The Pines vacation rentals

We found 990 vacation rentals — enter your dates for availability

Discover a selection of 71 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:Apr 3 - Apr 10

Image gallery for 4br/3ba + pool, close to beach. Pet friendly, WiFi, Parking, Quiet neighborhood

Large main living/dining/kitchen area with new appliances and all new furniture
10 out of 10, Exceptional, (6 reviews)
Exceptional
(6 reviews)

4br/3ba + pool, close to beach. Pet friendly, WiFi, Parking, Quiet neighborhood

Rehoboth Beach

8% off
Price is $570
$3,992 for 7 nights
All fees included
4br/3ba + pool, close to beach. Pet friendly, WiFi, Parking, Quiet neighborhood

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, yards and more

  • More for less

    More space, more privacy, more amenities — more value

  • A place for everyone

    We stand for diversity, inclusion and families everywhere.
    Learn more

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 type of rental, with about 126 available in the area. These houses typically provide ample space for families or groups, featuring multiple bedrooms, fully equipped kitchens, and outdoor areas like decks or patios for enjoying the serene surroundings. Additionally, there are around 41 cottages that offer a cozy and charming alternative, often located in wooded settings, great for a peaceful getaway. Condos, cabins, and apartments are also present, though in lesser numbers, providing various options for travelers seeking different experiences.
Are there any beach house rentals in The Pines?
In The Pines, Delaware, there are approximately 230 beach house rentals available, making it a popular destination for vacationers. These beach houses typically come fully equipped with amenities such as spacious living areas, multiple bedrooms, and fully stocked kitchens, superb for families or groups seeking a home-like environment. Many properties also feature outdoor spaces like decks or patios where guests can relax and enjoy the coastal breeze.
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, travelers can expect a variety of popular rental amenities that enhance their stay. Most vacation rentals feature fully equipped kitchens, allowing guests to prepare their meals conveniently. Many properties are located near the beach, providing easy access for those looking to enjoy the sun and surf. Outdoor patios are common, offering a space to relax and enjoy the fresh air. Additionally, rentals often include coffee and tea makers for a cozy start to the day, along with onsite parking for added convenience.
Are there any family house rentals in The Pines?
In The Pines, Delaware, there are numerous family-friendly house rentals available, totaling around 57 options. This charming area is well-suited for families seeking a relaxing getaway. Many properties come equipped with spacious living rooms, full kitchens for preparing family meals, and outdoor areas for barbecuing or enjoying the fresh air.

Travelers can also find amenities such as game rooms, private yards, and cozy fireplaces in some homes, enhancing the overall experience. The locale is conveniently located near attractions like the picturesque beaches of Rehoboth and Dewey, as well as local parks and nature trails, superb for outdoor adventures with children.
Can I rent a vacation home with a pool or hot tub in The Pines?
In The Pines, Delaware, travelers have a variety of vacation homes available for rent that feature pools and hot tubs, with around 17 options to choose from. The area is known for its serene surroundings and is ideal for families or groups looking to enjoy a relaxing getaway. Many of these properties come equipped with private pools, inviting hot tubs, and spacious outdoor areas, superb for entertaining or unwinding after a day of activities. Inside, guests can expect amenities such as fully equipped kitchens, comfortable living spaces, and modern conveniences like Wi-Fi and air conditioning.
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.
Are there pet-friendly vacation rentals in The Pines?
Yes, you can book pet-friendly vacation rentals in The Pines, Delaware. With a selection of around 41 vacation rentals available, travelers can find options that cater to their furry friends. Many of these rentals are designed with amenities such as spacious backyards, open living areas, and fully equipped kitchens, great for those traveling with pets.

The area is known for its natural beauty, and nearby attractions include various parks and lakes, providing ample opportunities for outdoor activities 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 best time to visit The Pines for a vacation rental is during the month of November, when the area showcases its striking autumn colors and a quieter atmosphere. This transitional period allows visitors to savor the natural beauty without the hustle and bustle typically associated with peak travel months.

The peak season in The Pines runs from May to July, attracting those eager to enjoy warmer weather and outdoor activities. During these months, temperatures can range from the mid-60s to high 80s Fahrenheit, making it ideal for hiking, biking, and exploring the region's scenic parks. This lively atmosphere is superb for travelers seeking vibrant community events and plentiful recreational opportunities.

For those looking to maximize their travel budget, visiting in October can be a wonderful option. With fewer crowds and lower rental rates, visitors can experience the serene beauty of The Pines while still enjoying pleasant fall weather. The average temperatures in October remain comfortable, ranging from the low 50s to mid-70s Fahrenheit, superb for enjoying leisurely strolls or cozying up in a cabin.

Ultimately, your ideal time to visit The Pines will depend on whether you're drawn to the bustling energy of peak season or prefer the peaceful charm of the shoulder months.
Are there any remote work vacation rentals in The Pines?
In The Pines, Delaware, travelers will find a variety of remote work-friendly vacation rentals, with around 167 options available. These rentals typically offer dedicated workspaces equipped with amenities such as Wi-Fi, desks, and comfortable chairs, ensuring a productive environment for remote workers. Many properties also include additional features like computer monitors and safes for added convenience and security.

The area is known for its peaceful surroundings, making it an ideal location for those looking to balance work and relaxation. Visitors can expect comfortable living spaces, often with cozy seating areas and fully equipped kitchens, providing a superb setting for unwinding after a day of work. Additionally, the proximity to local attractions and outdoor activities allows for enjoyable breaks, whether it's a stroll in the nearby parks or a visit to local shops and restaurants. 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.
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.

More Vacation Ideas