Vacation rentals with a pool in Dennis

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Top-rated rentals with a pool in Dennis

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Guest favorite

Home in Cape May

4.82 out of 5 average rating, 131 reviews

Beautiful 5BR house with inground salt water pool

Beautiful custom build home with an in-ground pool on two acres. This property is located around 10 minutes from Cape May and Wildwood, 20 minutes from Stone Harbor, Avalon and about 40 minutes from Atlantic City. If you are looking for a quiet and relaxing place with good nights sleep and the comfort of a spacious single home but close to all attractions, this is your place. This place is surrounded by a lot of trees, where you can breathe clean air and a lot of space for walking and sports.

Guest favorite

Home in Bridgeton

4.98 out of 5 average rating, 165 reviews

Serene Lake House with private pool and views!

Welcome to your very own Lakeside paradise! Picturesque enough to feel like a real getaway, but cozy just like home. Featuring a private pristine, heated swimming pool (open May 15-Sep 14), a 6 person hot tub (open Sep 17-May tbd) and stunning views, you will not be disappointed! Tons of room to spread out: huge living room with fireplace, screened-in porch, two outdoor fire pits, and several sitting areas. There are plenty of ways to relax and unwind. Enjoy your next getaway at Sunset Lagoon!

Superhost

Home in Wildwood Villas

4.76 out of 5 average rating, 105 reviews

Bayside Beach Home with a pool-New Deck for 2025

Welcome to your perfect vacation getaway, just 4 houses from the beautiful Delaware Bay beaches! Famous for its breathtaking sunsets, this inviting 3BR home features a large above-ground pool and a lovely deck, ideal for relaxation. Start your day with coffee with loved ones or kick back with a cool drink in the afternoon sun. Plus, it’s pet-friendly, complete with a fenced yard where your furry friends can play. - Only 7 miles to the Cape May Beaches. - Only 8 miles to the Wildwood Boardwalk.

Top guest favorite

Condo in Wildwood Crest

5 out of 5 average rating, 29 reviews

New Beachfront Condo with Pools - No Cleaning Fee

Everything you need in a beach vacation is right here in this brand new, beachfront condo! Two pools, two designated parking spots, an outdoor beach shower and more! This location can’t be beat with playgrounds and splash pad just one block away! Bike rentals and bike path to the boardwalk are also only one block away. Walk a few blocks to Sunset Lake and rent jet skis or paddle board. Summer Friday fireworks and everything else Wildwood Crest has to offer! *Linens available for an extra fee.

Top guest favorite

Home in North Cape May

4.99 out of 5 average rating, 203 reviews

The Villa By the Bay-Private Heated Pool & Hot Tub

THE POOL IS NOW OPEN FOR 2025! PRIVATE HEATED SALT WATER POOL. HOT TUB OPEN YEAR ROUND! EVERYTHING YOU NEED FOR THE PERFECT VACATION ALL LINENS/TOWELS PROVIDED. We offer you a coffee and Tea Bar, Snacks to get your vacation off to the right start and a Welcome Gift to thank you for coming! Just mins from the Bay & the Heart of Cape May! We are close to restaurants, wineries & Cape May Ferry. Just a short walk to the Delaware bay. Beautiful fenced in back yard with outdoor grill and shower

Superhost

Condo in Wildwood

4.78 out of 5 average rating, 268 reviews

Cozy Wildwood Crest Beach - Poolside Condo

Sunkissed Wildwood Crest Cozy Beach Condo. This beautiful poolside first floor one bedroom condo is available for you to enjoy! Newly updated and furnished with a cottagey style. Enjoy the beach just 2 blocks away, and steps away from the pristine pool of the Alps. This unit has all the joys of home, couch, smart TVs with internet, oven, stove, fridge, freezer, and shower. Bike to beautiful Cape May. ID Verification Required Must be 21 Years or older to lease 2 Adult Max No 3rd Party leases

Guest favorite

Home in Lower Township

4.88 out of 5 average rating, 69 reviews

Cape May Pool Paradise *Hot Tub* Sleeps 10

Escape to a paradise of relaxation and retreat in our charming vacation home in Cape May, New Jersey. This 4-bedroom rental boasts a beautifully designed saltwater pool, hot tub, outdoor tv/and deck, WiFi, a fire pit for cozy evenings under the stars, and a warm indoor pot belly stove to enjoy during cooler months. Centrally located between wineries, breweries, distilleries and only a few minutes drive from the beach, this is a vacation stay will ensure memories that will last a lifetime.

Top guest favorite

Home in North Cape May

5 out of 5 average rating, 26 reviews

Heated Pool Paradise - North Cape May

Sunny Oasis with HEATED Private Pool - Steps from the Bay! Welcome to coastal paradise in North Cape May! This inviting home offers a perfect blend of modern comfort and relaxation, an ideal getaway for anyone seeking a sun-soaked retreat. Nestled just steps away from the bay, this home provides you with the ultimate beachside experience - a HEATED IN-GROUND POOL. Enjoy tranquil mornings and vibrant sunsets by the water, and easily access the sandy shores for a day of and relaxation.

Top guest favorite

Home in Villas

4.99 out of 5 average rating, 126 reviews

Hot Tub Backyard Oasis, Private Beach, Local Pool

Start your morning soaking in the hot tub, or sipping coffee in rocking chairs on the front porch. Just 1 block away, have the beach all to yourself in this truly secluded beach neighborhood. Enjoy one of the local waterfront eateries or the neighborhood pool. Spot a school of dolphins under a red-sky sunset before returning home to enjoy the night sea breeze and a movie in front of a wood burning fire in the outdoor gazebo. Click our icon to check out our other Cape May homes!

Guest favorite

Home in North Cape May

4.98 out of 5 average rating, 97 reviews

Bay block home w heated saltwater pool

Brand new heated salt water pool was just completed April 2022. Our home is close to family-friendly activities, restaurants, & Bay block. My place is good for families and big groups. Walking distance to Harpoon’s and one block walk from AMAZING sunset views!! Close to wineries, breweries & distilleries. We are also Dog friendly and have a dog friendly beach block. (200/per dog non-refundable, fee is not included with booking). Pool opening May 2024; closing October 2024

Top guest favorite

Home in Brigantine

5 out of 5 average rating, 12 reviews

Pool | Steps to the Beach | New!

Wake up steps to the sand AND the POOL! All NEWLY renovated and absolutely stunning! Beachy, open concept, HUGE master bedroom, two balconies and plenty of space! Modern and gorgeous! Upon entering, you're greeted with an open floor plan with living room, dining room, kitchen and patio. Living room has a pullout sofa! The master bedroom is located upstairs along with a walk-in closet, full bath and a private balcony. Choose either a beach day, pool day or both!

Guest favorite

Vacation home in Lower Township

5 out of 5 average rating, 16 reviews

Escape to Paradise 4 BR/2.5 BA, A Block to the Bay

Escape to this luxurious vacation home in Cape May Beach, just one block from the bay. You'll find all the amenities you need, including a stunning outdoor pool, a dedicated workspace, and an immaculately decorated interior. Perfect for families, with plenty of play space for the kids. Don't miss out on the opportunity to stay in one of the best family rentals in Cape May Beach. Enjoy your dream vacation at our beautiful home, just steps away from the bay.