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Vacation rentals with a pool in Rehoboth Beach

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Quick stats about vacation rentals with a pool in Rehoboth Beach

  • Total vacation rentals

    Explore 560 vacation rentals in Rehoboth Beach

  • Nightly prices starting at

    Rehoboth Beach vacation rentals start at €9 per night before taxes and fees

  • Verified guest reviews

    Over 18,850 verified reviews to help you choose

  • Family-friendly vacation rentals

    450 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 110 rentals that welcome pets

  • Rentals with dedicated workspaces

    270 properties have a dedicated workspace

  • Wi-Fi availability

    560 of Rehoboth Beach vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Rehoboth Beach rentals

  • 4.8 Average rating

    Rehoboth Beach stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated rentals with a pool in Rehoboth Beach

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

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Top guest favorite
Condo in Rehoboth Beach

Coastal Modern Condo • Balcony, 2 Baths, East Rt 1

☀️ Your Rehoboth Beach Escape Why guests love staying here: • Community pool 🌴 • 2 full baths • Private screened balcony 🌿 • East of Route 1 • Strong central AC ❄️ • Split-bedroom layout for added privacy • Beach chairs & towels included 🏖️ • Fast WiFi + smart TVs • Plenty of FREE parking • In-unit washer & dryer • Minutes to beaches, boardwalk, restaurants & shopping • Quiet community close to everything Perfect for couples, families, remote workers, girls’ weekends, and relaxing getaways.

4.99 out of 5 average rating, 121 reviews
Guest favorite
A balcony view showcases the ocean, with serene waves and sandy shores. Large glass doors allow natural light to flood the interior, while outdoor seating and potted flowers add a charming touch to the space.
Condo in Rehoboth Beach

Sunrise Studio - Ocean Front, on Boardwalk, Pool!

Our quiet ocean front studio has all the comforts of home with amazing views, a balcony hovering over a serene stretch of the Boardwalk, and is just steps away from restaurants, shops, arcades, rides and all of the best boardwalk foods! Walkable to everywhere in town! If you want to venture out further, a bike rental shop is just a few doors away! Enjoy a bike ride through town or to Dewey Beach. If you are looking for a scenic ride, enjoy the bike trails to Cape Henlopen State Park and Lewes.

4.94 out of 5 average rating, 202 reviews
Top guest favorite
A dining area is showcased with a grey table set for six, surrounded by vibrant yellow chairs and a metal wire-frame chair. A modern light fixture hangs above, and a decorative wreath adorns the wall, complemented by abstract artwork on either side.
Condo in Rehoboth Beach

Renovated Condo Near Outlets, 3.5 Miles to Beach

Enjoy your stay in this recently renovated and beautifully furnished two-bedroom, two-bathroom 3rd-floor condo conveniently located 3.5 miles from the Rehoboth Beach boardwalk, and 4.5 miles from Lewes Beach. The proximity to the beaches, stores, and restaurants make this condo a great spot to spend a fun-filled vacation at the beach. Our condo amenities include a community pool*( seasonal), free parking, free WiFi, smart TV, washer, and dryer. We supply all the sheets & towels for your stay.

4.98 out of 5 average rating, 226 reviews
Guest favorite
The saltwater pool is surrounded by sun loungers and umbrellas, offering a relaxing space to unwind. Lush greenery borders the area, and a shed is visible nearby. The clear blue water reflects the sky, inviting guests to enjoy leisurely moments.
Townhouse in Rehoboth Beach

Downtown RB Townhome-Great Location-WALK TO BEACH

Great location in downtown Rehoboth Beach-walk everywhere! Tucked away in a quite residential community, yet close to all of RB's favorite attractions: 4 blocks to the beach and boardwalk, less than 1/2 block to Rehoboth Avenue. No need to drive once you arrive-walk to the beach, boardwalk, Funland, and all of the restaurants and shopping in town. Also close to the bike trails. This 2 level townhome overlooks the salt water pool and includes 2 parking spaces and 2 additional parking passes.

4.91 out of 5 average rating, 238 reviews
Top guest favorite
An open-concept living area features a light-colored sectional sofa adorned with textured pillows. A round coffee table sits on a soft area rug. The dining area, equipped with a sizable wooden table and stylish woven chairs, is visible in the background alongside modern kitchen appliances.
Apartment in Rehoboth Beach

Cozy Rehoboth Beach Condo w/ 2 bedrooms

This condo is a boho getaway tucked away in a quiet enclave conveniently located on the beachside of Highway 1. It has dedicated parking in front, plus an additional spot for a second car. This condo it is a two bedroom/two bathroom unit. Full kitchen and a dining area that seats up to six. The condo is on the second floor with one stair flight. The beach is a 20 minute walk, 10 minute bike ride, or 5 minute drive Community pool on site provides an extra place to relax and cool down.

