12 Best Vacation Rentals With Private Pool In Rehoboth Beach, Delaware

Amelia
Amelia 
Updated
| 5 min read

A city situated along the Atlantic Coast, Rehoboth Beach comprises sandy dunes, vintage postcards, and an observation tower built in the 1940s. It has long been a popular vacation spot in the summer. Beyond offering unique gastronomical fusions, quaint shops, and free concerts at Rehoboth Beach Bandstand, this idyllic city is highly rated for its water quality, making it a favorite among water sports enthusiasts who travel here frequently to kayak, paddleboard, sail, and surf. Manicured walking trails are also available for those who prefer to view the magnificent ocean from the shore. Being a popular vacation spot, Rehoboth Beach is naturally home to many luxurious vacation rentals, some of which are even equipped with a private pool for one’s leisure. Not sure where to stay? Check out this list that showcases the best vacation rentals with private pool in Rehoboth Beach, Delaware.

We handpicked these listings carefully, considering (wherever possible) host status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and access to private pool. The image galleries get refreshed with the latest updates regularly. They were last updated on March 13, 2023.

1. Magnificent vacation rental with a pool and spa

This magnificent vacation rental is best for family gatherings or getaways with friends. Featuring nine bedrooms and ten bathrooms, this massive living space can accommodate up to twenty guests. Access the fully equipped kitchen and enjoy cooking delectable meals. Then, gather around the large dining table and share some fun moments while eating.

In the afternoon, head out and make use of the private pool and spa, as well as the gas grill to cook some barbecues. Right on time for your favorite evening show, curl up on the comfy sofas and watch TV together.

Stayed at this property?
Rehoboth Beach, DE, US
7.77 km (4.9 mi) from Cape Henlopen State Park
House 10 Guests 4 Bedrooms 4 Bathrooms
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8.32 km (5.2 mi) from Cape Henlopen State Park
6 reviews   Wifi Available
House 20 Guests 9 Bedrooms 10 Bathrooms

Accommodates: 20
Minimum Nights: 2
Refund Policy :

Top guest reviews
Amenities & Room:
the beds were so comfy and the rooms were comfortable and lovely
we loved that there were so many plates/mugs/bowls/everything in the kitchen for our large group
Location:
the location is perfect
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2. Sunny vacation house with a heated pool (from USD 900)

For a relaxing beach getaway, book a stay in this sunny vacation house. With five bedrooms and five full bathrooms, this cozy retreat offers accommodation that is good for twelve guests. It has an open-plan living space with a fully equipped kitchen, a beautiful dining area, and a spacious living room with comfy sofas, a fireplace, and a flat-screen TV.

Outside the house is a heated swimming pool that you can use during your stay. There is also an outdoor shower for you to rinse off if you are coming from the beach, some loungers, and a gas grill.

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7.02 km (4.4 mi) from Cape Henlopen State Park
41 reviews   Wifi Available
House 12 Guests 5 Bedrooms 5 Bathrooms

Accommodates: 12
Minimum Nights: 7
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Amenities & Room:
bathrooms for everyone and outlets galore eric was extremely responsive and helpful
enjoyed heated outdoor pool
we were all very happy with the size of our rooms and the common area
pool was amazing and house had all the things you needed to enjoy the beach amazing
Cleanliness:
house was clean and accommodating eric was fabulous communicated throughout entire trip
i'm a "tad" ocd and feel the place definitely met my cleanliness check
super clean and the layout was perfect for a large group
Host:
eric the owner is by far the best host we have ever had
the owner is very responsive and helped us out quickly with any questions we had during the week
attention from the owner was the best of any vrbo experience we’ve had
eric was very attentive and made our stay wonderful
Location:
beautiful house located close to shops/restaurants/attractions and a short walk to the beach
our family spent a week in this gorgeous house in a perfect location
the location allowed walking to most of rehoboth attractions without the need to drive and park
not just an easy wall to rehoboth ave and the beach but a beautiful walk
sandy dreams is close to everything
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3. Serene escape in South Rehoboth (from USD 363)

This property rental offers a sweet escape from your daily grinds. It’s located in South Rehoboth close to many of the city’s top attractions and establishments including shops, restaurants, bars, a boardwalk, and the beach. It also features a spacious and fenced backyard with a pool, barbecue facilities, patio, and furnishings. Keep in mind that the pool is open from mid-May to early October.

The pet-friendly property has three bedrooms that can comfortably sleep a group of up to eight guests. Other amenities to enjoy include air-conditioning, heating, WiFi, a TV, a gaming console, and more.

