Holiday rentals with a pool in Dennis

Find and book unique homes with a pool on Airbnb

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Popular amenities for Dennis rentals with a pool

House rentals with a pool

Guest favourite
Home in Cape May
4.83 out of 5 average rating, 133 reviews

Beautiful 5BR house with inground salt water pool

Kyle FRating, 5 stars1 week ago
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.
Guest favourite
Home in Wildwood Villas
4.95 out of 5 average rating, 133 reviews

2 houses from Bay with hot tub, fully fenced in!

LilianaRating, 5 stars4 weeks ago
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!
Guest favourite
Home in Cape May
4.86 out of 5 average rating, 7 reviews

Tremendously Charming Get Away!

IvetteRating, 5 stars1 week ago
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!
Top Guest favourite
Home in Wildwood Villas
4.92 out of 5 average rating, 117 reviews

Wilde Rose By The Bay - Salt water Inground pool

ElizabethRating, 5 stars4 days ago
House was great and everything we expected. Rose responded very quickly and was very accommodating. Would recommend to anyone.
Guest favourite
Home in Cape May
4.87 out of 5 average rating, 15 reviews

Coastal Estate: Queen Cottage (1BD, 1BA, POOL)

BrianRating, 5 stars4 days ago
Our stay was excellent and I will definitely recommend!
Top Guest favourite
Home in Cape May
4.97 out of 5 average rating, 117 reviews

Mystical Cape May's Modern Farmhouse: The Widmore

CourtneyRating, 5 stars3 weeks ago
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.
Top Guest favourite
Home in Rehoboth Beach
5 out of 5 average rating, 195 reviews

Beautiful Beach House in Rehoboth

RebeccaRating, 5 stars2 weeks ago
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!
Guest favourite
Home in Stone Harbor
4.97 out of 5 average rating, 67 reviews

OASIS Stone Harbor for 12 People + Pool

Meghan LRating, 5 stars1 month ago
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

Guest favourite
Condo in North Wildwood
4.96 out of 5 average rating, 105 reviews

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

MichelleRating, 5 stars3 months ago
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.
Top Guest favourite
Condo in Ocean City
4.96 out of 5 average rating, 133 reviews

Boardwalk side Cozy Family Condo w/ parking

AdrihannaRating, 5 stars1 week ago
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
Superhost
Condo in Atlantic City
4.85 out of 5 average rating, 374 reviews

Ocean Front Luxury Condo + Free Parking

HelenaRating, 5 stars1 week ago
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 💕💕💕
Guest favourite
Condo in Atlantic City
4.89 out of 5 average rating, 227 reviews

Enjoy Oceanfront Views and Direct Beach Access

StephanieRating, 5 stars3 days ago
Would stay again!
Guest favourite
Condo in Atlantic City
4.92 out of 5 average rating, 187 reviews

Look Out the Window Ocean, Boardwalk, Beach

MayaRating, 5 stars1 week ago
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!
Guest favourite
Condo in Rehoboth Beach
4.96 out of 5 average rating, 113 reviews

Modern 2BR/2BA – Beach Pass + Bikes, 5 Min Drive

ShahlaRating, 5 stars1 week ago
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!)
Guest favourite
Condo in Rehoboth Beach
4.95 out of 5 average rating, 136 reviews

Sunrise Studio - Ocean Front, on Boardwalk, Pool!

MaryRating, 5 stars1 week ago
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.
Top Guest favourite
Condo in Rehoboth Beach
4.98 out of 5 average rating, 235 reviews

Cozy Creekwood Condo - Relaxing Getaway - W/ Pool

TimRating, 5 stars2 days ago
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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