Family-friendly vacation rentals in Lewes

4.95 out of 5 average rating, 175 reviews

2BR Coastal Retreat Walk to Beach & Downtown Lewes

Welcome to Lewes DE, home of exquisite dining, tax free shopping, and a laid-back atmosphere. This ground floor, single-story condo is (in our humble opinion) in THE BEST location on the Delaware shore. ⭐️ Walkable to both the beach and downtown. ⭐️ Minutes away from Cape Henlopen State park. ⭐️ 3 Roku TVs to keep the family busy during down time ⭐️ Wi-Fi provided ⭐️ Free Disney+ ⭐️ Keurig with k-cups ⭐️ paper products ⭐️ bath towels ⭐️ Fenced in outdoor area for chilling and drying off 😎

Indoor spacesFamilyParks

A blue multi-story beach house features a wraparound porch, large windows, and a screened upper porch. Lush green trees and shrubs surround the front, providing a sense of privacy. The inviting architecture reflects a coastal aesthetic, suitable for family gatherings.

4.93 out of 5 average rating, 158 reviews

Lewes Delaware Beach House

4 BR/2 BA beach house in Lewes DE. Fully furnished and equipped. Sleeps EIGHT MAX. INCLUDING KIDS. THIS IS NOT A PARTY HOUSE. No MAGAs. No WEDDINGS. Available for rent Off-Season (Sept 15 to May 15): weekly, weekend, or mini weeks, two-night minimum. Great location: 1 short block to Lewes Beach on Delaware Bay, 3 blocks to downtown Lewes shops/restaurants/harbor, 1/2 mile to Cape May NJ ferry, 1 mile to Cape Henlopen State Park. 2 hours 15 mins from Baltimore, Washington DC and Philadelphia.

Indoor spacesFamilyLayout

4.87 out of 5 average rating, 345 reviews

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

KitchenFamilyBathroom

4.85 out of 5 average rating, 313 reviews

Apartment in Lewes

Charming Studio in Downtown, Historic Lewes

Newly renovated second floor studio apartment located in downtown historic Lewes. - Glassware/dishes/utensils/bowls/etc.) - Keurig Coffee Maker - Microwave - Toaster Oven - Dishwasher - Flat screen tv - Wifi - King sized bed - High count linens - Plush bath towels - Plush bathrobes Apartment is on the second floor and is not handicapped accessible. No on site parking, but plenty of public parking in our historic town of Lewes. Check in time : 3 p.m. Check out time : 11 a.m.

KitchenFamilySleep quality

4.97 out of 5 average rating, 700 reviews

The exterior of a two-story wooden structure is presented, featuring a staircase leading to a covered balcony. The building is surrounded by trees displaying fall foliage, creating a serene outdoor atmosphere. A gravel area is noted at the base, with a vibrant red and white camper positioned nearby.

Apartment in Greenwood

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)

FamilyKitchenDecor

A spacious living area features a sectional sofa adorned with red accent pillows. A wooden coffee table sits in front, contrasted by a patterned area rug. Natural light streams through large windows, highlighting a piece of wall art depicting a serene landscape.

4.98 out of 5 average rating, 369 reviews

Beach Sunrise: Walk to Downtown & Lewes Beach

Skip the traffic and parking stress — stay where everything is steps away. Experience the best of Lewes (pronounced loo-iss) from this perfectly located, walkable condo. Step outside and you’re minutes from the beach, downtown dining, scenic parks, and bike trails. With ultra-fast 2-Gig Wi-Fi, KING bed, free bikes, coffee bar, easy parking, and thoughtful amenities, this is the ideal home base for couples or small families seeking comfort, convenience, and an authentic local stay.

