Vacation rentals in Port Jefferson

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Top-rated vacation rentals in Port Jefferson

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite
A cozy sleeping area is defined by a soft white bed adorned with decorative pillows. Warm light is provided by unique hanging fixtures. A wooden table displays an arrangement of fruits and snacks alongside elegant candle holders, creating a welcoming and intimate setting.
Tower in Pleasant Hill
4.9 out of 5 average rating, 232 reviews

Kick Cancers Ass With A Stay

Unique. For a Cause. Fun. A place where your stay truly counts! Your stay… Enjoy a night(s) away in an old grain elevator silo that now is home to a fully open concept layout with the most comfortable bed, a soaking tub of your dreams, handmade exposed copper piping & every detailed covered for the perfect getaway! The Cause… 20% of every nights stay goes to Pink Ribbon Good helping local ladies fight cancers. On Site… Coffee & Ice Cream Shop Axe Throwing Sand Volleyball Yard Games Boutiques

Guest favorite
An open living area is shown with a view of the kitchen in the background. Comfortable black recliners are positioned to face a wall adorned with decorative art. A dining area with a table and chairs is visible through a wide doorway, enhancing the spaciousness.
Apartment in Sidney
4.85 out of 5 average rating, 48 reviews

Nana’s NooK is Lavish CK IT OUT!

Don’t pass up this unique, quiet, stylish 2 bedroom 1 1/2 bath apt. This modern day place is ready for you to take it easy. It has all the comforts of home which is fully furnished. Being equipped with two baths, it makes it easy to go to work, or a night out, or get ready for traveling the next morning. When you get here you may just want to stay in with this fully equipped kitchen. Don’t forget with two smart TVs you can recline back, relax and take in a movie. This place has all the feels. 🥰

Guest favorite
Apartment in Sidney
5.0 out of 5 average rating, 24 reviews

The Garage - Par 2

Tee off in style with our pro-grade 16' UNEEKOR Golf Simulator in the shared first-floor entertainment area, featuring a slick retractable garage door. Upstairs, your private 1-bedroom apartment, built for couples or solo travelers, offers a king-size bed, custom tile shower, high-speed Wi-Fi, two massive 75" smart TVs, in-unit washer/dryer, and a stainless steel kitchen with free K-cup coffee. Grab your spot for an epic downtown escape and pair it with our other unit, ‘Garage Par 3,’ on Airbnb.

Top guest favorite
Home in Sidney
5.0 out of 5 average rating, 31 reviews

Cozy Cottage - Courthouse View

Relax in this calm, stylish home. Located 0.6 miles from Sidney Downtown that offers a Historic Theater, The Spot Diner, coffee shops and restaurants. Convenient access to Rt. 75. This house accommodates a variety of travelers: Whether visiting friends, working remotely, or relocating… we can meet your needs. We offer weekly and monthly discounts. Large dining table seats six or use it as a remote desk. Large yard, fire pit and semi-finished basement has a ping pong table to enjoy.

Top guest favorite
A charming log cabin is set among lush greenery, showcasing a vibrant red exterior and a green metal roof. A welcoming porch is furnished with seating, while a stone path leads to the outdoor space, surrounded by trees in a natural setting.
Cabin in Urbana
4.99 out of 5 average rating, 982 reviews

The Cabin at Maple View - Accepting Reservations

We are open for guests! The Cabin at Maple View is located a quarter mile off of the highway down a long twisting driveway. It is tucked back in the woods and away from it all. You notice the Amish craftsmanship as soon as you arrive. You are surrounded by 80 acres of manicured woods and a huge yard. The environment is welcoming. The atmosphere is warm. Call it your home for a night or for an extended stay. It is beautiful no matter the time of year.

Top guest favorite
A spacious living room features a pull-out sofa, two side chairs, and an ottoman, all set on a decorative area rug. Natural light floods in from a large window, complemented by soft curtains. A 65" Roku TV is mounted on the wall, enhancing the space.
Townhouse in Troy
5.0 out of 5 average rating, 105 reviews

Cozy Modern Retreat | Downtown Troy – First Floor

We invite you to the 1st floor of a newly renovated 1800's home near the square in downtown Troy. The Troy square is home to many lovely local restaurants and coffee shops. You'll find all the modern amenities you need at the Troy House to make your stay relaxing and enjoyable. We have went the extra mile to curate a cozy "home away from home" and our goal is to give you a 5 star stay. See our Guidebook for recommendations on where to eat/see!

