Holiday rentals with a pool in Sussex County

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Sussex County

Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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Guest favourite

Home in Rehoboth Beach

4.99 out of 5 average rating, 119 reviews

Secluded beach beauty with private, heated pool

The LV home by architect Rocio Romero is a modern classic, we love it… The heated, salt water pool is open mid-May to mid-October. You can cook in the fully equipped kitchen and eat indoors or on the large deck out back, play in the pool or fenced yard, lie in the hammocks, play games, do puzzles... We are right by the Junction and Breakwater bike trail; it's about 2 miles to the Rehoboth Boardwalk, 6 miles to Lewes. There's high speed WiFi, a Sonos audio system, and a Roku smart tv (no cable).

15 – 22 Sept

$7,794 AUD total

Superhost

Apartment in Rehoboth Beach

4.83 out of 5 average rating, 6 reviews

Cozy Condo at Creekwood

Enjoy this beautiful, quiet,2-bedroom condo centrally located on the route 1 corridor. Whether you are away for a 'Couples Retreat' or beaching with the family, this condo will have you relaxed from the minute you arrive. Enjoy the lazy days around the pool or venture a few minutes out of the community and enjoy all the shops, restaurants, bars and entertainment this area has to offer. Creekwood is in the heart of it all but nestled quietly away from the noise. We can't wait to have you. Cheers!

25 Oct – 1 Nov

$1,184 AUD total

Guest favourite

Condo in Lewes

4.97 out of 5 average rating, 36 reviews

Newly Renovated 2BR Condo w/ Pools Trails & Linens

NEW Updates in 2022! Get ready for a relaxing beach getaway in the newly renovated Boho Beach Condo - just mins from the beach! With all new furnishings, appliances, & kitchen updates, enjoy a pond view & free amenities steps from your door! Linens inc'd Situated in the highly desirable Five Points community you'll have access to pools, tennis courts, bike + walking trails. Comfortably sleeps 5. Just mins from historic downtown Lewes and walkable to restaurants + shops. Plenty of free parking.

16 – 23 Dec

$1,766 AUD total

Guest favourite

Apartment in Lincoln

4.83 out of 5 average rating, 196 reviews

Waterfront apt. w/ pool - shopping and beaches!

Beautiful studio apartment located on Cedar creek, directly off of route one with Hot tub access.. 10 minutes from Delaware Turf and 15minutes from the beach area. apartment comfortably sleeps four people, you can squeeze six! Waterfront view from apartment. We live on the property and are happy to help with your entire stay! We are contractor and long term rental friendly :) we also welcome Families with children or pets :) WE ARE PET FRIENDLY READ RULES IN "THE SPACE SECTION" BEFORE BOOKING

23 – 30 Sept

$1,994 AUD total

Guest favourite

Condo in Rehoboth Beach

4.89 out of 5 average rating, 121 reviews

Right on Silver Lake walk to the beach and town!

Completely renovated, right on Silver Lake! On the most secluded part of Rehoboth Beach watch the sun rise and wildlife sitting at your patio! Park your car and walk or bike everywhere. Steps from the pool and three blocks across Turtle Bridge to get to the less crowded part of the beach. Five blocks from Rehoboth Avenue, where most restaurants and shops are. Full kitchen, Central heat/air, Smart TV, Cable and High speed internet. Pickleball, Tennis, Basketball and Tennis courts next door

20 – 27 Dec

$1,778 AUD total

Guest favourite

Condo in Rehoboth Beach

4.96 out of 5 average rating, 338 reviews

The Artist's Hideaway *Community Pool*

This newly updated condo is perfect for your next beach vacation. A convenient central location between Rehoboth/Dewey and Lewes Beaches. You can walk to the neighborhood pool. Stylish, clean and comfortable, the unit has two bedrooms, one on either side of the kitchen, an ideal layout for privacy for two couples or a family. Each bedroom has it’s own full bathroom. The screened in porch has a view full of trees. Located right off of Route 1, 3.6 miles from downtown Rehoboth and the boardwalk.

