessible to guests, but parking available in the driveway 🌲 Outdoor Highlights Huge wraparound deck with gas BBQ, dining area & lounge chairs Hot tub with serene forest & mountain views Fire pit for starry Catskills evenings Spacious lawn for games, lounging, or just soaking up the peaceful vibe Surrounded by 5.8 acres of natural beauty and endless views 🎶 Extras to Love Whole-house indoor/outdoor sound system Fast WiFi and great spaces for remote work Pet-friendly with approval—because pups deserve vacations too! Minutes to Plattekill (10 mi) and Belleayre (20 mi)—come back for ski season! ✨ Book your summer stay today and experience the magic of the Catskills at Mountain View Haven! Guests have full access to the entire vacation home, including the main living areas, kitchen, bedrooms, bathrooms, and outdoor spaces. The multi-level deck, hot tub, and yard with mountain views are all available for your enjoyment. Please note that the closet in the master bedroom is locked for owner storage, and the basement contains a locked storage room that is off-limits. The garage area is also restricted and not available for guest use. Your hosts live in the area and are available to assist during your stay while respecting your privacy. They can help with questions about local attractions, outdoor activities, or property needs. Delaware County, NY, is a premier four-season vacation destination offering something special in every season. Nestled in the Catskill Mountains, this picturesque region is perfect for outdoor enthusiasts, foodies, and those seeking a peaceful escape. In winter, enjoy skiing and snowboarding at nearby ski resorts or snowshoeing through serene trails. Spring brings blooming landscapes and vibrant farmers' markets filled with local goods. Summer is ideal for hiking, biking, and exploring scenic mountain trails, while fall dazzles with breathtaking foliage that paints the countryside in brilliant hues. Delaware County is also a popular spot for weddings, offering charming venues with stunning mountain backdrops. Throughout the year, you’ll find quaint shops, amazing farm-to-table restaurants, and a welcoming atmosphere that captures the essence of upstate New York. Whether you're seeking adventure or relaxation, Delaware County delivers unforgettable experiences year-round. Approximate distances to popular spots: Plattekill Ski Center: 10 miles Belleayre Ski Center: 18 miles Stone Tavern Farm: 10 miles The Inn at West Settlement: 12 miles Roxbury Barn: 9 miles Maple Shade Farm: 18 miles Cooperstown Dreams Park: 42 miles Hunter Mountain: 39 miles Windham Mountain: 34 miles Transportation in Delaware County, NY, is essential due to the rural nature of the area. While the region’s natural beauty and charm make it a wonderful getaway, public transportation options are very limited. A car is necessary for exploring the county's attractions, including ski centers, hiking trails, charming villages, farmers’ markets, and local restaurants. The scenic drives themselves are part of the experience, offering stunning views of the Catskill Mountains. Whether you're visiting for outdoor adventures or to relax in the countryside, reliable transportation ensures you can fully enjoy all that Delaware County has to offer. 🌟 Before You Book – Please Read We want your stay to be as relaxing and memorable as possible! To help ensure that, please take a moment to review our house policies and expectations before finalizing your reservation: 🕓 Check-In & Check-Out Standard check-in is 4:00 PM and check-out is 11:00 AM. Need extra time? We’re happy to try to accommodate changes for an added fee—just give us at least 24 hours’ notice. We’ll do our best based on cleaning schedules and availability. 🌿 Rural Setting & Wildlife This is country living! While we treat the exterior to keep out pests, occasional visits from insects or mice can happen—even in very clean homes. They’re drawn to food, water, and shelter. If you're uneasy around critters, this may not be the best fit. 📶 No Cell Service There’s no cell signal at the house. Be sure to turn on WiFi Calling in your phone settings so you can make and receive calls while connected to the WiFi. ❄️ Winter Travel (Oct–Apr) If you're visiting during colder months, please come prepared. We recommend AWD, FWD, or 4WD vehicles and winter or all-season tires with good tread. Steep, unpaved roads can be tricky in snow or rain. The driveway is plowed and shoveled, and we provide a snow shovel to help keep your walkway safe. 