Holiday rentals with breakfast in Orange County

Highland Lakes View, Skiing, Big Home - Family Fun

Lakefront VIEWS!— NO lake access at house. Large, family-friendly home in quiet Highland Lakes. Community club access (summer): 5 lakes, beaches, clubhouse & boat launches — $2 pp/day. Walk to club dock only two houses away! ⭐ 75+ five-star reviews ☕ Coffee & breakfast snacks 🎲 Board games & arcade 🗽 1 HR from NYC 5 min Wawayanda State Park 10 min Mountain Creek, App Trail, Great Gorge, Minerals, Vernon 15 min Warwick, wineries, Crystal Springs 25 min Mt Peter 35 min LEGOLAND NY & JH-WF HQ

Perfect For Families and Large Groups

Welcome to Cedar Mill Hideaway in Woodbury, NY in Beautiful Hudson Valley Region. Looking for an amazing getaway for the whole family? Look no further than our home. With our amenities, beautiful surroundings and access to plenty of amazing attractions, this is a perfect place to enjoy some quality time together. Stay inside and make use of the heated pool, indoor gym, theater room, bar, fire pit or game room. Or enjoy the surrounding attractions: Legoland, West Point, Bear Mountain State Park

Lakefront Stone Cottage

Located just over an hour from NYC, our 1930s stone cabin in Highland Lakes, NJ, seamlessly blends vintage charm with modern comforts (including two electric car chargers). Perched on the water with the best view of the main lake, this cozy cabin is a local & visitor favorite. Experience breathtaking sunrises, tranquil kayak journeys, and cozy evening sunsets by the fire. Lakeside Cabin is your gateway to a magical, lakeside living experience, perfect for unwinding and creating lasting memories.

Stargaze Lodge

The house is brand new. It is set back off the road. its just minutes from the D&H Canal & Neversink river , 15 min from Bashakill vineyards Oakland valley race track, also trains are available in either Port Jervis or Otisville & the same time to rt 17 or 84. 30 minutes to the Monticello casino or rt 97 Barryville also ski locations near both places , 35 minutes to Warwick and Chester legoland & Milford Pa ,Bethel woods, Milford PA. Legoland is only 35 minutes away, show many people coming

Lakefront ~ Game Room, Kayaks, Dock, Hot Tub

WATERFRONT RETREAT on GREENWOOD LAKE NY. Play in the game room, cozy up by the fire pit or play lawn games in your private yard. Kayak from your dock. Town beach mins walk, go explore the quaint village of Greenwood Lake and town of Warwick with all the boutique shops, eateries and farmers markets, enjoy hiking trails and state parks, visit Legoland, designer outlets, West Point Academy, and more! *Hot tub and will Sleep 8 Spring 2026* Pet-free (exempt from Service/ESA). GWL Permit #23-191

Waterfall Cottage | Romantic Luxury Escape

<b>Escape to your private waterfall cottage!</b> The Cottage at Millpond Falls is perfect for couples seeking a romantic, five-star retreat just one hour from NYC. ✅ Comfy queen bed & super-clean luxury linens ✅Crackling fire pit by the falls ✅ Minutes to wineries, breweries & trails ✅ Nearby adventures: skiing, lake fun, orchards ❤️ SUPERHOST • Our most frequent review: "The best AirBnb experience we’ve ever had, can't wait to come back!" Book your dates while they’re open.

Quiet, Cozy, Private Suite ~1/2 mile to West Point

The neighborhood is so quiet w/ beautiful views everywhere you look. It's a private suite, w/ private entrance & bathroom, microwave, toaster oven, mini-fridge, & of course, a coffee maker! Extra living space w/ a couch, desk & smart TV. Work out in the morning or watch TV at night. Only ~1/2 mile to West Point, so Main Street (food/drink) & Thayer Gate are in walking distance. Perfect for visiting anyone or attending an event at West Point. Quaint towns, restaurants, hiking in all directions

Suite Element Cabin Studio near West Point

Fill your day with adrenaline-fueled hikes, kayaking escapades, skiing adventures, golfing triumphs, waterfall hunts, or exploring the majestic Hudson Valley. Hit the shopping jackpot at Woodbury Commons Outlets or sip history at America’s oldest winery - Brotherhood Winery. Jump farm to farm, starting with a scrumptious breakfast and drool-worthy chocolate truffle cookies at Jones Farm. Witness a proud USMA / West Point graduation (5 mi), or dive into the hustle and bustle of NYC (60 mi).

Cliff Top at Turtle Rock

Cliff Top retreat with a one hundred mile view of the Shawangunk's and the Catskill Mountains, surrounded by thousands of acres of ancient forest. Conveniently located in the Hudson Valley Wine and Orchard country. Twenty minutes from Beacon and New Paltz. Furnished with mid-century and 18th century period furniture and art work, yet with all the modern conveniences. Uber and Lift an easy five minutes away. The ancient forest contains many Stone Age rock shelters and calendar sites.

Cozy Riverfront Victorian in the Hudson Valley

Wake up to stunning views of the Hudson River in this huge, immaculately clean, & beautifully designed historic home. Welcome to Sparrow House, our one-of-a-kind 1859 Gothic Victorian in the Hudson Valley. Only 80 minutes from NYC, 19 minutes away from the Beacon stop on the Hudson line/Metro-North, and 13 minutes from the Salisbury Mills/Cornwall Stop on the Port Jervis line/NJ Transit. The house is spacious, has exquisite light, and river and mountain views from nearly every room.

Secluded mountain top horse property near W. Point

"Green acres is the place to be, farm living is the life for me!" This quaint little house trailer is located on a secluded horse farm in the beautiful Hudson Valley only 50 minutes from NYC and less than 10 mins from West Pt. situated on a mountain top. This private little space is a nature lovers paradise. Come, watch the horses from the front deck, enjoy fresh eggs in the morning, relax by the outdoor fire pit, star gaze & hike/explore forest trails right out the front door.

Δ Scenic Hiking Paradise with Deck and Fire Pit!

Relax at this peaceful place atop the Shawangunk Mountain Ridge. You'll enjoy plenty of room at this wooded oasis! • On 2 wooded acres • Beautiful area • Deck off kitchen w nice grill • Lawn fire pit w seating & string lights • Adjacent to 1600 acres of State Forest with official hiking trails & Amazing Views right near house • Professional Cleaning • Home Gym • 3 bedrooms • Large living room with 2 sleeper sofas • Near great outdoor and indoor attractions