Family-friendly vacation 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, 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.

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, 236 reviews

Downtown RB Townhome-Great Location-WALK TO BEACH

Great location in downtown Rehoboth Beach-walk everywhere! Tucked away in a quite residential community, yet close to all of RB's favorite attractions: 4 blocks to the beach and boardwalk, less than 1/2 block to Rehoboth Avenue. No need to drive once you arrive-walk to the beach, boardwalk, Funland, and all of the restaurants and shopping in town. Also close to the bike trails. This 2 level townhome overlooks the salt water pool and includes 2 parking spaces and 2 additional parking passes.

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, 103 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.

4.96 out of 5 average rating, 228 reviews

Breakfast at Tiffany - Spacious Home w/ Deck

This tastefully furnished home is the perfect getaway in the Midway Estates neighborhood of Rehoboth Beach. Located within 6 miles of Lewes Beach, Cape Henlopen State Park, and Rehoboth Beach this house is centrally located east of Route 1 and has plenty of room for your family vacation. With all amenities included and plenty of entertainment options this is the ultimate carefree retreat. Walkable to many restaurants, movie theater, mini golf, outlets, go-karts, water park and more!

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.

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.

4.92 out of 5 average rating, 226 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!

4.99 out of 5 average rating, 235 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

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.

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.

A spacious bedroom is presented with a large bed adorned with crisp white linens. Two bedside lamps provide soft illumination. A piece of artwork depicting ocean waves hangs above the bed, and a window with sheer curtains allows natural light to fill the room.

4.86 out of 5 average rating, 110 reviews

Cape Suites Room 1 - Free Parking!

Your Place to Stay in Rehoboth Beach, DE! This Second Floor East End Suite has been completely renovated in 2023! It features a brand new bathroom with tub/shower enclosure, new tile and vanity. This suite will have a new layout in the second bedroom featuring a built-in with a small refrigerator, microwave, and wardrobe. Also included is a cafe table with two chairs and all new A/V equipment.

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, 235 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.

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

4.99 out of 5 average rating, 220 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

Hosting year round. Ebb & Flow Beach House is a 4 bedroom, 3 full bath multi-family retreat with an airy open floor plan. It is tastefully decorated and fully stocked. You will feel relaxed just walking in the door. 5 min walk to the beach. 10-15 minute walk to historic downtown Lewes. Lewes Short Term Rental License R2300082

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

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

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

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, 123 reviews

Hot Tub, Sheets & Towels and IN TOWN!

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

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.

4.94 out of 5 average rating, 185 reviews

Hot tub, Pool, Shop & Dine, Sleeps 8

4.94 out of 5 average rating, 235 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

4.97 out of 5 average rating, 195 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

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, 220 reviews

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

Family- and pet-friendly home rentals

4.95 out of 5 average rating, 323 reviews

Condo in Lewes

Modern & Cozy Retreat | Pool | Close to Beaches

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

Superhost

4.81 out of 5 average rating, 760 reviews

Contemporary 1 Bedroom 2 level home

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

A charming two-story house features a large covered porch with seating and decorative lanterns. The soft green and white exterior is complemented by a manicured garden showcasing colorful flowers and lush greenery. Trees provide shade, creating a peaceful ambiance around the property.

4.98 out of 5 average rating, 107 reviews

Modern Beach House | Walk to Beach & Town

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.

4.88 out of 5 average rating, 185 reviews

Secluded Coastal Cottage • Just 9 Min to the Beach

Apartment in Rehoboth Beach

An aerial view of the property features a spacious building surrounded by lush greenery. A gravel path leads to the entrance, and ample outdoor space offers room for relaxation. Nearby, a small shed is visible, nestled among the trees, enhancing the natural setting.

4.88 out of 5 average rating, 443 reviews

Timmy's Treeside Studio Pets Welcome Peeps #420

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

Family-friendly home rentals with a pool

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, 177 reviews

Cozy Rehoboth Beach Condo w/ 2 bedrooms

Vacation 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.

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, 119 reviews

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

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!

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

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

4.94 out of 5 average rating, 49 reviews

Rehoboth Beach Retreat |4BR Near Beach/Pools/Trail

An open-concept living space is presented, featuring a dining area with a wooden table and chairs. Comfortable seating arrangements are located in the foreground, complemented by natural light entering through nearby windows. Wood accents and nautical decor add to the atmosphere of the room.