Holiday rentals with a pool in Dennis

4.98 out of 5 average rating, 220 reviews

A serene bedroom is featured, with light blue walls and a large bed adorned with a fish-patterned quilt. Two bedside lamps flank the bed, and ocean-themed artwork hangs above it. Framed photos are displayed on the walls, contributing to a coastal atmosphere.

Guest suite in Dennis

Boutique suite, Palace in the Woods

⚽️⚽️ WELCOME FIFA ⚽️⚽️ 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.

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, 175 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

4.92 out of 5 average rating, 206 reviews

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.

Condo in North Wildwood

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 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, 106 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 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.

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.

4.79 out of 5 average rating, 285 reviews

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

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.

4.84 out of 5 average rating, 226 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 spacious bedroom features a large bed with crisp white linens, positioned near a full-length window offering a panoramic ocean view. A bright red seating area complements the neutral-toned decor, while natural light illuminates the space, highlighting the wood flooring.

4.85 out of 5 average rating, 311 reviews

Beach Front + Free Parking - Best Condo in AC

Imagine waking up to see the sunrise over the ocean from the 20th floor of a beach front condo.. well now you can! Wonderful condo unit is located beach front so you have the best of both worlds - a quiet places to recharge and the best location in Atlantic City to catch a show, experience the casinos, and spend the day on the beach's and boardwalk You'll have access to FREE parking, seasonal pool and direct access to the boardwalk and beach! Guests must be at least 21 to book

4.99 out of 5 average rating, 265 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 4 Bedroom, 2 1/2 Baths light-filled home with magnificent great room has classical details and distinctive appointments. One of the 4 bedrooms and the 1/2 bath is in the 2 story guest house.

4.99 out of 5 average rating, 157 reviews

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.

Home in Villas

Hot Tub Backyard Oasis, Private Beach, Local Pool

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!

Apartment in Somers Point

A private pool area is surrounded by a serene garden, featuring lush greenery and flowering bushes. Several white lounge chairs are arranged around the pool, offering a space for relaxation. The pool's clear water reflects the surrounding nature and sky.

4.97 out of 5 average rating, 246 reviews

Garden of Zen

Secluded, clean, light & airy studio unit in a garden setting. Situated in a quiet neighborhood, best suited for peace and relaxation. Studio has it's own deck & yard, and pool area is essentially private also. Location has great access with GSP exit/entrances a minute away. Somers Point restaurants and bars are also just minutes away. Area has great opportunities for kayaking, biking, & the beach This rental prioritizes a clean & healthy ambiance. No cigarette smoking.

4.99 out of 5 average rating, 112 reviews

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.

Home in Villas

SeaLaVie! HotTub! FirePits! HugeYard! BaySunsets!

Pool & hot tub! Linens and towels, 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

4.97 out of 5 average rating, 105 reviews

A bright living area is presented with natural light streaming through large windows, highlighting stylish furnishings and a cozy atmosphere. An open kitchen features stainless steel appliances and a modern design, while a comfortable seating arrangement invites relaxation. The overall space conveys a welcoming ambiance.

Townhouse in Brigantine

Casa al Mare - Beautiful 2 bdr on the Beach Block!

*Must be 25 or older This beautiful 2 bedroom, 2 bathroom beach property provides direct access to both a stunning beach and a refreshing pool. The interior is stylish and modern, with tasteful furnishings and essential amenities that create a comfortable living space. Enjoy the convenience of beachfront living and the luxury of a pool just steps away from this lovely property. *We are dog friendly but no pitbulls allowed due to past issues with neighbors

Popular amenities for Dennis rentals with a pool

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.83 out of 5 average rating, 24 reviews

A professionally decorated living area displays a comfortable couch with a chaise, complemented by a patterned ottoman and a circular side table. Two framed seascape prints hang on the wall, and soft lighting is provided by built-in fixtures and table lamps.

Home in Wildwood

Beachside Bliss @ Wildwood Crest #113

4.97 out of 5 average rating, 125 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

4.98 out of 5 average rating, 89 reviews

An inviting beach house is framed by well-maintained landscaping featuring low shrubs and flowering trees. A gravel pathway leads to the main entrance, flanked by white adirondack chairs. The upper balcony offers a view of the surrounding area, while the two-story structure showcases a clean, coastal aesthetic.

Home in Stone Harbor

OASIS Stone Harbor for 12 People + Pool

5 out of 5 average rating, 9 reviews

A well-maintained three-story building features multiple balconies with white railings facing a tranquil pool area. Lounge chairs are neatly arranged around the pool, with colorful umbrellas providing shade. Clear blue skies enhance the inviting atmosphere of the exterior.

Home in North Wildwood

Charming Beach Condo

Home in Cape May Court House

An outdoor area showcases a heated pool with a raised hot tub, surrounded by blue lounge chairs. Sunlight reflects off the water, highlighting the spacious patio. Nearby, a cozy living space with a brick fireplace features comfortable seating and a bar area, accentuated by natural light.