4.99 out of 5 average rating, 181 reviews
Top guest favorite
A private hot tub is set on a paved patio beneath a shaded gazebo. Wooden decking surrounds the area, enhancing the serene outdoor setting. Lush greenery provides privacy, while outdoor lighting can be seen strung above, creating a welcoming space for relaxation.
Home in Rehoboth Beach

Perfect Rehoboth Beach Getaway with Hot Tub

Discover the epitome of coastal comfort in newly remodeled home. Dive into luxury with a private hot tub, where the bubbling warmth provides the perfect escape. Unwind in the chic interiors, adorned with modern furnishings. Stay connected with complimentary Wi-Fi as you plan your outings to the nearby beaches, bustling boardwalk, and local attractions. Steps away from tax free outlet shopping. With convenience at every turn, this home ensures a perfect blend of tranquility and accessibility.

4.94 out of 5 average rating, 109 reviews
Top guest favorite
A cozy nook is featured beside a bright window, showcasing a wooden bench adorned with textured cushions. A decorative pillow with the word 'Beach' complements the scene, while natural light illuminates the green backyard visible through the glass. A woven pouf serves as additional seating.
Home in Rehoboth Beach

The Jungalow - Dog Friendly, Fenced in & Pool

Centrally and peacefully located. Find yourself immersed in a thoughtfully designed vacation space where the relaxing days don’t end at the beach. Dog friendly (2), community pool, walkable to restaurants, bus stop, outlets, and local bars! Fenced in yard perfect for kiddos and pups while grownups can relax on the porch! Also, a comfortable space to enjoy a movie night in or relax outside under the stars. Our little slice of paradise is waiting for you, your guests and well behaved doggies!

5.0 out of 5 average rating, 102 reviews
Top guest favorite
An open-concept kitchen and living area features a large wooden island with a sink, surrounded by modern cabinetry. Natural light floods the space through wide windows, showcasing cozy seating and a vibrant dining area with a round table. Bookshelves line a portion of the wall.
Home in Rehoboth Beach

Modern Beach House w/ Private Pool

Modern eco-friendly retreat perfect year-round! This salt-box cottage is an open concept 3 bedroom, 2 bathroom filled with natural light. Huge yard with a pool house with dining table and grill, patio with lounge chairs, outdoor shower, and private pool (pool open May 15 - October 15). Located perfectly for Rehoboth Beach or Dewey Beach visitors. It is a 20 minute walk to the shops and restaurants on Rehoboth Ave or to the beach. Three parking spots, beach items, and all amenities included.

4.97 out of 5 average rating, 103 reviews
Guest favorite
A modern kitchen is complemented by a spacious dining area and cozy living room with ocean views. White cabinetry and stainless steel appliances enhance the kitchen, while large windows allow natural light to fill the space, highlighting the wood-paneled ceiling.
Condo in Ocean City

Oceanfront 1 Bedroom, Balcony, Sitting Room, Pool

Opal Osprey: This OVERSIZE one-bedroom condo has been completely remodeled... giant oceanfront balcony PLUS a large patio room on the bayside! Expansive ocean views from every angle, super easy beach access, wonderful atmosphere in the quiet north end of OC. Linens included! Property Amenities - King size bed & queen sleeper - Large outdoor pool - Elevators - Dedicated high-speed WiFi and router w/ ethernet (Xfinity 100Mbps) - 2 Smart TVS with Xfinity, Roku - Keyless check-in 24/7

4.95 out of 5 average rating, 191 reviews
Top guest favorite
A modern open-concept living area is presented, featuring comfortable seating arrangements and large windows that provide ample natural light. The space includes a dining area with barstools and a kitchen counter. Views of the waterfront are visible through the sliding glass doors.
Condo in Lewes

Beautiful Updated Condo Waterfront, Pool, Sunsets

WATER FRONT VIEWS AT LEWES HARBOUR! This newly renovated condo is a unique gem as it sits right between town and the beach on the canal in the heart of Lewes. Waterfront views welcome you into a large, modern kitchen; the sitting room has an electric fireplace and the condo includes its own washer/dryer. After a hot day at the beach cool off in the pool, walk into town for dinner or shopping. Or stay home and enjoy happy hour on the waterfront decks; the sunsets are unbeatable.

