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.

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Top Guest favourite
Home in Milford
4.98 out of 5 average rating, 41 reviews

Stunning Home-DE Turf 2 min & Gateway to beaches

Your family will be close to everything when you stay at our well appointed yet comfortable, centrally-located home! Just 2 min to the Turf Field Complex, 5 min to restaurants, movie theater, bowling, and shopping. 12 min to DAFB, only 20 min to the beaches! ✅ 3bed/2 bath- sleeps 9 ✅ Sleep number King, 2 Full, 2 Twin beds, pack-n-play ✅ Open LR, DR, Kitchen w/pellet stove FP 📺 Fast/secure Wifi & TV’s 🐾 Pet friendly ⭐️ HUGE, private fenced in yard(1.5 acres), fire pit, patio,basketball court!

Top Guest favourite
The exterior of a two-story wooden structure is presented, featuring a staircase leading to a covered balcony. The building is surrounded by trees displaying fall foliage, creating a serene outdoor atmosphere. A gravel area is noted at the base, with a vibrant red and white camper positioned nearby.
Apartment in Greenwood
4.97 out of 5 average rating, 692 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)

Top Guest favourite
The spacious living area features two comfortable gray couches and a central coffee table, surrounded by natural light from large windows. A textured accent wall and decorative plants enhance the room's ambiance, while neutral-toned stools provide additional seating.
Home in Milton
4.96 out of 5 average rating, 132 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! 🌅

Top Guest favourite
A coastal house is positioned on stilts along a serene beach. The sky displays hues of pink and purple at sunset, reflecting the peaceful atmosphere. Sand stretches along the shore, meeting the calm waters, while neighboring homes create a sense of community.
Home in Milford
5.0 out of 5 average rating, 58 reviews

Peaceful off the beaten path on the Delaware Bay

Take a break and unwind at this peaceful oasis. Lovely off the beaten path bay house. Enjoy nature. Bird watch if you are lucky you may see dolphins. bring your fishing pole or kayak. this beach is not good for swimming. Rehoboth beach is about 45 minutes away De turf Spots Complex about 15 minutes away. only 1 dog Preferably under 30 lbs but we'll make exceptions. You may also see black sand depending on what the tide is doing. cold weather discounts in place on calendar.

Top Guest favourite
A cozy sleeping area features a spacious bed with a quilted grey coverlet. Two decorative yellow pillows are positioned at the head of the bed. A small bedside table holds a lamp and books, while a colorful area rug adds warmth to the space.
Tiny home in Lewes
4.94 out of 5 average rating, 227 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.

Guest favourite
The cozy cottage showcases a welcoming exterior with wooden shingles and a front porch. An American flag is displayed, and two small shrubs frame the entrance. A clear pathway leads to the door, surrounded by a grassy area and trees in the background.
Tiny home in Ocean View
4.91 out of 5 average rating, 251 reviews

Tiny Cottage at Good Earth, near Bethany Beach

Welcome to the "Tiny Thyme Cottage" at Good Earth. The cottage is super cozy, perfect for a couple, with 1 queen bed, a kitchen & bathroom, and a small living area. You'll be staying on our 10-acre property, 4.7 miles from Bethany Beach. Convenient amenities include 2 on-site restaurants, market, theater, and ample parking. Our AIRBNB "Village" includes 2 tiny houses, a lofted apartment, and 2 cottages on the property. Staying at Good Earth is more than just a beach trip!

Top Guest favourite
A bright bedroom is presented with a spacious bed dressed in crisp white bedding. Natural light streams through several windows adorned with woven shades, revealing views of the lush outdoors. A large mirror and decorative tray add to the room's charming décor.
Home in Lewes
5.0 out of 5 average rating, 66 reviews

Lewes Carriage House-Hamptons Style Pool & Hot Tub

Lewes Carriage House is a 5 Star, one-of-a-kind, architecturally designed luxury escape nestled on a 4-acre estate w/ resort style pool, grounds & private spa/hot tub. Perfect for private, romantic honeymoon & baby-moon escapes, anniversaries, as well as forest bathing & wellness retreats. - 5-10 minute drive to historic downtown Lewes, boutique shopping and Cape Henlopen State Park beaches. - Lush perennial gardens, an old-growth forest, native wetlands & 1-acre pond.

Top Guest favourite
A charming cottage facade is framed by white columns and features a gabled roof. Two black rocking chairs, adorned with pillows, sit on a brick porch surrounded by colorful potted flowers. Lush greenery enhances the inviting atmosphere.
Cottage in Frankford
5.0 out of 5 average rating, 248 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.

Top Guest favourite
A spacious bedroom features a large bed with dark bedding, complemented by wooden nightstands and lamps on either side. A world map accent wall adds visual interest, while natural light from a window with sheer curtains brightens the room. An adjoining bathroom is visible in the background.
Apartment in Rehoboth Beach
4.97 out of 5 average rating, 666 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.

Top Guest favourite
A blue decorative anchor rests on a white surface, featuring a rustic rope detail. The soft lighting highlights the anchor's design, creating a nautical theme. A blurred background suggests a bright and airy space, complementing the apartment's beach-inspired decor.
Apartment in Milton
4.97 out of 5 average rating, 225 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.

Top Guest favourite
A spacious common area features tall ceilings and large windows, allowing natural light to fill the room. Bookshelves line the walls, filled with a diverse collection of books. A comfortable white sofa and glass coffee table create a cozy seating area, with a TV positioned nearby.
Guesthouse in Milton
4.97 out of 5 average rating, 226 reviews

The Book Nook - A Private Downtown Retreat

In the heart of downtown Milton, you will find a newly renovated guest cottage less than 10 miles to the beach! If you plan on staying local, simply park your car at the designated off-street parking space and travel by foot to the many shops, restaurants, and attractions offered in historic Milton. Whether you're walking the few short blocks to Dogfish Head Brewery or spending an evening at the theater, The Book Nook will serve as the perfect location!

Top Guest favourite
A tranquil garden path leads to the cottage entrance, flanked by lush greenery and vibrant flowers. A small fountain gently flows, surrounded by well-manicured grass and white gravel. The serene ambience is highlighted by the dappled sunlight filtering through the leaves.
Cottage in Lewes
4.97 out of 5 average rating, 308 reviews

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. It is not good for tall people because 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.

Popular amenities for Sussex County holiday rentals