
Holiday houses in Sussex County
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Top-rated holiday rentals in Sussex County
Guests agree: these stays are highly rated for location, cleanliness and more.

SandyPaws Cottage at Big Stone Beach on the DE bay
This is a newer cottage on the Delaware Bay near Milford, DE, only 25 minutes to Rehoboth Beach and the Atlantic Ocean. Sleeps 4, 2 bdr, 1 bath, a double and a queen bed. Large sunny great room with tv and DISH satellite. There is over 500 sq feet of deck space overlooking the bay and the freshwater marsh managed by the Nature Conservancy. Watch sunrise over the bay and sunset over the beautiful marsh filled with many species of birds. Dogs must be walked on a leash and do-do picked up!
FamilyLocationNearby
4.9 out of 5 average rating, 140 reviews
Beach Highway Hobby Farm
We are a hobby farm with pygmy goats and free-range hens located along Beach Highway near Greenwood, Delaware, in the heart of the Mennonite Community (not to be confused with the Amish). We are centrally located in southern Delaware with many attractions within easy driving distance: Rehoboth Beach (35 minutes) Delaware State Fairgrounds (10 minutes) Dover Downs/Firefly (30 minutes) Ocean City, MD (50 minutes) Cape May/Lewes Ferry Terminal (30 minutes) DE Turf Sports Complex (20 minutes)
LocationFamilyLong stay
4.97 out of 5 average rating, 701 reviews
Discovery Rancher
This stylish new family ranch-style home, designed for comfort and privacy, was just completed in 2023. 3 bedrooms, 2 bathrooms, an outdoor grilling area, and a fully equipped kitchen make it the perfect spot for your group's beach vacation. Nearby - 4 miles to Food Lion grocery, 10 miles to Prime Hook National Wildlife Refuge & Rookery Golf Course, 15 miles to Lewes and Cape Henlopen State Park Beaches, 20 miles to Rehoboth Beach. 15 Minutes drive to Sports on the Beach in Georgetown, DE
LocationValueCheckout
4.93 out of 5 average rating, 100 reviews
Gracious & Spacious- Near DE Turf Complx & Beaches
🏡✨ Welcome to our charming home with Modern French decor, tucked just off Coastal Highway (SR1) in Milton. 🌿 A tranquil coastal retreat with easy access to DE Turf 🥍, Lewes Beach 🏖️, and Rehoboth Beach 🌊 — convenience meets calm. Two bedrooms 🛏️, two sofa beds 🛋️, and two bathrooms 🛁 anchor a sunlit, spacious living area that feels warm, refined, and inviting. The kitchen is made for gathering 🍽️🥂, with a washer and dryer for added ease. Coastal living at its absolute finest! 🌅
ValueFamilyLaundry
4.96 out of 5 average rating, 138 reviews
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.
ValueLocationTV
4.83 out of 5 average rating, 285 reviews
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.
LocationValueIndoor spaces
4.94 out of 5 average rating, 240 reviews
The 1934 Farmhouse (close to the beaches)
The 1934 Farmhouse not only has local history but plenty of space for everyone. Originally a century family farm with only few owners since being developed. It hosts 4 bedrooms, 2 1/2 baths, 2 dining rooms, large kitchen, a huge living room all sitting on 2 1/2 acres for the kids and pets to run have everything you need. Close to everything (Sports at the beach) just minutes away. The beaches Lewes, Rehoboth and Ocean City all within 30-40 minute drives. Thank you for booking.
LocationValuePets
4.81 out of 5 average rating, 219 reviews
Cozy condo / 3,5 miles from the beach.
Cozy condo in a perfect location, close to Rehoboth and Lewes. This is a spacious and bright ground level condo 2bedrooms/2 full bathrooms in Sandpiper Village. Is a perfect spot for having a great time with family, friends or couples. Sandpiper Village its located between Rehoboth Beach (3.5miles) and Lewes (4 miles). Our condo unit includes free parking, full kitchen, living room, dining room, washer/dryer, dishwasher, Youtube TV /wi-fi. We supply sheets and towels.
FamilyValueLayout
4.97 out of 5 average rating, 675 reviews
Hobbs & Rose | A Peaceful Cottage Escape
Built in 1941 from historic “clinker bricks,” this restored cottage is a dreamy place to slow down and reconnect. Surrounded by enchanted gardens and close to the beach, Hobbs & Rose is filled with charm—gorgeous living spaces, a carved marble soaking tub, and thoughtful details throughout. Enjoy a romantic getaway and unwind in our Sanctuary meditation room, where birdsong and forest friends welcome you. You relax—we’ve created every detail to help you feel restored.
FamilyLocationParks
5.0 out of 5 average rating, 258 reviews
Beachin' Inn Milton
Welcome to Beachin' Inn Milton! This cozy apartment located in the quaint, historical town of Milton, DE is the perfect getaway. Our apartment is light and airy with a beach theme. Enjoy the entire apartment to yourself with a keyless private entrance, full bath, washer/dryer, free Wifi and stocked assorted coffee pods. There is no stove/oven, however, we offer a microwave, toaster oven, Air Fryer and induction burner.There is private parking right out front.
ValueLocationGetting around
4.97 out of 5 average rating, 232 reviews
"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.
LocationFamilyBathroom
4.93 out of 5 average rating, 144 reviews
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* and no pets from June 14 to Labor Day.
LocationValueLong stay
4.99 out of 5 average rating, 238 reviewsPopular amenities for Sussex County holiday rentals
Other great holiday rentals in Sussex County

Peaceful off the beaten path on the Delaware Bay
FamilyLocationCleanliness
5.0 out of 5 average rating, 62 reviews
New Fully furnished house
ValueFamilyBackyard
4.91 out of 5 average rating, 65 reviews
Ruby's Retreat at the Beach
LocationFamilyCondition
4.85 out of 5 average rating, 33 reviews
The Coastal Getaway on Wil King
LocationFamilyCheckout
4.93 out of 5 average rating, 43 reviews
Gorgeous 5BR, 4.5BA, in town, pool, hot tub, beach
FamilyValueWi-Fi
4.96 out of 5 average rating, 57 reviews
Lewes Carriage House: Quiet for Mind, Body & Soul.
LocationFamilyComfort
5.0 out of 5 average rating, 70 reviews
Tiny house on the farm
HospitalityDecorCleanliness
5.0 out of 5 average rating, 4 reviews
Luxurious Eastern Shore Getaway
FamilyLocationCondition
5.0 out of 5 average rating, 32 reviewsDestinations to explore
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- Chincoteague Island
- Cape May Beach NJ
- Assateague Island National Seashore
- Ocean City Beach
- Wildwood Crest Beach New Jersey
- Broadkill Beach
- Rehoboth Beach
- Bethany Beach Boardwalk
- Assateague State Park
- Cape Henlopen State Park
- Dover Motor Speedway
- Willow Creek Winery & Farm
- Northside Park
- Wildwood Boardwalk
- Delaware Seashore State Park
- Jolly Roger Amusement Park
- Fenwick Island State Park Beach
- Stone Harbor Beach
- Roland E Powell Convention Center
- Wildwoods Convention Center
- Mariner's Arcade
- Ocean City Boardwalk
- Funland
- Bear Trap Dunes





