Holiday rentals with a pool in Wildwood

4.82 out of 5 average rating, 155 reviews

Home in Villas

Steps to the Bay | 3BR w/ Pool |Pet Friendly!

Welcome to your perfect vacation getaway, just 4 houses from the beautiful Delaware Bay beaches! Famous for its breathtaking sunsets, this inviting 3BR home features a large above-ground pool and a lovely deck, ideal for relaxation. Start your day with coffee with loved ones or kick back with a cool drink in the afternoon sun. Plus, it’s pet-friendly, complete with a fenced yard where your furry friends can play. - Only 7 miles to the Cape May Beaches. - Only 8 miles to the Wildwood Boardwalk.

A sliding glass door opens to a balcony overlooking the beach. Outdoor seating includes two wooden chairs beside a daybed, with a beachside view visible through the door. Light enters through the glass, illuminating the turquoise wall of the room.

4.92 out of 5 average rating, 177 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

Two pools are visible from the balcony, surrounded by a sunlit patio. The larger pool is filled with clear blue water, while a smaller hot tub area features white tiles. In the background, the beach and distant buildings are seen under a clear sky.

5 out of 5 average rating, 43 reviews

New Beachfront Condo with Pools - No Cleaning Fee

Everything you need in a beach vacation is right here in this brand new, beachfront condo! Two pools, two designated parking spots, an outdoor beach shower and more! This location can’t be beat with playgrounds and splash pad just one block away! Bike rentals and bike path to the boardwalk are also only one block away. Walk a few blocks to Sunset Lake and rent jet skis or paddle board. Summer Friday fireworks and everything else Wildwood Crest has to offer! *Linens available for an extra fee.

5 out of 5 average rating, 12 reviews

Wildwood WaterPark Condo

This spacious 3-bed, 2.5-bath condo sleeps up to 10 and is just a short walk from the boardwalk, beach, Morey’s Piers and waterparks. Enjoy morning coffee on the patio, family fun at the boardwalk, and evenings relaxing after a day in the sun. ⭐ Why Guests Love Staying Here ⭐ 5-Star rated Superhost Sleeps 10 perfect for families & groups King Size Bed Onsite parking Pool access Game room Beach equipment Cable and internet Linens Towels Keurig coffee maker Murphy Bed Waterpark proximity

4.95 out of 5 average rating, 20 reviews

Beach Bungalow

You’ll love the stylish décor of this charming place to stay. Second floor, one bedroom condo 1.5 blocks from beach and boardwalk. Bedroom includes 1 full size bed, one twin over twin bunk bed and a Roku TV. Living room has a sofa and a Roku TV. Kitchen table for three. Galley kitchen includes 2 burner stove, full size refrigerator, microwave, Keurig, toaster oven and all kitchen accessories. Bathroom has a bathtub and shower with amenities. ***GUESTS MUST BRING THEIR OWN SHEETS AND TOWELS***

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.

4.93 out of 5 average rating, 216 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

A queen bed is dressed in a blue and white striped quilt, with navy pillows atop. Nightstands are positioned on either side, each featuring a lamp. A decorative artwork of an octopus is displayed above the headboard, adding a nautical touch.

4.96 out of 5 average rating, 165 reviews

Where your toughest decision is beach or pool!

*We do not rent to groups under the age of 25. The furnishings are very comfortable, clean & sanitized. With a queen bed in each room (new mattresses 2023) and sofa bed in the living-room, it easily sleeps 4-6 people (four adults, two children). Use it as a base to explore the area and enjoy the beaches/local attractions, or just relax by the pool. Wifi throughout condo and Apple TV in both bedrooms. Two blocks to the marina & 5 blocks to the beach, this Wildwood condo is ideally located.

5 out of 5 average rating, 15 reviews

A tranquil exterior view of a charming beach house is presented, featuring a covered porch with white railings. Large windows allow light to enter the interior, and vibrant flowers in planters enhance the welcoming atmosphere. A fenced yard provides privacy and space for outdoor relaxation.

