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, 135 reviews

Beautiful 5BR house with inground salt water pool

LisaRating, 5 stars1 week ago
We had a wonderful stay in Maria's home. She made us feel very welcome and she was accessible for any questions we had. The accommodations were comfortable for all of us. It felt like we were in our home rather than feeling like a guest. It was evident that Maria wanted us to enjoy our stay and did whatever she could to make it special. Maria is warm and kind. The grounds are beautiful and we enjoyed the pool. My grandchildren really had fun. The location was convenient and tranquil. Our stay will hold a special place in our memory. Thank you Maria!
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 stars1 month 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!
Top guest favourite
Home in Somers Point
5 out of 5 average rating, 36 reviews

Sandy Bottoms Bungalow

JillRating, 5 stars3 weeks ago
This was our second stay at Catherine’s home and our stay was wonderful just like the first time. Catherine’s thoughtful touches, responsiveness and friendliness help make our stay extra special. Her clean home and amazing yard did not disappoint, even in chillier weather. We can’t wait to return in July for our third visit! Thank you Catherine!
Superhost
Home in Millville
4.9 out of 5 average rating, 59 reviews

Comfortable Home in Millville with Private Pool

AmyRating, 5 stars2 weeks ago
Jerrell was a wonderful host with a beautiful home. It was clean, easy to find, conveniently located near shops, and the pool was amazing. Would definitely stay again!
Top guest favourite
Home in Wildwood Villas
4.92 out of 5 average rating, 118 reviews

Wilde Rose By The Bay - Salt water Inground pool

AmberRating, 5 stars2 days ago
This residence was spotlessly clean and well-stocked with all that was needed for a great stay with family. Spacious rooms, multiple porches/decks, nice view of the bay, and beautiful pool/patio area were all enjoyable features of the home.
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.
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.
Superhost
Home in Rehoboth Beach
4.95 out of 5 average rating, 105 reviews

Amazing Bay Vista Beauty with Private Pool!

RobertRating, 5 stars10 months ago
We have stayed here many times & wouldn't consider any place else. The home is very well furnished. The kitchen is very well supplied. It is minutes from Lewes, Rehoboth Beach, and Delaware State Parks and provides a very large swimming pool + hot tub. And you can't beat it for privacy which is very important to our large family. I'd give then place more stars if they were available.

Apartment rentals with a pool

Top guest favourite
Apartment in Wildwood Crest
4.92 out of 5 average rating, 168 reviews

Oceanfront Condo | NEW Retro Design | Beach + Pool

NaomiRating, 5 stars1 week ago
LOVED our stay at The Crest Beach House! We came a few years ago and knew this was the place to go when we wanted to return to the area. The new design is gorgeous. It perfectly captures that fun, nostalgic Wildwood vibe but feels so fresh, clean, and elevated. You can really tell how much thought went into every detail. The updated living area was one of our favorite parts — having a real sitting space made it feel like home. We could put the bedding away during the day and actually enjoy watching TV, playing games, and relaxing together. The location is still unbeatable — just steps from the beach and close to everything. Plus, all the amenities made packing super easy — from kitchen essentials to the little touches that make a vacation stress-free (like extra supplies for our toddler! - plates, utensils, beach toys, children books, sound machine, gated toddler pool section) Our favorite part is enjoying our morning coffee & tea on the balcony while listening to the waves 🌊 💗
Guest favourite
Apartment in Stone Harbor
4.96 out of 5 average rating, 53 reviews

OceanBreeze: 2 Bed 2 Bath Condo on Beach w/ Pool

DanRating, 5 stars4 weeks ago
Location is so good. Felt right at home here and will definitely be booking again.
Top guest favourite
Apartment in Ocean City
4.96 out of 5 average rating, 133 reviews

Boardwalk side Cozy Family Condo w/ parking

AdrihannaRating, 5 stars2 weeks 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
Top guest favourite
Apartment in Rehoboth Beach
4.98 out of 5 average rating, 181 reviews

Renovated Condo Near Outlets, 3.5 Miles to Beach

ChiairaRating, 5 stars1 month ago
The condo was easy to find and easily accessible!! The location is a short drive from the beach and very quiet!! We loved that the balcony was enclosed by a screen to help minimize the bugs and heat; There were plenty of utensils and cookware to assist you with cooking during your stay. Overall, Our stay was enjoyable and We would recommend this booking to our friends and family. We look forward to booking again!!
Guest favourite
Apartment in Avalon
4.95 out of 5 average rating, 22 reviews

Renovated Beachcomber Studio. Open 6/25-27th!

PeterRating, 5 stars1 month ago
We were down for a wedding in Cape May, the condo at the Beachcomber was beautiful. The surrounding area was beautiful! We had a wonderful experience, and would certainly stay there again.
Guest favourite
Apartment in Rehoboth Beach
4.84 out of 5 average rating, 111 reviews

2b 2b condo! 2 master bedrooms! rehoboth beach

CynthiaRating, 5 stars1 week ago
I had such a great experience staying at this Airbnb — one of the best I’ve ever booked! The space was super clean, well-organized, and felt really welcoming from the moment I arrived. There were extra blankets and pillows in the closet, which was a thoughtful touch, and I was greeted with a cute goodie basket full of snacks and essentials — such a nice surprise! The two bedrooms were spacious and cozy, perfect for relaxing after a long day. The entire place felt comfortable and well-kept, and the kitchen had everything I needed. The pool was definitely a highlight — clean, peaceful, and perfect for a quick dip or just lounging. Overall, this was an amazing stay. I’d absolutely come back and highly recommend it to anyone looking for a clean, cozy, and relaxing place!
Superhost
Apartment in Ocean City
4.79 out of 5 average rating, 85 reviews

Immaculate condo in Ocean City, NJ

MaryroseRating, 5 stars1 week ago
We had a wonderful stay at Teresa's place. My husband and I were visiting Ocean City for a long weekend, and we had a very pleasant experience start to finish. The Crossings is in a nice area, and check-in was super easy. The unit was very clean and had all the basic necessities. There were even four beach tags available for use, which was very nice. There are plenty of stores and restaurants in walking distance, and the boardwalk was just a short drive away. I highly recommend this booking for anyone staying in the area.
Guest favourite
Apartment in Ocean City
5 out of 5 average rating, 16 reviews

Modern Condo Just Steps from the OC Boardwalk!

JimRating, 5 stars1 week ago
Great location, great condo, great host! This is a great location and building if you want to enjoy the OC Boardwalk. Convienient parking, nice pool/hot tub, and suuuper close to the boardwalk.

Quick stats about holiday rentals with a pool in Dennis

  • Total rentals

    20 properties

  • Nightly prices starting at

    $103 SGD before taxes and fees

  • Total number of reviews

    580 reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Wifi availability

    20 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi and Pool

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