House holiday rentals in Worcester County

Find and book unique houses on Airbnb

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Popular amenities for house rentals in Worcester County

House rentals with a pool

Top guest favourite
Home in Ocean Pines
4.98 out of 5 average rating, 56 reviews

Cozy home in Ocean Pines

GersonRating, 5 stars1 week ago
This place was exactly what we were looking for, quiet and out of the hustle and bustle but not too far away from the beaches. Neighborhood is nice and calm with everything from restaurants to grocery stores within a 2 minute drive. House was clean and well presented, the only thing that could use some cleaning was the dust on the top corners of the wall but besides that the house is really nice. 3 nice size bedrooms and 2 bathrooms so no one has to fight for usage. Overall would definitely stay here again.
Guest favourite
Home in Berlin
4.96 out of 5 average rating, 74 reviews

Private pool, waterfront, kayaks, bikes, firepits!

LenoreRating, 5 stars1 month ago
We can't wait to return to Golden Quarter Farm! Charming and expansive, the property has everything we were looking for in a place to spend a relaxing weekend with extended family. The historic house is bright and roomy with a well-appointed kitchen; the bedrooms are unique, comfortable, and private; and the living space homey and inviting -- perfect for spending time together. The beautiful views of the riverfront drew everyone outside for walks down the pier, through the fields, and down the sun-dappled forest trails. It was a bit too chilly during our April stay, but the possibilities for enjoying the river (canoe, kayay, SUP) and lovely pool were nonetheless enticing. Finally, I must mention that Evie and Mary were extraordinarily welcoming and accomodating, from communicating proactively to preparing the home for our stay and checking in to make sure everything was perfect. Highly recommend!
Guest favourite
Home in Ocean City
4.95 out of 5 average rating, 255 reviews

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

ErikaRating, 5 stars3 weeks ago
Beautiful spot! Great location, close to all the happenings of Ocean City, but peaceful and quiet at the house…perfect set up. Great neighborhood. The house is beautiful, all the beds very comfortable. The back deck is gorgeous, thoroughly enjoyed that space and taking the kayaks out on the canal! It’s worth bringing your own linens and towels, we packed everything into a large tote and it worked out perfectly. Very responsive and friendly host! We had a great time here and plan to return. Highly recommend!
Guest favourite
Home in Berlin
4.94 out of 5 average rating, 51 reviews

Amazing 2 Bedroom home close to the beach!

MikeRating, 5 stars7 months ago
We needed a small place to stay for a few days and this was the perfect place for the two of us; it was cozy, spotless, well equipped for all that we needed and the decor was beachy which was perfect for the area. Jacob was quick and attentive to any question we had - it was so quiet and peaceful outside. It was a perfect getaway for us - we would highly recommend to anyone needing a nice, quiet place in the future. Thank you!!!
Guest favourite
Home in Ocean Pines
4.95 out of 5 average rating, 129 reviews

Little house in Berlin, Md.

AmandaRating, 5 stars2 months ago
Great for a few days getaway! Comfortable and cozy!
Top guest favourite
Home in Ocean City
4.97 out of 5 average rating, 115 reviews

Cozy 3 BR Pet Friendly Beach, Bay & Pond nearby.

KimberlyRating, 5 stars1 week ago
Tammy’s place was a beautiful Airbnb that provided me and my friends a wonderful experience we loved how private and reserved the neighborhood is we also loved all the accommodations such as the walking distance to the pool and beaches.I would definitely visit here again.
Guest favourite
Home in Ocean City
4.9 out of 5 average rating, 126 reviews

Beautiful Cottage W/ shared pool & close 2 beach

TerryRating, 5 stars2 weeks ago
Everything was as described. Jennifer was very responsive and left excellent instructions on everything. We will stay there again.
Guest favourite
Home in Ocean Pines
4.88 out of 5 average rating, 145 reviews

Tortuga Cottage: Your All- Season Getaway

MariaRating, 5 stars1 week ago
This was our second stay at Tortuga Cottage. As spacious and clean for my husband, me, and our two young boys plus our Labrador retriever as we remembered it from 2 years ago. It is nestled in a friendly, shaded neighborhood that felt safe and welcoming to walk our dog around and explore the local restaurants, trails, and stores. Only 15 minutes from the beach with accessible parking and locker rooms. Kristy was great at communicating before, during, and leading up to departing from our stay. If you’re on the fence about booking this place, just do it! You’ll be overjoyed that you did.

