Family-friendly holiday rentals in Henlopen Acres

Townhouse in Rehoboth Beach

A sunlit living area showcases a beige sectional sofa and an accent chair, complemented by a round coffee table. Large windows provide views of the outdoors, while decorative plants and artwork add a touch of style to the inviting space.

4.98 out of 5 average rating, 106 reviews

Spacious Townhome close to Rehoboth/ Dewey Beaches

Spacious home in the heart of the Rehoboth & Dewey beaches. A short bike ride to downtown Rehoboth, the boardwalk & the beach. 3 full bedrooms each with its own full bathroom as well as a comfortable pullout couch providing sleeping for 10 guests. Fully equipped kitchen, comfortable accommodations, plenty of beach equipment and a screened in porch provides an outdoor dining option. A ground level patio includes outdoor lounge furniture and a sun deck is available off the 3rd fl master bedroom.

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.

4.96 out of 5 average rating, 175 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.

4.89 out of 5 average rating, 120 reviews

A wooden sign featuring the name 'Sandy Paws Cottage' is displayed prominently. The artwork depicts the cottage with a landscape background and silhouettes of dogs, showcasing a rustic charm with subtle earthy tones.

Cottage in Milford

SandyPaws Cottage at Big Stone Beach on the DE bay

This is a newer cottage on the Delaware Bay near Milford, DE, only 25 minutes to Rehoboth Beach and the Atlantic Ocean. Sleeps 4, 2 bdr, 1 bath, a double and a queen bed. Large sunny great room with tv and DISH satellite. There is over 500 sq feet of deck space overlooking the bay and the freshwater marsh managed by the Nature Conservancy. Watch sunrise over the bay and sunset over the beautiful marsh filled with many species of birds. Dogs must be walked on a leash and do-do picked up!

A spacious sleeping area features a large bed covered with a textured white quilt. A cream-colored couch is situated against the wall, complemented by framed artwork. Natural light is provided by two windows, enhancing the calm color palette of the room.

4.9 out of 5 average rating, 318 reviews

Sandy Blessings 1A

Hip mid century reno on a 1955 beach cottage-studio has a fantastic patio in a private landscaped and fenced yard. This boasts a kitchenette w/ kuerig, toaster, and 2 burner electric hot plate for light eating in. We supply pots,pan ,dishes,water and wine glasses, kitchen linens and cleaning supplies. You will be about 1 1/2 miles from the beach in Rehoboth, 7 miles to Lewes Beach and Cape Henlopen State Park, approx 2 miles from Dewey Beach. The area is a foodie and brewery delight !!:):)

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, 123 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!

Superhost

A bright and airy sleeping space features two queen beds, each adorned with white linens. Natural light fills the room through multiple windows, while a television is positioned above a white dresser. A cozy seating area is visible in the corner, providing a welcoming spot to relax.

4.83 out of 5 average rating, 155 reviews

Two room apartment 2 blocks from downtown Rehoboth

Hanna Cottage is a cozy two-room Garage Apartment that sleeps 4 comfortably. Located only two blocks from the beach, boardwalk, restaurants, shopping and nightlife, Hanna cottage is convenient to everything. Sheets, pillow,blanket provided In season (late June&July& August) we rent Sat to Sat. If your dates don't fit our paradigm make an inquiry and we will try to accommodate you. If you choose to not rent, please send us a note and let us know why. We are still learning. Thanks!

4.91 out of 5 average rating, 109 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.

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, 628 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.

Superhost

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, 268 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)

Townhouse in Rehoboth Beach

A comfortable living area showcases a modern sectional sofa with decorative pillows, complemented by a fur throw. A sleek coffee table sits atop a patterned rug, with light entering through sliding glass doors that open to a private outdoor space.

4.91 out of 5 average rating, 262 reviews

Beach Modern Living Townhome

Step into a beautifully comfortable, designer townhome, and relax in style just blocks from the restaurants & beach on Rehoboth Avenue. From the space to all the furnishing, everything about this 1100sq foot, 3 completely remodeled stories is brand new. New Gourmet Kitchen, Great Room combination, 3 gorgeous bedrooms, 2 full baths, 1 half bath, and patio with outdoor shower. Every detail is of the highest quality to evoke a relaxed upscale modern beach vibe.

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!

4.97 out of 5 average rating, 132 reviews

The cottage is surrounded by lush greenery and autumn foliage. The exterior showcases a combination of siding and a shingled roof. A screened porch offers a welcoming entrance, while a black grill is positioned nearby. Various outdoor elements, including tall grasses, enhance the inviting curb appeal.

