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Kid-friendly vacation rentals in Dennis

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Vacation rentals for every style

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Popular amenities for Dennis kid-friendly rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Kid-friendly house rentals

Guest favorite
A private hot tub is displayed, featuring bubbling water and sleek edges. The surrounding area includes a patio and a glimpse of greenery through a white fence, creating a serene outdoor setting.
Home in East Dennis
5 out of 5 average rating, 8 reviews

Sleeps 12 near beach. Hot tub game room

Superhost
A serene backyard setting features a private pool surrounded by a spacious patio. A sunbathing chair and a BBQ grill are positioned nearby, with a house showcasing large windows that invite natural light. Lush greenery frames the area, providing a sense of tranquility.
Home in Dennis
4.66 out of 5 average rating, 32 reviews

House on Cape Cod with pool close to beach

Guest favorite
A charming two-story structure features dark wooden siding and a welcoming entryway. Surrounding greenery includes tall trees and well-maintained shrubs, providing a serene outdoor setting. A grassy area leads up to the building, emphasized by a clear blue sky overhead.
Home in Brewster
4.92 out of 5 average rating, 272 reviews

Privacy with Cape Cod charm

Guest favorite
A well-appointed bedroom features a spacious bed with light grey bedding and decorative pillows. Two modern lamps sit on either side of the bed, and artwork depicting a beach scene adorns the wall above. Soft light filters through partially drawn blinds.
Home in West Dennis
4.96 out of 5 average rating, 109 reviews

Sunny, bright 4b/3ba Cape Cod house, near it all!

Superhost
The exterior of the home showcases a charming two-story design with blue siding and white shutters. A welcoming front door is framed by greenery, while well-maintained shrubs and a lawn create an inviting entrance. Large windows add to the exterior's brightness.
Home in East Dennis
4.88 out of 5 average rating, 8 reviews

Ideal Vacation Home On Dennis Highlands

Guest favorite
A bright living area features a beige sofa adorned with yellow and striped cushions. A glass coffee table sits in front, with a blue decorative bowl at the center. A large mirror and framed artwork accentuate the walls, while natural light filters through the windows.
Home in Dennis
4.94 out of 5 average rating, 80 reviews

Dennis Getaway & Chill

Top guest favorite
A spacious living area features a comfortable seating arrangement with two armchairs and a sofa. A dining table with chairs is visible, along with light-colored wood flooring. Natural light enters through nearby windows, illuminating the room's neutral color palette.
Home in Dennis Port
4.96 out of 5 average rating, 98 reviews

Olga’s Place

Guest favorite
The cottage exterior features a charming design with wooden shingles and a welcoming front door, framed by blue hydrangeas. A stone pathway leads to the entrance, and a shaded seating area with a canopy is visible in the yard, surrounded by greenery.
Home in Dennis Port
5 out of 5 average rating, 19 reviews

New! Under 1 mile to beach. Dreamy Dennis Cottage!

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Kid-friendly apartment rentals

Top guest favorite
A charming studio cottage with wooden shingles is nestled among trees, featuring a private deck and gas grill. Colorful flowers line the pathway leading to the entrance. A lush green lawn surrounds the building, creating a tranquil outdoor setting.
Apartment in Brewster
4.96 out of 5 average rating, 112 reviews

Songbird Studio- Secluded but close to everything!

Guest favorite
A sandy path leads from the dunes to the clear blue waters of Cape Cod Bay. Green grasses and shrubbery frame the scene, while a small boat is anchored in the calm sea, suggesting a peaceful beach atmosphere.
Apartment in East Dennis
4.86 out of 5 average rating, 157 reviews

Peace By The Bay

Guest favorite
A serene beach landscape stretches under a clear blue sky, with soft sandy shores meeting calm waters. A small sailboat rests on the sand, surrounded by lush green shrubs and trees in the distance, enhancing the natural beauty of the coastal environment.
Apartment in South Orleans
4.93 out of 5 average rating, 137 reviews

Walk to private beach, spacious peaceful apartment

Guest favorite
A bright living room features a comfortable sofa adorned with colorful cushions. A round wooden table sits nearby, holding decorative items. Natural light filters through a window adorned with a woven shade, complementing the artwork of sailboats on the white shiplap walls.
Apartment in Dennis
4.91 out of 5 average rating, 115 reviews

2 BD Suite Mayflower Beach & Dennis Village

Top guest favorite
A rustic, two-story cabin is surrounded by lush landscaping. A green door welcomes visitors, while a small stone pathway leads to a pair of outdoor chairs situated on a grassy lawn. The harmonious design includes natural stone walls and shaded trees.
Apartment in Chatham
4.96 out of 5 average rating, 270 reviews