Weekly house rentals

Guest favourite
Home in Ocean Pines
5 out of 5 average rating, 5 reviews

Ocean Pines 2BR 1BA Cottage with Fire Pit

Chelsea and Elizabeth Rating, 5 stars1 month ago
Our family has a beach house in Ocean Pines, and we are looking to purchase our own in the coming years. We have stayed in all parts of ocean Pines and love it so much, we came across this house a couple months ago and I’m so glad we did! We spend most of the summer in Ocean Pines had different rentals and will definitely be coming back specifically to this one!! it’s perfect for our small family and pet friendly! The house was small but spacious, quiet and tranquil. 10/10 highly recommend!
Guest favourite
Home in Salisbury
4.9 out of 5 average rating, 31 reviews

Newly Renovated 3 Bedroom Home

AngieRating, 5 stars1 week ago
I cant say enough good things about this home! I felt right at home the moment I opened the front door. The kitchen was super clean and large dining table was perfect for a family meal. The bedrooms were perfect size and the beds/pillows very comfortable. The huge fenced in yard was great for the kids to run and play while we sat on the deck. Honestly, cant say enough good things - felt very safe and cozy, just like home.
Top guest favourite
Home in Ocean Pines
5 out of 5 average rating, 17 reviews

Sunshine at Ocean Pines

DominicRating, 5 stars2 months ago
We had an amazing time at Phillip’s place in Ocean Pines! The home was clean, comfortable, and had everything we needed for a relaxing getaway. It’s located in a peaceful, wooded neighborhood that still offers easy access to Ocean City, beaches, and local restaurants. Phillip was a fantastic host—very responsive and thoughtful, making sure our stay was smooth from check-in to check-out. The back deck and cozy living space made it easy to unwind after a day of exploring. We would definitely stay here again and highly recommend it to anyone visiting the area!
Top guest favourite
Home in Berlin
5 out of 5 average rating, 27 reviews

Cozy, Private Beach home

AshleyRating, 5 stars2 weeks ago
Pamela is very hospitable! Friendly. Commutative. Her home is beautiful and you can tell she thinks of the little things. There was a small container of scrunchies in the bathroom (us women know the scrunchi struggle!). The house is squeaky clean, and we didn’t need to purchase ANYTHING other than food 🤗 which my family really appreciated! Only thing I will point out is it pitch black surrounding the house/area at night. And possibly could be this time of year or maybe location but there are flies everywhere my goodness! Even the restaurants. If visiting OC for the first time like me, please keep that in the back of your mind lol. This place was a 10/10!!
Guest favourite
Home in Salisbury
4.99 out of 5 average rating, 71 reviews

Luxe Zen Retreat

CadeRating, 5 stars4 days ago
Came to stay for a wedding. Could tell the home was newly renovated and very clean. Great place to stay.
Top guest favourite
Home in Ocean City
5 out of 5 average rating, 30 reviews

Direct Ocean Front - Beach Retreat Condo!

AliceRating, 5 stars1 month ago
We had a wonderful stay at Chris and Loreees place! Super responsive when needed and clear instructions for check in and out. Private, quite, clean building and condo and we had everything we needed. The views were stunning & exactly as pictured. Walking distance to many stores, restaurants, and 7-11 next door for convenience. I would recommend staying here!
Guest favourite
Home in Salisbury
4.9 out of 5 average rating, 60 reviews

Bury Oasis: Pool, Hottub, Movie Theatre, Game Room

DavidRating, 5 stars5 months ago
The Oasis was perfect for our needs . We will definitely book it again in the future!
Guest favourite
Home in Ocean Pines
5 out of 5 average rating, 29 reviews

Beachin' it in Ocean Pines

HeatherRating, 5 stars8 months ago
We didn’t get to spend too much time at the house, but it was the perfect, peaceful, not full of people place to come back to after the Oceans Calling music festival. The house was clean and comfortable, and area was quiet. The house actually exceeded my expectations upon arrival mainly because I had forgotten that there were two full bathrooms. 😂 I recommend this house as great home base for exploring the area, and for getting away from any crowds you may run into! 😊

