Holiday rentals in Pen Island

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Top-rated holiday rentals in Pen Island

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Top guest favourite
The charming cottage exterior features a welcoming front porch with wooden rocking chairs, surrounded by lush greenery and flowering shrubs. The entrance is highlighted by double doors, leading to a rustic modern style interior. A gravel driveway extends alongside the home.
Home in Abita Springs
4.97 out of 5 average rating, 209 reviews

Cozy Country Cottage with Pool

New construction - Pinterest inspired 3 BR, 3 full bath home w/ POOL. Raised home w/ a rustic country modern style, nestled in the woods on 2 acres. Porcelain wood plank floors thruout. Granite & Marble Kitchen Island countertops. LG Stainless steal appliances. SAMSUNG washer & dryer. 18ft vaulted ceilings. RAINBOW Playset for the KIDS! KEEPS lil ones busy! Serene & peaceful front porch. Custom walk in shower & vanity. Ceiling fans & SMART SAMSUNG TV's in all rooms. Central AC & in ground POOL!

Top guest favourite
A welcoming entrance is framed by decorative stone gateposts, leading to a well-kept path through lush green grass. The house features a spacious porch with large front windows, surrounded by trees and vibrant landscaping, creating an inviting atmosphere.
Home in Slidell
4.97 out of 5 average rating, 102 reviews

French quarter/New Orleans/Gulf Coast/Slidell

Enjoy Olde Towne Oak Stay, a unique experience in the heart of downtown Slidell, positioned a short distance between the New Orleans French Quarter and the Mississippi Gulf Coast. Restaurants and shopping are in walking distance. Attend retreats, receptions, or events at other venues in the area. Mardi Gras and St. Patrick's Day parades are only one block away. The property features the art of Adam Sambola, large walk-in showers, an equipped kitchen, arcade, foosball table, and able to sleep 10.

Guest favourite
The image captures a serene river view with multiple docks extending into the water. Lush greenery surrounds the area, and the reflections of the trees can be seen in the calm surface. A well-maintained lawn and walking path are visible in the foreground.
Home in Kiln
4.95 out of 5 average rating, 131 reviews

It's 5'O-Clock Here On The Dock

If you are looking for the perfect place on the water, we got you covered at "It's 5'O-Clock Here" on the Jourdan River. Enjoy the river with countless sandbars, and hang out underneath kitchen while you watch the game. Swim off the pier and dock your boat or fish and make great memories. The award winning Jourdan River Steamer is less than a 2 minute boat ride. You can also rent pontoon boats for the family in the neighborhood. Take your boat to the popular coastal town Bay St. Louis and enjoy!

Guest favourite
An open living area features a spacious sofa with decorative cushions, a wooden coffee table, and a woven area rug. Bright natural light enters through multiple windows, illuminating the light green walls. A dining area with chairs can be seen in the background, alongside a well-equipped kitchen.
Home in Mandeville
4.94 out of 5 average rating, 142 reviews

Harbor Landing Cottage - Close to The Lakefront

Stroll along the Mandeville Lakefront or launch your boat across the street from this cottage. Enjoy bike riding on the Tammany Trace or rent Kyaks for a day on the lake. You will find many things to do and enjoy in Mandeville. Two bikes are available for guest use and there are bike rentals near the Mandeville Trailhead. The trailhead hosts a farmers market on Saturdays, free Spring and Fall concerts and a splash pad for the kids. Mandeville is a bike and pedestrian friendly community.

Top guest favourite
An A-frame cabin is situated among lush greenery, featuring a wooden deck with stairs leading to the entrance. The exterior showcases dark siding and warm wooden accents, while large windows invite natural light. Surrounding trees contribute to a secluded atmosphere.
Tiny home in Covington
4.99 out of 5 average rating, 290 reviews

Long Branch A-Frame

This memorable place is anything but ordinary. Just 35 miles North of New Orleans nestled just minutes away from downtown Covington and all the Northshore has to offer. Live music, fine dining, cycling and shopping are just a few of the many things to do. Your stay includes two paddle boards so if water exploring and sun bathing on the scenic Bogue Falaya sounds up your alley then look no further. Your just a few miles drive from the new public kayak launch that leads to multiple sand bars.

Top guest favourite
A cozy living area is highlighted by a white sofa adorned with a blue pillow and a textured yellow throw. A glass coffee table rests on a soft rug, displaying a chessboard and framed artwork. The open layout connects to a well-equipped kitchen with modern cabinetry.
Cottage in Covington
4.98 out of 5 average rating, 130 reviews

Walden Pond Retreat - Pond-side Cottage w/ Hot Tub

Our cozy chalet sits in the woods on our 9‑acre property, overlooking a small pond and offering a peaceful escape from busy city life. As you drive past our home to the chalet, you arrive at a tucked‑away spot where the cottage and hot tub pavilion are screened by trees and bamboo, creating a private, secluded feel. This is a place to slow down, enjoy quiet mornings by the water, and end the day under the stars, while leaving feeling recharged from your stay at our little piece of paradise.

