
Family-friendly vacation 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.

Tiny House at Good Earth, near Bethany Beach
A custom 165 sq. ft. "Tiny House" located right between our theater and the garden dining area. True to the show "Tiny House Nation".. cool interior with custom woodwork, stairs to a lofted bed. Fully functioning kitchen. Spacious bathroom & shower. We provide TV and internet in the unit. We have 2 on-site restuarants, market, theater, and parking. Our AIRBNB village consists of 2 tiny houses, 2 cottages, tent sites, a loft appartment, and more! Staying at Good Earth is more than a beach trip!

Beach Side Condo on Quiet Bunting Ave.
Welcome to our Fenwick Island beach condo! Less than a one minute walk until your toes are sinking into beautiful Delaware beach sand. Beautifully decorated 3 bedroom 2 full bath condo, beach-view balcony and carport. Perfectly situated in quiet Fenwick Island on coveted Bunting Ave. Boardwalks, go-carts, mini-golf within 5 min walk. We cherish our lovely little home away from home, and we hope that you do too. Beginning August 23, 2025 bed sheets will be included as part of your cleaning fee.

Ranch Stay- Farm Animals, Jacuzzi, Arcade, Beaches
Welcome to the Swedish Cowboy, your ultimate escape! This unique BARNDOMINIUM home is designed to offer a memorable retreat for up to four (4) guests, with the flexibility to accommodate two (2) additional guests for a small fee. Enjoy the charming backyard where you can meet a variety of fuzzy and feathered friends or head inside and play on the arcade or relax in the jacuzzi. Perfectly situated near popular beaches and bustling boardwalks, you'll have plenty of options for fun and relaxation.

Pines Getaway - Berlin Tree Light & Ice Ice 11/28
Steps to 2 pools, 2 marinas, tiki bar and OP Yacht Club. Live music Thursday-Sunday evenings from 6-10pm, (in season). Beach day? Ocean City 15 min drive or walk to the marina and hop on a boat with friends and head across the bay into OC. Assateague Island is a 20 min drive. Crabbing? Fishing? Walk to one of the many Ocean Pines canals or ponds. Golfing? The links are just across the Parkway. Wedding party? Be footsteps away from make lasting memories. Free beach parking on 49th included

19th Century Cottage with Modern Amenities
Book your Hallmark Christmas stay today, fully decorated by Thanksgiving until the end of January!! Built from โclinker bricksโ in 1941 to house poultry feed, this Airbnb is a dreamy place to slow down. This charming cottage near the beach & is surrounded by enchanted gardens. You will swoon over the carved marble bathtub and gorgeous living areas. Perfect for a romantic getaway, Hobbs and Rose Cottage is waiting to create a memorable experience for you! NEW for 2025, our mediation room!

Edgewater Escape - Luxury Bayfront Loft with Porch
You've never seen waterfront like this. Welcome to Edgewater Escape, a luxury bayfront loft apartment that hangs entirely over the bay on 7th street in downtown Ocean City. Sit on the bay front porch or hang out inside and watch boats, dolphin, birds, and sometimes even seals swim by within feet of the porch. The loft has a roomy king sized bed and the downstairs couch pulls out into a comfy queen bed. Recently renovated, it comes fully equipped for your big trip or quiet staycation :)

A-mazing Beach Cottage on Canal & Trolley Route
Welcome to our beach house! An "A"dorable cottage located on Bethany Canal, an easy walk, bike ride, or trolley to the Boardwalk and BEACH! Perfect for families (comfortably sleeps 4 adults and plus children), and small groups of friends alike! 3 bedrooms, 1 full bathroom, plus an enclosed outdoor shower. Very clean, tons of natural light, and plenty of outdoor space -- including a relaxing and bright sunroom/porch, small deck out back with a grill, and large front porch.

