
Holiday rentals in Sussex County
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Top-rated holiday rentals in Sussex County
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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!

Gracious & Spacious- Near DE Turf Complx & Beaches
Welcome to our charming home with Modern French decor, conveniently located off Coastal Highway (SR1) in Milton. This tranquil retreat offers easy access to DETurf, Lewes Beach, and Rehoboth Beach, blending convenience and relaxation. With two bedrooms, two sofa beds, and two bathrooms, our spacious living area is warm and inviting. The kitchen is perfect for gatherings, and a utility room with a washer and dryer adds convenience. Experience the best of coastal living in this delightful getaway!

Charming Apartment in Downtown, Historic Lewes
Unwind in this bright, freshly updated 1-bedroom apartment perfectly situated in the center of charming downtown Lewes. Overlooking the peaceful Mary Vessels Park, this second-floor retreat offers a full kitchen w/coffee bar, spacious layout, and unbeatable walkability. Just steps from local shops, restaurants, historic landmarks, and the scenic Canalfront Park, it's the ideal home base for your coastal getaway. Whether you're here to relax, dine, or discover, you'll love our welcoming hideaway!

Ranch Stay- Farm Animals, Jacuzzi, Arcade, Beaches
Welcome to the Swedish Cowboy, your ultimate escape! This unique BARNDOMINIUM home is designed to offer a memorable retreat for up to four (4) guests, with the flexibility to accommodate two (2) additional guests for a small fee. Enjoy the charming backyard where you can meet a variety of fuzzy and feathered friends or head inside and play on the arcade or relax in the jacuzzi. Perfectly situated near popular beaches and bustling boardwalks, you'll have plenty of options for fun and relaxation.

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)

The Beach Cabin, NO WI-FI
This private room is small, basic and rustic. Nestled in the back of the property, it offers a comfy queen bed, AC, small heater, electric blanket, a mini fridge, Keureg style coffee maker, in room toilet, outside shower and sink with hot water, private patio, clean linens and towels. Backyard is shared with other guests and has sitting areas and chimnea with firewood provided. Bethany Beach is a 10 min drive, Ocean City (145th st) is 20 min, Rehoboth-25 min. Beach gear available. TY.

Charming, Historic Lewes Cottage
This charming cottage is a great romantic getaway. It is cozy and an easy walk into the historic town of Lewes ~ many great restaurants are nearby. Lewes is a fascinating & historic town with so much to do: biking, canoeing, birding, beach time, museums, and more. The doors of the Cottage have low head jams and the stairs are compact. There is some noise from the nearby road ~ a white noise machine is provided. The cottage is compact, the refrigerator for the Cottage is a small one.

Stylish 2BR • Near DE Turf, Beaches & Dining
This brand new 2 bedroom apartment is right in the heart of downtown Milford, walking distance from local boutiques, night life & restaurants. Our apartment is dog & family friendly! We are located 20 minutes from beaches and shopping & about 10 minutes from the DE turf complex! We own a local restaurant & distillery (EasySpeak) and restaurant called Fondue. where you'll receive 20% off at during your stay! WE ARE PET FRIENDLY READ RULES IN "THE SPACE SECTION" BEFORE BOOKING

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.

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.

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.

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.
Popular amenities for Sussex County holiday rentals
Other great holiday rentals in Sussex County

The Red Chalet

Storybook Cottage in DT Reho, Walk to Everything

Waterfront Retreat | Kayaks, Deck, Mins to Beach

Pool, dog friendly, deck, fenced yard, Lewes

Beach Plum Retreat- In Town Beach Escape

Guest Suite, Private Entrance

Private Cabin near the Delaware Beaches!

1.5 miles from Sports at the Beach!
Destinations to explore
- Rentals with lake access Sussex County
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- Rentals with a kayak Sussex County
- Guest house rentals Sussex County
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- Apartment rentals Sussex County
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- Pet-friendly rentals Sussex County
- Rentals with breakfast Sussex County
- Rentals with an EV charger Sussex County
- Rentals with an accessible-height toilet Sussex County
- Rentals with pools Sussex County
- Rentals with beach access Sussex County
- Family-friendly rentals Sussex County
- Beachfront rentals Sussex County
- Waterfront rentals Sussex County
- Hotel rooms Sussex County
- Boutique hotels Sussex County
- Rentals with a hot tub Sussex County
- Holiday home rentals Sussex County
- Bed and breakfasts Sussex County
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- Rentals with a sauna Sussex County
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- Private suite rentals Sussex County
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- Fitness-friendly rentals Sussex County
- Tiny house rentals Sussex County
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- Flat rentals Sussex County
- Ocean City Beach
- Chincoteague Island
- Ocean City Boardwalk
- Cape May Beach NJ
- Wildwood Crest Beach New Jersey
- Broadkill Beach
- Assateague Island National Seashore
- Rehoboth Beach
- Willow Creek Winery & Farm
- Bayside Resort Golf Club
- Jolly Roger Amusement Park
- Northside Park
- Cape Henlopen State Park
- Assateague State Park
- Fenwick Island State Park Beach
- Delaware Seashore State Park
- Dover Motor Speedway
- Wildwoods Convention Center
- Gerry Boyle Park
- Roland E Powell Convention Center
- Mariner's Arcade
- Ocean City Boardwalk
- Hawk Haven Vineyard & Winery
- Wildwood Boardwalk




