House holiday rentals in Milton

Tiny House at Good Earth, near Bethany Beach

A custom 165 sq. ft. "Tiny House" located right between our theater and the garden dining area. True to the show "Tiny House Nation".. cool interior with custom woodwork, stairs to a lofted bed. Fully functioning kitchen. Spacious bathroom & shower. We provide TV and internet in the unit. We have 2 on-site restuarants, market, theater, and parking. Our AIRBNB village consists of 2 tiny houses, 2 cottages, tent sites, a loft appartment, and more! Staying at Good Earth is more than a beach trip!

Cozy Country Beach Home

Private 3 bedroom 1 1/2 bath raised ranch home on 4 acres surrounded by woods. Dog friendly with fenced backyard. Walking trail through woods. Near Lewes, Milton, Cape Henelopen and Long Neck. Short drive to Indian River Bay, Broadkill River, Rehobeth Beach and Tanger Outlets. Three miles from bike path. Enjoy local establishments including Dogfish Head Craft Brewery, Dewey Beer Co., Brimming Horn Meadery, Beachtime Distillery, YellowFins, Brickworks Brewing, and Irish Eyes. Come enjoy!

Chestnut-Near Dogfish&DE Turf Monthly/Wkly Rates

Monthly/Weekly Discounts Chestnut Retreat is a historic farm style home located in historic town of Milton, DE (12 miles from local beaches). DE Turf is 25 minutes away & Sports @ Bch is 10 minutes. This home has been renovated. Relax in the screened in porch with 2 reclining chairs & swing. Home has 3 bedrooms (1 bedroom down, 2 up) & queen sleeper sofa in living room. Patio has grill and fire pit. Short walk to Dogfish Restaurant. Easy walk/bike ride to downtown. Golf Courses minutes away.

Pet Friendly Home In A Private Beach Community!

Forget your worries in this spacious and serene space. Single-floor home with a very short walk to quiet Bay Beach. Spectacular 4 season Sunroom facing west over Primehook's 10,000-acre National Wildlife Refuge. Stunning sunsets and birding while dining or just relaxing after a day at the beach make this room a favorite. The home offers views of Delaware Bay. There is an outdoor shower for rinsing away the day's salt and sand. The fully fenced backyard includes a grill and space for your dog!

Glennie's Place Quiet Historic Street/Town

A small historic home in the city of Milton, De. Milton offers small USA hometown charm that is close the world famous Delaware beaches. This home was lovingly upgraded, renovated by Glennie's grandson. Enjoy the sunshine off of the back deck while preparing your BBQ. Take a short walk to Milton's city park which is a few minutes from the house off of the Broadkill River. Check out some of the gift shops, eateries, The Milton Theatre, or a tour of the world renown Dogfish Head Brewery.

Suds and Sand

Open to long term covid discounts!! Beautiful, completely restored 3 bedroom 2.5 bath in Downtown Milton, originally built in 1820 and fully restored in 2007. Several restaurants are with in a 5 minute walk and Dogfish Head Brewery is less than 1 mile away. Lewes Beach and Cape Henlopen are 15 to 20 minutes. Additionally some of the best fresh water bass fishing is 300 yards away. Some of the amenities include Fire pit, webber gas grill, 2 screened in porches, 3 beach cruisers.

Broadkill Beach, seafood, fishing, beach, birds

If you have never been to Broadkill, this is a must. If you are looking for a quiet place to relax, read your favorite book on an empty beach, fish or crab, visit the famous Rehoboth Boardwalk or shop at the outlets, this is the place for you. Located only 1 1/2 block from the beach. Bird watchers paradise. Home on dead end street with very little to zero traffic. Located next to Prime hook National Wildlife Refuge. The extra person charge is for adults only exceeding 4 guest.

Cheerful Country Bungalow - Near Dogfish Brewery

Welcome to our charming retreat on the outskirts of Milton, where comfort meets simplicity! Perfect for families and friends, our home features two inviting bedrooms, a cozy sofa bed, and a bathroom for a peaceful escape from city life. Just a short walk or bike ride away, you’ll find downtown Milton's attractions, including Dogfish Head Brewery, great dining options, and the historic Milton Theatre. Enjoy a delightful blend of relaxation and adventure in this inviting haven!

Maplewood - Simply Comfortable, Dog Friendly

Have fun with the whole family at this stylish place in the center of it all. Near the beach, away from the crowds. Local attractions: Sandhill Fields - .5 miles Sports at the Beach - 1 mile Dogfish Head Brewery - 5 miles Lewes Beach -8 Cape May Lewes Ferry Terminal Cape Henlopen State Park Tanger Outlets - 12.4 miles - 13.9 miles And lots of other tax free shopping. Rehoboth Beach Boardwalk - 17.5 miles Dover Downs - 39.1 miles Many other attractions nearby.

Relax, Party, Beach, Repeat!

The whole group will enjoy easy access to everything from this centrally located home. This private property is close to Rehoboth, Dewey and Lewes beaches. It is adjacent to Hopkins Farm Creamery and Hopkins Heartland. Sports at the Beach is a short drive. This private 6-bedroom home has a full game room and bar in the finished basement. The full outdoor deck with a wrap-around porch is perfect for entertaining. Beach chairs and an umbrella are provided.

"Sandy Feet" Broadkill Beachfront Home

Beachfront home w/ unobstructed bay views. Your group will enjoy front-row seats to breathtaking sunrises & water views from the elevated LR and wrap-around deck. The expansive deck with grill & fire table is a great place to sip your morning coffee or gather for dinner & enjoy the unobstructed sights & sounds of the bay. Stay and discover what makes Broadkill Beach so special! Linens are not provided but can be rented from local linen companies.

Beautiful Waterfront Home-Private, Clean, Relaxing

A beautiful and peaceful get-away all year round! Bright and sunny 3 bed/2 bath waterfront home with wrap-around deck. Fully stocked, community pool, walking trails, kayaks and more! Visit Rehoboth or Lewes Beaches (10 miles away), Cape Henlopen and tax-free outlet shopping (6 miles away)! Great for families, water lovers, and bird lovers! Sunday to Sunday weekly rentals *only* from Memorial Day to Labor Day.