Holiday rentals with a pool in Rehoboth Beach

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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 favourite
An open-concept living area features a spacious gray sectional sofa arranged around a casual coffee table. Bar seating at the kitchen island is complemented by stylish stools. Natural light fills the room, highlighting the subtle décor and a wall adorned with decorative fish.
Condo in Dewey Beach
4.98 out of 5 average rating, 112 reviews

Newly Renovated Modern 2 Bed/2 Bath Condo w/ Pool

Newly renovated and designer decorated 2 bedroom/2 bath beach condo with the most comfortable beds imaginable. Located in the heart of Dewey Beach with an outdoor pool and only 1 block to beach and bay. One bedroom includes a King sized bed with private bathroom. The 2nd bedroom includes a Queen and a Twin sized beds adjacent to the 2nd bathroom. The fully equipped kitchen features stainless steel appliances, granite countertops, an island w/ seating, and washer/dryer. 2 parking spots included.

Top Guest favourite
Condo in Rehoboth Beach
4.99 out of 5 average rating, 167 reviews

Stress-Free Family Beach Stay | Pool + Kid Perks

From the moment you walk in, it just feels different. Fresh flowers, thoughtful touches, and even surprise goodies for the kids-everything is designed so your family can relax instantly. No over-packing, no stress-we've stocked it all (beach gear, snacks, games & more). Tucked in a quiet spot just minutes from the beach & boardwalk, you get the best of both worlds. This isn't just a stay--it's a place families come back to year after year. No kiddos coming-No worries! Kids items are put away.

Top Guest favourite
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
4.96 out of 5 average rating, 187 reviews

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.

Guest favourite
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
4.9 out of 5 average rating, 167 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

Top Guest favourite
Condo in Rehoboth Beach
4.98 out of 5 average rating, 293 reviews

Cozy Creekwood Condo - Relaxing Getaway - W/ Pool

Spring Break Getaway! Fresh New Photos! Perfect location to enjoy the holiday season in Southern DE for upcoming events, such as Polar Bear Plunge, Super Bowl Weekend or Dewey’s Famous Winter Gala! Whether you're planning a beach vacation, a business trip, or a shopping spree at the nearby Outlets, this condo is the ideal retreat. Conveniently located near dining, shopping, scenic trails, and just a short drive to Lewes, Rehoboth, and Dewey by having everything you need for a memorable stay.

Top Guest favourite
A balcony view captures a wide expanse of lush green fields and dense trees, framed by a soft gray sky. The natural landscape offers a serene backdrop, highlighting a peaceful atmosphere. A railing can be seen in the foreground, providing a sense of depth.
Condo in Lewes
4.99 out of 5 average rating, 205 reviews

Condo 2 Bedroom Waterfront Lewes/Rehoboth DE

2 Bedroom Condo Top Floor (3rd Floor) - Waterfront in Lewes/Rehoboth Beach DE Great Scenery Views - The Residence at Rehoboth Bay. Each bedroom has 1 king size bed and 1 queen size air mattress (in closet) *Community Pool available during in-season (8am-8pm) *No cleaning fee Nearby amenities and attractions include: Rehoboth Beach Boardwalk (6 Miles) Cape Henlopen State Park (8 Miles) Dewey Beach, DE (7 Miles) Bethany Beach, DE (18 Miles) Ocean City, MD (32 Miles) Shopping Outlets (4 Miles)

Top Guest favourite
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
4.99 out of 5 average rating, 150 reviews

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.

Guest favourite
The living room features a light grey sofa set, including a pull-out queen sleeper, and a coffee table. An entertainment unit with a large TV is present, along with soft lighting from a standing lamp. Sliding glass doors offer access to a balcony with outdoor seating.
Condo in Rehoboth Beach
4.87 out of 5 average rating, 135 reviews

Rehoboth Beach Canal Retreat

This newly renovated 2 bedroom, 2 bath condo is located in a prime location for anyone wanting to take advantage of all Rehoboth Beach has to offer! Community pool access (in summer season-only), free parking, & walking distance to restaurants, breweries, trails, parks, and downtown are among the benefits of this spot. The beach is a 20 minute walk or 5 minute drive! Just east of Route 1, this second floor condo speaks to couples, small families or a group of friends looking for a getaway.

