The Pines holiday lettings

We found 1,008 holiday rentals — enter your dates for availability

Select from 122 homes, 30 cottages and other holiday rentals in The Pines to find one that's perfect for your trip. Holiday homes offer the amenities that you expect for your family, friends or furry companion, such as Wi-Fi and parking. Whatever you're looking for, you're sure to find a property to rent that has what everyone needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts - The Pines

Showing deals for:6 Feb - 13 Feb
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Why visit The Pines

  • Beautiful Beaches: Enjoy the stunning sun-kissed shores of Rehoboth Beach, perfect for relaxation and family fun.
  • Charming Neighbourhood: Experience a quaint, family-friendly atmosphere ideal for quiet cottage getaways.
  • Outdoor Activities: Explore local parks and take leisurely strolls along the esplanade for fresh air and scenic views.
  • Cultural Experiences: Immerse yourself in the vibrant local culture with attractions like Sussex Street and downtown highlights.
  • Diverse Accommodation: Choose from a range of options, including cosy cottages and modern condos tailored to your needs.

Popular types of accommodation around The Pines

At The Pines, Vrbo offers a delightful selection of accommodation tailored to your holiday needs. Whether you're seeking a private vacation home, a cosy cottage, or a modern condo, we have options to suit every traveller. For those in search of a convenient stay, our pines hotels and suites provide additional comfort. Explore our Rehoboth guest house for a charming experience, and discover the perfect vacation rental for your next getaway.

  • Houses: The top choice for visitors to The Pines, these homes offer spacious living and a home-from-home experience for families and groups.
  • Condos: A popular selection, condos provide modern amenities and communal facilities, ideal for those seeking comfort and convenience.
  • Cottages: These quaint and charming retreats are perfect for a cosy getaway, offering a tranquil atmosphere.
  • Apartments: A practical option, apartments deliver flexibility and easy access to local attractions.
  • Villas: Luxurious and spacious, villas are perfect for those wanting an upscale holiday experience.**

Top attractions near The Pines

The Pines in Rehoboth Beach, Delaware, is perfect for outdoor, romantic, and family getaways. Visitors can enjoy the stunning beach, explore local parks, and stroll along the esplanade. The area offers a variety of attractions, including Rehoboth Beach itself, Sussex Street, and downtown highlights. Whether you're seeking cultural experiences or family-friendly activities, The Pines provides a delightful escape for every traveller.

  • Rehoboth Beach Boardwalk: A charming esplanade that stretches along the coastline, perfect for romantic strolls or family outings. With delightful shops and eateries, it offers a vibrant atmosphere just 311m from The Pines.
  • Rehoboth Beach: This stunning beach, located 497m away, boasts soft sands and gentle waves, creating a relaxing seaside experience ideal for sunbathing and beach games.
  • Cape Henlopen State Park: A 3-mile journey from The Pines leads you to this national park, where adventurous hiking trails and breathtaking scenery await, perfect for nature enthusiasts.

Things to do recommended for couples

For a romantic getaway at The Pines, indulge in thrilling parasailing at Dewey Beach, only 1.2km away. Enjoy a luxurious round of golf at King's Creek Country Club, also 1.2km distant, or have fun at Ryan's Mini Golf, just 373m away, perfect for couples seeking adventure.

Things to do recommended for families

Families will have a splendid time at Jungle Jim's River Safari Water Park, only a mile from The Pines, enjoying thrilling water rides. Nearby, Midway Speedway offers exciting karting experiences, while Virtual Fun Arcade & Playland, half 1.6km away, provides endless fun in a vibrant arcade atmosphere.

Things to do recommended for groups

Embark on a shopping spree at the nearby Tanger Outlets, just 1.2km from The Pines. Enjoy a cultural evening at the Clear Space Theatre Company, located 249m away, or explore local produce at Fifer Orchards, a mere mile from your accommodation.

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

If you’re planning a trip with friends, family, pets, or are seeking longer accommodation options, it’s important to apply the right filters to suit your needs. Below are some helpful booking tips for using Vrbo.

  • Traveling to The Pines with a group: Think about how many bedrooms you'll require, along with features like a fully-equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for all these options and more on Vrbo.
  • Traveling to The Pines with young kids: Travelling with young children can present its challenges. It's essential to prioritise their comfort and safety, along with suitable amenities, such as 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 holiday wouldn’t be the same without their furry companion. If this resonates with you, explore Vrbo properties that welcome pets. Most pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that all members of the family feel at home.
  • Planning for a long term stay visiting The Pines: If you're in search of holiday rentals with special offers for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly locate and enjoy savings on monthly rentals. Don't forget to include amenities like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near The Pines

The Pines in Rehoboth Beach offers a delightful escape for those seeking a quiet cottage getaway. Nestled in a charming, family-friendly neighbourhood, it boasts a prime location for exploring the sun-kissed beaches and vibrant local culture. Enjoy romantic strolls along the shore or family outings in this historical region, where the atmosphere is infused with warmth and relaxation. The Pines provides easy access to the best of Rehoboth Beach, making it an ideal choice for your American holiday.

