
Holiday houses in Bloomingdale
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Top-rated holiday rentals in Bloomingdale
Guests agree: these stays are highly rated for location, cleanliness and more.

Highland Lakes View, Big Home - Family Fun, Vernon
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! ⭐ 125+ 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 Pete 35 min LEGOLAND NY & JH/WF HQ
FamilyLocationView
4.98 out of 5 average rating, 128 reviews
Luxury Villa w Lake View & Private Heated Pool
Greenwood Lake Outlook, top-rated luxury getaway - 1 hour from NYC. Newly renovated home, surrounded in serene nature with stunning lake views & many amenities. Kids & pets friendly. Close to ski resorts. Fun all seasons. A few guest review highlights: ✭✭✭✭✭ This was the best Airbnb we’d ever stayed in. ✭✭✭✭✭ Words can’t describe how beautiful the house and the views are. ✭✭✭✭✭ If I could give this place 10 stars, I would!!! ✭✭✭✭✭ This is a true vacation resort to enjoy to the fullest.
ValueFamilyCondition
4.91 out of 5 average rating, 116 reviews
The Mountaintop Lakehouse that Time Forgot.
Quiet Private lakehouse set down on 2 rare rock bluffs giving you a majestic water view just like it was in 1939. Extra Lg Great room w a huge fireplace. The great kitchen surrounds the chef. Big hot tub, Rowboat with canopy, 8 kayaks, Treehouse, Neverending Lakeside windows, docks, 1 hr from Manhattan w Eagles & vast wildlife like you were in the deep woods. Clean, unspoiled lake full of fish. Never had gas motors. A Mountaintop lake above the ski area. Stargazing! Perfect for get-togethers.
ValueLocationCondition
4.97 out of 5 average rating, 390 reviews
Panoramic Lakeviews & Lush Garden | Beach Access
Our property boasts unparalleled views of Greenwood Lake and the mountains beyond. Our private garden features hundreds of plants and a seasonal waterfall cascading into a lily pond with fish and frogs. A shaded patio offers panoramic views and a gas grill. Guests get access to a private community beach. In winter, after skiing at nearby slopes, unwind in the claw foot tub or retreat to the cozy living room, with exposed wooden ceilings, fireplace, smart TV, record player and board games.
LocationFamilyParking
5.0 out of 5 average rating, 225 reviews
Mountain View Retreat w/ Hot Tub, Theater, and Gym
Thoughtfully designed, this secluded retreat is nestled on 12 acres of picturesque land in Warwick, NY. The exquisite home offers the perfect blend of luxury and tranquility, making it an ideal getaway for families and friends. Highlights include: -Huge deck with mountain views -115" 4k projection theater w/ seating for 10, wet bar, & popcorn machine -Hot tub w/ seating for 7 -Gym w/ indoor endless lap pool, Peloton bike, and yoga equipment -Game room w/ billiards & Pac-man -Gourmet kitchen
ValueLocationAmenities
4.99 out of 5 average rating, 186 reviews
Ranch in the Woods | A Peaceful Designer Retreat
Welcome to @ranch_inthewoods No cleaning fee STR permit #P25-0805 This newly built ranch-style home with thoughtfully designed wabi-sabi interiors sits in the woods of the Warwick Valley. It's located a short drive away from several lakes, hiking, breweries, and dining experiences. It features forest/creek views, designer furniture, modern appliances (dishwasher, washer/dryer, gas cooktop), smart 4k TV, gym & yoga studio, gas firepit, and ample deck with an outdoor kitchen & dining area.
FamilyLocationCleanliness
4.99 out of 5 average rating, 135 reviews
Cabinessence -on Greenwood Lake, NY #34370
"Cabinessence" is Year Round Comfort in a Chestnut Cabin by Greenwood Lake with a little touch of "glamping". Hiking, biking, strolling, paddle boarding, kayaking , canoeing. Restaurants, shopping, Drive-in movies, antiquing in nearby Warwick. Fall color, apple picking, gas fireplace (in season). Winter, ski, snowboard, tubing. Spring is watching the natural world wake up :) Hanging at the cabin- year round- is special here! Every season has its magic! ( + Covid Enhanced cleaning!)
