Best Monroe Hotels

This stunning 3-bedroom, 4-bathroom home, tucked away in the woods of Monroe, is just minutes from scenic NY state parks, ski resorts, and wineries. Combining modern amenities with rustic cabin vibes, this spacious retreat offers the perfect blend of comfort and style. Nature enthusiasts can explore the private backyard with a lush garden and heated pool. With elegant living spaces, a game room, and an outdoor wraparound deck, guests will enjoy the ultimate mix of relaxation and luxury. Exquisite 3-bedroom home in scenic Monroe, just minutes from stunning state parks and wineries. This spacious property with a large backyard and sunny living spaces features a pool, hot tub, and beautiful garden in a rustic setting. Amenities include: • Smart TVs • Dedicated workspace • Wifi • Heated pool & hot tub • Free private parking • AC & heating • Game room w/foosball table, arcade cabinet • Two laptop-friendly desks • Jetted tub • Wraparound deck • Firepit • Fireplaces • Washer & dryer • Towels & linens • Fully stocked kitchen • Outdoor dining area • BBQ grill Surrounded by trees on a private plot of land, this elegant 3-bedroom, 4-bathroom home accommodates single families or groups of friends for a convenient, restorative getaway. Our home offers a rustic, cabin-like mystique, but is also decked out with modern conveniences and deluxe features. Inside, you’ll discover inviting, stately living spaces with buttery leather couches, Smart TVs, and cozy fireplaces. High ceilings and massive windows draw in ample natural light. Soft, cozy queen bed with elegant hardwood frame. Airy, soothing palettes with natural light. Take advantage of plentiful closet space. Unwind in the evenings by streaming your favorite Smart TV show. Comforting full bed with beautiful hardwood frame in cozy atmosphere. Soothing blue and green splashes, with airy ambiance. Enjoy Smart TV streaming, convenient nightstands, and full body mirror. Charming, rustic room with cozy full bed and nightstand, unique area rug, mirror. Functional work desk for studying, reading, or remote work. Modern furnished basement, outfitted with a twin bed and twin trundle for additional guests. This sleeping area with game room boasts a foosball table, leather couch and Smart TV, board games, Nintendo Wii, and Pac-Man 12-in-1 legacy edition arcade cabinet. You’ll be immediately drawn to the exquisite main living area, with wood-paneled high ceilings, skylights, and huge glass patio doors that offer an enchanting chalet feel. You’ll love hanging out together on the leather couches and armchairs facing lovely scenery. Enjoy a movie marathon or board game night. Cocktail connoisseurs have access to the stylish wet bar, and remote workers will appreciate the dedicated workspace. When you’re not out adventuring, playing games, or swimming in our heated pool, some downtime might be in order. Our utility room is stocked with cleaning supplies and a washer/dryer for housekeeping necessities. It’s also easy to find a place for some private R&R, as the home comes with four full bathrooms. Savor the soothing jets of our soaker tub, and wrap up in a soft robe to enjoy a glass of wine from the wraparound deck. At night, there’s no better place to chill out than our massive gardened backyard. Dip in the pool during the warmer months, or gather around the fire pit to roast marshmallows and swap stories. Full kitchen with stainless steel appliances and cooking utensils. Ample countertop space. Coffee and tea. Option of four-person dining table, or spacious, elegant dining room where an eight-person table. I always respond as soon as I can. With a stay at our beautiful home, you’ll be situated in the beautiful town of Monroe, NY. This spot is a great destination for families and groups of friends looking for a memorable vacation. Nestled in the breathtaking Hudson Valley, Monroe offers a picturesque setting with stunning natural beauty and exciting activities for all ages. Nature lovers and outdoor enthusiasts will love that Monroe offers several nearby parks, including the popular Harriman State Park and Bear Mountain State Park. You can explore miles of scenic trail hikes and admire waterfalls, vibrant fall foliage, or snow. In the winter, Bear Mountain State Park offers skiing and snowboarding opportunities for those seeking winter adventures. If you’re in the mood for some shopping, Monroe has multiple options. The area has numerous boutiques, antique shops, and local markets to peruse for treasures and souvenirs. There’s also the Woodbury Common Premium Outlets just a short drive away, with an extensive selection of discounted designer brands. Monroe also has plenty of kid-friendly attractions. The popular Monroe-Woodbury Sports Complex offers indoor activities such as ice skating and indoor soccer, great for rainy days. The nearby Museum Village is an interactive living history museum that showcases life in the 19th century, which can be a fun and educational experience for your family. And finally, your kids might go crazy for Legoland in nearby Goshen. Foodies will also find plenty of options in Monroe. The area is known for its diverse culinary scene, with a variety of restaurants offering cuisines ranging from Italian to Mexican to Asian. Indulge in farm-to-table dining at one of the many local eateries or enjoy a leisurely brunch at a cozy cafe. Our guests can arrive in their own personal or rented car. The nearest airport to our home on Berry Road in Monroe is Stewart International Airport (SWF), about 12 miles away. The drive from the airport to our property takes about 35 minutes. Guests have access to free private parking in the driveway, which can accommodate up to 6 vehicles. Our heated in-ground pool is available from May 15 until the beginning of September There is a fee to use the pool heater: $150/day While the barbecue grill is available for your use, please note that we do not provide propane for the grill. If you plan on having a barbecue during your stay, kindly bring your own propane canister to fuel the grill. This will help you enjoy your outdoor cooking without any interruptions.