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8.16 km (5.1 mi) from Cape Henlopen State Park
78 reviews   Wifi Available
House 8 Guests 3 Bedrooms 2 Bathrooms

Accommodates: 8
Minimum Nights: 4
Refund Policy :

Top guest reviews
Amenities & Room:
and there is a wonderful downstairs area with tv foosball table card table and lots of games
the beds were comfortable and it had everything we needed
Cleanliness:
it was plenty big enough for 4 adults and very clean
the checkin process is very easy and the house was very clean
we had a great long weekend getaway the house was clean comfortable and convenient
Host:
(the owner did offer to send the cleaners back but we said we were ok
the house was very clean and the friendly owner was quick to respond to any questions
the owners are very easy to communicate with and check in and check out couldn’t have been easier
rebecca was so helpful and answered all our questions right away
Location:
it’s an easy 15-min walk to the beach/downtown
i adored walking from the house to many of the lovely neighborhoods near by
very sweet and comfy house in an awesome location
we would absolutely stay here again and would recommend this location to others
the house had everything we needed & was in a great location
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4. Comfortable home in a prime location (from USD 1808)

Situated in a nice neighborhood just two blocks from the beach and three blocks from Rehoboth Avenue, this vacation rental is a nice homebase for your Rehoboth trip. It provides more than enough space to sleep up to 16 people, great for large families and groups of friends. The huge common area includes a fully equipped gourmet kitchen, a dining area, and a living area equipped with a fireplace, large TV, and cozy sofa set.

You can head to the fenced backyard and enjoy a refreshing swim at the pool or just lounge under the warm sun at the poolside. Or you can take a short stroll to the beach or to the downtown area where you’ll find lots of dining and shopping options.

Stayed at this property?
Rehoboth Beach, DE, US
7.95 km (5.0 mi) from Cape Henlopen State Park
House 16 Guests 7 Bedrooms 9 Bathrooms
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5. Beautiful two-story villa with game room (from USD 1000)

Canary Cove is a multi-functional two-story home that makes for the perfect venue for a party by the beach. Capable of sleeping up to 15 people within its premises, the house features a massive heated swimming pool with outdoor television, a front porch with beautiful ocean views, a game room, a wet bar, two fireplaces, and a fully stocked chef’s kitchen among other outdoor vacation amenities. The property is also within the vicinity of Downtown Rehoboth, perfect for those seeking entertainment beyond the four walls.

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7.7 km (4.8 mi) from Cape Henlopen State Park
11 reviews   Wifi Available
House 15 Guests 4 Bedrooms 4 Bathrooms

Accommodates: 15
Minimum Nights: 3
Refund Policy :

Top guest reviews
Host:
finally the owner was very accommodating and responsive
the owner/contact was welcoming and really informative - shared all the info needed for the trip
Location:
great location love rehoboth first time there but surely not our last
great place for a week away with kids and family
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6. Mesmerizing villa with private hot tub (from USD 2525)

Looking for some quiet downtime where you can look at views of the famed Rehoboth Beach? This vacation rental is made just for you. Completed in June 2013, this house boasts an impressive set of amenities, including eight master bedrooms, eight and a half baths, two second-story balconies, fireplaces, and a large private pool with an installed hot tub. Guests can take in unparalleled views of the neighbourhood by lounging on the open seating areas and the private balcony at the main master suite. They can also chill by the gas fireplace when the temperature dips at night. Located within walking distance to town, the house guarantees that guests are never short of entertainment and new sites to explore.

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8.14 km (5.1 mi) from Cape Henlopen State Park
46 reviews  
House 18 Guests 8 Bedrooms 9 Bathrooms

Accommodates: 18
Minimum Nights: 3
Refund Policy :

Top guest reviews
Amenities & Room:
heated pool and spa were enjoyed every day after a great morning on the super close beach
there are a total of three which is great but i would like 2 in the kitchen
we cooked huge dinners every night and the kitchen had everything we needed
Host:
communication with the owner/property manager was also easy and helpful
property manager very responsive with all communication
david was extremely helpful throughout the entire process from booking to checking out
davis was fantastic and accommodating
Location:
great house and great location
perfect walking distance to beach boardwalk and restaurants
we travel to a different location to holiday every year and have stayed in lots of rentals
lovely spacious house in great location fit our family perfectly and david was super responsive to our small questions
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7. Contemporary farmhouse close to the beach (from USD 600)

Featuring a private in-ground heated pool, two master suites and three bedrooms with en-suite baths each, and a professional gourmet kitchen with La Cornue oven, this contemporary farmhouse is designed for a family summer vacation. It also has an outdoor fire pit for some bonding under the starry skies Kid-friendly furniture such as toddler beds, high chairs, and two pack ‘n plays are also provided. Since the house is walking distance from restaurants and the city’s centre, there are ample chances to explore the unique sights of the city and taste its authentic cuisines. Do note, however, that pool availability is subjected to weather conditions.

