Vacation 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 favorite

A spacious yard is viewed, featuring three modern wooden lounge chairs and two decorative side tables. In the background, a contemporary house with large glass doors is illuminated, creating a welcoming ambiance as twilight sets in among the trees.

Home in Rehoboth Beach

4.99 out of 5 average rating, 126 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).

Top guest favorite

A serene outdoor area features a sparkling pool accompanied by a hot tub. Surrounding the space are several lounge chairs and a shaded patio with a large umbrella. Colorful flowers in planters add to the lush greenery and natural surroundings.

Home in Rehoboth Beach

5 out of 5 average rating, 6 reviews

Gorgeous 5BR, 4.5BA, in town, pool, hot tub, beach

In town Rehoboth, with Rise Up and the boardwalk just a quick walk away, you'll love this home with a POOL AND HOT TUB (April-Oct). There's a ton of natural light, plus comfy queen and king beds, nice new linens, and more. Please note there is a security camera on the pool and in the pool equipment area for your safety. Dogs are allowed for a $75 fee per stay for first pet, $25 per additional (additional pet fee after the first will be billed after your reservation is complete). Maximum 3 dogs.

Superhost

A private in-ground swimming pool glistens under the sun, surrounded by lush greenery and a white fence. A single black lounger is positioned nearby, offering a place to relax. The pool is framed by smooth stone edging, inviting relaxation.

Home in Rehoboth Beach

4.75 out of 5 average rating, 8 reviews

Bluewater Beach House - "Under New Management!"

This bright comfy home is perfectly located in Rehoboth Beach. A 1 block walk to Silver Lake and a 3.5 block walk to the famous boardwalk! Stroll to the shops & restaurants of Rehoboth beach. And, best of all, the house has its own in-ground private swimming pool for relaxing at home after a long beach day. Enjoy the sun room overlooking the pool and backyard patio. Eat lunch poolside! Relax on the loungers by the pool, rinse off the sand after a great beach day and grill up dinner poolside!

Superhost

Townhouse in Bethany Beach

4.93 out of 5 average rating, 109 reviews

Lakefront slps 6; beach, pools, tennis, gym, view!

Lake front in Sea Colony Resort! Walk to beach, pools, tennis/pickleball, putting green, bocce, shuffleboard, fishing ponds, fitness center & more! 24/7 security. Completely renovated. Well equipped kitchen opens to bright, charming living/dining rooms with seating for six. AC, charcoal grill, washer/dryer, wifi, 3 flat screen TV's & 3 queen beds. Beach tram & pool across street. Large deck with great view of lake and fireplace in living room! Professionally cleaned between guests.

Guest favorite

The image captures a community pool with clear blue water and a curved edge, surrounded by a spacious deck. Lounge chairs are arranged on the deck, and a few umbrellas provide shade. In the background, a three-story condo building is visible, framed by greenery.

Condo in Rehoboth Beach

4.96 out of 5 average rating, 93 reviews

Beautifully renovated 2BR 2BA Condo w/ pool!

Renovated and beautifully decorated 3rd floor condo (no elevator) with a comfortable, beachy feel! Across from the Tanger Outlets, you are close to tax free shopping, restaurants, bars and numerous activities for the kiddos! Rental includes full kitchen with stainless steel appliances, washer/dryer, updated bathrooms, all linens and access to the pool. See our 3 bedroom condo right down the hall if we’re booked or if you need a little more space: https://www.airbnb.com/h/rehobothfamilyfun

Guest favorite

Condo in Dewey Beach

4.98 out of 5 average rating, 44 reviews

Stunning 2 bedroom with pool

Beautiful 2 bedroom condo in Dewey's most desired location. This condo is located at the Residences of Light House Cove with a stunning view of the bay and marina from your private balcony. The master suite boasts a king bed with a spacious private master bath. The comfortable 2nd bedroom has a queen bed with full bath easily accessible. The open floor plan allows ample room to spread out including a well equipped kitchen. The building has elevators for easy access and private parking.

Guest favorite

An indoor pool is surrounded by light-colored walls and a spacious deck. Large windows allow natural light to fill the area, while several white lounge chairs are placed around the pool. The clear water reflects the soft glow of overhead lights.

