Holiday rentals with a pool in Dennis

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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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Guest favourite
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.
Apartment in Atlantic City
4.87 out of 5 average rating, 486 reviews

Rarely Available Mid Century Modern Beach Front!

Ocean front studio with amazing views all the way down the beach. Watch sunrise over the ocean, sun by the third floor pool, walk right out the front door onto the world famous boardwalk... Just steps away from all the nightlife, food, sun, and casinos make our ocean front studio your home in Atlantic City. We provide a cook top, microwave, and dorm fridge so you can save some money by cooking in or reheating, while easily stepping out to the one of the dozens of amazing restaurants nearby.

Top guest favourite
A comfortable living room features a gray sofa across from a wooden coffee table. A large round mirror reflects light, while framed fish prints adorn the walls. Natural light floods the space, highlighting the open layout that connects to the dining area and kitchen.
Home in North Cape May
4.99 out of 5 average rating, 173 reviews

Hot Tub Holiday Escape! Fireplace + Close to all!

Start your morning soaking in the hot tub or curled up on a heavenly chaise lounge in the sunroom. Just 9 houses from the beach, toss in a fishing line at the ferry jetty, while steps away, your group soaks up the sun on the beach. Enjoy the local pool or a beachfront eatery, both just a few blocks away! Spot a school of dolphins under a red-sky sunset before heading home for grilling & corn hole by the fire, or watching movies on the screened porch! Click our icon for our other Cape May homes!

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, 111 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

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, 204 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 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
4.89 out of 5 average rating, 103 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.

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, 284 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

Guest favourite
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.
Place to stay in North Wildwood
4.84 out of 5 average rating, 224 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

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.

Guest favourite
A cozy sleeping area features a spacious bed with a quilted grey coverlet. Two decorative yellow pillows are positioned at the head of the bed. A small bedside table holds a lamp and books, while a colorful area rug adds warmth to the space.
Tiny home in Lewes
4.95 out of 5 average rating, 188 reviews

Cozy Woodland Cottage

Enjoy the sounds of nature when you stay in this unique place. Located less than 5 miles from downtown Lewes and Delaware Beaches. The cottage guest house is nestled in the woods adjacent to a tree house overlooking a tranquil pond with a calming fountain sounds. On the main property guests have access to a in ground swimming pool (seasonal) with a 60 foot lap lane and slide, schedule times with hosts.. The backyard also includes an organic garden, playground and 🐔 chickens.

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

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
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.
Home in Cape May Court House
4.89 out of 5 average rating, 110 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***

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

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 £59 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!