Vacation rentals in Port Penn

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Top-rated vacation rentals in Port Penn

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Guest favorite
Home in New Castle
4.95 out of 5 average rating, 19 reviews

Elegant Spacious Family Gem • 20 Min to Wilmington

Step into the spacious and elegant 3BR 2.5BA family getaway in the tranquil and friendly New Castle neighborhood. It promises a relaxing retreat with quick access to I‑95 and Route 1, with a short drive from the tax-free Christiana Mall, restaurants, shops, and exciting attractions. The vintage ambiance paired with modern comforts and a rich amenity list will leave you in awe. ✔ 3 Comfortable Bedrooms ✔ 3 Lounge Areas ✔ Full Kitchen ✔ Backyard ✔ Smart TV ✔ Wi-Fi ✔ Parking Learn more below!

Guest favorite
An updated kitchen features modern appliances, including a stainless steel refrigerator and microwave. Quartz countertops are complemented by stylish cabinetry. Above, track lighting enhances the workspace, while a striped rug adds texture to the laminated flooring.
Townhouse in Middletown
4.98 out of 5 average rating, 63 reviews

Luxury Townhome w/free parking

Welcome to this luxurious, updated and stylish home that is centrally located, yet tucked away in a peaceful area with inside & outside dining. This 2 bed/1.5 bath home is has beautiful lighting, laminated floors, high ceilings, large rooms w/king bed & comfortable sofa for reading or relaxing in the master bedroom. The second room has 2 full beds. The kitchen is updated with all the necessary appliances and utensils that even a chef would enjoy and flows into the classy living/dining area.

Top guest favorite
Home in Newark
5.0 out of 5 average rating, 20 reviews

Stunning Farmhouse near Christiana Mall Newark, DE

The whole group will enjoy easy access to everything from this centrally located place! 10- 15 minutes walk to ALDIs, Planet Fitness Gym, Red Robin’s Restaurant and many other stores and restaurants in same shopping center! 2 minutes drive to Wawa, and Chick-fil-A! A minute walk to nearest bus stop! 5 minutes drive to Christiana Mall, Costco and many more shopping places! 15 - 20 minutes drive to University of Delaware and Christiana Hospital! 35 - 40 minutes drive to Philadelphia!

Top guest favorite
A sailboat glides across the water during sunset, with the sun casting a warm glow over the surface. Silhouetted trees frame the scene, enhancing the serene atmosphere of the evening along the Chesapeake Bay.
Cottage in North East
5.0 out of 5 average rating, 65 reviews

Vintage Waterfront Cottage with Stunning Sunsets

This unique Red Point Cottage offers vintage charm, rustic accents and incredible sunsets overlooking the Chesapeake bay from a 50 ft cliffside waterfront location. Our cottage has two bedrooms, one queen and one king - all bedding is provided and included. We have an open cottage concept with water views from every room. A stone gas fireplace, fully equipped custom kitchen, central air, washer & dryer, WIFI, flat screen TV, stereo, gas grill, fire pit, outside shower and front porch.

Top guest favorite
Cottage in Charlestown
4.96 out of 5 average rating, 292 reviews

Long Beach Cottage, Hot Tub,Wood Burning Fireplace

The cottage is waterfront and is a PERFECT spot for a romantic couple's getaway! honeymoon/celebrations Designed with that in mind, a kitchen w/ espresso machine, living room with wood burning fire and a romantic luxurious suite with a king bed & cozy ambiance complete w/ water views and a stunning bathroom that features a double vanity, a large soaking tub, a tile shower with a soothing 3 function rain shower is complete with luxury linens, cozy robes & soft towels...

Superhost
An aerial view showcases the expansive layout of the Delaware City Oasis. The property features a spacious exterior area, highlighted by a large deck and a well-maintained lawn, surrounded by mature trees. Ample parking space is visible along the winding driveway.
Home in Delaware City
4.89 out of 5 average rating, 70 reviews

Delaware City Oasis|Indoor Heated Pool

Delaware City Oasis, is a premier luxury property that is truly one of its kind in the entire state. The Oasis is a serene and picturesque retreat nestled in the heart of Delaware City, Delaware. This hidden gem offers an escape from the hustle and bustle of everyday life, providing a perfect blend of modern amenities. As you enter the Oasis you are greeted by 5000 sq ft including a Great room with a heated indoor pool making this home prime for entertaining.

