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Family-friendly holiday rentals in Fenwick Island

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Fenwick Island

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

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Townhouse in Ocean City

4.85 out of 5 average rating, 189 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***

Guest favourite

Condo in Ocean City

4.94 out of 5 average rating, 99 reviews

BEST SPOT IN OCEAN CITY

Beautiful spacious 3 bedroom 2.5 bath penthouse condo that offers it all. Tall ceilings, open floor plan, spectacular ocean view and gorgeous sunrise and sunsets. Rooftop pool, full kitchen access with a large bar and new appliances. Steps away from the beach. Enjoy great food from one of the many restaurants ocean city has to offer. Great for family vacation. Many activities to choose from including clubs, boardwalk, water park, mini golf, amusement park, indoor ice skating rink, and shopping,

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 favourite

Condo in Rehoboth Beach

4.82 out of 5 average rating, 368 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 favourite

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!!

Guest favourite

Condo in Rehoboth Beach

4.96 out of 5 average rating, 156 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.

Guest favourite

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 favourite

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!

Guest favourite

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 favourite

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 favourite

Townhouse in Bethany Beach

4.86 out of 5 average rating, 128 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.

Guest favourite

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 10 (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).

Holiday rentals for every style

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Popular amenities for Fenwick Island family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Guest favourite

Condo in Bethany Beach

4.93 out of 5 average rating, 296 reviews

Sea Colony Premier Family Resort

Guest favourite

Home in Dewey Beach

4.96 out of 5 average rating, 160 reviews

McAvoy B & B

Guest favourite

Apartment in Bethany Beach

4.87 out of 5 average rating, 135 reviews

Sea Colony Beach And Tennis Resort

Condo in Bethany Beach

4.89 out of 5 average rating, 173 reviews

Beautiful Bethany Beach-View Condo

Guest favourite

Villa in Ocean View

4.9 out of 5 average rating, 146 reviews

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

Apartment in Ocean View

4.65 out of 5 average rating, 88 reviews

Fun, Sun and Water 2br upstairs apt

Home in Berlin

4.8 out of 5 average rating, 5 reviews

Quiet Retreat near Assateague Main House

Guest favourite

Home in Rehoboth Beach

4.95 out of 5 average rating, 105 reviews

Amazing Bay Vista Beauty with Private Pool!

Family- and pet-friendly home rentals

Guest favourite

Home in Bethany Beach

4.94 out of 5 average rating, 110 reviews

Bethany Beach 116 5th St Oceanblock

Guest favourite

Home in Lewes

4.96 out of 5 average rating, 123 reviews

Lewes, Delaware Beach Get Away

Guest favourite

Townhouse in Dewey Beach

4.89 out of 5 average rating, 109 reviews

McKinley Duplex

Guest favourite

Home in Ocean City

4.94 out of 5 average rating, 235 reviews

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

Guest favourite

Guesthouse in Lewes

4.95 out of 5 average rating, 189 reviews

Very private and cozy, Country Cottage

Guest favourite

Cottage in Lewes

4.87 out of 5 average rating, 197 reviews

BnB’s Dog-Friendly Cottage

Guest favourite

Home in Rehoboth Beach

4.9 out of 5 average rating, 116 reviews

Luxury Carriage House in Rehoboth Beach

Guest favourite

Cottage in Lewes

4.99 out of 5 average rating, 177 reviews

Ebb & Flow Beach House - Lewes Bay Beach Retreat

Family-friendly home rentals with a pool

Guest favourite

Townhouse in Rehoboth beach

4.94 out of 5 average rating, 170 reviews

Modern Beach Vibe - Rehoboth Beach

Guest favourite

Condo in Rehoboth Beach

4.88 out of 5 average rating, 115 reviews

Coastal Beach Retreat: Pool, Shopping, Bike Trails

Guest favourite

Townhouse in Rehoboth Beach

4.96 out of 5 average rating, 179 reviews

Salty Air Getaway- Luxury Townhome

Guest favourite

Townhouse in Ocean City

4.92 out of 5 average rating, 65 reviews

28th St Bayside Condo w/Seasonal Pool & Boat Slip

Townhouse in Bethany Beach

4.82 out of 5 average rating, 77 reviews

Bethany beach 2 bedroom townhouse

Guest favourite

Home in Berlin

4.79 out of 5 average rating, 193 reviews

OC, Md great amenities in community, near beaches

Guest favourite

Home in Rehoboth Beach

5 out of 5 average rating, 186 reviews

Beautiful Beach House in Rehoboth

Guest favourite

Townhouse in Bethany Beach

4.84 out of 5 average rating, 350 reviews

Spacious Bethany Beach Retreat

Quick stats about holiday rentals that are family-friendly in Fenwick Island

Total rentals
20 properties
Nightly prices starting at
$256 AUD before taxes and fees
Total number of reviews
490 reviews
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wi-Fi availability
20 properties include access to Wi-Fi
Popular amenities
Kitchen, Wi-Fi and Pool

Destinations to explore