Holiday rentals with a pool in Fenwick Island

3 BR Waterfront Home, Minutes to the Beach

Recently updated waterfront house located in the family-friendly Montego Bay community. Enjoy beautiful sunsets on the back deck or hop in one of the kayaks for a paddle around the wide-open canal. Try your hand at crabbing or fishing off the dock to catch your dinner. Within easy walking distance of the beach and Northside Park (about 10 minutes walk to both). Beach chairs, toys, boogie boards, and umbrellas are yours to use for fun in the sand and surf. The dock is available for boat tie-ups.

Cheerful Townhouse with beach&pool&gym

Relax with the whole family at this nice 3b 2.5b open floor plan townhouse that has everything you need for your vacation. Tons of activities just minutes away. It sits in the safe, new community between Bethany beach and ocean city beach, with 20 minutes driving to the boardwalk. 5 minutes walk to private community beach that allow crabbing&fishing, gym and pool. BBQ at the back patio. Plenty of utensils, washer & dryer, 1 king, 1 queen, 2 twin beds, 1 bunk bed, 1 sofa bed and 2 office desks.

Family + Pet-Friendly Home Near Fenwick Island

Welcome to your ultimate family beach escape! Nestled near Fenwick Island this 3 BDR 2 BTH home offers everything you need for a memorable vacation. Unwind with cocktails at the tiki bar, toast marshmallows around the fire pit, or make a splash in the refreshing pool. Stay in shape at the on-site gym, ensuring your fitness routine doesn't miss a beat. With its prime location just moments from the beach and an array of amenities this bayside retreat promises an unforgettable vacation experience.

Lewes Carriage House- Reflect. Recenter. Renew

Lewes Carriage House offers a one-of-a-kind, architecturally designed boutique luxury stay nestled on a picturesque 4-acre estate. Ideally located just a 5-10 minute drive from downtown Lewes and Cape Henlopen beaches, the property offers the perfect balance of proximity and seclusion for romantic retreats, special occasions, or a unique escape. The grounds feature lush perennial gardens, an old-growth forest, native wetlands, and a serene 1-acre pond. Estate sized pool & private spa/hot tub.

Bayside, Fenwick Island Condo

Beautiful, updated condo at the Bayside resort in Fenwick Island, DE. Only minutes from the beach and borders the Bay. Located on the border of DE and MD with easy access to Ocean City and all the beach towns including Bethany, Dewey Rehoboth, and Lewes. The Bayside resort offers an abundance of amenities such as golf, 4 outdoor swimming pools, indoor pool & fitness center, tennis & pickleball courts, hiking trails and more. PLEASE NOTE: Guest passes are $15 per person for resort amenities.

Coastal Comfort: 4BR 3BH House Pool & Rooftop Deck

Welcome to your dream beach getaway in Selbyville! Immerse in luxury at our modern 4BR home, where comfort meets elegance. • Stunning rooftop deck with panoramic views • Shared outdoor swimming pool for refreshing dips • Spacious kitchen with a large island, perfect for gatherings • Two master bedrooms, each with private bathrooms • Game room with ping pong & foosball • Much more! Start each day with breathtaking sunrises from the deck. Book now for an unforgettable beachside experience!

Waterfront | Walk to Beach | Pool | Quiet Location

3 Gulls & a Buoy was established in 2020 and is a highly rated waterfront condo in Ocean City's Hidden Harbour community. Highlights of your stay include: ★ Private balcony with serene water views ★ Outdoor pool (open until 9/20/25) ★ Fully stocked kitchen ★ Easy contactless check-in ★ Free on-site parking ★ Canal-side wraparound docks ★ Central A/C ★ Washer & dryer ★ High-speed WiFi ★ 2 Roku Smart TVs + Netflix ★ Board games for game nights ★ 2 beach chairs for ultimate beach relaxation

Lovely beach-front condo with pool and views

Kick back and relax in this calm, stylish space. This one-bedroom condo is the perfect space for 1-2 couples, or a family. You have floor-to-ceiling beach views, plus amazing sunrises and sunsets from the two separate balconies. The kitchen is well equipped to cook every meal, or eat out at Ocean City's many restaurants. Your stay also comes with 4 pool passes for accessing the onsite seasonal outdoor pool (viewable from the unit) and access to the building’s tennis/pickleball courts!

Beachfront 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 a breathtaking view of the beach and ocean.