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7.48 km (4.7 mi) from Cape Henlopen State Park
72 reviews   Wifi Available
House 12 Guests 5 Bedrooms 6 Bathrooms

Accommodates: 12
Minimum Nights: 2
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Amenities & Room:
it was great that every bedroom had its own bathroom
it was a comfortable stay for all 5 couples
Cleanliness:
very clean and well maintained from inside and out
it’s a delight - beautifully decorated cantilever doors to enjoy afternoon breezes clean great location
the home was clean and beautiful
Host:
and they were very helpful in the planning process
we appreciated all of the details that the owner's thought of
molly was a great host will book again next year
Location:
the location is great (walking distance to everything) and the house is really well done
however this house was very close to rehoboth avenue and the walk to the beach wasn't bad
this home is absolutely stunning and beautiful perfect location that is close to restaurants and the boardwalk
fantastic location and owner molly was incredibly responsive and accommodating
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8. Beach-view home for large groups (from USD 600)

The Pines is a name not to be missed when considering coastal rentals along the Rehoboth Beach. This beautifully designed house has six bedrooms and four and a half baths that are packed with high-end amenities and customized furniture for a comforting and luxurious guest experience. Its most notable feature includes a fenced backyard and in-ground pool that overlooks the beautiful Rehoboth Beach and Deauville Beach — both beaches are renowned for their unmarred natural beauty. Guests are also entitled to a complimentary parking pass to Deauville Beach, as well as two parking passes in the City of Rehoboth.

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7.17 km (4.5 mi) from Cape Henlopen State Park
41 reviews   Wifi Available
House 14 Guests 6 Bedrooms 5 Bathrooms

Accommodates: 14
Minimum Nights: 7
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Amenities & Room:
we are foodies and were happy with the kitchen
very enjoyable pool deck cuts your feet should be resurfaced
beautiful home with everything you need (heated pool screened in porch parking)
the basement is also a nice relaxing spot as well with a big tv and a huge couch
the pool was nice and warm and was wonderful to have after a day at the beach
Cleanliness:
the house was clean and beds were comfortable
the house is super clean and comfortable
lots of space very clean and beautifully decorated
it is a beautifully appointed home very clean and open and has everything you need for a getaway
house was clean well decorated comfortable and functional for our large group
Host:
very attentive owner immediately took care of questions
david the property manager was helpful and attentive
dave the property manager was so nice and helpful
house was exactly as pictured super clean and comfortable david was quick to respond and helpful with any questions
we spent thanksgiving there and it was super accommodating
Location:
its the perfect location
the location makes it easy to get around town
overall a great location and would recommend to all
it was also close to all of our favorite restaurants and shops
great house in a wonderful place
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9. Luxurious vacation rental with spacious yard (from USD 999)

A property with an indoor swimming pool, this eleven-bedroom, six-bathroom vacation rental is well equipped with modern amenities, including a family room, a game room, a billiards table, and a large yard with gas grills. For families with children, the property conveniently lies half a block away from a children’s park at Silver Lake and less than four city blocks away from Rehoboth Beach. There are also plenty of gastronomical options at the local restaurants nearby, perfect for foodies and those who love the nightlife scene. With such modern conveniences both indoors and out, it’s a shame to give this beautiful property a miss.

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8.08 km (5.1 mi) from Cape Henlopen State Park
36 reviews   Wifi Available
House 20 Guests 11 Bedrooms 6 Bathrooms

Accommodates: 20
Minimum Nights: 3
Refund Policy :

Top guest reviews
Amenities & Room:
lots of comfortable rooms great kitchen and all amenities
indoor pool and patio provided daily entertainment
the indoor pool was a hit with the kids and the bountiful wifi was great for everyone too
excellent wifi service a great porch with lots of seating and a great bbq and outside shower
we had an issue with the tv and he immediately took care of it
Cleanliness:
the property was clean and well maintained
the house is clean and tidy
the house was clean and fully stocked
the house was very very clean and well-equipped
the house was very clean
Host:
owner accessible and responsive
the owner david is a great communicator who responds immediately
the owner david is so sweet and accommodating
property owner is very good to work with
the pool was extremely helpful to entertain the kids during the days it rained
Location:
perfect location near a park for my grandson easy walking distance to the beach and boardwalk
great location easy to get to all areas
the house is located in a lovely quiet neighborhood
we walked everywhere because the boardwalk shops restaurants and entertainments are all a couple of blocks away
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10. Newly renovated beach cottage for six (from USD 657)

Located one street from Rehoboth Avenue, this newly renovated beach cottage is fully furnished with gorgeous hardwood flooring, an exposed beam ceiling, and a spacious front porch for maximum comfort and leisure. The cottage even features a fenced-in backyard, an outside shower, and a new private heated pool. Guests will be pleased to note that this three-bedroom, two-bathroom property is pet-friendly and provides two complimentary city parking passes. Its driveway is also spacious and can fit up to three cars.

