
Holiday rentals with a pool in Cape May
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Cape May
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

500ft to Private Beach! Hot tub-Local Pool-Fireplc
Start your morning soaking in the hot tub, or sipping coffee in rocking chairs on the front porch. Relax on the private beach, just 8 houses away, or head over to the local pool! Go for a stroll along the waterfront sidewalk & grab a bite at the beachfront eatery. Spot a school of dolphins under a red-sky sunset, before returning for a seafood boil & fire pit marshmallows roast. End the night with a movie and games cozy in front of the fire. Click our icon to check out our other Cape May homes!

SeaLaVie! HotTub! FirePits! HugeYard! BaySunsets!
Pool & hot tub! Linens and towels included and beds made! 10 beach tags and beach supplies included. Sea La Vie is a paradise! 3 blocks to a dog friendly bay beach w/ gorgeous sunsets! 15 min to ocean beaches. Close to wineries, breweries, nature preserves & all sorts of off-season and seasonal fun! You will love grilling & enjoying the pool (seasonal), hot tub (year round), fire pit & yard games in the huge yard. Boutique decor. Perfect for stargazing! Stocked kitchen! Family & group friendly

Oceanfront Condo | NEW Retro Design | Beach + Pool
NEWLY REDESIGNED WITH WILDWOOD RETRO-INSPIRED VIBES! STEPS to the beach, 5-minute drive to the boardwalk, and 10 minutes to Cape May! This thoughtfully redesigned studio condo now features a nostalgic Wildwood retro-inspired design blended with modern comforts. With sleeping for 4 (1 NEW queen Murphy bed & 1 NEW sleeper sofa), it's perfect for couples or small families looking for a stylish oceanfront getaway. Enjoy breathtaking ocean views right from your room!! Follow Us @ thecrestbeachhouse

Relaxing Getaway
Enjoy the shore at this fully renovated luxurious beach house. This 3 bedroom 2 bath (with sleeper Sofa) can sleep up to 12 people. The space has been recently renovated. New kitchen, new bathrooms, brand new carpets, and hardwoods. An amazing in ground heated pool, with 8ft privacy fence highlight the back yard. The back yard also features ample seating, a fire pit, and a brand new 7 person hot tub. This is the perfect getaway for any family or families looking for fun at the jersey shore.

Cute beachfront condo with pool and 2 bedrooms!
Awesome little condo- 2 bedrooms! Quiet community with pool and parking. Directly across the street from the ocean, 7 blocks from the boardwalk, and walking distance to N Wildwood bars and restaurants. Table and chairs right outside the front door! Lots of loungers, tables, and 2 grills around the property. Newly renovated bathroom. Key will be left in lock box- unit 105. Please bring your owns linens or wash and make beds before leaving. June min -3 nights July and August min - 4 nights

Newly renovated 1 bedroom condo with pool
Have fun with the whole family at this newly renovated condo. 2 blocks from the beach and Sunrise park. 2 blocks from Sunset lake. Relax poolside or enjoy the 3rd floor sun deck. Enjoy the boardwalk and mini golf. Have a drink and check out a band. Indulge at one of the many fine restaurants. Minutes from bike rental, crabbing, fishing, dolphin watching. Historic Cape May is only minutes away. 1 bedroom with 2 full size beds 1 queen sleeper sofa and additional futon. Fully stocked kitchen.

Regency Beachfront beautiful beach sunset views
BEACH bigger than ever. PEAK SEASON RENTALS: 5 NIGHT MIN. OFF SEASON RENTALS: 2 NIGHT MIN. Studio is efficiency w/ fridge, stovetop, coffeemaker, micro, toaster. Sleeps 4. 1 bed 1 pullout both Queen GUESTS BRING THEIR OWN TOWELS, LINENS, SHEETS ETC. Amenities a/c, coin op w/d, security, 1 car + off street parking. . $200 FOR LOST PARKING PASS RTC security requires guests provide their home address and names of guests

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

Cozy Woodland Cottage
Enjoy the sounds of nature when you stay in this unique place. Located less than 5 miles from downtown Lewes and Delaware Beaches. The cottage guest house is nestled in the woods adjacent to a tree house overlooking a tranquil pond with a calming fountain sounds. On the main property guests have access to a in ground swimming pool (seasonal) with a 60 foot lap lane and slide, schedule times with hosts.. The backyard also includes an organic garden, playground and 🐔 chickens.

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)

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

The Villa By the Bay-Private Heated Pool & Hot Tub
PRIVATE HEATED SALT WATER POOL Reopens 4/3/26. 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
Popular amenities for Cape May rentals with a pool
House rentals with a pool

Beautiful 5BR house with inground salt water pool

7 Bedroom| Beach| Pool| Walk to Bars & Restaurants

OASIS Stone Harbor for 12 People + Pool

Thalassofili: Curated by the Sea

Bay block, Large 4 bed, 3 bath home!

Lewes Carriage House: Spa Hot Tub & Winter Luxury

Cape May Beach Shack with heated pool

CapeMay/ 4BR /Pool&HotTub /Fireplace&FirePit /Dogs
Apartment rentals with a pool

Sleeps 6! Stylish 1-BR Ocean Front

Villa Del Sol, Beautiful stay near beaches/outlets

Postcard Views Stunning Ocean Front Condo

Cozy Wildwood Crest Beach - Poolside Condo

Super chic/modern condo with stunning ocean views

Spacious| Modern &Cozy| Pool| Close to the Beaches

2 Bedroom OceanFRONT Great View & Great Location!

Look Out the Window Ocean, Boardwalk, Beach
Other holiday rentals with a pool

Beachside Bliss @ Wildwood Crest #113

Cozy Cape May Retreat

New, sunny Wildwood Crest condo!

Miami Vice Ocean City- 5BR |Seasonal Pool | Views

Coastal retreat •beaches, trails & historic Lewes•

Pool, Beach & Family Retreat!

Hideaway Dollhouse

Ashore Beach Retreat-1BR 1BA with pool, C/A & heat
When is the best time to visit Cape May?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $449 SGD | $482 SGD | $496 SGD | $514 SGD | $573 SGD | $635 SGD | $688 SGD | $729 SGD | $566 SGD | $546 SGD | $526 SGD | $550 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 Cape May

Total holiday rentals
Explore 110 holiday rentals in Cape May

Nightly prices starting at
Cape May holiday rentals start at $154 SGD per night before taxes and fees

Verified guest reviews
Over 1,800 verified reviews to help you choose

Family-friendly holiday rentals
60 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
110 of Cape May holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Cape May rentals

4.8 Average rating
Cape May stays are highly rated by guests – averaging 4.8 out of 5!
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