Holiday rentals with a pool in Delaware Bay

500ft to Private Beach! Hot tub-Local Pool-Fireplc

Start your morning soaking in the hot tub, or sipping coffee in rocking chairs on the front porch. Relax on the private beach, just 8 houses away, or head over to the local pool! Go for a stroll along the waterfront sidewalk & grab a bite at the beachfront eatery. Spot a school of dolphins under a red-sky sunset, before returning for a seafood boil & fire pit marshmallows roast. End the night with a movie and games cozy in front of the fire. Click our icon to check out our other Cape May homes!

Tiny house w/ Pool on water near Beaches / turf

Enjoy a peaceful waterfront stay in our custom-built tiny house, located on Cedar Creek just off Route 1. Conveniently situated only 10 minutes from Delaware Turf and 15 minutes from the beach. The home comfortably sleeps four and includes hot tub access. We live on-site and are happy to assist throughout your stay. Ideal for families, pets (please review rules under “The Space” section), contractors, and long-term renters. Perfect for travel nurses & remote workers – Monthly stays welcome!

Relaxing Getaway

Enjoy the shore at this fully renovated luxurious beach house. This 3 bedroom 2 bath (with sleeper Sofa) can sleep up to 12 people. The space has been recently renovated. New kitchen, new bathrooms, brand new carpets, and hardwoods. An amazing in ground heated pool, with 8ft privacy fence highlight the back yard. The back yard also features ample seating, a fire pit, and a brand new 7 person hot tub. This is the perfect getaway for any family or families looking for fun at the jersey shore.

Cozy Wildwood Crest Beach - Poolside Condo

Sunkissed Wildwood Crest Cozy Beach Condo. This beautiful poolside first floor one bedroom condo is available for you to enjoy! Newly updated and furnished with a cottagey style. Enjoy the beach just 2 blocks away, and steps away from the pristine pool of the Alps. This unit has all the joys of home, couch, smart TVs with internet, oven, stove, fridge, freezer, and shower. Bike to beautiful Cape May. ID Verification Required Must be 21 Years or older to lease 2 Adult Max No 3rd Party leases

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

Enjoy this 3rd floor (no elevator) renovated condo with amenities-tennis courts, walking & biking paths connecting to downtown Lewes & 2 outdoor pools in season. The condo is east of route 1, 3 miles to Lewes beach & 15+ restaurants, 5 you can walk to (2 blocks away), nail salon, a hair salon, grocery store and a CVS (4 blocks). We need pictures of everyone’s license and the person booking must be at least 25 years of age. There is 4 beach chairs and a large umbrella & 2 chair umbrellas.

Annapolis Garden Suite

Welcome! We’re tucked away on a forested residential street, roughly a 7 minute drive from restaurants, coffee shops and all that Annapolis has to offer. 15m from the coast, 30m from Baltimore and 35m from DC. Tl;dr: this is a private ground-level guest suite with 3 beds, 2 bedrooms, 1 desk (optional standing desk), 1 kitchen with oven, dishwasher + Nespresso/pour over, 2 tvs, laundry room with washer/dryer, fast wifi, a pool, patio and a forest view. We live on the top floor.

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.

Wilde Rose By The Bay - Salt water Inground pool

Quaint 3 bedroom home, 2 queen size beds, downstairs and 1 queen size bed and a full size bed upstairs full bath downstairs and half bath upstairs.spiral stairs to get upstairs or outside steps. out door shower also. Sleeps 6. salt water inground pool (12x26) Large back deck, with gas grill Covered front porch, and second floor open deck with view of amazing sunsets from either deck. Across the street from the bay.Pool will open May and close first week in october.

First Floor Comfort and Convenience

This first floor condo is conveniently located in a family-friendly community with all you need within walking distance, including several restaurants and a grocery store. A short and easy 3-mile drive to Lewes Beach and the charming town of Lewes makes this an ideal location. Amenities include access to two pools, tennis courts and kids play area. The Georgetown Lewes Biking/Walking Trail, that connects to the town of Lewes, is literally steps from our front door.

1st Floor Beach-town Condo in Lewes

Come stay at our favorite little beachtown condo in Lewes! This 1st floor 2 bedroom, 2 bath condo has everything you need for an enjoyable and relaxing vacation! You will be just a few miles to the beach and outlet malls, have access to the community pools (May-Sept), park, and sport courts, and will be within walking distance to several great restaurants and shops. While we are "pet friendly" only 1 pet (dog or cat, 40lb maximum) is allowed per the HOA rules.

Casa al Mare - Beautiful 2 bdr on the Beach Block!

*Must be 25 or older This beautiful 2 bedroom, 2 bathroom beach property provides direct access to both a stunning beach and a refreshing pool. The interior is stylish and modern, with tasteful furnishings and essential amenities that create a comfortable living space. Enjoy the convenience of beachfront living and the luxury of a pool just steps away from this lovely property. *We are dog friendly but no pitbulls allowed due to past issues with neighbors

OceanFront-Fireplace-sleeps4-Balcony-King-Disney+

Welcome to Salty Shark - direct oceanfront studio! This remodeled studio sleeps 4 and is in North Ocean City near great restaurants, bars, and 58 acre North Side Park. The park has sports fields, a recreation center, a walking/biking path, crabbing pier, playground, and outdoor fitness area. Building has outdoor pool in summer too! The unit features a King Murphy bed, and a Queen sofa bed. There's also an outdoor pool open in summer months!