Lake house holiday rentals in Delaware

Diamond Lake Retreat

Welcome to our tranquil lakeside house in Milton, Delaware! We're delighted to host you in this serene getaway where you can enjoy the beauty of nature, explore the charming town of Milton, and indulge in local attractions like the famous Dogfish Head Brewery and nearby beaches. We are also a short driving distance to both Sports at the Beach and The Turf. For travel health providers, we are about 17 minutes to Bayhealth (Milford) Hospital and about 20 mins to Beebe Hospital, traffic depending.

Stunning Coastal Retreat New Home!

NEW LISTING Stunning Coastal Retreat in Bethany Beach. Get ready for an Unforgettable Vacation with your family at our newly built 4bed/3.5bath, Boutique-Style Airbnb, only 1.6 miles to the Beach. Enjoy a perfect blend of comfort and style in this spacious coastal home featuring a fully-equipped modern kitchen, cozy living areas, large deck w/grill, screen porch and shared Swimming Pool. Steps away from miles of beaches, and scenic trails, your stay promises relaxation, fun and lasting memories

Sandcastle Haven

Welcome to our 4-bedroom house in Millville!Comfortably hosting 10. Pack light! We provide towels (bathing & beach),linens,and essential toiletries & laundry pods.Seasonal beach shuttle is available too (10am-10pm for 2025)!Gather in our spacious open living area,enjoy outdoor fun in our large backyard and indoor entertainment in our game room,plus books,board games,and DVDs. Our guests enjoy Millville by the Sea's amenities: 3 pools,pickleball,trails,fishing pond,clubhouse grill,and crab shack.

Ocean Dreamin'

Come and relax in the comfort of this new beautifully appointed coastal beach home located less than 1.5 miles from the beach in Bethany. Home features vaulted ceilings, open living space for the entire family, and a large covered deck. We allow up to two dogs for your stay. Top it off with a short 2 minute walk to the entrance of the Fred Hudson Road Trail nature preserve or access the community dock on the Salt Pond at the end of the street for kayaking, paddle boarding, crabbing and fishing.

Lewes Carriage House : Spa Hot Tub/ Breeo Fire Pit

Lewes Carriage House offers a one-of-a-kind, architecturally designed boutique luxury stay nestled on a picturesque 4-acre estate. Ideally located just a 5-10 minute drive from downtown Lewes and Cape Henlopen beaches, the property offers the perfect balance of proximity and seclusion for romantic retreats, special occasions, or a unique escape. The grounds feature lush perennial gardens, an old-growth forest, native wetlands, and a serene 1-acre pond. Estate sized pool & private spa/hot tub.

Gorgeous Bayfront, Pool, Hot Tub, Linens Included

Enjoy over 2300 sqft of screened-in porch with 360 views of Rehoboth Bay and a wildlife reserve. Relax in the Hot Tub (all year) or splash with the kids in the Pool (May-Oct). Enjoy our free kayaks, fishing rods, crab traps, and paddle boards in the backyard Bay or in the Ocean at Lewes, Rehoboth or Dewey <20 min away. Reunite your family around the fireplace or host a birthday weekend with friends riding our free bikes across 3 miles of nature paths. Or Launch your jet ski on our boat ramp!

Salty Beach Love Family Home

DISCOUNT Low-season Rates - monthly This comfortable family vacation let is perfect for walking and biking safely on the quiet streets and wooded and waterfront nature trails. Bring your kayaks or launch your boat at the neighborhood ramp for an excursion down Herring Creek to the Rehoboth Bay. A community center with a salt-water pool (ten passes included) is a short walk away on a wooded path. From the property, a short drive delivers you to the beaches, restaurants, and shopping.

Waterfront Retreat

This renovated beach front home (with an EV Charger) sits on 3/4 of an acre and is as much about the indoors as it is about the outdoors. It boasts heated marble floors, towel warmers and LED mirrors with built-in defoggers in the bathrooms. The kitchen has granite countertops and stainless steel appliances. There are 5 distinct outdoor spaces to suit the mood or the occasion. For the water sports enthusiast, there's plenty of room to launch your kayak, a day sailer or even a catamaran.

House• Private Yard • Family Friendly•Near Beaches

Charming single-story home with a private 6-car driveway, perfect for family getaways. Located in a quiet, safe neighborhood, close to local shops, restaurants, and attractions. Just 15 minutes from Lewes Beach and 15–20 minutes from Rehoboth Beach, you’ll be perfectly situated for beach days, boardwalk fun, and family adventures. The home features a private yard ideal for kids and pets to play, making it a great choice for families traveling with little ones or furry friends.

Coastal Retreat | Lakefront | Pool | Hidden Gem

Unwind at your scenic get-away on the water, with a pool, dock, and relaxing backyard spaces. You’re just minutes from Historic Lewes, Cape Henlopen State Park, and the Bike Trail. Step into your vaulted living & dining room, where a large farmhouse table, a fully equipped kitchen, and stunning views await you! Breathe in the air on the covered porch, enjoy games in the backyard, or cozy up indoors with a good book. Everything you need for a perfect stay is here.

Lilly Pad: Fenced in yard, close to beaches & more

Relax with the whole family at this peaceful place to stay. Sleeps 10 (max 6 adults and 4 children) Our home is located in Overbrook Shores in Milton. It is 8 miles to Lewes, 10 miles to Rehoboth, and 11 miles to Dewey Beaches. Only minutes to world class dining, outlet shopping, boardwalk, water park, bounce house, golf, bike and hiking trails, multiple micro-breweries including Dogfish Head. No parties or large gatherings are allowed.

Spacious 4 Bedroom Coastal Retreat w/ Waterview

Forget your worries in this spacious and serene home overlooking the water in almost every room in the house. Newly renovated 4bed/3bath expansive home to fit your whole family and your friends! Conveniently located off of Rt. 1 & 9, 10 minutes to Lewes Beach, 15 minutes to Rehoboth Beach, and 12 minutes to Dewey Beach. Ample parking- garage, driveway, and designated spots across the street. 15 minutes to Dogfish Head Brewery!