Family-friendly holiday rentals in Rehoboth Beach

Tiny home in Rehoboth Beach

4.93 out of 5 average rating, 267 reviews

Cutest-Quiet-bk rds-Bikes-Kayaks-Doorstep parking!

Beach Daze is a surprisingly spacious & bright “tiny house” nestled into a quiet zen-like hidden treasure of a neighborhood within the town of Rehoboth Beach, Delaware. It is walking or biking distance (on quiet, quaint streets) to so many delightful natural wonders including the beaches, the canal, the bay, and a nature preserve! Beach Daze is perfect as a couple's retreat or a family vacation! We provide PLENTY of TOYS… 2 kayaks, 2 bikes, 2 beach chairs & random array of games, toys & sporty.

4.99 out of 5 average rating, 162 reviews

Stress-Free Family Beach Stay | Pool + Kid Perks

From the moment you walk in, it just feels different. Fresh flowers, thoughtful touches, and even surprise goodies for the kids-everything is designed so your family can relax instantly. No over-packing, no stress-we've stocked it all (beach gear, snacks, games & more). Tucked in a quiet spot just minutes from the beach & boardwalk, you get the best of both worlds. This isn't just a stay--it's a place families come back to year after year. No kiddos coming-No worries! Kids items are put away.

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 3BR / 3.5 Baths/Sleeps 10 - Mins to Beach

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 spacious living area features two large sofas, one being a queen sleeper bed. A wooden coffee table sits on a neutral area rug. A dresser and smart TV are positioned along the wall, with a dining area visible through an open layout.

5 out of 5 average rating, 102 reviews

Coastal 2BR • 10 min to Beach & Trails

Welcome to The Loft, a cozy Rehoboth Beach retreat. Feel right at home in this spacious 2BR, 2BA condo conveniently located East of Rt. 1 between Rehoboth Beach and Lewes Beach. The condo is also just minutes from Junction & Breakwater Trail, Georgetown Lewes Trail and Cape Henlopen State Park... perfect for walks and biking. Love shopping? There are 3 Tanger Outlets and an abundance of other stores. Explore endless dining options in downtown Rehoboth Beach, Lewes and all along Coastal Highway.

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, 184 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.

A dining area features a round wooden table surrounded by six chairs. A decorative plate with shells is centered on the table. Bright light enters through the glass doors leading to the screened porch, with a view of the outdoor space and surroundings.

4.94 out of 5 average rating, 124 reviews

In-Town Rehoboth Beach, Walk to Everything!

Comfortable In-Town Rehoboth Beach Home. Walk to all that Rehoboth has to offer! Just one block to Rehoboth Avenue and five blocks to the beach. Host a small party on the large screened porch, grill your dinner, or play in the large back yard. This home has driveway parking for two cars. An additional Rental Agreement is required to rent this home. It is delivered by email following booking, signed and returned to host by email. The agreement may be reviewed before booking, by request.

Apartment in Rehoboth Beach

The exterior of a red barn-style structure is highlighted, featuring a wraparound porch with a wooden railing. A large garage door is visible on the lower level, while greenery surrounds the property, offering a serene setting.

4.94 out of 5 average rating, 208 reviews

The Artist’s Barn Studio

Welcome to charming Rehoboth Beach where you can shop, dine and enjoy the seashore. The apartment is directly on the bike trail which we highly recommend you explore using the 4 provided bikes! It is above my fine art studio (Laura Killpack) and walking/biking distance to town. The spacious studio apartment has two queen beds, one full bathroom and outdoor shower. Newly renovated with thoughtful artistic touches and high quality comfort. We strive to make our guest experiences exceptional!

An open living space features exposed wooden beams and large windows allowing natural light to fill the room. A comfortable white sofa sits alongside a stylish wooden coffee table, with a modern lamp and decorative items on display. The kitchen is equipped with stainless steel appliances and a white cabinetry design.

4.99 out of 5 average rating, 268 reviews

TOWNSAND 1 block to ocean 1 block to dine/imbibe

Where the city meets the sea. One block to the beach and boards, one block to the best restaurants in Rehoboth. Townsand loft is the perfect location for your stay in Rehoboth. Park the car in the dedicated off street spot in front of Townsand and walk to everything. This light filled home features a designer renovation with exposed rafters, upscale full kitchen, custom bathroom and vaulted ceilings. The sleeping loft makes for a cozy slumber after a day of sun and a night on the town.

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!

Located in the middle of a nature preserve on Silver Lake, and walking distance to the beach this end unit condo boasts stunning views and cozy modern decor. Enjoy the pool just steps from your lakeside patio or take a short walk to the beach or town crossing the footbridge (known by locals as turtle bridge.) Lovely boutiques and fine dining in town plus numerous family friendly restaurants. 5 minute drive to Tanger Outlets. Rehoboth Beach parking pass provided with each rental.

