
Family-friendly vacation rentals in Lewes
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Lewes
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Tiny House at Good Earth, near Bethany Beach
A custom 165 sq. ft. "Tiny House" located right between our theater and the garden dining area. True to the show "Tiny House Nation".. cool interior with custom woodwork, stairs to a lofted bed. Fully functioning kitchen. Spacious bathroom & shower. We provide TV and internet in the unit. We have 2 on-site restuarants, market, theater, and parking. Our AIRBNB village consists of 2 tiny houses, 2 cottages, tent sites, a loft appartment, and more! Staying at Good Earth is more than a beach trip!

Mimi’s Place @ The Villages of 5 Points in Lewes
You will enjoy this 3rd floor (no elevator) renovated condo with amenities-tennis courts, walking & biking paths connecting to downtown Lewes & 2 outdoor pools in season. The condo is east of route 1, 3 miles to Lewes beach & 15+ restaurants, 5 you can walk to (2 blocks away), nail salon, a hair salon, grocery store and a CVS (4 blocks). We need pictures of everyone’s license and theperson booking must be at least 25 years of age. We a4 beach chairs & umbrellas are in closet on outside porch.

Renovated Condo Near Outlets, 3.5 Miles to Beach
Enjoy your stay in this recently renovated and beautifully furnished two-bedroom, two-bathroom 3rd-floor condo conveniently located 3.5 miles from the Rehoboth Beach boardwalk, and 4.5 miles from Lewes Beach. The proximity to the beaches, stores, and restaurants make this condo a great spot to spend a fun-filled vacation at the beach. Our condo amenities include a community pool*( seasonal), free parking, free WiFi, smart TV, washer, and dryer. We supply all the sheets & towels for your stay.

A bit of Paradise
Charming end unit secluded in the heart of Lewes. Shady sitting area for viewing the waterfowl & enjoying the peace & quiet. Lewes marina is across the street so is Quest where can rent Kayaks etc. Over the bridge you will enjoy the historic district, town shops, eateries, food market; kiddy park, canal front park; trolley into Rehoboth Beach Henlopen State Park 1 mile; surfing, fishing & nature trails; Bay Beach 1/4 mile w Walk to everything We offer a %15 discount for 7 days or more

DeweyBeach 1 BR + sleeper sofa. Walk to the beach!
Enjoy all of Dewey Beach at this delightful 1 BR, ground floor, apartment on the north side of town. 1.5 blocks to the beach, and 3 blocks to the start of restaurants and music venues. Quiet, relaxing location on a side street. Perfect for a small family or group of 4 friends! Custom self check-in keypad code for Private Entry sent upon booking. Professionally cleaned + bed made before your stay. 4 beach chairs, 1 on-property parking spot + 1 free Street Parking Passes provided at no charge!

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)

Charming, Historic Lewes Cottage
This charming cottage is a great romantic getaway. It is cozy and an easy walk into the historic town of Lewes ~ many great restaurants are nearby. Lewes is a fascinating & historic town with so much to do: biking, canoeing, birding, beach time, museums, and more. The doors of the Cottage have low head jams and the stairs are compact. There is some noise from the nearby road ~ a white noise machine is provided. The cottage is compact, the refrigerator for the Cottage is a small one.

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.

Beach Sunrise * Walk & Bike * Culinary Coast
Explore Lewes (loo-iss) from our walkable in-town spot. ✔ 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 - includes free YouTube TV with cable channels ✔ Parking is plentiful *Bonus* Two complimentary bicycles provided

First Floor Comfort and Convenience
This first floor condo is conveniently located in a family-friendly community with all you need within walking distance, including several restaurants and a grocery store. A short and easy 3-mile drive to Lewes Beach and the charming town of Lewes makes this an ideal location. Amenities include access to two pools, tennis courts and kids play area. The Georgetown Lewes Biking/Walking Trail, that connects to the town of Lewes, is literally steps from our front door.

Ebb & Flow Beach House - Lewes Bay Beach Retreat
Now accepting 2026 Summer Season (Jun 26 - Sept 4) bookings! We accept only 7 night, Friday - Friday bookings in the summer. Inquire about other stays please. Ebb & Flow Beach House is a 4 bedroom, 3 full bath multi-family retreat with an airy open floor plan. It is tastefully decorated and fully stocked. You will feel relaxed just walking in the door. 5 min walk to the beach. 10-15 minute walk to historic downtown Lewes. Lewes Short Term Rental License R2300082

Cozy condo in the Villages of Five Points, Lewes
Located in the Villages of Five Points Lewes, east of route 1, our condo is the perfect spot for your weekend gateway or a family beach vacation. Lewes beach is about 3 miles, biking paths and trails that connect to downtown Lewes are in close proximity. Within walking distance from the property enjoy the restaurants, have a splash in the pool in the summer time, or hit the tennis courts for some fun.
Popular amenities for Lewes family-friendly rentals
Family-friendly home rentals with a hot tub

SaltboxBungalow! HOT TUB! Sunsets! Fully Stocked!

Hot Tub Holiday Escape! Fireplace + backyrd oasis!

Tiny house w/ Pool on water near Beaches / turf

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

Relaxing Getaway

Mimosa Salt Water Pool & HOT TUB Oasis, Sleeps 8

🌊Carousel Oceanfront 2 Bedroom Amazing Amenities

The Villa By the Bay-Private Heated Pool & Hot Tub
Family- and pet-friendly home rentals

Delightful Skoolie Near Bethany Beach

Maplewood - Simply Comfortable, Dog Friendly

Where the Locals Live!!

The Winkler

Pet friendly cottage 4 blocks to Beach

Patrick's Creekside: 4 Peeps-Ur Doggies! 420-Bark!

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

Studio apt near DE turf, beaches, &hospital
Family-friendly home rentals with a pool

Family Friendly Top Floor Condo Near Boardwalk

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

Farm Cottage - POOL - 30 Min to BEACH

Lewes Carriage House- Reflect. Recenter. Renew.

WraparoundBalcony-2 Bed-Sleeps 8-Pool-Laundry-WiFi

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

Sand & Surf Condo with Pool

Modern 2BR/2BA – Beach Pass + Bikes, 5 Min Drive
Quick stats about vacation rentals that are family-friendly in Lewes
Total rentals
130 properties
Nightly prices starting at
$98 CAD before taxes and fees
Total number of reviews
6K reviews
Pet-friendly rentals
30 properties allow pets
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
60 properties have a dedicated workspace
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