FamilyKitchenParks

4.95 out of 5 average rating, 325 reviews

Modern & Cozy Retreat | Pool | Close to Beaches

Enjoy a relaxing Lewes getaway nestled just off Coastal Highway, with easy access to beaches, dining, and local attractions. Less than 5 miles to Lewes Beach and less than 7 miles to Rehoboth and Dewey Beach, making it easy to enjoy the ocean, boardwalk, and everything the area has to offer. Just minutes from Nassau Valley Vineyards, Georgetown-Lewes Trail, Cape Henlopen State Park, historic downtown Lewes, great restaurants, breweries, and tax-free shopping at Tanger Outlets.

Indoor spacesKitchenCheck-in

A modern open-concept living area is presented, featuring comfortable seating arrangements and large windows that provide ample natural light. The space includes a dining area with barstools and a kitchen counter. Views of the waterfront are visible through the sliding glass doors.

4.91 out of 5 average rating, 100 reviews

Beautiful Updated Condo Waterfront, Pool, Sunsets

WATER FRONT VIEWS AT LEWES HARBOUR! This newly renovated condo is a unique gem as it sits right between town and the beach on the canal in the heart of Lewes. Waterfront views welcome you into a large, modern kitchen; the sitting room has an electric fireplace and the condo includes its own washer/dryer. After a hot day at the beach cool off in the pool, walk into town for dinner or shopping. Or stay home and enjoy happy hour on the waterfront decks; the sunsets are unbeatable.

KitchenFamilyBeach

4.94 out of 5 average rating, 237 reviews

A cozy sleeping area features a spacious bed with a quilted grey coverlet. Two decorative yellow pillows are positioned at the head of the bed. A small bedside table holds a lamp and books, while a colorful area rug adds warmth to the space.

Tiny home in Lewes

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.

KitchenFamilyComfort

4.92 out of 5 average rating, 178 reviews

An open living space features a comfortable gray sectional sofa and a light coffee table, creating a cozy seating area. A dining table set for six is visible near large windows, while modern kitchen appliances are seen in the background, contributing to a bright atmosphere.

Apartment in Lewes

Bright 2BR, steps from the beach & downtown Lewes!

Relax and escape to this beautiful space, mere steps to the beach! This open, bright two-bedroom features brand-new construction and furnishings, and has everything you need for a fantastic getaway. ✔ One block from the beach! ✔ 10-15 minute walk to the charming restaurants, bars, shops and parks in downtown Lewes ✔ Lots of bike trails nearby, including through gorgeous Cape Henlopen State Park ✔ A quick drive to the neighboring DE beaches: Rehoboth, Dewey and Bethany.

FamilyKitchenShared spaces

4.91 out of 5 average rating, 105 reviews

The exterior of a rustic beachfront home is depicted, featuring weathered wood siding and multiple large windows. The structure is two stories, with a sloped roofline and steps leading to the entrance. A sandy path and grassy area are visible, creating a natural coastal setting.

Home in Milton

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!

Indoor spacesFamilyWifi

A wrap-around deck overlooks a tranquil waterfront view, featuring lush greenery and calm waters. A seating arrangement includes four chairs with cushioned backs, positioned for relaxation. The scene is punctuated by nearby trees, contributing to a serene atmosphere.

4.99 out of 5 average rating, 237 reviews

Beautiful Waterfront Home-Private, Clean, Relaxing

A beautiful and peaceful get-away all year round! Bright and sunny 3 bed/2 bath waterfront home with wrap-around deck. Fully stocked, community pool, walking trails, kayaks and more! Visit Rehoboth or Lewes Beaches (10 miles away), Cape Henlopen and tax-free outlet shopping (6 miles away)! Great for families, water lovers, and bird lovers! Sunday to Sunday weekly rentals *only* and no pets from June 14 to Labor Day.

FamilyIndoor spacesHiking

Popular amenities for Lewes family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.94 out of 5 average rating, 108 reviews

A private hot tub is set on a paved patio beneath a shaded gazebo. Wooden decking surrounds the area, enhancing the serene outdoor setting. Lush greenery provides privacy, while outdoor lighting can be seen strung above, creating a welcoming space for relaxation.

