Family-friendly holiday rentals in Rehoboth 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

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.

A serene view of a sandy beach leading towards the ocean is depicted. A wooden fence with wire stretches along the path, bordered by patches of tall grass. The gently rolling waves and soft sky create a calming atmosphere.

4.99 out of 5 average rating, 458 reviews

High Tech Hideaway: The modern beach lifestyle

Live the beach lifestyle with every modern convenience! Roomy 2 bedroom, 2 bath condo only 10 mins from Rehoboth, Lewes and Dewey. Surrounded by craft beer, tax-free outlet shopping, and fantastic food. Cleanings exceed CDC guidelines. Three 65" 4k TVs with 221+ channels, Apps, touchscreen Amazon Echos, dimmable LED lighting, and ultra high speed wi-fi. Fully renovated with luxurious flooring, quartz countertops, and new furniture. Free washer/dryer, free coffee, free parking, and water views.

A serene bedroom features a spacious bed adorned with a textured navy quilt, flanked by two bedside tables with lamps. Natural light enters through a window, illuminating the light blue walls. A dresser and decorative mirror complement the calming atmosphere.

4.99 out of 5 average rating, 159 reviews

Family Friendly Top Floor Condo Near Boardwalk

Located just 2 miles from the Rehoboth Beach boardwalk, yet nestled in a peaceful community. Condo offers a comfortable & well-equipped space Primary Bedroom: King w/ en-suite bathroom Second Bedroom: Queen w/ en-suite bathroom Living Area: Sofa & comfy chairs for relaxing For the Littles: Pack 'n Play, high chair, & many kid-friendly extras—see the last few photos for all the thoughtful touches! Whether you're here to explore Rehoboth’s charm or simply unwind, this is the perfect home base!

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, 727 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)

4.99 out of 5 average rating, 120 reviews

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.

Flat in Rehoboth Beach

Cozy Rehoboth Beach Condo w/ 2 bedrooms

This condo is a boho getaway tucked away in a quiet enclave conveniently located on the beachside of Highway 1. It has dedicated parking in front, plus an additional spot for a second car. This condo it is a two bedroom/two bathroom unit. Full kitchen and a dining area that seats up to six. The condo is on the second floor with one stair flight. The beach is a 20 minute walk, 10 minute bike ride, or 5 minute drive Community pool on site provides an extra place to relax and cool down.

4.84 out of 5 average rating, 103 reviews

The living room features large windows adorned with floral-patterned drapes, allowing natural light to fill the space. Two comfortable chairs, including a recliner and a plush seating option, are positioned next to a coffee table. A television rests on a light-colored media unit, enhancing the room's functionality.

Home in Ocean City

Ocean City Townhome by Beach Bayside

If you're looking for a vacation home, consider this convenient duplex located just a few blocks from the beach. Situated on the second floor, this vacation rental offers all the necessary amenities for a comfortable stay with Food lion, Target and Marshalls nearby. Enjoy a short, seven-minute walk to Harpoon Hanna's, a local restaurant hotspot. For entertainment, Jolly Roger Amusement Park, James Farm Ecological Preserve, Roland Convention Center, host regular sports events and live shows.

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, 239 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.

4.97 out of 5 average rating, 237 reviews

A spacious living area is furnished with a large sectional sofa adorned with decorative pillows. Natural light enters through multiple windows, highlighting a round dining table nearby. A decorative mirror adds a touch of charm to the room, creating an inviting atmosphere.

Apartment in Dewey Beach

Dewey Beach Condo 2BR+sleeper. Walk to the beach!

2 BR, ground floor condo on the south side of Dewey Beach! 1.5 blocks to the beach, 1 block south to beautiful bayside dining. Discounts for stays over 3 nights! The HOA maintains a relaxing, clean, family friendly atmosphere. Self check-in keypad code auto-sent upon booking. Professionally cleaned and beds made before your check in. Bed linens, shower towels/essentials, 2 Dewey Beach Street Parking Passes, and beach chairs are provided free of charge. Max occupancy of 6 at all times.

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

Enjoy the sounds of nature when you stay in this unique place. Located less than 5 miles from downtown Lewes and Delaware Beaches. The cottage guest house is nestled in the woods adjacent to a tree house overlooking a tranquil pond with a calming fountain sounds. On the main property guests have access to a in ground swimming pool (seasonal) with a 60 foot lap lane and slide, schedule times with hosts.. The backyard also includes an organic garden, playground and 🐔 chickens.

4.96 out of 5 average rating, 287 reviews

A cozy living area displays a light blue color scheme. A white sofa is positioned beside a coffee table on a patterned rug, while a dining table is set nearby. Floor-to-ceiling sliding doors open to a balcony, offering views of the ocean.

Apartment in Ocean City

Caramar Couples Retreat

This cute little first floor efficiency condo is ocean front for a perfect vacation to the beach. It’s an older building but has been partially renovated and updated. You can get to the beach by a very short walk through a private walkway from the condo building. The view from the private balcony is perfect and relaxing. WiFi provided upon check in- xfinity, Netflix, and internet. Indoor and outdoor dining areas and a full kitchen. Closet and dresser for storage use.

