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

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.

Charming Fully Equipped Private Guest Suite Studio
Relax in a stylish guest suite studio in a quiet, safe neighborhood. Its private entrance and parking for 2 vehicles makes the cozy space all the better. Enjoy the full kitchen, work space, high speed internet (1200mbps), 50” TV, full bathroom, and more. Perfect for the business professional on-the-go, or getaway. Take a stroll through White Clay Creek Park with your furry friend. Just a short 5 minute drive from Main St.'s restaurants, local bars, and UD. Only 10 minutes from Christiana Mall.

Tiny house w/ Pool on water near Beaches / turf
Enjoy a peaceful waterfront stay in our custom-built tiny house, located on Cedar Creek just off Route 1. Conveniently situated only 10 minutes from Delaware Turf and 15 minutes from the beach. The home comfortably sleeps four and includes hot tub access. We live on-site and are happy to assist throughout your stay. Ideal for families, pets (please review rules under “The Space” section), contractors, and long-term renters. Perfect for travel nurses & remote workers – Monthly stays welcome!

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)

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.

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.

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.

King Bed - Center of Historic District
This cute 1 bedroom apartment is located at the HEART of our lovely town. Steps away from some of the most historic places in the entire United States. Come near the weekend and you can tour our informative museums and wayside exhibits while taking in the local culture. We are a close-knit town and are happy to show out-of-towners "the way". On days we are open enjoy a $15/day credit to our cafe next door. Please enjoy your stay! We are so sorry but no pets allowed.

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.

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

Sea Colony Beach And Tennis Resort

Featured on HGTV! Bethany Beach Ocean Front Condo

Stunning! Fun, family friendly! Walk to beach!

HUGE bright 5BR, steps from the beach & downtown!

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

Dog friendly *HOT TUB* Close to outlets, Sleeps 7

Amazing Bay Vista Beauty with Private Pool!

Eclectic Escape Near Longwood Gardens & Mt. Cuba
Family- and pet-friendly home rentals

Delaware Beach Bliss, steps from the sand & surf!

Dog Friendly Cottage with Fully Fenced in Yard

Dog-Friendly Retreat with Fenced Yard, Fire Pit

Quiet setting on private pond among the wildlife

The Winkler

Elegant Condo with a Spacious Porch

The Bohemian Rhapsody

Stylish, Spacious & Dog-Friendly Studio Cottage
Family-friendly home rentals with a pool

Stress-Free Family Beach Stay | Pool + Kid Perks

Condo 2 Bedroom Waterfront Lewes/Rehoboth DE

10 mins to beach-2 BR-Sleep Six-Pool-Beach PK pass

Golf, Beach & Pool Escape • 6BR • Game Room

Luxurious Fine Linens/Salt Water Pool/Spa Hot Tub

Beach Time!

2b 2b condo! 2 master bedrooms! rehoboth beach

Beach Escape Condo w/ Pool - Lewes Beach 3.5 Miles
Destinations to explore
- Tiny house rentals Delaware
- Flat rentals Delaware
- Rentals with a washing machine and dryer Delaware
- Apartment rentals Delaware
- Cottage rentals Delaware
- House rentals Delaware
- Rentals with an accessible-height toilet Delaware
- Rentals with breakfast Delaware
- Rentals with pools Delaware
- Villa rentals Delaware
- Rentals with outdoor seating Delaware
- Beach apartment rentals Delaware
- Rentals with a fireplace Delaware
- Rentals with an EV charger Delaware
- Motorhome rentals Delaware
- Hotel rooms Delaware
- Farm stay rentals Delaware
- Rentals with a kayak Delaware
- Mansion rentals Delaware
- Waterfront rentals Delaware
- Rentals with a firepit Delaware
- Pet-friendly rentals Delaware
- Holiday home rentals Delaware
- Bed and breakfasts Delaware
- Rentals with a hot tub Delaware
- Rentals with beach access Delaware
- Beachfront rentals Delaware
- Guest house rentals Delaware
- Rentals with lake access Delaware
- Fitness-friendly rentals Delaware
- Lakehouse rentals Delaware
- Rentals with a patio Delaware
- Townhouse rentals Delaware
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- Boutique hotels Delaware
- Family-friendly rentals United States





