Family-friendly holiday rentals in Henlopen Acres

Townhouse in Rehoboth Beach

A modern living area features a light-colored sectional sofa and a round dining table with four chairs. A flat-screen television is placed on a sideboard. The kitchen area includes white cabinetry and stainless steel appliances, while natural light enters through the nearby window.

5.0 out of 5 average rating, 150 reviews

THE STANLEY 1 BLOCK TO BEACH/BOARDS & DINE/IMBIBE

ONE BLOCK FROM THE BEACH/BOARD, ONE BLOCK FROM DINE AND IMBIBE. 1 SPOT OFF STREET IN-TOWN PARKING!! This loft-style townhome has been completely restored with full modern kitchen, two ensuite bathrooms, comfortable living space, office loft and private outdoor deck. Modern, clean and beautiful featuring exposed high ceilings, shiplap and sea grass through out. We provide everything you need for your beach getaway. Luxe linens, beach chairs and towels, bath and cleaning products. Just come enjoy!

KitchenIndoor spacesSleep quality

Guest suite in Rehoboth Beach

A view of the ocean is captured from a fenced front yard, featuring a grassy area and a paved road. The coastline is visible in the distance, where the shimmering water meets the sky, enhanced by a few wispy clouds.

4.97 out of 5 average rating, 156 reviews

Steps From The Ocean & Boardwalk On Surf Ave.

Enjoy a day or week at our unique beach front guest suite. You are only steps from the sand and boardwalk that leads you to the amazing restaurants and shops of Rehoboth Beach. Your private entrance is located just inside the fenced in front yard. The whole first floor and front yard is yours to enjoy. The 1,200 sf. space is PET FRIENDLY and has a back deck, front patio, full bath, 2 bedrooms with 1 queen& king bed, 1 reserved parking space, & kitchenette(no stove). 11.5% tax added at booking.

Indoor spacesKitchenView

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.

4.94 out of 5 average rating, 198 reviews

Sunrise Studio - Ocean Front, on Boardwalk, Pool!

Our quiet ocean front studio has all the comforts of home with amazing views, a balcony hovering over a serene stretch of the Boardwalk, and is just steps away from restaurants, shops, arcades, rides and all of the best boardwalk foods! Walkable to everywhere in town! If you want to venture out further, a bike rental shop is just a few doors away! Enjoy a bike ride through town or to Dewey Beach. If you are looking for a scenic ride, enjoy the bike trails to Cape Henlopen State Park and Lewes.

FamilyKitchenLaundry

An open-concept kitchen and living area features a large wooden island with a sink, surrounded by modern cabinetry. Natural light floods the space through wide windows, showcasing cozy seating and a vibrant dining area with a round table. Bookshelves line a portion of the wall.

4.97 out of 5 average rating, 102 reviews

Modern Beach House w/ Private Pool

Modern eco-friendly retreat perfect year-round! This salt-box cottage is an open concept 3 bedroom, 2 bathroom filled with natural light. Huge yard with a pool house with dining table and grill, patio with lounge chairs, outdoor shower, and private pool (pool open May 15 - October 15). Located perfectly for Rehoboth Beach or Dewey Beach visitors. It is a 20 minute walk to the shops and restaurants on Rehoboth Ave or to the beach. Three parking spots, beach items, and all amenities included.

KitchenIndoor spacesWalkability

A spacious bedroom is presented, featuring a four-poster bed with a light-colored bedding set. Flanking the bed are two bedside tables, each with a lamp. Natural light filters through the window, illuminating the soft, neutral tones of the room.

4.99 out of 5 average rating, 117 reviews

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

☀️ Your Rehoboth Beach Escape Why guests love staying here: • Community pool 🌴 • 2 full baths • Private screened balcony 🌿 • East of Route 1 • Strong central AC ❄️ • Split-bedroom layout for added privacy • Beach chairs & towels included 🏖️ • Fast WiFi + smart TVs • Plenty of FREE parking • In-unit washer & dryer • Minutes to beaches, boardwalk, restaurants & shopping • Quiet community close to everything Perfect for couples, families, girls’ weekends, and relaxing coastal getaways.

FamilyKitchenPool

4.92 out of 5 average rating, 118 reviews

A charming beach cottage in a vibrant blue hue is framed by a black gate and a wooden fence. Lush greenery and blooming azalea bushes add color to the entrance, leading to a pathway illuminated by natural light. A gentle slope of trees enhances the tranquil setting.

Cottage in Dewey Beach

Shady Shore Cottage in North Dewey Beach

Charming Mid-Century beach cottage located in north Dewey Beach. Relax and enjoy one of the original beach cottages built in Rehoboth by the Sea in the 1960s. Only two blocks to the ocean and a short walk to restaurants in downtown Dewey or take a trolley ride to Rehoboth Beach for more restaurants and shopping. No parking pass needed - there's room for 4 cars in the driveway. Feel free to borrow the 3 beach chairs and enjoy the outdoor shower when you get back from the beach.