4.91 out of 5 average rating, 101 reviews
Top guest favorite
A cozy sleeping area features a spacious bed with a quilted grey coverlet. Two decorative yellow pillows are positioned at the head of the bed. A small bedside table holds a lamp and books, while a colorful area rug adds warmth to the space.
Tiny home in Lewes

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.

4.94 out of 5 average rating, 241 reviews
Top guest favorite
A panoramic view of the ocean is visible, with gentle waves lapping at the sandy beach. Below, an outdoor pool is surrounded by lounge chairs and clear pathways, providing a peaceful atmosphere. Skies are blue, enhancing the serene coastal setting.
Condo in Ocean City

Oceanfront Condo w/ Resort Amenities 3BDR &3pools

Sea Watch Condo's is an ideal family location with tons of amenities. The until is a recently updated 3 bedroom 2 bathroom condo that sleeps 6 people in 2 queen beds, 2 twin beds . The unit is ocean front with a large oceanfront balcony. The amenities Include, basketball court, tennis courts, playground, arcade, movie theater, billiard room, indoor pool and outdoor pool as well as a restaurant. The condo has 24 hour security and plenty of parking. Pools closed in off season

4.88 out of 5 average rating, 147 reviews

Popular amenities for Rehoboth Beach rentals with a pool

KitchenWifiPoolFree parking on premisesAir conditioning

House rentals with a pool

Top guest favorite
A charming beach house is set on stilts, featuring a pink exterior with white shutters. The front porch offers a welcoming entry, surrounded by a landscaped yard with trees. Gravel driveway and a white picket fence enhance the appealing exterior in a tranquil neighborhood.
Home in Frankford

The Big Chill at Bethany Beach

4.98 out of 5 average rating, 105 reviews
Guest favorite
A light and airy deck features a rectangular dining table surrounded by aqua-colored chairs. A calm water view is visible beyond the railing, with flags gently waving in the breeze. Soft lighting is provided by string lights overhead, enhancing the inviting atmosphere.
Home in Ocean City

Mad Men Beach House*DogFriendly*7 Min Walk 2 Sea*OUTDOOR MOVIE EXPERIENCE*Private Dock*WORK SPACE*New CRIB

4.93 out of 5 average rating, 290 reviews
Guest favorite
A cozy living area features a stone fireplace as a focal point. Comfortable leather seating surrounds a coffee table, with a TV visible nearby. Natural light is allowed through multiple windows, and a dining area is positioned in the foreground with elegant lighting.
Home in Rehoboth Beach

4BD 4BA Carriage Home-Fenced Yard | Rehoboth Beach

4.9 out of 5 average rating, 135 reviews
Guest favorite
A back deck features a seating area composed of a sofa and ottoman with soft cushions, facing a calm canal. A wooden table is positioned nearby. A red umbrella is closed and stands beside the seating, while a sunset casts gentle hues across the water.
Home in Ocean City

3 BR Waterfront Home, Minutes to the Beach

4.93 out of 5 average rating, 152 reviews
Guest favorite
The exterior of a large white house is displayed, featuring black and white striped awnings over the windows. A welcoming front porch includes a bench and colorful flower pots. A spacious driveway provides parking, and a garage door is visible on the right.
Home in Rehoboth Beach

Dodd House Beach Home w/private pool and hot tub

4.88 out of 5 average rating, 251 reviews
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

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

4.96 out of 5 average rating, 57 reviews
Top guest favorite
Aerial view of a private pool located in a fully-fenced backyard. The pool is surrounded by a stone patio, lounge chairs, and a shaded umbrella for outdoor comfort. Lush greenery and tall trees provide a natural backdrop, enhancing the outdoor space.
Home in Rehoboth Beach

Private Pool! Charming 4bdrm, BayVista Beach House

5.0 out of 5 average rating, 80 reviews
Guest favorite
Home in Lewes

Ruby's Retreat at the Beach

4.85 out of 5 average rating, 33 reviews

Condo rentals with a pool

Guest favorite
A patio space is displayed, featuring a round table surrounded by four cushioned chairs. Lush greenery frames the scene, offering a view of Silver Lake in the background, where trees stand along the water's edge, enhancing the serene atmosphere.
Condo in Rehoboth Beach

Right on Silver Lake walk to beach!