Lakeside Retreat for 17 Two Unique Homes, Private Docks, Forest Setting & Room to Gather or Get AwayWelcome to your dream group getaway—two unique lake homes, side by side, offering the perfect blend of togetherness and personal space. Nestled in a peaceful oak forest and situated on the shores of crystal-clear Walton Lake, this one-of-a-kind rental sleeps up to 17 guests across two homes with private docks, multiple decks, fire pits, chef-worthy kitchens, and plenty of room to gather, play, or unwind.Whether you're hosting a family reunion, multi-family vacation, or group retreat, this setup is ideal for balancing connection and quiet.The Best of Both Worlds: Shared Fun, Private RestThese two properties sit directly next to each other, separated only by a driveway and wooded paths, and are rented together as one seamless experience. House One – “The Treehouse Cabin” (Sleeps up to 10)Designed like an adult summer camp, this house invites you to disconnect and immerse in nature.One primary bedroom in the main houseTwo detached “sleeper cabins” just steps away—perfect for a camp-style vibeChef’s kitchen, indoor and outdoor fireplacesBreezy open-air living with a motorized screen wall—no TV, by designExpansive decks, lakeside lounging, and screened-in lake viewsHouse Two – “The Octagon Lodge” (Sleeps up to 7)A newly rebuilt take on the original 1905 Osseo Lake Lodge, this modern two-story octagonal home was designed by artists to highlight light, views, and relaxation.Three bedrooms upstairs with peaceful nature views of the surrounding oak forestA cozy reading nook with a twin bed downstairs, ideal for guests who prefer to avoid stairs or want a quiet retreat20-foot cathedral ceilings and spa-inspired bathroomsRadiant heated floors downstairs; ceiling fans and baseboard heat upstairsComcast TV, air conditioning in the main living roomPing-pong, foosball, and board games for indoor funMassive windows bring the outdoors in—sunsets guaranteedShared Amenities Across Both Homes:Two private docks on a calm, swimmable, non-motorized lakeTwo chef’s kitchens, fully stocked for cooking and entertainingMultiple dining tables, seating 6–12 at eachOutdoor gas grills, fire pits (wood-burning and gas), and large decksLawn games like cornhole and horseshoesFast Wi-Fi, plenty of cozy corners, and forested space to exploreWhy It Works for Groups:This dual-home layout makes it easy to gather when you want—and retreat when you need. Early risers and night owls can peacefully coexist. Kids can play games in one home while adults enjoy a sunset drink or quiet morning coffee in the other.Each home has its own identity and vibe—but together, they create a cohesive, elevated retreat perfect for groups who value connection and breathing room.The Setting:Located on beautiful Walton Lake, a spring-fed, clean, and quiet lake where only paddling, swimming, and floating are allowed—no motorized boats. Both homes sit on over 2.5 acres combined, surrounded by mature oaks and nature trails.**“The lake is just a short walk down two peaceful, winding paths with well made steps. Along the way, you’ll find a resting spots where you can pause, take in the fresh air, and enjoy the quiet beauty of nature. Some guests love the little walk, while others simply enjoy the view from the patio and other spots around the property — both are wonderful ways to experience the lake.For an easy trip down, you’ll find tote bags in the front room closet . They’re perfect for packing towels, sunscreen, a bottle of wine, or a few snacks, so you can settle in by the water and truly relax without having to make extra trips. At the base of the lake, there are sheds stocked with life jackets in a variety of sizes, so you’ll have what you need to enjoy the water safely.”**You're also close to:Storm King Art Center, DIA Beacon, and Legoland NYWineries, breweries, and farm-to-table diningHiking, skiing, and Woodbury Commons outlet shoppingExtras:A curated local guidebook is provided both digitally and in printFirewood, games, and basic pantry essentials includedResponsive host, nearby if neededA truly special retreat where families, friends, and nature lovers can connect, explore, and make lasting memories—all with space to breathe.About pets:Pets allowed: dogs and cats less than 50 lbs per pet (limit 2 pets total).100 % house broken and stay off all furniture ..About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:Quiet hours from 10:00 p.m. to 9:00 a.m..NO SMOKING Inside and pick up after yourself outside. All outdoors fires burn only in designated fire pits and must be monitored at all times,No parties or extra quest visiting with out prior approval ahead or booking. Follow Osseo Park Road 5 miles per hr speed limit and pass slowly..About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About events:No events allowed.