Cottage in Sussex County

Private Cottage * 1 bedroom+loft * Rehoboth Beach

Welcome to Salt Box Cottage! I am thrilled to share my dream vacation home with you! You will be a short distance away from all that Rehoboth, Dewey and Lowes Beaches have to offer. You will have access to 2 bicycles and beach chairs during your stay. When you are not out and about you will have access to the entire cottage, which is well appointed with a full kitchen, towels, linens, laundry room across the way and 2 free parking spots.

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

4.95 out of 5 average rating, 188 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

4.88 out of 5 average rating, 148 reviews

An airy living space is presented from an aerial perspective, featuring two patterned sofas facing a light-colored coffee table. A television is positioned on a cabinet against one wall, with natural light filtered through sheer curtains enhancing the open feel of the room.

Flat in Bethany Beach

Sea Colony Beach And Tennis Resort

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, 180 reviews

Classy Beach Getaway

4.99 out of 5 average rating, 160 reviews

A spacious living room features a large sectional sofa and a floor-to-ceiling gas fireplace. Natural light filters through the plantation shutters, highlighting decorative plants and a round mirror. A large TV is mounted above a white-brick fireplace, creating a cozy gathering space.

Home in Villas

Hot Tub Backyard Oasis, Private Beach, Local Pool

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.

Flat in Lewes

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

4.96 out of 5 average rating, 148 reviews

Home in Rehoboth Beach

Rehoboth Beach Gem – Hot Tub + EV Charger 2 BR

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, 199 reviews

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

Tiny home in Lower Township

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.

4.99 out of 5 average rating, 190 reviews

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

Family- and pet-friendly home rentals

4.96 out of 5 average rating, 223 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

4.86 out of 5 average rating, 210 reviews

An inviting entrance features a bright white door adorned with a decorative wreath. Lush white hydrangea flowers bloom vibrantly in the foreground, complementing the blue exterior of the cottage.

Cottage in Lewes

BnB’s Dog-Friendly Garden Cottage

An aerial view captures a spacious, single-story gray house with a blue metal roof, surrounded by lush green trees. Solar panels are positioned on the roof, while a gravel driveway leads to parked vehicles. A small gazebo is visible in the backyard.

4.87 out of 5 average rating, 306 reviews

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

4.86 out of 5 average rating, 209 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.

Apartment in Dewey Beach

On the Bay, Private Beach-Boat Slip

4.88 out of 5 average rating, 156 reviews

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.

Home in Rehoboth Beach

Secluded Coastal Cottage • Just 9 Min to the 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, 269 reviews

Stylish, Spacious & Dog-Friendly Studio Cottage

4.98 out of 5 average rating, 120 reviews

Rehoboth 1st floor, Pool, Beaches, Shopping

4.99 out of 5 average rating, 245 reviews

A deck overlooks sandy paths leading to the ocean, framed by lush dune grass and coastal vegetation. The bright blue sky contrasts with the calming sea, creating a serene coastal view. The deck railing offers a defined space for relaxation while enjoying the surrounding nature.

Home in Milton

Beachwalk: ON BEACH. Pet-Friendly. Linens Incl.

Family-friendly home rentals with a pool

A row of townhouses presents a blend of architectural styles with neatly painted exteriors. Each unit features a private balcony and a garage entrance. The inviting atmosphere is enhanced by landscaped front yards, offering a clean and organized community space beneath a clear blue sky.

4.96 out of 5 average rating, 52 reviews

Luxury Shoal Harbor Retreat – Walk to Beach + Pool

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.

Apartment in Dewey Beach

Luxury water-view condo with high-end finishes

A modern kitchen area features wooden cabinets, stainless steel appliances, and a stone accent wall. A circular glass dining table is surrounded by wicker chairs, providing a cozy space for meals. The overall layout is bright and inviting, with natural light highlighting the contemporary decor.

4.94 out of 5 average rating, 122 reviews

Cozy Condo on Silver Lake - Walk to the beach!

A decorative wooden sign with a blue background and black lettering stating 'LIFE IS BETTER IN FLIP FLOPS' is placed on a neutral-colored surface. A small metallic sailboat sculpture is visible in the background, adding a nautical accent to the scene.

4.91 out of 5 average rating, 137 reviews

Salt Air Retreat - Rehoboth Beach

A modern dining space is depicted with a round table set for four, featuring light blue plates and glasses. Contemporary bar stools line the kitchen counter, which showcases stainless-steel appliances. Adjustable lighting illuminates the area, enhancing the welcoming atmosphere.

5 out of 5 average rating, 53 reviews

Velo Condo-2 BR, 2 BA, Pool view

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, 223 reviews

Downtown RB Townhome-Great Location-WALK TO BEACH

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

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.