Holiday houses in Oakland

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Top-rated holiday rentals in Oakland

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Top Guest favourite
An open artist loft features exposed wooden beams and a cozy seating area with a white sofa. A large area rug with vibrant patterns is situated on the wooden floor, while art pieces are displayed on the walls. A spacious bed is arranged at the far end, illuminated by natural light.
Guesthouse in Warwick
4.94 out of 5 average rating, 416 reviews

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.

Guest favourite
A two-story building is featured with large panoramic windows on the facade, allowing natural light to fill the interior. The first floor is occupied by an optical shop, while the surrounding area includes paved parking spaces and landscaped elements in front.
Place to stay in Warwick
4.95 out of 5 average rating, 352 reviews

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.

Top Guest favourite
A serene yoga studio features a black yoga mat complemented by a wooden block. Large sliding glass doors provide a view of the lush forest outside, enhancing the natural tranquility of the space.
Cottage in Warwick
4.99 out of 5 average rating, 111 reviews

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.

Guest favourite
A wooden deck overlooks the calm lake, featuring two woven chairs and a small glass-topped table. Blue and white check-patterned cushions add a touch of color. Lush greenery surrounds the area, providing a serene and natural setting.
Home in West Milford
4.94 out of 5 average rating, 32 reviews

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.

Top Guest favourite
Cabin in Sterling Forest
4.96 out of 5 average rating, 466 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!)

Guest favourite
Cottage in Sterling Forest
4.98 out of 5 average rating, 375 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 #33593

Guest favourite
Apartment in Newburgh
4.89 out of 5 average rating, 239 reviews

Special Nest w Private Entrance River View Porches

Front and back porch, river views, spacious living areas, new & fresh kitchen, and *two* bathrooms make this apartment the ultimate landing spot for a fun vaycay! Located on a street filled with intricate historical homes, this first floor apartment offers an accessible and comfortable getaway. A large backyard is shared with other guests, and sweeping river views are only steps away from your front door. Private entrance, plus easy parking and an electric car charger if you need it!

Top Guest favourite
Loft in North Bergen
5 out of 5 average rating, 24 reviews

Cozy Corner Loft near NYC w/Reserved Free Parking

Welcome to The Cozy Corner We’re so glad to have you here! Step into your home away from home — a warm, inviting space designed for comfort and relaxation. Whether you’re visiting for a peaceful getaway, a weekend adventure, or a quiet work retreat, The Cozy Corner offers the perfect balance of charm and convenience. Every detail has been carefully prepared to ensure your stay is as relaxing and enjoyable as possible. Make yourself comfortable, unwind, and enjoy your stay.

Top Guest favourite
A winter scene is captured with snow covering a stone wall, accentuating the surrounding landscape. In the distance, the glimmering surface of Greenwood Lake is visible, framed by the hills beyond. A corner of the house shows a window reflecting the serene outdoor view.
Home in Sterling Forest
5 out of 5 average rating, 207 reviews

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.

Superhost
Apartment in Prospect Park
4.84 out of 5 average rating, 100 reviews

Stylish APT Near NYC, MetLife, Parking, Patio

Relax in your own top-floor private apartment perfect for weekend getaways, Wedding events, MET LIFE & Prudential event stays, and business trips. Located in a quiet residential neighborhood, just 30 minutes from Times Square and MetLife Stadium, this stylish 1-bedroom space offers everything you need for a comfortable and connected stay. With your own private deck and cute games to play, you will have the most relaxing time. Not for smokers of any kind.

Superhost
Home in Fair Lawn
4.77 out of 5 average rating, 317 reviews

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.

Top Guest favourite
A spacious living area is furnished with a light-colored sectional sofa adorned with textured green throw pillows. A wooden coffee table is centered, displaying decorative items and magazines. Natural light filters through a large window, enhancing the welcoming atmosphere.
Apartment in Bloomingdale
4.97 out of 5 average rating, 61 reviews

Spacious Retreat Close to Nature

Forget your worries in this spacious and serene space. Our neighborhood is very quiet and close to anything that satisfies the hearts of outdoor enthusiasts. There are plenty of great hikes and bike trails just 10 minutes away. Lots of lakes for kayaking, paddle boarding or just simply relaxing. Crystal Springs Resort and Warwick Drive in Theatre are 30 minute drive if you want to have a spa day and catch a movie under the stars.

Popular amenities for Oakland holiday rentals

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