
Holiday rentals with a pool in Ocean City
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Top-rated rentals with a pool in Ocean City
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Boardwalk ramp condo w/designated parking & pool
*Bedding linens (sheets & pillowcases), wash, bath, AND beach towels are NOT included Saturday-only check-ins and outs June 20 -August 22, 2026, Per HOA Included are pillows & bedspreads for a queen, double, & single. Paper products are NOT guaranteed/ please bring all needed items. Pool & hot tub: (Mid May thru mid Sept/weather & staffing permitting) 4 Beach tags provided for June - Sept, required for 12yrs & up Your assigned parking space is #4 & a few feet off the boardwalk ramp :)

Boutique suite, Palace in the Woods
⚽️⚽️ WELCOME FIFA ⚽️⚽️ The Palace in the Woods is a “ NO CHORES STAY AIRBNB “ just what you need for a peaceful visit to Cape May County BEACHES & BOARDWALKS . Located in the woods, just ten to fifteen minutes from Sea Isle, Avalon, and Stone Harbor, and the Cape May County ZOO - a little bit further to Ocean City, Wildwood and Cape May. A perfect location for beachgoers, birders, cyclists, and foodies. Please read house rules ( additional rules ). If you have any questions, feel free to ask.

Ocean View Boardwalk Condo | Pool | Sleeps 6
Spacious ocean view condo located directly on the Ocean City Boardwalk. This large one-bedroom comfortably sleeps up to 6 guests and features two private balconies for relaxing coastal views. Enjoy beach access, pool access, and a secure building with 24-hour security — all just steps from dining, shopping, and boardwalk attractions. Perfect for families, couples, or a beach getaway where you can walk everywhere and wake up near the ocean. Steps from the sand with stunning boardwalk views.

Cape May Pool Paradise *Hot Tub* Sleeps 10
Escape to a paradise of relaxation and retreat in our charming vacation home in Cape May, New Jersey. This 4-bedroom rental boasts a beautifully designed saltwater pool, hot tub, outdoor tv/and deck, WiFi, a fire pit for cozy evenings under the stars, and a warm indoor pot belly stove to enjoy during cooler months. Centrally located between wineries, breweries, distilleries and only a few minutes drive from the beach, this is a vacation stay will ensure memories that will last a lifetime.

Mimosa Salt Water Pool & HOT TUB Oasis, Sleeps 8
Just Renovated!Linens and Towels INCLUDED! Perfect for 2 families a King & Queen Bedroom and the third bedroom comes w/a full/twin bunkbed that has a twin pull out in addition to a twin bed. (Sleeps 8 total) In ground Salt Water Pool perfect for relaxing all day w/your kids if beach is too much of a chore or having dinner outside. Our yard is fenced in and perfect for your furry friend. Open concept living room, dining room and kitchen. Great for coming together and socializing

Hot Tub Backyard Oasis, Private Beach, Local Pool
Start your morning soaking in the hot tub, or sipping coffee in rocking chairs on the front porch. Just 1 block away, have the beach all to yourself in this truly secluded beach neighborhood. Enjoy one of the local waterfront eateries or the neighborhood pool. Spot a school of dolphins under a red-sky sunset before returning home to enjoy the night sea breeze and a movie in front of a wood burning fire in the outdoor gazebo. Click our icon to check out our other Cape May homes!

OASIS Stone Harbor for 12 People + Pool
OASIS Stone Harbor is an authentic "vintage chic" beach house, that is just a block from the ocean and a quick walk or bike ride into town, and it's pet friendly. The OASIS experience is great all summer and as an off-season “retreat” to re-energize mind, body, and spirit. Get your toes in the sand! The swimming pool with the integrated waterfall and hot tub are typically open from early-April through early-December. Interior and outside videos are online at oasis stone harbor.

Mystical Cape May's Modern Farmhouse: The Widmore
Mystical Cape May's "The Widmore" Incredible brand-new modern farmhouse situated on over 1.2 acres, on a culd-de-sac, neighboring the Isaac Smith Vineyard and with no neighbors! (Well, they live across the street) 4 Bedroom, 2.5 Bath, large kitchen, oversized dining room, in ground swimming pool, Fireplace, outdoor fire pit, endless parking and completely quarantine and social distance friendly. 10 minute bike ride to the beautiful beaches of Cape May (4 min by car)