Whether you’re looking for a relaxing getaway or a family trip filled with adventure, you’ll love staying at the ‘Mediterranean Villa’ in the scenic Hudson Valley.Tucked away in Monroe, NY this Villa offers 5-bedrooms, 4-bathrooms, a wood-burning fireplace & enough space for your family to come together and make new memories. Location provides easy access to local attractions: take a day trip to the Catskills, shop locally at the Woodbury Commons or check out the local wineries.Located on a corner lot, the stunning 'Mediterranean Villa' offers 5 great sized bedrooms & 4 full bathrooms. Along with a fully functioning kitchen, 2 family rooms - 1 with a wood-burning fireplace the other with a Smart TV to stream all your favorite shows & movies. Both Master Bedrooms also offer Smart TV's for easy streaming.We have a great dedicated work space for anyone working from home & when you need a break we have a game console Xbox Series S equipped with Madden NFL 24, Call of Duty & EA Sports FC 24.Large washer & dryer for any laundry needs.After a day of exploring the Hudson Valley, jump in the hot tub & relax under our covered patio or light up the fire pit and enjoy a quiet night under the star-filled sky on our paved backyard patio.About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 18.About events:No events allowed.

Stylish Lakeside Treehouse Retreat | Private Dock, Chef’s Kitchen & MoreTucked in a private oak forest on a swimmable, non-motorized lake, this stylish retreat blends modern comfort with nature. Thoughtfully designed with a treehouse-inspired feel, it features open-air living, a motorized screen wall, and breezy interiors—no A/C needed.The home’s unique layout includes two detached sleeper cabins just steps from the front door, offering a fun, camp-like experience. Perfect for families or friends who want to share time together—with a little space apart. The main house includes the primary bedroom and all central living spaces, including a fully equipped chef’s kitchen and modern indoor/outdoor areas with very comfortable chairs to relax in.Unwind on two spacious decks, soak up the sun or paddle from your private dock, and gather around the fire pit or one of the fireplaces—indoors and out—for peaceful evenings under the stars.Included Amenities:Private dock for swimming, paddling & kayaking**“The lake is just a short walk down a peaceful, winding path with well made steps. Along the way, you’ll find a resting spot where you can pause, take in the fresh air, and enjoy the quiet beauty of nature. Some guests love the little walk, while others simply enjoy the view from the patio and other spots around the property — both are wonderful ways to experience the lake.For an easy trip down, you’ll find tote bags in the front breeze room . They’re perfect for packing towels, sunscreen, a bottle of wine, or a few snacks, so you can settle in by the water and truly relax without having to make extra trips. At the base of the lake, the shed is stocked with life jackets in a variety of sizes, so you’ll have what you need to enjoy the water safely.”**Two large outdoor decks with forest and lake viewsFire pit, gas grill & fireplaces both indoors and outdoorsFully stocked chef’s kitchenMotorized screen wall for open-air dining & loungingTwo detached sleeper cabins + main house with primary bedroomModern living spaces with comfortable seating throughoutSurrounded by tranquil woods and stunning sunsetsNeed more space?Planning a larger gathering? You can also rent the neighboring house right next door—perfect for retreats, reunions, or multi-family getaways. Combined, both homes accommodate up to 17 guests.Location Perks:Just minutes from top hiking trails, wineries, breweries, orchards, ski areas, and farm-to-table restaurants. Explore cultural gems like Storm King Art Center and DIA Beacon, or enjoy family fun at Legoland and shopping at Woodbury Commons.A perfect retreat—year-round—for families, couples, or friends looking to relax, explore, and enjoy nature in style.About pets:Pets allowed: less than 20 lbs per pet (limit 2 pets total).100% house broken & stay off furniture..About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.Please see photos of deck, screen door and stairs.About customRules:Quiet hours from 10:00 p.m. to 9:00 a.m. Accept all town policies in house notes.NO SMOKING Inside and pick up after yourself outside. All outdoors fires burn only in designated fire pits and must be monitored at all times,No parties or extra quest visiting with out prior approval ahead or booking. Follow Osseo Park Road 5 miles per hr speed limit and pass slowly..About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.Smoking outside only if protect the forest.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.

