
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.

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.

Hot Tub Backyard Oasis! Private Beach, Local Pool
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!

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.

Chic Ocean Front Condo! + Free Parking
* Now with FREE parking! * Experience the best that Atlantic City has to offer! Our beautifully updated condo has unobstructed views of the sparkling ocean which you can enjoy while laying in our super comfy bed. You'll get great sunrises and sunsets, as well as energizing views at night of the boardwalk and casinos. Our condo is beach front, which means you step out the front door to the boardwalk and the beach! No fussing around with more spent enjoying yourself and less time navigating!

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

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

First Floor Comfort and Convenience
This first floor condo is conveniently located in a family-friendly community with all you need within walking distance, including several restaurants and a grocery store. A short and easy 3-mile drive to Lewes Beach and the charming town of Lewes makes this an ideal location. Amenities include access to two pools, tennis courts, pickle ball courts and kids play area. The Georgetown Lewes Biking/Walking Trail, that connects to the town of Lewes, is literally steps from our front door.

New listing -Ocean View From Sofa
Summer Sands Condo Off-Season /2-night min. In-Season/ 3-night min. June 21st to Sept 4th. Newly renovated and furnished one-bedroom condo. Oceanview of Wildwood Crest beach. Quartz countertops, new floors, and 50-inch television with wifi. Dishwasher. Crystal fireplace to add ambiance to the unit, especially during the winter months. The bedroom has a queen, single, and a convertible ottoman, which is a single bed. The living room- queen sleeper sofa. One parking space/ sleeps 6

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.

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.

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

Indoor Pool OPEN! Beautiful condo.1 Block to beach
Perfect Avalon / Stone Harbor location. Beautiful renovated 2nd floor end unit 1 bedroom , 1 and 1/2 bath condo comfortably sleeps 6. Two queen beds in bedroom and a pull out queen sleeper sofa in living room.. Located across the street from recreation fields and the Windrift and Icona Resorts . Features 2 swimming pools , indoor + outdoor, elevator and an onsite laundry (not in the unit). 4 beach tags. Bath towels and linens provided.
Popular amenities for Dennis rentals with a pool
House rentals with a pool

Mystical Cape May's Modern Farmhouse: The Widmore

Bright, Airy 3 BR on 2 acres w/ POOL-West Cape May

OASIS Stone Harbor for 12 People + Pool

Bay Block Home, heated saltwater pool opens 4/17

Luxury Carriage House in Rehoboth Beach

Bayside Beach Home with a pool

SeaLaVie! HotTub! FirePits! HugeYard! BaySunsets!

Cozy Cottage • Zen Den • Bonus Camp Cabin
Condo rentals with a pool

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

Ocean Front + New + Free Parking

Sleeps 6! Stylish 1-BR Ocean Front

Boardwalk-side Cozy Family Condo parking included

Super chic/modern condo with stunning ocean views

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

Rehoboth Beach Canal Retreat

Rarely Available Mid Century Modern Beach Front!
Other holiday rentals with a pool

Beachfront Boardwalk 1BR w/ Pool and Parking

*New Listing - Oceanfront Resort + Private Balcony

Wildwood Crest Beachfront Stay at the Nassau Inn

Best of the shore with no crowds

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

Lovely Rear 2 BR Cottage!~ Pets Considered *POOL*

Hideaway Dollhouse

Three Little Birds - Studio 1.5 blocks to beach
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 $113 AUD per night before taxes and fees

Verified guest reviews
Over 720 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Wi-Fi availability
10 of Dennis holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Dennis rentals

4.8 Average rating
Dennis stays are highly rated by guests—averaging 4.8 out of 5!
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