  • Rehoboth Beach: Rehoboth Beach is a charming seaside city located 249m from The Pines, making it an easy jaunt for visitors. This vibrant destination is renowned for its outdoor activities, romantic settings, and family-friendly atmosphere. The iconic boardwalk offers a delightful selection of shops, eateries, and recreational areas, perfect for leisurely strolls and fun-filled days. Local highlights include the beautiful beach, the picturesque esplanade, and a lively tourist precinct that promises memorable experiences for all ages.
  • Dewey Beach: Situated 1.2km from The Pines, Dewey Beach is a lively coastal city that attracts those seeking outdoor adventures and romantic beach getaways. Known for its stunning beachfront, Dewey Beach provides a plethora of activities including water sports and beach lounging. The welcoming boardwalk and shopping areas make for enjoyable exploration, while local landmarks such as the family beach and esplanade ensure a delightful visit. Whether you're looking to relax in the sun or enjoy exciting nightlife, Dewey Beach has something for everyone.
  • South Rehoboth: Located a mere 435m from The Pines, South Rehoboth is a quaint neighbourhood that embodies the charm of coastal living. Visitors are drawn to this area for its outdoor recreational opportunities, romantic vibes, and family-oriented attractions. The neighbourhood features an inviting boardwalk, ample shopping options, and recreational spaces that cater to all interests. Notable local attractions include the beautiful beach, the scenic esplanade, and a bustling tourist precinct, making South Rehoboth a perfect spot for creating lasting memories.

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 a breeze

Are you keen to make your next getaway more affordable? Being flexible with your travel dates can lead to some great savings, as prices often fluctuate. Additionally, booking a longer stay can result in substantial discounts. To discover a Vrbo property that suits your budget, utilise our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board offers a practical platform for you to plan new adventures, resume your previous arrangements, or manage your travel itineraries. You can easily find your saved or booked properties sorted into categories such as Potential, Upcoming, or Current Trips. To begin using Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of holiday rental in The Pines?
In The Pines, holiday houses are the most prevalent type of rental, with around 109 available throughout the area. These spacious homes often come with multiple bedrooms, fully equipped kitchens, and outdoor spaces such as decks or gardens, superb for families or larger groups looking to enjoy the natural surroundings. Additionally, there are about 32 cottages available, which provide a charming and cosy atmosphere, often featuring rustic decor and amenities like fireplaces and patios. Condos and apartments are also available, though in fewer numbers, offering a more compact option for travellers.
Are there any beach house rentals in The Pines?
In The Pines, Delaware, there is a significant selection of beach house rentals, with around 222 available for those seeking a seaside getaway. These properties are typically situated close to the coastline, providing easy access to the beach and local attractions such as the nearby Cape Henlopen State Park and the charming town of Rehoboth Beach.
How much does it cost to rent a holiday home in The Pines?
Prices for holiday 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 holiday 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.
Are there any The Pines holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in The Pines with parking available—perfect for families or travellers 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 find long-stay holiday rentals in The Pines?
A long-stay holiday rental in The Pines is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
When is the best time to visit The Pines for a holiday rental?
The best time to visit The Pines for a holiday rental is during the vibrant month of November. This time of year draws visitors eager to enjoy the tranquil beauty of the area as the fall foliage reaches its peak, creating a stunning backdrop for outdoor activities and leisurely strolls.

From May to July, The Pines sees its peak season, attracting families and adventure seekers who flock to the area to bask in the warm weather and engage in various recreational activities. Expect a lively atmosphere during these months, with numerous events and gatherings that highlight the charm of this picturesque location.

For those looking for a more budget-friendly option, October is a fantastic choice. While quieter than the summer months, it offers a unique opportunity to enjoy the beautiful autumn scenery without the crowds. It's a superb time for scenic bike rides or peaceful walks along the picturesque trails.
Are there any remote work holiday rentals in The Pines?
In The Pines, Delaware, there is a substantial selection of remote work holiday rentals available, with around 143 options to choose from. These properties cater well to those seeking a productive work environment while enjoying their stay. Many rentals come equipped with essential amenities for remote work, including high-speed Wi-Fi, dedicated office spaces, desks, ergonomic desk chairs, and even additional features like computer monitors and safes for secure storage of personal items. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a The Pines holiday rental?
Book your The Pines holiday 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 holiday 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 holiday 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 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 travellers 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 cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the The Pines holiday 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.

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