Holiday houses in Oakland

Spacious 3b/3b Mediterranean in White Plains

Bring the whole family to this great place with lots of room for fun, relaxation or hosting! This 3bed/3bath Mediterranean is freshly renovated with stylish touches & comfy furniture. The main floor of this multi family serves as a great spot to bring the family while visiting the area. The house boasts an oversized living room, formal dining room, large chef's kitchen, and plenty of sleeping space. With heat & AC throughout the entire 2k sf unit, this house is great for anything& everything!

Entire Home, Private Indoor Pool

This unique specious and tranquil getaway private home includes an indoor heated swimming pool, hot tub, an outdoor space of 34 acres for you to enjoy nature, work out equipment, movie theater. Complete eat in kitchen, outdoor grill. washer and dryer, three bathrooms. Huge open space basement equipped with LED changing color light. Rooms have Wi-Fi LED light to connect music. The place sleeps 8 guests, in beds. Two additional twin mattresses.16 guests maximum. Hot tub take a while to heat up.

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.

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!)

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

Group Retreat | Pool, Hot Tub & Gourmet Kitchen

*POOL IS OPEN* Enjoy warm weather at this peaceful mountain retreat just an hour from NYC. Lounge on the patio with a BBQ, fire pit, hot tub, or spacious backyard with stunning views, or cool off in the pool. Inside, bright living spaces filled with natural light, a full gourmet kitchen, and cozy bedrooms with sparkling clean bathrooms make it perfect for families or groups. Explore nearby trails, relax outdoors, or unwind with games and movies indoors. Great for the whole group!

Fair Lawn 1bedrm apt, wi-fi, TV, kitch, parking, ent

Fully furnished 1 bedroom apt. with Qn size bed, European kitchen, bath, private parking, entrance, bedroom/living room, dining. Queen size Aerobed for additional guests. Fastest 5G/400MBps Wi-Fi, cable TV, + Netflix, Showtime. The kitchen/dining room has Tyent ACE-11 water system, refrigerator (water and ice), microwave, large countertop toaster oven, coffee maker, dishwasher, and other appliances. Great for couples, solo adventurers, business travelers, or small families.

Luxury Lake AFrame • Hot Tub • Sauna • Game Room

Escape to Paddle Point — a luxury lakefront A-frame on Upper Greenwood Lake made for slowing down and reconnecting. Soak in the private hot tub, unwind in the sauna, cozy up by the wood stove, or enjoy peaceful lake views. Just an hour from NYC, it’s the perfect four-season escape for families and friends looking to relax, recharge, and make memories together. Enjoy year around hiking ,bonfires , bbq’s , outdoor games ,local restaurants and breweries.

Noir Garden Retreat | Private Luxe Suite Near NYC

Step into the Noir Garden Retreat, a beautifully designed private lower-level suite that blends modern elegance with a warm, boutique atmosphere. Thoughtfully curated with rich textures, soft lighting, and striking floral accents, this space offers a one-of-a-kind stay just minutes from New York City. From the moment you enter through your private entrance, you’re welcomed into a serene, hotel-inspired environment designed for comfort, style, and relaxation.

Modern 5BR 3 Full Bath, Fits 10 guests near NYC

Welcome to your home away from home! This newly furnished retreat features a brand-new kitchen, beautifully renovated bathrooms, modern furnishings, and bright, inviting spaces throughout. Enjoy the huge outdoor patio and fully equipped outdoor kitchen, perfect for relaxing or entertaining. Conveniently located near New York City and just 20 minutes from MetLife Stadium, it’s the perfect getaway for families, friends, and travelers seeking comfort and style.

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

Lakefront Log Cabin!

This cozy lake front log cabin, built in the 1940's, is just an hour from NYC! There's such character with this home. You can spend your mornings drinking coffee on the deck overlooking the lake & spend your evenings relaxing with a warm fire. Primary bedroom w a king bed, the loft bedroom w full bed as well as a queen sleeper sofa. Great hiking near by & close to mtn creek. *directly on lake with beautiful views but no lake access for renters.