
Holiday rentals in Sussex County
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Top-rated holiday rentals in Sussex County
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Unique Creative Private Cottage Gated Acreage
Recharge in this one-of-a-kind cottage set back 600 feet from the road on private gated acreage—peaceful, totally secure, and stylishly unique. Great location! Private 800 sq ft cottage, doorstep parking Smart TVs / Netflix no ads Kitchenette with stovetop, microwave Added food station New HVAC & water heater Large walk-in shower Banks of sunlit windows 10' ceilings Restful retreat Privacy fenced covered porch patio with Curved wood hammock & sail sunshade Betsy arranges special celebrations!!

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)

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.

Dome Tent sleeps 2 w/Goats
Adventures Await Retreat presents Sleeping under the stars with the goats. We have plenty of amenities include, indoor pool, mini golf, nature trails, playground, fire pit, lots of farm animals and most important the goats. You will have access to the egg shack to purchase for cash snacks and fresh eggs. There is a outside sitting area with bistro and indoor sitting area. you have access to the private bath house and in your tent is a electric space toilet, shower is short walk

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.

Cozy Family Townhouse • King Bed • Private Patio
Enjoy an unforgettable stay in this charming townhouse located in Milton, Delaware, thoughtfully designed to offer comfort, harmony, and a cozy, inviting atmosphere. Perfectly located near some of Delaware’s most beautiful beaches and attractions: •14 minutes to Broadkill Beach •25 minutes to Savannah Beach •30 minutes to Rehoboth Beach Just 4 minutes from downtown Milton, where you’ll find charming restaurants, bars, For fishing lovers Milton Fishing Pier only 3 minutes away.

Lewes Carriage House /Salt Water Pool/Spa 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.

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.

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.

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.

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

Cozy Cottage on Clay

Milford House

Storybook Cottage in DT Reho, Walk to Everything

The Little Blue Cottage

Peaceful off the beaten path on the Delaware Bay

The Punny Farm

Waterfront Escape, Everything You Need, Unit B

Ruby's Retreat at the Beach
Destinations to explore
- Townhouse rentals Sussex County
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- Rentals with beach access Sussex County
- Chincoteague Island
- Cape May Beach NJ
- Assateague Island National Seashore
- Ocean City Beach
- Wildwood Crest Beach New Jersey
- Ocean City Boardwalk
- Broadkill Beach
- Rehoboth Beach
- Assateague State Park
- Cape Henlopen State Park
- Bethany Beach Boardwalk
- Willow Creek Winery & Farm
- Northside Park
- Dover Motor Speedway
- Delaware Seashore State Park
- Jolly Roger Amusement Park
- Stone Harbor Beach
- Ocean City Boardwalk
- Fenwick Island State Park Beach
- Wildwood Boardwalk
- Roland E Powell Convention Center
- Wildwoods Convention Center
- Mariner's Arcade
- Gerry Boyle Park