Home in Rehoboth Beach

Perfect Rehoboth Beach Getaway with Hot Tub

FamilyKitchenHospitality

4.94 out of 5 average rating, 186 reviews

A spacious kitchen is highlighted by an 11 ft island with four round bar stools. Pendant lighting above creates a warm ambiance. Modern appliances and a stylish backsplash are featured, enhancing the functionality of the space. Neutral tones and open shelving provide a clean, inviting atmosphere.

Home in Rehoboth Beach

Hot tub, Pool, Shop & Dine, Sleeps 8

KitchenFamilyAmenities

4.96 out of 5 average rating, 114 reviews

A spacious outdoor pool area features a large swimming pool with a vibrant blue interior and a jacuzzi nearby. Lounge chairs are arranged around the pool for relaxation. Fountains are visible at one end, adding a calming water feature to the setting.

Condo in Rehoboth Beach

Bright condo-On bike trail & 1 mile to boardwalk

Indoor spacesFamilyGetting around

4.9 out of 5 average rating, 116 reviews

A quaint tiny house with a charming exterior features a combination of blue siding and brown shingles. The covered porch includes a wooden railing and two colorful chairs. Lush greenery from surrounding trees creates a serene setting, while a few decorative elements enhance the welcoming appearance.

Tiny home in Lincoln

The Little house W/ Pool & Spa

Indoor spacesFamilyShared spaces

4.91 out of 5 average rating, 107 reviews

The open living space features light wooden paneling and natural light streaming through multiple windows. A blue sofa faces a flat-screen TV, while a small dining table with stools is positioned nearby. The kitchen area is equipped with modern appliances for convenience.

Cottage in Dewey Beach

Uncle Buck's Cottage

KitchenFamilyParking

Cottage in Rehoboth Beach

A cozy sleeping area features a soft blue quilt covering the spacious bed, adorned with colorful dog-themed pillows. A neatly folded stack of white towels rests on the bed, while a bedside lamp provides gentle lighting, enhancing the room's warm ambiance.

4.96 out of 5 average rating, 222 reviews

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

Indoor spacesKitchenBackyard

4.99 out of 5 average rating, 124 reviews

A newly built three-story home is displayed in a serene neighborhood setting. The exterior features a light-colored facade with a covered front porch, complemented by a double garage and well-maintained landscaping, including shrubs and a small garden area.

Home in Bethany Beach

Stunning! Fun, family friendly! Walk to beach!

Indoor spacesKitchenEV charging

4.98 out of 5 average rating, 318 reviews

A welcoming space is featured, showcasing a luxurious jacuzzi with a wooden tray holding candles and decor. Nearby, a cozy living area with a modern couch is highlighted against an artistic forest mural. An adorable Highland cow stands nearby, adding a touch of rustic charm.

Ranch in Selbyville

Sleep in a One-of-a-Kind Barn near Ocean City Mary

KitchenFamilyCondition

Family- and pet-friendly home rentals

4.96 out of 5 average rating, 135 reviews

Home in Milford

Pet Friendly Home In A Private Beach Community!

KitchenIndoor spacesHiking

The kitchen features modern appliances and a spacious island with seating for three. Natural light enters through a skylight and glass door, illuminating the light-colored cabinetry and countertops. A hallway leading to other areas of the house is visible in the background.

4.95 out of 5 average rating, 150 reviews

Woodsey Beach House - Beach, Lake, Woods!

Indoor spacesFamilyLayout

A welcoming living area features comfortable seating with various patterned cushions on dark wicker sofas. Sunlight filters through multiple windows adorned with bamboo shades, illuminating the space. A round dining table is visible in the background, accompanied by decor and artwork on the walls.

4.95 out of 5 average rating, 116 reviews

Charming Coastal Cottage

Indoor spacesFamilyComfort

4.93 out of 5 average rating, 143 reviews

An outdoor deck is featured with comfortable seating and a fire table, inviting relaxation with a clear view of the bay. A grill is positioned nearby, while an umbrella provides shade over the seating area. The surrounding beach landscape is visible in the background.

