Holiday rentals in Oyster Pond

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Top-rated holiday rentals in Oyster Pond

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A vibrant neon sign reading 'Sea Glass Sunrise' is framed by lush green foliage, set against a backdrop of a serene beach at dawn. The soft pastel colors of the sky create a peaceful atmosphere, enhancing the welcoming ambiance of the space.
Apartment in Ocean City
4.99 out of 5 average rating, 132 reviews

Gorgeous Beachfront! King Bed, Direct Ocean View!

Stunning beachfront condo with direct view of the ocean! Your vacation home away from home! Everything you need right ON the beach. All linens, supplies and a well-stocked kitchen! New 65" TV w/free 4K Netflix provided! Modern serene decor in the heart of OC! Feel like getting out? Enjoy walking distance to Seacrets, Mackey's, and Fager's Island, Subway, Candy Kitchen or Dumsers' Dairyland! More adventure? Walk to minigolf, pontoon boats and jetski rentals! Only 4 minute drive to the boardwalk!!

Top guest favourite
A single-story home is set within a spacious yard, bordered by greenery. Light-colored siding and red shutters frame the windows, while a paved driveway leads to a set of steps ascending to the entryway. A small shed is visible in the yard.
Home in Bishopville
5 out of 5 average rating, 18 reviews

Muskrat Town Road Retreat

Your family will be close to everything when you stay at this centrally-located place. Pet friendly! Assawomen Bay access. Don’t miss out on this BEAUTIFUL, ocean accessible two miles from the Freeman Arts Pavilion,1.3 miles from Yellowfin’s bar&grill, 4.5mies from Catch 54 and Harpoon Hannas restaurants,5 miles away from Fenwick island Beaches,5.5 miles from Seacrets famous nightlife ,nine miles from the Ocean City inlet and boardwalk, and hundreds of other places kayak and jet ski friendly

Guest favourite
A pair of blue Adirondack chairs are positioned at a small table on a balcony overlooking the ocean. The expansive view of the sandy beach and distant umbrellas is visible, creating a serene spot for relaxation.
Apartment in Ocean City
4.96 out of 5 average rating, 218 reviews

Luxury Oceanfront Escape!

This unique place has a style of its own. Wake up, pour your cup of coffee, and watch the sunrise from your direct oceanfront balcony. The beach is a few short steps away. Walking distance to many restaurants and shops! This recently renovated one bedroom condo features an outdoor shower, an elevator, fully equipped kitchen, a library of books, 1.5 bathrooms, Wi-Fi, large screen smart tv, bedroom tv, parking spot, washer/dryer and so much more! Fresh linens, towels, and toiletries included.

Top guest favourite
A private balcony is depicted, featuring two Adirondack chairs and a small table. The serene water views showcase a canal lined with boats, while the backdrop reveals buildings of the Hidden Harbour community reflecting the evening sky.
Apartment in Ocean City
4.97 out of 5 average rating, 109 reviews

Waterfront | Walk to Beach | Pool | Quiet Location

3 Gulls & a Buoy (est.2020) is a highly rated waterfront condo in North Ocean City. Highlights of your stay include: ★ Prime Location ★ Private balcony with serene water views ★ Linens Included ★ Free on-site parking ★ Outdoor pool (Memorial Day to Labor Day) ★ High-speed 1Gb WiFi ★ Fully stocked kitchen ★ Easy contactless check-in ★ Canal-side wraparound docks ★ Central A/C ★ Washer & dryer ★ 2 Roku Smart TVs + Netflix ★ 2 beach chairs for ultimate relaxation ★ Board games for game nights

Top guest favourite
A modern two-story home is set in a charming community, featuring a covered front porch with railings. A two-car garage is visible, accompanied by a neatly landscaped yard with grass and shrubs. The surrounding homes have varied architectural styles, contributing to the neighborhood's appeal.
Home in Selbyville
5 out of 5 average rating, 33 reviews

Bayside Retreat! Guest Favorite! Golf Cart Incl.

