
Holiday rentals in Pen Island
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Top-rated holiday rentals in Pen Island
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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!

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.

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!

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.

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.

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.

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!

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.

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.

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.

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.

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
Other great holiday rentals in Pen Island

TAYEsteful Escape

Soul Shine 4Br 2Ba House

Little Red Farmhouse Country Retreat in Carriere

Jourdan River Landing

The Bird Nest

Cozy house on the green fairway

Guest Wing in Old Mandeville

Twisted Pine close to Three Lakes Manor
Destinations to explore
- Florida Panhandle Holiday rentals
- New Orleans Holiday rentals
- Panama City Beach Holiday rentals
- Destin Holiday rentals
- Gulf Shores Holiday rentals
- Orange Beach Holiday rentals
- Miramar Beach Holiday rentals
- Pensacola Holiday rentals
- Birmingham Holiday rentals
- Santa Rosa Island, Florida Holiday rentals
- Rosemary Beach Holiday rentals
- Alys Beach Holiday rentals
- Caesars Superdome
- Ernest N Morial Convention Center-N
- Mardi Gras World
- Tulane University
- Smoothie King Center
- The National WWII Museum
- Fontainebleau State Park
- Saenger Theatre
- Louis Armstrong Park
- Mississippi Aquarium
- New Orleans Jazz Museum
- Backstreet Cultural Museum
- Preservation Hall
- Lakefront Arena
- Louisiana Children's Museum
- New Orleans City Park
- Arts District New Orleans
- Saint Louis Cathedral
- Jackson Square
- Fair Ground Race Course & Slots
- Crescent Park
- Ogden Museum of Southern Art
- Audubon Aquarium
- Steamboat Natchez