Home in Milton

"Sandy Feet" Broadkill Beachfront Home

Indoor spacesKitchenWifi

A two-story condo is presented with light-colored siding and large windows adorned with sheer curtains. A coral front door welcomes guests, complemented by a small staircase leading to the upper level. A private balcony with white railings is visible above the entrance.

4.98 out of 5 average rating, 108 reviews

Lewes Beach Vibes

FamilyIndoor spacesPets

5.0 out of 5 average rating, 100 reviews

A cozy nook is featured beside a bright window, showcasing a wooden bench adorned with textured cushions. A decorative pillow with the word 'Beach' complements the scene, while natural light illuminates the green backyard visible through the glass. A woven pouf serves as additional seating.

Home in Rehoboth Beach

The Jungalow - Dog Friendly, Fenced in & Pool

Indoor spacesKitchenTV

4.93 out of 5 average rating, 142 reviews

A spacious living area features a light teal accent wall and a cozy sectional sofa. A hanging swing chair and decorative accessories enhance the room's comfort. Large windows allow natural light to illuminate the space, while a ceiling fan contributes to air circulation.

Cabin in Lewes

*NEW * cozy wooded retreat 🌳 near Delaware beaches

KitchenIndoor spacesLocation

A spacious living area is highlighted by an orange accent wall and features a light gray sectional sofa and a coordinating love seat. A wooden coffee table is centered on an area rug, with decorative pillows adding color. Natural light fills the room through large windows.

4.96 out of 5 average rating, 139 reviews

Lewes, Delaware Beach Get Away

FamilyIndoor spacesWifi

Family-friendly home rentals with a pool

A bright living area features a light-colored sofa and armchair with coastal patterns. A wooden coffee table sits on a textured rug, while a mounted television is visible on the wall opposite. The open layout allows for glimpses of a dining area with a table set for six.

4.98 out of 5 average rating, 130 reviews

First Floor Comfort and Convenience

KitchenIndoor spacesLaundry

Two spacious beds with white bedding are positioned against a clean, white wall. A lamp and a small plant rest on a bedside table situated between the beds. Framed botanical artwork is displayed above each bed, adding a touch of nature to the serene space.

4.97 out of 5 average rating, 243 reviews

Villa Del Sol, Beautiful stay near beaches/outlets

FamilyIndoor spacesPool

A living area is presented with a gray sofa and wooden coffee table, featuring decorative items. A flat-screen television rests on a wooden console, while a clock and window with sheer curtains provide a bright atmosphere. A doorway leads to an adjacent bedroom.

4.97 out of 5 average rating, 132 reviews

Beach Escape Condo w/ Pool - Lewes Beach 3.5 Miles

Indoor spacesFamilyCondition

A corner sectional sofa is arranged in a cozy living area, accompanied by a rectangular coffee table placed on a patterned area rug. Two framed art pieces adorn the wall above, and soft natural light filters through the space.

4.93 out of 5 average rating, 136 reviews

Cozy condo in the Villages of Five Points, Lewes

FamilyIndoor spacesBeach

A bright living area features a comfortable sofa and a blue accent chair, complemented by a wooden coffee table. A large flat-screen TV is positioned on a white media unit. Natural light enters through sliding glass doors, leading to a small balcony with outdoor seating.

4.99 out of 5 average rating, 179 reviews

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

FamilyIndoor spacesParks

4.99 out of 5 average rating, 120 reviews

Condo in Rehoboth Beach

Coastal Modern Condo • Balcony, 2 Baths, East Rt 1

FamilyIndoor spacesValue

4.98 out of 5 average rating, 105 reviews

A light-filled living room features a cozy seating arrangement with two patterned chairs and a soft sofa. A coffee table with a checkerboard design sits atop a textured area rug, with a flat-screen TV positioned nearby. Soft blue walls complement the space.

Townhouse in Lewes

Spacious, Conveniently Located Townhouse

FamilyKitchenParking