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Family-friendly vacation rentals in Rehoboth Bay

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Top-rated family-friendly rentals in Rehoboth Bay

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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A dining area features a wooden table with eight chairs, complemented by a patterned rug beneath. Overhead, pendant lights illuminate the space. The adjoining kitchen displays modern appliances and a breakfast bar with stool seating, offering a bright and open layout.

Townhouse in Ocean City

4.85 out of 5 average rating, 192 reviews

DownByTheBay 115- Waterfront/4BR/Sleep 15/Pool

On The Bay, Beautifully furnished 4BR/3.5BR located in the heart of Midtown Ocean city, MD. * 1 block to beach- 5 min walk * Bonfire Buffet, Dough Roller, Ice cream Parlor - 2 min walk * Mini golf - 2 min walk * Bowling - 5 min walk * OC Boardwalk -7 minute by car * Seacrets - 5 minute by car * Convention Center - 5 minute by car * bus stop -1min walk * Market64- 2min drive *This property DOES NOT provide linens/towels* **Please FIND us at Down by the Bay OCMD For current Promotion**

Townhouse in Bethany Beach

4.93 out of 5 average rating, 109 reviews

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

Lake front in Sea Colony Resort! Walk to beach, pools, tennis/pickleball, putting green, bocce, shuffleboard, fishing ponds, fitness center & more! 24/7 security. Completely renovated. Well equipped kitchen opens to bright, charming living/dining rooms with seating for six. AC, charcoal grill, washer/dryer, wifi, 3 flat screen TV's & 3 queen beds. Beach tram & pool across street. Large deck with great view of lake and fireplace in living room! Professionally cleaned between guests.

The exterior of a two-story house is showcased, featuring light-colored siding and a covered deck on the second floor. Stairs lead up from the ground level, surrounded by greenery and gravel. Nearby structures are visible, contributing to a neighborhood setting.

Home in Frederica

4.92 out of 5 average rating, 323 reviews

Bowers Beach - pets ok - low cleaning fee

Welcome to Bowers Beach! This house is walking distance to the beach, Bay View Bar/Restaurant/Live Music, JP's Wharf (waterfront restaurant), and The Captains Lady charter boat. Driving distance to DE Turf Sports Complex (12min), Dover (20min), Harrington (23min), and Tanger Outlets/Rehoboth Beach (41min). We welcome couples, solo adventurers, business travelers, families, tournament teams, big groups, and Dogs welcome (NO CATS). However quiet or lively your stay, our location has it all.

The entrance to Bear Trap Dunes is highlighted by a brick sign adorned with the name, framed by vibrant flower beds featuring pink and white blooms. Tall trees line the pathway, contributing to a well-maintained and inviting landscape.

Townhouse in Ocean View

4.94 out of 5 average rating, 108 reviews

10VG at Bear Trap/Bethany Beach - Owner Managed

Welcome to 10 Village Green! Our updated 5 BR, 4 1/2 BA end unit rowhome accommodates 14 (+ baby) with the comforts of home in a resort-like setting. Many thoughtful extras like bed/bath linens, pantry staples, & kid-friendly items are included. 10VG is steps from Bear Trap's fabulous amenities, including a 27 hole award-winning golf course, restaurant, clubhouse, indoor/outdoor pools, tennis courts, fitness/rec facilities, tot playground, & seasonal shuttle to nearby Bethany Beach!!

Top guest favorite

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.

Condo in Rehoboth Beach

4.96 out of 5 average rating, 160 reviews

Classy Beach Getaway

Our condo is close to everything: Outlet shopping, Entertainment (water park), Biking trails, A pool and jacuzzi on the property, Downtown shopping, some of the best restaurants in Delaware, great views, art and cultural activities. You’ll love it because of the new and IMMACULATE decor, the overall ambiance and the location! It's great for couples, girlfriend getaways, business travelers, and families with older kids :). PLEASE NOTE, during the summer season we only book full weeks.

A colorful playground features multiple slides, climbing structures, and swings under a clear blue sky. The area is bordered by green grass and stone elements, providing a playful and inviting space for families to enjoy.

Condo in Rehoboth Beach

4.94 out of 5 average rating, 113 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.

A spacious master bedroom features a king-size bed layered with decorative bedding in soft hues. Natural light streams through multiple windows, illuminating the neutral walls and plush carpeting. A bedside table and a gray storage ottoman complement the tranquil atmosphere of the room.

Townhouse in Millville

4.95 out of 5 average rating, 215 reviews

⛱ Quiet 3 Bed Twinhome just 3 miles from Beach! ⛱

Enjoy this Beautiful 3 Bedroom & 2.5 Bath Twinhome in Millville, DE. Perfect for Families! This home is within walking distance or short drive to Restaurants, Shops, Grocery Store and other Attractions & Most Importantly - only 3 miles to THE BEACH!! There is a Community Pool in the neighborhood. Many Toys, Games, Puzzles available for children. Home is No Smoking of Any Kind. Also No Pets, No Large groups/parties (12 people max.) or Senior Week rentals permitted. Book Today!

