Family-friendly holiday rentals in Brentwood

4.93 out of 5 average rating, 122 reviews

Flat in Bay Shore

♡Cozy 1Br Apt,Garden Patio & Off Street Parking♡

Welcome to Bay Shore! Renovated, private 1 Bedroom Apartment with new windows, hardwood floors & a full kitchen. - Designated guest parking in driveway - First floor Apt., no stairs. Just step up from patio right into Apt. - Queen Size Bed - Living Room with Sofa bed for a 3rd guest - Smart TV - Fast 1024 Mpbs WIFI - Large Hallway Walk in Closet for luggage, etc. 2 Miles -Downtown Bayshore for Restaurants etc. 7 mins -SouthShore University Hospital 15 mins - Robert Moses State Park

4.97 out of 5 average rating, 125 reviews

A comfortable living area features a light-colored sofa facing a wall-mounted television. A small dining table with two chairs is positioned nearby. Natural light enters through a door leading to an exterior space, and wooden flooring complements the overall layout.

Flat in Central Islip

Cozy studio w/ private entrance

Perfect for solo travelers or couples.This new, cozy studio is part of a larger home but fully self-contained w/ its own entrance. Inside, you’ll find: - A comfy living area with a pull-out twin bed and seating - A kitchen with essentials for light cooking - A private bathroom with shower, towels, and toiletries - High-speed Wi-Fi and a flat-screen TV Though attached to our home, your space is private. Located in a quiet neighborhood, close to attractions, restaurants, and transportation.

4.95 out of 5 average rating, 288 reviews

A side view of the guest suite reveals a private entrance with a white door and small steps leading up to it. A winding stone walkway is bordered by grass and gardens, providing access to the suite in a serene outdoor setting.

Guest suite in Bay Shore

Bay Shore's Private Guest Suite

Welcome to our cozy guest suite nestled within walking distance of the Fire Island ferries and conveniently close to local amenities! This private unit, attached to the main part of our home, offers a comfortable retreat for your stay. Step through your own private entrance into a welcoming living room, where you can unwind after a day of exploration. The bedroom features a queen-sized bed, providing a restful night's sleep, and an adjoining bathroom offers convenience and privacy.

Guest house in Islip Terrace

A spacious bed is centered against a light wall, adorned with bright yellow linens and decorative pillows. Two lamps with turquoise bases provide soft lighting on either side, complemented by a framed artwork above the headboard.

4.99 out of 5 average rating, 129 reviews

The Sunshine House

Enjoy your stay and visit the Bayard Cutting Arboretum, SUSA Orlin & Cohen Sports Complex, Robert Moses Beach; centrally located between The Hamptons Vineyard Wine Tours & Manhattan. This unique home was originally built in 1921 and has since undergone renovations with additions added to the original structure, including the three bedroom / bath guest wing with a private entrance from the main house. We provide beverages and continental breakfast. Please email us for more details!

4.96 out of 5 average rating, 202 reviews

An outdoor seating area is set up with wicker chairs surrounding a gas fire pit, glowing warmly in the evening light. A well-maintained green lawn and white privacy fence create a serene backdrop, with soft string lights enhancing the inviting atmosphere.

Flat in Islip Terrace

Near all 1 BR - Full Kitchen, Backyard & Fire Pit!

Come stay at this beautifully renovated 1 bedroom apartment! Well-appointed for long-term stays or quick trips. ~ Propane Fire Pit ~ Private Sun-soaked backyard. ~ Full kitchen ~ Living room with sofa/futon for a 3rd guest ~ Queen bed ~ Full bathroom ~ Off-street parking for 1 car. This is a first-floor, ground-level apartment that gets lots of natural light. It is not a basement! :) Located in a quiet neighborhood and near all major highways. SmartTV. No cable TV. 21+

Guest suite in Stony Brook

A spacious studio features a queen-sized bed with patterned bedding, flanked by bedside lamps. A small dining table with two chairs is positioned near a window, allowing for natural light. A wooden bench is placed at the foot of the bed, enhancing the room's functionality.