12 – 19 May

$2,416 AUD total

Guest favourite

Guest suite in Georgetown

4.99 out of 5 average rating, 73 reviews

Rozanski Reserve @ the Sports at the Beach!

We live on an 8+ acre parcel of land in Georgetown, De. 4 of these acres are a nature reserve with walking pathways meandering throughout. A lovely stroll will welcome you to Delaware native flora and fauna to enjoy at sunrise and/or sunset. Our street is quiet, with neighbors a distance away. We are conveniently located to stores, parks, beach, bay, entertainment, as well as, being situated 6 miles from Sports @ the Beach. Suite sleeps 2 in a comfortable Full size bed and 2 cots for extra.

8 – 15 Mar

$1,322 AUD total

Superhost

Condo in Lewes

4.8 out of 5 average rating, 35 reviews

Blue Crab Condo - pool, pet friendly- Lewes

Your relaxing Delaware beach vacation at this pet friendly and centrally-located 2 bedroom condo in Lewes with pond view. Features 2 community pools(open seasonally), tennis courts, pickle ball, and community playground for guest use. 0.4 mi to the Lewes/Georgetown trail 0.4 mi to restaurants in the Village 3.6 mi to Lewes Beach 6 mi to the beautiful Cape Henlopen State Park 6.6 mi to Rehoboth Beach/Boardwalk 11 mi to Sports at the Beach complex *Can be rented out monthly in off season*

1 – 8 Nov

$1,595 AUD total

Guest favourite

Condo in Rehoboth Beach

5.0 out of 5 average rating, 29 reviews

SeaTreat- brand new for your beach vacation!

We took an old and neglected condo and put our hearts in creating SeaTreat especially for YOU. SeaTreat is located on the first floor, 2.8 miles from Rehoboth Beach. It has a resort feel, it's close to everything you need. You can get around by car, bus/public transportation that has a fast, designated line, and by bike. While on vacation or working remotely, we want you to feel like home. For that special reason, we equipped SeaTreat with all the necessities that you might need.

27 Mar – 3 Apr

$1,696 AUD total

Guest favourite

Townhouse in Millville

4.97 out of 5 average rating, 170 reviews

⛱ Quiet 3 Bed Twinhome just 3 miles from Beach! ⛱

Enjoy this Beautiful 3 Bedroom & 2.5 Bath Twinhome in Millville, DE. Perfect for Families! This home is within walking distance or short drive to Restaurants, Shops, Grocery Store and other Attractions & Most Importantly - only 3 miles to THE BEACH!! There is a Community Pool in the neighborhood. Many Toys, Games, Puzzles available for children. Home is No Smoking of Any Kind. Also No Pets, No Large groups/parties (12 people max.) or Senior Week rentals permitted. Book Today!

23 – 30 Aug

$5,267 AUD total

Guest favourite

Condo in Lewes

4.98 out of 5 average rating, 60 reviews

Top floor, overlooking Love Creek at Rehoboth Bay

Our unit is waterfront of Love Creek, the boat docks, and the access path to the Rehoboth Bay. Offsite, but accessible via walking path you will find a fishing pier. The unit has one assigned parking spot, however, additional parking spots are easily accessible to the building. The condo is on the top floor (3rd) in gated community with elevators, community pool and charcoal BBQ grills. Bring Kayaks or paddle boards - or have them delivered on-site by our recommended vendor.

18 – 25 May

$1,946 AUD total

Guest favourite

Tiny home in Lewes

4.94 out of 5 average rating, 90 reviews

Cozy Woodland Cottage

Enjoy the sounds of nature when you stay in this unique place. Located less than 5 miles from downtown Lewes and Delaware Beaches. The cottage guest house is nestled in the woods adjacent to a tree house overlooking a tranquil pond with a calming fountain sounds. On the main property guests have access to a in ground swimming pool (seasonal) with a 60 foot lap lane and slide, schedule times with hosts.. The backyard also includes an organic garden, playground and 🐔 chickens.

4 – 11 Mar

$1,650 AUD total