
Holiday rentals in Brentwood
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Top-rated holiday rentals in Brentwood
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Fire Island Pines: Studio Cabin
Studio cabin (approx. 13.5 x 15 ft.) Functional, basic, rustic, atmospheric—It's just a little cabin in the woods. The shack can accommodate only 2 people max. Queen bed (sheets, blankets) Bathroom (shower/towels) Kitchenette (fridge, microwave, sink, dishwasher, dishes, cutlery, glasses) A/C (window unit) Fan Basic tv Internet Beach chairs/umbrellas, Outside shower The Pines is primarily a gay community, but welcoming to all. We love our wild deer and squirrels but no pets in the cabin

A-Frame cabin with private beach & epic sunsets
Just a 1.5 hour drive from NYC, this home is the perfect beach getaway spot, with a few steps from the deck to the private beach with its beautiful view across the Great South Bay. Remote work with stunning water views through the wall of windows & in cold weather light a fire while sunlight floods the living space. Two queen bedrooms & bunk bed room sleeps 6 guests, great for families or a small gathering of friends. 5 min drive to ocean beach with great swimming & surfing at Smith Point.

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.

Private Studio in Lovely South Bayport
Studio offers a private, sequestered nook in quiet Bayport. The 350 sq ft. space offers: Queen bed (Drexel Heritage pillow-top mattress) with cotton bedding, 2 king pillows. Large bathroom with roomy shower, good towels. We use natural cleaners. Wifi, Roku television as well as contactless check-in/ out. Easy access. Close to ferries to FI beaches. Close to main street. Walk to two parks. Dedicated off-street parking. NO SMOKING. NO ANIMALS. Violations result in eviction/ fines imposed.

Joyful Beach House, viewing The Great South Bay
Amazing Great South Bay view with access to Shorefront and Rider Parks. This Ranch has an unobstructed view of the Shorefront Band Shell. Watch concerts and sunsets from the comfort of your patio. Walk down to the Patchogue Beach Club and enjoy the pool and beach. This open-concept home has 2 bedrooms, one bath, a remodeled bathroom, and a kitchen. The kitchen has stainless steel appliances, a farm sink, and a butcher block countertop with natural lighting that will brighten the home.

Nautical Farm House on Working Farm with Animals
Completely renovated 3 bedroom home on working farm with fire place and piano. Lux kitchen features stainless steel appliances, Sub-zero refrigerator, and marble counters Private, fenced backyard with BBQ. Farm has goats, pigs, chickens, bee hives, ducks, and on-site cafe and bakery. Close to Huntington village, bike trails nature walks, restaurants, parks, and the beach. Fast wi-fi, laundry access and pet friendly. New beds and baby grand piano. Bedrooms have black out curtains.

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!

The Harbor House: Beachfront Home 1 hour from NYC
FEATURED #1 on Refinery29's "11 Best Beach Houses Near NYC" Welcome to Long Island’s iconic Gold Coast! Wake up to sweeping waterfront views and, if you’re lucky, catch a glimpse of our local bald eagle family soaring overhead! Explore nearby gems like the Vanderbilt Mansion & Planetarium, Caumsett State Historic Park Preserve, Del Vino Vineyards, and the lively Paramount Theatre. Stroll through Downtown Huntington or Northport Village for boutique shopping, great restaurants.

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+

Private Cabin in Multi Acre Park
I have a professional cleaning company come between all guests. The property is the only house on the street abutting several acres of wooded park land. Get the feeling of nature/privacy similar to being up state NY yet centrally located to Sunken Meadow Parkway, Northern State, LIE. Also near food stores and other essentials. 400 MBPS Internet connection for those who need a reliable internet connection for work! Living room has a pull out queen couch if a 3rd bed is needed.

Lovely brand new apt 2 min away from train station
Have a fun getaway at this stylish beautiful place. In a brand new home, super fast wifi for remote work for business travelers or family. Walking distance from train station and 5 minutes away from Huntington Historic Village or take a 45 min train ride to NYC. Enjoy all the local restaurants, shops, bars and Paramount theater. Do you want to take a flight around NYC on a private plane? Ask host for more details. Central AC/Heat 1GB wifi speed

Quaint Cottage on Long Island's South Shore.
The Cottage is a lovely space enclosed in hedges for privacy on a one acre property. I do have 3 dogs, they are kept in a separate gated area on the property. The cottage is located 3 miles from downtown Patchogue which is enjoying a renaissance. There are many restaurants and cultural activities as well as ferry access to Fire Island (Davis Park) in the warmer weather. We are also the "Gateway" to The Hamptons.
Popular amenities for Brentwood holiday rentals
Other great holiday rentals in Brentwood

Home in Deer Park, New York

Teal oasis private guest house

Riverfront Retreat in Oakdale

Cabaña entre los árboles

2bed/2bath Modern home by hospital, airport& shops

Spacious one bedroom apartment w/private entrance

One bedroom basement apartment

Dix Hills Hideaway Suite: 2 Kings, Pool, Koi Pond
When is the best time to visit Brentwood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £59 | £57 | £63 | £69 | £75 | £75 | £71 | £69 | £69 | £74 | £71 | £71 |
| Avg. temp | 0°C | 1°C | 4°C | 10°C | 15°C | 21°C | 24°C | 23°C | 19°C | 13°C | 8°C | 3°C |
Frequently Asked Questions
Are there family-friendly vacation rentals in Brentwood?
Brentwood has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in house rentals in Brentwood?
Experience the best of Brentwood with our house rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Brentwood?
Four-legged friends are welcome in Brentwood. Choose from more than 10 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Brentwood?
Yes! Work meets play with ease at over 40 vacation rentals in Brentwood featuring dedicated workspaces. Stay connected and productive in your home away from home.
Where should I stay in Brentwood?
Make yourself at home in Brentwood by choosing from our most frequently booked neighborhoods. We have over 320 vacation rentals in Brentwood, and over 320 vacation rentals in North Bay Shore.
Do house rentals in Brentwood have air conditioning?
Absolutely! We offer over 20 house rentals with air conditioning in Brentwood. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Brentwood have a kitchen?
Absolutely! We offer over 10 apartment rentals with a kitchen in Brentwood. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Brentwood have wifi?
Absolutely! We offer over 20 apartment rentals with wifi in Brentwood. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Brentwood have free parking?
Absolutely! We offer over 20 house rentals with free parking in Brentwood. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Brentwood?
Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with a kitchen, over 20 homes with free parking, over 30 homes with wifi, over 20 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about holiday rentals in Brentwood

Total holiday rentals
Explore 70 holiday rentals in Brentwood

Nightly prices starting at
Brentwood holiday rentals start at £22 per night before taxes and fees

Verified guest reviews
Over 3,630 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
70 of Brentwood holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Brentwood rentals

4.7 Average rating
Brentwood stays receive an average rating of 4.7 out of 5 from guests
Destinations to explore
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- Times Square
- Rockefeller Center
- Madison Square Garden
- Bryant Park
- Columbia University
- Brooklyn Bridge
- Central Park Zoo
- MetLife Stadium
- Yale University
- Bronx Zoo
- Grand Central Terminal
- Ohel Chabad-Lubavitch
- Yankee Stadium
- United Nations Headquarters
- Jones Beach
- Empire State Building
- Citi Field
- Statue of Liberty
- Radio City Music Hall
- Old Glory Park
- Fairfield Beach
- USTA Billie Jean King National Tennis Center
- Cooper's Beach, Southampton
- The Metropolitan Museum of Art




