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Fenwick Island, DE short term rentals
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Best Short term and Weekly rentals in Fenwick Island, DE

Best family friendly Fenwick Island, DE Short term rentals

Among the 94 accommodations in Fenwick Island, DE, here are the 4 best family friendly rentals

Direct Oceanfront With Pool - Steps To The Beach - Fenwick Island, DE
10 15 reviews

Direct Oceanfront With Pool - Steps To The Beach

apartment, Ocean City
This Ocean City condo offers beachfront access to Maryland Beach and Ocean City Beach, and is conveniently located within a 10-minute drive of Northside Park and the C&O Canal – Paw Paw Tunnel.
This 390-square-foot, two-bedroom, one-bathroom unit sleeps four guests and features a fully equipped kitchen, in-unit laundry, a balcony, and access to a swimming pool, parking, and internet; building amenities include an elevator.
Oceanfront Penthouse  Best In O.c. - Fenwick Island, DE
9.2 37 reviews

Oceanfront Penthouse Best In O.c.

apartment, Ocean City
This Ocean City penthouse is located directly on Coastal Highway, just a short walk from the famous Ocean City Boardwalk and the beach. The apartment has received very good user ratings, an excellent location rating, and a good cleanliness rating.
This spacious 4-bedroom, 3-bathroom condo can comfortably accommodate up to 12 guests. The apartment offers a full kitchen, a balcony with ocean views, a swimming pool, a jacuzzi, a sauna, a spa, a fitness center, and parking.
Private Villa W/ 3 Units Highly Sought-out Area & On Beach - Fenwick Island, DE
10 8 reviews

Private Villa W/ 3 Units Highly Sought-out Area & On Beach

apartment, Ocean City
This spacious North Ocean City rental is a short walk from Ocean City Beach and Maryland Beach, and within a 10-minute drive of Northside Park and the C&O Canal – Paw Paw Tunnel.
Boasting 1,700 square feet, this seven-bedroom, three-bathroom vacation home sleeps 18 guests and features a fully equipped kitchen, private terrace, swimming pool, spa, and free Wi-Fi; on-site amenities include a water park and laundry facilities.
Nothing Beats Oceanfront Ocmd!! - Fenwick Island, DE
9.8 24 reviews

Nothing Beats Oceanfront Ocmd!!

apartment, Ocean City
This 2-bedroom, 2-bathroom condo is situated in North Ocean City, just a short walk from Ocean City Beach and the County Library, offering convenient access to sailing and windsurfing.
This 980 sq ft rental accommodates up to 9 guests and features a full kitchen, free Wi-Fi, a communal swimming pool, and on-site parking, with attractions like Jolly Roger Amusement Park less than a mile away.

Best Fenwick Island, DE lodging with a balcony

3 Bed/3 Bath Condo With Bayview 1 Block To Beach - Fenwick Island, DE
9.8 110 reviews

3 Bed/3 Bath Condo With Bayview 1 Block To Beach

apartment, Ocean City
This 3-bedroom condo is located just two blocks from the beach in North Ocean City, within walking distance of Jolly Roger Amusement Park and a family-friendly neighborhood. The apartment has received excellent ratings for location, cleanliness, and user experience.
The apartment is 1910 square feet and sleeps up to seven guests comfortably. Enjoy the ocean and bay views from the private wrap-around balcony, relax by the outdoor pool, and take advantage of amenities like free WiFi, smart TVs, and keyless entry.
Experience North Ocean City Near The Sandy Shores - Fenwick Island, DE
9.8 16 reviews

Experience North Ocean City Near The Sandy Shores

apartment, Ocean City
This Ocean City condo is located in North Ocean City, a short walk to Ocean City Beach, 9 miles from the Ocean City Boardwalk, and 3 miles from Maryland Beach.
This 2-bedroom, 2-bathroom condo accommodates up to 6 guests and features a private balcony, an outdoor swimming pool, a fully equipped kitchen, and complimentary high-speed WiFi.
20th Floor, Direct Oceanfront With Amazing Views - Fenwick Island, DE
10 71 reviews

20th Floor, Direct Oceanfront With Amazing Views

apartment, Ocean City
This oceanfront condo rental in North Ocean City, situated on Coastal Highway near Gold Coast Mall, offers breathtaking ocean and bay views from its 20th-floor location.
The 2-bedroom, 2-bathroom unit sleeps 6, features two balconies, a fully equipped kitchen (fridge, microwave, dishwasher), free Wi-Fi, and keyless entry; however, please note that pool access is unavailable in 2025.
East Of Sun Condo With Water-view, On-site Pool & Tennis - Near Beach - Fenwick Island, DE
10 1 review

East Of Sun Condo With Water-view, On-site Pool & Tennis - Near Beach

apartment, Fenwick Is
This Fenwick Island condo is located in the city center, a short stroll from the ocean and offering bay views, with proximity to Jolly Roger Amusement Park and Ocean City Beach.
This 1100 sq ft residence accommodates up to 10 guests with 3 bedrooms and 2 bathrooms, featuring a well-equipped kitchen, central AC, a patio with a gas grill, and access to community amenities including a pool and hot tub.

