The Pines holiday rentals
We found 865 holiday rentals — enter your dates for availability
Discover a selection of 51 homes and other holiday rentals in The Pines that are 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:8 Jan - 15 Jan
Exceptional
(207 reviews)
36 Person Rental HQ/Ocean Block/11 BR/10.5 BA - Full Renovation Completed 2023
Rehoboth Beach
S$14,206
for 7 nights, 1 home
S$2,029 per night
includes taxes & fees
Exceptional
(37 reviews)
It's time to book summer of 2026! Book now before all summer weeks are full!
Rehoboth Beach
S$10,604
for 7 nights, 1 home
S$1,515 per night
includes taxes & fees
Exceptional
(90 reviews)
Ocean Dreams - Newly Renovated - Ocean Front Condo 4/Bed 3/Bath
Rehoboth Beach
S$7,818
for 7 nights, 1 apartment
S$1,117 per night
includes taxes & fees
Exceptional
(5 reviews)
Spacious 8br/5.5ba home in Rehoboth Beach. WiFi, Pool, Pet friendly, Renovated.
Rehoboth Beach
S$7,503
for 7 nights, 1 home
S$1,072 per night
includes taxes & fees
Exceptional
(28 reviews)
ONE SUMMER WEEK LEFT FOR BOOKING! INQUIRE NOW!
Rehoboth Beach
S$19,898
for 7 nights, 1 home
S$2,843 per night
includes taxes & fees
Exceptional
(46 reviews)
Renovated 5BR: 1 Block to Ocean & Boardwalk + Parking for 4 cars + Sleeps 17!
Rehoboth Beach
S$6,415
for 7 nights, 1 home
S$916 per night
includes taxes & fees
Exceptional
(14 reviews)
Beautiful Penthouse Condo with Community Pool & Tennis Courts
Rehoboth Beach
S$6,150
for 7 nights, 1 apartment
S$879 per night
includes taxes & fees
Exceptional
(80 reviews)
Fabulous 8 Bedroom, 8.5 BA House With Pool/Jacuzzi
Rehoboth Beach
S$10,260
for 7 nights, 1 home
S$1,466 per night
includes taxes & fees
Exceptional
(91 reviews)
Amazing single family home, biking distance to the beach!
Rehoboth Beach
S$3,988
for 7 nights, 1 home
S$570 per night
includes taxes & fees
Exceptional
(37 reviews)
CasaCottage: 1 Block to Beach, Sleeps 14, Parking for 4 Cars!
Rehoboth Beach
S$4,418
for 7 nights, 1 cottage
S$631 per night
includes taxes & fees
Exceptional
(49 reviews)
5 Blocks to Beach, Heated Pool, Parking, Two Master Suites - Full Townhouse
Rehoboth Beach
S$1,670
for 7 nights, 1 home
S$239 per night
includes taxes & fees
Exceptional
(56 reviews)
Coastal Beach House with Pool Access - with Linens - 2 Kings, 1 Queen, 3 Twins
Rehoboth Beach
S$2,299
for 7 nights, 1 home
S$328 per night
includes taxes & fees
Wonderful
(28 reviews)
Only 1.5 Blocks To Ocean, 1-3 blocks of restaurants, shops, bars. Come enjoy!
Rehoboth Beach
S$6,496
for 7 nights, 1 home
S$928 per night
includes taxes & fees
Exceptional
(31 reviews)
Great Rehoboth Beach House - Spacious and Well Appointed Sleeps 10
Rehoboth Beach
S$5,340
for 7 nights, 1 home
S$763 per night
includes taxes & fees
Exceptional
(85 reviews)
Lakefront 3 bedroom townhouse in quiet community with pool
Rehoboth Beach
S$3,760
for 7 nights, 1 home
S$537 per night
includes taxes & fees
Exceptional
(44 reviews)
Penthouse- Rehoboth Beach -3 Bedroom with private deck
Rehoboth Beach
S$4,132
for 7 nights, 1 apartment
S$590 per night
includes taxes & fees
Exceptional
(17 reviews)
CasaJunior: 1 Block to Beach, Full Kitchen, Onsite Parking, Linens Included!
Rehoboth Beach
S$1,525
for 7 nights, 1 apartment
S$218 per night
includes taxes & fees
Exceptional
(62 reviews)
Refreshed for 2026: 3BR Rehoboth Beach Townhome
Rehoboth Beach
S$2,251
for 7 nights, 1 home
S$322 per night
includes taxes & fees
Exceptional
(80 reviews)
2 Bed 2 Bath Condo In a Fantastic Location
Rehoboth Beach
S$824
for 7 nights, 1 apartment
S$118 per night
includes taxes & fees
Exceptional
(7 reviews)
4br/3ba + pool, close to beach. Pet friendly, WiFi, Parking, Quiet neighborhood
Rehoboth Beach
S$3,381
for 7 nights, 1 home
S$483 per night
includes taxes & fees
Exceptional
(110 reviews)
Executive Townhome featured on A&E’s Vacation Home Potential Feb 2019!
Rehoboth Beach
S$2,316
for 7 nights, 1 home
S$331 per night
includes taxes & fees
Exceptional
(30 reviews)
Beach Modern Living Completely Remodeled Townhome
Rehoboth Beach
S$2,067
for 7 nights, 1 home
S$295 per night
includes taxes & fees
Exceptional
(37 reviews)
4br/2.5 bath, beach getaway, pool, pet friendly, close to beaches, restaurants
Rehoboth Beach
S$3,430
for 7 nights, 1 home
S$490 per night
includes taxes & fees
Exceptional
(202 reviews)
Rehoboth Townhouse with Pool! 3 Blocks to Beach!