Top guest favorite
A rustic two-story home is nestled among lush greenery, featuring a wooden deck with an umbrella. A stone pathway winds through natural landscaping, leading to the entrance, while trees frame the peaceful setting, enhancing the connection with nature.
Apartment in Tipp City
4.88 out of 5 average rating, 304 reviews

Heartland - Ground Level, 1st Floor

Take it easy at this unique and tranquil getaway. We invite you to exlore this hidden gem just outside of Tipp City, OH. Guests will enjoy a private bedroom, bathroom, kitchen, living area, and designated patio space all to themselves. Guests will enjoy the tranquil atmosphere and beautiful natural landscape with nearby biking or hiking trails. Grill out, make a fire, enjoy peaceful walk on the labyrinth and so much more.

Guest favorite
A round yurt cabin is framed by vibrant trees, with a wood deck and stairs leading to the entrance. Two white chairs are positioned on the deck, inviting relaxation amidst the natural surroundings.
Yurt in Zanesfield
4.96 out of 5 average rating, 163 reviews

Yurt by the Osage-110 acres to enjoy

This yurt cabin is your perfect getaway! Tucked away in the woods with 110 acres out your back door, you are invited to unwind and enjoy nature. This space is bathed in natural light, streaming through the big windows and 5 ft ceiling dome. Enjoy the visual rhythm of the ceiling and the unique aesthetic of a round yurt cabin that is unlike anything you've experienced!

Guest favorite
An outdoor entertaining area is surrounded by wooden fencing, featuring a shaded seating space with a sectional sofa. A hot tub is positioned nearby, and a grill is present. Colorful outdoor rugs and string lights create a relaxed ambiance.
Home in Lakeview
4.92 out of 5 average rating, 173 reviews

Serene Silo & Spa

Experience the ultimate couples retreat in our completely remodeled cottage featuring a charming grain bin gazebo and a relaxing hot tub. Unwind in style amidst private, serene surroundings, blending rustic charm with modern comfort. Just a 3-minute walk to Chippewa Marina and boat dock, with plenty of parking for your vehicle and boat, your perfect retreat awaits!

Top guest favorite
A hot tub filled with bubbling water is visible in the foreground, positioned next to a grassy area leading to the lake. A shaded pavilion and several boats can be seen along the water's edge in the background, alongside a clear blue sky.
Cabin in Russells Point
4.97 out of 5 average rating, 105 reviews

Lake• Waterfront• Dock• Hot Tub• Kayaks• Woody’s

Lakefront cabin on Indian Lake with a private dock, hot tub, kayaks, paddleboat, and a lively outdoor bar with swings and a dart board. Enjoy sunrise paddles, evenings by the fire pit, and easy walks to Woody’s Diner and local shops. A cozy, adventure‑ready getaway perfect for families, couples, and groups wanting fun, relaxation, and true waterfront living!

Superhost
The Romantic Guest House, designed in Tudor style, is set against a backdrop of lush greenery. Its stucco exterior features wooden doors and large windows. Surrounding pathway is lined with grass and decorative lampposts, inviting guests to explore the picturesque estate.
Guesthouse in Piqua
4.9 out of 5 average rating, 272 reviews

Romantic Guest House at The Orrmont Estate

Old world feel of a Romantic Guest House at the historic Orrmont Estate. Built in 2019, it is a classic Tudor style, furnished in antiques, with all modern conveniences including WiFi and a smart TV. The beautiful Juliet balcony doors open so you can enjoy a breakfast overlooking the property. The windows are reflective on the outside for complete privacy.

Guest favorite
An inviting loft space is presented with a comfortable couch and a wooden coffee table. Two armchairs are positioned nearby, providing additional seating. A television is mounted on the wall, and natural light enters through a window, enhancing the cozy atmosphere.
Home in Wapakoneta
4.94 out of 5 average rating, 180 reviews

Comfortable 3 Bedroom Home | Free Parking | WIFI

Relax with the whole family at this peaceful place to stay. Comfortable 3 bedroom, 2 bath home with Wi-Fi. 2 separate living room spaces. Outdoor spaces include patio and firepit. Private and street parking available. Short walk to downtown shops, bars, restaurants and more! Perfect place to stay while discovering all Wapakoneta has to offer!

Popular amenities for Port Jefferson vacation rentals