Frequently Asked Questions about short term rentals in Fenwick Island, DE

  • What attractions should you visit during a week-long stay in Fenwick Island, Delaware?

    A week in Fenwick Island offers plenty! Spend days relaxing on the beautiful Fenwick Island State Park beach, known for its calm waters. Explore the shops and restaurants along Coastal Highway. For a change of pace, visit the nearby Assateague Island National Seashore, famous for its wild horses. Consider a day trip to Ocean City, Maryland, for a more vibrant boardwalk experience. Don't forget to enjoy the sunset views from the Fenwick Island lighthouse area.
  • What are the best short term rentals in Fenwick Island, DE?

  • What attractions should you visit when you spend a month in Fenwick Island, Delaware?

    A month gives you time to truly explore! Besides everything mentioned for a week-long stay, you can delve deeper. Take a fishing charter from the Indian River Inlet. Explore the nature trails at Assateague Island more thoroughly. Visit the nearby towns of Bethany Beach and Selbyville for a taste of different coastal atmospheres. Consider a day trip to Rehoboth Beach for a different boardwalk experience. You could even take a longer trip to explore the historical sites in Dover, Delaware's state capital.
  • What are the best short term rentals with a pool in Fenwick Island, DE?

  • Can visitors to Fenwick Island, Delaware witness any unique natural cycles, like cherry blossom season or autumn colors?

    While Fenwick Island doesn't have the widespread cherry blossoms of Washington D.C., you can certainly enjoy the vibrant fall foliage in the surrounding areas. The autumn colors are usually most vivid in October and early November, with nearby state parks and forests offering beautiful displays.
  • What are the best short term rentals with a jacuzzi in Fenwick Island, DE?

  • What are the most meaningful ways to engage with locals and discover the culture in Fenwick Island, Delaware?

    Fenwick Island has a strong sense of community. Chatting with staff at local businesses like the Fenwick Island Coffeehouse or the local seafood markets is a great way to connect. Attend a local event at the Fenwick Island Town Hall if there's one scheduled. You can also find out about local events through the local newspaper. Simply striking up conversations with people on the beach or in shops often leads to friendly interactions.
  • What are the best short term rentals for families and kids in Fenwick Island, DE?

  • Are there any distinctive cultural activities or hands-on workshops in Fenwick Island, Delaware?

    Fenwick Island's cultural scene is more low-key. There aren't many dedicated workshops. However, you might find occasional art classes or seasonal events advertised locally. The best way to discover these is by checking local community boards or newspapers closer to your travel dates.
  • What are some secret spots or hidden treasures to visit in Fenwick Island, Delaware?

    One relatively undiscovered gem is the quieter, less-developed northern end of Fenwick Island State Park beach. It's less crowded than the central area. Also, exploring the back bays by kayak or paddleboard offers a unique perspective of the coastline and wildlife. For a quieter dining experience, try some of the smaller, family-owned restaurants away from the main Coastal Highway.
  • What should not be left out of your suitcase if you are going to Fenwick Island, Delaware?

    Pack plenty of sunscreen, sunglasses, and a hat for sun protection. Bring swimwear, beach towels, and comfortable walking shoes. Don't forget insect repellent, especially if planning outdoor activities near the bay. Depending on the time of year, a light jacket or sweater might be useful for cooler evenings.
  • What are the most popular festivals in Fenwick Island, Delaware?

    Fenwick Island itself doesn't host large-scale festivals. However, nearby towns like Ocean City and Bethany Beach have various events throughout the summer, including the Ocean City Air Show and the Bethany Beach Jazz Festival. Check local event listings closer to your travel dates for specifics.
  • Where should you try the best local food in Fenwick Island, Delaware?

    For fresh seafood, try the restaurants along Coastal Highway. Many offer local catches. For a casual, family-friendly atmosphere, several smaller restaurants offer classic American fare. Exploring the smaller restaurants away from the main highway often reveals hidden gems with delicious, locally-sourced options. Don't be afraid to ask locals for their recommendations!

