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

The Garden at Clayton House
This newly renovated home in the heart of Dagsboro is a peaceful garden getaway. Visitors are perfectly situated to enjoy the world-class Delaware Botanic Gardens and are minutes to Millville, Ocean View and the DE & MD beaches. From Clayton house you can walk to charming antique & gift shops, a diner style restaurant, a cafe with coffee and ice cream, a toy store, a quilt shop, a barber shop and beauty parlor, a movie theater and a beautiful park. Come experience the charm of Dagsboro.

Cozy Condo on Silver Lake - Walk to the beach!
Located in the middle of a nature preserve on Silver Lake, and walking distance to the beach this end unit condo boasts stunning views and cozy modern decor. Enjoy the pool just steps from your lakeside patio or take a short walk to the beach or town crossing the footbridge (known by locals as turtle bridge.) Lovely boutiques and fine dining in town plus numerous family friendly restaurants. 5 minute drive to Tanger Outlets. Rehoboth Beach parking pass provided with each rental.

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.

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.

Delightful Skoolie Near Bethany Beach
Try tiny living! Come to the Delaware beach for a unique glamping experience. The Coastal Cruiser is a 1985 Thomas School Bus turned tiny home. Spend your days exploring the Delaware Coast and come home to a rustic Skoolie with a full kitchen & outdoor area. You have access to fire pit, grill, and outdoor seating area. We’ve renovated- there is a bunk bed, and a full bathroom with toilet, shower, and sink. The bathroom is in a separate building about 20 ft from the bus.

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.

Modern Townhouse, On Trail, Close to Beach
Escape to our fresh and relaxing home for coastal vacationing minutes from the beach! We welcome you to our inviting townhome to explore local activities, beaches, dining and shopping! You can start and finish your active days on the sunny screened-in porch with a peaceful coffee and glass of wine. In summer you will have access to the neighborhood pool steps from the front door, and it is on the bike trail for exercising or cruising into Lewes or the beaches. Enjoy!

Bethany Bay. Sleeps 4. AC, Pool, Ground Floor
Unit 6302 at Bethany Bay is a 2 BR, 2 Bath, ground floor unit with panoramic views of the waterways and Indian River Bay. Sleeps 4. Free parking. Fully equipped kitchen, AC, fireplace, community outdoor pool, jogging/hiking path, 9 hole golf course. NON-SMOKING UNIT. Enjoy dinner and drinks on the enclosed rear porch and take in the view. 5 miles to Bethany Beach, 12 miles to Ocean City, 17 miles to Rehoboth Beach. I will allow one dog and the pet fee is $200.

Seaside Sunroom, No cleaning fee, No Wi-Fi.
Bright small space, attached to main house, but has it's own entrance. Room has a queen bed, full bathroom with tub, Keureg style coffee maker, mini fridge; live plants in room, 7 min drive to Bethany Beach. View and access to backyard seating, chimnea, No WIFI, no TV. Beach gear available.There is no access to or from main house, but some muffled noise can be heard during the day, including a small dog. Self check in with a key, but no late check in, please, ty!

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

Sunny Coastal Cottage 3bd 2bth

Gracious & Spacious- Near DE Turf Complx & Beaches

Diamond Lake Retreat

Son Haven Cottage

“The Loft” Cozy Retreat in Rehoboth Beach

Lovely 3 bedroom apartment with a pool

Bethany Townhome-50ft to Shore!

Pet Friendly Comfort at Bethany Beach
Destinations to explore
- Tiny house rentals Sussex County
- Villa rentals Sussex County
- Apartment rentals Sussex County
- House rentals Sussex County
- Rentals with an accessible-height toilet Sussex County
- Rentals with a patio Sussex County
- Rentals with lake access Sussex County
- Rentals with outdoor seating Sussex County
- Guest house rentals Sussex County
- Townhouse rentals Sussex County
- Waterfront rentals Sussex County
- Pet-friendly rentals Sussex County
- Bed and breakfasts Sussex County
- Rentals with a firepit Sussex County
- Hotel rooms Sussex County
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- Private suite rentals Sussex County
- Fitness-friendly rentals Sussex County
- Beachfront rentals Sussex County
- Rentals with a fireplace Sussex County
- Boutique hotels Sussex County
- Flat rentals Sussex County
- Rentals with pools Sussex County
- Cottage rentals Sussex County
- Rentals with beach access Sussex County
- Holiday home rentals Sussex County
- Rentals with a kayak Sussex County
- Family-friendly rentals Sussex County
- Rentals with a sauna Sussex County
- Rentals with a washing machine and dryer Sussex County
- Ocean City Beach
- Ocean City Boardwalk
- Broadkill Beach
- Cape May Beach NJ
- Wildwood Crest Beach New Jersey
- Chincoteague Island
- Assateague Island National Seashore
- Willow Creek Winery & Farm
- Jolly Roger Amusement Park
- Bayside Resort Golf Club
- Bear Trap Dunes
- Northside Park
- Cape Henlopen State Park
- Assateague State Park
- Fenwick Island State Park Beach
- Delaware Seashore State Park
- Killens Pond State Park
- Lewes Public Beach
- Gordons Pond State Park Area
- Gerry Boyle Park
- Mariner's Arcade
- Funland
- Roland E Powell Convention Center
- Trimper Rides of Ocean City




