Middlesex Beach, Delaware, USA Rentals

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453 rentals

Great rentals within 20 miles that match your search

The best place with Ocean Front beach in OC, MD

Ocean City condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Price per night from

$264

Beautiful Bayfront Coconut Malorie

Ocean City condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$258

Gorgeous Direct Oceanfront Condo, 3BR/2 BA !!!

Ocean City condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$515

Sally's Sandcastle 4 Blocks To Bethany Beach!

Bethany Beach townhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 45 minutes

Price per night from

$229

Coconut Malorie

Ocean City hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$205

LORELEI II Beach & Bay Best of Both

Ocean City condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Lorelei II Ocean City MD condo” We would like to thank you for allowing us to rent your Ocean City condo. The drive can be hectic, but we arrived to comfortable, clean and well-appointed living spaces. It was a beautiful and spacious; plenty of room for our family to all gather together or relax in their own bedroom spaces. The kitchen had everything we needed for our stay; complete with the “little things" like salt and pepper, pizza cutter, etc. The unit also had the convenience of getting some much needed laundry done, especially after a few "salty" days at the beach or a dip in the pool. The televisions and WiFi came in handy for that one rainy ‘do activities indoors’ day. The unit is true to the photos and video you have online. Again, we had a wonderful time in Ocean City and your home was an excellent place to stay. We look forward to renting from you again in the future.

Price per night from

$377

Private beach, Beautiful Sunsets at Oyster Cove

Bethany Beach house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 14

Price per night from

$1,030

Rare Bayfront VIlla - Bayside at Bethany Lakes 56

Bethany Beach townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 35 minutes

Price per night from

$401

Sunny 3Br beach block 1st floor condo

Rehoboth Beach condo

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

Price per night from

$368

Bayfront Luxury Amazing View, Walk to Beach + Boardwalk, and pool

Ocean City condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

“Mom” Very nice location. Very clean and comfortable. There was plenty a room to get around the kitchen with preparing meals. Not far from the beach everything was in walking distance that's what I was looking for. Very nice

Responds fast! avg. 2 hours 56 minutes

Price per night from

$178

Private beach, Beautiful Sunsets at Pirate Cove

Bethany Beach house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 14

Price per night from

$1,061

Contemporary upgraded sophisticated beach condo

Ocean City condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

Price per night from

$474

Price per night from

$338

New Contemporary Beach House

Rehoboth Beach house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

Responds fast! avg. 1 hour 51 minutes

Price per night from

$1,373

Original cottage in the dunes. Pet friendly

Ocean City cottage

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

Price per night from

$344

1C The Pyramid...Beautiful ocean front 2 Bedroom/2 bath on the Beach with pool

Ocean City apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

“On the Beach condo” Great location Beautiful view from balcony. clean comfortable beds! Would love to rent again. The couch in Living room needs to be replaced soon To much wear know cushion left in it. Enjoyed my stay.

Responds fast! avg. 1 hour 12 minutes

Price per night from

$223

3 SEAS COTTAGES - QUIET DOWNTOWN NEIGHBORHOOD - 15A

Rehoboth Beach cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Best place to stay on the beach!” We had a great vacation at the "3 Seas Cottages this past week, in fact, it was the best relaxing vacation we have had in years. Everything was as advertised and much more. We checked in on Saturday and when we return from the beach we found a tin of cookies on the porch that Susan the owner had baked for us. When met Susan later that day we found her to be the sweetest person you could every meet and so accommodating. The place was perfect, right down to the soap in the brand new outdoor cedar shower. The neighborhood was so quiet it reminded me of stepping back in time when life moved a much slower pace… Everyone in the neighborhood was friendly as they walked their dogs, walked to the beach, or took a night stroll to dinner. The location is perfect because it’s only a 10 minute walk to the beach, boardwalk, and the restaurants. The entire place has been very recently renovated, the furnishings and the attention to detail is top notch. We enjoyed shopping at the local markets, produce stands and cooking in the kitchen and on the gas grill on the patio. We spent a few evenings just sitting on the screened-in porch listing to some jazz music and drinking a bottle of wine, it was heavenly. We enjoyed ourselves so much we booked it again for next summer the same week.

Price per night from

$377

3 SEAS COTTAGES - QUIET DOWNTOWN NEIGHBORHOOD - 15B

Rehoboth Beach cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Another great beach week” We returned to 15B for the second straight summer, and for the second straight summer we enjoyed a great week! The new outdoor shower was an added bonus and matched the high quality of the rest of the accommodations. Susan, the owner, makes everything very easy with the parking pass and use of the nice beach chairs and umbrella.

Price per night from

$556

Pet Friendly Cozy Cottage, just 1 mile from beach!

Rehoboth Beach house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“Great rental property” Went to Delaware with my wife for the first time for our anniversary. We chose to rent this cottage for the weekend and we had a great time. Everything went smooth with the process and we would definitely recommend this to anyone else. Even though it was in the off season there was a lot to do and great restaurants. Plan on going back in the summer when everything is opened back up to get a full experience.