Indoor spacesFamilyParking

Cottage in Rehoboth Beach

A screened porch is depicted featuring a round table surrounded by four white, ornate chairs with cushioned seats. A vibrant bouquet of flowers sits at the center of the table, and light filters through the screens, enhancing the airy and relaxed setting.

4.85 out of 5 average rating, 206 reviews

The Good Stuff #2 - One Block to the Beach!

In Rehoboth Beach! Second block from the beach. Newly Redecorated. Come and enjoy these one of a kind vintage Rehoboth Beach cottages in a GREAT LOCATION! Perfectly nestled in a nice, quiet, family friendly neighborhood for relaxing yet close to everything. Walk and explore all Rehoboth has to offer; the beach; boardwalk; restaurants; shops; bike rental and more. Our clean, simple, comfy beach cottages are the perfect classic Rehoboth Beach experience. Come and Enjoy!

Indoor spacesKitchenAir conditioning

4.9 out of 5 average rating, 105 reviews

OceanfrontJewel|DirectOceanView•NewlyRenovatedPool

Oceanfront Jewel is proudly offered by RedHill Stays. Wake up to unobstructed ocean views from the top floor, just steps from the iconic Rehoboth boardwalk! Sip your morning coffee as the sun rises over the Atlantic, then fall asleep to the sound of waves at night. Designed for both romantic getaways and family escapes, this thoughtfully curated space blends comfort, style, and an unbeatable location.

Indoor spacesKitchenSleep quality

A round wooden dining table surrounded by eight woven chairs is positioned in a well-lit dining area. Soft natural light enters through large windows adorned with white blinds. A coastal-themed wall art piece enhances the serene ambiance, and a smaller table can be seen in the background.

5.0 out of 5 average rating, 233 reviews

Beautiful Beach House in Rehoboth

Modern spacious house in Rehoboth Beach with a large open floor plan on a quiet street. Five bedrooms/3.5 baths. Walk to town/beach - four blocks from beach right off Rehoboth Ave. Private pool with two levels of decks, grill and table/umbrella on top deck. Big open kitchen/dining/living area, over 3000 square feet of space overall.

FamilyKitchenPool

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.

4.96 out of 5 average rating, 235 reviews

Pet friendly cottage 4 blocks to Beach

South Rehoboth Beach House located in peaceful country club estates. Fully fenced with outdoor shower, 2 screened porches, gas grill, cable TV, wireless internet, full kitchen, beach chairs, 1 car parking in driveway and garage parking for 1 car. In season Rehoboth Beach parking permits provided DOGS ALLOWED $50 per stay fee

KitchenFamilyCondition

An inviting living space features a plush navy sofa and a light-colored coffee table on a vibrant, circular patterned rug. High ceilings with exposed beams enhance the airy feel. A modern dining area can be glimpsed in the background, with a glimpse of the kitchen visible beyond.

4.98 out of 5 average rating, 122 reviews

Hot Tub, Sheets & Towels and IN TOWN!

Gorgeous, modern, bright and open renovated Rehoboth home with 4 large bedrooms (each with king bed!) and a new HOT TUB, 2 nice bathrooms, fenced yard, parking for 3 cars, FIRE PIT, and grill and on a quiet, tree lined street one block off Rehoboth Ave and 2 blocks to Dogfish Head! Only a 15 minute walk to the boardwalk too.

KitchenFamilyAccuracy

A charming beach cottage exterior is framed by lush greenery and flower beds. A welcoming path leads to a screened porch, flanked by two large decorative pumpkins. The house features light-colored siding and black shutters, with a flag displayed on the side.

4.96 out of 5 average rating, 144 reviews

Classic Central Rehoboth Beach Cottage

A charming and comfortable beach cottage, walkable to everything-- two blocks to the beach, four blocks to the restaurants and shops of downtown Rehoboth Beach. Chef's kitchen, organic vegetable and herb garden in the backyard, outdoor shower, gas grill, and outdoor seating. Come relax at the beach!

Indoor spacesKitchenEV charging

Popular amenities for Henlopen Acres family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Superhost

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.

4.94 out of 5 average rating, 106 reviews

Perfect Rehoboth Beach Getaway with Hot Tub

KitchenFamilySleep quality

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.

4.96 out of 5 average rating, 112 reviews

Bright condo-On bike trail & 1 mile to boardwalk

Indoor spacesFamilyValue

Cottage in Rehoboth Beach

The spacious kitchen features a large island with four barstools. Brightly lit pendant lamps hang above the island, and a farmhouse sink is positioned under the window. Cabinets are stylishly finished in navy blue, complemented by light countertops and backsplash.

4.95 out of 5 average rating, 244 reviews

Hot Tub, Fire Pit, Private Back Yard, Relaxing

KitchenIndoor spacesAmenities

4.94 out of 5 average rating, 234 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

Indoor spacesKitchenDecor

The exterior of a large white house is displayed, featuring black and white striped awnings over the windows. A welcoming front porch includes a bench and colorful flower pots. A spacious driveway provides parking, and a garage door is visible on the right.