Rehoboth Beach
S$1,698
for 7 nights, 1 home
S$243 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - The Pines
Stunning Ocean Views! Beautiful 5BR Home in North Rehoboth Beach
Sleeps 10 · 5 bedrooms · 4+ bathrooms
Classic 1920s oceanfront home & cottage with AC, bikes, grill - walk to beach
Sleeps 12 · 7 bedrooms · 6 bathrooms
11 Henlopen Ave. – Spacious Ocean-Block Retreat on the North End of Rehoboth Beach!
Sleeps 14 · 6 bedrooms · 4 bathrooms
PERFECT IN "THE PINES"- Walk to Beach, Shops & Restaurants-134 Henlopen Ave
Sleeps 7 · 4 bedrooms · 2 bathrooms
"OLD REHOBOTH CHARM" - 1ST OCEAN BLOCK! Dog Friendly! Mini-Weeks!-31 Park Ave
Sleeps 10 · 4 bedrooms · 3 bathrooms
Ocean Front North Rehoboth Beach Linens Included
Sleeps 10 · 5 bedrooms · 2+ bathrooms
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
What is the most popular type of holiday rental accommodation in The Pines?
The most desirable types of holiday rentals in The Pines are houses. After something a little different? Vrbo has a variety of options to match our guests' unique needs, so you'll see properties in loads of shapes and sizes. The perfect fit is waiting for you — grab yours today.
How much does it cost to rent a holiday rental in The Pines?
Different factors can influence what you'll pay for your holiday rental in The Pines, including the type of property, length of stay and season. But, all our holiday homes have something in common — excellent value. Just enter your travel dates to find your ideal escape.
How much does it cost to rent a beach house in The Pines?
The average price for a holiday home close to the beach in The Pines depends on when you'll be there and the size and style of property you're searching for. You can easily and quickly find prices on Vrbo by entering your destination and travel dates. Then use the filter tool to pick the number of bedrooms and amenities that you need, like a pool, air conditioning and WiFi.
Are there pet-friendly holiday rentals in The Pines?
Pack a travel bag and a bone for your pup because The Pines has 65 stays that throw out the welcome mat to doggie guests. Let your furriest pal get in on the family fun at one of our pet-friendly holiday rentals on Vrbo. Simply enter your destination and travel dates, then check our "Pets allowed" filter box.
Can I rent a house with a pool in The Pines?
Grab your swimsuit and inflatable flamingo, because there are 13 houses with a private pool in The Pines. Kick back at one of these popular holiday homes and make every day a pool day. Simply enter your travel dates into Vrbo, then check the "pool" filter to find the perfect place for a splashing good time!
What are popular rental amenities in The Pines?
The most popular rental amenities people are looking for in The Pines are a beach view, a lake view and a barbecue grill. Whether you're hitting the road with family, your besties or even pets, Vrbo holiday homes have the best amenities for ultimate relaxation with the people that matter most.
Are there large group holiday rentals in The Pines?
The Pines has 30 holiday properties that can host 10 or more guests. These stays come with the space you need to enjoy good times with loved ones.
Are there holiday rentals in The Pines that welcome kids?
Gather your entire family for fun-filled adventures in The Pines at one of our 65 family-friendly holiday rentals. Many of these stays provide conveniences that are ideal for trips with youngsters, like dining rooms, living rooms and outdoor spaces. Simply check the "Properties good for families" filter box and choose your favourite option.
What are the top attractions for families in The Pines?
Keeping the kiddos entertained during your stay in The Pines is a snap with these cool family-friendly attractions:
- Rehoboth Beach
- Funland
- Jungle Jims River Safari Water Park
Are there one-bedroom holiday rentals in The Pines?
The Pines has seven one-bedroom rentals on offer. Typically located in sought-after areas thanks to their smaller size, a one-bedroom holiday rental is ideal if you're travelling with your partner or a friend. And with comforts such as laundry facilities and more privacy than a standard hotel, you'll be able to kick back while exploring this fantastic destination.
Can I find two-bedroom holiday rentals in The Pines?
Select from seven two-bedroom rentals in The Pines. Give the kids the second room or fill it with a couple of your favourite people. There's a comfy spot for whoever's lucky enough to be coming along.
Are there holiday rentals with WiFi in The Pines?
The Pines has 19 holiday rentals with WiFi, so you can stay connected while you're away. Simply check the "WiFi" box in our handy search filter to find the perfect property. From streaming movies with the family to updating your social media, these Vrbo homes make it a breeze to get online.
How can I find holiday rentals with air conditioning in The Pines?
The Pines has 63 holiday rentals where you'll be able to relax and recharge in air-conditioned comfort. To book a property on Vrbo with this amenity, enter your travel dates and use the handy filters to select the "air conditioning" box.
How old do you have to be to rent a holiday rental in The Pines?
The age limit can differ across properties on Vrbo, so look at the rules of the holiday rental in The Pines you want. But typically, it's 16, 18 or 21.
How long can I rent a holiday rental in The Pines for?
The length of time you can book a holiday rental in The Pines varies according to the property. Just enter your selected dates to view a list of options offering extended stays. With plenty of features such as laundries and air conditioning, as well as some offering weekly or monthly discounts, you're sure to find somewhere perfect to call your home away from home in The Pines.
More holiday ideas
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