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
A wooden sign featuring the name 'Sandy Paws Cottage' is displayed prominently. The artwork depicts the cottage with a landscape background and silhouettes of dogs, showcasing a rustic charm with subtle earthy tones.
Cottage in Milford

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!

FamilyValuePets

4.9 out of 5 average rating, 140 reviews
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

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)

LocationValueKitchen

4.97 out of 5 average rating, 701 reviews
Top Guest favourite
A spacious living area features a large sectional sofa, a coffee table, and a flat-screen television mounted on the wall. The open layout connects to a fully equipped kitchen and dining space, with sliding glass doors leading to the outdoor area. Decorative plants add a touch of greenery.
Home in Lincoln

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

LocationFamilyBathroom

4.93 out of 5 average rating, 100 reviews
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

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! 🌅

LocationFamilyCleanliness

4.96 out of 5 average rating, 138 reviews
Guest favourite
The exterior of a historic blue home is captured in this image. The house features two levels, with a gable roof and a welcoming front door. Brick accents are visible near the foundation, complemented by a neatly maintained yard and surrounding greenery.
Home in Milton

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.

LocationValueView

4.83 out of 5 average rating, 285 reviews
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

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.

LocationFamilyAccuracy

4.94 out of 5 average rating, 240 reviews
Guest favourite
Home in Georgetown

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.

FamilyLocationHospitality

4.81 out of 5 average rating, 219 reviews
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

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.

ValueLocationKitchen

4.97 out of 5 average rating, 675 reviews
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

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.

FamilyValueAccuracy

5.0 out of 5 average rating, 258 reviews
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

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.

LocationValueGetting around

4.97 out of 5 average rating, 232 reviews
Top Guest favourite
An outdoor deck is featured with comfortable seating and a fire table, inviting relaxation with a clear view of the bay. A grill is positioned nearby, while an umbrella provides shade over the seating area. The surrounding beach landscape is visible in the background.
Home in Milton

"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.

FamilyLocationAccess

4.93 out of 5 average rating, 144 reviews
Top Guest favourite
A wrap-around deck overlooks a tranquil waterfront view, featuring lush greenery and calm waters. A seating arrangement includes four chairs with cushioned backs, positioned for relaxation. The scene is punctuated by nearby trees, contributing to a serene atmosphere.
Home in Lewes

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.

FamilyLocationQuiet

4.99 out of 5 average rating, 238 reviews

Popular amenities for Sussex County holiday rentals