Vacation 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.

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Top guest favorite
A serene bedroom is featured, with light blue walls and a large bed adorned with a fish-patterned quilt. Two bedside lamps flank the bed, and ocean-themed artwork hangs above it. Framed photos are displayed on the walls, contributing to a coastal atmosphere.
Guest suite in Dennis
4.98 out of 5 average rating, 230 reviews

Boutique suite, Palace in the Woods

⚽️⚽️ WELCOME FIFA ⚽️⚽️ The Palace in the Woods is a “ NO CHORES STAY AIRBNB “ just what you need for a peaceful visit to Cape May County BEACHES & BOARDWALKS . Located in the woods, just ten to fifteen minutes from Sea Isle, Avalon, and Stone Harbor, and the Cape May County ZOO - a little bit further to Ocean City, Wildwood and Cape May. A perfect location for beachgoers, birders, cyclists, and foodies. Please read house rules ( additional rules ). If you have any questions, feel free to ask.

Top guest favorite
A spacious hot tub is shown outdoors, featuring multiple seating areas and jets for relaxation. It is surrounded by a privacy fence and greenery, creating a serene environment in the backyard. The clear water reflects light, inviting tranquility.
Home in Cape May
4.95 out of 5 average rating, 114 reviews

Cape May Heated Swim Spa Oasis Sleeps 8, EV Charge

Linens and Towels INCLUDED. With a fully open concept, you & your family can gather in the living room, kitchen or dining room and all still be together in this recently constructed home. If you need a little quiet time you can exit the kitchen to a peaceful back deck where you can relax and have your morning coffee or afternoon cocktail while waiting for the others to get ready. This home is modern, sleek, CLEAN and Very spacious. We are Dog Friendly to well behaved and house broken dogs Only

Top guest favorite
Home in Villas
4.83 out of 5 average rating, 162 reviews

Steps to the Bay | 3BR w/ Pool |Pet Friendly!

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 Avalon
4.96 out of 5 average rating, 119 reviews

Open 6/29-7/1 Beautiful condo. 1 Block to beach

Perfect Avalon/Stone Harbor location. Beautiful renovated 2nd floor end unit 1 bedroom , 1 and 1/2 bath condo comfortably sleeps 6. Two queen beds in bedroom and a pull out queen sleeper sofa in living room.. Located across the street from recreation fields and the Windrift and Icona Resorts . Features 2 swimming pools , indoor + outdoor, elevator and an onsite laundry (not in the unit). 4 beach tags. Bath towels and linens provided. You must be 25 years old to reserve this condo. No pets.

Guest favorite
An outdoor space features a heated swimming pool surrounded by a concrete patio. Comfortable seating options include several couches and chairs. A large umbrella provides shade, while a hot tub is positioned nearby. String lights and greenery enhance the backyard ambiance.
Home in Lower Township
4.95 out of 5 average rating, 137 reviews

Relaxing Getaway

Enjoy the shore at this fully renovated luxurious beach house. This 3 bedroom 2 bath (with sleeper Sofa) can sleep up to 12 people. The space has been recently renovated. New kitchen, new bathrooms, brand new carpets, and hardwoods. An amazing in ground heated pool, with 8ft privacy fence highlight the back yard. The back yard also features ample seating, a fire pit, and a brand new 7 person hot tub. This is the perfect getaway for any family or families looking for fun at the jersey shore.

Top guest favorite
An open-concept living area features a light-colored sectional sofa adorned with textured pillows. A round coffee table sits on a soft area rug. The dining area, equipped with a sizable wooden table and stylish woven chairs, is visible in the background alongside modern kitchen appliances.
Apartment in Rehoboth Beach
4.99 out of 5 average rating, 150 reviews

Cozy Rehoboth Beach Condo w/ 2 bedrooms

This condo is a boho getaway tucked away in a quiet enclave conveniently located on the beachside of Highway 1. It has dedicated parking in front, plus an additional spot for a second car. This condo it is a two bedroom/two bathroom unit. Full kitchen and a dining area that seats up to six. The condo is on the second floor with one stair flight. The beach is a 20 minute walk, 10 minute bike ride, or 5 minute drive Community pool on site provides an extra place to relax and cool down.