Modern Octagon Lake Lodge | 200 ft Private Waterfront, Chef’s Kitchen, Spa BathsWelcome to the newly listed Osseo Lake Lodge, a reimagined modern retreat built on the historic site of the original 1905 lodge. Now transformed by artists into a striking two-story octagonal home, this nature-forward getaway blends architectural creativity with serene lakefront living—featuring panoramic views from every room and direct access to 200 feet of private shoreline on a pristine, non-motorized lake.Designed to celebrate the outdoors, the home is surrounded by 1.5 acres of oak forest and positioned perfectly to capture stunning sunsets through 16 large windows across both floors.The Space:Two-story octagon design with 20-ft cathedral ceilingsAll bedrooms on the second floor with lake views, ceiling fans & baseboard heatMain level: radiant heated floors, A/C in great room, and a cozy reading nook with a twin bed (ideal for anyone who prefers to avoid stairs)Chef’s kitchen with high-end appliancesSpa-inspired bathrooms for a relaxing stayModern furnishings with an emphasis on indoor-outdoor flow and natural lightThough A/C is available downstairs, most guests prefer the fresh lake breezes, fans, and shaded forest canopy that keep the home naturally cool in summer.Outdoor Highlights:Private 200-ft lake frontage with dock and swimming access**“The lake is just a short walk down a peaceful, winding path with well-made steps. Along the way, you’ll find a resting spot where you can pause, take in the fresh air, and enjoy the quiet beauty of nature. Some guests love the little walk, while others simply enjoy the view from the patio and other spots around the property — both are wonderful ways to experience the lake.For an easy trip down, you’ll find tote bags in the front room closet. They’re perfect for packing towels, sunscreen, a bottle of wine, or a few snacks, so you can settle in by the water and truly relax without having to make extra trips. At the base of the lake, the shed is stocked with life jackets in a variety of sizes, so you’ll have what you need to enjoy the water safely.”**Gas patio fire pit, wood-burning fire pit, and two gas grillsLarge outdoor patio and yard space to relax, dine, or playSet within a quiet oak forest perfect for disconnecting and rechargingIncluded Amenities:Fast Wi-Fi & Comcast TVGames: Ping-pong, foosball, board gamesFull access to the yard, dock, patio, and lakeAmple indoor & outdoor dining spaceLocal guidebook provided digitally and on-siteNeed More Room? Rent the Treehouse Cabin Next Door (Sleeps 10)Traveling with a larger group? Combine your stay with our adjacent property—the Treehouse Cabin—just steps away across the driveway. Together, both homes sleep up to 17 guests, making this an ideal setup for retreats, reunions, or multi-family vacations.Each home has its own:Private dock on the lakeOutdoor fire pit, grill, and multiple gathering spacesUnique design that emphasizes relaxation, comfort, and immersion in natureLocation Perks:Minutes from top hiking trails, wineries, breweries, ski areas, orchards, and farm-to-table restaurants. Local cultural gems include Storm King Art Center, DIA Beacon, Legoland, and Woodbury Commons for premium outlet shopping.A unique, artfully designed retreat for couples, families, and friends to enjoy nature—in comfort and style—year-round.About pets:Pets allowed: less than 50 lbs per pet (limit 2 pets total).100 % house broken and stay off all furniture.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:Quiet hours from 10:00 p.m. to 9:00 a.m..NO SMOKING Inside and pick up after yourself outside. All outdoors fires burn only in designated fire pits and must be monitored at all times,No parties or extra quest visiting with out prior approval ahead or booking. Follow Osseo Park Road 5 miles per hr speed limit and pass slowly..About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.

In the heart of Monroe, this cozy house offers visitors four bedrooms where they can fully enjoy local attractions. Enjoy the convenience of being just a 7-minute drive from the renowned Woodbury Common Premium Outlets, where you can indulge in a shopping spree. Venture 10 minutes to explore the captivating LEGOLAND® New York or discover the rich history at the United States Military Academy. As a traveler, you'll appreciate the thoughtful amenities that make your stay comfortable, including WiFi and a washing machine and dryer. Unwind in the 3 well-appointed bathrooms, where you'll find towels, basic soaps, and a hair dryer. Stay cool or cozy with the air conditioning and heating, and make use of the iron and board. For your fitness needs, the property provides access to a fitness room and equipment.This vacation home is the perfect base to immerse yourself in the local attractions and create lasting memories.About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:Too keep our neoghtborhood happy and the property clean and fresh. there should be No Smoking of Kannabis on the entire property inside and outside..About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 18.About events:Events allowed: family gatherings, birthday parties, weddings.Maximum event attendees: 23.

