Family-friendly vacation rentals in Dewey Beach

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Top-rated family-friendly rentals in Dewey Beach

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

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Superhost

A series of multi-story townhouses is presented, featuring white railings and balconies. The buildings exhibit a uniform architectural style with light-colored exteriors. Lush landscaping, including trees and shrubs, is visible in front of the homes, providing a well-maintained appearance.

Townhouse in Ocean City

4.85 out of 5 average rating, 194 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***

Superhost

An open living area features a cozy couch adorned with nautical-themed cushions, complemented by a glass-top coffee table. The kitchen is equipped with wooden cabinets, white appliances, and a dining table with seating for four, while a window allows natural light to illuminate the space.

Condo in Ocean City

4.75 out of 5 average rating, 151 reviews

Ocean Block Condo 5th Street 1 Block to BOARDWALK

It's all about (1) LOCATION, (2) SPACE & (3) PRICE! Why stay in a cramped hotel room & pay a lot more per night when you can stay in this spacious 2br/1.5 ba condo on 2nd floor? You never need to drive to the Boardwalk because you're ALREADY THERE! Families only, must be >25, Max 6 people. NO SMOKING, NO PETS, NO PARTIES, NO EVENTS! ONE CAMERA ON THE CONDO BUILDING FRONT DOOR. 2 optional OFF STREET parking spaces & street parking. Over sized vehicles CAN'T park in optional parking.

Superhost

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.

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.

Guest favorite

A private deck features a round glass table surrounded by four striped chairs. A potted plant with pink flowers adorns the center of the table. The wooden railing provides a sense of privacy while allowing for an outdoor dining experience.

Condo in Rehoboth Beach

4.82 out of 5 average rating, 376 reviews

2 Bedroom Condo Rehoboth Beach w/ No Chores

2 Bedrooms Condo. Great for families or couples. Walking distance to restaurants, beach, bars & other entertainment. Driving distance to 5 different golf courses within 15 minutes. Walking distance to water park & amusement park. Pool on site. Bike & running trail behind the condo. Roku on every TV with Xfinity app for local TV & a Spectrum app for premium channels. We have MGM +& you can add any of your own streaming services during your stay. Smoking area on deck. No chores for you to do!

Guest favorite

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, 109 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, 162 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.

Top guest favorite

A fire pit is surrounded by log seating and two cushioned chairs, set on a brick patio in a grassy yard. A spacious deck with a railing is visible behind the seating area, framed by trees in a quiet, natural setting.

Home in Selbyville

4.9 out of 5 average rating, 172 reviews

Country Private Vacation House

Stay at our lovely home and enjoy a peaceful and quiet country setting. Come back after the beach and cook on the grill and relax in our private home sitting at the end of Derikson Creek. Large wrap around back deck with a view down the creek and into the woods. Plenty of room inside with a large living room, dining room, gourmet kitchen, and 3 bedrooms. Our cozy home is just minutes away from Bayside Resort, Restaurants, Assowoman Wildlife Refuge, and Delaware and Maryland Beaches.

Guest favorite

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.

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.

Guest favorite

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, 216 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 (10 people max.) or Senior Week rentals permitted. Book Today!

Guest favorite

The kitchen and dining area are shown in an open layout, featuring white cabinetry and modern appliances. A dining table with white chairs sits under a pendant light. A ceiling fan provides comfort, while decorative elements add a subtle beach theme.

Condo in Ocean City

4.73 out of 5 average rating, 115 reviews

2 bed/2 bath/3 blocks from beach in Ocean city MD

2bedroom 2 bath condo on second floor in ocean city near fenwick, de. Amenities including washer/dryer, dishwasher, microwave, oven stove. Restaurants, movie theater, mini golf, shops, park and bus stop all in walking distance. 3 blocks from the beach * we are not providing bedding/linens at this time. Please remember to bring your own pillows, blankets, and towels. There are numerous linen services in ocean city for your convenience WE DO NOT RENT TO GUESTS UNDER 25 yrs OLD

Guest favorite

A charming entrance to a single-story house is framed by lush green shrubs and trees. Paved walkway leads to a welcoming front porch with white railings. The driveway is composed of interlocking stones, providing ample space for vehicle parking.

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).

Guest favorite

The image showcases a serene view of the beach with sandy expanses and beachgoers set against the backdrop of the ocean. Lush greenery borders the beachfront, while a clear blue sky and soft clouds create a peaceful atmosphere.

Townhouse in Bethany Beach

4.86 out of 5 average rating, 131 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.