
Family-friendly holiday rentals in Sussex County
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Top-rated family-friendly rentals in Sussex County
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Seaside Sunroom, No cleaning fee, No Wi-Fi.
Bright small space, attached to main house with it's own entrance. Room has AC, a queen bed, full bathroom with tub, fresh linens and towels, 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. TY!Current pics on blooms check insta: glamping_with_the_flowers

Cutest-Quiet-bk rds-Bikes-Kayaks-Doorstep parking!
Beach Daze is a surprisingly spacious & bright “tiny house” nestled into a quiet zen-like hidden treasure of a neighborhood within the town of Rehoboth Beach, Delaware. It is walking or biking distance (on quiet, quaint streets) to so many delightful natural wonders including the beaches, the canal, the bay, and a nature preserve! Beach Daze is perfect as a couple's retreat or a family vacation! We provide PLENTY of TOYS… 2 kayaks, 2 bikes, 2 beach chairs & random array of games, toys & sporty.

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.

Sunrise Studio - Ocean Front, on Boardwalk, Pool!
Our quiet ocean front studio has all the comforts of home with amazing views, a balcony hovering over a serene stretch of the Boardwalk, and is just steps away from restaurants, shops, arcades, rides and all of the best boardwalk foods! Walkable to everywhere in town! If you want to venture out further, a bike rental shop is just a few doors away! Enjoy a bike ride through town or to Dewey Beach. If you are looking for a scenic ride, enjoy the bike trails to Cape Henlopen State Park and Lewes.

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)

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.

Broadkill Beach, seafood, fishing, beach, birds
If you have never been to Broadkill, this is a must. If you are looking for a quiet place to relax, read your favorite book on an empty beach, fish or crab, visit the famous Rehoboth Boardwalk or shop at the outlets, this is the place for you. Located only 1 1/2 block from the beach. Bird watchers paradise. Home on dead end street with very little to zero traffic. Located next to Prime hook National Wildlife Refuge. The extra person charge is for adults only exceeding 4 guest.

*NEW * cozy wooded retreat 🌳 near Delaware beaches
Come relax after a busy beach day at the ⚓️Admiral’s hideaway⚓️. A newly renovated 2BR/1bath Villa in Lewes, DE. A perfect getaway for a couple or small family visit to all the beach attractions. The hideaway is close enough for easy access yet far enough for residents to sleep away from the heavy Route 1 traffic noises. The entire home is on a private lot (not a neighborhood) lined with 🌲 leading up to the house with a fenced in yard (perfect for your furry family members).

1 Bedroom 1 Bath Condo on Silver Lake
Newbold Square is tucked away in Rehoboth Beach on Silver Lake. It is a quiet, sleepy, 40 unit complex with a lakeside pool that offers sun and shade among towering trees. This condo has one bedroom and one bathroom. There is also a queen size sleeper sofa. There is a well stocked kitchen with plenty of storage space. We supply linens, bath towels, four beach towels, four beach chairs, a beach wagon, and a gas grill. No pets are permitted. Our space is allergen free.

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.

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 family-friendly rentals
Family-friendly home rentals with a hot tub

Cozy Woodland Cottage

Beach Getaway•Hot Tub + EV Charger•4 mi to Beach

Uncle Buck's

Sea Colony Beach And Tennis Resort

Stunning! Fun, family friendly! Walk to beach!

Tiny house w/ Pool on water near Beaches / turf

Lakefront slps 6; beach, pools, tennis, gym, view!

Dog friendly *HOT TUB* Close to outlets, Sleeps 7
Family- and pet-friendly home rentals

Central Haven with Great Fenced Yard

*Radcliffe Retreat* Studio, Pool & RB Parking Pass

Hobbs & Rose | A Peaceful Cottage Escape

1st Floor 2BR/2BA | Pool | Quiet & Convenient

The Bohemian Rhapsody

Midway Magnolia-3BR/2BA Home, dog-friendly

The 1934 Farmhouse (close to the beaches)

Beachwalk: ON BEACH. Pet-Friendly. Linens Incl.
Family-friendly home rentals with a pool

Modern Beach Vibe - Rehoboth Beach

Family fun home with pool, close to beach

Condo 2 Bedroom Waterfront Lewes/Rehoboth DE

Pool, dog friendly, private deck, fenced yard

Condo at Eagles Landing

Sunset Vibes | Pond View Condo Near Beaches, Pool

Mimi’s Place @ The Villages of 5 Points in Lewes

Gorgeous 5BR, 4.5BA, in town, pool, hot tub, beach
Destinations to explore
- Townhouse rentals Sussex County
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- Rentals with an accessible-height toilet Sussex County
- Rentals with a hot tub Sussex County
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- Rentals with pools Sussex County
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- Rentals with beach access Sussex County
- Pet-friendly rentals Sussex County
- Rentals with a fireplace Sussex County
- Rentals with a firepit Sussex County
- Rentals with lake access Sussex County
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- Family-friendly rentals Delaware
- Family-friendly rentals United States
- Chincoteague Island
- Cape May Beach NJ
- Ocean City Beach
- Assateague Island National Seashore
- Wildwood Crest Beach New Jersey
- Ocean City Boardwalk
- Broadkill Beach
- Rehoboth Beach
- Assateague State Park
- Cape Henlopen State Park
- Willow Creek Winery & Farm
- Dover Motor Speedway
- Bethany Beach Boardwalk
- Northside Park
- Jolly Roger Amusement Park
- Delaware Seashore State Park
- Ocean City Boardwalk
- Fenwick Island State Park Beach
- Stone Harbor Beach
- Roland E Powell Convention Center
- Wildwood Boardwalk
- Wildwoods Convention Center
- Ocean Pines Golf Club
- Mariner's Arcade





