Family-friendly vacation rentals in Lewes

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, 152 reviews

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.

4.85 out of 5 average rating, 293 reviews

A cozy living area is furnished with a dark sofa and two patterned chairs. A small wooden table is centered on a textured rug, while natural light filters through the window blinds, illuminating the space. Decorative wall plates and plant accents add charm.

Apartment in Lewes

Charming Apartment in Downtown, Historic Lewes

Unwind in this bright, freshly updated 1-bedroom apartment perfectly situated in the center of charming downtown Lewes. Overlooking the peaceful Mary Vessels Park, this second-floor retreat offers a full kitchen w/coffee bar, spacious layout, and unbeatable walkability. Just steps from local shops, restaurants, historic landmarks, and the scenic Canalfront Park, it's the ideal home base for your coastal getaway. Whether you're here to relax, dine, or discover, you'll love our welcoming hideaway!

A shaded outdoor seating area features light-colored sofas with coordinating cushions, arranged around a dark table. An umbrella provides additional shade, while a small shed and a hose are visible in the background, complementing the tranquil setting.

4.86 out of 5 average rating, 308 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

4.97 out of 5 average rating, 635 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)

4.99 out of 5 average rating, 196 reviews

A charming cottage facade is framed by white columns and features a gabled roof. Two black rocking chairs, adorned with pillows, sit on a brick porch surrounded by colorful potted flowers. Lush greenery enhances the inviting atmosphere.

Cottage in Frankford

19th Century Cottage with Modern Amenities

Book your Hallmark Christmas stay today, fully decorated by Thanksgiving until the end of January!! Built from “clinker bricks” in 1941 to house poultry feed, this Airbnb is a dreamy place to slow down. This charming cottage near the beach & is surrounded by enchanted gardens. You will swoon over the carved marble bathtub and gorgeous living areas. Perfect for a romantic getaway, Hobbs and Rose Cottage is waiting to create a memorable experience for you! NEW for 2025, our mediation room!

4.97 out of 5 average rating, 284 reviews

A tranquil garden path leads to the cottage entrance, flanked by lush greenery and vibrant flowers. A small fountain gently flows, surrounded by well-manicured grass and white gravel. The serene ambience is highlighted by the dappled sunlight filtering through the leaves.

Cottage in Lewes

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.

4.95 out of 5 average rating, 186 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.

A modern living room features a large, L-shaped blue sectional sofa accented with bright throw pillows. A round coffee table sits at the center, adorned with a decorative tray. Soft lighting from a nearby lamp complements the colorful wall art and greenery from a potted plant.

4.99 out of 5 average rating, 167 reviews

Downtown * Walk to the Beach * Free Bikes

Walk & bike everywhere. Explore Lewes (loo-iss) & scenic Coastal Delaware. ✔ Walk Downtown - Restaurants, shops, parks - 2 minute walk ✔ Walk 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 Wi-Fi (950/880 Mpbs) ✔ Roku TV w/ free YouTube tv cable channels ✔ Parking is plentiful & linens are included *Bonus* Two complimentary bicycles provided

Apartment in Rehoboth Beach

A spacious bedroom features a large bed with dark bedding, complemented by wooden nightstands and lamps on either side. A world map accent wall adds visual interest, while natural light from a window with sheer curtains brightens the room. An adjoining bathroom is visible in the background.

4.97 out of 5 average rating, 611 reviews

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.

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, 108 reviews

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.

A spacious living area features a comfortable sectional sofa with decorative pillows, complemented by a large area rug. A television is positioned on a stylish media console, while large glass doors provide access to a private patio, framed by blue curtains. A ceiling fan is present above.

4.97 out of 5 average rating, 115 reviews

1st Floor Beach-town Condo in Lewes

Come stay at our favorite little beachtown condo in Lewes! This 1st floor 2 bedroom, 2 bath condo has everything you need for an enjoyable and relaxing vacation! You will be just a few miles to the beach and outlet malls, have access to the community pools (May-Sept), park, and sport courts, and will be within walking distance to several great restaurants and shops. While we are "pet friendly" only 1 pet (dog or cat, 40lb maximum) is allowed per the HOA rules.

