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Family-friendly holiday rentals in Dennis

Find and book unique family-friendly homes on Airbnb

Quick stats about holiday rentals that are family-friendly in Dennis

  • Total holiday rentals

    Explore 130 holiday rentals in Dennis

  • Nightly prices starting at

    Dennis holiday rentals start at $64 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,520 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 30 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    120 of Dennis holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Dennis rentals

  • 4.9 Average rating

    Dennis stays are highly rated by guests – averaging 4.9 out of 5!

Top-rated family-friendly rentals in Dennis

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Top guest favourite
The beach home features a charming exterior with a wrap-around porch and elegant architectural details. Lush landscaping surrounds the property, including neatly trimmed shrubs and flower beds. The entrance is accessible, and ample parking space is visible in front of the building.
Apartment in Ocean City

4 bedroom 1st fl beach home close to everything!

Comfortably updated beach home. 1 block to the beach and close to the shops and restaurants of downtown OC. Our 1st floor beach home features 4 bedrooms and two full baths. You can comfortably sleep 10-12 people. 2 K beds, 1 F bed, 1 T bed and 2 bunk beds (T/F). Large fully equipped kitchen is fully stocked with everything but food. You will have full access to the entire first floor, wrap around porch, and 3 parking spaces. You will need to supply sheets, towels, and paper products.

FamilyKitchenSleep quality

4.97 out of 5 average rating, 111 reviews
Top guest favourite
Aerial view captures a serene beach bordered by soft sandy shores, dotted with colorful umbrellas and chairs. Lush greenery lines the beach, with a charming oceanfront cottage visible nearby, creating a tranquil coastal scene.
Cottage in Cape May Point

Beautiful oceanfront cottage, year-round getaway

Welcome to your oceanfront home in Cape May! This newly-renovated cottage sits in the dunes, bringing the beach to you. Wake to sun streaming into the breakfast nook, relax in the charming shiplap-clad living room and cook in the modern kitchen. Outside, enjoy stunning sunset views from the two-story deck, complete with an outdoor shower, double swing & two dining areas. The beach is your backyard and only a few steps away down a picturesque path which opens to a breathtaking & secluded beach.

FamilyKitchenOutdoor spaces

4.99 out of 5 average rating, 117 reviews
Top guest favourite
An A-frame cabin is nestled among trees, featuring large windows that reflect the surrounding foliage. A spacious front deck extends outward, furnished with blue seating and a small chair, while a driveway accommodates parked vehicles, set against a backdrop of vibrant fall colors.
Cabin in Millville

Lakefront A-Frame cabin home

Check my other listing in same area: www.airbnb.com/h/clubdivot Secluded Lakeside Location: Our A-frame cabin sits nestled among trees, right at the water's edge, offering unobstructed lake views, beautiful sunsets, and a private escape from the hustle and bustle of everyday life Modern Elegance: Step inside to discover a cozy and tastefully decorated living space with beautiful lake views. Perfect Getaway: For quality time with loved ones enjoying trails and other popular attractions

Indoor spacesFamilyBeach

4.99 out of 5 average rating, 144 reviews
Guest favourite
A refreshing outdoor pool reflects the clear sky, surrounded by a paved patio. Two large umbrellas provide shade over black lounge chairs, enhancing the inviting relaxation space. The white siding of the house and neatly trimmed greenery create a serene backdrop.
Home in Dennis

SerenityOasis>Pool Haven, only 8 min>Sea Isle City

Join our family retreat! My wife and I are excited to introduce our cozy newly renovated haven, where up to 12 guests (10 in ultimate comfort) can bond and relax, can accommodate 2 families. Dive into our heated pool in a peaceful location, just 8 minutes from the lively Sea Isle City beach. Our home is renovated with love, offers a fresh start for your family adventures. Gather around the BBQ grill and fire pit for cozy evenings, creating cherished memories outdoors and indoors amid luxury.

KitchenFamilyLocation

4.97 out of 5 average rating, 103 reviews
Top guest favourite
A bright living area features large glass doors that open to an oceanfront deck, enhancing the panoramic views. Soft, light-colored furnishings are arranged around a natural wood coffee table, with textured area rugs underfoot. A telescope is positioned by the window for viewing the coastline.
Home in Strathmere

Strathmere Beachfront House

Luxury Beachfront Home Welcome to the Strathmere Beachfront home. A beautifully designed, luxury vacation home, where every detail is set to provide a you dream getaway. When you enter the home, you will be immediately taken by the panoramic ocean views from Atlantic City to Avalon. This well-appointed home, from chef’s kitchen Wolf and Sub-Zero appliances, to the Serena and Lily bedding, to the coastal / modern furniture, provides you and your family a welcoming environment. Treat yourself!

KitchenFamilyOutdoor spaces

5.0 out of 5 average rating, 136 reviews
Top guest favourite
A modern kitchen and living area are featured, with light wood cabinets and stainless steel appliances. A dining table with wooden chairs is positioned in the foreground. Large windows provide expansive views of the bay and town, allowing ample natural light into the space.
Apartment in Stone Harbor

Stone Harbor Bayside Condo With Beautiful Views

Cozy Condo on Shelter Haven basin completely renovated and comfortably furnished 2 BD/1BA, bay access and conveniently in town. Bay/island & town views from this relaxing 4th fl unit in the heart of town. Brand new high end kitchen with stainless appliances, new furniture/ TV in living area, beautiful new bathroom. King size bed, TV in the primary bdrm, double & twin bunk in second bdrm. Pullout sofa bed if needed. Enjoy the pool & bay, views, one parking space, access with elevator & stairs

KitchenFamilyBathroom

4.98 out of 5 average rating, 171 reviews
Guest favourite
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

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.

