The Pines vacation rentals

We found 1,078 vacation rentals — enter your dates for availability

Discover a selection of 52 homes and other vacation rentals in The Pines that are perfect for your trip. Vacation homes provide the amenities you need and want for you and your friends, family, or even pets, like WiFi and parking. At the end of the day, you'll be able to choose a rental for everyone's needs, including accessible or non-smoking choices.
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Find out more about The Pines

Why visit The Pines

  • Beautiful Beaches: The Pines offers exquisite beaches perfect for sunbathing, swimming, and beachcombing.
  • Outdoor Adventures: Enjoy nearby state parks for hiking, biking, and nature exploration.
  • Romantic Atmosphere: Ideal for couples, The Pines provides a serene setting for romantic getaways.
  • Cultural Experiences: Explore vibrant local attractions, including shops, dining, and entertainment in Rehoboth Beach.
  • Diverse Accommodations: Choose from charming cottages to spacious vacation homes, ensuring a comfortable stay.

Popular types of accommodation around The Pines

Discover your ideal getaway in The Pines with Vrbo's selection of vacation rentals. Whether you're looking for charming cottages, spacious houses, or cozy condos, we have the perfect fit for every traveler. Enjoy the added luxury of private pools and proximity to Rehoboth Beach hotels. Your unforgettable vacation experience starts here, where transparency and savings meet comfort and reassurance.

  • Houses: The top choice for visitors to The Pines, offering spacious and comfortable stays ideal for families or groups.
  • Condos: A popular option for those seeking a modern, convenient lifestyle close to local attractions.
  • Cottages: These quaint and cozy retreats provide a charming escape, perfect for couples or small families.
  • Apartments: A practical choice for travelers wanting a home-like atmosphere with essential amenities.
  • Villas: Luxurious accommodations that promise a lavish experience with plenty of space and amenities.**

Top attractions near The Pines

The Pines in Rehoboth Beach, Delaware, is an ideal destination for outdoor enthusiasts and romantic beach vacations. Explore beautiful beaches, the nearby state park, and vibrant esplanades. Attractions in the area cater to cultural experiences and family fun, making it perfect for all types of travelers. Don't miss out on the charm of Rehoboth Beach, where relaxation and adventure await.

  • Rehoboth Beach Boardwalk: A lively esplanade perfect for families and couples, featuring shops, restaurants, and entertainment along its scenic path. Enjoy ocean views and the vibrant atmosphere just half a mile from The Pines.
  • Lewes Beach: A serene beach ideal for relaxation and sunbathing, located 5 miles away. It offers a peaceful escape with soft sands and gentle waves, perfect for a laid-back day by the shore.
  • Cape Henlopen State Park: A stunning national park 3 miles from The Pines, known for its natural beauty and outdoor activities like hiking, biking, and birdwatching, making it a great spot for adventure seekers.

Things to do recommended for couples

For a romantic getaway at The Pines, indulge in luxury at King's Creek Country Club, just 2 miles away. Enjoy a round of golf or relax by the pool, soaking in the serene atmosphere perfect for couples seeking a memorable experience together.

Things to do recommended for families

At The Pines in Rehoboth Beach, families can explore the sandy shores of the beach, enjoy a fun day at Funland amusement park, or take a scenic bike ride along the scenic Coastal Highway. Don't miss the local shops and delicious ice cream parlors.

Things to do recommended for groups

Groups visiting The Pines can enjoy a day at the beautiful Rehoboth Beach, partake in a fun-filled boardwalk experience with shops and eateries, and explore the scenic Cape Henlopen State Park with hiking and biking trails for everyone to enjoy.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation around The Pines

If you're traveling with a group, family, or pets, or if you're planning an extended stay, be sure to use the appropriate filters to match your priorities. Here are some helpful tips for booking on Vrbo.

  • Traveling to The Pines with a group: Think about how many bedrooms you require, as well as any amenities you might want, like a full kitchen or outdoor area for group gatherings. Luckily, you can easily filter for these features and many more on Vrbo.
  • Traveling to The Pines with young kids: Traveling with young kids can be tough. It's important to prioritize their comfort and safety, along with finding age-appropriate amenities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to The Pines: For many families, a vacation wouldn’t feel complete without their furry companion. If you can relate, consider exploring Vrbo listings that welcome pets. Many of these pet-friendly properties come equipped with feeding bowls and beds, ensuring that every member of the family feels comfortable and at home.
  • Planning for a long term stay visiting The Pines: If you're searching for vacation rentals offering discounts for stays of a month or more, you've come to the perfect spot. By utilizing the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to consider adding features like a parking space, a well-equipped kitchen, or a private pool to enhance your search.

Where to stay near The Pines

The Pines in Rehoboth Beach is the perfect destination for a peaceful escape, offering a charming mix of outdoor adventures and romantic beach vacations. Just a short distance from downtown Rehoboth Beach, visitors can enjoy the sunny weather and family-friendly atmosphere while exploring the coveted neighborhood. Experience the serene beauty of The Pines, where relaxation meets the vibrant culture of nearby attractions, creating unforgettable memories in this delightful coastal haven.