Direct Oceanfront with a View and Amenities Galore
Note: Must be 25 or older to rent our home. Beautifully renovated 2 bedroom beach front condo with views of both the beach and bay. Enjoy watching the waves roll in or a stunning sunrise through floor to ceiling windows without ever getting out of your king size bed. In the evening, open your front door to witness breathtaking sunsets over the bay. Or just relax with a drink on the beachfront balcony and listen to the waves with full 100% view of the beach and ocean.

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. Weโve 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.

Caramar Couples Retreat
This cute little first floor efficiency condo is ocean front for a perfect vacation to the beach. Itโs 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.

Steps to the Beach, Ocean View 1BR, Renovated
Steps to the beach! Fully renovated, bright, modern, clean condo with a balcony view of the ocean. Quiet North Ocean City location with walking distance to restaurants, bus, 7-11, Mini golf course, movie theater, parks, etc. Brand new appliances and furniture. Free WiFi, King Size Bed, 60" & 40" TVs. Pull Out Queen Sofa, Brand New Full Bathroom. Washer and Dryer in the unit. Keurig Coffee Station, iPhone Charging station. Private balcony. Free Parking Space.

Hall Cottage, Fenwick Island, DE
Charming, updated cottage. Wifi and space to work. Located between Bethany Beach, DE and Ocean City, MD, Fenwick is known as 'The Quiet Resort.' Two blocks to the beach. The cottage is the perfect size for a couple or small family. Sitting on a lovely, quiet block, between the ocean and the bay, the cottage is a quick walk to fine dining, pubs and shopping. The cottage comes with two beach chairs and an umbrella, an outdoor shower, and a beach parking pass.
Popular amenities for Fenwick Island family-friendly rentals
Family-friendly home rentals with a hot tub

Cozy Woodland Cottage

Oceanfront Carousel building, Swimming Pools!

Beautiful Beach-View Condo

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

Rehoboth Beach Gem โ Hot Tub + EV Charger 2 BR

Epic Luxurious Mansion Bayside Pools Tennis

Direct Ocean Front/Gorgeous Views/Indoor Pool

Extraordinary Oceanfront Penthouse - Unit 1209
Family- and pet-friendly home rentals

Luxury water-view condo with high-end finishes

Central Haven with Great Fenced Yard

The Winkler

Pet friendly cottage 4 blocks to Beach

Right behind Alley Oops & Crab Bag. Walk to beach

Stylish, Spacious & Dog-Friendly Studio Cottage

Perfect Wave-100 steps to Beach Sleeps 4

Updated 3 Bedroom 2 Bathroom Home - Ocean Pines
Family-friendly home rentals with a pool

Modern coastal beach home in West Fenwick Island

2 BR 2BA North Ocean City Condo

Condo 2 Bedroom Waterfront Lewes/Rehoboth DE

Family + Pet-Friendly Home Near Fenwick Island

Beautiful waterview 2B condo w/Dock&Close to Beach

The Coastal Condo

Gone Coastal *Pool* Bayside with view* Top Floor

Sanibel Seas 4BR 3.5BA Townhome w/pool
Quick stats about vacation rentals that are family-friendly in Fenwick Island

Total vacation rentals
Explore 20 vacation rentals in Fenwick Island

Nightly prices starting at
Fenwick Island vacation rentals start at G$31,369ย GYD per night before taxes and fees

Verified guest reviews
Over 560 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Fenwick Island vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Fenwick Island rentals

4.9 Average rating
Fenwick Island stays are highly rated by guestsโaveraging 4.9 out of 5!
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- Ocean City Beach
- Broadkill Beach
- Wildwood Crest Beach New Jersey
- Cape May Beach NJ
- Ocean City Boardwalk
- Assateague Island National Seashore
- Dewey Beach Access
- Willow Creek Winery & Farm
- Assateague Beach
- Peninsula Golf & Country Club
- Big Stone Beach
- Pearl Beach
- Jolly Roger Amusement Park
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- Poodle Beach
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