Guest favorite
Condo in Newark
4.92 out of 5 average rating, 50 reviews

Quiet condo near Christiana, UD, Wilmington | Desk

✨ Spacious Newark Getaway Near Christiana & UD Welcome to your home away from home in the heart of Newark, Delaware! 🌿 Our peaceful and secluded retreat is tucked away in a quiet neighborhood yet just minutes from Christiana Hospital, Christiana Mall, the University of Delaware, and downtown Wilmington. Whether you’re visiting for work, family, or leisure, this bright and spacious home is designed for both comfort and convenience.

Top guest favorite
A spacious living area is presented with a light-colored wall and high ceiling. Seating options include a green recliner and a brown sofa, both arranged around a soft area rug. A flat-screen television is positioned near a coffee table, and a doorway leads to additional rooms.
Loft in Bridgeton
4.98 out of 5 average rating, 271 reviews

Beautiful newly updated apartment in Fairton.

Forget your worries in this spacious and serene space. This recently renovated second floor apartment boasts natural light and nature at your footsteps. It has every comfort needed to feel like you're right at home. It is conveniently located close to New Jersey Motor Sports Park and the Delaware Bay. It has plenty of space to park large trailers and boats. NO SMOKING PET FRIENDLY (pets must be clean)

Top guest favorite
A welcoming porch features white adirondack chairs and a small blue table. A lantern and a decorative container are placed nearby, with the house's yellow exterior and orange shutters providing a cheerful backdrop. The view includes trees and street activity.
Cottage in Chesapeake City
5.0 out of 5 average rating, 130 reviews

Bohemia Bungalow

Experience this charming 1940's cottage nestled on bustling Bohemia Avenue in the heart of picturesque Chesapeake City. Enjoy porch-sitting "on the Avenue", or visit numerous local eclectic shops, restaurants, a brew pub, and even a yoga studio, all only steps away. Marvel at massive cargo ships navigating the C&D Canal, just a 2-minute walk from your doorstep. Private off street parking for 2 cars.

Guest favorite
A light green wall complements a cozy sleeping area, featuring a spacious bed adorned with a textured beige quilt and a decorative pillow. A bedside table with a stylish lamp provides soft lighting, while a window allows natural light and greenery to fill the space.
Apartment in New Castle
4.9 out of 5 average rating, 215 reviews

Green Sanctuary-Pvt Apt for Quiet Rest

Green Sanctuary is the second floor apartment B in a two unit apartment building. It is a bright cheerful one bedroom unit with a large covered balcony located on the grounds of the famous Egyptian house. The apartment is comfortable for 2 people but will accommodate 4 with the living room couch converting to a bed. The property is conveniently located with plenty of off street parking.

Guest favorite
The front exterior of a charming, single-story home is presented with white siding and black shutters. A welcoming porch with classic columns leads to the entry, flanked by greenery and flowering plants. The well-maintained lawn complements the inviting entrance.
Home in Delaware City
5.0 out of 5 average rating, 19 reviews

Coastal Living in Delaware City

Nestled in the heart of historic Delaware City, this charming home offers serene coastal living with modern amenities. Enjoy spacious rooms, scenic views, and a quiet small-town atmosphere, all within walking distance to the waterfront and local parks. With its blend of historic character and contemporary updates, this home is a perfect retreat for those seeking both comfort and charm.

Superhost
Home in St. Georges
5.0 out of 5 average rating, 5 reviews

Historic 6 Bedroom Retreat

This historic home is located in the quaint community of Saint Georges, DE. The canal is at the end of the street with The Creamery for a view and ice cream! This home is newly renovated, stylishly decorated and spacious for multiple guests. Two master bedrooms and 3 bathrooms! This property boasts a long driveway and 2 car garage with oversized yard.

Popular amenities for Port Penn vacation rentals