  • Rehoboth Beach: Rehoboth Beach is a vibrant coastal city known for its beautiful beaches and lively boardwalk. Situated right at the heart of the action, The Pines offers easy access to this popular destination where visitors can enjoy outdoor activities, romance, and family fun. The boardwalk features an array of shops, restaurants, and recreational areas, perfect for a leisurely stroll or an exciting day out. Don't miss the charming esplanade and the picturesque tourist precinct, where you can relax and soak up the sun while enjoying local attractions.
  • Dewey Beach: Just 2 miles from The Pines, Dewey Beach is a laid-back beach town ideal for those seeking outdoor adventures and romantic getaways. Known for its lively atmosphere, Dewey Beach offers a mix of relaxation and entertainment, with a boardwalk lined with shops and eateries. The family-friendly beach and the inviting esplanade make it an excellent spot for water sports and sunbathing. Whether you’re looking to dance the night away or simply enjoy a sunset, Dewey Beach has something for everyone.
  • South Rehoboth: Located a mere 0.7 miles from The Pines, South Rehoboth is a charming neighborhood that embodies the essence of beachside living. Visitors flock here for outdoor activities and family-oriented experiences, with easy access to the boardwalk and a variety of shopping options. The stunning beach and well-maintained esplanade are perfect for leisurely walks or fun family outings. This neighborhood is a great place to unwind and enjoy the vibrant local culture while staying close to the attractions of Rehoboth Beach.

Best time to go to The Pines

If you're planning a trip to The Pines, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from June to August, while off-peak times, like December to February tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January37.6°F (3.1°C)Light RainMostly SunnyLowSlightly Low
February39.2°F (4.0°C)Light RainMostly SunnyLowSlightly Low
March44.4°F (6.9°C)Light RainMostly SunnyAverageSlightly Low
April53.6°F (12.0°C)Light RainMostly SunnyAverageAverage
May62.2°F (16.8°C)Light RainMostly SunnyAverageAverage
June71.2°F (21.8°C)Light RainMostly SunnyHighSlightly High
July77.0°F (25.0°C)Light RainMostly SunnyHighSlightly High
August76.1°F (24.5°C)Light RainMostly SunnyHighSlightly High
September71.2°F (21.8°C)Light RainMostly SunnyAverageAverage
October62.1°F (16.7°C)Light RainMostly SunnyAverageAverage
November51.1°F (10.6°C)Light RainMostly SunnyAverageAverage
December43.9°F (6.6°C)Light RainMostly SunnyLowAverage

Booking with Vrbo is simple

Looking to save on your next trip? Consider being flexible with your travel dates, as prices can change significantly. Additionally, extending your stay can lead to substantial savings. To discover the ideal Vrbo property that fits your budget, take advantage of our filters to search by price, location, and type of vacation rental.

Vrbo Trips: Planning as easy as it gets

Vrbo’s cutting-edge Trip Board offers you a dedicated space to plan new adventures, pick up right where you left off, or manage your travel arrangements. You can easily find properties you’ve saved and booked in the sections for Potential, Upcoming, or Current Trips. To start using Trip Boards, just visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of vacation rental in The Pines?
In The Pines, vacation houses are the most popular accommodation choice, with about 105 available throughout the area. These homes typically feature spacious interiors, multiple bedrooms, fully equipped kitchens, and outdoor spaces for enjoying the natural surroundings. Additionally, there are around 17 cottages that offer a cozy, rustic charm, superb for couples or small families seeking a tranquil getaway. For those looking for a more compact stay, several condos and apartments are also available, usually equipped with essential amenities like kitchens and comfortable living areas.
Are there any beach house rentals in The Pines?
In The Pines, Delaware, there are approximately 223 beach house vacation rentals available. These properties are typically found in serene neighborhoods that provide easy access to the nearby coastline. Travelers can expect amenities such as fully equipped kitchens, spacious living areas, and outdoor decks or patios that are superb for enjoying the pleasant coastal weather. Many rentals also feature private yards, BBQ grills, and multiple bedrooms, making them ideal for families or groups looking for a relaxing getaway by the beach.
How much does it cost to rent a vacation home in The Pines?
Prices for vacation rentals in The Pines vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in The Pines to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for The Pines vacation house rentals?
You can find great discounts on house rentals in The Pines on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
What are popular rental amenities in The Pines?
In The Pines, Delaware, popular vacation rental amenities include fully equipped kitchens, which allow travelers to prepare their own meals during their stay. Many properties are located near the beach, providing easy access to sun and sand. Additionally, travelers can expect outdoor spaces such as decks or patios, great for enjoying the fresh air and relaxing after a day of activities. For coffee lovers, rentals often feature coffee and tea makers, ensuring a warm beverage is always within reach. Onsite parking is also a common amenity, making it convenient for guests traveling with their own vehicles.
Can I find family house rentals in The Pines?
In The Pines, Delaware, there are some available family-friendly house rentals, with approximately 56 options to choose from. This area is known for its serene atmosphere and proximity to scenic spots like the Delaware beaches and nearby nature reserves. Many of these homes offer spacious living areas, fully equipped kitchens great for family meals, and outdoor spaces where children can play or families can gather.

