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Vacation rentals in Pen Island

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Top-rated vacation rentals in Pen Island

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

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Top guest favorite
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, 204 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 favorite
A comfortable guest suite is shown, featuring a king bed with decorative pillows and a patterned quilt. A small table holds dishes and a mini fridge, while a microwave and information pamphlets are visible. Soft lighting from a nightstand lamp adds warmth to the room.
Guest suite in Bay St. Louis
4.98 out of 5 average rating, 183 reviews

Bamboo Room: King Guest Suite - Quiet Green Oasis

WEST Bay St Louis - 8mi TO DOWNTOWN! Quiet green rural alternative to major tourist areas. 5mi to beach & Silver Slipper Casino; 23mi to Gulfport; 55mi to New Orleans. Comfy clean king bedroom guest suite (YOUR OWN PRIVATE: entrance, bathroom, deck, large garden, A/C) ATTACHED TO QUIET RESIDENTIAL HOME. Host lives on property. Minutes to beaches, casinos, restaurants. Self check in. Sit outside on private deck & garden w/firepit to read, work, listen to birds & frogs, or to stargaze at night.

Top guest favorite
A charming small home with a metal roof is surrounded by greenery and landscaping. A covered front porch with steps leads to the entrance. The yard features a fence, a few decorative statues, and a shaded tree providing a cozy atmosphere.
Home in Carriere
5 out of 5 average rating, 39 reviews

Kelsee’s Country Cottage *feed the goats!

Come visit! This small home has a big heart! Home is peacefully situated in a quaint, country community but central to many cities including Hattiesburg /Gulfport ,Mississippi, New Orleans / Mandeville ,Louisiana . (1 hr -1 hr 15 max drive to any and all locations)Feed the goats and cows right from your backyard! We are also 5 min from Ol’ River Wildlife Management Area where you will have public access to fish or hunt. Home is 15 min to town of Picayune, Ms. 10 min to Infinity Farms! Msg 4 ?

Top guest favorite
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, 262 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 favorite
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, 146 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 favorite
A charming red cottage is set against a backdrop of lush greenery. A gravel pathway leads to the entrance, flanked by flowering shrubs and trees. The cottage features a distinct gabled roof with a decorative cross, enhancing its inviting exterior.
Guest suite in Kiln
4.98 out of 5 average rating, 121 reviews

Farm House Cottage

Step into a charming slice of Southern hospitality with "The Cottage." This adorable studio is brimming with character and Southern flair. Perfect for a romantic getaway, solo retreat, or a small family, this cozy space is your peaceful home away from home. Enjoy a fully stocked kitchen, queen-sized bed, air mattress, Wi-Fi, and a Roku TV. Located amid farmland, you can relax on the porch and watch the animals graze. A peaceful escape in a serene setting. Long term stays welcome!

Top guest favorite
A charming wooden cabin rests among lush greenery, featuring a sloped roof and a welcoming front porch. Stairs lead to the elevated entrance, surrounded by naturally landscaped grounds and trees, enhancing the cabin's rustic appeal.
Cabin in Bush
4.96 out of 5 average rating, 27 reviews

Bayou Bromeliad at Lochloosa

Escape to a serene retreat. This charming house offers a truly unique experience with its rustic cabin feel and tranquil surroundings. Boasting one bedroom, one bathroom, and an inviting loft space, this cozy haven spans 900 square feet of living space. As you step inside the wood floors lead you through an inviting living area, perfect for relaxation. The cypress siding adds a touch of natural elegance, blending seamlessly with the picturesque landscape that surrounds the property.

Top guest favorite
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, 172 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.

Top guest favorite
The exterior of the home is framed by lush greenery and tall trees, creating a serene atmosphere. A welcoming porch with white rocking chairs is featured, alongside a well-maintained pathway leading to the entrance. Bright sunlight filters through the foliage.
Home in Abita Springs
5 out of 5 average rating, 203 reviews

Southern Oaks-4 Blocks to Food/Brew Pub/Bike Trail

⸻ Welcome to Southern Oaks Guest House—just 4 blocks from historic downtown Abita Springs, once a Choctaw burial ground known for its healing waters. Only 2 blocks to the scenic 30-mile St. Tammany Trace for biking and walking. This 3BR/2BA home has an open floor plan and relaxing front and back porches. Walk or bike to Abita Brew Pub—home of Abita Beer—with live music Fri/Sat 6–9PM, located right on the Trace. Enjoy music in the park Sundays from 10AM–2PM.

Guest favorite
Cottage in Picayune
5 out of 5 average rating, 11 reviews

Country Cottage on a private setting (B)

Welcome to a space designed to make you feel right at home while ensuring you never want to leave! We invite you to come and stay with us, kick back, and relax in this tranquil and stylish haven. Our property offers a variety of amenities, designed to enhance your experience. Enjoy the comfort and spaciousness of our farmhouse-style living area, as well as engaging outdoor activities, with additional fun areas coming soon.

Guest favorite
A rustic cabin elevated on wooden stilts is surrounded by lush greenery, showcasing tall trees and a gravel pathway. Access is provided by a set of wooden stairs leading to the deck, which features a railing for safety.
Cabin in Poplarville
4.96 out of 5 average rating, 158 reviews

The Creekside Cabin Retreat #1

Welcome to Creekside Cabin. This little gem is exactly what you need if you are looking to get away from it all! With 1000’ of creek front, seasonal sandbars and 7 acres of woods to explore. You will feel refreshed from the daily hustle and bustle of noisy neighbors and traffic sounds. From kayaks to hammocks, we have it covered. Isn’t it about time to relax? Need more space? Ask about also renting our cabin next door!

Top guest favorite
A rustic barn-style structure features a gabled roof and wooden siding, surrounded by lush greenery. Large windows allow natural light to enter, and an outdoor seating area is visible beneath the covered front porch. Fencing outlines the property, enhancing its country charm.
Barn in Picayune
4.97 out of 5 average rating, 389 reviews

"Chickie's Roost" family-friendly barn apartment

Rustic country charm! "Chickie's Roost" is a two story apartment like space in a barn overlooking a farm and a beautiful pecan orchard. Private entrance, upstairs is an open loft with queen bed, full bed, futon, TV, sink, microwave, refrigerator, 2 coffee makers and bathroom. Downstairs is a separate space with Roku TV and a sleeper sofa. 100 Mbps internet is available for interested teleworkers!

Popular amenities for Pen Island vacation rentals