
Holiday rentals in Sussex County
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Sussex County
Guests agree: these stays are highly rated for location, cleanliness and more.

Nicencozy, near DE Turf, Bayhealth, beaches, AFB
Stay in peace at this smoke-free, quiet abode. Within 10 mins of Milford (Bayhealth Sussex, Walmart, shopping, pharmacies, restaurants, etc.). 15 mins: DE Turf, Milton, breweries. 20-30 mins: Bowers Bch, Pickering Bch, Sports at the Bch, Dover & Georgetown, theaters & casinos. 30-45 mins: other beaches and outlets. Please review Guide Book and House Manual after booking, and call us after a last minute booking, so we can tell you how to get in. Snacks, water, etc. provided while supplies last.

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)

Dewey Beach Condo 2BR+sleeper. Walk to the beach!
2 BR, ground floor condo on the south side of Dewey Beach! 1.5 blocks to the beach, 1 block south to beautiful bayside dining. Discounts for stays over 3 nights! The HOA maintains a relaxing, clean, family friendly atmosphere. Self check-in keypad code auto-sent upon booking. Professionally cleaned and beds made before your check in. Bed linens, shower towels/essentials, 2 Dewey Beach Street Parking Passes, and beach chairs are provided free of charge. Max occupancy of 6 at all times.

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.

Beach Camp: In-Town Lewes Walk to All
The perfect in-town Lewes (loo-iss) location. Explore scenic Coastal Delaware. ✔ Walk Downtown - Restaurants, shops, parks - 2 minute walk ✔ Walk or bike to Lewes Beach - Less than a half mile ✔ Bike Trails - Plenty of options at your fingertips ✔ Cape Henlopen State Park - Less than 2 miles ✔ Easy electronic keypad entry ✔ Fast Gigabit X2 Speed Wi-Fi (2100 Mbps) ✔ Roku Smart TV with free YouTube tv cable channels ✔ Parking is plentiful *Bonus* Two complimentary bicycles provided

Cheerful Bungalow- Near Dogfish + Milton Theatre
Welcome to our charming retreat on the outskirts of Milton, where comfort meets simplicity! Perfect for families and friends, our home features two inviting bedrooms, a cozy sofa bed, and a bathroom for a peaceful escape from city life. Just a short walk or bike ride away, you’ll find downtown Milton's attractions, including Dogfish Head Brewery, great dining options, and the historic Milton Theatre. Enjoy a delightful blend of relaxation and adventure in this inviting haven!

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.

The Winkler
The Winkler is a comfortable fully equipped 1BR / 1 BA apartment above our detached 3 garage @ The Tree House. Nestled in lush trees and landscaping in the Rehoboth Beach Country Club. Named after Henry Winkler who played the Fonz on Happy Days, (because he lived in the apt. over the Cunningham's garage). The apartment offers privacy and separation from the main house. Giving you an opportunity to make it your home away from home at the beach. Come Enjoy!!

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

1st Floor Beach-town Condo in Lewes
Come stay at our favorite little beachtown condo in Lewes! This 1st floor 2 bedroom, 2 bath condo has everything you need for an enjoyable and relaxing vacation! You will be just a few miles to the beach and outlet malls, have access to the community pools (May-Sept), park, and sport courts, and will be within walking distance to several great restaurants and shops. While we are "pet friendly" only 1 pet (dog or cat, 40lb maximum) is allowed per the HOA rules.

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

Sea Glass Shanty

Baby friendly, walk to pool and bakery town home

Cozy LiL Charmer Near Bethany

Tiny Home WOW in Rehoboth Beach

Hetty's House - Your Cozy Retreat

House• Private Yard • Family Friendly•Near Beaches

“The Loft” Cozy Retreat in Rehoboth Beach

Modern-Coastal Lewes Beach 1st Floor Condo
Destinations to explore
- Rentals with a kayak Sussex County
- Townhouse rentals Sussex County
- Rentals with a patio Sussex County
- Guest house rentals Sussex County
- Holiday home rentals Sussex County
- Family-friendly rentals Sussex County
- Rentals with lake access Sussex County
- Rentals with outdoor seating Sussex County
- Rentals with an accessible-height toilet Sussex County
- Cottage rentals Sussex County
- Waterfront rentals Sussex County
- Tiny house rentals Sussex County
- Rentals with an EV charger Sussex County
- Hotel rooms Sussex County
- Bed and breakfasts Sussex County
- Beachfront rentals Sussex County
- Rentals with a fireplace Sussex County
- Villa rentals Sussex County
- House rentals Sussex County
- Private suite rentals Sussex County
- Fitness-friendly rentals Sussex County
- Rentals with a firepit Sussex County
- Pet-friendly rentals Sussex County
- Rentals with pools Sussex County
- Rentals with a hot tub Sussex County
- Rentals with a sauna Sussex County
- Rentals with a washing machine and dryer Sussex County
- Boutique hotels Sussex County
- Rentals with breakfast Sussex County
- Apartment rentals Sussex County
- Flat rentals Sussex County
- Rentals with beach access Sussex County
- Ocean City Beach
- Broadkill Beach
- Wildwood Crest Beach New Jersey
- Ocean City Boardwalk
- Cape May Beach NJ
- Chincoteague Island
- Assateague Island National Seashore
- Willow Creek Winery & Farm
- Jolly Roger Amusement Park
- Bayside Resort Golf Club
- Bear Trap Dunes
- Cape Henlopen State Park
- Northside Park
- Killens Pond State Park
- Assateague State Park
- Lewes Public Beach
- Fenwick Island State Park Beach
- Delaware Seashore State Park
- Gordons Pond State Park Area
- Gerry Boyle Park
- Trimper Rides of Ocean City
- Funland
- Mariner's Arcade
- Hawk Haven Vineyard & Winery




