
Family-friendly holiday rentals in Delaware
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Top-rated family-friendly rentals in Delaware
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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.
Indoor spacesFamilyAccuracy

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.
FamilyKitchenWalkability

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!
Indoor spacesKitchenSolo travel

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!
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Private Suburban Studio Apt/Free P/Quite Location
*Peaceful location/Central A/C to beat the heat.Quiet Suburban Area*Clean & Comfortable * Personal entrance with privacy**5 minutes from Christiana Mall*Free parking next to the entrance with large driveway* Park views. Near I-95 and Rt-1 and all major highways**Convenient & affordable for 1 night or more. *Queen bed/full kitchen/Large TV/Quality appliances Located in cul-de-sac/Free Wi-Fi and YouTube TV /Keurig coffee maker. Lower level Apt. Everyone is welcome. I hope you enjoy your stay!!
Indoor spacesKitchenHospitality

Perfect Rehoboth Beach Getaway with Hot Tub
Discover the epitome of coastal comfort in newly remodeled home. Dive into luxury with a private hot tub, where the bubbling warmth provides the perfect escape. Unwind in the chic interiors, adorned with modern furnishings. Stay connected with complimentary Wi-Fi as you plan your outings to the nearby beaches, bustling boardwalk, and local attractions. Steps away from tax free outlet shopping. With convenience at every turn, this home ensures a perfect blend of tranquility and accessibility.
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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)
Indoor spacesKitchenGetting around

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.
Indoor spacesKitchenLong stay

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.
FamilyKitchenCleanliness

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.
FamilyIndoor spacesComfort

Beachfront Home with Unobstructed Water Views
Beachfront/Bayfront home with 4 bedrooms and 3 full bathrooms located in the quiet and relaxing community of Broadkill Beach. The property is just steps from the beach and features stunning, unobstructed water views from almost every room. The home has a coastal design with natural light, soft-tones and a clean aesthetic so that it feels like summer all year-round. We hope that you'll book your vacation with us and enjoy all that Broadkill Beach has to offer!
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Green Sanctuary-Pvt Apt for Quiet Rest
Green Sanctuary is the second floor apartment B in a two unit apartment building. It is a bright cheerful one bedroom unit with a large covered balcony located on the grounds of the famous Egyptian house. The apartment is comfortable for 2 people but will accommodate 4 with the living room couch converting to a bed. The property is conveniently located with plenty of off street parking.
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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
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Oceanfront Gem (Hot Tub and Sauna - extra fee)
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Stunning! Fun, family friendly! Walk to beach!
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HUGE bright 5BR, steps from the beach & downtown!
KitchenIndoor spacesHot tub

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

Lewes Carriage House-Hamptons Style Pool & Hot Tub
FamilyIndoor spacesGetting around

Eclectic Escape Near Longwood Gardens & Mt. Cuba
Indoor spacesFamilyBreakfast

Beach house on lake!
KitchenIndoor spacesValue
Family- and pet-friendly home rentals

"Sandy Feet" Broadkill Beachfront Home
FamilyIndoor spacesComfort

Central Haven with Great Fenced Yard
KitchenFamilyBathroom

Quiet setting on private pond among the wildlife
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Near Beaches and outlets.
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The Bohemian Rhapsody
KitchenIndoor spacesBiking

Tent Camp Site 2, Good Earth near Bethany Beach
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Beautiful New Beach House-1 minute drive to beach!
Indoor spacesKitchenBathroom

White Clay Creek Cottage
FamilyIndoor spacesHospitality
Family-friendly home rentals with a pool

Condo 2 Bedroom Waterfront Lewes/Rehoboth DE
Indoor spacesFamilyPool

OceanfrontJewel|DirectOceanView•NewlyRenovatedPool
KitchenIndoor spacesDecor

Mi Casa at Bay Knolls
Indoor spacesFamilyComfort

Beautiful Beach House in Rehoboth
KitchenFamilyAccuracy

Dome Tent sleeps 2 w/Goats
Indoor spacesComfortQuiet

Modern & Cozy Retreat | Pool | Close to Beaches
Indoor spacesFamilyComfort

The Hidden Gem•Heated pool•Pickleball Court
Indoor spacesFamilyAir conditioning

Mini Aruba RV/ Glamping Tent
KitchenIndoor spacesHot tub
Destinations to explore
- Tiny house rentals Delaware
- Pet-friendly rentals Delaware
- Villa rentals Delaware
- Private suite rentals Delaware
- Condo rentals Delaware
- Rentals with pools Delaware
- Rentals with a hot tub Delaware
- Beachfront rentals Delaware
- Rentals with breakfast Delaware
- Waterfront rentals Delaware
- Boutique hotels Delaware
- Rentals with lake access Delaware
- House rentals Delaware
- Rentals with a kayak Delaware
- Rentals with a sauna Delaware
- Apartment rentals Delaware
- RV rentals Delaware
- Cottage rentals Delaware
- Rentals with an accessible height toilet Delaware
- Hotel rooms Delaware
- Mansion rentals Delaware
- Bed and breakfasts Delaware
- Holiday home rentals Delaware
- Beach condo rentals Delaware
- Guesthouse rentals Delaware
- Lakehouse rentals Delaware
- Farmstay rentals Delaware
- Townhouse rentals Delaware
- Rentals with beach access Delaware
- Family-friendly rentals United States





