Vacation rentals with a pool in Ocean View

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Ocean View

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favourite

Home in Ocean City

4.94 out of 5 average rating, 219 reviews

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!

Jan. 25 – Feb. 1

$190 CAD per night

Guest favourite

Condo in Ocean Pines

4.96 out of 5 average rating, 109 reviews

Waterview Retreat

Steps to 2 pools, 2 marinas, tiki bar and OP Yacht Club. Live music Thursday-Sunday evenings from 6-10pm, (in season). Beach day? Ocean City 15 min drive or walk to the marina and hop on a boat with friends and head across the bay into OC. Assateague Island is a 20 min drive. Crabbing? Fishing? Walk to one of the many Ocean Pines canals or ponds. Golfing? The links are just across the Parkway. Wedding party? Be footsteps away from make lasting memories. Free beach parking on 49th included

Feb. 23 – Mar. 2

$209 CAD per night

Guest favourite

Condo in Rehoboth Beach

4.89 out of 5 average rating, 120 reviews

Right on Silver Lake walk to the beach and town!

Completely renovated, right on Silver Lake! On the most secluded part of Rehoboth Beach watch the sun rise and wildlife sitting at your patio! Park your car and walk or bike everywhere. Steps from the pool and three blocks across Turtle Bridge to get to the less crowded part of the beach. Five blocks from Rehoboth Avenue, where most restaurants and shops are. Full kitchen, Central heat/air, Smart TV, Cable and High speed internet. Pickleball, Tennis, Basketball and Tennis courts next door

Dec. 19 – 26

$229 CAD per night

Guest favourite

Home in Berlin

4.78 out of 5 average rating, 174 reviews

OC, Md great amenities in community, near beaches

MERMAID DREAMS where you can just have FUN or just RELAX. We are 5 miles out from OC and Assateague beaches. Our community, Assateague Pointe, is a beautiful gated community, with 2 great pools, baby pool, big splash pool, a rec center, a fishing/crabbing pier, pond with paddle boats, 2 playgrounds+ more. For kiddos of all ages, we are located right next door to Frontier Town, which has awesome water slides , western shows, mini golf, a rope course, ice cream shop.. short term stays ONLY

Apr. 19 – 26

$157 CAD per night

Guest favourite

Townhouse in Bethany Beach

4.84 out of 5 average rating, 330 reviews

Spacious Bethany Beach Retreat

Imagine walking into your own fully equipped beach condo. Listed as one of Delaware's top Airbnb's! This is a perfect place to get away and retreat with family and friends. The beach is 1.5 miles away and the amazing pool is a 2 minute walk. The kitchen is fully equipped and the gas grill, patio and yard add space for your stay. The condo is fully equipped. Linens, paper products coffee and everything you may have forgotten. Families and friends return again and again to make memories.

Feb. 20 – 27

$234 CAD per night

Guest favourite

Townhouse in Ocean View

5.0 out of 5 average rating, 30 reviews

Entire Home in Bay Forest just mins to the beach!

Time is running out to secure your ideal summer escape Welcome to your ultimate retreat in the award-winning community of Bay Forest! Experience the comforts of home combined with top-notch community amenities, just minutes away from the beach. This townhome boasts two spacious living areas, three cozy bedrooms, a versatile loft space, 2.5 baths, and over 2400 sqft of lavish living space. Step outside onto the patio, offering views of a wooded area for added privacy and relaxation.

Nov. 14 – 21

$225 CAD per night

Guest favourite

Townhouse in Millville

4.97 out of 5 average rating, 170 reviews

⛱ Quiet 3 Bed Twinhome just 3 miles from Beach! ⛱

Enjoy this Beautiful 3 Bedroom & 2.5 Bath Twinhome in Millville, DE. Perfect for Families! This home is within walking distance or short drive to Restaurants, Shops, Grocery Store and other Attractions & Most Importantly - only 3 miles to THE BEACH!! There is a Community Pool in the neighborhood. Many Toys, Games, Puzzles available for children. Home is No Smoking of Any Kind. Also No Pets, No Large groups/parties (12 people max.) or Senior Week rentals permitted. Book Today!

Oct. 21 – 28

$217 CAD per night

Guest favourite

Guesthouse in Ocean View

4.94 out of 5 average rating, 118 reviews

Surf Shack with Private inground pool

*** Note*** Pool opens May 2022! New "surf shack" private beach cottage. Part of a restored 1940's cottage. Best sunset views around & just steps from your door! Close to Bethany Beach (6-10 minute ride) away from the noise of traffic & beach crowds. Within easy walking/biking distance of James Farm ecological park & beach. Community bay access is steps from the house. Beach chairs, towels, surfboards, boogie boards are available. 2 adults and 2 children max capacity

Sep. 3 – 10

$410 CAD per night

Guest favourite

Condo in Bethany Beach

4.93 out of 5 average rating, 280 reviews

Sea Colony Premier Family Resort

Sea Colony is a beach/tennis resort. There are 10 swimming pools, 4 at the beach. The Fitness Center is new and has an indoor and outdoor pool. The Tennis Center has hard and soft courts as well as 6 indoor courts. The condo is on the East side which is a 10 minute scenic walk to beach. If one brings or rents bicycles, there are a number of paths which are safe and one can ride to beach in 5 minutes.

Apr. 19 – 26

$253 CAD per night

Guest favourite

Condo in Rehoboth Beach

4.92 out of 5 average rating, 143 reviews

Welcome to The Getaway at Rehoboth Beach

Welcome to the Getaway ! This clean, cozy and comfortable 2 Bedroom , 2 Bath second floor condo was totally renovated in July of 2019 with all new Furniture, Flooring, Bedding, Kitchen Cabinetry and Appliances, not to mention a fresh coat of paint throughout. The property is just 3 short miles to the Rehoboth Boardwalk and centrally located within walking distance to some really great restaurants.

Apr. 5 – 12

$180 CAD per night

Guest favourite

Villa in Ocean View

4.9 out of 5 average rating, 139 reviews

3 BR 1st floor condo, near beach, resort community

1st FL (no steps),3BR,2BA condo unit 112C, in Village at Bear Trap Dunes resort.Washer/dryer,well-equipped kitchen,deck,screened porch,terrace,4 flat screen TVs,WIFI,DVD player,Netflix,grill,golf,indoor/outdoor pools,tot lots,gym,tennis,saunas,hot tub,restaurant/bar,close to beach,beach shuttle. Great for jogging, walking, biking, rollerblading.

Oct. 17 – 24

$305 CAD per night

Guest favourite

Cottage in Berlin

4.99 out of 5 average rating, 120 reviews

Bayfront Cottage w/ Amazing Views

Whether you’re enjoying time by the firepit or sipping coffee on the couch, the views of Sinepuxent Bay and Assateague Island make this cottage the ideal spot for your next vacation. The cottage is located in a quiet neighborhood and is only a short drive from Assateague Island, the historic town of Berlin, and the Ocean City Boardwalk.

Feb. 20 – 27

$263 CAD per night