Townhouse in Ocean View

4.96 out of 5 average rating, 28 reviews

Relaxing Bethany Beach Retreat, Pools, Dogs OK

Welcome to your new happy place. Just steps from the bay and minutes from Bethany Beach, the home has everything you need to unwind and relax. Community has amazing amenities including indoor/outdoor pool, game room, hot tub, and fitness center. This retreat is the perfect getaway for adults (close to beaches, great restaurants, and shopping), children (board games and game room), and your furry little friends (dog-friendly beaches and trails). Perfect for families small and large!

Guest favorite

An outdoor pool area is depicted, featuring a clear blue pool surrounded by lounge chairs and a shaded table. A large umbrella offers protection from the sun, while a white fence borders the space, contributing to a sense of privacy.

Townhouse in Rehoboth Beach

4.92 out of 5 average rating, 106 reviews

Cute Townhouse in Rehoboth

Cute Townhome Duplex located in Rehoboth Beach. A short 5 min drive to the beach or 15 minute bike ride. Located 5 minutes from downtown Rehoboth Beach and 5 minutes from downtown Dewey beach. A quick drive to the Tanger Outlets and endless restaurants. Our property is located within a private, quiet community with a large gated pool. There is a screened in private back porch to enjoy during your stay. We our located just minutes from restaurants and attractions on Coastal Highway.

Superhost

A charming beach cottage is nestled among trees, featuring a welcoming porch and large windows. Surrounding the home, multiple adirondack chairs are positioned over a gravel area, with a grill nearby and a hammock hanging between trees, inviting relaxation in a peaceful setting.

Home in Lewes

4.78 out of 5 average rating, 45 reviews

Bring your flip flops and relax! Adorable beach cottage in a quiet, gated community just a short drive from the hustle and bustle of downtown. Enjoy the outdoor area at home with a fire pit, grill, and games or explore the wooded trails, crabbing dock, or community pool. The pool is open on weekends only from the Saturday of Memorial Day weekend until full-time hours begin on or about the 12th of June each year. CLOSES Labor Day weekend. You must be at least 25 years of age to rent.

Guest favorite

Condo in Rehoboth Beach

4.98 out of 5 average rating, 83 reviews

Lovely 2BR Condo - Rehoboth/ Dewey

2 bedroom, 2 bath Condo Little over 1 mile away from the BEACH Beautiful maintained condo on first level (no stairs!) and screen in porch Location –right off Route 1 -quick access to whatever your vacation needs are. Enjoy the beach and when you return enjoy one of 3 community pools! LINENS & TOWELS PROVIDED Quick WALK to Big Fish Grill, Jungle Jim’s Water park, community pools and tennis courts Quick DRIVE to Beaches, Tanger Outlets, Boardwalk and Funland!

Guest favorite

The heated saltwater pool is surrounded by a laid stone patio, with a well-maintained lawn and vibrant flowers nearby. Expansive windows of the main house provide a view of the pool, enhancing the outdoor space's tranquil atmosphere.

Home in Rehoboth Beach

4.96 out of 5 average rating, 71 reviews

Modern Home with Private Pool in Rehoboth Beach

Stunning modern home within biking or walking distance to Downtown Rehoboth. Location is key! We are just a stones throw from grocery stores, shopping, and many great restaurants! Our home features a large main house with 3 bedrooms (each with its own full bath), spacious living room, dining room, custom kitchen, a large screened porch, and heated saltwater pool. The property also includes a separate studio/4th bedroom with a powder room and outdoor shower area!

Top guest favorite

The image captures a clear swimming pool with a vibrant blue surface, surrounded by a spacious deck. A red umbrella offers shade, while poolside loungers and a slide are visible. Various pool floats rest on the water, and a privacy fence encloses the area.

Home in Rehoboth Beach

5 out of 5 average rating, 19 reviews

Pet friendly house w/shared pool, slide & hot tub

New pet friendly LVP floors for 2024! Relax with the whole family - and your dog too! This cozy and comfortable house is located just a couple of miles from the Rehoboth Boardwalk. It has 3 bedrooms, 2 baths, a spacious living room, a fully equipped kitchen, and a private deck. Next door, you have semi-private access to a pool with a waterslide and hot tub. You can enjoy relaxing poolside or soaking in the hot tub after a day of fun at the beach.