Family-friendly holiday rentals in Henlopen Acres

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, 147 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.

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.

4.99 out of 5 average rating, 200 reviews

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.

Guest suite in Rehoboth Beach

A welcoming outdoor terrace features a round table surrounded by two wicker chairs with blue cushions. Hanging planters filled with greenery create a vibrant atmosphere, while a decorative pot adds a pop of color. Sunlight filters through lush trees, enhancing the serene environment.

4.99 out of 5 average rating, 210 reviews

Treetops beach getaway walkable to beach/boardwalk

East of Route 1, equidistant to both Rehoboth & Dewey beaches, about 1/2 mile easy bike/walk. Brand new for 2021, this fully equipped guest suite offers a private entrance, bedroom with a king bed on an adjustable frame, full bath, laundry, and a kitchenette. There is NO STOVE in this unit but we have provided a microwave and toaster convection oven/air fryer for easy beach meal prep. There is also a gas grill for barbecuing. Please note that this unit is strictly limited to 2 mature adults.

A bright living area is complemented by large windows that allow natural light. A gray sleeper sofa is positioned beside a turquoise chair, with colorful decorative pillows adding a touch of design. A small television is mounted on the wall, enhancing the cozy ambiance.

4.8 out of 5 average rating, 730 reviews

Contemporary 1 Bedroom 2 level home

The unit has keyless entry system, A/C, brand new full size W/D, large patio w/grill, remote controlled open&close sky lights w/built in shades, new carpet, YoutubeTV/Netflix/Hulu/Amazon Prime Video & walk to the beach and attractions w/out crossing **pet friendly** **LOCATION** Intersection of Washington st & Jefferson St. supplied for guest: sheets blankets bath towels Shampoo/conditioner soap toilet paper paper towels trash bags Back pack type beach chairs (3) Beach umbrella Bikes (2)

4.93 out of 5 average rating, 272 reviews

A spacious living area features a large L-shaped mahogany leather couch and a brown suede love seat adorned with decorative pillows. An ottoman complements the seating arrangement. A 65" HD flat screen TV is visible, alongside two windows allowing natural light to brighten the room.

Apartment in Dewey Beach

Dewey Beach 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!

The image showcases the exterior of a charming second-floor apartment, featuring a wooden deck with a small dining table and chairs. A decorative awning covers the entrance, while greenery surrounds the building, enhancing the inviting atmosphere. The unit number, 36C, is displayed near the door.

4.87 out of 5 average rating, 121 reviews

CasaJunior: 1 Block to Beach | Kitchen | Parking

Welcome to CasaJunior by CasaDelaware! Unlike nearby hotels and B&B's, our classic beach apartment offers a full kitchen and provided linens/towels just 1 block from the Atlantic, boardwalk, and top dining. This self-sufficient sanctuary is a "park and forget it" spot with onsite parking included. Perfect for friends, couples, or families seeking a walkable, turnkey escape with flexible dates—weekly and monthly discounts offered. Enjoy the privacy of a cottage + the convenience of a hotel!

Tiny home in Rehoboth Beach

A modern, cozy bedroom features a plush bed adorned with white linens, framed by wood accents and soft lighting. A piece of artwork hangs above the bed, complemented by functional storage cabinets. A ladder leads to the loft space, enhancing the room's vertical appeal.

4.93 out of 5 average rating, 240 reviews

Private Tiny House in Downtown Reho w/Murphy Bed

Come experience tiny living! Enjoy every amenity and thoughtful detail in our updated, 200 square foot tiny home in a secluded location one block from Rehoboth Avenue and a 10 minute walk to the boardwalk and beach. Built in 1951 and renovated in 2020, this hidden gem is full of surprise and delight—perfect for a couple’s getaway, a girlfriends weekend, or a private spot to get some solitude or finish that novel. Full linen service included! Guests need to bring their own beach towels.

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.

4.87 out of 5 average rating, 344 reviews

The Winkler

The Winkler is a comfortable fully equipped 1BR / 1 BA apartment above our detached 3 garage @ The Tree House. Nestled in lush trees and landscaping in the Rehoboth Beach Country Club. Named after Henry Winkler who played the Fonz on Happy Days, (because he lived in the apt. over the Cunningham's garage). The apartment offers privacy and separation from the main house. Giving you an opportunity to make it your home away from home at the beach. Come Enjoy!!

A scenic view is captured through the window, showcasing a gazebo in a public square by the ocean. The serene ocean can be seen in the background, with gentle waves meeting the shore under a cloudy sky.

4.75 out of 5 average rating, 267 reviews

Rehoboth Ave Boardwalk, Ocean & Bandstand Views U2

You truly can not ask for a better location! Directly across from the bandstand, your beautifully renovated condo is STEPS from the boardwalk and beach. Enjoy Boardwalk and Ocean views in this modern & stylish 2 bedroom 1 bath condo with your private entrance located directly on Rehoboth Avenue (THE MAIN DRAG) steps from the boardwalk. Little to no street noise even with the windows open! (3 night minimum during high season ; 2 night minimum offseason)

Cottage in Rehoboth Beach

A charming front porch features white wicker chairs adorned with plush cushions and a round table. Flower pots add a touch of greenery, while hanging planters bloom with vibrant flowers. Lush plants and shrubbery are visible in the background, enhancing the inviting outdoor space.

4.91 out of 5 average rating, 208 reviews

The Good Stuff #1 - One block from the 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; and more. Our clean, comfy, simple, beach cottages are the perfect classic Rehoboth Beach experience. Come and Enjoy!

Apartment in Rehoboth Beach

A light and airy living area features a comfortable gray sofa with pillows, accompanied by a glass-top coffee table with gold accents. In the background, a dining space with two bar stools is illuminated by pendant lights, while a kitchen area is visible to the left.