Private house rentals

Superhost
Home in Berlin
5 out of 5 average rating, 4 reviews

Mins to Golf & Beach! Private Pool & Luxe Firepit

CaroleRating, 5 stars3 weeks ago
Lindsay and Andrew’s Summer Breeze home in Berlin met all of our expectations. We particularly enjoyed the pool, grill and outdoor amenities - which made it perfect for our family holiday weekend getaway. The house is well kept, comfortable, neatly stocked with all essential amenities as described and, is staged and modeled exactly as pictured in the photos. We appreciated a quiet retreat, off the beaten path, yet we had an easy and quick drive to stores, restaurants and to the Ocean City boardwalk. As hosts, they were very responsive and efficiently communicated what we needed to know in advance, making our stay easy and smooth. From the booking process to assisting us with a couple of adjustments, they did not hesitate to help us. If there is an opportunity for us in the future, we’d love to stay again. Thank you Lindsey and Andrew!
Top guest favourite
Home in Ocean Pines
4.98 out of 5 average rating, 80 reviews

Cozy home on quiet court; 10 mins from Ocean City

ChamelleRating, 5 stars1 week ago
Awesome stay! Would stay here again in a heartbeat. Beautiful neighborhood- close enough to Ocean City without all the busyness of beach noise and traffic. Very friendly neighbors too.
Top guest favourite
Home in Ocean Pines
5 out of 5 average rating, 48 reviews

Ocean Pines Fun – Arcade, Pools & Near O.C. Beach

KarenRating, 5 stars4 weeks ago
The host was so accommodating and respectful! always responded quickly! Location was perfect for where our family needed to be! Host allowed us to checkin early on day of arrival after very long trip! Excellent, and beautiful property! Thank you so much!
Top guest favourite
Home in Ocean City
4.94 out of 5 average rating, 33 reviews

Cheerful home with bay and skyline views.

JuliannaRating, 5 stars1 month ago
This was my second stay here, and I’ll definitely be back again! The host is consistently friendly, responsive, and easy to communicate with. Check-in and check-out are super easy, which makes the whole experience smooth and stress-free. The house is cozy, clean, and located in a quiet neighborhood with a beautiful view. It’s far enough from the main part of Ocean City to feel peaceful, but just 3 minutes from all the action when you want it. There are tons of great restaurants nearby, and the host has excellent recommendations. A perfect spot for a comfortable and relaxing stay!
Guest favourite
Home in Berlin
4.86 out of 5 average rating, 21 reviews

Assateague - Direct Bayfront

SarahRating, 5 stars9 months ago
My family and I had a wonderful stay at Bobs!! We will be back! Quiet and peaceful but close to all the attractions too, just a short 20 min drive to OCMD. Perfect for families and huge yard for kids to play. Washer & dryer a huge plus! The sunrise is amazing from the dock, just a short walk and you’re there. Our favorite was the moon over the water at night, absolutely stunning. We hope to go back next year! Best place we have stayed in a long time!
Superhost
Home in Ocean Pines (Berlin)
4.81 out of 5 average rating, 43 reviews

Cozy Affordable Ocean Pines Cottage

GaryRating, 5 stars1 month ago
My partner and I stayed at Nu’s cottage in Ocean Pines while attending the Boardwalk Rock Music Festival in OCMD, and it was absolutely perfect. We scheduled our Ubers to and from the festival weeks in advance which made it very affordable and convenient. The home was spotless, spacious, and located in a quiet, peaceful neighborhood—great for relaxing after a long day. It’s just a short drive or ride share to Ocean City, with tons of restaurants, shops, and grocery stores close by. The house had everything we needed: plenty of space, convenient parking, a nice shaded outdoor area, and a screened-in patio that was perfect for morning coffee or evening drinks. While it was just the two of us, the layout would be ideal for a family or small group—there are three bedrooms (1 queen, 1 double, 2 singles) and plenty of room to spread out. Nu was a fantastic host and made everything seamless. 10/10 would absolutely recommend. We’re already looking forward to our next stay!
Superhost
Home in Salisbury
4.93 out of 5 average rating, 15 reviews

*Freshly Renovated & Clean! Perfect Family Home!*

SandraRating, 5 stars3 days ago
Very comfortable home, clean, and safe!
Top guest favourite
Home in Ocean Pines
4.83 out of 5 average rating, 60 reviews

Ocean Pines Escape

JoyRating, 5 stars6 days ago
Was very happy with the house! It was perfect for my family, loved the location, was definitely away enough from the crowds for some peace and relaxation but close enough to everything we wanted to do. Highly recommend.

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