Holiday rentals with a pool in Cape May

A silhouette of a person stands on the sandy beach, arms extended towards the sunset. Gentle waves lap at the shore, reflecting warm hues of orange and pink as the sun dips below the horizon, creating a serene coastal atmosphere.

4.98 out of 5 average rating, 128 reviews

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

A new hot tub is featured in the image, surrounded by a landscaped yard. Water bubbles gently in the inviting space, with a child enjoying the amenities while wearing a snorkel mask. The background includes a grassy area and a white wooden deck.

4.99 out of 5 average rating, 108 reviews

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

Apartment in Wildwood Crest

A serene sunset is captured from a balcony, with warm orange and yellow hues blending into the sky. The foreground features a potted plant next to a railing, overlooking the sandy beach and tranquil ocean.

4.92 out of 5 average rating, 174 reviews

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

4.96 out of 5 average rating, 118 reviews

An outdoor space features a heated swimming pool surrounded by a concrete patio. Comfortable seating options include several couches and chairs. A large umbrella provides shade, while a hot tub is positioned nearby. String lights and greenery enhance the backyard ambiance.

Home in Lower Township

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.

Apartment in North Wildwood

A vibrant pool area is visible, with guests relaxing under large umbrellas. The water sparkles in the sunlight, while white poolside loungers provide seating. The surrounding fencing features a welcoming design, and the atmosphere is family-friendly, with a glimpse of traffic in the background.

4.92 out of 5 average rating, 201 reviews

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

4.89 out of 5 average rating, 102 reviews

A light-filled living area is presented, featuring a gray sectional sofa paired with a dark accent chair. A round coffee table sits atop a neutral area rug, while a dining table is partially visible to the right. Large windows provide views of an outdoor space.

Apartment in Wildwood

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.

4.79 out of 5 average rating, 283 reviews

A spacious outdoor pool is surrounded by brightly colored buildings, featuring vibrant blue umbrellas and stacked lounge chairs. The pool reflects the sky, inviting relaxation, while the white railings create a barrier between the pool area and the well-maintained walkways.

Apartment in Wildwood

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

4.99 out of 5 average rating, 262 reviews

An aerial view showcases the expansive riverfront property surrounded by lush green fields and waterways. The deep Cohansey River meanders through the landscape, reflecting the sky. Various shades of green and water create a tranquil and serene environment.

Home in Bridgeton

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

A heated saltwater pool is surrounded by a paved patio, featuring several lounge chairs positioned on one side. A blue umbrella provides shade near the pool, while a white fence encloses the area, creating a private outdoor space.

4.97 out of 5 average rating, 106 reviews

Bay block heated saltwater pool opened until 12/01

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.

A spacious living room features a large sectional sofa and a floor-to-ceiling gas fireplace. Natural light filters through the plantation shutters, highlighting decorative plants and a round mirror. A large TV is mounted above a white-brick fireplace, creating a cozy gathering space.

4.99 out of 5 average rating, 149 reviews

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!

A spacious backyard features a circular arrangement of navy blue Adirondack chairs surrounding a fire pit, placed on a bed of gravel. The modern farmhouse stands in the background, showcasing a wraparound porch and large windows that reflect the clear blue sky.

4.97 out of 5 average rating, 125 reviews

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)

Home in Cape May Court House

A spacious backyard features a newly constructed pool and spa surrounded by a stone border. Comfortable lounge chairs and seating areas are arranged nearby. A light blue home is visible, with a large patio door leading inside. Lush greenery adds to the inviting atmosphere.

4.89 out of 5 average rating, 109 reviews

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

Enjoy your shore getaway in the center of it all! This newly renovated 7 Bedroom home can sleep the whole family and friends. This amenity filled home features a brand new pool/spa, volleyball court, outside furniture, grill, and more! Centrally located only a minutes to Avalon & Stone Harbor Beaches, and walking distance to Restaurant/bars, Wineries/Breweries, and other local attractions. ****hot tub open year round**** ****pool only open from may 1stOctober 18th***

Popular amenities for Cape May rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.94 out of 5 average rating, 110 reviews

An aerial view of a heated pool is presented, surrounded by a concrete patio. Two light blue umbrellas are positioned over several striped lounge chairs. Colorful pool floats are visible in the water, creating a lively atmosphere in the outdoor space.

Home in Brigantine

6BR, Elevator, Heated Pool, Fireplace, Luxury

A well-maintained swimming pool is featured, showcasing clear blue water that sparkles under sunlight. Surrounding the pool, a white picket fence provides a sense of privacy. Nearby, additional structures are visible beyond the enclosure.

4.95 out of 5 average rating, 19 reviews

Cozy Cape May Retreat

4.89 out of 5 average rating, 19 reviews

Home in Rehoboth Beach

Dog Friendly Fenced 3BR King Bed

A charming home is featured with a light gray exterior and a welcoming yellow door. The vibrant green lawn is bordered by a stone pathway leading to the entrance. Lush flower beds and trees provide a pleasant outdoor space, with a white fence surrounding the property.

5 out of 5 average rating, 40 reviews

The Perfect Escape with Gorgeous In-ground Pool

A hot tub is situated on a deck, emitting a calming blue glow from the underwater lighting. String lights overhead create a warm ambiance, while a nearby screened enclosure contains seating for relaxation.

4.95 out of 5 average rating, 43 reviews

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

An aerial view captures a spacious outdoor area featuring a rectangular saltwater pool surrounded by lounge chairs. A fully fenced yard includes a lighted mini-golf area and cornhole setup, framed by gravel, grass, and decorative plantings.