4.88 out of 5 average rating, 248 reviews

Dodd House Beach Home w/private pool and hot tub

Indoor spacesKitchenQuiet

4.9 out of 5 average rating, 144 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!

FamilyIndoor spacesWalkability

4.97 out of 5 average rating, 193 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

KitchenFamilyWi-Fi

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, 218 reviews

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

KitchenFamilyValue

Family- and pet-friendly home rentals

Holiday home in Dewey Beach

A modern dining area features a large white table surrounded by upholstered chairs. A vase with fresh flowers sits at the center, and sliding glass doors allow natural light to enter, providing a view of the outdoor space.

4.99 out of 5 average rating, 124 reviews

Luxury, Ocean Block 4B/3B Condo at Van Dyke Villas

FamilyKitchenLocation

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.

4.99 out of 5 average rating, 291 reviews

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

FamilyKitchenAccuracy

4.99 out of 5 average rating, 219 reviews

A spacious kitchen with a large central island is featured, complemented by white cabinetry and stainless steel appliances. Natural light fills the room through the window, illuminating the dining area with a wooden table and blue chairs nearby, creating an inviting space for gatherings.

Cottage in Lewes

Ebb & Flow Beach House - Lewes Bay Beach Retreat

FamilyKitchenParking

Superhost

4.8 out of 5 average rating, 758 reviews

Contemporary 1 Bedroom 2 level home

KitchenIndoor spacesLocation

4.99 out of 5 average rating, 232 reviews

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.

Home in Lewes

Beautiful Waterfront Home-Private, Clean, Relaxing

Indoor spacesFamilyAccuracy

4.93 out of 5 average rating, 158 reviews

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.

Home in Lewes

Lewes Delaware Beach House

KitchenIndoor spacesAccess

4.95 out of 5 average rating, 322 reviews

Condo in Lewes

Modern & Cozy Retreat | Pool | Close to Beaches

Indoor spacesFamilyLocation

Townhouse in Rehoboth Beach

The entrance to Rehoboth Crossing is framed by neatly trimmed green shrubs and large trees. A stone sign displaying 'Rehoboth Crossing' is prominently featured. Colorful flowers in shades of pink are planted in a decorative arrangement in front of the sign, adding a welcoming touch.

4.98 out of 5 average rating, 248 reviews

Newer townhome in Rehoboth with Pool

KitchenFamilyLayout

Family-friendly home rentals with a pool

Holiday home in Rehoboth Beach

A modern living space features a light color palette with wood accents and large glass doors offering ocean views. A sectional sofa, dining table, and stylish chairs are arranged for comfort. A telescope invites exploration of the expansive sea, while natural light brightens the area.

4.96 out of 5 average rating, 110 reviews

Mid century vacation condo newly renovated.

FamilyIndoor spacesWalkability

4.99 out of 5 average rating, 179 reviews

Stress-Free Family Beach Stay | Pool + Kid Perks

FamilyKitchenTV

An overview of the living area showcases a light wooden floor with a neutral-colored area rug. A simple white coffee table is centered between two light grey sofas. A floral decorative pillow rests on one of the sofas, adding a touch of color to the space.

4.94 out of 5 average rating, 147 reviews

Consistent 5-star rating Lakefront 3BR & 2BA condo

KitchenFamilyView

Apartment in Rehoboth Beach

An open-concept living area features a light-colored sectional sofa adorned with textured pillows. A round coffee table sits on a soft area rug. The dining area, equipped with a sizable wooden table and stylish woven chairs, is visible in the background alongside modern kitchen appliances.

4.99 out of 5 average rating, 173 reviews

Cozy Rehoboth Beach Condo w/ 2 bedrooms

Indoor spacesFamilyLaundry

Townhouse in Rehoboth Beach

The saltwater pool is surrounded by sun loungers and umbrellas, offering a relaxing space to unwind. Lush greenery borders the area, and a shed is visible nearby. The clear blue water reflects the sky, inviting guests to enjoy leisurely moments.

4.91 out of 5 average rating, 235 reviews

Downtown RB Townhome-Great Location-WALK TO BEACH

KitchenFamilyView

A spacious living area features a comfortable sectional sofa arranged around a central ottoman. A stone fireplace serves as a focal point, complemented by a large HDTV on the wall. Natural light enters through the nearby windows, enhancing the room's welcoming atmosphere.

4.93 out of 5 average rating, 29 reviews

Spacious Family Beach House with Private Hot Tub

KitchenFamilyHiking

A well-maintained, two-story house with light blue siding is set on a landscaped lot. A spacious front porch invites relaxation, and a driveway leads to a two-car garage. Lush greenery complements the exterior, with trees and shrubs enhancing the welcoming atmosphere.

5.0 out of 5 average rating, 8 reviews

Rehoboth Beach Getaway II

KitchenIndoor spacesComfort

Aerial view of a private pool located in a fully-fenced backyard. The pool is surrounded by a stone patio, lounge chairs, and a shaded umbrella for outdoor comfort. Lush greenery and tall trees provide a natural backdrop, enhancing the outdoor space.