Vacation rentals with a pool in Dennis

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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 small outdoor balcony area features a grey wooden chair beside a rustic table. A screened door leads into the unit, with a decorative turtle wall plaque visible. Shades cover the window beside the door, allowing natural light into the space.
Condo in Ocean City
4.97 out of 5 average rating, 156 reviews

Boardwalk-side Cozy Family Condo parking included

*Bedding linens (sheets & pillowcases), wash, bath, AND beach towels are NOT included Saturday-only check-ins and outs June 20 -August 22, 2026, Per HOA Included are pillows & bedspreads for a queen, double, & single. Paper products are NOT guaranteed/ please bring all needed items. Pool & hot tub: (Mid May thru mid Sept/weather & staffing permitting) 4 Beach tags provided for June - Sept, required for 12yrs & up Your assigned parking space is #4 & a few feet off the boardwalk ramp :)

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, 220 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 living area features a modern sectional sofa arranged around a wooden coffee table. A stone fireplace extends to the ceiling, with a flat-screen TV mounted above. Natural light filters through the large windows, complemented by soft curtains.
Home in Cape May
4.98 out of 5 average rating, 309 reviews

500ft to Private Beach! Hot tub-Local Pool-Fireplc

Start your morning soaking in the hot tub, or sipping coffee in rocking chairs on the front porch. Relax on the private beach, just 8 houses away, or head over to the local pool! Go for a stroll along the waterfront sidewalk & grab a bite at the beachfront eatery. Spot a school of dolphins under a red-sky sunset, before returning for a seafood boil & fire pit marshmallows roast. End the night with a movie and games cozy in front of the fire. Click our icon to check out our other Cape May homes!

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
4.96 out of 5 average rating, 122 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, 205 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
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, 246 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
Condo in Atlantic City
4.94 out of 5 average rating, 333 reviews

Beach & Boardwalk - Endless Summer Sunrise Studio

PRIME LOCATION! LOCATION! LOCATION! Welcome to the heart of Atlantic City situated smack dab on the ocean and boardwalk right in the middle of what this ELECTRIC CITY has to offer! CONVENIENCE IS KEY! You'll have immediate access to the beach, boardwalk & casino life! In-house resort amenities include an outdoor seasonal pool, luxury spa, fitness center, game room and more! Give your car a restful staycation by parking (for FREE!) in the resort’s secure, covered garage.

Guest favorite
A spacious backyard features a newly constructed pool and spa surrounded by a stone border. Comfortable lounge chairs and seating areas are arranged nearby. A light blue home is visible, with a large patio door leading inside. Lush greenery adds to the inviting atmosphere.
Home in Cape May Court House
4.89 out of 5 average rating, 112 reviews

7 Bedroom| Beach| Pool| Walk to Bars & Restaurants

Enjoy your shore getaway in the center of it all! This newly renovated 7 Bedroom home can sleep the whole family and friends. This amenity filled home features a brand new pool/spa, volleyball court, outside furniture, grill, and more! Centrally located only a minutes to Avalon & Stone Harbor Beaches, and walking distance to Restaurant/bars, Wineries/Breweries, and other local attractions. ****hot tub open year round**** ****pool only open from may 1stOctober 18th***

Top guest favorite
A charming two-story home is framed by vibrant flower beds and lush greenery. The front porch features white railings and a welcoming entrance, while blooming flowers add color to the outdoor space. Sunlight brightens the façade, emphasizing the inviting atmosphere of the property.
Home in Villas
4.93 out of 5 average rating, 135 reviews

Wilde Rose By The Bay - Salt water Inground pool

Quaint 3 bedroom home, 2 queen size beds, downstairs and 1 queen size bed and a full size bed upstairs full bath downstairs and half bath upstairs.spiral stairs to get upstairs or outside steps. out door shower also. Sleeps 6. salt water inground pool (12x26) Large back deck, with gas grill Covered front porch, and second floor open deck with view of amazing sunsets from either deck. Across the street from the bay.Pool will open May and close first week in october.

Top guest favorite
The exterior of the two-level condo is depicted, featuring a light green facade with white railings and balconies. The entrance, with a white door and copper awning, is shown along with two garage doors below. A landscaped area with minimal shrubs is visible next to the driveway.
Condo in North Wildwood
4.96 out of 5 average rating, 122 reviews

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

2200 sqft 2-level NWW beach block condo open floor plan; Sleeps>12. Upstairs 3BR/2BA-5 beds & sofas, kitchen, living room; 2 park spots. Downstairs 1BR/1BA-queen, sleeper sofa, kitchenette; handicap access. Balconies- front boardwalk view & rear pool view. Shared seasonal hottub/pool 1 min walk to boardwalk, near Seaport Pier, 1.5 miles to Conv Cntr. Min age 25. Summer wkly rental. Off-season 3 night min. No: smoking anywhere on property, grills, pets, pot.

Top 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, 105 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

Top guest favorite
The open-concept kitchen and dining area feature a modern design with wooden cabinetry and stainless steel appliances. A round dining table with white chairs is positioned near the window, while a cozy seating area includes a light-colored sofa and patterned armchair, creating a welcoming atmosphere.
Condo in Avalon
4.97 out of 5 average rating, 111 reviews

Indoor Pool OPEN! 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.

Popular amenities for Dennis rentals with a pool

Quick stats about vacation rentals with a pool in Dennis

  • Total vacation rentals

    Explore 10 vacation rentals in Dennis

  • Nightly prices starting at

    Dennis vacation rentals start at G$16,711 GYD per night before taxes and fees

  • Verified guest reviews

    Over 720 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!