This exquisite 3-bedroom, 4-bathroom home nestled in the woods of Monroe is just minutes from gorgeous NY state parks, ski resorts, and wineries. This spacious house features modern amenities and magical rustic cabin vibes.Outdoor lovers can explore the large private backyard with a beautiful garden and heated pool. Equipped with elegant living areas, game room entertainment, and an outdoor wraparound deck, guests can enjoy recreation, relaxation, and comfort all vacation long.The spaceExquisite 3-bedroom home in scenic Monroe, just minutes from stunning state parks and wineries. This spacious property with a large backyard and sunny living spaces features a pool, hot tub, and beautiful garden in a rustic setting.Amenities include:• Smart TVs• Dedicated workspace• Wifi• Heated pool & hot tub• Free private parking• AC & heating• Game room w/foosball table, arcade cabinet• Two laptop-friendly desks• Jetted tub• Wraparound deck• Firepit• Fireplaces• Washer & dryer• Towels & linens• Fully stocked kitchen• Outdoor dining area• BBQ grillSurrounded by trees on a private plot of land, this elegant 3-bedroom, 4-bathroom home accommodates single families or groups of friends for a convenient, restorative getaway.Our home offers a rustic, cabin-like mystique, but is also decked out with modern conveniences and deluxe features.Inside, you’ll discover inviting, stately living spaces with buttery leather couches, Smart TVs, and cozy fireplaces. High ceilings and massive windows draw in ample natural light.Soft, cozy queen bed with elegant hardwood frame. Airy, soothing palettes with natural light. Take advantage of plentiful closet space. Unwind in the evenings by streaming your favorite Smart TV show.Comforting full bed with beautiful hardwood frame in cozy atmosphere. Soothing blue and green splashes, with airy ambiance. Enjoy Smart TV streaming, convenient nightstands, and full body mirror.Charming, rustic room with cozy full bed and nightstand, unique area rug, mirror. Functional work desk for studying, reading, or remote work.Modern furnished basement, outfitted with a twin bed and twin trundle for additional guests. This sleeping area with game room boasts a foosball table, leather couch and Smart TV, board games, Nintendo Wii, and Pac-Man 12-in-1 legacy edition arcade cabinet.You’ll be immediately drawn to the exquisite main living area, with wood-paneled high ceilings, skylights, and huge glass patio doors that offer an enchanting chalet feel. You’ll love hanging out together on the leather couches and armchairs facing lovely scenery.Enjoy a movie marathon or board game night. Cocktail connoisseurs have access to the stylish wet bar, and remote workers will appreciate the dedicated workspace.When you’re not out adventuring, playing games, or swimming in our heated pool, some downtime might be in order. Our utility room is stocked with cleaning supplies and a washer/dryer for housekeeping necessities.It’s also easy to find a place for some private R&R, as the home comes with four full bathrooms. Savor the soothing jets of our soaker tub, and wrap up in a soft robe to enjoy a glass of wine from the wraparound deck.At night, there’s no better place to chill out than our massive gardened backyard. Dip in the pool during the warmer months, or gather around the fire pit to roast marshmallows and swap stories.Full kitchen with stainless steel appliances and cooking utensils. Ample countertop space. Coffee and tea. Option of four-person dining table, or spacious, elegant dining room where an eight-person table.Other things to noteGuests have access to free private parking in the driveway, which can accommodate up to 6 vehicles.Our heated in-ground pool is available around May until the beginning of SeptemberThere is a fee to use the pool heater: $150/dayWhile the barbecue grill is available for your use, please note that we do not provide propane for the grill. If you plan on having a barbecue during your stay, kindly bring your own propane canister to fuel the grill. This will help you enjoy your outdoor cooking without any interruptions.• Lost/forgotten keys incur a replacement fee; the minimum charge is $150• Unauthorized early check-in and late check-out charge is $250 plus the nightly rateAbout pets:Pets allowed: dogs less than 50 lbs per pet (limit 2 pets total).About children:Children allowed: ages 0-17.About smoking:Smoking is not permitted.About events:No events allowed.