Holiday houses in Oyster Pond

4.95 out of 5 average rating, 255 reviews

Home in Ocean City

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

After relaxing at the beach (just a 7 min walk away), unwind on our deck "watchin' the tide rollin' away!" Get the best of the bay & the beach with this dog-friendly hidden gem! Imagine evenings enjoying the bay breeze as you crack crabs on the deck! Relax inside our open-concept great room that allows everyone to be together. Fish on our private dock or use it for your own boat or jet-ski to dock there. Witness spectacular sunsets with our Kayaks. Enjoy a well lit, private work space to virtual work w/ high speed internet! A new wood CRIB now in master suite for restful sleep! The pools and tennis/pickleball courts are only a few blocks away for your enjoyment! Plus, a truly unique OUTDOOR MOVIE EXPERIENCE for all our guests to make for the best Vacay EVER!

4.98 out of 5 average rating, 162 reviews

Family Condo Oceanside in Midtown OC

Oceanside, sleeps 6, 2 full baths, 2 parking spots, full kitchen, barstools, table, 6 person couch, and balcony views of bay and beach. Set up for families, slower midtown feel. Easy, safe beach access! 3rd floor walk up. Expect a quality, local AirBnB experience from Superhosts! No noisy neighbors, downtown partying, or parking difficulties. NEW for 2025: - Fridge/freezer - Patio furniture - Linens & Decor - Bunk room Smart TV The space is fully loaded to make packing a breeze! See reviews!

4.88 out of 5 average rating, 151 reviews

North OC, near by restaurants, beach & playground

Newly upgrade 2 bed two bath apartment .Located in peaceful neighborhood! Free LINENS About 15 minute walking to the beach! Plenty of restaurant around : Harpoon Hannah - 2 minutes Catch 54 -5 min Flying fish (great sushi place)5 min by car Our harvest -5 min by car North Surf park -5 min walking You can do kayaking from the bayside 2 min walking The movie theater is 10 min walking distance. Viking mini golf and water park and so much more to do ! Very close to tax free DE!

4.76 out of 5 average rating, 29 reviews

Beach Condo 90 Steps to the beach!

Just 90 steps from the beach and a short walk to multiple restaurants and attractions! This beachfront property offers the perfect getaway. This condo includes a bathroom, living room, dining area, a fully equipped kitchen and a balcony to enjoy the refreshing ocean breeze scent. There is 2 full beds and 2 loft beds in the master room. Enjoy complimentary private parking and free WiFi. Towels and bed linens are provided, and the condo has a private entrance for added privacy. Book now!!!!

4.91 out of 5 average rating, 222 reviews

Townhouse in Selbyville

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.

4.81 out of 5 average rating, 16 reviews

Harbour Sails Paradise: Panoramic Waterfront Views

Welcome to our beautifully decorated, updated, and stunning waterfront penthouse condo! Enjoy AMAZING VIEWS of the sunsets, sunrises, and the beautiful skyline of Ocean City to the south, along with panoramic bay views that are among the best in town. Perched right over the water, this penthouse offers a truly unique experience, making you feel like you’re on the top deck of a cruise ship. This one-bedroom, one-bathroom retreat boasts some of the finest panoramic bay views in Ocean City.

4.96 out of 5 average rating, 277 reviews

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.

4.85 out of 5 average rating, 73 reviews

Cozy 2BR Retreat | Steps to Beach | Private Tub

Welcome to your waterfront retreat in Ocean City, Maryland! This 2-bedroom villa at Club Ocean Villas II features a private courtyard hot tub, full kitchen, and spacious living for up to 6 guests. Located just minutes from the beach and boardwalk, enjoy easy access to shops, dining, and local attractions. Whether you're relaxing in the whirlpool tub or grilling on the BBQ, this villa is ideal for couples or families looking for comfort and convenience on the coast.