5 out of 5 average rating, 27 reviews

7 Bedroom, Pool, Bar, Beach, Avalon | Stone Harbor

4.94 out of 5 average rating, 17 reviews

A cheerful living area features colorful furniture, including a blue couch, red chairs, and a white coffee table. A television and electric fireplace are positioned on a wall adorned with nautical decor. A dining table with a fruit bowl sits nearby, enhancing the vibrant ambiance.

Home in Middle Township

Hideaway Dollhouse

4.98 out of 5 average rating, 130 reviews

Home in Cape May

Cozy Cottage • Zen Den • Bonus Camp Cabin

4.83 out of 5 average rating, 18 reviews

An expansive view of the ocean is captured, with blue umbrellas arranged around several tables on a deck. The pool area features light-colored lounge chairs, while the backdrop includes a building with balconies. The sky is painted with soft hues of pink and blue.

Home in Cape May

Beachfront 2 Bedroom In Town

Condo rentals with a pool

4.93 out of 5 average rating, 191 reviews

New listing -Ocean View From Sofa

4.86 out of 5 average rating, 155 reviews

Condo Steps from Beach & Boardwalk

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!

4.97 out of 5 average rating, 156 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.

Condo in Ocean City

Boardwalk-side Cozy Family Condo parking included

A spacious bedroom features a large bed with a textured white duvet and dark accent pillows. A window seat offers ocean views, surrounded by light curtains. A vase with yellow tulips sits on a soft-toned sofa, enhancing the room's coastal aesthetics.

4.8 out of 5 average rating, 283 reviews

Super chic/modern condo with stunning ocean views

A spacious studio unit features a large bed draped in white linens, complemented by a sleek blue accent chair. A cozy seating area with a dark sofa overlooks expansive windows showcasing an unobstructed ocean view, allowing natural light to fill the room.

4.88 out of 5 average rating, 256 reviews

*NOW AVAIL* New Ocean Front Studio & Free Parking!

A spacious studio features a large bed with light linens against a serene blue wall. A comfortable sofa is positioned nearby, adorned with patterned throw pillows. Large windows provide an unobstructed ocean view, filling the room with natural light.

4.87 out of 5 average rating, 491 reviews

Rarely Available Mid Century Modern Beach Front!

A bright living area features a white sofa adorned with decorative cushions. An accent chair with an anchor pattern complements the casual decor. A light-colored coffee table sits in front of the sofa, while natural light filters through the window covered by sheer white curtains.

4.91 out of 5 average rating, 222 reviews

Newly remodeled bright, beachy condo!

Other holiday rentals with a pool

5 out of 5 average rating, 4 reviews

Condo in Ocean City

Beachfront Boardwalk 1BR w/ Pool and Parking

4.85 out of 5 average rating, 60 reviews

A quaint tiny house with a charming exterior features a combination of blue siding and brown shingles. The covered porch includes a wooden railing and two colorful chairs. Lush greenery from surrounding trees creates a serene setting, while a few decorative elements enhance the welcoming appearance.

Tiny home in Lincoln

The Little house W/ Pool & Spa

A spacious bedroom features a large bed with fresh linens and towels neatly arranged. A beautiful window provides an expansive view of the sky and distant landscape, while a lamp adds soft lighting to the corner. Neutral-colored walls create a calm ambiance.

4.6 out of 5 average rating, 228 reviews

Amazing Direct Boardwalk & Beach Access + Pool!

The exterior of the Sandcastle Resort Condominium displays a contemporary design with multiple balconies visible on the upper levels. The welcoming entrance features a sign displaying the property's name, complemented by a neatly landscaped area and vehicle parking beneath the structure.

4.8 out of 5 average rating, 75 reviews

Wildwood crest Beach Condo

4.96 out of 5 average rating, 54 reviews

An aerial view captures the building's proximity to the beach, highlighting the surrounding area with the ocean visible in the background. Nearby amenities include a baseball field and other structures. The image showcases a spacious parking area in front of the property.

Apartment in Wildwood

Beach condo, incl linens, sm dog friendly, pool

An inviting oceanfront studio features a spacious bed with soft linens, a cozy sofa, and a light wooden coffee table. Large windows offer sweeping ocean views and allow natural light to illuminate the area. A modern TV is mounted on the wall, enhancing the aesthetic.

4.76 out of 5 average rating, 268 reviews

Luxury Ocean Front Condo Upgraded w/ Free Parking

4.96 out of 5 average rating, 71 reviews

The living area features light wood flooring and soft-colored walls, with a comfortable sofa and an armchair. A wooden table is visible, accompanied by decorative items. A ceiling fan is situated above, and a television is placed on a small console. Artwork depicting a beach scene adorns the wall.

Condo in North Wildwood

Surfside 2 Bedroom Condo with a Pool!

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.