Holiday rentals with a pool in Dennis

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Popular amenities for Dennis rentals with a pool

House rentals with a pool

Top guest favourite
Home in Somers Point
5 out of 5 average rating, 35 reviews

Sandy Bottoms Bungalow

WaelRating, 5 stars8 months ago
Catherine is a wonderful host. She truly went above and beyond to make sure our family stay was comfortable, fun and memorable. She had several gifts for our kids and many many snacks, the kids absolutely LOVED it!! Highly responsive, friendly and provided great recommendations for things to do / where to eat in the area. The house is gorgeous, perfectly clean and equipped with everything a family needs!! Thank you Catherine for a fantastic stay and we can’t wait to visit again soon!
Superhost
Home in Wildwood
5 out of 5 average rating, 7 reviews

Luxury House private pool oceanview 4 King Bd

KellyRating, 5 stars3 weeks ago
Absolutely beautiful place. Every bedroom beautifully Decorated and Beds Incredible. Clean comfortable and great location Kelly
Top guest favourite
Home in North Wildwood
4.93 out of 5 average rating, 45 reviews

north wildwood beach block house pool use

CraigRating, 5 stars6 months ago
The whole process from reservations, to our stay then to check-out was easy and straightforward. This was to be a quiet weekend with my daughter and no (grand)kids. It was that and more. Great location. Very clean and well equipped. You can book this with confidence.
Top guest favourite
Home in Wildwood Villas
4.92 out of 5 average rating, 113 reviews

Wilde Rose By The Bay - Salt water Inground pool

NatashaRating, 5 stars7 months ago
This is a lovely home in a peaceful and safe neighborhood, perfect for families. We would stay again! It really is just steps to the beach. The kitchen was well stocked with spices and supplies to prepare meals. Everything was in working condition. The pool is beautiful! I loved the lights at night. The entire pool area is gated and locked, good to know for little ones. The shower had great water pressure. The outdoor shower has hot water too! The TV was very easy to use and had many options. Of note, the entire upstairs could accommodate a second family with a mini fridge, half bathroom, two beds, separate entrance, sofa/tv/table/patio - the photos really don’t do this home justice. I was very impressed when I walked inside. My kids LOVED the adorable spiral staircase to get upstairs! We had no problems with it, but it would be hard to keep little climbers off of it. The master bedroom is downstairs, something to consider with littles that wake up in the night and need to get down.
Top guest favourite
Home in Cape May
4.98 out of 5 average rating, 58 reviews

Cape May Modern with Heated Pool/Porch Sleeps 16!

JenniferRating, 5 stars1 week ago
Our stay at Frank & Liz's home was perfect! The home was beautiful and pristine with wonderful amenities. They were very easy to communicate with and had very clear instructions for the stay! Every bedroom and bathroom was beautiful and clean! Its a great location with easy walks to both the beach and the historic and quaint downtown! Will definitely be looking to stay there again!
Top guest favourite
Home in Villas
4.99 out of 5 average rating, 126 reviews

Hot Tub Backyard Oasis, Private Beach, Local Pool

KaylaRating, 5 stars2 weeks ago
The house was even nicer than it appeared in the pictures. The living area is spacious and the bedrooms and bathrooms comfortable for our family's needs. The outdoor area was very enjoyable as well. It is evident that Heather has put a lot of care into creating a welcoming vacation home.
Guest favourite
Home in Rehoboth Beach
4.87 out of 5 average rating, 229 reviews

Dodd House Beach Home w/private pool and hot tub

MorganRating, 5 stars1 week ago
Lynn and Brian’s house was amazing. It was perfect for our large group! The house had everything we needed and more. The hot tub and outdoor area were a huge plus! The house was very clean and they supplied us with sheets and towels which was a huge help. Brian was very responsive and super easy to communicate with. Couldn’t have asked for a better house or hosts!
Top guest favourite
Home in Rehoboth Beach
5 out of 5 average rating, 192 reviews

Beautiful Beach House in Rehoboth

JenniferRating, 5 stars1 week ago
We had a wonderful stay at Autumn's house. The house itself was really lovely - clean, spacious, comfortable, and beautifully decorated. And the location was unbeatable: near enough to the beach and restaurants in town to walk everywhere, but in an adorable and quiet neighborhood. (We were visiting in the off season, so probably things are more hectic in the summer, but I would absolutely pick this house over other options in the future). Autumn was also very communicative and responsive. A great find all around.

Apartment rentals with a pool

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

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

MichelleRating, 5 stars1 month 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.
Guest favourite
Apartment in Wildwood Crest
5 out of 5 average rating, 7 reviews

Ocean View Condo—Pool, Elevator, Linens, towels

PhyllisRating, 5 stars7 months ago
Three of us women friends spent a week in early October. Wonderful! Fun! Relaxing! The condo was bright and cheery, even nicer than the pictures. Comfy, close to beach, We loved eating on the patio, especially in the morning. Spotted a dolphin(s) from the porch with binoculars, spouting as he/she moved along. And a hawk low in the vegetation next to small boardwalk. Nice details that made us feel welcome, bottle of wine with a note, keurig coffee and hot chocolate, use of beach chairs. Lovely and set up thoughtfully for guests. Hope to visit again!
Guest favourite
Apartment in North Wildwood
4.88 out of 5 average rating, 64 reviews

1 BED/1 BATH HEATED POOL BEACH CONDO FOR RENT

JaiseRating, 5 stars8 months ago
The accommodations were private and serene, providing a peaceful retreat. The location was convenient, with a short 15-minute walk to the vibrant boardwalk and sandy beaches. We appreciated the thoughtful gesture of welcome snacks, which were especially comforting after our long journey. The rocking chairs on the property offered a relaxing spot to unwind after our beach days. We enjoyed exploring the local dining scene, with standout meals at Vegas Diner and Russo’s Market. The sandwich I ordered at Russo’s Market was truly exceptional, the largest I’ve ever encountered. This was the perfect weekend getaway for my wife and me, offering a balance of relaxation, convenience, and local experiences.
Superhost
Apartment in Wildwood
4.78 out of 5 average rating, 268 reviews

Cozy Wildwood Crest Beach - Poolside Condo

DianeRating, 5 stars7 months ago
Just returned from my 6th stay at Erica’s condo. Most of the units are owner occupied with only a few rentals. It’s perfect for those looking for a chill relaxing environment. Just a few blocks to the beach, Centennial Park (has live music series!), and Sunrise Park. Erica is an awesome host, the condo is perfect and well maintained. We’re already booked again for next year!
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 week 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 North Wildwood
4.96 out of 5 average rating, 57 reviews

Surfside 2 Bedroom Condo with a Pool!

KristenRating, 5 stars2 weeks ago
I’ve stayed at this place multiple times. Great location and the perfect size. Would highly recommend!
Guest favourite
Apartment in Milford
5 out of 5 average rating, 11 reviews

Cozy Condo

ArmandRating, 5 stars8 months ago
We really enjoyed our stay at the condo! Maria was helpful and responsive. All amenities were as described. We’d we happy to stay at this location again.
Superhost
Apartment in Rehoboth Beach
4.86 out of 5 average rating, 79 reviews

Lovely Two bedroom condo with community pool.

LaurenRating, 5 stars6 months ago
Airui was a great host. Beautiful place, nice view, very close to stores and restaurants. Airui was very responsive and the apartment was super clean :)

Quick stats about holiday rentals with a pool in Dennis

  • Total rentals

    20 properties

  • Nightly prices starting at

    £60 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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