4.81 out of 5 average rating, 700 reviews

Studio in Stony Brook

We have contactless check-in procedure & fully private entrance. Please contact with any questions! Large clean studio space that is totally private from the main residence. Private bathroom with toiletries included. Close to beaches, shopping, and SUNY hospital and campus by car or bus. Pull-out loveseat with twin size mattress available for an extra charge. (Book for “3 Guests” for this regardless of occupancy so we know to prepare the bed.)

4.84 out of 5 average rating, 224 reviews

A wooden dock extends into the water, lined with boats gently bobbing on the surface. Lush green hills rise in the background, while a clear blue sky with scattered clouds frames the scene. People are gathered along the dock, enjoying the views.

Flat in Northport

Harbor Studio - Across from historic Northport doc

Across the street from historic Northport dock and the beautiful town park, this downtown studio is walking distance to everything. Drive or boat in to town and have a lovely convenient place to stay close to everything. Dining, shopping, the park, and the Famous Engleman theater. The studio has a private entrance, full kitchen, and bath with shower and tub. Enjoy a night, weekend, or whole week in historic Northport Village.

Flat in Huntington Station

A cozy studio space features a spacious king bed with floral-patterned bedding. A kitchenette and dining table are visible, along with a microwave and refrigerator. A small lamp and a teddy bear add to the homey touch. A wall clock and framed sunset photo enhance the ambiance.

4.9 out of 5 average rating, 128 reviews

Clean Cozy Studio with Private Entrance.

Comfortable Safe Studio With Private Keypad Entrance in Huntington Area. Premium CABLE TV and All Amenities described are Included. There is Keurig coffee maker with cream and sugar so you can enjoy it. Cozy studio also has a toaster, microwave, refrigerator, own bathroom and small kitchenette that you can enjoy your own meals. You have a comfy King size Bed.

Guest suite in Ronkonkoma

A spacious room is presented with a full-size bed dressed in soft linens. A decorative painting is displayed above the bed. A dresser and a coffee station are visible, accompanied by a comfortable seating chair. Warm lighting is provided by bedside lamps.

4.95 out of 5 average rating, 151 reviews

Charming “hotel inspired” Retreat

Relax and recharge at this peaceful, centrally located retreat. Your private room features a cozy full-size bed, desk and chair for work or study, TV for entertainment, and a coffee station with microwave and mini fridge for quick bites. Enjoy the privacy of your own bathroom and entrance, with easy on-street parking right in front of the house.

4.87 out of 5 average rating, 147 reviews

A cozy living room is presented, featuring a large television mounted above a fireplace. A comfortable reclining chair faces a decorative area rug, surrounded by plants and framed photos on the wall. Soft lighting accentuates the neutral color scheme.

Flat in Islip Terrace

Large 1 bedroom apartment

Relax with the whole family at this peaceful place to stay. This is a one bedroom apartment which includes a kitchen, bathroom w/ tub, living room, refrigerator, stove, oven, large bedroom w/ closet. There is a closet in the living room available as well. Sofá bed queen size in the living room.

4.9 out of 5 average rating, 465 reviews

The studio apartment showcases a functional layout with a queen size bed, a work area with a desk, and a kitchenette. A television is positioned near the bed, and decorative wall art complements the neutral grey walls. Ample lighting is provided by ceiling fixtures.

Flat in Brentwood

Eco-friendly studio with Private entrance

We have created this quaint space with our guest in mind in order to keep it simple at this peaceful and centrally-located place. Studio apartment with your own entrance, kitchen , bathroom, queen size bed and work area. Self check-in. All the amenities of a super host.

Camper van/Motorhome in West Babylon

The kitchen area is equipped with a stainless steel sink, a microwave, a countertop griddle, and various utensils. A coffee maker and cutting board sit on the shelf above the sink, complemented by a tiled backsplash that adds a modern touch.