Villa By the Bay NOW OPEN Heated Pool & Hot Tub
PRIVATE HEATED SALT WATER POOL NOW OPEN UNTIL 10/30/26 HOT TUB OPEN YEAR ROUND! EVERYTHING YOU NEED FOR THE PERFECT VACATION! ALL LINENS/TOWELS PROVIDED. We offer you a coffee and Tea Bar, Snacks to get your vacation off to the right start and a Welcome Gift to thank you for coming! Just mins from the Bay & the Heart of Cape May! We are close to restaurants and Wineries. Just a short walk to the Delaware bay. Beautiful fenced in back yard with outdoor grill and shower

YEAR ROUND Beachfront Pool Paradise Cape May Beach
**NO POOL HEATING FEES!** Our house is a coastal home with a spectacular enclosed in-ground pool, situated beach front directly on the Delaware Bay with unobstructed water views. Private access to the beach is down a short set of steps from the house. The fully enclosed heated Viking in-ground pool with retractable roof has a water slide and allows use of pool year round. From kitchen to beach toys, the house is well equipped to make your stay as relaxing as possible!

Wilde Rose By The Bay - Salt water Inground pool
Quaint 3 bedroom home, 2 queen size beds, downstairs and 1 queen size bed and a full size bed upstairs full bath downstairs and half bath upstairs.spiral stairs to get upstairs or outside steps. out door shower also. Sleeps 6. salt water inground pool (12x26) Large back deck, with gas grill Covered front porch, and second floor open deck with view of amazing sunsets from either deck. Across the street from the bay.Pool will open May and close first week in october.

Beach block cottage • Cape May sunset bay access
Walk just 1 block to bay sunsets, then come home to a private backyard retreat with fire pit, outdoor kitchen, and bonus spaces you won’t find anywhere else. The main house offers 2 bedrooms, plus a separate camp-style cabin for extra sleeping. Enjoy your morning coffee in the screened-in Zen Den or unwind outside under the stars. A unique, laid-back Cape May stay—perfect for couples, families, and small groups who want space, character, and a true getaway feel.
Popular amenities for Ocean City rentals with a pool
House rentals with a pool

Beach House* Pool/Game Room/Grill/Outdoor space

Beautiful 5BR house with inground salt water pool

The Ranch. Heated Pool

5-Star Beach Retreat w Pool & Outdoor Movies | CMC

Pet-Friendly Bay Retreat with Private Pool

Bright, Airy 3 BR on 2 acres w/ POOL-West Cape May

Bay Block Home, heated saltwater pool open!

7 Bedroom, Pool, Bar, Beach, Avalon | Stone Harbor
Apartment rentals with a pool

Oceanfront Condo | NEW Retro Design | Beach + Pool

Sleeps 6! Stylish 1-BR Ocean Front

*Off Season Rates* Amazing View & Beach Access!

Chic Studio - Unwind by the Sea!

Where your toughest decision is beach or pool!

Ocean Front Luxury Condo + Free Parking

*NOW AVAIL* New Ocean Front Studio & Free Parking!

Luxury Beach front Studio - Romantic Getaway!
Other holiday rentals with a pool

Cape May Backyard Oasis with Pool, Bocce & More

Tranquility Near The Sea

Marriott Fairway Villas 2BD sleeps 8

TideWatch-Unwind in Brigantine w/Beach Views!

Best of the shore with no crowds

Pool, Beach & Family Retreat! Fully Stocked!

SerenityOasis>Pool Haven, only 8 min>Sea Isle City

Pool | Steps to the Beach | New!
When is the best time to visit Ocean City?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $315 SGD | $538 SGD | $482 SGD | $246 SGD | $265 SGD | $346 SGD | $415 SGD | $411 SGD | $289 SGD | $261 SGD | $275 SGD | $314 SGD |
| Avg. temp | 1°C | 2°C | 6°C | 11°C | 17°C | 22°C | 25°C | 24°C | 20°C | 14°C | 8°C | 4°C |
Quick stats about holiday rentals with a pool in Ocean City

Total holiday rentals
Explore 150 holiday rentals in Ocean City

Nightly prices starting at
Ocean City holiday rentals start at $90 SGD per night before taxes and fees

Verified guest reviews
Over 1,910 verified reviews to help you choose

Family-friendly holiday rentals
70 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
150 of Ocean City holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Ocean City rentals

4.6 Average rating
Ocean City stays receive an average rating of 4.6 out of 5 from guests
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- Brigantine Beach
- Wildwood Crest Beach New Jersey
- Cape May Beach NJ
- Broadkill Beach
- Atlantic City Boardwalk
- Rehoboth Beach
- Willow Creek Winery & Farm
- Ocean City Boardwalk
- Lucy the Elephant
- Cape Henlopen State Park
- Atlantic City Convention Center
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- Dewey Beach Access
- Boardwalk Hall
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- Hard Rock Hotel & Casino
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