A bright bathroom features light-colored walls and a white vanity with multiple storage drawers. A large mirror hangs above the sink, reflecting the space. A shower curtain with subtle stripes is visible, joined by a decorative fish accent on the wall. Natural light enters from a nearby window.

Home in Rehoboth Beach

4.93 out of 5 average rating, 107 reviews

Rehoboth Beach single family home in town.

The property is close to Rehoboth Avenue, walking distance to Boardwalk and everything in town. My place is good for families and big groups. There are four BR with multiple beds/bunk beds, three baths, outside shower, washer/dryer, screened in porch, deck, large back yard, patio with grill and fire pit. I also have a pack and play for infants/small children. There are two free parking spots, and there is ample street parking (passes required Memorial Day through Labor Day).

Townhouse in Bethany Beach

4.86 out of 5 average rating, 130 reviews

Family-Friendly Retreat at Quiet Delaware Beach

GREAT LOCATION! This 4 level townhome is an end unit located steps from the beach in the private North Bethany community of Tower Shores. The unit is bright and cheerful with many recent updates. You'll enjoy gorgeous views of the ocean and seashore parkland. Beach access, a playground, and tennis courts are immediately across the street. It's a wonderful place to spend your family vacation! No sheets or towels are provided. Linen rental is available for a fee.

A rustic wooden sign displaying the words 'BEACH HOUSE' in bold blue letters. A small, colorful wooden model of a house is positioned next to the sign, featuring a green door and a simple geometric design.

Townhouse in Rehoboth Beach

4.88 out of 5 average rating, 201 reviews

2BR 2BA condo - 1 mile to the beach!

- Second level condo with lake view. - Minimum two night rentals available off season. - Weekly rentals only, June 22nd- August 30th (Sat-Sat). - 1 mile to Rehoboth Beach or Dewey Beach. - Quiet, park-like setting with neighborhood pool. - Adjoins nature preserve and walking trails. - Free parking & WIFI. Washer/dryer in unit. *Please bring your own bed sheets, towels, and toiletries (pillows & blankets ARE provided for you).

Top guest favorite

Bungalow in Villas

4.85 out of 5 average rating, 171 reviews

Little Moondoggies Digs Coastal Bungalow

90 STEPS TO THE BEACH Adorable/affordable beach bungalow sleeps 4 with a kitchenette w full stove /oven two mini fridges full bathroom breakfast nook seats 5. 1 queen bed in main room & 1 king daybed in the middle room. The tiki bar is now enclosed w sofa and two chairs & total 4 barstools. Outside use of firepit and entertainment stage. COVID CLEANING PROTOCAL Groups 25 years old and below are not allowed IG:moondoggiesdigs

Top guest favorite

A spacious living area is furnished with a comfortable sofa, armchairs, and a light-colored coffee table, set on a woven rug. A dining table with four chairs is visible, and sliding doors lead to a balcony. Natural light fills the room, complemented by a ceiling fan.

Condo in Ocean City

4.96 out of 5 average rating, 152 reviews

Waterview, Steps from Beach, Linens Included!

A half block from the beach, this clean and bright spot is perfect for families and groups. Kitchen amenities include Keurig coffee maker, toaster oven, juice press, milk frother for lattes, and dishware/ cookware. Fresh bed linens and towels are provided. Washer and dryer are in the unit. Garage parking under the building. Street parking also available. Building has an elevator and secured entry doors.

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Popular amenities for Rehoboth Bay family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Top guest favorite

A cozy bedroom features a spacious bed with neutral bedding and two pillows. Natural light enters through two windows fitted with blinds. A small lamp sits on a nightstand, enhancing the room’s functionality. A blanket is neatly folded at the foot of the bed.

Condo in Bethany Beach

4.93 out of 5 average rating, 296 reviews

Sea Colony Premier Family Resort

Home in Dewey Beach

4.96 out of 5 average rating, 164 reviews

McAvoy B & B

Apartment in Bethany Beach

4.87 out of 5 average rating, 135 reviews

Sea Colony Beach And Tennis Resort

A view of well-maintained tennis courts is presented, featuring several players engaged in matches. The courts are surrounded by lush green trees and nearby buildings. A parking area is visible in the foreground, showcasing multiple vehicles and designated parking spaces.

Condo in Bethany Beach

4.89 out of 5 average rating, 175 reviews

Beautiful Beach-View Condo

Villa in Ocean View

4.89 out of 5 average rating, 149 reviews

3 BR 1st floor condo, near beach, resort community

A spacious living area features stylish seating options, including a comfortable sofa, recliner, and coffee table. Soft lighting is provided by side lamps, with natural light streaming in through large windows overlooking greenery. A doorway leads to a serene bedroom visible in the background.

Apartment in Ocean View

4.64 out of 5 average rating, 87 reviews

Fun, Sun and Water 2br upstairs apt

The bathroom features light blue walls and white cabinetry. A single sink is accompanied by a mirror and overhead lighting. Shelves hold decorative items, including a colorful artwork with surfboards. A toilet is positioned adjacent to the sink area, maintaining a clean and functional design.

