Holiday houses in Port Penn

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Top-rated holiday rentals in Port Penn

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Top Guest favourite

A spacious living area is shown, featuring a well-equipped kitchen, dining space for four, and a cozy seating area. Light green chairs provide a pop of color, while a large mirror reflects the room's dimensions. Soft natural light filters in from the window.

Guest suite in Newark

4.96 out of 5 average rating, 169 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.

Guest favourite

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

5 out of 5 average rating, 36 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 favourite

A comfortable living area is furnished with a light-colored couch and a wooden coffee table. A wall-mounted television is positioned near the window, which is adorned with dark curtains. Soft lighting is provided by a lamp, creating a cozy ambiance.

Guest suite in Newark

4.95 out of 5 average rating, 59 reviews

The Parent Pad - an Interlude for UD Parents

Whether you’re traveling for a campus visit or returning for Parents weekend, or just passing through I provide a convenient, comfortable resting place between events. Perfect for Grandparents coming in for a graduation, or parents supporting their student during finals week. The Parent Pad is a perfect distance from the raucous of the college life, yet close enough for convenience to UD Stadium and sports complex. A safe place for students during holidays when Dorm cleaning occurs, too.

Guest favourite

An open kitchen and dining area features modern appliances and a large island with seating. Natural light pours through multiple windows, highlighting the wooden dining table surrounded by gray upholstered chairs. Contemporary light fixtures provide warm illumination throughout the space.

Home in Bear

4.94 out of 5 average rating, 48 reviews

Modern, Spacious & Great Location

Welcome to Blue Hen Haven! Enjoy a peaceful stay in our newly renovated 4-bedroom home. Our spacious and well-equipped home is in a peaceful neighborhood for work-related duties or maximum relaxation. Blue Hen Haven has comfortable bedrooms, spacious living & dining areas, a dedicated workspace, and outdoor furniture with a firepit for relaxing outdoors. The house offers a fully equipped open kitchen/dining room, and a washer and dryer. Follow us on IG @bluehenhaven for area events and more.

Top Guest favourite

A spacious living room features comfortable seating arranged around a central circular coffee table. The area is enhanced by greenery from two decorative plants. A large wall mirror reflects the room's brightness, while a TV is mounted on the wall, providing entertainment options.

Home in Newark

5 out of 5 average rating, 29 reviews

Spacious 3BR/2BA near UD/Christiana Care Hospital

Welcome to your home away from home! This bright and cozy vacation rental is perfect for families or groups seeking space, convenience, and relaxation. Central to all things downtown Newark, Bars, Restaurants, and Shopping Center. Minutes away from University of Delaware, Christiana hospital, and Christiana Mall. This home offers 3 bedrooms & 2 bathrooms with comfortable bedding and fresh linens provided. Fully equipped kitchen and unwind in the cozy living room with designated workspace.

Guest favourite

A small dining table with two black chairs is positioned next to a low coffee table adorned with decorative vases. The warm walls complement a soft area rug, while a lamp illuminates the cozy space, creating a comfortable setting for relaxation.

Apartment in Bear

4.85 out of 5 average rating, 26 reviews

Cozy Loft Above Ink Shop

Welcome to your cozy retreat above our tattoo studio! This stylish 1-bedroom apartment offers a comfortable, private space with modern touches and plenty of charm. Enjoy a comfy living area with a Smart TV, a private bedroom, and a full kitchen. Perfect for solo travelers, couples, or those visiting for tattoo appointments, this space combines comfort with convenience. Please note: the apartment is located above an active tattoo studio. Come stay, relax, and experience a vibe.

Guest favourite

The interior space is designed with an open layout, featuring a living area with a comfortable gray sofa and a small coffee table. A full kitchen with modern appliances is visible, alongside cabinets and a dining setup. Soft lighting brightens the wood-style flooring.

Apartment in New Castle

4.95 out of 5 average rating, 148 reviews

Private Suburban Luxury Apt/Free P/min. to 95/Rt1

*Peaceful location*Quiet Suburban Area*Clean & Comfortable * Personal entrance with privacy**5 minutes from Christiana Mall*Free parking next to the entrance with large driveway* Park views. Near I-95 and Rt-1 and all major highways**Convenient & affordable for 1 night or more. *Queen bed/full kitchen/Large TV/Quality appliances Llocated in cul-de-sac/Free Wi-Fi and YouTube TV-Lower level unit. NO Smoking and NO vaping. Smoking is allowed in the driveway. A/C off for the winter

Superhost

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, 164 reviews

Countryside-Stable House-Open Studio-Perfect for 2

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 favourite

The bedroom features a spacious bed with neutral-colored linens and a decorative pillow. A side table and a chair are present, with a lamp providing soft lighting. A piece of artwork hangs above the bed, and a window allows natural light to filter in.

Apartment in New Castle

4.97 out of 5 average rating, 109 reviews

KING BED - The Mercury B & B (Gift Card Inc.)

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 favourite

The front entrance of the home features a well-maintained pathway bordered by lush greenery and flowering plants. An elegant lamp post stands beside the path, illuminating the approach to the entrance where double doors and a decorative American flag are positioned.

Apartment in Chadds Ford

4.99 out of 5 average rating, 228 reviews

Silo Suite

Welcome to our charming suite located in the heart of the historic Brandywine Valley. Nestled within the entrance of a beautifully converted 12,000 square foot barn home, this space offers a truly unique and memorable stay. Our special place is perfectly situated between the renowned Brandywine River Museum and the Chadds Ford Winery, and in just minutes, you can explore the enchanting beauty of Longwood Gardens or dive into the world of history at Winterthur.

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

4.88 out of 5 average rating, 57 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 favourite

Home in Salem

4.96 out of 5 average rating, 119 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!