4.8 out of 5 average rating, 331 reviews
Guest favorite
Condo in Rehoboth Beach

OceanfrontJewel|DirectOceanView•NewlyRenovatedPool

4.91 out of 5 average rating, 107 reviews
Top guest favorite
A spacious outdoor pool area features a large swimming pool with a vibrant blue interior and a jacuzzi nearby. Lounge chairs are arranged around the pool for relaxation. Fountains are visible at one end, adding a calming water feature to the setting.
Condo in Rehoboth Beach

Bright condo-On bike trail & 1 mile to boardwalk

4.96 out of 5 average rating, 114 reviews
Guest favorite
A decorative wooden sign with a blue background and black lettering stating 'LIFE IS BETTER IN FLIP FLOPS' is placed on a neutral-colored surface. A small metallic sailboat sculpture is visible in the background, adding a nautical accent to the scene.
Condo in Rehoboth Beach

Salt Air Retreat - Rehoboth Beach

4.91 out of 5 average rating, 148 reviews
Guest favorite
The living area features soft blue furnishings and a light wood coffee table. Floor-to-ceiling windows offer direct views of the ocean, while two lamps provide warm lighting. A coastal-themed artwork adorns the wall, enhancing the serene atmosphere of the space.
Condo in Ocean City

Direct Oceanfront with a View and Amenities Galore

4.94 out of 5 average rating, 339 reviews
Top guest favorite
A spacious living area is presented, featuring a comfortable green sofa and a matching armchair. A large television is positioned on a low cabinet. Natural light streams through sliding glass doors, leading to a screened-in porch, enhancing the atmosphere with a view of greenery.
Condo in Rehoboth Beach

2BR Coastal Escape with Pool Near Rehoboth Beach

4.95 out of 5 average rating, 123 reviews
Top guest favorite
Condo in Rehoboth Beach

Stress-Free Family Beach Stay | Pool + Kid Perks

4.99 out of 5 average rating, 185 reviews
Top guest favorite
Condo in Rehoboth Beach

Cozy Creekwood Condo - Relaxing Getaway - W/ Pool

4.98 out of 5 average rating, 311 reviews

Other vacation rentals with a pool

Superhost
An open living area showcases a modern kitchen with dark cabinets and a marble countertop. A wooden dining table is set for six, and large windows allow natural light to fill the space. The seating area features a comfortable sofa and a small side table.
Apartment in Rehoboth Beach

Sand & Surf Condo with Pool

4.9 out of 5 average rating, 154 reviews
Top guest favorite
A doormat is shown at the entrance, featuring the word 'Welcome' in elegant script. The mat is rectangular, crafted from natural coir with a black rubber border that enhances durability.
Townhouse in Rehoboth Beach

Sea Esta Retreat -Luxury Townhome Overlooking Pool

4.99 out of 5 average rating, 232 reviews
Top guest favorite
Townhouse in Rehoboth Beach

3 blocks to beach (pool/linens)

5.0 out of 5 average rating, 15 reviews
Guest favorite
A cozy living area is highlighted by a comfortable seating arrangement and a coffee table. A wall-mounted TV is positioned near a decorative fireplace, while natural light fills the space through sliding glass doors that lead to a balcony. Decorative wall art complements the decor.
Apartment in Rehoboth Beach

Coastal condo: 2B/2BA Reho/Dewey

4.89 out of 5 average rating, 57 reviews
Guest favorite
A spacious balcony offers views of the ocean and beach. White chairs are positioned around a round table, while people can be seen enjoying the sandy shore below. The horizon meets clear blue skies, enhancing the tranquil atmosphere.
Apartment in Rehoboth Beach

Charming Oceanfront Condo

4.94 out of 5 average rating, 36 reviews
Top guest favorite
Home in Rehoboth Beach

Dog Friendly Fenced 3BR King Bed

4.97 out of 5 average rating, 69 reviews
Top guest favorite
A bright living area is furnished with a leather sectional sofa and a comfortable accent chair. Natural light fills the space through large sliding doors, which lead to a spacious outdoor deck. A cozy fireplace is positioned against a neutral wall, complemented by tasteful décor.
Apartment in Rehoboth Beach

Elegant Beach Retreat | 3 Pools & Near Shore

4.98 out of 5 average rating, 56 reviews
Top guest favorite
A modern dining space is depicted with a round table set for four, featuring light blue plates and glasses. Contemporary bar stools line the kitchen counter, which showcases stainless-steel appliances. Adjustable lighting illuminates the area, enhancing the welcoming atmosphere.
Apartment in Rehoboth Beach

Velo Condo-2 BR, 2 BA, Pool view

5.0 out of 5 average rating, 76 reviews

When is the best time to visit Rehoboth Beach?

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