Home in Middle Township

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

5★ CLEAN Private Beach area House w/ Pool + Cinema + Fire Pit 3BR/2BA Luxury Retreat near Stone Harbor, Cape May, Wildwood Beaches FREE Parking + WiFi + Beach Tags Perfect for Families, Individuals, Groups, & Couples Minutes to Cape May, Wildwood, Ocean City Unique Outdoor Movie Screen Quiet Neighborhood Self Check-in Guest Favorite Book Now—Your Dream Jersey Shore Escape Awaits! #JerseyShore #CapeMay #BeachHouse #Pool #Vacation Rental #FamilyVacation #BeachGetaway #BeachLife

Place to stay in North Wildwood

A spacious outdoor pool area features a large rectangular pool surrounded by lounge chairs. The setting includes multiple tables for gatherings. The proximity to the beach is evident, with ocean views visible in the background and sunbathing areas neatly arranged around the pool.

4.85 out of 5 average rating, 234 reviews

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

A dining area features a round table with four chairs, ideal for meals or games. A cozy couch, styled in gray, is positioned against the wall, complemented by decorative cushions. A circular mirror and beach-themed decor enhance the relaxing ambiance of the space.

4.95 out of 5 average rating, 40 reviews

1 BR Wildwood Condo, Slps 4 w/Ocean Views, Pool

This clean and modern 1 BR condo is just a block away from both Wildwood’s famed beach and boardwalk. Located at Wildwood by the Sea, you’ll love the amenities, including a pool, WiFi, Xbox video gaming, and laundry facilities. This cozy space packs in all the amenities! Along with a beachy surfboard vibe, it’s also got accommodations for 4, a full kitchen, and two 43” flat-screen TVs. Take in the great ocean view from your balcony, the perfect spot to hang out with your morning coffee!

A cozy sleeping area features a white wooden bed with a patterned grey and white quilt. Accent lighting is provided by wall sconces on either side, and a piece of framed artwork hangs above the headboard. A small plant adds a touch of greenery.

4.94 out of 5 average rating, 50 reviews

Three Little Birds - Studio 1.5 blocks to beach

Welcome to Three Little Birds, our newly renovated studio condo in the heart of Wildwood, NJ! Conveniently located on the 1st floor, you are just 1.5 blocks from the beach and world famous Wildwood Boardwalk and Morey's Pier. Spend the day relaxing on the beach, taking a stroll on the boardwalk, or swimming in the heated outdoor pool, open seasonally. This cozy retreat offers the ultimate beach getaway for couples or solo travelers. Come and enjoy all that Wildwood has to offer!

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.

4.9 out of 5 average rating, 116 reviews

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 by the seasonal pool. 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.

Popular amenities for Wildwood rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.83 out of 5 average rating, 139 reviews

A spacious outdoor area is highlighted by a glistening pool, with a backdrop of a yellow two-story home. Red lounge chairs are arranged around the pool, and a large red umbrella provides shade. Fencing surrounds the pool, ensuring a private retreat.

Home in Cape May

Beautiful 5BR house with inground salt water pool

4.98 out of 5 average rating, 315 reviews

A spacious living area features a modern sectional sofa arranged around a wooden coffee table. A stone fireplace extends to the ceiling, with a flat-screen TV mounted above. Natural light filters through the large windows, complemented by soft curtains.

Home in Cape May

500ft to Private Beach! Hot tub-Local Pool-Fireplc

4.93 out of 5 average rating, 135 reviews

A charming two-story home is framed by vibrant flower beds and lush greenery. The front porch features white railings and a welcoming entrance, while blooming flowers add color to the outdoor space. Sunlight brightens the façade, emphasizing the inviting atmosphere of the property.

Home in Villas

Wilde Rose By The Bay - Salt water Inground pool

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, 121 reviews

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

4.97 out of 5 average rating, 128 reviews

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.

Home in Cape May

Mystical Cape May's Modern Farmhouse: The Widmore

4.95 out of 5 average rating, 105 reviews

An indoor heated pool area is enclosed with a glass structure, featuring a water slide and tropical plants. Comfortable lounge chairs are positioned along the pool's edge, offering a relaxing space. Sunlight filters through the glass, creating a bright atmosphere.

Home in Lower Township

YEAR ROUND Beachfront Pool Paradise Cape May Beach

4.96 out of 5 average rating, 103 reviews

An outdoor space features a swimming pool with an integrated waterfall, surrounded by lounge chairs and a shaded seating area. A patio table and chairs are positioned nearby, along with a rustic shed in the background. Greenery provides a natural border to the area.

Home in Stone Harbor

OASIS Stone Harbor for 12 People + Pool

4.97 out of 5 average rating, 108 reviews

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.

Home in North Cape May

Bay Block Home, heated saltwater pool open!

