
Holiday rentals in Oakland
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Top-rated holiday rentals in Oakland
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Rustic Loft Space with Distinctive Artistic Charm
Beautiful spacious and bright artist loft on the second floor of a newly renovated Warwick barn behind our 1893 Warwick Village home. More information The space We offer our furnished live and work artist loft on a daily or weekly basis. The loft : -is 400 sqf -is located on the second floor -has nicely designed bathroom -has a very comfortable queen size bed -has high speed internet access -is very tidy and clean The neighborhood: -one blocks from the NJ Transit bus to Manhattan. -great restaurants and cafés nearby This loft is wonderful is perfect for 2-4 visitors. You are in the middle of lovely village neighborhood, but get the comfort of a cozy retreat. Guests will have access to the entire SECOND FLOOR space. Situated in the lower Hudson Valley, the town of Warwick is just over an hour’s bus ride New York City. Explore its numerous orchards and wineries, head to the drive-in movie theater, or grab a bite from one of the village restaurants. The loft is just one block from the NJ Transit bus that leaves from Port Authority.

Luxe Penthouse Studio MainSt Warwick, SteamShower!
Relax & Indulge in our Luxe Penthouse Studio with Elevator & Parking! Beautifully furnished on Main St. in Warwick- Walk to Everything! Panoramic windows with amazing views over Warwick. Spa steam shower with bluetooth speakers, luxury bath toiletries, Heavenly King bed with Egyptian cotton linens, 65 in. HD Smart TV, reclining leather theater seats, velvet loungers convert into sleepers, fully stocked designer kitchen with all appliances, Nespresso & Keurig, coffee, tea, bottled water included.

Ranch in the Woods | A Peaceful Designer Retreat
Welcome to @ranch_inthewoods No cleaning fee STR permit #34035 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 trails, 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.

Aster Place
A beautiful and cozy home nestled in the Forest Hills section of Greenwood Lake, just over an hour outside of New York City. Boasting nearby activities in each season, including wineries, skiing and lake activities, this is a perfect year-round retreat. located 1/2 mile from our quiet community beach allows for a serene daily chill by the water. Town center is a short drive away, or 15 minutes from all that Warwick has to offer, you will enjoy this perfect setting for your lakeside getaway!

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. Bubbling Springs is close by for accessible lake.

Comfortable & Private Guest Suite
Private home with a guest space on the 2nd story. Located in a quiet residential area with on and off street parking. Suite has a private entrance outdoor seating, personal door key code. Its a 1 bed room with a king bed , living room has a couch w/2 recliners. Access to washer & dryer in common area. Centrally located & 30 min to1 hr to major Airports, NY, Penn, NJ beaches and ski resort. Close to restaurants , shopping . Access to public transportation via bus and train is within minutes.

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 #33593

Close to NYC! Extra Large 1 Bedroom Suite
Enjoy your stay at our XL, bright one-bedroom guest suite with separate entrance! *Close to NYC! 5 minute walk to Hillsdale NJ Transit station, which gets you to Penn Station within 1 hour. *Supermarket, cafes within walking distance (5 minutes). *Fully private suite with washer and dryer, king sized bed, Wi Fi, 2 AC Units, 3 walk in closets. *I live in the same house (separate entry) & happy to help with anything. *Unique location - dead end street, with parks nearby.
Spectacular Lake Views from Every Room & Garden
Our property boasts unparalleled views of Greenwood Lake and the mountains beyond. Our private garden features a seasonal waterfall cascading into a lily pond with fish and frogs. The shaded patio offers panoramic views and a gas grill. During the winter months, after skiing at nearby slopes, unwind in the claw foot tub or retreat to the cozy ambiance of our living room, with exposed wooden ceilings, a welcoming fireplace, a smart TV, a record player and board games.

Family friendly Lakefront Aframe+game room+hot tub
Welcome to Paddle Point! Our lakefront retreat on Upper Greenwood Lake features 2 bedrooms, 2 baths, a hot tub, fire pit, loft library, game room, BBQ, wood stove, and fully equipped kitchen. Perfect year-round—ski Mountain Creek, hike or swim at Wawayanda, or unwind fireside. Sleeps 6–8 with smart TVs, office space, and reading nook. Close to NYC, Warwick, wineries, breweries, and lakes for swimming, kayaking, or boating. Relax, explore, and make memories!

Cute n cozy, minimalist studio
This meticulously curated Japandi-inspired studio is perfect for remote work or a peaceful retreat. The space features a cozy queen bed, small loveseat, and seating area. Enjoy high-speed internet, TV, and a writing desk for productivity. The suite includes a kitchenette with a fridge, microwave, and coffee maker. Located in a quiet, safe neighborhood, with access to a backyard fire pit for relaxation. Ideal for a calm, comfortable, and productive stay.

Beautiful Apt in Great Location
Entire Cozy Private Apartment just for you!! located in a quieted and friendly neighborhood in Fair Lawn, It has its own entrance and plenty parking on st. Walking distance to buses. Garden State Plaza mall at only 7 minutes away and just 30 minutes from Manhattan NY. Also Starbucks, Restaurants, Dunkin Donuts and more are near by. Please feel free to contact me with any concerns or questions. Take your time and read the description.
Popular amenities for Oakland holiday rentals
Other great holiday rentals in Oakland

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Private Room “Rio” mins from NYC |Indoor fireplace

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Secluded setting, queen size bed
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Boston Holiday rentals
- Washington Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Pocono Mountains Holiday rentals
- The Hamptons Holiday rentals
- Times Square
- Rockefeller Center
- Madison Square Garden
- Grand Central Terminal
- Bryant Park
- New York Public Library Main Branch
- Brooklyn Bridge
- Columbia University
- Central Park Zoo
- MetLife Stadium
- Old Glory Park
- Mountain Creek Resort
- Ohel Chabad-Lubavitch
- Yankee Stadium
- Manhattan Bridge
- Jones Beach
- United Nations Headquarters
- Chabad Lubavitch World Headquarters
- Bronx Zoo
- Empire State Building
- Citi Field
- Statue of Liberty
- Radio City Music Hall
- Bushkill Falls




