Holiday rentals in Port Jefferson

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Port Jefferson

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

1 of 1 pages1 / 1
Top guest favourite
A cozy bedroom features a spacious bed adorned with neutral bedding. A wooden accent wall complements the room's warm tones, while natural light streams through a window beside a cushioned nook. Two wooden closets are visible, adding to the room's inviting appeal.
Cottage in Russells Point
4.95 out of 5 average rating, 166 reviews

NEW! ❤️ The Pointe House ❤️ LAKE VIEW & BOAT DOCK

Welcome to The Pointe House! Brand new remodeled home located in the heart of Russell's Point w/ fabulous lake views and boat dock for guests to use. Cozy is an understatement! Walk next door to Jack n Dos pizza & ice cream shop! Stunning remodel, original decor. 3 BRs, 2 FULL BATHS! Comfortably sleeps 6! Quartz Counters, Recessed Lighting, Electric Fireplace. Amenities include 4K HD TV w ROKU. WI-FI, Keurig Coffee Maker w/ Complimentary K-Cups, Microwave, Fridge, Range, Fully Furnished Kitchen.

Guest favourite
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, 231 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 favourite
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.
Flat 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. 🥰

Top guest favourite
An aerial view of the Red Pump Inn farmstead is displayed, showcasing well-maintained landscapes surrounded by lush greenery. A circular driveway connects various buildings, including the farmhouse and red barns, with open farmland stretching beyond. Trees and manicured gardens enhance the serene countryside setting.
Home in West Milton
4.98 out of 5 average rating, 130 reviews

The Red Pump Inn~Est. 1812, One bedroom farmhouse

Welcome to the esteemed Red Pump Inn, a quaint and peaceful farmhouse built in 1812 seated on the outskirts of West Milton. This rare gem is believed to be the oldest brick home in Miami County. The property rests on acreage of vast farmland, including a natural spring, and rolling pastures available for exploring. Enter down a 1/4 mile long, driveway to this one bedroom farmhouse and experience country living at it's finest. We're located just 7 min. west of I-75 & local restaurants/retailers

Top guest favourite
Home in Sidney
5 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 favourite
A cozy bedroom features a spacious bed with a decorative headboard. A 55" flat screen TV is mounted on the wall, and a work desk is nearby. Natural light enters through large windows with curtains, while a patterned area rug enhances the warm ambiance.
Guest suite in Troy
4.93 out of 5 average rating, 537 reviews

The Guest Suite, near I-75 and Hobart Arena

Budget conscious travelers look no further! For less than a hotel enjoy all the same amenities in a cozy, safe, clean, private space. Only $10 cleaning fee! Ideal for single travelers or couples, this space offers a queen size bed with attached full bathroom. The room is connected to our primary residence through a breezeway. Your entrance is private and you can come and go as you please. Located minutes from I-75, Hobart Arena, Arbogast Performing Arts Center, and downtown Troy.

Superhost
The exterior of a one-bedroom cottage is shown, featuring white siding and dark shutters. A front door is centered, with a small plant in a colorful pot beside it. A patch of red mulch enhances the landscaping, surrounded by green grass and trees.
Cottage in Lakeview
4.86 out of 5 average rating, 108 reviews

Cozy Cottage at Indian Lake, Ohio

1 Bedroom Cottage open year round within walking distance of Chippewa Boat Ramp and fishing. Conveniently located near restaurants, grocery store, and state park. This home is cozy, offering one bedroom with a queen sized bed. Living room offers a full sized pull out sofa bed and dining table with 4 chairs. Fully furnished kitchen. Enjoy the outdoors with fire pit. Home has plenty of parking, with easy access for boat trailers.

Top guest favourite
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.
Flat in Tipp City
4.88 out of 5 average rating, 303 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.

Top guest favourite
An open studio space is highlighted by exposed red brick walls and a large window allowing natural light to fill the room. A spacious couch faces a television, with a coffee table positioned in front. Nearby, a dining area includes a wooden table and chairs, creating a versatile living environment.
Loft in Troy
4.95 out of 5 average rating, 117 reviews

Downtown Troy Studio: On the Square!

Experience the vibrant heart of downtown Troy from our stylish studio apartment! Nestled on the second floor of a newly renovated historic building (with no elevator), this space offers the perfect blend of vintage charm and modern comfort. Our studio is ideally situated right on the square, placing you mere steps away from Troy's best restaurants and shops. Book your stay today and discover the magic of our historic square!

Guest favourite
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 favourite
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 favourite
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!

Popular amenities for Port Jefferson holiday rentals