4.91 out of 5 average rating, 224 reviews

The Cozy Camper

*Read carefully before booking* Welcome to the Cozy Camper. Relax in this vintage remodeled camper situated in a family friendly neighborhood close to everything. The camper is a cozy, clean and safe spot to relax or work in peace and...

Popular amenities for Brentwood family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.93 out of 5 average rating, 133 reviews

The home theater features a large screen and 15 electric recliner seats arranged in a semi-circle. Dark blue walls and patterned carpeting create a cozy movie-watching environment. Subtle lighting enhances the overall ambiance without overwhelming brightness.

Guest suite in Northport

Coastal Villa Suite pool•sauna•gym•theater•beach

4.81 out of 5 average rating, 381 reviews

A charming red cottage is set among lush greenery, showcasing a manicured lawn leading to the porch. The house features a rustic stone chimney and a welcoming front porch adorned with white railings. Nearby, a small structure complements the main home with a rounded window.

Home in Port Jefferson

The Hilltop Harborview

Flat in Fire Island Pines

An outdoor deck is viewed, featuring a swimming pool surrounded by lounge chairs and shaded by red umbrellas. A dining table with ample seating is situated on one side, enhancing the open-air space with lush greenery in the background.

4.98 out of 5 average rating, 121 reviews

"SOUTH APT." Renovated 1 Br Apt. In Great Location

4.94 out of 5 average rating, 261 reviews

The open living area features a custom slate pool table with a vibrant arrangement of billiard balls. A modern kitchen is visible in the background, including sleek cabinetry and a refrigerator. A tasteful seating area includes a fireplace and a large wall-mounted television.

Home in Shirley

By NYC & Hamptons - Hot Tub, Pool Table, Speakeasy

4.84 out of 5 average rating, 267 reviews

A well-lit bedroom features a spacious bed with blue bedding, positioned against a wall with two windows. Two bedside lamps provide soft lighting. A colorful area rug adds warmth to the wooden floor, while a wall art piece displaying a map is visible.

Home in East Flatbush

2 Bedroom Guest Suite With Private Entrance

4.99 out of 5 average rating, 165 reviews

Home in Commack

GOOD VIBEZ HOUSE! Mini Golf+Pool+Hot Tub+Game Room

4.96 out of 5 average rating, 116 reviews

A relaxing hot tub is illuminated with soft blue lighting, featuring a pink flamingo float. String lights provide a gentle glow overhead, enhancing the serene evening ambiance. The surrounding area is enclosed for privacy, offering a tranquil retreat.

Home in Elmont

NEW MOON & SPA near JFK | UBS

Flat in Bedford-Stuyvesant

An outdoor deck area is equipped with a fire pit at its center, surrounded by four black lounge chairs. String lights are suspended above, creating a warm ambiance. A small blue table sits beside the fire pit, enhancing the inviting atmosphere for relaxation.

4.96 out of 5 average rating, 102 reviews

@the Chillspot Duplex ( KNG sz Bds) 3 bathrooms

Family- and pet-friendly home rentals

4.94 out of 5 average rating, 153 reviews

A cozy sleeping area is presented with a spacious queen bed, featuring a light floral-patterned quilt and plush pillows. Flanking the bed, two bedside tables with modern lamps provide soft illumination, enhancing the tranquil ambiance of the room.

Home in West Babylon

Apartment in West Babylon, NY.

4.79 out of 5 average rating, 121 reviews

A modern lounge area is presented with a gray sofa adorned with decorative cushions and a soft throw. A round coffee table sits in front, accompanied by a textured area rug. In the background, a kitchen with bar seating and stylish artwork adds visual interest.

Tiny home in Stamford

Romantic hideout. 1Br. Lower Level

4.93 out of 5 average rating, 125 reviews

A comfortable seating area features a dark gray sofa adorned with decorative pillows, positioned beside a lamp and a small side table. Natural light filters through sheer curtains, illuminating the space. A rug with intricate patterns adds warmth, while a display cabinet holds personal items.