A comfortable living area features a dark sofa adorned with patterned throw pillows. A coffee table sits atop a patterned area rug, while natural light enters through multiple windows adorned with wooden blinds. A TV is positioned on an entertainment unit across from the seating area.

4.95 out of 5 average rating, 138 reviews

Beautiful condo in Villages of Five Points, Lewes

Welcome to our beautiful condo in the desirable family friendly community of The Villages of Five Points ! Our 2 bedroom, 2 bath condo is the perfect place for your beach vacation or any occasion. The condo has been newly painted and new flooring has been installed as well. The condo is right off east of route 1 and about 3 miles from Lewes beach. Biking trails are close by and Cape Henlopen State Park is a short ride of about 3 miles.

Popular amenities for Lewes family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.95 out of 5 average rating, 120 reviews

A thoughtfully decorated living area features a light-colored sofa adorned with several decorative pillows. A coffee table sits on a neutral rug with seashell patterns, while a side table holds a lamp. Natural light enters through a window with sheer curtains, enhancing the beachy vibe.

Home in Rehoboth Beach

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

4.97 out of 5 average rating, 181 reviews

A two-story beach house is depicted, featuring a spacious front porch with white railings and large deck areas. The structure is raised above a gravel driveway, with outdoor parking space visible below. The facade is painted in muted blue tones, complemented by wooden accents.

Home in Dewey Beach

McAvoy B & B

4.99 out of 5 average rating, 171 reviews

A comfortable living room features a gray sofa across from a wooden coffee table. A large round mirror reflects light, while framed fish prints adorn the walls. Natural light floods the space, highlighting the open layout that connects to the dining area and kitchen.

Home in North Cape May

Hot Tub Holiday Escape! Fireplace + Close to all!

4.99 out of 5 average rating, 312 reviews

The exterior of a quaint house features a black and white design with a front porch adorned by a vibrant American flag. The gravel pathway leads to the entrance, surrounded by small potted plants and a spacious, tree-lined yard.

Bungalow in Town Bank

Romantic Saltbox Bungalow! HOT TUB! Bay Sunsets!

4.86 out of 5 average rating, 322 reviews

The exterior of a custom-built tiny house is displayed, featuring a combination of horizontal siding and large windows. Two yellow chairs with a small table sit on the porch, framed by surrounding greenery, creating a connection to the natural environment.

Tiny home in Lincoln

Tiny house w/ Pool on water near Beaches / turf

4.91 out of 5 average rating, 130 reviews

The spacious living area features a large sectional couch, designed for relaxation. A central coffee table sits in front of it, surrounded by natural light from multiple windows. A stylish dining area is visible in the background, complete with a wooden table and chairs.

Apartment in Lewes

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

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.

4.95 out of 5 average rating, 194 reviews

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

4.96 out of 5 average rating, 119 reviews

An outdoor space features a heated swimming pool surrounded by a concrete patio. Comfortable seating options include several couches and chairs. A large umbrella provides shade, while a hot tub is positioned nearby. String lights and greenery enhance the backyard ambiance.

Home in Lower Township

Relaxing Getaway

Family- and pet-friendly home rentals

4.95 out of 5 average rating, 151 reviews

The interior of the bus features a cozy layout with wood paneling and large windows providing natural light. A comfortable seating area, equipped with pillows, is situated next to a compact kitchen with a stove and cabinets. A small dining table with two placemats is visible.

Bus in Frankford

Delightful Skoolie Near Bethany Beach

Guesthouse in Rehoboth Beach

The structure features a modern design with a wooden exterior and large glass windows. A spacious deck is accessible from the upper level, surrounded by lush greenery. The ground floor includes a stone facade with garage doors, creating a harmonious blend with the natural surroundings.