Nearby regions

Best Fenwick Island, DE lodging with a kitchen

Beautiful Three Bedroom Bayville Shores Home - Fenwick Island, DE
No reviews

Beautiful Three Bedroom Bayville Shores Home

apartment, Fenwick Is
This Selbyville townhome in Sussex County is located on a lake, 5 miles from Fenwick Island Beaches and 15 miles from Ocean City attractions, with free beach parking and a boat ramp nearby.
This 3-bedroom, 3-bathroom residence offers a spectacular view of pickleball courts, climate control, high-speed Wi-Fi, a fully equipped kitchen, and access to Bayville Shores community amenities including an outdoor pool and boat dock.
Waterfront Townhome Minutes To Beach W 2 Pools - Fenwick Island, DE
10 56 reviews

Waterfront Townhome Minutes To Beach W 2 Pools

apartment, Selbyville
This family-friendly vacation home is located in Selbyville, just a short distance from Assawoman Bay and Shark's Cove Marina, and within a 3.6 mile drive of Ocean City Beach. This rental has received excellent user ratings and is perfect for families looking for a relaxing getaway.
This 2-bedroom, 3-bathroom rental has a spacious 1100 square feet and can accommodate up to 8 guests. The home features a swimming pool, jacuzzi, tennis court, and a fully equipped kitchen with a fridge, microwave, and dishwasher, making it easy to prepare meals and enjoy the beautiful surroundings.
Mad Men Beach House*dogfriendly*7 Min Walk 2 Sea*outdoor Movie Experience*private Dock*work Space*new Crib - Fenwick Island, DE
9.9 359 reviews

Mad Men Beach House*dogfriendly*7 Min Walk 2 Sea*outdoor Movie Experience*private Dock*work Space*new Crib

apartment
This waterfront vacation home is located in Ocean City, just a 10-minute walk from Montego Bay Shopping Center, Ocean City Beach, and Maryland Beach. The house has received excellent ratings for user experience, location, and cleanliness.
This 3-bedroom house offers 1250 square feet of space. Enjoy amenities like a private pool, a fully equipped kitchen, free WiFi, and a terrace with stunning waterfront views.
Relaxing Getaway In Fenwick Island - Fenwick Island, DE
10 57 reviews

Relaxing Getaway In Fenwick Island

apartment, Fenwick Is
This family-friendly vacation home is located in Selbyville, just a short drive from both Assawoman Bay and Ocean City Beach, both within 3 miles. This rental has excellent user ratings, making it a popular choice for travelers. The 2-bedroom, 3-bathroom house offers 1100 square feet of space and comfortably sleeps 8 guests. You'll enjoy access to a private pool, a spa tub, a garden, a tennis court, and a fully equipped kitchen.

Best Fenwick Island, DE lodging with laundry available

1-min Walk To Beach  Family-friendly  Sleeps 8 - Fenwick Island, DE
9.5 60 reviews

1-min Walk To Beach Family-friendly Sleeps 8

apartment, Ocean City
This Ocean City rental is located one block from the beach, a short walk from Higgins Crab House, Uber Bagel, Fractured Prune Doughnuts, and Northside Park.
This three-bedroom, two-bathroom condo sleeps eight guests comfortably with a king, queen, and two twin beds, offering free Wi-Fi, laundry facilities, and one designated parking space plus free street parking.
Fenwick Island Condo On 2nd Floor W/free Wifi, Washer/dryer, Central Ac, & Cable - Fenwick Island, DE
8.8 26 reviews

Fenwick Island Condo On 2nd Floor W/free Wifi, Washer/dryer, Central Ac, & Cable

apartment, Fenwick Is
This Fenwick Island condo offers views of the Fenwick Island Lighthouse from its screened-in balcony and is located 2.5 miles from downtown Fenwick Island's dining, shopping, and attractions like Nick's Mini Golf and Thunder Lagoon Waterpark, with Fenwick Island Beach and Bethany Beach's boardwalk also easily accessible. This 760 square foot residence accommodates up to 6 guests with 2 bedrooms and 2 bathrooms, featuring a full kitchen with a fridge, microwave, and dishwasher, air conditioning, and free high-speed WiFi.
Lakefront | 2mi To Fenwick Island+pools & Hot Tub - Fenwick Island, DE
10 1 review

Lakefront | 2mi To Fenwick Island+pools & Hot Tub

apartment, Fenwick Is
This waterfront Fenwick Island condo in Selbyville offers convenient access to lake activities and is a 5-minute drive from Ocean City Beach and Plage d'Ocean City.
This 2-bedroom, 1-bathroom apartment accommodates up to 6 guests and features a fully equipped kitchen, air conditioning, Wi-Fi, a communal swimming pool, and a hot tub.
Ocean Block! Renovated 2 Bedroom 2 Bath Family Fun - Fenwick Island, DE
9.9 132 reviews

Ocean Block! Renovated 2 Bedroom 2 Bath Family Fun

apartment, Ocean City
This Ocean City rental is located on 130th Street, ocean block, offering easy walking access to Northside Park, Montego Bay Shopping Center, and various restaurants, with a short drive to the Ocean City boardwalk.
The recently renovated, two-bedroom, two-bathroom condo sleeps seven, features ocean views, includes amenities like beach chairs, toys, and two reserved parking spaces, and is close to walking/biking paths, playgrounds, and a crabbing pier.
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