
Holiday rentals with a pool in Cape May
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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! Pool! Hot tub! Huge Yard! Bay Sunsets!
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

Sunrise Studio - Ocean Front, on Boardwalk, Pool!
Our quiet ocean front studio has all the comforts of home with amazing views, a balcony hovering over a serene stretch of the Boardwalk, and is just steps away from restaurants, shops, arcades, rides and all of the best boardwalk foods! Walkable to everywhere in town! If you want to venture out further, a bike rental shop is just a few doors away! Enjoy a bike ride through town or to Dewey Beach. If you are looking for a scenic ride, enjoy the bike trails to Cape Henlopen State Park and Lewes.

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

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

THE SORA with Disco, Hot Tub & Pool
Immerse yourself in the timeless beauty of this 12 acre riverfront property. Experience the peaceful beauty of 800+ feet of direct river frontage on the deep Cohansey River. This river leads to the Delaware Bay/ Atlantic Ocean. Situated on the site of the Prestigious Sora Gun Club, this historic 3 Bedroom, 2- Baths light-filled home with magnificent great room has classical details and distinctive appointments. Additional 2 story building available to bring guest count from 8-12 w/ 1/2 bath

The Villa By the Bay-Private Heated Pool & Hot Tub
THE POOL IS OPEN FOR 2025 UNTIL 11/2/25. PRIVATE HEATED SALT WATER POOL. 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

New listing -Ocean View From Sofa
Summer Sands Condo Off-Season /2-night min. In-Season/ 3-night min. June 21st to Sept 4th. Newly renovated and furnished one-bedroom condo. Oceanview of Wildwood Crest beach. Quartz countertops, new floors, and 50-inch television with wifi. Dishwasher. Crystal fireplace to add ambiance to the unit, especially during the winter months. The bedroom has a queen, single, and a convertible ottoman, which is a single bed. The living room- queen sleeper sofa. One parking space/ sleeps 6

Bay block home w heated saltwater POOL NOW OPEN!
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!
Popular amenities for Cape May rentals with a pool
House rentals with a pool

Pet-Friendly Bay Escape w/ Pool

6 BR, Heated Pool Open Beginning of April!

OASIS Stone Harbor for 12 People + Pool

The Perfect Escape with Gorgeous In-ground Pool

Luxury Carriage House in Rehoboth Beach

CapeMay/ 4BR /Pool&HotTub /Fireplace&FirePit /Dogs

Cape May Salt Water Pool Retreat

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

Beach Front + Free Parking - Best Condo in AC

Rarely Available Mid Century Modern Beach Front!

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

Renovated Condo Near Outlets, 3.5 Miles to Beach

Enjoy Oceanfront Views and Direct Beach Access

Modern 2BR/2BA – Beach Pass + Bikes, 5 Min Drive

First Floor Comfort and Convenience

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

Cape May Backyard Oasis with Pool, Bocce & More

*New Listing - Oceanfront Resort + Private Balcony

Retro Ocean Front, Private Deck, Elevator, Linens

Wildwood Crest Beachfront Stay at the Nassau Inn

Cozy Cape May Retreat

Nassau Inn Wildwood Beachfront Stunning Sunrises

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

Ocean Front, Large Deck, Pool, Elevator, Linens
Quick stats about holiday rentals with a pool in Cape May
Total rentals
110 properties
Nightly prices starting at
£89 before taxes and fees
Total number of reviews
1.8K reviews
Family-friendly rentals
60 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
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- Ocean City Beach
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