Vacation rentals with a pool in Dewey Beach

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.

Bay View Condo, Pool @59th street

This condo is newly renovated and and has a stunning view of the bay with the most spectacular sunsets. It is also located in walking distance of popular restaurants, family attractions and is only a short walk to the beach. There is all day and night public transportation, and a conveniently located 7-11 for those last-minute snacks and pizza. The building has a private pool for all units with access to the dock on the bay, so grab your kayak for those beautiful Maryland sunrises and sunsets.

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!

Beach Paradise VII-New Townhouse with Pool, Garage

Welcome to Island Cove Townhouses! Newly built, spacious and beautifully furnished 3 bedrooms, 3.5 baths, 3 levels, luxury townhouse with garage. The community is located next to the bay in prime downtown location, 2 blocks from the beach and Ocean City's famous Boardwalk. This water front community offers not only boat docks, but also a private pier and community outdoor pool. Along with all the modern amenities, this south facing unit offers water views of BOTH the bay and the ocean.

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!

Slps 6 | Comm. Pool | PetsOK | WD | Bikes | Kayaks

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.

Renovated Downtown Townhome W/ Pool & Shuffleboard

Update- Outdoor pool closes 9/23/24 Modern, downtown Bayside 2-level townhouse w/ large community pool. Prepare to relax and unwind in this 2-level beach house! This central location makes it very easy to walk to the beach, boardwalk, and many restaurants & shops. The kitchen is fully stocked with all your cooking needs. Enjoy the pool view from right outside your sliding door. There isn't much more you could ask for. Bath and bed linens provided.

Cozy condo, 3 pools, and 4 beds in Rehoboth Beach

Get ready to relax immediately in this cozy and bright condo in a quiet community. The condo is a WALK-UP 3rd floor with vaulted ceilings, multiple balconies, and a relaxing screened porch with a view. We provide linens for the beds, bath towels, boogie boards, and beach chairs. Just over a mile from the beach and within walking distance are 3 community pools, a brewery, a grocery store, seafood restaurants, a water park, and more.

Condo with Pool in the Heart of OC

First floor family friendly condominium with pool located within walking distance to the boardwalk, beach, amusement park, mini golf, and many restaurants. It has one bedroom with 2 queen beds and a pull-out sofa in the living room. Linens, bath towels, washcloths, and beach towels are provided for your convenience. The pool is located in the middle of the beautiful courtyard. There is a patio to enjoy the sunrise or sunsets.