The Knoll

Top guest favorite
An open studio space features a cozy sleeping area with a spacious bed covered in light bedding. A soft armchair and a wooden bench provide additional seating. Natural light streams in from a window, enhancing the room's bright atmosphere. Shelving displays books and decorative items.
Apartment in Oak Bluffs
4.98 out of 5 average rating, 215 reviews

Sunny Studio Apartment on Martha's Vineyard

Top guest favorite
A sandy path meanders through tall grass, leading toward a tranquil sunset in the background. The sun casts a warm glow over the horizon, suggesting the evening calm of the beach area. Soft greens and earthy tones create a peaceful natural setting.
Apartment in East Orleans
4.95 out of 5 average rating, 300 reviews

Cozy Waterfront Apartment, Private Beach Access

Superhost
A comfortable bedroom features a queen bed with light blue striped bedding. Framed artwork adorns the walls, while a floor lamp stands beside the bed. Natural light fills the room through a window, which is dressed with soft blue curtains.
Apartment in Hyannis
4.89 out of 5 average rating, 138 reviews

Perfect Location! Modern Hyannis Center Apartment!

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Kid-friendly condo rentals

Guest favorite
A welcoming entryway is observed, featuring a rustic 'WELCOME' sign on the wall. Light wood flooring extends into a cozy living and dining space, illuminated by natural light. A dining table is visible in the background, surrounded by comfortable chairs.
Condo in Brewster
4.97 out of 5 average rating, 182 reviews

Ocean Edge Resort-Pool Access-End Unit-2 bdr/2 bth

Guest favorite
An open-concept living area features a spacious blue sectional sofa and a flat-screen TV mounted on the wall. Natural light floods the room through large windows, offering views of the surrounding greenery. A decorative plant and a textured area rug add warmth to the space.
Condo in Chatham
4.86 out of 5 average rating, 109 reviews

Steps to Private Beach in Chatham

Guest favorite
A bright kitchen area features modern appliances, an island with seating for three, and light wood flooring. The space is complemented by natural light from a nearby window and decorative touches, including a pendant light fixture and wall art reflecting a coastal theme.
Condo in Chatham
4.95 out of 5 average rating, 130 reviews

Full Renovation! Amazing Spot with Views!

Guest favorite
A wooden sign is displayed on a light-colored wall, featuring the phrase 'Heaven is a little closer by the Beach' in white lettering on a teal background. The sign is framed in a rustic white border, enhancing its coastal charm.
Condo in West Dennis
4.85 out of 5 average rating, 54 reviews

Hidden Hideaway

Guest favorite
A bright studio interior is displayed, featuring a queen-size bed with striped bedding, a sleeper sofa in a bold hue, and a small wooden table. A blue dresser stands nearby, while large windows provide natural light with views of the private patio.
Condo in Dennis Port
4.86 out of 5 average rating, 212 reviews

The 5 minute walk to beach Super Cute Beach Condo

Top guest favorite
A spacious living area features a light-colored sofa with decorative pillows, a coffee table, and a television mounted on the wall. Large sliding glass doors allow natural light and provide a view of the outside deck. A lamp adds a subtle touch of illumination.
Condo in Plymouth
5 out of 5 average rating, 116 reviews

Captain's Lodge- #1, Plymouth Water Front Condo

Top guest favorite
The inviting living area features large windows with blue curtains, allowing natural light to brighten the space. A comfortable sectional sofa is situated around a small coffee table. A door leads to a private balcony, while a bar counter with stools is visible in the background.
Condo in Chatham
4.96 out of 5 average rating, 340 reviews

In-town, Pied-a-Terre. Private, Sunny Urban Oasis

Guest favorite
An inviting studio space features a large bed positioned beside a modern kitchen. A dining setup is visible, ready for two people. The outdoors showcases a spacious pool area with loungers, while the greenery and sign add a touch of character to the space.
Condo in West Dennis
4.96 out of 5 average rating, 52 reviews

6 Min to Beach - Pool - Private Balcony - Central

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Quick stats about vacation rentals that are kid-friendly in Dennis

  • Total rentals

    350 properties

  • Nightly prices starting at

    G$18,830 GYD before taxes and fees

  • Total number of reviews

    17K reviews

  • Family-friendly rentals

    320 properties are a good fit for families

  • Pet-friendly rentals

    110 properties allow pets

  • Rentals with a pool

    30 properties have a pool

Destinations to explore