Holiday rentals with a pool in Dennis

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Dennis

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Top guest favourite
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
4.97 out of 5 average rating, 155 reviews

Boardwalk-side Cozy Family Condo parking included

*Bedding linens (sheets & pillowcases), wash, bath, AND beach towels are NOT included Saturday-only check-ins and outs June 20 -August 22, 2026, Per HOA Included are pillows & bedspreads for a queen, double, & single. Paper products are NOT guaranteed/ please bring all needed items. Pool & hot tub: (Mid May thru mid Sept/weather & staffing permitting) 4 Beach tags provided for June - Sept, required for 12yrs & up Your assigned parking space is #4 & a few feet off the boardwalk ramp :)

Top guest favourite
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
4.98 out of 5 average rating, 220 reviews

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.

Guest favourite
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
4.96 out of 5 average rating, 121 reviews

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.

Top guest favourite
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.
Apartment in North Wildwood
4.92 out of 5 average rating, 205 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

Guest favourite
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
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

Top guest favourite
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.
Flat in Somers Point
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.

Top guest favourite
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
4.99 out of 5 average rating, 112 reviews

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

Top guest favourite
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
4.93 out of 5 average rating, 135 reviews

Wilde Rose By The Bay - Salt water Inground pool

Quaint 3 bedroom home, 2 queen size beds, downstairs and 1 queen size bed and a full size bed upstairs full bath downstairs and half bath upstairs.spiral stairs to get upstairs or outside steps. out door shower also. Sleeps 6. salt water inground pool (12x26) Large back deck, with gas grill Covered front porch, and second floor open deck with view of amazing sunsets from either deck. Across the street from the bay.Pool will open May and close first week in october.

Top guest favourite
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
4.97 out of 5 average rating, 105 reviews

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

Guest favourite
A modern studio features a bright color palette with red accents and blue walls. A spacious living area includes a flat-screen television, a round table with chairs, and a comfortable red armchair. The kitchen, equipped with contemporary appliances, is visible through a glass partition.
Apartment in Atlantic City
4.9 out of 5 average rating, 212 reviews

Rare Find Luxury Ocean Front Studio Free Parking

This rarely available designer studio is now ready to welcome you to the sights, sound, and sun that only Atlantic City can offer! Whether you are planning to dig into a book on the beach, indulge in the nightlife at the nearby casino's, explore the amazing restaurants next door - or all the above! - you will love our walk in shower with views of the ocean, our comfy king bed, and kitchen to stay satiated...until your next stop :) Come experience it all!

Guest favourite
A spacious bed is positioned in front of large windows, offering sweeping ocean views. Light streams through sheer curtains, illuminating a cozy seating area with a sofa and coffee table, enhancing the ambiance of relaxation.
Apartment in Atlantic City
4.93 out of 5 average rating, 204 reviews

Chic Ocean Front Studio | Walk in Shower | Parking

Located in the Atlantic Palace building right on the boardwalk, you will be just a short walk from shops, restaurants, casinos and the famous Steel Pier. Ocean and Boardwalk Views! Watch the sunrise over the ocean from the cozy window seat, relax by the pool, or step out onto the famous Atlantic City 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**

Guest favourite
Home in Avalon
4.89 out of 5 average rating, 209 reviews

Adorable Avalon House | Private Pool

Sunny, Stylish & Now With a Pool Just steps from an expansive park with tennis & pickleball!, a short walk to the bay or the beach, or cruise on our complimentary beach bikes. Booking Quick Hits: • April 17 '26–MDW: Fri + Sat booked together • Summer: 1-week minimum • September: 2-night minimum • Otherwise: no minimum stay! Fresh sheets, bath towels and pool towels included with your cleaning fee - just show up and relax!

Popular amenities for Dennis rentals with a pool

Quick stats about holiday rentals with a pool in Dennis

  • Total holiday rentals

    Explore 10 holiday rentals in Dennis

  • Nightly prices starting at

    Dennis holiday rentals start at $103 SGD per night before taxes and fees

  • Verified guest reviews

    Over 700 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Wifi availability

    10 of Dennis holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Dennis rentals

  • 4.8 Average rating

    Dennis stays are highly rated by guests – averaging 4.8 out of 5!