The Pines vacation rentals

We found 1,000 vacation rentals — enter your dates for availability

Discover a selection of 67 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.

Vacation rentals with weekly discounts - The Pines

Showing deals for:May 22 - May 29

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Newly renovated exterior
10 out of 10, Exceptional, (35 reviews)
Exceptional
(35 reviews)

It's time to book summer of 2026! Book now before all summer weeks are full!

Rehoboth Beach

9% off
Price is $1,161
$8,125 for 7 nights
All fees included
It's time to book summer of 2026! Book now before all summer weeks are full!

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Find out more about The Pines

Why visit The Pines

  • Pristine Beaches: Enjoy the beautiful, sandy shores of Rehoboth Beach, perfect for sunbathing and water activities.
  • Outdoor Adventures: Explore nearby national and state parks, offering hiking, biking, and wildlife viewing opportunities.
  • Charming Accommodations: Choose from a variety of vacation rentals, including private homes, condos, and cottages.
  • Family-Friendly Atmosphere: Experience a lively environment with attractions suitable for both couples and families.
  • Historic Exploration: Visit nearby cities rich in history, enhancing your cultural experience during your stay.

Popular types of accommodation around The Pines

The Pines offers a variety of vacation rentals perfect for your getaway, including houses, condos, and charming cottages. Whether you're planning a family trip or a romantic escape, our selection caters to all needs. With proximity to Rehoboth Beach, you'll enjoy easy access to beautiful shores and dining options. Discover the ideal accommodation in The Pines that promises transparency, savings, and reassurance for a memorable vacation experience.

  • Houses: The top choice for visitors to The Pines, offering spacious and comfortable accommodations perfect for families or groups.
  • Condos: A popular option for those seeking modern amenities and a community feel, ideal for couples or small families.
  • Cottages: These charming and cozy retreats provide a quaint atmosphere, perfect for a relaxing getaway.
  • Apartments: A practical choice for travelers looking for convenient living spaces with essential amenities.
  • Villas: Luxurious and spacious, villas are perfect for those seeking a more upscale vacation experience.**

Top attractions near The Pines

The Pines in Rehoboth Beach, Delaware, is perfect for outdoor enthusiasts, couples, and families alike. Visitors can enjoy stunning beaches, explore nearby national and state parks, and stroll along the esplanade. With a variety of attractions that cater to outdoor activities and cultural experiences, The Pines promises a memorable vacation filled with fun for everyone.

  • Rehoboth Beach Boardwalk: This charming esplanade is perfect for a romantic stroll or family fun, featuring shops, eateries, and stunning ocean views, all just 0.5 miles from The Pines.
  • Lewes Beach: Located 5 miles away, this serene beach offers a relaxing atmosphere with soft sands and gentle waves, ideal for sunbathing and enjoying the picturesque coastline.
  • Cape Henlopen State Park: Situated 3 miles from The Pines, this expansive national park invites outdoor enthusiasts to explore scenic trails, historic sites, and breathtaking vistas.

Things to do recommended for couples

For a romantic getaway at The Pines, indulge in parasailing at Dewey Beach for thrilling views, enjoy a round of golf at King's Creek Country Club for a touch of luxury, or have fun at Shell We Golf for a playful mini-golf experience. Adventure awaits.

Things to do recommended for families

Your family will have a blast at Jungle Jim's River Safari Water Park, just a mile away, filled with fun and adventure. For more excitement, head to Midway Speedway, 3 miles away, or enjoy the thrills at Virtual Fun Arcade & Playland, only half a mile from The Pines.

Things to do recommended for groups

Explore the Tanger Outlets for shopping and entertainment just 2 miles from The Pines, enjoy a cultural night at the Bottle & Cork theater, also 2 miles away, or check out East of Maui for unique local finds, all perfect for group fun and bonding.

*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, pets, or planning an extended stay, be sure to prioritize your filters accordingly. Here are some helpful tips for booking on Vrbo.

  • Traveling to The Pines with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and much more on Vrbo.
  • Traveling to The Pines with young kids: Traveling with young kids can be quite a task. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, think about how close you are to attractions that are suitable for families.
  • Taking your pets with you to The Pines: For many families, a vacation isn't truly fulfilled without their furry companion by their side. If this resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly properties come equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting The Pines: If you're searching for vacation rentals with special offers for stays of a month or more, you've come to the right spot. By using the appropriate filter, you can effortlessly discover and save on monthly rentals. Don't forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near The Pines

The Pines in Rehoboth Beach, Delaware, offers a delightful mix of outdoor adventures and family-friendly attractions. This charming neighborhood boasts pristine beaches and a lively atmosphere, perfect for romantic getaways or family vacations. Explore nearby cities rich in history and enjoy sunny weather while creating unforgettable memories. Whether you’re looking for a vacation home or just a relaxing day by the water, The Pines is the ideal destination for your next escape.

  • Rehoboth Beach: Rehoboth Beach is a vibrant coastal city known for its beautiful sandy beaches and lively boardwalk. Nestled in Delaware, The Pines offers easy access to this popular destination, where visitors can enjoy a plethora of outdoor activities, romantic strolls, and family-friendly experiences. The beach is a prime attraction, alongside the bustling shopping areas and recreational spaces. The esplanade is perfect for leisurely walks while exploring the tourist precinct brimming with restaurants, shops, and entertainment options, making it a delightful spot for all ages.
  • Dewey Beach: Located just 2 miles from The Pines, Dewey Beach is a charming beach town that captures the essence of relaxing seaside fun. Known for its outdoor activities, romantic beach vibes, and vibrant nightlife, Dewey Beach attracts visitors looking for both relaxation and excitement. The boardwalk is lined with shops and eateries, inviting guests to explore local flavors. The family beach is ideal for sunbathing and swimming, while the esplanade offers scenic views and opportunities for leisurely strolls, making it a perfect getaway for beach lovers.
  • North Rehoboth: A quaint neighborhood situated just 0.3 miles from The Pines, North Rehoboth is an inviting area that blends outdoor adventure with family-friendly charm. Visitors can easily access the beach, boardwalk, and local shopping areas, ensuring a fulfilling vacation experience. The esplanade provides a picturesque backdrop for walks, while the tourist precinct is home to delightful restaurants and boutiques. North Rehoboth is perfect for those seeking a romantic atmosphere while enjoying the beauty of Delaware's coastline.

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

Are you aiming to save money on your next getaway? Being flexible with your travel dates can make a big difference, as prices often fluctuate. Additionally, booking a longer stay can lead to substantial savings. To discover a Vrbo property that suits your budget, take advantage of our filters to sort by price, location, and type of vacation rental. We're here to help you find the perfect option for your trip.

Save more with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash on your booking. Being the planner truly has its perks. When you join our travel rewards program, One Key, you can immediately access member discounts and earn OneKeyCash on eligible reservations. Sign up today and begin enjoying your savings.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board is designed to help you plan your travel effortlessly. You can start new trips, manage your existing plans, or keep track of your bookings all in one place. Your saved or booked properties are conveniently categorized into Potential, Upcoming, or Current Trips. To check out the Trip Boards, simply 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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