The living room features two full couches arranged around a coffee table, providing ample seating. A ceiling fan is mounted overhead, and natural light floods the space through multiple windows. A Smart TV is positioned on a console, and a dining area is visible in the background.

4.97 out of 5 average rating, 276 reviews

Cozy Creekwood Condo - Relaxing Getaway - W/ Pool

Perfect location to enjoy the holiday season in Southern DE for upcoming events, such as Polar Bear Plunge, Super Bowl Weekend or Dewey’s Famous Winter Gala! Whether you're planning a beach vacation, a business trip, or a shopping spree at the nearby Outlets, this condo is the ideal retreat. Conveniently located near dining, shopping, scenic trails, and just a short drive to Lewes, Rehoboth, and Dewey by having everything you need for a memorable stay.

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

Superhost

A circular swimming pool is surrounded by sun loungers and shaded umbrellas, inviting relaxation. The beach lies in the background, with a stretch of sandy shore and blue umbrellas, while guests enjoy the sun and water nearby.

Apartment in Bethany Beach

4.88 out of 5 average rating, 189 reviews

Beautiful Beach-View Condo

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

Apartment in Bethany Beach

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.

4.88 out of 5 average rating, 128 reviews

Featured on HGTV! Bethany Beach Ocean Front Condo

Townhouse in Bethany Beach

A serene lake view features gentle fountains spraying water, surrounded by well-maintained greenery. Various residential buildings with sloped roofs stand along the water's edge, framed by lush trees and a clear blue sky.

4.92 out of 5 average rating, 113 reviews

Lakefront slps 6; beach, pools, tennis, gym, view!

4.97 out of 5 average rating, 147 reviews

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, 198 reviews

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

4.99 out of 5 average rating, 148 reviews

An open-concept living area is featured with beach-inspired decor, a spacious sofa, and a dining table for six. Large sliding glass doors provide access to an oceanfront balcony with stunning views. A ceiling fan is installed for added comfort.

Apartment in Ocean City

🌊Carousel Oceanfront 2 Bedroom Amazing Amenities

Family- and pet-friendly home rentals

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

4.95 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

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

4.97 out of 5 average rating, 296 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.

Apartment in Dewey Beach

Sweet getaway - beach block, steps from the beach!

4.98 out of 5 average rating, 104 reviews

A bright dining area is illuminated by natural light from large glass doors that open to a scenic view of the Rehoboth Bay. A rectangular table with metal chairs is positioned near the windows, while a piece of framed artwork is displayed on the wall.

Townhouse in Dewey Beach

Bayfront 3-Bed Townhome W/Linens & Beach Gear.

4.99 out of 5 average rating, 239 reviews

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.

Flat in Rehoboth Beach

The Sandy Starfish - Rehoboth Beach

A cozy living room is displayed with a sectional sofa and a coffee table at its center. A large TV is mounted on the wall opposite a window, which allows natural light to fill the space. Soft curtains frame the window, complementing the warm wood flooring.

4.98 out of 5 average rating, 120 reviews

Rehoboth 1st floor, Pool, Beaches, Shopping

4.94 out of 5 average rating, 291 reviews

A light-filled living area features a comfortable seating arrangement with two red chairs and a cozy couch, accompanied by a round coffee table. A wall-mounted TV is situated above an electric fireplace, enhancing the space's inviting atmosphere. Large windows offer views of the outside.

Apartment in Lewes

Spacious| Modern &Cozy| Pool| Close to the Beaches

Family-friendly home rentals with a pool

A patio space is displayed, featuring a round table surrounded by four cushioned chairs. Lush greenery frames the scene, offering a view of Silver Lake in the background, where trees stand along the water's edge, enhancing the serene atmosphere.

4.79 out of 5 average rating, 307 reviews

Right on Silver Lake walk to beach!

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, 216 reviews

Beautiful Beach House in Rehoboth

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

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

Luxury Carriage House in Rehoboth Beach

A spacious living area features a modern blue sofa facing a white coffee table. On the walls are framed artworks, while a dining area with counter-height seating and a kitchen is visible in the background. Natural light brightens the room through the open layout.

4.94 out of 5 average rating, 151 reviews

Condo Reho -1st fl/2 bed/2 bath, centrally located

4.99 out of 5 average rating, 155 reviews

A bright living area features a comfortable sofa and a blue accent chair, complemented by a wooden coffee table. A large flat-screen TV is positioned on a white media unit. Natural light enters through sliding glass doors, leading to a small balcony with outdoor seating.

Apartment in Lewes

Mimi’s Place @ The Villages of 5 Points in Lewes

A bright living area is filled with natural light, featuring a spacious light blue couch and a white coffee table decorated with a bowl. A flat-screen TV is mounted on the wall opposite, alongside a cozy reading chair and a dining set for six.

4.98 out of 5 average rating, 215 reviews

Comfy and Convenient 2 bedroom/2 bath condo

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.