Holiday rentals with a pool in West Ocean City

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Popular amenities for West Ocean City rentals with a pool

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 stars2 weeks 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 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 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 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!
Guest favourite
Home in Ocean Pines
4.95 out of 5 average rating, 21 reviews

Peaceful, pet and family-friendly beach retreat

JasonRating, 5 stars1 month ago
My first time staying at an Airbnb so wasn’t sure what to expect. Sara’s place exceeded all expectations. Always quick to respond when i had questions. Would not hesitate to book again.
Top guest favourite
Home in Selbyville
5 out of 5 average rating, 51 reviews

Luxury Delaware Retreat II 6 BR II 6 BT II Views

AidaRating, 5 stars6 days ago
We had an absolutely amazing stay! The location was very convenient to the beach, great local restaurants and shops. The house itself was spotless, beautifully decorated, and had everything we needed for a comfortable and relaxing vacation. We traveled with young kids and they felt very comfortable in this home. Ron, our host, was incredibly responsive and thoughtful, providing clear check-in instructions and great local recommendations. It’s clear he really cares about creating a welcoming and enjoyable experience. If you're looking for a peaceful and memorable vacation home, this is the place. We can’t wait to come back!
Guest favourite
Home in Ocean Pines
4.88 out of 5 average rating, 145 reviews

Tortuga Cottage: Your All- Season Getaway

MariaRating, 5 stars2 weeks 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.
Guest favourite
Home in Ocean Pines
5 out of 5 average rating, 10 reviews

Bimini Beach Bungalow w/ beach club pass

RonaldRating, 5 stars6 months ago
Perfect location, clean and comfortable.

Apartment rentals with a pool

Top guest favourite
Apartment in Bethany Beach
4.93 out of 5 average rating, 299 reviews

Sea Colony Premier Family Resort

ReneeRating, 5 stars6 days ago
Great place to stay at Sea Colony. The place was very nice and looked just like the pictures, and the amenities at the resort were excellent. My husband loved the open pickleball play and we both liked the pools and tram. Great location between many beach towns and boardwalks.
Top guest favourite
Apartment in Ocean City
5 out of 5 average rating, 39 reviews

Luxury Oceanfront Getaway!

ChristopherRating, 5 stars6 days ago
Shiri's place was perfect. My wife and I have both frequented OC since we were kids, and we both agreed that this was the nicest place we have ever stayed. Far enough from the boardwalk to be peaceful, close enough to travel to the boardwalk if we wanted. The condo was clean, there is a washer and dryer in the unit which is a plus, and a tv in both the living room and bedroom, which is something we always look for. There is plenty to do in the area! Unfortunately, it rained during our whole stay, but you have beach access just outside of the building! We are excited to stay at Shiri's place again (hopefully when it's not raining 😂) and spend some time on the beach! We sat on the balcony every morning and night and it was so peaceful. Shiri was always very helpful and kind - she is such a wonderful host!
Guest favourite
Apartment in Ocean City
4.91 out of 5 average rating, 310 reviews

Oceanfront Family Oasis: Pool, Beach & Parking!

JasonRating, 5 stars1 month ago
Great place to stay in Ocean City! clean and wonderful place situated right off the beach secluded and quiet. had lots of beach materials for use. would stay again.
Top guest favourite
Apartment in Ocean City
5 out of 5 average rating, 44 reviews

Top Rated! Beautful Sunsets! Midtown Bayside Condo

LandonRating, 5 stars2 weeks ago
Raphaelle is a great host and our stay was amazing. With great views and an accommodating place, would certainly return!
Guest favourite
Apartment in Ocean City
4.91 out of 5 average rating, 35 reviews

Cozy 1 BR Condo - 5 Minute walk to Beach, w/ Pool!

DanielleRating, 5 stars3 weeks ago
Our stay was very peaceful and relaxing all thanks to Clint’s place! We were able to walk to the boardwalk and restaurants. The place itself was clean and has everything you would need on vacation. Thank you Clint!
Superhost
Apartment in Ocean City
4.85 out of 5 average rating, 132 reviews

DownByTheBay 4601-Midtown/Oversize Sleep 15 w/Pool

EmmaRating, 5 stars2 weeks ago
Wonderful experience! The home was clean and spacious, and the host was responsive and accommodating. Would love to stay again. Highly recommend!
Superhost
Apartment in Ocean City
4.91 out of 5 average rating, 87 reviews

Direct Ocean Front 1BR Condo indoor/outdoor pools

MichaelRating, 5 stars1 week ago
The Golden Sands was in a very convenient location with a perfect ocean view. The place was clean throughout. Jennifer was responsive. Bringing linens and towels was not an issue for us. There is laundry in the unit which is extremely convenient. Many luggage carts are available. N.B.: Despite the huge parking lot, do not expect to secure even a single parking spot for a visitor.
Superhost
Apartment in Ocean City
4.87 out of 5 average rating, 198 reviews

🌊Oceanfront studio w/ amazing views & amenities🏖

TeriRating, 5 stars3 weeks ago
I had a peaceful, relaxing time and enjoyed the ocean view and the sound of the waves. Lisa was extremely communicative and made sure I had everything I needed for a great stay.

Quick stats about holiday rentals with a pool in West Ocean City

  • Total rentals

    90 properties

  • Nightly prices starting at

    ₹3,462 before taxes and fees

  • Total number of reviews

    1.5K reviews

  • Family-friendly rentals

    60 properties are a good fit for families

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

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