Condo rentals with a pool

The living area features a large television mounted on the wall, accompanied by a white and natural wood console. A comfortable gray sofa is positioned around a round coffee table with a decorative centerpiece. The kitchenette is seen in the background, integrating modern appliances with coastal decor.

4.95 out of 5 average rating, 22 reviews

North Wildwood-Carideon 1st Floor! Pool!

A heated pool is surrounded by lounge chairs and umbrellas under a clear blue sky. Guests enjoy the refreshing water, while a two-story building with balconies provides a backdrop. The pool area features white fencing, adding to the inviting atmosphere for family-friendly relaxation.

4.98 out of 5 average rating, 51 reviews

Ocean Views~ Beach Block ~ Clean in Wildwood Crest

The exterior of the Lampost Condominium is depicted, featuring a two-story building painted in light blue. A sign reading 'Lampost' is prominently displayed on the roof. Parking spaces in front accommodate multiple vehicles, with staircases leading to the second floor. Lush greenery can be seen in the background.

4.72 out of 5 average rating, 92 reviews

Lampost Condo 3rd Floor Beach Block

Superhost

A multi-story building surrounds a central pool area, featuring lounge chairs arranged around the water. The outdoor space is enclosed by a white fence, and stairs provide access to the upper levels. Several parked cars are visible along the side of the building.

4.69 out of 5 average rating, 67 reviews

Coastal Comfy Condo!

A large outdoor swimming pool is framed by white fencing, with several lounge chairs arranged around the perimeter. A separate shallow area is visible for leisure activities. Clear blue water reflects sunlight, contributing to a relaxing atmosphere.

4.96 out of 5 average rating, 26 reviews

2 bedroom beach block condo with heated pool

Superhost

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.

4.78 out of 5 average rating, 292 reviews

Poolside Wildwood Crest Condo • 2 Blocks to Beach

A panoramic view captures the expansive ocean meeting the sky, with soft waves rolling onto the sandy shore. The horizon showcases a mix of blue and white clouds, while the grassy area in the foreground includes a playground, enhancing the coastal scenery.

5 out of 5 average rating, 39 reviews

Oceanview Wildwood Crest Penthouse Level Condo

The image displays a view from a balcony overlooking the beach, where soft sands stretch towards the horizon. A parking area is visible below, and several vehicles are parked nearby. Light clouds are seen in the blue sky, creating a serene coastal atmosphere.

4.87 out of 5 average rating, 127 reviews

2 Bedroom OceanFRONT Great View & Great Location!

Other holiday rentals with a pool

4.92 out of 5 average rating, 24 reviews

A modern kitchen features sleek stainless steel appliances, including a range and refrigerator. Open shelving displays decorative items against a blue tiled backsplash. Ample countertop space surrounds a large sink, while warm wood flooring complements the light cabinetry and bright natural light from the adjacent dining area.

Apartment in Wildwood

Wildwood Crest Luxury Condo w stunning ocean views

4.98 out of 5 average rating, 46 reviews

A sunken above-ground pool is surrounded by a landscaped area featuring decorative stones and potted plants. A wooden deck leads to the pool, which is accented by colorful floaties. The spacious backyard is enclosed by a wooden fence, providing a private atmosphere.

Home in Lower Township

Pet-Friendly Bay Retreat with Private Pool

4.94 out of 5 average rating, 63 reviews

The beach cottage exterior features a light-colored façade with blue shutters. A spacious front porch is accessible via a set of steps, surrounded by neatly trimmed bushes. A lawn extends in front, contributing to the inviting outdoor space.

Home in North Wildwood

north wildwood beach block house pool use

4.85 out of 5 average rating, 48 reviews

A shared heated pool is surrounded by a sunbathing area with lounge chairs and an umbrella, offering a relaxing environment. The two-story building features multiple entrances and a balcony with chairs, providing access to the outdoor spaces for guests.

Apartment in Wildwood

Cute & Cozy 1-Bedroom Condo

Apartment in North Wildwood

4.87 out of 5 average rating, 30 reviews

Oceanview Patio|Parking|Pool| Entertainment Dist.

4.87 out of 5 average rating, 23 reviews

An outdoor heated pool is surrounded by a white fence and shaded areas under the balconies of the building. Several lounge chairs are positioned nearby. A few people can be seen enjoying the water, creating a relaxed atmosphere.

Apartment in Wildwood

Wildwood NJ beach block condo

5 out of 5 average rating, 41 reviews

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.

Home in Lower Township

The Perfect Escape with Gorgeous In-ground Pool