4.92 out of 5 average rating, 230 reviews

Sun, Sand & Sea | Your Cozy Oceanfront Hideaway

**2025 guests: Our pool and hot tub are in the process of being renovated and will be closed during your stay. This does not impact our condo, but you will not be able to use these amenities.** -Oceanfront -Indoor pool & Hot tub -Walk to local dining and shopping -Elevator accessible plus luggage carts -Full kitchen for cooking meals -Fast Wifi and Streaming TVs -Fully Stocked Home: Clean linens, towels, toilet paper, paper towels & more!

Top Guest favourite

Tiny home in Selbyville

4.98 out of 5 average rating, 281 reviews

Destination Location! Farm Animals, Tours, Beaches

✨Scratch tiny house living off your bucket list!✨ Wake up to the cheerful sounds of barnyard animals that surround this unique tiny house escape! The "Garden Hideaway" is thoughtfully curated to inspire joy and help you reconnect with the simpler things in life. Just a few minutes from the beach, this tiny home comfortably sleeps two (2) guests, with an option to add a third (3) for a small fee.

4.93 out of 5 average rating, 115 reviews

Oceanfront 2 Bedroom-Sleeps 6-Indoor/Outdoor Pool

Kick back and relax in this beautiful and modern newly remodeled condo in Golden Sands! This rare 2 bedroom, 1.5 bathroom unit has an amazing Master Suite with full-length windows providing panoramic views down the coastline, and direct access to the private patio. Renowned building amenities include outdoor pool, top floor indoor pool, gym, tiki bar, sun deck & more. Linens & towels included!

4.92 out of 5 average rating, 432 reviews

Private suite .5 mile from beach/no shared spaces

This spacious, private master suite is perfectly located on 116th street, half a mile from the beach and within walking distance to tons of shops and restaurants! Complete with a full bathroom, mini fridge, microwave, outdoor shower, and patio area, this cozy room is perfect for a relaxing beach getaway.

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Other great holiday rentals in Oyster Pond

4.92 out of 5 average rating, 12 reviews

Home in Selbyville

Cozy Retreat in famous Bayside Resort with Pools

JohnRating, 5 stars3 weeks ago

Booked on short notice and Anna was a great help and the place was amazing!

4.67 out of 5 average rating, 444 reviews

The Hidden Gem (North OC - Bayside) 5 min to Beach

JoshuaRating, 5 stars1 day ago

Beautiful and spacious condo which was in walking distance to the beach, really appreciated the provided beach chairs and umbrella

5 out of 5 average rating, 4 reviews

North OC- short walk 2 beaches and park

ArmidaRating, 5 stars4 days ago

My family and I had a wonderful stay. The location was the perfect spot to take a toddler with it's close walk to the beach, playground and outdoor pool. Joel provided clear instructions and was wonderful with answering any questions. We would definitely love to stay again!

Top Guest favourite

5 out of 5 average rating, 29 reviews

Updated condo with pool & only two blocks to beach

MeghanRating, 5 stars2 weeks ago

Loved staying at this condo! It was perfect for a long girls weekend and we would definitely stay again! Unit is completely updated and so beautiful. Was an easy 5 minute walk to the beach with great restaurants close by. Pool was simple but nice and very clean.

Top Guest favourite

Guesthouse in Selbyville

5 out of 5 average rating, 8 reviews

Drifted Pines

WasiymaRating, 5 stars5 days ago

We loved this place. It looked exactly like the pictures, spotless with a wonderful inviting smell. We stayed on the second floor which has its own entrance and balcony. The grounds have so many beautiful trees, we even seen wild blueberries. Anne’s place is very private and she is kind. We hope to return before the summer is out.

4.9 out of 5 average rating, 21 reviews

NEW | Ocean Block | Sleeps 4 | Central AC

EllenRating, 5 stars1 week ago

Easy check in, clean and very close to the beach + walking distance to whatever you need. It was clear, but linens and towels were not included.

4.96 out of 5 average rating, 95 reviews

Gone Coastal *Pool* Bayside with view* Top Floor

ShannonRating, 5 stars3 weeks ago

The place was amazing, easily fit my family (5) of us. The condo looks exactly like the pictures, very clean, had games in the closet. I would definitely come back here to stay in the furture.