Guest favourite
A partial view of the ocean is visible from the balcony, showcasing the sandy beach and a section of the pool below. Beach umbrellas and chairs are arranged along the shore, set against a clear blue sky.
Condo in Bethany Beach
4.88 out of 5 average rating, 130 reviews

Featured on HGTV! Bethany Beach Ocean Front Condo

Welcome to Annapolis House, an ocean front resort in Bethany Beach. This updated 4th floor condo gives you everything you need for your vacation. Steps from the pool and private beach, you'll hear the waves from your balcony. This 1 bedroom condo is perfect for a couple with 1-2 children. There is a queen sleeper in the living room and a full sized folding crib in the bedroom. pa. Towels and sheets are not included. We recommend using a linen service or bringing your own sheets and towels.

Top Guest favourite
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
4.94 out of 5 average rating, 123 reviews

Cozy Condo on Silver Lake - Walk to the beach!

Located in the middle of a nature preserve on Silver Lake, and walking distance to the beach this end unit condo boasts stunning views and cozy modern decor. Enjoy the pool just steps from your lakeside patio or take a short walk to the beach or town crossing the footbridge (known by locals as turtle bridge.) Lovely boutiques and fine dining in town plus numerous family friendly restaurants. 5 minute drive to Tanger Outlets. Rehoboth Beach parking pass provided with each rental.

Top Guest favourite
White Adirondack chairs are positioned along a lakeside path, offering a view of calm waters surrounded by vibrant autumn foliage. The ground is covered with fallen leaves, and a large tree casts gentle shade nearby.
Condo in Rehoboth Beach
4.9 out of 5 average rating, 101 reviews

1 Bedroom 1 Bath Condo on Silver Lake

Newbold Square is tucked away in Rehoboth Beach on Silver Lake. It is a quiet, sleepy, 40 unit complex with a lakeside pool that offers sun and shade among towering trees. This condo has one bedroom and one bathroom. There is also a queen size sleeper sofa. There is a well stocked kitchen with plenty of storage space. We supply linens, bath towels, four beach towels, four beach chairs, a beach wagon, and a gas grill. No pets are permitted. Our space is allergen free.

Guest favourite
A modern living area is presented with a large sectional sofa, accompanied by two stylish chairs. A vibrant wall art piece enhances the space, while natural light enters through glass doors leading to an outdoor patio. A round coffee table and area rug complete the inviting setup.
Townhouse in Rehoboth Beach
4.94 out of 5 average rating, 193 reviews

Modern Beach Vibe - Rehoboth Beach

Step into a beautifully comfortable designer townhome, and relax in style just blocks from the restaurants & beach on Rehoboth Avenue. Much care has been given to all the furnishings in this 2300sq foot, 3 stories, from the Gourmet Kitchen, Great Room, 3 gorgeous bedrooms, 2 full baths, 2 half baths, patio, to the 2 balconys, large 3rd floor indoor & outdoor living, plus a pool. Every detail is of the highest quality to evoke a relaxed upscale modern beach vibe.

Popular amenities for Rehoboth Beach rentals with a pool

When is the best time to visit Rehoboth Beach?

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Avg. price$269 AUD$279 AUD$287 AUD$286 AUD$389 AUD$500 AUD$618 AUD$596 AUD$418 AUD$297 AUD$296 AUD$287 AUD
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Quick stats about holiday rentals with a pool in Rehoboth Beach

  • Total holiday rentals

    Explore 530 holiday rentals in Rehoboth Beach

  • Nightly prices starting at

    Rehoboth Beach holiday rentals start at $14 AUD per night before taxes and fees

  • Verified guest reviews

    Over 18,240 verified reviews to help you choose

  • Family-friendly holiday rentals

    420 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 110 rentals that welcome pets

  • Rentals with dedicated workspaces

    270 properties have a dedicated workspace

  • Wi-Fi availability

    530 of Rehoboth Beach holiday 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!

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