Flat in Oceanside

Beautiful apartment available

4.94 out of 5 average rating, 307 reviews

The entrance features a welcoming porch adorned with decorative railings and a prominent front door. Potted plants and blooming flowers line the pathway, leading to a well-maintained yard with lush green grass and neatly trimmed shrubs on either side.

Flat in Northport

NORTHPORT APARTMENT: Private, Clean, Cozy

4.99 out of 5 average rating, 191 reviews

An open floor plan is showcased, featuring a cozy living area with a gray sofa and a wooden coffee table. A dining area with a round mirror and a six-seat table is visible, along with a kitchen equipped with modern appliances. Natural light fills the space.

Home in West Hempstead

Modern 3 Bd Spacious Apartment in PRIME Location

4.91 out of 5 average rating, 119 reviews

A spacious living area features a red sofa and a cozy armchair, situated around a wooden coffee table. Natural light floods the room, highlighting a framed painting above the sofa. The open kitchen is visible in the background, equipped with dark cabinetry and modern appliances.

Guest suite in Patchogue

Charming Garden Hideaway near downtown Patchogue

Cottage in Port Jefferson Station

A charming cottage with a red exterior is surrounded by a lush garden filled with various plants and flowers. A spacious covered porch extends across the front, offering a welcoming entryway. The well-manicured lawn is complemented by vibrant greenery and colorful blooms, creating a pleasant outdoor space.

4.8 out of 5 average rating, 514 reviews

The Red Cottage Circa 1936

4.89 out of 5 average rating, 555 reviews

Cabin in Rocky Point

Great little place just for a couple

Family-friendly home rentals with a pool

4.91 out of 5 average rating, 134 reviews

A spacious backyard features a rectangular pool surrounded by a wooden deck. Several lounge chairs are positioned along the deck, complemented by an umbrella for shade. Lush greenery lines the perimeter, creating a serene outdoor atmosphere.

Home in Massapequa

Great Family Times in this 5 Bedroom House

Serviced apartment in Ronkonkoma

A sunlit living room features two soft blue armchairs positioned beside a glass coffee table. A lamp stands on a white side table, while sunlight filters through the large windows, illuminating the room. A sliding door leads to an outdoor deck, enhancing the spacious feel.

4.97 out of 5 average rating, 34 reviews

New, spacious 1BR with a large deck close to train

4.63 out of 5 average rating, 41 reviews

A serene bedroom is presented with a spacious bed featuring a light-colored blanket. Windows with white blinds allow natural light to brighten the room. Two framed art pieces adorn the blue walls, and a small air conditioning unit is positioned beside the bed.

Home in Hauppauge

Teal oasis private guest house

4.98 out of 5 average rating, 50 reviews

Flat in Dix Hills

The Suite Life in Dix Hills

4.95 out of 5 average rating, 262 reviews

A spacious outdoor pool is surrounded by natural greenery, featuring a stone patio and a diving board. A covered lounge area with large windows overlooks the pool, providing a serene setting for relaxation and leisure.

Home in Stamford

Midcentury Modern ZenHouse Sculptor Studio

4.72 out of 5 average rating, 75 reviews

A stone pathway leads through a lush garden, framed by colorful shrubs and greenery. An ornate archway marks the entrance to the garden, inviting guests to explore the serene surroundings. The well-maintained grass adds to the tranquil ambiance of the outdoors.

Guest house in Bay Shore

Prime Locale: Ideal Guesthouse

4.81 out of 5 average rating, 145 reviews

A cozy corner of the apartment is showcased, featuring a round mirror above a narrow table with two stools. A comfortable armchair with a plush cushion is positioned nearby. Natural light enters through a window adorned with sheer green curtains, enhancing the inviting space.

Flat in Farmingville

LOVELY STUDIO APT W/ PRIVATE ENTRANCE & PATIO