Exceptional, and spacious 5-bedroom, 3 full plus 1 half bath vacation home in West Fenwick's Bayside Resort! An easy bike ride to pools, tennis and fitness facilities. A fantastic place to launch your family's beach adventures, this amazing luxury home features 4 TVs, Central air conditioning, washer and dryer, Gas fireplace, Gas grill, Wireless Internet. Driveway parking. 6 seat golf cart included. Guest passes for amenities available for purchase to pools/gym/aquatic center (not included)

Top guest favourite
A serene view captures a group of ducks swimming in a calm waterway, bordered by lush green grass and small reeds. The surrounding area features a natural landscape, with distant homes visible in the background.
Townhouse in Selbyville
4.92 out of 5 average rating, 237 reviews

Beach house on lake!

2 miles from the beach in a complex called Mallard Lakes in Fenwick Island, DE.Close to great views, restaurants, beach, and family activities.Bird watching outside screened-in porch, fishing, crabbing, two outdoor pools/hot tub (open Memorial Day-Labor Day), tennis, volleyball and basketball courts, tot lot, horseshoe pit, shuffleboard, grilling area and a shopping center across the street.Free water aerobics, outside shower, fireplace, umbrella and chairs for beach, comfortable sofa bed.

Top guest favourite
The exterior of a cozy cottage is framed by lush landscaping, including colorful flowers and greenery. A flagpole displays an American flag, and a path leads to a screened-in porch, providing an inviting entrance to the home.
Home in Ocean City
5 out of 5 average rating, 40 reviews

Cozy & cute two bedroom beach cottage.

Take it easy at this super quaint and cozy cottage, featuring an enclosed front porch with beautiful landscaping just five min from the beach. This pet/family friendly home features a full kitchen with two bedrooms (one king and one queen), two full baths, and a huge outdoor shower. There are two beach chairs, an umbrella, boogie boards, and four bikes for your use. Free parking and a charcoal bbq pit. Bring the family and your fur babies to enjoy this peaceful getaway at the beach.

Top guest favourite
The living area features large sliding doors that open to a porch with stunning bay views during sunset. A neutral-colored couch and a cozy chair create a welcoming space. A wooden dining table complements the serene atmosphere, illuminated by the warm glow from the setting sun.
Townhouse in Ocean City
4.97 out of 5 average rating, 512 reviews

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 :)

Guest favourite
Apartment in Ocean City
4.87 out of 5 average rating, 23 reviews

Oceanfront•Sunrise Views•Pool•Private Balcony

Welcome aboard! Step in and set sail on your vacation as ocean views hit you before you can find the light switch. Perched on the 9th floor this oceanfront studio feels like a cruise ship stateroom but w/ beach access. After taking in the view head down to the beach to enjoy: 🏊‍♂️ Swim in the ocean or private pool 📚 Read w/ the waves as your soundtrack 🏄‍♂️ Surfing - short distance w/ gear 🏖️ Sunbathe on the shoreline 🪁 Kite flying with plenty of space 🌊 Relax to the ocean waves

Guest favourite
A modern kitchen is complemented by a spacious dining area and cozy living room with ocean views. White cabinetry and stainless steel appliances enhance the kitchen, while large windows allow natural light to fill the space, highlighting the wood-paneled ceiling.
Apartment in Ocean City
4.95 out of 5 average rating, 178 reviews

Oceanfront 1 Bedroom, Balcony, Sitting Room, Pool

Opal Osprey: This OVERSIZE one-bedroom condo has been completely remodeled... giant oceanfront balcony PLUS a large patio room on the bayside! Expansive ocean views from every angle, super easy beach access, wonderful atmosphere in the quiet north end of OC. Linens included! Property Amenities - King size bed & queen sleeper - Large outdoor pool - Elevators - Dedicated high-speed WiFi and router w/ ethernet (Xfinity 100Mbps) - 2 Smart TVS with Xfinity, Roku - Keyless check-in 24/7

Guest favourite
Apartment in Ocean City
4.82 out of 5 average rating, 236 reviews

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.

Top guest favourite
A cozy living area displays a light blue color scheme. A white sofa is positioned beside a coffee table on a patterned rug, while a dining table is set nearby. Floor-to-ceiling sliding doors open to a balcony, offering views of the ocean.
Apartment in Ocean City
4.96 out of 5 average rating, 310 reviews

Caramar Couples Retreat

This cute little first floor efficiency condo is ocean front for a perfect vacation to the beach. It’s 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.

Popular amenities for Oyster Pond holiday rentals

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