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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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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, 198 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, 236 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, 174 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, 106 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, 102 reviews
Top guest favorite
A spacious bedroom is presented, featuring a four-poster bed with a light-colored bedding set. Flanking the bed are two bedside tables, each with a lamp. Natural light filters through the window, illuminating the soft, neutral tones of the room.
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, girls’ weekends, and relaxing coastal getaways.

4.99 out of 5 average rating, 118 reviews
Top guest favorite
Condo in Lewes

Modern & Cozy Retreat | Pool | Close to Beaches

Enjoy a relaxing Lewes getaway nestled just off Coastal Highway, with easy access to beaches, dining, and local attractions. Less than 5 miles to Lewes Beach and less than 7 miles to Rehoboth and Dewey Beach, making it easy to enjoy the ocean, boardwalk, and everything the area has to offer. Just minutes from Nassau Valley Vineyards, Georgetown-Lewes Trail, Cape Henlopen State Park, historic downtown Lewes, great restaurants, breweries, and tax-free shopping at Tanger Outlets.

4.95 out of 5 average rating, 322 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, 235 reviews
Top 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

Saturday to Saturday bookings from the third week in June through mid August. Large 5 bed 3.5 Bath Luxury Home with pool and hot tub. Parking for six to eight cars. ARRIVE, STOCK UP, AND NEVER LEAVE IF YOU CHOOSE! GET YOUR FAMILY AND FRIENDS TOGETHER SAFELY! This large 4,500 square foot rental unit includes 5 private BR, 3.5 BTH, and sleeps 18! Pool opens May 15th until September 30th. Outdoor fire pit with some wood provided. 25 and older please.

4.88 out of 5 average rating, 249 reviews
Guest favorite
A spacious kitchen is highlighted by an 11 ft island with four round bar stools. Pendant lighting above creates a warm ambiance. Modern appliances and a stylish backsplash are featured, enhancing the functionality of the space. Neutral tones and open shelving provide a clean, inviting atmosphere.
Home in Rehoboth Beach

Hot tub, Pool, Shop & Dine, Sleeps 8

A convenient central location between Rehoboth/Dewey and Lewes Beaches. You can walk to the neighborhood pool (available Memorial Day- Labor Day). Stylish, clean and comfortable, our house is an entertainer's dream. A huge 11 ft island and open concept living space is perfect for gatherings. Each bedroom is curated for comfort. The peaceful, private back deck is perfect to layout. We go above and beyond to ensure the best experience for our guests.

4.94 out of 5 average rating, 184 reviews
Guest favorite
A modern living space features a light color palette with wood accents and large glass doors offering ocean views. A sectional sofa, dining table, and stylish chairs are arranged for comfort. A telescope invites exploration of the expansive sea, while natural light brightens the area.
Vacation home in Rehoboth Beach

Mid century vacation condo newly renovated.

Enjoy a stylish experience at this centrally-located place. Expansive ocean views, fully renovated space with tasteful details and a serene palette to maximize your well deserved peaceful vacation time. Walk distance to a great variety of high-end restaurants and beach treasures, gift shops, ice cream parlor and games next door. The unit includes a free parking spot in the building. Enjoy brand new bedding and mattresses and everything else.

4.96 out of 5 average rating, 110 reviews
Top guest favorite
A wrap-around deck overlooks a tranquil waterfront view, featuring lush greenery and calm waters. A seating arrangement includes four chairs with cushioned backs, positioned for relaxation. The scene is punctuated by nearby trees, contributing to a serene atmosphere.
Home in Lewes

Beautiful Waterfront Home-Private, Clean, Relaxing

A beautiful and peaceful get-away all year round! Bright and sunny 3 bed/2 bath waterfront home with wrap-around deck. Fully stocked, community pool, walking trails, kayaks and more! Visit Rehoboth or Lewes Beaches (10 miles away), Cape Henlopen and tax-free outlet shopping (6 miles away)! Great for families, water lovers, and bird lovers! Sunday to Sunday weekly rentals *only* and no pets from June 14 to Labor Day.

4.99 out of 5 average rating, 235 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, 101 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, 150 reviews
Top guest favorite
An open-concept living space is presented, featuring a dining area with a wooden table and chairs. Comfortable seating arrangements are located in the foreground, complemented by natural light entering through nearby windows. Wood accents and nautical decor add to the atmosphere of the room.
Home in Rehoboth Beach

Beach Getaway, minutes away from everything!!