4.95 out of 5 average rating, 129 reviews

Modern Coastal Studio Apartment ~ 2 Miles to Beach

Pristine and beautifully decorated private studio/ guest apartment w/ private entrance. Located ~2 miles from the white sands of Rehoboth Beach & ~5 miles to Lewes Beach. Quiet residential community conveniently situated near everything this great town has to offer: shopping, trails, dining, state parks and more. -55 inch smart TV -No stove. Toaster oven and microwave for preparing food. Adults only. No smoking.

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.

4.95 out of 5 average rating, 221 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

Popular amenities for Henlopen Acres family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.85 out of 5 average rating, 104 reviews

A spacious living area features a large wall-mounted entertainment center with a flat-screen TV. Comfortable seating options include a striped sofa and a patterned armchair. Sliding glass doors provide unobstructed ocean views and natural light, enhancing the inviting atmosphere of the space.

Condo in Ocean City

Luxurious Oceanfront Retreat with Amazing Views!

4.97 out of 5 average rating, 182 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

A dining area is visible, featuring a wooden table surrounded by black chairs with red seat cushions. A pendant light hangs above, illuminating the space. Adjacent to the dining area, a kitchen with light-colored cabinetry and modern appliances is suggested, creating a welcoming atmosphere.

4.94 out of 5 average rating, 179 reviews

Classy Beach Getaway

4.86 out of 5 average rating, 321 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, 131 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, 198 reviews

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

4.76 out of 5 average rating, 107 reviews

An aerial view showcases a large swimming pool area surrounded by lounge chairs and umbrellas, with a smaller kids' pool adjacent. Tennis courts and well-maintained landscaping are visible, alongside additional buildings and open green spaces in the distance.

Townhouse in Selbyville

Bayside - Best Deal in Bayside!

5 out of 5 average rating, 175 reviews

Four colorful tiny cottage suites are aligned under a blue sky with fluffy clouds. Each suite features distinct pastel-colored exteriors with round windows and front doors in various hues, complemented by modern railings and landscaping that enhances the welcoming vibe.

Tiny home in Villas

Hot Tub | Mini Golf | Arcade | Gym — Coastal Quad

Family- and pet-friendly home rentals

4.97 out of 5 average rating, 144 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

Townhouse in Rehoboth Beach

An outdoor patio area features a round table with four metal chairs, shaded by a large teal umbrella. A gas grill is positioned nearby, along with a charcoal grill and tall plants that add greenery to the space. A privacy fence surrounds the area.

4.87 out of 5 average rating, 145 reviews

Serene Coastal Getaway: 3BR Townhouse

4.86 out of 5 average rating, 208 reviews

The open-concept living area offers a view of the bay through large windows. A kitchen island with seating for four is visible, along with stainless steel appliances and light cabinetry. Natural light fills the space, showcasing a welcoming atmosphere by the water.

Condo in Dewey Beach

On the Bay, Private Beach-Boat Slip

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, 266 reviews

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

A spacious dining area features a large wooden table surrounded by eight chairs. A decorative mirror hangs above the table, reflecting warm light from a unique pendant fixture. A doorway leads to a well-lit bedroom, with the bed visible through the open door.

4.89 out of 5 average rating, 152 reviews

Secluded Coastal Cottage • Just 9 Min to the Beach

4.97 out of 5 average rating, 301 reviews

A compact kitchen area is visible, featuring white cabinetry and modern appliances. Two bar stools are positioned at a small island. The cozy sitting area includes a light blue chair and a striped sofa, with light streaming in from the nearby window.

Condo in Dewey Beach

Sweet getaway - beach block, steps from the beach!

Apartment in Rehoboth Beach

A bright bedroom is presented with large windows that offer views of the surroundings. A spacious bed is complemented by decorative pillows, while a white dresser and television add functionality. Light wood flooring enhances the modern aesthetic of the room.

4.99 out of 5 average rating, 239 reviews

The Sandy Starfish - Rehoboth Beach

Place to stay in Rehoboth Beach

A comfortable living area features a green sofa and two coral armchairs, accompanied by a round wooden coffee table with decorative items. A stylish indoor/outdoor fireplace is centrally positioned beneath a wall-mounted television, with a vibrant area rug adding warmth to the space.

4.99 out of 5 average rating, 266 reviews

Stylish, Spacious & Dog-Friendly Studio Cottage

Family-friendly home rentals with a pool

Townhouse in Rehoboth Beach

A doormat is shown at the entrance, featuring the word 'Welcome' in elegant script. The mat is rectangular, crafted from natural coir with a black rubber border that enhances durability.

4.99 out of 5 average rating, 214 reviews

Sea Esta Retreat -Luxury Townhome Overlooking Pool

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.

4.93 out of 5 average rating, 137 reviews

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

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, 222 reviews

Downtown RB Townhome-Great Location-WALK TO BEACH

4.87 out of 5 average rating, 127 reviews

Rehoboth Beach Canal Retreat

Apartment in Rehoboth Beach

A comfortable seating area features a dark blue sofa adorned with striped pillows, positioned in front of a rustic coffee table. Two lamps flank the sofa, illuminating the space. Above the couch, three framed nautical-themed decorations are displayed.

4.98 out of 5 average rating, 106 reviews

Rehoboth Beach 2BR/2BATH Condo

A private deck features a round glass table surrounded by four striped chairs. A potted plant with pink flowers adorns the center of the table. The wooden railing provides a sense of privacy while allowing for an outdoor dining experience.

4.82 out of 5 average rating, 401 reviews

2 Bedroom Condo Rehoboth Beach w/ No Chores

4.97 out of 5 average rating, 105 reviews

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.

Condo in Lewes

Beach Escape Condo w/ Pool - Lewes Beach 3.5 Miles