4.86 out of 5 average rating, 338 reviews

The Winkler

4.95 out of 5 average rating, 215 reviews

A single-story house is presented, featuring a welcoming front porch with screened seating. The exterior is surrounded by well-maintained grass and mature trees displaying autumn foliage. A driveway leads to the entry, enhancing the inviting appearance of the home.

Home in Rehoboth Beach

Pet friendly cottage 4 blocks to Beach

4.93 out of 5 average rating, 640 reviews

A sandy path leads through lush green grass toward the calm bay waters under a partly cloudy sky. The scenery captures the serene transition from land to water, inviting exploration just steps from the beach.

Cottage in Cape May

Charming Bayfront Tranquility

4.95 out of 5 average rating, 131 reviews

Condo in Rehoboth Beach

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

A dining area features a wooden table surrounded by six chairs, situated on a patterned rug. A woven pendant light hangs above the table. Large windows provide a view of the outdoors, with sheer curtains softly filtering the natural light.

4.85 out of 5 average rating, 188 reviews

Elegant 3-Bedroom Condo in Lewes with Pond Views

4.99 out of 5 average rating, 262 reviews

The living area features a neutral sofa with decorative pillows, complemented by two armchairs. A wooden coffee table sits atop a colorful area rug. Natural light floods the space through large windows, and wall decor adds a touch of personality.

Home in Rehoboth Beach

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

Superhost

The exterior of a charming bungalow features soft blue siding, decorative window boxes filled with blooming flowers, and a welcoming black front door. A well-maintained lawn surrounds the home, with stepping stones leading to the entrance and greenery providing a natural border.

Home in North Cape May

4.8 out of 5 average rating, 313 reviews

Beach Bum Bungalow (Dog Friendly)

Family-friendly home rentals with a pool

4.97 out of 5 average rating, 143 reviews

The living area features a light gray sectional sofa with colorful accent pillows, situated within a bright space. A wooden console table is placed against the wall, and light fixtures illuminate the open kitchen area in the background.

Condo in Dewey Beach

Luxury water-view condo with high-end finishes

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, 219 reviews

Villa Del Sol, Beautiful stay near beaches/outlets

4.98 out of 5 average rating, 197 reviews

A dining area is showcased with a grey table set for six, surrounded by vibrant yellow chairs and a metal wire-frame chair. A modern light fixture hangs above, and a decorative wreath adorns the wall, complemented by abstract artwork on either side.

Condo in Rehoboth Beach

Renovated Condo Near Outlets, 3.5 Miles to Beach

4.96 out of 5 average rating, 122 reviews

An open-concept living and dining area features a wooden dining table set for six, complemented by modern chairs. A comfortable seating arrangement with light-colored couches is situated near large windows, offering views of the surrounding area. A mounted TV and decorative elements enhance the space.

Condo in Ocean City

OCEAN FRONT Gem w/Pools, Movie Theater, Gameroom

Apartment in Rehoboth Beach

An open living area showcases a modern kitchen with dark cabinets and a marble countertop. A wooden dining table is set for six, and large windows allow natural light to fill the space. The seating area features a comfortable sofa and a small side table.

4.92 out of 5 average rating, 128 reviews

Sand & Surf Condo with Pool

4.97 out of 5 average rating, 197 reviews

A serene waterfront scene is captured at sunset, with vibrant colors reflected in the calm water. A charming building with large windows is illuminated, surrounded by lush trees, and boats are docked along the waterfront, creating a peaceful atmosphere.

Condo in Ocean Pines

Pines Getaway - Berlin Tree Light & Ice Ice 11/28

4.96 out of 5 average rating, 163 reviews

A balcony view showcases the ocean, with serene waves and sandy shores. Large glass doors allow natural light to flood the interior, while outdoor seating and potted flowers add a charming touch to the space.

Condo in Rehoboth Beach

Sunrise Studio - Ocean Front, on Boardwalk, Pool!