Indoor spacesFamilyParking

4.95 out of 5 average rating, 156 reviews
Top guest favourite
The exterior of a two-story duplex is presented, featuring light grey siding and white trim. Balconies with railings are visible on the upper level. The well-maintained yard includes low shrubs and a pathway leading to the entrance, with neighboring buildings in the background.
Home in Ocean City

Ocean View Corner Condo

Second floor duplex condo, with direct ocean views. Stainless steel appliances, quartz counter tops, Casper mattresses. Smart TV's in living room and bedrooms. Located on the quiet south end of Ocean City. Two minute walking distance to the beach. On-site parking. Additional notes: Year-round owner on-site in downstairs condo. This home is ideal for couples and families. Not suitable for parties or events. Quiet hours after 10pm. No pets. *Minimum rental age of 25 years old.

KitchenIndoor spacesQuiet

4.98 out of 5 average rating, 188 reviews
Top guest favourite
A cozy living area is illuminated by natural light streaming through a skylight and large windows. A light-colored sofa with accent pillows invites relaxation, while a soft ottoman and a blue bookshelf add a splash of color. A ceiling fan and decorative lamp contribute to the ambiance.
Guest house in Dennis

Shore Cottage~Mins to Waves/Wine/Brews [Fees Inc]

The Shore Cottage is a cozy one bedroom guest house with vaulted ceilings and abundant natural light nestled in quiet Ocean View - just 5 minutes from Sea Isle City beaches and less than 10 minutes from the beaches of Avalon & Stone Harbor. In addition to the beaches, Abbie Homes Estate, local breweries, wineries, and golf courses are within minutes of the Shore Cottage. Situated in a centrally located neighborhood, kick back and experience all that the shore has to offer.

Indoor spacesFamilyParks

4.95 out of 5 average rating, 437 reviews
Top guest favourite
A well-maintained outdoor space surrounds a clear swimming pool, featuring a spacious pool house with a covered patio. Tables and chairs are positioned by the pool, offering areas for relaxation. Lush greenery and trees provide a natural backdrop, contributing to a peaceful environment.
Guest suite in Dennis

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.

Indoor spacesKitchenHeating

4.98 out of 5 average rating, 256 reviews
Top guest favourite
Loft in Cape May Court House

Private Lakefront Retreat | The Loft at Haven

Haven on Adullam Lake - The Loft - a spacious, private second-story studio with a queen bed, full bath, and kitchenette nestled on a peaceful, family-owned 40-acre lakeside property, minutes from Stone Harbor and Cape May. Enjoy expansive lake and forest views from your private sunset deck, large windows that flood the space with natural light, hiking trails, hammocks, county bike path, and a crystal-clear lake with complimentary water sports equipment.

KitchenIndoor spacesNearby

4.97 out of 5 average rating, 719 reviews
Top guest favourite
Home in Avalon

Adorable Avalon House | Private Pool

Sunny, Stylish & Now With a Pool Just steps from an expansive park with tennis & pickleball!, a short walk to the bay or the beach, or cruise on our complimentary beach bikes. Booking Quick Hits: • April 17 '26–MDW: Fri + Sat booked together • Summer: 1-week minimum • LDW - October 11: 2-night minimum • Otherwise: no minimum stay! Fresh sheets, bath towels and pool towels included with your cleaning fee - just show up and relax!

KitchenFamilyParking

4.9 out of 5 average rating, 223 reviews

Popular amenities for Dennis family-friendly rentals

Family-friendly home rentals with a hot tub

Family- and pet-friendly home rentals

Family-friendly home rentals with a pool

Top guest favourite
Apartment in Avalon

Beautiful condo 1 block to beach. Great location.

FamilyKitchenDecor

4.96 out of 5 average rating, 130 reviews
Top guest favourite
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.
Apartment in North Wildwood

Cute beachfront condo with pool and 2 bedrooms!

Indoor spacesKitchenOutdoor spaces

4.93 out of 5 average rating, 229 reviews
Top guest favourite
Apartment in Wildwood Crest

Oceanfront Condo | Beach | Pool | Linens Included

FamilyIndoor spacesBathroom

4.93 out of 5 average rating, 193 reviews
Top guest favourite
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

Wilde Rose By The Bay - Salt water Inground pool

FamilyIndoor spacesAmenities

4.94 out of 5 average rating, 154 reviews
Guest favourite
Home in Cape May

Cape May Island Hideaway with pool - Sleeps 15

FamilyIndoor spacesAmenities

4.93 out of 5 average rating, 105 reviews
Top guest favourite
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.
Flat in Somers Point

Garden of Zen

Indoor spacesFamilyOutdoor spaces

4.97 out of 5 average rating, 256 reviews
Top guest favourite
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

Mystical Cape May's Modern Farmhouse: The Widmore

KitchenIndoor spacesTV

4.97 out of 5 average rating, 137 reviews
Top guest favourite
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

SeaLaVie! HotTub! BaySunsets! FirePits! HugeYard!

Indoor spacesKitchenQuiet

4.99 out of 5 average rating, 124 reviews

When is the best time to visit Dennis?

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Avg. price$530 SGD$537 SGD$562 SGD$576 SGD$578 SGD$665 SGD$729 SGD$740 SGD$519 SGD$428 SGD$421 SGD$535 SGD
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