Vacation rentals in Port Penn

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Top-rated vacation rentals in Port Penn

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Top guest favorite
Apartment in Chesapeake City
4.94 out of 5 average rating, 120 reviews

Hygge Haven: A cozy apartment in a canal-side town

Chesapeake City is a historic town located on the C & D Canal; it's not unusual to be greeted by locals as you explore the town. The apartment is a bedroom with sitting area, fully equipped kitchen & bath. It's in the heart of the town & walkable to all the boutiques, restaurants & nightlife! It comes equipped with a Nespresso machine, coffee pods,sparkling water, wifi & tv if you just want to chill. It's steps from the canal for lovely sunrise/sunsets! There are bike/walking paths nearby.

Guest favorite
Guest suite in Newark
4.95 out of 5 average rating, 196 reviews

Charming Fully Equipped Private Guest Suite Studio

Relax in a stylish guest suite studio in a quiet, safe neighborhood. Its private entrance and parking for 2 vehicles makes the cozy space all the better. Enjoy the full kitchen, work space, high speed internet (1200mbps), 50” TV, full bathroom, and more. Perfect for the business professional on-the-go, or getaway. Take a stroll through White Clay Creek Park with your furry friend. Just a short 5 minute drive from Main St.'s restaurants, local bars, and UD. Only 10 minutes from Christiana Mall.

Top guest favorite
A tranquil outdoor space features a fire pit made of stone blocks, surrounded by a grassy area. In the background, wooden fencing outlines the property, with trees and a barn visible. A stack of logs is neatly arranged nearby, contributing to the rural setting.
Cottage in North East
4.98 out of 5 average rating, 682 reviews

Persimmon Pastures

A quiet country setting in North East MD..located on a 7 acre horse farm with easy access to I95. Enjoy all the serenity of the country yet close to the shopping, marinas, and within 50 mile access to Baltimore, Wilmington and Philadelphia. The property is also within 30 minutes of Fair Hill Natural Resources Area with 5,500+acres and 80+ miles of trails for hiking, biking, and beautiful scenery. Pets are allowed. A pet (dog/cat) fee of $5/night/pet will be requested the day of your arrival.

Top guest favorite
A historic brick home built in 1875 features a symmetrical facade with large windows framed by black shutters. A white front door with decorative trim is centered beneath a small overhang. Plantings with low greenery and a pathway of red bricks lead up to the entrance.
Home in North East
4.94 out of 5 average rating, 137 reviews

Historic Creekside Home - 2br 2.5ba Downtown

Built in 1875, this newly renovated two bedroom home, is centrally located in downtown North East. Modern finishes and an open concept living space compliment the original wood floors, clawfoot tub and exposed brick walls. All the amenities of Main Street are steps away, yet the home is tucked away on a quiet street with a creek in the back yard. Our home is 2.5 miles from I-95 and one block from North East Community Park, Anchor Marina and the headwaters of the Chesapeake Bay.

Top guest favorite
A hot tub is positioned on a patio overlooking the river, with a serene view of the water and lush greenery. Comfortable seating is arranged nearby, enhancing the inviting outdoor space.
Home in Bridgeton
4.99 out of 5 average rating, 277 reviews

THE SORA with Disco, Hot Tub & Pool

Immerse yourself in the timeless beauty of this 12 acre riverfront property. Experience the peaceful beauty of 800+ feet of direct river frontage on the deep Cohansey River. This river leads to the Delaware Bay/ Atlantic Ocean. Situated on the site of the Prestigious Sora Gun Club, this historic 4 Bedroom, 2 1/2 Baths light-filled home with magnificent great room has classical details and distinctive appointments. One of the 4 bedrooms and the 1/2 bath is in the 2 story guest house.

Top guest favorite
A private hot tub is shown on an outdoor deck, surrounded by lush trees and a view of the creek below. The clear water invites relaxation while offering a serene connection to nature.
Place to stay in Airville
4.98 out of 5 average rating, 268 reviews

Waterfront Log Cabin with Hot Tub

Situated on the water's edge of Muddy Creek, this newly renovated log cabin offers a unique, luxury getaway for those seeking a stay immersed in all that nature has to offer. While relaxing on the spacious outdoor deck, you will be treated with a panoramic view of Muddy Creek complete with an occasional sighting of the neighborhood eagle. Perfectly set up for a romantic getaway for two, The Log Cabin on Muddy Creek was created to provide a space for couples to rest and reconnect.

Top guest favorite
Guest suite in Newark
4.99 out of 5 average rating, 115 reviews

Inviting, comfortable & private suite near Univ.

Enjoy this comfortable, relaxing guest suite with a kitchenette in a desirable and quiet neighborhood in Newark. Close to Downtown and Main St, this is a great base to explore the area and the University. We are less than 3 miles from the University and Main Street. The suite is tastefully furnished in a neighborhood with mature trees. It is totally private, with a separate entrance and a keypad for self check in. Parking is available in the driveway. Truly a serene getaway!

Guest favorite
An open layout showcases a dining area with a light-colored table set for six, adjacent to a cozy living space featuring a neutral-toned sofa and armchairs. A horse-themed artwork is displayed on the wall, while soft curtains frame the windows allowing natural light in.
Guesthouse in Elkton
4.91 out of 5 average rating, 189 reviews

Countryside-Stablehouse-Cozy for 2-Summer Getaway!

Get out of the city and stay here. 3+ acre historic Fair Hill horse farm and 590 sq. ft. stable house! Minutes from trails, wineries, orchards, golfing, and scenic small towns! Highlights - Newly renovated! - No checkout chores! - Traditional farmhouse sink - Dine in the garden - Roku TV: Netflix, Hulu - Stables: 6 stalls & 2 paddocks available Lowlights - Two narrow interior doorways - Kitchen minus a conventional oven. A mini-oven/air fryer, microwave, & hotplate provided

Top guest favorite
Apartment in New Castle
4.97 out of 5 average rating, 142 reviews

King Bed - Center of Historic District

This cute 1 bedroom apartment is located at the HEART of our lovely town. Steps away from some of the most historic places in the entire United States. Come near the weekend and you can tour our informative museums and wayside exhibits while taking in the local culture. We are a close-knit town and are happy to show out-of-towners "the way". On days we are open enjoy a $15/day credit to our cafe next door. Please enjoy your stay! We are so sorry but no pets allowed.

Top guest favorite
Cottage in Charlestown
4.96 out of 5 average rating, 273 reviews

Long Beach Cottage, Hot Tub, Beachfront

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...

Top guest favorite
The kitchen features light-colored cabinetry with a polished countertop. Modern appliances, including a stainless steel stove and refrigerator, are present. Natural light enters through a large window above the sink, illuminating the tiled space and emphasizing the wooden floor.
Loft in Bridgeton
4.98 out of 5 average rating, 247 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
Cottage in Chesapeake City
5 out of 5 average rating, 115 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.

Popular amenities for Port Penn vacation rentals

  1. Airbnb
  2. United States
  3. Delaware
  4. New Castle County
  5. Port Penn