Vacation rentals in Oakland

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Top-rated vacation rentals in Oakland

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Top guest favorite
An open concept living area features vaulted wooden ceilings and large windows offering natural light and forest views. A cozy sofa is positioned in front of a modern coffee table. An adjacent dining area and fully equipped kitchen complete the layout, promoting a spacious atmosphere.
Cabin in Sterling Forest
4.99 out of 5 average rating, 113 reviews

Modern Nordic Designed Cabin

Newly designed Modern Nordic Cabin. Escape to the tranquility of the mountains and lakes. The Nordic cabin is modern with high-end finishes throughout. The open concept living area features a fireplace, waterfall shower, vaulted ceilings, and large windows that offer stunning views of the surrounding forest and lake. Getting to and from NYC is easy. There is a bus stop down the street and a train station 15 minutes away. Perfect for a convenient getaway from the city Warwick town Permit 33274

Guest favorite
The living area features a cozy seating arrangement with a dark sofa adorned with floral cushions. A vintage side table stands beside it, illuminated by a soft lamp. A colorful area rug adds warmth to the space, while a small bar with high stools offers a place to relax.
Guest suite in Dumont
4.92 out of 5 average rating, 120 reviews

PrivAPT in House/2Blocks from NJTransit Bus to NYC

Artsy and completely private bottom level apartment in our family home (shared entrance). Full private kitchen and full private bathroom in safe quiet suburban neighborhood surrounded by nature and wildlife (deer, rabbits, fox). Two blocks from NJTransit busses to NYC, walking distance from restaurants, pharmacies, supermarkets, laundromats banks, vintage shops, parks and hiking trails, 15 min drive to Garden State Plaza. NO SMOKING! We take cleanliness very seriously. Note: 6’4” ceiling height.

Top guest favorite
A soft, textured sofa in a light neutral tone is positioned against a warm, smooth wall. A single floor lamp provides gentle lighting beside a small black side table. An adjacent window is dressed with sheer curtains, allowing natural light to filter softly into the space.
Cottage in Warwick
5 out of 5 average rating, 104 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 favorite
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, 31 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 favorite
An outdoor area is illuminated by a vibrant red fireplace, surrounded by cozy seating arrangements with cushions and throws. Potted flowers add color, while string lights gently glow above, enhancing the serene atmosphere of the deck. A natural stone backdrop is visible in the distance.
Cottage in Sterling Forest
4.98 out of 5 average rating, 369 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 favorite
A living room features a cozy arrangement with a brown armchair and a matching chaise lounge. Natural light filters through partially draped windows, illuminating polished wooden floors. Decorative wall art and a potted plant add subtle touches to the inviting space.
Home in Boonton
4.9 out of 5 average rating, 191 reviews

The 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. 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! We are avid gardeners who enjoy raising beautiful koi fish. Guests are welcome to admire our pond and sample in-season vegetables.

Guest favorite
A bright studio space features a cozy queen bed with a textured blanket, complemented by neutral-toned walls. A small coffee table is positioned in front of the bed, while a TV is mounted on the wall opposite. A kitchenette with cabinetry and a fridge is visible in the background.
Home in West Orange
4.95 out of 5 average rating, 156 reviews

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.

Top guest favorite
A cozy seating area features a blue futon sofa and a matching chair with yellow accent pillows. A small coffee table sits on a decorative rug. A lighted lamp and artwork add charm, while a glimpse of the bedroom is visible in the background.
Loft in West Orange
4.99 out of 5 average rating, 291 reviews

* Fragrance Free - Near NYC - Quiet, Safe Area

*The studio is private, entry is not private, it is through the hosts living area* (You will have your own keys and you and are free to come and go often, early, late) ***BEFORE REQUESTING TO BOOK*** please read the following rules and info. In your message, when you request to book, please confirm that you have read the rules and agree to honor them. I keep a fragrance free home and require that guests be fragrance free too.

Top guest favorite
A comfortable living area is arranged with a sectional sofa complemented by decorative pillows. A dark wood coffee table features a tray with magazines. A flat-screen TV is mounted on the wall, while light curtains frame windows that allow natural light to fill the space.
Apartment in Bloomingdale
4.97 out of 5 average rating, 60 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.

Top guest favorite
A comfortable suite is featured, showcasing a spacious bed with crisp bedding and two decorative pillows. A compact sofa is positioned adjacent to a lift-top coffee table, with a kitchenette visible in the background, including a microwave and mini-fridge.
Guest suite in Haverstraw
4.94 out of 5 average rating, 395 reviews

Haverstraw Hospitality Suite

Quiet & cozy suite, with a comfortable full bed & private bathroom in newly renovated garden (basement) level of a single-family home. WiFi/air conditioning & heat unit/FiOS cable - roku TV. Coffee/tea available. Rollaway available for an extra bed. The neighborhood is quiet, and parking is available in the driveway. Feel free to come and go as you please -- we hope our guests feel like this is their home away from home:)

Top guest favorite
A sleeping area features a spacious bed adorned with blue and gray linens, accent pillows, and bedside lighting. A small dining table with two chairs is visible nearby, accompanied by plants that add a touch of greenery to the room.
Guesthouse in Suffern
4.91 out of 5 average rating, 123 reviews

Private Studio w/Full Kitchen & Bath

Our place is a private, stand-alone building separate from our house, and is cleaned thoroughly between guests including disinfecting all hard surfaces. Private cottage with full kitchen and bath in Suffern, NY. Quick walk to train & bus to NYC. Right off I-87, I-287 (NY & NJ), & NJ Rt. 17. Close to shopping & local restaurants. Off-Street parking & outdoor picnic area. NO CLEANING FEE!

Guest favorite
Apartment in Boonton
5 out of 5 average rating, 11 reviews

Book Lovers Retreat&Writers Den

Book Lovers’ Retreat / Writers’ Den & Studio A candy store for book lovers step into our cozy apartment turned private library—perfect for reading, writing, or podcasting. Surrounded by books, with a peaceful vibe, fast Wi-Fi, and creative nooks, it's ideal for authors, content creators, or anyone seeking quiet inspiration. A true escape for your next creative session or literary getaway.

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