4.98 out of 5 average rating, 55 reviews

Cape May Salt Water Pool Retreat

An open living area features a spacious blue sectional sofa and a wooden coffee table with decorative items. A dining area with a dark wood table and chairs is visible, along with a kitchen area in the background, highlighting modern appliances and a light backsplash.

4.96 out of 5 average rating, 25 reviews

Cape May Master Spa Oasis, Sleeps 10

A heated saltwater pool is surrounded by a spacious patio area featuring lounge chairs and an outdoor dining set. A gazebo-like structure sits in the background, while several umbrellas provide shade. A fenced yard with greenery enhances the private outdoor setting.

5 out of 5 average rating, 20 reviews

Htd Saltwater Pool open til Nov, steps to bay

Apartment rentals with a pool

Apartment in Rehoboth Beach

A serene bedroom features a spacious bed adorned with a textured navy quilt, flanked by two bedside tables with lamps. Natural light enters through a window, illuminating the light blue walls. A dresser and decorative mirror complement the calming atmosphere.

4.99 out of 5 average rating, 157 reviews

Family Friendly Top Floor Condo Near Boardwalk

4.97 out of 5 average rating, 143 reviews

The living area features a light gray sectional sofa with colorful accent pillows, situated within a bright space. A wooden console table is placed against the wall, and light fixtures illuminate the open kitchen area in the background.

Apartment in Dewey Beach

Luxury water-view condo with high-end finishes

Apartment in North Wildwood

The exterior of the two-level condo is depicted, featuring a light green facade with white railings and balconies. The entrance, with a white door and copper awning, is shown along with two garage doors below. A landscaped area with minimal shrubs is visible next to the driveway.

4.96 out of 5 average rating, 116 reviews

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

4.99 out of 5 average rating, 137 reviews

A balcony view captures a wide expanse of lush green fields and dense trees, framed by a soft gray sky. The natural landscape offers a serene backdrop, highlighting a peaceful atmosphere. A railing can be seen in the foreground, providing a sense of depth.

Apartment in Lewes

Condo 2 Bedroom Waterfront Lewes/Rehoboth DE

4.97 out of 5 average rating, 154 reviews

A small outdoor balcony area features a grey wooden chair beside a rustic table. A screened door leads into the unit, with a decorative turtle wall plaque visible. Shades cover the window beside the door, allowing natural light into the space.

Apartment in Ocean City

Boardwalk side Cozy Family Condo w/ parking

4.99 out of 5 average rating, 152 reviews

A bright living area features a comfortable sofa and a blue accent chair, complemented by a wooden coffee table. A large flat-screen TV is positioned on a white media unit. Natural light enters through sliding glass doors, leading to a small balcony with outdoor seating.

Apartment in Lewes

Mimi’s Place @ The Villages of 5 Points in Lewes

Apartment in Rehoboth Beach

A dining area is showcased with a grey table set for six, surrounded by vibrant yellow chairs and a metal wire-frame chair. A modern light fixture hangs above, and a decorative wreath adorns the wall, complemented by abstract artwork on either side.

4.98 out of 5 average rating, 195 reviews

Renovated Condo Near Outlets, 3.5 Miles to Beach

4.98 out of 5 average rating, 105 reviews

A bright living area features a light-colored sofa and armchair with coastal patterns. A wooden coffee table sits on a textured rug, while a mounted television is visible on the wall opposite. The open layout allows for glimpses of a dining area with a table set for six.

Apartment in Lewes

First Floor Comfort and Convenience

Other holiday rentals with a pool

A serene beach scene captures a vibrant sunset over the calm ocean. The sun gently descends on the horizon, casting warm hues of orange and pink across the sky. The shoreline reflects the colors, with gentle waves lapping at the sandy beach.

4.9 out of 5 average rating, 31 reviews

Sunset Escape: Cozy Beach House

Superhost

An open living space showcases a comfortable sectional sofa with decorative throw pillows. A coffee table sits in the center, complemented by a patterned area rug. Light streams in from large windows, while the kitchen and dining area can be seen in the background.

5 out of 5 average rating, 3 reviews

Bayside Beauty

4.89 out of 5 average rating, 36 reviews

An open-concept living area features a light-colored wooden ceiling and a ceiling fan. A well-lit kitchen is visible with a breakfast bar adorned by three mint green stools. A wall clock and decorative fishing net add coastal touches to the inviting space.

Apartment in Wildwood

Shore Shack Chic

4.96 out of 5 average rating, 81 reviews

A modern three-story building is depicted, featuring a white facade with numerous balconies. The structure is positioned alongside a wide road, offering easy access. A clear blue sky serves as the backdrop, indicating a bright day. Ample outdoor space is visible in front.

Flat in Wildwood

New, sunny Wildwood Crest condo!

4.96 out of 5 average rating, 57 reviews

Cottage in Villas

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

Apartment in Wildwood Crest

A spacious living area is highlighted by a sectional sofa and coordinating armchair, set against a blue accent wall. Large windows allow natural light and ocean views, while a round coffee table rests on a patterned area rug. The open layout leads to the kitchen.

4.94 out of 5 average rating, 16 reviews

Ocean Front, Large Deck, Pool, Elevator, Linens

5 out of 5 average rating, 19 reviews

A cozy living space features a mix of textures and colors, including an orange sofa and a large section with blue accents. The wall showcases shelves filled with decor, while wooden panels and a fireplace create a warm ambiance. A guitar rests near a patterned area rug.

Cottage in Villas

Dog friendly, bay beach 2 blocks!, firepit too!