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

Try tiny living! Come to the Delaware beach for a unique glamping experience. The Coastal Cruiser is a 1985 Thomas School Bus turned tiny home. Spend your days exploring the Delaware Coast and come home to a rustic Skoolie with a full kitchen & outdoor area. You have access to fire pit, grill, and outdoor seating area. We’ve renovated- there is a bunk bed, and a full bathroom with toilet, shower, and sink. The bathroom is in a separate building about 20 ft from the bus.

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, 640 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 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 out of 5 average rating, 218 reviews

Beautiful Beach House in Rehoboth

TWO SUMMER OPENINGS DUE TO CANCELLATIONS - MONDAY JULY 6 - SATURDAY JULY 11 TUESDAY AUGUST 25- FRIDAY 28 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.

Popular amenities for Rehoboth Beach 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, 201 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

4.98 out of 5 average rating, 315 reviews

A spacious living area features a modern sectional sofa arranged around a wooden coffee table. A stone fireplace extends to the ceiling, with a flat-screen TV mounted above. Natural light filters through the large windows, complemented by soft curtains.

Home in Cape May

500ft to Private Beach! Hot tub-Local Pool-Fireplc

4.97 out of 5 average rating, 185 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

Apartment in Bethany Beach

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.

4.88 out of 5 average rating, 148 reviews

Sea Colony Beach And Tennis Resort

4.88 out of 5 average rating, 128 reviews

A partial view of the ocean is visible from the balcony, showcasing the sandy beach and a section of the pool below. Beach umbrellas and chairs are arranged along the shore, set against a clear blue sky.

Condo in Bethany Beach

Featured on HGTV! Bethany Beach Ocean Front Condo

4.99 out of 5 average rating, 103 reviews

A newly built three-story home is displayed in a serene neighborhood setting. The exterior features a light-colored facade with a covered front porch, complemented by a double garage and well-maintained landscaping, including shrubs and a small garden area.

Home in Bethany Beach

Stunning! Fun, family friendly! Walk to beach!

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, 132 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!

Family- and pet-friendly home rentals

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, 353 reviews

The Winkler

4.99 out of 5 average rating, 108 reviews

Home in Milton

BeachHaven: STEPS TO SAND, Pet-Friendly, +Linens

4.95 out of 5 average rating, 132 reviews

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

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

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, 153 reviews

Steps From The Ocean & Boardwalk On Surf Ave.

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, 275 reviews

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

A cozy living area features a stone fireplace as a focal point. Comfortable leather seating surrounds a coffee table, with a TV visible nearby. Natural light is allowed through multiple windows, and a dining area is positioned in the foreground with elegant lighting.

4.91 out of 5 average rating, 131 reviews

4BD 4BA Carriage Home-Fenced Yard | Rehoboth 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.

4.87 out of 5 average rating, 415 reviews

Timmy's Treeside Studio Pets Welcome Peeps #420

Family-friendly home rentals with a pool

The backyard is defined by a well-manicured lawn and a paved pathway leading toward a private pool. Several lounge chairs and an umbrella-covered dining area are positioned around the pool, surrounded by a tall white fence and lush greenery in the background.

5 out of 5 average rating, 18 reviews

Cozy updated cottage with private heated pool.

An all-season porch features large windows that allow natural light to fill the space. Two comfortable couches are arranged around a central coffee table adorned with fresh fruit and snacks, creating an inviting setting for relaxation. A neutral-striped rug complements the decor.

4.97 out of 5 average rating, 38 reviews

Clean Family Friendly Getaway w/ unbeatable value!

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, 219 reviews

Sea Esta Retreat -Luxury Townhome Overlooking Pool

A serene view of a pond is presented, featuring a gentle fountain at the center. Surrounding lush greenery includes tall grasses and trees, and a multi-story condo building is visible in the background, showcasing balconies with light-colored shutters.

4.94 out of 5 average rating, 18 reviews

The Urban Condo @ Creekwood Reho

A spacious living area is highlighted by a large white sectional sofa adorned with colorful cushions. The patterned wallpaper features tropical motifs, while a vibrant area rug adds a touch of color. Light enters through multiple windows, enhancing the inviting ambiance.

4.95 out of 5 average rating, 43 reviews

3BR 3.5BA Two King Beds & Adult Bunk Beds & Pool

A cozy nook is featured beside a bright window, showcasing a wooden bench adorned with textured cushions. A decorative pillow with the word 'Beach' complements the scene, while natural light illuminates the green backyard visible through the glass. A woven pouf serves as additional seating.

5 out of 5 average rating, 83 reviews

The Jungalow - Dog Friendly, Fenced in & Pool

5 out of 5 average rating, 20 reviews

Steady Waves | Dog-Friendly Home w/ Pool |Rehoboth

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.