Responds fast! avg. 1 hour 39 minutes

Price per night from

$114

3 bed 2 bath in West O C, Md. Pool. Near Marinas in West OC

Ocean City townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$229

Diamond Bay Condominium

Ocean City condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Great Place” Affordable cool place. Very roomy and clean. Owner very responsive to messages. My son slept on the sofa bed and like all sofa beds the bar in the middle is always an issue. Other beds were comfortable. Plenty of kitchen items. New stove, new dining table and new outdoor furniture. Only 2 negative. One there was no TV in the main bedroom upstairs and no outdoor faucet to rinse off sand from the beach. Allow time to clean up to be fair to the next guest :)

Price per night from

$103

Beautiful Ocean City Home for Rent

Ocean City house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 11

“Not sure what this is asking” Very nice , quiet, plenty of room. Felt very comfortable there . Would definetly go back. I had my three grandsons and they really enjoyed their stay. Loved having more than one bathroom.

Price per night from

$241

Dog Friendly Ocean View Apt B 100 Steps to the BEACH

Dewey Beach apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Price per night from

$429

Beach Rental Condo

Bethany Beach condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$278

Lovely Rehoboth Beach, DE, Condo306

Rehoboth Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$138

Bowline

Ocean City apartment

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

“Very good house!!” We were a big family group trying to enjoy the beach and the sun on the Memorial Weekend. Unfortunately the weather wasn't nice in OC but we still had a great time thanks a lot to our vacation home rental that made us feel home. First of all, we were so surprised to see the house was better than in the pictures. The house looked nice and new, it was very clean and well decorated, with great amenities, very comfortable and spacious. What we loved the most was the big kitchen where the whole group could have meals together and the location. The house was five minutes driving to the beach, restaurants, stores, supermarket and walking distance to Tanger Outlet. The owner was very nice, friendly, easy to reach and flexible. We'd definitely come back.

Price per night from

$629

Bayside condo with all the creature features.

Ocean City apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 52 minutes

Price per night from

$515

Rodney Dunes Pier 12 Dog Friendly Apt C 100 Steps to the BEACH

Dewey Beach apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Price per night from

$452

OCEANFRONT!! 29th St 2BR/2BA Condo, 1 Block To Boardwalk

Ocean City apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$377

Spoondrift

Ocean City house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 15

“Location, Location, Location! What a perfect house for our group of 11 adults!” The house is huge, which was perfect for those that wanted to go to bed a little earlier and not have to hear those that wanted to stay up. You can't beat the location, our group arrived in 5 separate cars, we parked them on arrival and never touched them again until departure. EVERYTHING is in easy walking distance! The owners answered every question we had before our visit and were on site waiting when we got there. Our group would absolutely book this house again!

Price per night from

$738

Ocean City, MD - Runaway Bay: Anchorage (Mid-town) Behind Jolly Rodgers

Ocean City apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

“Great Vacation” Gret place, great accommodations and very enjoyable manager who we rented from. The house is like new! I plan to do it again!

Price per night from

$250

Back Bay Bungalows - Unit 1

Berlin cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Totally awesome” My husband and I have been to bbb several times. With our kids and grandchildren several times. But sept it was just us. Was the most relaxing vacation ever!! Thanks so much for the beautiful accommodations So relaxing and peaceful. Just what we needed

Price per night from

$126

Family friendly Oceanfront 19th floor Penthouse On the Beach in Ocean City MD

Ocean City apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

“Amazing place, beautiful views, very friendly and accommodating owner!!!!” I have traveled here on two separate occasions and have been 100% satisfied each time. My most recent visit I also enjoyed the upgrades that were done such as hardwood floors in the bedroom and various rooms being brightly painted. Both stays I traveled with large groups and there were plenty of room for everyone. Lucio is the owner and he is very friendly, accommodating and eager to please! He cares about how our stay was and is open for suggestions on how to make it better if there were any.

Price per night from

$401

Ocean block townhouse in North Ocean City

Ocean City house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

“Always Amazing” We love staying in Beach Mist #5. Being mere seconds from the beach is heavenly, but it is also nice to lay out on the beautifully decorated deck and relax. We also love being close to tax-free shopping in Delaware. It is a nice, quiet spot that doesn't have a lot of traffic buzzing by, but everything from Billy's to the boardwalk is easily accessible. We cannot wait to come back.

Price per night from

$352

OCEANFRNT 3 Br N. O.C Luxury Slp.6 - SeaWatch# 915

Ocean City apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Very nice.” Beach access was great. Lot's of fun activities. Great views of the water. loved watching the dolphins along the shore.

Price per night from

$536

3D The Pyramid ..Newly Renovated 1 bedroom Directly On The Beach w/pool

Ocean City apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 12 minutes

Price per night from

$229

Exquisite Accommodations!!! Ocean Front 2 bedroom, with Huge Balcony,Pool

Ocean City apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

“perfect” great place to stay. worked well for the kids. not noisy at all. can see the bay. we will be going back for years to come.

Responds fast! avg. 1 hour 12 minutes

Price per night from

$452

Sandpiper Dunes 113 - Ocean City MD 2 BR Condo - 1st floor - 58th St

Ocean City apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

“So close to the beach” This condo was such a great find. The entire place is very nice and clean, the kitchen is gorgeous and had everything that we needed. We just moved right in and started vacationing. It was so wonderful to walk out the door and be right there at the beach. Love the assigned parking so close to the unit. Can't wait to go back!

Price per night from

$344

Viewing 38 of 453
rentals in Middlesex Beach, Delaware, USA

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