Vacation rentals in Port Penn

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Top-rated vacation rentals in Port Penn

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Top guest favorite
Home in Newark
5.0 out of 5 average rating, 18 reviews

Huge Kid-Friendly Near UD, 1stFl Master +Office

Welcome to your home away from home in Newark! This spacious 5-bedroom, 2.5-bath home is perfect for families, visiting professionals, or groups traveling to the University of Delaware, just a short drive away The home includes a dedicated home office, nursery area, a master bedroom on 1st fl with a private ensuite bathroom and a fully stocked kitchen, everything you need for a comfortable, extended stay. The home features a driveway and a 2-car garage, making parking easy for multiple vehicles

Guest favorite
Home in New Castle
4.95 out of 5 average rating, 21 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!

Top guest favorite
A spacious living room is presented with natural light streaming through large windows. Minimalist furniture includes a comfortable sofa and two accent chairs. A round coffee table is centrally located on a patterned area rug, complementing the neutral color palette of the room.
Home in Bear
4.97 out of 5 average rating, 29 reviews

Ideal for work crews and families, long term perks

✔ Spacious open floor plan ✔ Outdoor dining ✔ Quiet neighborhood ✔ 5 beds total with optional twin in 1st-floor bedroom ✔ 30+ day stays welcome ✔ 1 GB Wi-Fi ✔ Dedicated workstations in each bedroom ✔ 5 Smart TVs - Master has a 55" ✔ In Unit Laundry ✔ Fully Stocked & Equipped Kitchen ✔ Garage Access for storage ✔ Off street parking for two oversized vehicles ✔ Street Parking ✔ Prime Location: Go to "Neighborhood Highlights" to view nearby hospitals, schools, places to visit, etc.

Top guest favorite
The screened-in deck features a comfortable seating arrangement with two armchairs and a sofa, all surrounding a central coffee table. A large, decorative plant adds a touch of nature, while panoramic views of the surrounding greenery are visible through the screens.
Home in Galena
4.96 out of 5 average rating, 78 reviews

Connection Pointe•River views•Quiet•Peaceful

Connection Pointe is a great getaway for your family vacation or to reconnect with friends, you will be sure to enjoy this beautiful property that sits right along the Sassafras River, it is quiet and peaceful with amazing views from the house and the screened in deck. Come enjoy the sounds of nature as you take time to relax and refocus! There is no boat access to the river from the property. There is a fairly steep bank going down to the river, so please be mindful of this with children.

Top guest favorite
Home in Newark
5.0 out of 5 average rating, 21 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!

Guest favorite
Home in Newark
4.95 out of 5 average rating, 58 reviews

Bohemian Minimalist Haven

Thoughtfully designed Newark stay featuring bohemian-minimalist décor, warm natural light, and pet-friendly comfort. The home includes a fully stocked kitchen and a private washer and dryer for longer or more convenient stays. Enjoy fast access to the Christiana Mall/ Fashion Blvd., University of Delaware, and dining. Located in a modest and quiet neighborhood that’s practical, central, and easy to navigate, with two dedicated parking spots directly in front of the home.

Superhost
An open living space features a dining area with a round wooden table and three chairs. A comfortable seating area includes a dark couch and a patterned rug. Natural light enters through the sliding door, which leads to the outdoor balcony. Decorative elements include a plant and artwork on the wall.
Townhouse in Middletown
4.87 out of 5 average rating, 87 reviews

Spacious 3 bed/1.5 bath townhome with free parking

Relax in this lovely 3 bedroom, 1.5 bath townhome with free parking on premises. This home is close to parks, beaches, fine dining, bowling, art activities, theater, walking trails & much more. The home has ample space for you and your family to enjoy. There is a full kitchen, living and dining area, laundry room, 3 bedrooms and a balcony. There is opportunity for short stays and longer stays.....send us a message. Don't forget Tax-Free shopping in Delaware!

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.

Superhost
A cozy living room is highlighted by light grey walls and contemporary decor. Soft seating options are arranged around a central coffee table, complemented by a flat-screen TV on a glass stand. Natural light filters in through sheer curtains at the window.
Home in Pennsville
4.74 out of 5 average rating, 27 reviews

Perfect Getaway | Close to Philly & Wilmington!

Unwind and create lasting memories at this serene and inviting 4-bedroom, single-family home. Nestled in a prime location, our beautifully renovated space offers the perfect blend of comfort and convenience for families, friends, or groups. With nearly 1,750 sq. ft. of spacious living, this charming getaway features separate living and family areas, giving everyone room to relax after a day of exploring local attractions or coming back from work or business.

Top guest favorite
A bridge spans across the water, silhouetted against a vibrant sunset. The sky is filled with hues of purple and orange, reflecting on the water's surface. Along the riverbank, the outline of trees is visible, adding to the scenic backdrop.
Home in Chesapeake City
5.0 out of 5 average rating, 26 reviews

Breathtaking views!

Breathtaking views of the C & D Canal! Bring the whole family & others to this newly renovated spacious home. Located in historic Chesapeake City (Northside), MD. Granite countertops, top-notch furnishings, 5 bedrooms, 3 1/2 baths, kitchen, Wi-Fi, 2 lg porches with magnificent views of the water. Sleeps up to 12, (but may accommodate additional: Message your request) Features upscale enjoyment i within walking distance of restaurants, the C&D trail, & more!

Top guest favorite
A panoramic view showcases a cozy two-story house set against a serene waterfront backdrop. Colorful autumn foliage lines the shore, reflecting vibrant hues in the calm water. A grassy area with a small beach adds to the inviting outdoor space, perfect for relaxation.
Home in Perryville
4.92 out of 5 average rating, 248 reviews

Top of the Chesapeake - Private Waterfront Home

Our house is nestled between the shore of the NE River and the creek and marsh directly behind. The home is warm, unassuming and inviting; you'll feel right at home. Perfect for familes or groups, or a romantic weekend. Bird watchers will love the bald eagles, ospreys, kingfishers, mallards and cormorants, to name a few. The upstairs living room is a perfect place for the kids while the adults enjoy the lower area. You find our place warm, cozy and quiet.

Guest favorite
Home in Salem
4.94 out of 5 average rating, 144 reviews

Beachfront Sunsets on the Water at Oakwood Beach

You’ll instantly relax when you arrive at this private beachfront home on the beautiful Delaware River (2020 River of the year!). This hidden gem is off the beaten path, making it perfect for you to escape the hustle and bustle of your busy day-to-day. You’ll love the amazing sunsets and water fun — walk out the back door directly onto the large deck and sandy beach. Message us for information about the local wineries and distilleries or for kayaking!

Popular amenities for Port Penn vacation rentals