Vacation rentals with a pool in Dennis Township

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Top-rated rentals with a pool in Dennis Township

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Top guest favorite
A silhouette of a person stands on the sandy beach, arms extended towards the sunset. Gentle waves lap at the shore, reflecting warm hues of orange and pink as the sun dips below the horizon, creating a serene coastal atmosphere.
Home in Cape May
4.98 out of 5 average rating, 126 reviews

Beach Retreat w/ Fire Pit, Camp Cabin & Zen Den

This private retreat has everything you need to relax and unwind. Enjoy a fenced yard with a glamping cabin (3rd bedroom), gas firepit w/ Adirondacks , outdoor kitchen, screened-in den, deck, and outdoor shower. Inside, the house has 2 bedrooms + 1 in the cabin, 2 bathrooms, 2 living rooms, full kitchen, Wi-Fi, smart TVs, washer/dryer, and a bright, sun-filled sunroom. Perfect for couples, families, or friends seeking a memorable Cape May getaway! Oh, the neighborhood pool is just 5 minutes away

Top guest favorite
A new hot tub is featured in the image, surrounded by a landscaped yard. Water bubbles gently in the inviting space, with a child enjoying the amenities while wearing a snorkel mask. The background includes a grassy area and a white wooden deck.
Home in Villas
4.99 out of 5 average rating, 107 reviews

SeaLaVie! Pool! Hot tub! Huge Yard! Bay Sunsets!

Pool & hot tub! Linens and towels included and beds made! 10 beach tags and beach supplies included. Sea La Vie is a paradise! 3 blocks to a dog friendly bay beach w/ gorgeous sunsets! 15 min to ocean beaches. Close to wineries, breweries, nature preserves & all sorts of off-season and seasonal fun! You will love grilling & enjoying the pool (seasonal), hot tub (year round), fire pit & yard games in the huge yard. Boutique decor. Perfect for stargazing! Stocked kitchen! Family & group friendly

Guest favorite
The kitchenette area includes a sleek countertop with two black bar stools, a microwave, coffee maker, and a countertop oven/toaster. A black refrigerator is situated nearby, and a wall-mounted TV is visible above the counter in this open-concept space.
Guest suite in Milford
4.87 out of 5 average rating, 102 reviews

Studio apt near DE turf, beaches, &hospital

Your family will be close to everything when you stay at our centrally-located place. We are just 2 minutes from bayhealth hospital Milford campus, 10 minutes from DE turf & 20-30 minutes from all beaches. Early check in available upon request for 12:00pm, fee $100. During the summer months we offer our pool for guest use! We welcome families & fur babies! We do have 5 dogs ourself that roam freely in our backyard. PLEASE READ CANCELLATION POLICY CAREFULLY Pets crated when unattended!

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, 116 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
A vibrant pool area is visible, with guests relaxing under large umbrellas. The water sparkles in the sunlight, while white poolside loungers provide seating. The surrounding fencing features a welcoming design, and the atmosphere is family-friendly, with a glimpse of traffic in the background.
Condo in North Wildwood
4.92 out of 5 average rating, 201 reviews

Cute beachfront condo with pool and 2 bedrooms!

Awesome little condo- 2 bedrooms! Quiet community with pool and parking. Directly across the street from the ocean, 7 blocks from the boardwalk, and walking distance to N Wildwood bars and restaurants. Table and chairs right outside the front door! Lots of loungers, tables, and 2 grills around the property. Newly renovated bathroom. Key will be left in lock box- unit 105. Please bring your owns linens or wash and make beds before leaving. June min -3 nights July and August min - 4 nights

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, 262 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 3 Bedroom, 2- Baths light-filled home with magnificent great room has classical details and distinctive appointments. Additional 2 story building available to bring guest count from 8-12 w/ 1/2 bath

Guest favorite
A spacious outdoor pool area features a large rectangular pool surrounded by lounge chairs. The setting includes multiple tables for gatherings. The proximity to the beach is evident, with ocean views visible in the background and sunbathing areas neatly arranged around the pool.
Place to stay in North Wildwood
4.84 out of 5 average rating, 220 reviews

Regency Beachfront beautiful beach sunset views

BEACH bigger than ever. PEAK SEASON RENTALS: 5 NIGHT MIN. OFF SEASON RENTALS: 2 NIGHT MIN. Studio is efficiency w/ fridge, stovetop, coffeemaker, micro, toaster. Sleeps 4. 1 bed 1 pullout both Queen GUESTS BRING THEIR OWN TOWELS, LINENS, SHEETS ETC. Amenities a/c, coin op w/d, security, 1 car + off street parking. . $200 FOR LOST PARKING PASS RTC security requires guests provide their home address and names of guests

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, 148 reviews

Hot Tub Holiday Escape! Fireplace + backyrd oasis!

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 private pool area is surrounded by a serene garden, featuring lush greenery and flowering bushes. Several white lounge chairs are arranged around the pool, offering a space for relaxation. The pool's clear water reflects the surrounding nature and sky.
Apartment in Somers Point
4.97 out of 5 average rating, 243 reviews

Garden of Zen

Secluded, clean, light & airy studio unit in a garden setting. Situated in a quiet neighborhood, best suited for peace and relaxation. Studio has it's own deck & yard, and pool area is essentially private also. Location has great access with GSP exit/entrances a minute away. Somers Point restaurants and bars are also just minutes away. Area has great opportunities for kayaking, biking, & the beach This rental prioritizes a clean & healthy ambiance. No cigarette smoking.

Guest favorite
A cozy sleeping area features a spacious bed with a quilted grey coverlet. Two decorative yellow pillows are positioned at the head of the bed. A small bedside table holds a lamp and books, while a colorful area rug adds warmth to the space.
Tiny home in Lewes
4.95 out of 5 average rating, 184 reviews

Cozy Woodland Cottage

Enjoy the sounds of nature when you stay in this unique place. Located less than 5 miles from downtown Lewes and Delaware Beaches. The cottage guest house is nestled in the woods adjacent to a tree house overlooking a tranquil pond with a calming fountain sounds. On the main property guests have access to a in ground swimming pool (seasonal) with a 60 foot lap lane and slide, schedule times with hosts.. The backyard also includes an organic garden, playground and 🐔 chickens.

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, 219 reviews

Boutique suite, Palace in the Woods

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.

Guest favorite
A bright living area is presented with natural light streaming through large windows, highlighting stylish furnishings and a cozy atmosphere. An open kitchen features stainless steel appliances and a modern design, while a comfortable seating arrangement invites relaxation. The overall space conveys a welcoming ambiance.
Townhouse in Brigantine
4.97 out of 5 average rating, 103 reviews

Casa al Mare - Beautiful 2 bdr on the Beach Block!

*Must be 25 or older This beautiful 2 bedroom, 2 bathroom beach property provides direct access to both a stunning beach and a refreshing pool. The interior is stylish and modern, with tasteful furnishings and essential amenities that create a comfortable living space. Enjoy the convenience of beachfront living and the luxury of a pool just steps away from this lovely property. *We are dog friendly but no pitbulls allowed due to past issues with neighbors

Popular amenities for Dennis Township rentals with a pool

Quick stats about vacation rentals with a pool in Dennis Township

  • Total rentals

    10 properties

  • Nightly prices starting at

    R1,390 ZAR before taxes and fees

  • Total number of reviews

    700 reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Wifi availability

    10 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi, and Pool