
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.

Beach Retreat w/ Fire Pit, Camp Cabin & Zen Den
This private retreat has everything you need to relax and unwind. Enjoy a fenced yard with a glamping cabin (3rd bedroom), gas firepit w/ Adirondacks , outdoor kitchen, screened-in den, deck, and outdoor shower. Inside, the house has 2 bedrooms + 1 in the cabin, 2 bathrooms, 2 living rooms, full kitchen, Wi-Fi, smart TVs, washer/dryer, and a bright, sun-filled sunroom. Perfect for couples, families, or friends seeking a memorable Cape May getaway! Oh, the neighborhood pool is just 5 minutes away

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.

Cozy Wildwood Crest Beach - Poolside Condo
Sunkissed Wildwood Crest Cozy Beach Condo. This beautiful poolside first floor one bedroom condo is available for you to enjoy! Newly updated and furnished with a cottagey style. Enjoy the beach just 2 blocks away, and steps away from the pristine pool of the Alps. This unit has all the joys of home, couch, smart TVs with internet, oven, stove, fridge, freezer, and shower. Bike to beautiful Cape May. ID Verification Required Must be 21 Years or older to lease 2 Adult Max No 3rd Party leases

Bay block, Large 4 bed, 3 bath home!
Brand new heated salt water pool was just completed April 2022. Our home is close to family-friendly activities, restaurants, & Bay block. My place is good for families and big groups. Walking distance to Harpoon’s and one block walk from AMAZING sunset views!! Close to wineries, breweries & distilleries. We are also Dog friendly and have a dog friendly beach block. (200/per dog non-refundable, fee is not included with booking). Pick up after dog or there will be additional fees.

Hot Tub Holiday Escape! Fireplace + backyrd oasis!
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!

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)

Boutique suite, Palace in the Woods
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.
Popular amenities for Cape May rentals with a pool
House rentals with a pool

Sunset Escape: Cozy Beach House

Escape at the Cape Pool & Spa, 2nd Floor

Cozy Cape May Retreat

Spacious Custom Home: Beach, Pool and Tennis too!

OASIS Stone Harbor for 12 People + Pool

The Perfect Escape with Gorgeous In-ground Pool

Cape May Salt Water Pool Retreat

Bayside Beach Home with a pool-New Deck for 2025
Apartment rentals with a pool

Beach block condo, pool/spa, 2 parking, 4 bdrms

New listing -Ocean View From Sofa

Sleeps 6! Stylish 1-BR Ocean Front

Beach Front + Free Parking - Best Condo in AC

Boardwalk side Cozy Family Condo w/ parking

Rarely Available Mid Century Modern Beach Front!

2 Bedroom OceanFRONT Great View & Great Location!

Ocean Front, Large Deck, Pool, Elevator, Linens
Other holiday rentals with a pool

Cape May Backyard Oasis with Pool, Bocce & More

Bayside Beauty

Shore Shack Chic

Wildwood crest Beach Condo

Pool and Hot tub! Dog ok, 2 blocks to bay beach!

Swim Spa/Hot Tub 300 ft to Bay! Bay Shore Getaway

Oceanfront Wildwood Crest Condo

Dog friendly, bay beach 2 blocks!, firepit too!
When is the best time to visit Cape May?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $453 SGD | $487 SGD | $501 SGD | $519 SGD | $579 SGD | $641 SGD | $695 SGD | $736 SGD | $571 SGD | $552 SGD | $531 SGD | $556 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 $156 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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