
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.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Dennis rentals with a pool
House rentals with a pool

Beautiful 5BR house with inground salt water pool
This place was big enough for my family and a very good experience from the time we arrived till we left. Maria was very polite and welcome to us. The pool was warm enough for us and she kept up with keeping it comfortable for my grandchikdren. I recommended this property as a place to stay for a week with your family. Perfect stay.

2 houses from Bay with hot tub, fully fenced in!
We had a lovely time at this bayfront home! The views from the balconies were amazing. The house was very very clean and had everything we needed. Host answered our questions and had helpful communications. We hope to visit again soon!

Tremendously Charming Get Away!
Very lovely and spacious place that made us feel right at home. The area is quiet and private, yet only 15 minutes away from downtown Cape May, making it a great location for what we were looking for. Gail was a superb host and made our first experience using Airbnb a very pleasant one. I definitely recommend!

Wilde Rose By The Bay - Salt water Inground pool
House was great and everything we expected. Rose responded very quickly and was very accommodating. Would recommend to anyone.

Coastal Estate: Queen Cottage (1BD, 1BA, POOL)
Our stay was excellent and I will definitely recommend!

Mystical Cape May's Modern Farmhouse: The Widmore
Dave’s place was nothing short of phenomenal. I’ve stayed at many an Airbnb and have never had such a pristine experience along with a host that was bending over backwards. I don’t think I waited more than 10 minutes for a response from Dave when I had a question. The location is at the top of cape may with beautiful scenery in the front and total privacy in the back. I can’t encourage people enough to stay here! It was perfect.

Beautiful Beach House in Rehoboth
Had the absolute best time staying at this gem. The house is stunning and Autumn was a fantastic host! The house is spacious and open. It was exactly as described but better. We couldn’t have been happier. Will definitely be back!

OASIS Stone Harbor for 12 People + Pool
We loved our stay at Oasis Stone Harbor. They have everything! Bikes, games, a fantastic back yard and close proximity to the beach, it’s perfect.
Condo rentals with a pool

Beach block condo, pool/spa, 2 parking, 4 bdrms
The house was very spacious and accommodating. Great location near the beach and boardwalk. The host always responded quickly and was very easy going. We would definitely stay here again.

Boardwalk side Cozy Family Condo w/ parking
We had an excellent stay! The space was on the smaller side as listed but it was thoughtfully set up and had everything our family needed for a comfortable visit. The location truly couldn’t be better — just steps from the beach and close to local restaurants and shops. It made it easy to enjoy our time together without having to travel far. Everything was clean, comfy, and convenient. Beach tags included and pool access were added bonuses! We’d definitely stay here again and hope to book again soon for an easy beach getaway. Book for yourself , You won’t be disappointed

Ocean Front Luxury Condo + Free Parking
This place was absolutely great, the view was awesome, the pool was awesome the front desk staff were super sweet. We loved our whole stay 💕💕💕

Enjoy Oceanfront Views and Direct Beach Access
Would stay again!

Look Out the Window Ocean, Boardwalk, Beach
This Airbnb was everything we hoped for and more! The location is perfect—just steps away from the boardwalk and all the action in Atlantic City. Check-in and check-out were a breeze, making the whole experience stress-free. The views from the place were absolutely incredible—waking up to the ocean each morning was a dream. Highly recommend staying here if you’re looking for comfort, convenience, and a memorable getaway!

Modern 2BR/2BA – Beach Pass + Bikes, 5 Min Drive
We had a perfect stay at Jonathan’s place. Very clean & nicely decorated condo in a quiet, relaxed location which is an easy drive to Rehoboth. Comfortable beds. Convenient to the bike trail which we rode to Lewes & Cape Henlopen. I just found the single-gear bike was very hard to peddle so I’d recommend you plan on renting a newer one if you want to enjoy your ride (unless, of course, you want a challenging workout!)

Sunrise Studio - Ocean Front, on Boardwalk, Pool!
It was a lovely little beach condo with a balcony that had ocean views and a pool. It was just as I expected. Anything I needed I could find in her place. It was quiet since it was on the end of the board walk. I would rent it again.

Cozy Creekwood Condo - Relaxing Getaway - W/ Pool
The place was very clean and exactly as described in the listing. The host was very communicative and made the check-in process easy. It had everything we needed for a comfortable stay. Would definitely stay here again!
Quick stats about holiday rentals with a pool in Dennis
Total rentals
20 properties
Nightly prices starting at
$133 NZD before taxes and fees
Total number of reviews
580 reviews
Family-friendly rentals
10 properties are a good fit for families
Wi-Fi availability
20 properties include access to Wi-Fi
Popular amenities
Kitchen, Wi-Fi and Pool
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- Brigantine Beach
- Broadkill Beach
- Fortescue Beach
- Cape May Beach NJ
- Mile Beach
- Public Beach
- Higbee Beach
- Poverty Beach
- Dewey Beach Access
- Cape Henlopen State Park
- Chicken Bone Beach
- Diggerland
- Willow Creek Winery & Farm
- Ocean City Beach
- Towers Beach
- Stone Harbor Beach
- Lucy the Elephant
- Poodle Beach
- Delaware Seashore State Park
- Pearl Beach
- Ventnor City Beach
- Wildwood Dog Park & Beach
- Peninsula Golf & Country Club
- Killens Pond State Park