Top guest favourite
The cabin is visible across a serene pond, surrounded by lush greenery and trees. Its white exterior and blue roof create a striking reflection on the water's surface, emphasizing the peaceful atmosphere of the natural setting.
Cabin in Covington
4.99 out of 5 average rating, 159 reviews

Cozy Cottage on the River

Situated on 20 acres, Little Pine Farms is a serene retreat from the city. The property boasts over 700' of frontage on the Bogue Falaya River, a sandy beach, and winding paths through the woods. You will not believe that you're only 7 minutes from the heart of downtown Covington. Built in 2023, the cabin has everything you need, nothing you don't. Sit on the front porch, overlooking the pond or hike down to the spring-fed river. S'mores in the winter or kayaking in the summer. Book now!

Top guest favourite
An entrance adorned with a wooden archway labeled 'Sunhillow' greets visitors, flanked by blooming azaleas in vibrant pink. A gated path leads into a tree-lined driveway, surrounded by natural greenery and the serene atmosphere of the secluded property.
Cabin in Pearl River
4.98 out of 5 average rating, 175 reviews

Sunhillow Farm Getaway

This secluded 3-bedroom cabin has everything you need for your perfect Louisiana-getaway. No traffic, noise or people. Located on 220 acres adjacent to the Bogue Chitto National Wildlife Refuge, the property includes freshwater lakes, a beach, and multiple trails for a beautiful morning or evening walk. Guests have easy access to the BCNWR for deer, hog, etc. hunting, as well as canoes and kayaks. We have blueberries, whitetail deer and chickens supplying fresh eggs, when laying.

Superhost
A spacious outdoor area features a peaceful pool surrounded by well-maintained gardens. Lounge chairs are placed near the water, and a cozy gazebo is visible in the background, providing a relaxing space for gathering. The farmhouse is set amidst lush greenery.
Farm stay in Covington
4.85 out of 5 average rating, 128 reviews

Fais Do-Do Farmhouse

Discover tranquility at our charming farmhouse retreat on the Northshore, just 10 minutes from vibrant downtown Covington, LA. Privately set on 8 lush acres with a full-time caretaker, enjoy rustic elegance, relaxing by the pool, fishing in the stocked pond, and leisurely strolls through the walking trails around the property. Explore nearby Covington's boutiques, cozy coffee shops like Coffee Rani, and fine dining at Del Porto. Escape to peaceful bliss.

Top guest favourite
A rustic cottage with a covered front porch is surrounded by lush green grass and trees. The warm wooden structure features a sloped roof, brick chimney, and vibrant foliage highlighting the calming natural landscape.
Farm stay in Picayune
4.99 out of 5 average rating, 154 reviews

Chickie's Cottage, an idyllic getaway.

Chickie's Cottage, nestled in a shady pecan orchard where horses graze, is adjacent to the 600,000 acre Stennis Space Center buffer zone. The pastures and natural surroundings include pecans and live oaks that evoke peace and tranquility. Farm life includes horses, cats and chickens who enjoy visiting guests. The farm house is one-of-a-kind; charming, comfortable, complete with unique furnishings and modern amenities such as 100 Mbps WiFi and Roku TVs.

Top guest favourite
A well-arranged living area features a soft, neutral color palette. Two comfortable armchairs are positioned alongside a wooden coffee table, which holds decorative items. A sofa adorned with cushions is central to the space. Natural light enters through large sliding glass doors.
Apartment in Bay St. Louis
4.97 out of 5 average rating, 112 reviews

THE BAY RITZ - Lovely 2 Bedroom Beachfront Condo

Beautifully decorated beachfront unit in the heart of Old Town Bay St Louis, MS. Restaurants, bars & shops are only steps away from this gorgeous unit. Relax on the balcony and enjoy beautiful views of the bay, beach and surrounding areas. Gourmet kitchen fully stocked including spices. Main bedroom has king size bed. Second bedroom has queen size bed, it's own private bathroom and a kitchenette. Perfect for two couples to spread out and relax.

Top guest favourite
The exterior of a charming cottage features a green wooden façade with a welcoming front porch. Two chairs are placed on the porch, inviting relaxation. A pathway of pavers leads to the entrance, surrounded by landscaped gardens with mulch and a vintage-style lamp post.
Place to stay in Covington
4.99 out of 5 average rating, 162 reviews

Historic District-Shop, Dine, Stay Experience!

Memories made at Rivertown Cottage, located in the Historic District. Easy walk to local restaurants, bars, shopping, Tammany Trace & Bogue Falaya park on the river. Just 2 blocks to the Southern Hotel & 45 minutes to New Orleans & airport! Local bike and golf cart rentals close by. The Cottage is quiet & cozy, outside you can relax in the courtyard, enjoy the putting green and outdoor games or play bartender in our Irish Pub-The Wild Hare!

Popular amenities for Pen Island holiday rentals