LocationFamilyLayout
4.96 out of 5 average rating, 497 reviews
Luxury Cottage with Spectacular Lake Views
Ultra Chic Cottage set high above Greenwood Lake with Private beach and lake front community access. Minutes away from Mountain Creek Ski Resort, Spa & Water park, Mt. Peter Ski & Tubing, Warwick creameries, breweries & vineyards & apple picking. 1 BR, 1 Bath, play/office/common room. Huge wrap around fenced in deck with Mid century modern fireplace allows for scenic dining, lounging and around the fire gatherings. #LakeViewCottage_GWL Town of Warwick Short Term Rental Permit #P25-0245
ValueLocationOutdoor spaces
4.97 out of 5 average rating, 392 reviews
Lakefront Escape Near NYC | Perfect 4 World Cup!
Welcome to your private gateway! Create lasting memories at this elegant 4 bedroom , 2 bathroom lakefront home—perfect for families and couples. Enjoy peaceful mornings by the water, days filled with kayaking and fishing, and cozy evenings by the grill as the sun sets over the lake. Just 35 minutes from NYC, this fully renovated retreat features a modern kitchen, smart TVs, fast Wi-Fi, and comfy bedrooms. Whether it’s a family getaway or romantic escape, your perfect stay begins here
ValueLocationCheck-in
4.72 out of 5 average rating, 32 reviews
Boonton Revival - A restored treasure in NJ
The Boonton Revival is an updated 100-year-old home within walking distance of historic Main Street, quaint restaurants, and unique shops. Sleep in luxury. We provide the finest, highest quality bed linens from Brooklinen. The nearby train and bus stations can connect to the NYC Port Authority (7th Ave) in one hour. Newark Liberty Airport is a 30-minute ride; you can be at the Jersey Shore in an hour! Guests are welcome to admire our pond and sample in-season vegetables.
FamilyLocationPets
4.9 out of 5 average rating, 222 reviews
Skiiis N’ Tees • Mountain Views • Pet Friendly
Skiiis N’ Tees is a 3-bedroom, 2-bath, four-season getaway where mountain views and fresh air do wonders for the soul. Just a short drive from NYC, it’s perfect for couples, families, girls weekends, or guys’ golf trips. This stylish end-unit condo sits beside a 9-hole golf course and is just 5 minutes from the slopes. Hike, sip at vineyards, or go apple picking—there’s something for everyone. One dog stays free. Pack & Play available. Come for the views and stay for the vibes!
FamilyValueKitchen
4.99 out of 5 average rating, 151 reviews
Luxury Lakefront w/ Beach, Dock & Kayak • 1h NYC
Escape to our modern, year-round lakeside paradise on Greenwood Lake, just 1 hour from NYC. This bright, airy home offers stunning lake views, a private dock, and a sandy beach area. Perfect for families or couples, enjoy seasonal activities from swimming and kayaking in the summer to skiing just 10 minutes away in the winter. Relax by one of two fireplaces or on the spacious deck. A tranquil retreat for relaxation and adventure. Permit N. 23-225
ValueFamilyCondition
4.97 out of 5 average rating, 114 reviewsPopular amenities for Bloomingdale holiday rentals
Other great holiday rentals in Bloomingdale

Cozy•Private•Studio•PCCC•WPU•MSU & Willowbrook!
ValueFamilyComfort
4.55 out of 5 average rating, 29 reviews
Luxury Lake AFrame • Hot Tub • Sauna • Game Room
FamilyLocationGetting around
5.0 out of 5 average rating, 66 reviews
Lakeside Lux and Laughs!
FamilyLocationBarbecue
5.0 out of 5 average rating, 30 reviews
Extended Stay Home Boonton | Travel Group Friendly
LocationValueKitchen
4.76 out of 5 average rating, 34 reviews
2 Queens, 1 Full, 1 Twin Bed - Denville Cottage
FamilyLocationQuiet
4.72 out of 5 average rating, 18 reviews
Luxury Lakefront Log Home Paddle Boat Kayaks 1Pet
HospitalityConditionCheck-in
5.0 out of 5 average rating, 3 reviews
Walk to Village Charm! Warwick Home Near Dining
ValueLocationOutdoor spaces
4.91 out of 5 average rating, 22 reviews
Group Retreat | Pool, Hot Tub & Gourmet Kitchen
LocationFamilyBackyard
4.91 out of 5 average rating, 54 reviewsDestinations to explore
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- Times Square
- Central Park Zoo
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- Yankee Stadium
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- MetLife Stadium
- Bushkill Falls
- New York City Center
- Rockefeller Center
- United Nations Headquarters
- Empire State Building
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- Citi Field
- Statue of Liberty
- Grand Central Terminal
- Brooklyn Bridge
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- Bronx Zoo
- Sunset Hill Shooting Range





