
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.

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.

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.

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.

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

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.

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)

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.

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.

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.

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.

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.

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
House rentals with a pool

Gorgeous Bayfront, Pool, Hot Tub, Linens Included

Dodd House Beach Home w/private pool and hot tub

Bayside Family Oasis - Perfect for Large Families

The Jungalow - Dog Friendly, Fenced in & Pool

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

River Cottage with pool

Beach Getaway, minutes away from everything!!

New Modern Beach Home, Close to Beaches
Condo rentals with a pool

Luxury at the Beach.

Consistent 5-star rating Lakefront 3BR & 2BA condo

Modern & Cozy Retreat | Pool | Close to Beaches

Mimi’s Place @ The Villages of 5 Points in Lewes

Renovated Condo Near Outlets, 3.5 Miles to Beach

Comfy and Convenient 2 bedroom/2 bath condo

First Floor Comfort and Convenience

Direct Oceanfront with a View and Amenities Galore
Other holiday rentals with a pool

2BR/2BA, pool, parking, walk to town

Loft Penthouse 8 min Drive to Beach & Boardwalk

Cozy Family Lewes 3BR Condo Near Beaches, Pool

Clean Family Friendly Getaway w/ unbeatable value!

The Cozy little Condo

Family friendly house in Rehoboth Beach near pool

1st floor - 3b/2b Condo - Pool - Linens Included

Coastal retreat •beaches, trails & historic Lewes•
When is the best time to visit Rehoboth Beach?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| 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 |
| Avg. temp | 3°C | 4°C | 7°C | 13°C | 18°C | 23°C | 26°C | 24°C | 21°C | 15°C | 9°C | 5°C |
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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