Top guest favorite
Vacation home in Brigantine
4.95 out of 5 average rating, 146 reviews

5BR | Heated Pool, Hot Tub, Elevator, Game Room

☀️ Welcome to your spacious 4,900 sqft coastal home, just 750 ft from the sand! Thoughtfully designed for gathering & relaxation, this 5-bedroom, 4.5-bath retreat offers the perfect blend of fun and comfort, featuring a heated pool, hot tub, cabana with bar, private elevator, and a game room with arcade games the whole family will love. Enjoy seamless indoor–outdoor living with multiple lounge areas, a fully equipped kitchen, and everything you need for an effortless beach getaway.

Top guest favorite
An aerial view showcases the expansive riverfront property surrounded by lush green fields and waterways. The deep Cohansey River meanders through the landscape, reflecting the sky. Various shades of green and water create a tranquil and serene environment.
Home in Bridgeton
4.99 out of 5 average rating, 277 reviews

THE SORA with Disco, Hot Tub & Pool

Immerse yourself in the timeless beauty of this 12 acre riverfront property. Experience the peaceful beauty of 800+ feet of direct river frontage on the deep Cohansey River. This river leads to the Delaware Bay/ Atlantic Ocean. Situated on the site of the Prestigious Sora Gun Club, this historic 4 Bedroom, 2 1/2 Baths light-filled home with magnificent great room has classical details and distinctive appointments. One of the 4 bedrooms and the 1/2 bath is in the 2 story guest house.

Superhost
A heated saltwater pool is surrounded by a paved patio, featuring several lounge chairs positioned on one side. A blue umbrella provides shade near the pool, while a white fence encloses the area, creating a private outdoor space.
Home in North Cape May
4.97 out of 5 average rating, 108 reviews

Bay Block Home, heated saltwater pool open!

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). Pick up after dog or there will be additional fees.

Top guest favorite
A spacious living room features a large sectional sofa and a floor-to-ceiling gas fireplace. Natural light filters through the plantation shutters, highlighting decorative plants and a round mirror. A large TV is mounted above a white-brick fireplace, creating a cozy gathering space.
Home in Villas
4.99 out of 5 average rating, 168 reviews

Hot Tub Backyard Oasis Private Beach Neighborhood

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!

Top guest favorite
A spacious backyard features a circular arrangement of navy blue Adirondack chairs surrounding a fire pit, placed on a bed of gravel. The modern farmhouse stands in the background, showcasing a wraparound porch and large windows that reflect the clear blue sky.
Home in Cape May
4.97 out of 5 average rating, 130 reviews

Mystical Cape May's Modern Farmhouse: The Widmore

Mystical Cape May's "The Widmore" Incredible brand-new modern farmhouse situated on over 1.2 acres, on a culd-de-sac, neighboring the Isaac Smith Vineyard and with no neighbors! (Well, they live across the street) 4 Bedroom, 2.5 Bath, large kitchen, oversized dining room, in ground swimming pool, Fireplace, outdoor fire pit, endless parking and completely quarantine and social distance friendly. 10 minute bike ride to the beautiful beaches of Cape May (4 min by car)

Guest favorite
A spacious kitchen is highlighted by an 11 ft island with four round bar stools. Pendant lighting above creates a warm ambiance. Modern appliances and a stylish backsplash are featured, enhancing the functionality of the space. Neutral tones and open shelving provide a clean, inviting atmosphere.
Home in Rehoboth Beach
4.94 out of 5 average rating, 167 reviews

Hot tub, Pool, Shop & Dine, Sleeps 8

A convenient central location between Rehoboth/Dewey and Lewes Beaches. You can walk to the neighborhood pool (available Memorial Day- Labor Day). Stylish, clean and comfortable, our house is an entertainer's dream. A huge 11 ft island and open concept living space is perfect for gatherings. Each bedroom is curated for comfort. The peaceful, private back deck is perfect to layout. We go above and beyond to ensure the best experience for our guests.

Popular amenities for Dennis rentals with a pool

Quick stats about vacation rentals with a pool in Dennis

  • Total vacation rentals

    Explore 20 vacation rentals in Dennis

  • Nightly prices starting at

    Dennis vacation rentals start at €69 per night before taxes and fees

  • Verified guest reviews

    Over 730 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Wi-Fi availability

    10 of Dennis vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Dennis rentals

  • 4.8 Average rating

    Dennis stays are highly rated by guests—averaging 4.8 out of 5!