4.98 out of 5 average rating, 42 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, 55 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, 78 reviews
Guest favorite
A spacious living area features a comfortable sectional sofa arranged around a central ottoman. A stone fireplace serves as a focal point, complemented by a large HDTV on the wall. Natural light enters through the nearby windows, enhancing the room's welcoming atmosphere.
Home in Rehoboth Beach

Spacious Family Beach House with Private Hot Tub

4.93 out of 5 average rating, 29 reviews
Top guest favorite
The image captures a serene beach at sunset, where gentle waves lap against the shore. The sky displays a gradient of warm hues, transitioning from orange to soft blues, while the horizon reflects the shimmering water under the fading light.
Home in Rehoboth Beach

Cozy Coastal Haven: Beach Community Charm

4.98 out of 5 average rating, 94 reviews

Condo rentals with a pool

Guest favorite
A circular glass table with four woven chairs is positioned on the patio, overlooking a tranquil lake surrounded by greenery. Sunlight filters through the trees, casting soft reflections on the water's surface.
Condo in Rehoboth Beach

Right on Silver Lake walk to the beach and town!

4.91 out of 5 average rating, 179 reviews
Guest favorite
Condo in Rehoboth Beach

OceanfrontJewel|DirectOceanView•NewlyRenovatedPool

4.9 out of 5 average rating, 105 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

4.98 out of 5 average rating, 220 reviews
Top guest favorite
A modern kitchen area features wooden cabinets, stainless steel appliances, and a stone accent wall. A circular glass dining table is surrounded by wicker chairs, providing a cozy space for meals. The overall layout is bright and inviting, with natural light highlighting the contemporary decor.
Condo in Rehoboth Beach

Cozy Condo on Silver Lake - Walk to the beach!

4.94 out of 5 average rating, 134 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

4.88 out of 5 average rating, 142 reviews
Top guest favorite
Condo in Rehoboth Beach

Cozy Creekwood Condo - Relaxing Getaway - W/ Pool

4.98 out of 5 average rating, 307 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, 147 reviews
Top guest favorite
A serene bedroom features a spacious bed draped in a light blue and beige quilt, adorned with nautical patterns. Flanking the bed are two matching bedside lamps on wooden nightstands. A subtle coastal decor, including fish wall art, complements the tranquil atmosphere, with an ensuite bathroom visible in the background.
Condo in Rehoboth Beach

Beach condo w/pool! All linens & beach supplies

4.96 out of 5 average rating, 111 reviews

Other vacation rentals with a pool

Guest favorite
An outdoor space features a private heated pool surrounded by green grass and neatly trimmed bushes. A lounge chair is positioned nearby, and a fence provides privacy. Sunlight casts shadows from the nearby trees, creating a serene atmosphere.
Vacation home in Rehoboth Beach

5 bed 5.5 bath w/ heated pool, 5min walk to beach

4.95 out of 5 average rating, 21 reviews
Top guest favorite
Home in Lewes

Ruby's Retreat at the Beach

4.9 out of 5 average rating, 29 reviews
Top guest favorite
The outdoor space features a rectangular saltwater pool, surrounded by a smooth stone patio. Reclining loungers and teak umbrellas provide shaded seating. Lush greenery, including trees and shrubs, creates a serene backdrop, enhancing the overall tranquility of the setting.
Home in Lewes

Lewes Carriage House-Hamptons Style Pool & Hot Tub

5.0 out of 5 average rating, 68 reviews
Top guest favorite
Townhouse in Rehoboth Beach

3 blocks to beach (pool/linens)

5.0 out of 5 average rating, 13 reviews
Guest favorite
A heated pool is surrounded by a concrete patio, featuring several lounge chairs and outdoor seating. Lush greenery provides shade around the pool area, and the two-story home is visible in the background, enhancing the outdoor appeal.
Home in Rehoboth Beach

Heated pool, screened porch, walk to town & beach

4.89 out of 5 average rating, 37 reviews
Top guest favorite
Guesthouse in Lewes

Lewes Home | Pool, Dogs Welcome, Fenced Yard

5.0 out of 5 average rating, 36 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, 72 reviews
Top guest favorite
An all-season porch features large windows that allow natural light to fill the space. Two comfortable couches are arranged around a central coffee table adorned with fresh fruit and snacks, creating an inviting setting for relaxation. A neutral-striped rug complements the decor.
Townhouse in Rehoboth Beach

Clean Family Friendly Getaway w/ unbeatable value!

4.96 out of 5 average rating, 48 reviews

When is the best time to visit Rehoboth Beach?

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