💧 Well & Septic System Our water comes from a private well, and waste goes to a septic system. Please avoid sprinklers, kiddie pools, or water slides—they can drain the well and damage the pump. Also, only flush toilet paper—no wipes or hygiene products, please. Thanks so much for helping us care for this special place. We can’t wait to host you in the beautiful Catskills! 🏞️ We pride ourselves on being great neighbors and having great neighbors; let's work together to maintain that! - No parties. The house should only accommodate the number of guests listed in the reservation. Please inform the host about any daytime visitors. - Smoking or vaping indoors is prohibited. If you need to smoke, please do so outside, ensuring it's fully extinguished and disposed of properly. A fine of $500 will be imposed for any evidence of smoking inside the property. - One dog may be accepted with prior approval and an additional fee. - No ATVs, snowmobiles, fireworks, or firearms are allowed. - Quiet hours are from 9 PM to 8 AM; please keep outdoor noise to a minimum. Check-In & Check-Out Times Standard check-in is at 4:00 PM and check-out is at 11:00 AM. No changes to check-in or check-out times are possible from Memorial Day through Labor Day, or on holidays. Outside of those dates, time adjustments may be possible with at least 24 hours’ notice and are subject to availability. An hourly fee may apply for significant changes. Got it? Great!
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Expansive Valley Views and Cozy Comfort - Stunning Serene Retreat
Expansive Valley Views and Cozy Comfort - Stunning Serene RetreatExpansive Valley Views and Cozy Comfort - Stunning Serene RetreatExpansive Valley Views and Cozy Comfort - Stunning Serene RetreatExpansive Valley Views and Cozy Comfort - Stunning Serene RetreatExpansive Valley Views and Cozy Comfort - Stunning Serene RetreatExpansive Valley Views and Cozy Comfort - Stunning Serene Retreat
99+
Hotels in Middletown
Welcome to Stone Ledge This stylish and spacious contemporary mountain home is set on 20.5 private acres in the heart of the Catskills. Designed with clean lines, natural textures, and expansive views, Stone Ledge offers both comfort and seclusion. It's the perfect getaway for families, friends, or anyone seeking a peaceful, design-forward retreat. Located just minutes from Plattekill Mountain and Belleayre Ski Center, wedding venues, hiking trails, and farm-to-table restaurants, this home is ideally situated for four-season adventures. One well-behaved dog is welcome with prior approval and a $200 pet fee. Thoughtfully Designed for Mountain Living Stone Ledge was intentionally built to highlight the stunning valley views and natural light. The home faces south and uses passive solar energy to stay warm in cooler months and cool in summer, with large windows that invite mountain breezes. Stone walls on the property and within the home provide warmth and character—absorbing the sun’s heat by day and radiating it into the evening. These elements create a space that’s grounded in its landscape and always inviting. Main Living Space Enter through the side door into a bright and open entryway with coat closet and boot trays. There’s also a convenient half bath right at the entrance. The main floor features an open-concept kitchen, dining room, living room, and TV lounge. Sliding doors open to both the back deck—with BBQ grill and dining area—and the spacious front porch, perfect for morning coffee or evening relaxation. Sleeping Arrangements Bedroom 1 (Main Floor): Double bed and closet (note: no full bath on this floor) Bedroom 2 (Second Floor): Bunk bed with double on bottom, twin on top Bedroom 3 (Second Floor): Queen bed Bedroom 4 (Second Floor): Queen bed with en suite bathroom Futon (Second Floor Mezzanine): Sleeps one Outdoor Enjoyment Surrounded by acres of forest, stone walls, and wild fields, Stone Ledge invites guests to explore the natural beauty right outside the door. Wander through the woods, forage for wild blueberries or apples, or simply relax on one of four decks and take in the view. In winter, you can sled down the long driveway or build your own trail from the porch. Warm up by the fire pit with a mug of cocoa and enjoy the peace and quiet that makes this place so special. A Personal Touch The home was designed by the owner, a commercial interior architect and founder of a Boston-based firm specializing in award-winning sustainable buildings. Her clients include top institutions like Harvard, Yale, and MIT—and that same level of care and design is evident throughout Stone Ledge. Other Notes A Sovmiku CG6 2K solar security camera is installed at the front door and faces the driveway for safety. Guests have full access to the home and grounds, except for any locked closets or private areas. Whether