Country Club Estates holiday rentals
We found 1,443 holiday rentals — enter your dates for availability
Discover a selection of 47 homes and other holiday rentals in Country Club Estates that are perfect for your trip. Whether you're travelling with family, friends or just your furry companion, holiday homes have the best amenities for hanging out with the people that matter most, which might include parking and a pool. Whatever you're looking for, you're sure to find a property to rent that has what everyone needs, including a place that is accessible or non-smoking.
Holiday rentals with weekly discounts – Country Club Estates
Showing deals for:25 Dec - 1 Jan
Exceptional
(53 reviews)
Ocean Block Home in Dewey Beach
Dewey Beach
S$10,009
for 7 nights, 1 home
S$1,430 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$10,419
for 7 nights, 1 home
S$1,488 per night
includes taxes & fees
Exceptional
(33 reviews)
BEACH VIEWS FROM ALL 5 DECKS! HOT TUB! STEPS TO THE BEACH - 3 DAY RENTALS
Dewey Beach
S$5,437
for 7 nights, 1 home
S$777 per night
includes taxes & fees
Exceptional
(55 reviews)
Bike to the Beach! Next to EVERYTHING!
Rehoboth Beach
S$2,939
for 7 nights, 1 home
S$420 per night
includes taxes & fees
Exceptional
(30 reviews)
Beach house in quiet neighborhood, but near all of the action! sleeps 10 - 12
Dewey Beach
S$6,203
for 7 nights, 1 home
S$886 per night
includes taxes & fees
Exceptional
(44 reviews)
Sleeps 8 in the heart of DEWEY with a short 1.5 block walk to the beach
Dewey Beach
S$6,454
for 7 nights, 1 home
S$922 per night
includes taxes & fees
Exceptional
(30 reviews)
Great Rehoboth Beach House - Spacious and Well Appointed Sleeps 10
Rehoboth Beach
S$5,128
for 7 nights, 1 home
S$733 per night
includes taxes & fees
Exceptional
(46 reviews)
Renovated 5BR: 1 Block to Ocean & Boardwalk + Parking for 4 cars + Sleeps 17!
Rehoboth Beach
S$8,310
for 7 nights, 1 home
S$1,187 per night
includes taxes & fees
Exceptional
(28 reviews)
ONE SUMMER WEEK LEFT FOR BOOKING! INQUIRE NOW!
Rehoboth Beach
S$19,649
for 7 nights, 1 home
S$2,807 per night
includes taxes & fees
Exceptional
(37 reviews)
CasaCottage: 1 Block to Beach, Sleeps 14, Parking for 4 Cars!
Rehoboth Beach
S$5,803
for 7 nights, 1 cottage
S$829 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$6,214
for 7 nights, 1 home
S$888 per night
includes taxes & fees
Exceptional
(58 reviews)
Townhome, Pool, 1.5m to Beach, Close to Shops & Trail
Rehoboth Beach
S$3,868
for 7 nights, 1 home
S$553 per night
includes taxes & fees
Exceptional
(85 reviews)
Lakefront 3 bedroom townhouse in quiet community with pool
Rehoboth Beach
S$3,676
for 7 nights, 1 home
S$525 per night
includes taxes & fees
Exceptional
(54 reviews)
Coastal Beach House with Pool Access - with Linens - 2 Kings, 1 Queen, 3 Twins
Rehoboth Beach
S$2,518
for 7 nights, 1 home
S$360 per night
includes taxes & fees
Exceptional
(91 reviews)
Amazing single family home, biking distance to the beach!
Rehoboth Beach
S$4,056
for 7 nights, 1 home
S$579 per night
includes taxes & fees
Exceptional
(20 reviews)
Dewey Beach Condo sleeps 8 - Awesome Rates
Dewey Beach
S$3,255
for 7 nights, 1 apartment
S$465 per night
includes taxes & fees
Exceptional
(6 reviews)
NEW Pet Friendly Condo Walk to Shops Near Beaches
Rehoboth Beach
S$3,515
for 7 nights, 1 apartment
S$502 per night
includes taxes & fees
Exceptional
(49 reviews)
5 Blocks to Beach, Heated Pool, Parking, Two Master Suites - Full Townhouse
Rehoboth Beach
S$1,799
for 7 nights, 1 home
S$257 per night
includes taxes & fees
Exceptional
(62 reviews)
Refreshed for 2026: 3BR Rehoboth Beach Townhome
Rehoboth Beach
S$2,127
for 7 nights, 1 home
S$304 per night
includes taxes & fees
Exceptional
(18 reviews)
3-story Beachfront Townhome with Breathtaking Ocean Views
Rehoboth Beach
S$4,433
for 7 nights, 1 apartment
S$633 per night
includes taxes & fees
Exceptional
(18 reviews)
One bedroom Apartment in Rehoboth Beach
Rehoboth Beach
S$2,248
for 7 nights, 1 apartment
S$321 per night
includes taxes & fees
Exceptional
(14 reviews)
Beautiful Penthouse Condo with Community Pool & Tennis Courts
Rehoboth Beach
S$5,896
for 7 nights, 1 apartment
S$842 per night
includes taxes & fees
Wonderful
(28 reviews)
Convenient Rehoboth Beach in-town location
Rehoboth Beach
S$4,380
for 7 nights, 1 apartment
S$626 per night
includes taxes & fees
Exceptional
(13 reviews)
2 King Beds-Adult Bunk Beds - Pool - 5 Min to Beach, Sleeps 8 Perfect 4 Families
Rehoboth Beach
S$2,127
for 7 nights, 1 home
S$304 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Country Club Estates
Beautiful 5BR/5.5BA Home w/ Pool on 2nd Ocean Block, 5 min walk to Beach & Shops
Sleeps 12 · 5 bedrooms · 5+ bathrooms
Downtown Rehoboth - 3 Ensuite Bedrooms - Walk Everywhere - Sleeps 12 - Parking
Sleeps 10 · 4 bedrooms · 3+ bathrooms
7 Bed/4.5 Bath, 3 1/2 blocks to beach - Great location
Sleeps 14 · 7 bedrooms · 4+ bathrooms
Brand-new home with private pool & dog-friendly yard - near beach & boardwalk
Sleeps 10 · 5 bedrooms · 5+ bathrooms
Steps from Rehoboth Avenue, with Pool, 3.5 Blocks to the Ocean
Sleeps 6 · 2 bedrooms · 2+ bathrooms
Charming Room in Downtown Rehoboth Beach
Sleeps 2 · 1 bedroom · 1 bathroom
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 Country Club Estates?