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7.43 km (4.7 mi) from Cape Henlopen State Park
22 reviews  
House 6 Guests 3 Bedrooms 2 Bathrooms

Accommodates: 6
Minimum Nights: 7
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
nice furniture there too really nice tv system
you might consider installing a fan
what a wonderful cottage with plenty of room nicely decorated all amenities like new
the house was nicely decorated and the furnishings were comfortable inside and out
the owners have done a superb job with furnishings kitchen tools and decor
Cleanliness:
clean and neat home- cute yard and pool
we loved our stay the house was updated and very clean
overall appearance of house is very nice updated and clean; close walking to town and shops
Location:
the location is amazing
we love the location it is an easy walk to the beach restaurants and shops
easy walk to beach and attractions
easy walk to beach & restaurants
it is newly renovated and it's stunning the location is fantastic
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11. Gorgeous villa with grill

Bringing the coastal vibes indoors, this five-bedroom vacation rental can sleep up to then guests. It was newly renovated in 2019 to greet tourists with a fresh facade. Decked out in coastal and contemporary furniture with a touch of mid-century modern pieces, the rental is even home to the largest private in-ground pool in downtown Rehoboth Beach. Since it offers a Weber grill, picnic tables, and panoramic views of the beach, there is nothing not to love about this pet-friendly vacation rental.

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7.9 km (5.0 mi) from Cape Henlopen State Park
23 reviews   Wifi Available
House 12 Guests 5 Bedrooms 7 Bathrooms

Accommodates: 12
Minimum Nights: 3
Refund Policy :

Top guest reviews
Amenities & Room:
well-stocked large kitchen that was effortless for our group to easily cook together
Cleanliness:
it's clean comfortable spacious and beautifully decorated
the house was beautiful all new super clean excellent kitchen with all appliances and anything to cook with
they have also commented on the wide clean beach and how much they enjoy surfing the waves
Host:
the owners of this beautiful house have thought of absolutely everything
i have to mention the realtors at seachange- very responsive
the owner took great care to quickly replace a grill that was broken
Location:
an easy walk into downtown rehoboth for shopping restaurants or beach
we loved the short walk to restaurants and the beach
although closed for the season i would be great on a nice hot summer day
trixie got a good walk to the beach each morning
nice property great location and very responsive rental management company
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12. Cozy beach villa with outdoor shower

Steps away from Rehoboth Beach, boutiques, and restaurants, this four-bedroom property has found immense popularity among tourists and summer vacationers. Decked in sky-high ceilings and rich barnwood floors that complements the surrounding scenery, the vacation rental comes equipped with three and a half bathrooms, a gourmet cook’s kitchen with a spacious island and breakfast bar, and a front porch and private fenced yard that overlook the Atlantic Ocean. The house also has an outdoor shower and swimming pool, which can be heated for a nominal fee, for vacation goers who love to play outdoors in the summer heat. Guests who drive will also be pleased with the parking availability at nearby private driveways and streets.

Stayed at this property?

7.4 km (4.6 mi) from Cape Henlopen State Park
13 reviews   Wifi Available
House 10 Guests 4 Bedrooms 5 Bathrooms

Accommodates: 10
Minimum Nights: 3
Refund Policy :

Top guest reviews
Amenities & Room:
property was everything that was promised except for there is only room for two cars in driveway
the house was comfortable and furnished incredibly
great pool - adults and grandkids (8 and 5) loved it
Cleanliness:
it was extremely clean and perfect for our family
it was beautiful well maintained and very clean
Host:
you can tell the owners love this property and the management group takes an excellent care of it
the home is beautiful and very accommodating for larger groups
Location:
the location was wonderful
the location of this property is great
close to baltimore avenue where the great restaurants are
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Have a wonderful summer vacation in Rehoboth Beach

With outdoor pools, home theatres, and even a waterfall, vacation rentals at Rehoboth Beach are designed to impress even the pickiest guests. With so many amazing options to choose from, how can one give Rehoboth Beach, Delaware, a miss? Book an accommodation today and experience a luxurious summer vacation that will make you forget all your daily stresses.

Stayed at this property?
Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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Encapsulated in the tiny cosmopolitan city of Singapore, writing is the virtual plane I take to explore every hidden nook and cranny in the world.

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