you're planning a ski trip, a summer escape, or a quiet long weekend, Stone Ledge delivers the perfect blend of style, comfort, and Catskills charm—all surrounded by nature’s best. Before You Book – What to Know We want your stay to be smooth, relaxing, and enjoyable. Please take a moment to review the following important notes before booking: Quiet Hours & Neighbor Respect We love our neighbors—and we know you will too! Please keep outdoor noise to a minimum after 9 PM, especially around the fire pit or deck. Let’s help preserve the peacefulness that makes this community so special. Check-In & Support Check-in: After 4 PM Check-out: By 11 AM Early or late check-in may be available for an added fee with at least 24 hours’ notice. Same-day requests cannot be guaranteed due to cleaning schedules. We’re available by phone or email if anything arises. This is a private home—not a hotel—so response times may vary slightly, but we’ll do our best to assist you promptly. Important Travel Info There is no cell service at the house. Please enable WiFi calling on your phone before arrival so you can make and receive calls over the internet. We recommend saving or writing down key check-in details—such as the address, door code, WiFi info, and host contact numbers—in case you lose signal while traveling. A vehicle is required to get around. There are no ride-share services (Uber/Lyft) or reliable taxis in this rural area. Winter Travel Advisory (October–April) Delaware County is mountainous and beautiful—especially in the winter—but snow and ice are common. Please plan accordingly. We strongly recommend: AWD, FWD, or 4WD vehicles Winter or all-season tires with solid tread Avoiding 2WD or RWD vehicles in snowy or icy conditions The driveway is plowed and maintained in the winter. A shovel is provided to help you clear walkways if needed. Country Living Note This home is located in a rural, natural area. While the exterior is professionally treated, insects or mice may occasionally find their way inside—especially in cooler months when they seek warmth. If you are especially sensitive to wildlife or critters, this may not be the best fit for your stay. Water & Septic System The home uses a private well and septic system, which is typical for this area. Please help us care for it by: Conserving water during dry spells Avoiding water games (sprinklers, kiddie pools, Slip ‘N Slides) Only flushing toilet paper—no wipes, paper towels, or hygiene products Misuse can lead to water shortages or costly repairs, and we appreciate your care and consideration. Land Use To maintain the safety, quiet, and natural beauty of the area, the following activities are not permitted on the property: ATVs Snowmobiles Fireworks Hunting Thank you for your understanding and cooperation. Cancel 60+ days before check-in for a 95% refund Cancellations made within 60 days of check-in are non-refundable All payments are securely processed via Stripe, a trusted third-party provider. Proudly Managed by the property manager This property is proudly managed by the property manager, offering a curated selection of exceptional vacation rentals throughout the Catskill Mountains—from charming village homes to serene mountaintop retreats. Whether you’re planning a weekend escape or an extended stay, we have the perfect space for you to unwind and explore. Your host is also a licensed real estate salesperson with Keller Williams Upstate NY Properties, the region’s most trusted name in Catskills real estate. If you’re thinking about buying or selling—locally or anywhere in the world—feel free to reach out. My business is built on referrals from happy guests, and I’m part of a global network of real estate professionals ready to help you wherever life takes you. A FEW RULES. Check-In and Check-Out: Plan your travel on our listed 4PM arrival and 11AM departure times. Changes in times may be available for an additional fee if possible. Please give at least 24 hours notice for requests, last minute requests may not be possible as cleaning and service schedules are planned in advance. - We have awesome neighbors; help keep us awesome neighbors too. - No parties. Only the number of guests on the reservation should be in the house. Let Host know of daytime guests. - No smoking. If you must smoke, do so outdoors only and extinguish when done then put in the garbage. There will be a $500 fine for evidence of smoking inside the home. - Dogs are considered, with approval and additional fee. - No ATV's, snowmobiles, fireworks or firearms. - Quiet hours 9PM to 8AM, keep outdoor noise to a minimum. Cool? Cool.
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