The most desirable types of holiday rentals in Country Club Estates are houses. Ready for more choices? Vrbo has many options to match our guests' needs, so you'll see holiday homes in all shapes and sizes, and for all budgets. The perfect fit is waiting for you — get yours today.
How much does it cost to rent a holiday rental in Country Club Estates?
A range of factors can determine what you'll pay for your holiday rental in Country Club Estates, such as the time of year, length of stay and property type. However, all Vrbo homes have one thing in common — incredible value. Simply enter your travel dates to find your perfect match.
How much does it cost to rent a beach house in Country Club Estates?
The average price for a holiday home by the beach in Country Club Estates depends on when you're travelling and the size and style of property you want. You can quickly and easily find prices on Vrbo by entering your dates of travel. Then make use of the filter tool to select the number of bedrooms and amenities that you need, like a pool, WiFi and air conditioning.
Are there pet-friendly holiday rentals in Country Club Estates?
Yes, there are. You can choose from 55 holiday rentals that allow pets in Country Club Estates. Several of our pet-friendly holiday rentals come with an area outdoors for your fur baby to run around in, dog beds, complimentary treats and proximity to parks. Apply the "Pets allowed" filter to find a holiday home on Vrbo that's pawfect.
Can I rent a house with a pool in Country Club Estates?
Pack your swimming gear and inflatable unicorn, because there are 22 houses with a private pool in Country Club Estates. Kick back at one of these popular holiday rentals and every day can be a pool day. Simply enter your dates into Vrbo, then use the "pool" filter to find the perfect place for a splashing good time!
What are popular rental amenities in Country Club Estates?
A firepit, tennis and an electric car charging station head the list of most popular rental amenities in Country Club Estates. Whether you're taking a trip as a party of one, with your sweetheart or a group of friends, Vrbo will help you find a holiday home that fits your style with all the extras you're looking for.
Are there large group holiday rentals in Country Club Estates?
You can pick from 17 holiday properties in Country Club Estates that can host a group of 10 or more people. Whether you're organising a family trip or an event like a party, there's enough space to get your loved ones together under the same roof.
Are there holiday rentals in Country Club Estates that welcome kids?
With 54 family-friendly holiday homes to select from in Country Club Estates, now is a superb time to introduce the kiddos to the joys of travel. Simply click on our "Properties good for families" filter to browse stays that feature conveniences perfect for travelling families, such as kitchens, pools, entertainment units and bunk beds.
What are the top attractions for families in Country Club Estates?
You'll find loads of fun things to do and see with the family in Country Club Estates, such as:
- Rehoboth Beach
- Funland
- Jungle Jims River Safari Water Park
Can I find two-bedroom holiday rentals in Country Club Estates?
Pick from 11 two-bedroom rentals in Country Club Estates. Give the kids the second room or fill it with a couple of your best friends. There's a spot for whoever's fortunate enough to be joining your journey.
Are there holiday rentals with WiFi in Country Club Estates?
There are 13 holiday rentals with WiFi in Country Club Estates. If you want to disconnect from daily life during your trip, but still need to be connected to the internet, these properties have just what you need. Narrow your search by applying the WiFi filter on Vrbo.
How can I find holiday rentals with air conditioning in Country Club Estates?
Pick from 54 holiday homes with air conditioning in Country Club Estates offering that gentle, cool breeze and extra level of comfort. Simply enter your travel dates and then make use of our filters to help you book stays with air conditioning.
How old do you have to be to rent a holiday rental in Country Club Estates?
We recommend you check with the Country Club Estates holiday rental you'd like on Vrbo as the age limit varies. However, it's normally 16, 18 or 21.
How long can I rent a holiday rental in Country Club Estates for?
It all depends on the Country Club Estates property. To see all available options offering extended stays, simply type your dates and number of people into the Vrbo search page. You can enjoy having the place to yourself, along with the comforts of home like air conditioning, a kitchen and outdoor spaces where the kids can run and play. Keep your eyes peeled for long-term stays that offer weekly or monthly discounts.
More holiday ideas
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- The Tides Holiday Rentals
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- Midway Holiday Rentals
- Beach Plum Island Nature Preserve Holiday Rentals
- Tanger Outlets Holiday Rentals
- Cape Henlopen State Park Holiday Rentals
- The Ark Holiday Rentals
- Rainbow Cove Holiday Rentals
- Villages of Five Points Holiday Rentals
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- The Peninsula Holiday Rentals
- Grande at Canal Pointe Holiday Rentals
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- Victoria Square Holiday Rentals
- Seabreeze Holiday Rentals
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- Rehoboth by the Sea Holiday Rentals
- Lewes Beach Holiday Rentals
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- Zwaanendael Museum Holiday Rentals
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- Rehoboth Beach Holiday Rentals
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