Visitors can enjoy amenities such as air conditioning, Wi-Fi for staying connected, and sometimes even game rooms or outdoor grilling facilities.
Can I rent a vacation home with a pool or hot tub in The Pines?
In The Pines, Delaware, travelers can find a good selection of vacation homes available for rent that feature both pools and hot tubs, with around 20 options to consider. This picturesque area offers a tranquil setting, making it superb for relaxation and family gatherings. Many of these rentals come with private pools, inviting hot tubs, spacious outdoor areas for entertaining, and fully equipped kitchens for preparing meals.

The amenities often extend to comfortable living spaces, Wi-Fi access, and air conditioning, ensuring a pleasant stay. Find your rental in The Pines with a pool or a hot tub.
Are there any The Pines vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in The Pines with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Can I book pet-friendly vacation rentals in The Pines?
In The Pines, travelers can find a variety of pet-friendly vacation rentals, with around 36 options available. These rentals often feature spacious interiors, fully equipped kitchens, and outdoor areas where pets can enjoy the fresh air. Many properties also come with amenities such as fenced yards, which provide a safe space for pets to roam.

The community is surrounded by beautiful natural landscapes, making it an ideal spot for pet owners who enjoy outdoor activities. Nearby parks and walking trails offer great opportunities for daily walks and exploration with pets.
Can I find long-stay vacation rentals in The Pines?
A long-stay vacation rental in The Pines is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
When is the best time to visit The Pines for a vacation rental?
The most popular time to visit The Pines is in November, when the area showcases its stunning fall colors and offers a peaceful retreat for travelers seeking a relaxing getaway. During this month, visitors can enjoy the crisp air and beautiful landscapes as the leaves change, creating a picturesque backdrop for outdoor activities like hiking and leisurely strolls along the scenic trails.

The peak season runs from May to July, attracting families and adventure seekers eager to take advantage of warm weather and numerous outdoor events. This bustling time of year is great for those looking to engage in activities such as kayaking, fishing, and attending local festivals. The climate during these months is generally pleasant, with daytime temperatures ranging from the mid-60s to the low 80s Fahrenheit, making it ideal for various outdoor pursuits.

For those mindful of their budget, October presents a fantastic opportunity to visit The Pines. This time of year features fewer crowds while still allowing travelers to appreciate the natural beauty of the area. The mild temperatures in the 50s to 70s Fahrenheit make for comfortable exploration, whether you're hiking the trails or enjoying the local cuisine in cozy restaurants.

Ultimately, the best time to book a vacation rental in The Pines depends on your preferences. If you enjoy vibrant scenery and a tranquil atmosphere, November is a wonderful choice. Conversely, if you prefer a lively environment full of activities and events, aim for the peak summer months.
Are there any remote work vacation rentals in The Pines?
In The Pines, Delaware, there are a substantial number of remote work-friendly vacation rentals available, with around 125 options to choose from. Many of these properties come equipped with essential amenities for remote workers, including reliable Wi-Fi in individual rooms and public areas, ensuring that you can stay connected while enjoying your getaway.

The Pines is known for its serene environment and proximity to natural attractions, making it a great location for those looking to balance work and leisure. You can expect various accommodations, from cozy cabins to spacious homes, often featuring dedicated workspaces, comfortable living areas, and amenities that cater to longer stays. Moreover, the area's peaceful surroundings provide an excellent backdrop for productivity, with opportunities for outdoor activities available when you're ready to take a break. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a The Pines vacation rental?
Book your The Pines vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in The Pines, Delaware, United States of America?
In The Pines, Delaware, visitors can enjoy a serene and scenic atmosphere, superb for outdoor enthusiasts. The area is known for its proximity to various natural attractions, including the nearby Cape Henlopen State Park, which offers beautiful beaches, hiking trails, and opportunities for birdwatching. This park is a great spot for picnicking and enjoying the coastal scenery.

The Pines is also close to Rehoboth Beach, a charming beach town that features a famous boardwalk lined with shops, restaurants, and amusement rides, making it a popular destination for families and beachgoers. In addition, the area is dotted with local parks and nature reserves, providing ample opportunities for hiking, biking, and enjoying the outdoors.

Moreover, the town is not far from the vibrant dining and shopping scene in nearby Lewes, where visitors can explore quaint shops, art galleries, and enjoy fresh seafood at a variety of local restaurants.
Can I change or cancel my The Pines home rental booking on Vrbo?
To find The Pines vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the The Pines vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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