
Family-friendly holiday rentals in Delaware
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Top-rated family-friendly rentals in Delaware
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Gracious & Spacious- Near DE Turf Complx & Beaches
Welcome to our charming home with Modern French decor, conveniently located off Coastal Highway (SR1) in Milton. This tranquil retreat offers easy access to DETurf, Lewes Beach, and Rehoboth Beach, blending convenience and relaxation. With two bedrooms, two sofa beds, and two bathrooms, our spacious living area is warm and inviting. The kitchen is perfect for gatherings, and a utility room with a washer and dryer adds convenience. Experience the best of coastal living in this delightful getaway!

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.

SandyPaws Cottage at Big Stone Beach on the DE bay
This is a newer cottage on the Delaware Bay near Milford, DE, only 25 minutes to Rehoboth Beach and the Atlantic Ocean. Sleeps 4, 2 bdr, 1 bath, a double and a queen bed. Large sunny great room with tv and DISH satellite. There is over 500 sq feet of deck space overlooking the bay and the freshwater marsh managed by the Nature Conservancy. Watch sunrise over the bay and sunset over the beautiful marsh filled with many species of birds. Dogs must be walked on a leash and do-do picked up!

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)

Breakfast at Tiffany - Spacious Home w/ Deck
This tastefully furnished home is the perfect getaway in the Midway Estates neighborhood of Rehoboth Beach. Located within 6 miles of Lewes Beach, Cape Henlopen State Park, and Rehoboth Beach this house is centrally located east of Route 1 and has plenty of room for your family vacation. With all amenities included and plenty of entertainment options this is the ultimate carefree retreat. Walkable to many restaurants, movie theater, mini golf, outlets, go-karts, water park and more!

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.

*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).

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.

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.
Popular amenities for Delaware family-friendly rentals
Family-friendly home rentals with a hot tub

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

McAvoy B & B

Beautiful Beach-View Condo

Sea Colony Beach And Tennis Resort

Classy Beach Getaway

Stunning! Fun, family friendly! Walk to beach!

Dodd House Beach Home w/private pool and hot tub

HUGE bright 5BR, steps from the beach & downtown!
Family- and pet-friendly home rentals

Tranquil Times-Pet Friendly 5 mi to Bethany Beach

*Radcliffe Retreat* Studio, Pool & RB Parking Pass

Central Haven with Great Fenced Yard

Maplewood - Simply Comfortable, Dog Friendly

Quiet setting on private pond among the wildlife

Country Cottage, private and cozy,

BnB’s Dog-Friendly Garden Cottage

Tent Camp Site 2, Good Earth near Bethany Beach
Family-friendly home rentals with a pool

Villa Del Sol, Beautiful stay near beaches/outlets

Pool, dog friendly, deck, fenced yard, Lewes

Beautiful Beach House in Rehoboth

Private Pool! Charming 4bdrm, BayVista Beach House

Luxurious Fine Linens, Aveda Spa amenities/Hot Tub

Renovated Condo Near Outlets, 3.5 Miles to Beach

Mid-Century Milton w/heated Pool, POOL OPEN MAY 15

Sunrise Studio - Ocean Front, on Boardwalk, Pool!
Destinations to explore
- Tiny house rentals Delaware
- Smoking-friendly rentals Delaware
- Pet-friendly rentals Delaware
- Rentals with beach access Delaware
- Waterfront rentals Delaware
- Lakehouse rentals Delaware
- Rentals with a patio Delaware
- Rentals with a fireplace Delaware
- Boutique hotels Delaware
- Cottage rentals Delaware
- Beachfront rentals Delaware
- Private suite rentals Delaware
- Rentals with pools Delaware
- Rentals with a sauna Delaware
- House rentals Delaware
- Flat rentals Delaware
- Rentals with a washing machine and dryer Delaware
- Beach house rentals Delaware
- Bed and breakfasts Delaware
- Rentals with outdoor seating Delaware
- Rentals with lake access Delaware
- Townhouse rentals Delaware
- Beach apartment rentals Delaware
- Holiday home rentals Delaware
- Hotel rooms Delaware
- Guest house rentals Delaware
- Mansion rentals Delaware
- Rentals with an EV charger Delaware
- Motorhome rentals Delaware
- Rentals with a kayak Delaware
- Villa rentals Delaware
- Apartment rentals Delaware
- Rentals with an accessible-height toilet Delaware
- Rentals with a firepit Delaware
- Fitness-friendly rentals Delaware
- Farm stay rentals Delaware
- Rentals with breakfast Delaware
- Rentals with a hot tub Delaware
- Family-friendly rentals United States