Condo in Bethany Beach

4.88 out of 5 average rating, 120 reviews

Featured on HGTV! Bethany Beach Ocean Front Condo

The exterior of the house features a steeply pitched roof with wooden siding and large windows. A red accent highlights the gabled entrance. A chimney is visible rising from the roof, surrounded by green foliage, under a clear blue sky.

4.8 out of 5 average rating, 5 reviews

Quiet Retreat near Assateague Main House

Family- and pet-friendly home rentals

Top guest favorite

A spacious backyard is presented, featuring well-maintained green grass and a large tree casting shade. Surrounding shrubbery adds privacy, while a wooden deck is visible in the foreground, creating a welcoming entry to this outdoor space.

4.96 out of 5 average rating, 123 reviews

Lewes, Delaware Beach Get Away

Home in Ocean City

4.94 out of 5 average rating, 251 reviews

Mad Men Beach House*DogFriendly*7 Min Walk 2 Sea*OUTDOOR MOVIE EXPERIENCE*Private Dock*WORK SPACE*New CRIB

A cozy cottage is framed by vibrant green trees and shrubs, with a wooden deck featuring railings at the front. A patch of colorful flowers is visible near the base of the structure, enhancing the welcoming atmosphere of the home.

Cottage in Lewes

4.87 out of 5 average rating, 200 reviews

BnB’s Dog-Friendly Cottage

A sandy path leads through lush green grass toward the calm bay waters under a partly cloudy sky. The scenery captures the serene transition from land to water, inviting exploration just steps from the beach.

Cottage in Cape May

4.92 out of 5 average rating, 599 reviews

Charming Bayfront Tranquility

A charming house with blue siding and a welcoming front porch is surrounded by lush greenery. The porch features white railings and seating areas, while a mailbox stands at the edge of the front yard, contributing to a peaceful, country setting.

Cottage in Cape May

4.9 out of 5 average rating, 247 reviews

House on the Hill- Dog Friendly Near Cape May

Top guest favorite

A wooden deck is featured with white Adirondack chairs facing a small garden area. A dog walks across the deck towards a quaint shed with a circular window. Lush greenery surrounds the space, highlighting the natural setting.

Guesthouse in West Cape May

4.96 out of 5 average rating, 175 reviews

Dog Friendly Cape May Cottage

A fenced backyard features a small tree with budding leaves, bordered by well-maintained lawn. Potted plants are arranged near a stone patio, which holds a set of black iron furniture beneath a screened porch, providing a serene outdoor dining space.

Home in Rehoboth Beach

4.9 out of 5 average rating, 117 reviews

Luxury Carriage House in Rehoboth Beach

An open living area features a cozy seating arrangement and a television. A dining table with several white chairs is positioned near large windows, allowing natural light to illuminate the space. The kitchen area, equipped with wooden cabinets and appliances, is visible in the background.

Cottage in West Cape May

4.87 out of 5 average rating, 144 reviews

Sunshine Cottage ~ Pet Friendly & Great Location!

Family-friendly home rentals with a pool

Top guest favorite

Townhouse in Rehoboth Beach

4.94 out of 5 average rating, 175 reviews

Modern Beach Vibe - Rehoboth Beach

A shaded park area is presented, featuring a wooden gazebo and a playground. The playground includes blue slides and climbing structures set among lush green grass and trees. Picnic tables are located nearby, inviting outdoor gatherings.

Condo in Rehoboth Beach

4.79 out of 5 average rating, 285 reviews

Right on Silver Lake walk to beach!

Home in Cape May

4.82 out of 5 average rating, 131 reviews

Beautiful 5BR house with inground salt water pool

The living area is furnished with a couch, loveseat, and chair, arranged around a coffee table on a colorful area rug. A flat-screen TV is mounted on the wall, and natural light is provided by windows with sheer curtains. Decorative lamps and art pieces enhance the space.

Condo in Rehoboth Beach

4.88 out of 5 average rating, 115 reviews

Coastal Beach Retreat: 3BR | Pool | Patio | W/D

Top guest favorite

A refreshing saltwater inground pool is highlighted, featuring a unique shape with blue illumination surrounding the water. The pool is enclosed by a white fence, offering privacy and a serene environment for relaxation.

4.92 out of 5 average rating, 113 reviews

Wilde Rose By The Bay - Salt water Inground pool

A brightly colored playground structure features a climbing frame with a slide and a spiral slide. Sturdy metal steps lead up to the play area, which includes climbing elements and various interactive panels. The surrounding ground is covered with soft mulch.

4.79 out of 5 average rating, 192 reviews

OC, Md great amenities, near national park/beaches

Top guest favorite

The private pool is surrounded by a spacious wooden deck. Two lounge chairs and a small side table are positioned adjacent to the pool, along with additional seating in the background. Clear water can be seen invitingly reflecting the daylight.

Home in Rehoboth Beach

5 out of 5 average rating, 192 reviews

Beautiful Beach House in Rehoboth

A two-story home features a charming combination of white siding and stone accents. The front yard is landscaped with lush green grass and various shrubs. A covered porch with columns provides an inviting entrance, while a two-car garage is visible on the right side.

Home in North Cape May

4.98 out of 5 average rating, 97 reviews

Bay block home w heated saltwater pool

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