Vacation rentals in Oakland

Private Lake View House

Experience serenity where the eagles soar! This retreat offers privacy, tranquility, and year-round views of Greenwood Lake just 45 miles from NYC. With 1,500 sq ft feet of deck/patio space, you can enjoy stunning lake and mountain vistas from two spacious decks. Relax to the sound of a stream running through the one-acre property, located just off the Appalachian Trail. Cozy up by the fire in the newly renovated downstairs and immerse yourself in nature, bringing you back to the present moment.

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!

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.

Luxury Lake AFrame • Hot Tub • Sauna • Game Room

Welcome to Paddle Point! A luxury lakefront A-Frame on Upper Greenwood Lake in Hewitt, NJ, sleeping up to 10. Enjoy the hot tub, fire pit, sauna, game room, loft library, BBQ, wood stove, a fully equipped kitchen and lake views. Just 1 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, games ,local restaurants, apple picking, drive in movie, wineries and breweries.

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.

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.

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.

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.