The Best Airbnbs in Montauk: Luxury Group Rentals at ‘The End’

The Vibe
Sprawling, light-filled luxury. A massive three-story beach house built specifically for multiple families or large groups to spread out in total comfort without ever feeling crowded.

The Lowdown
Sleeping 10 guests across four bedrooms, this home features a gorgeous gunite pool surrounded by lush landscaping. The interior boasts a large gourmet kitchen, a wet bar, and an incredible personal gym equipped with a Peloton and NordicTrack. Guests also get access to an electric car charger and an outdoor shower to rinse off the sand.

Location Scout
Located near Hither Hills, providing a highly sought-after mix of elevated ocean views and quiet residential privacy.

Nearby
You are a five-minute walk to the pristine sands of Hither Hills Beach, letting you completely bypass the notorious Montauk summer parking scramble.

The Vibe
Uncompromising, hotel-tier luxury. A professionally styled, clutter-free sanctuary that feels exactly like a high-end resort suite, but with total privacy.

The Lowdown
Set on a private wooded acre, this four-bedroom home features a brand new chef's kitchen, an elevator, and a full-house state-of-the-art AV system. The outdoor setup is phenomenal, boasting a heated in-ground pool, a waterfall hot tub, and a dedicated pool house.

Location Scout
The location is completely unbeatable. You are tucked away in a lovely wooded residential area, yet you have sweeping ocean views from the top floor.

Nearby
You are exactly one block (a five-minute walk) from the ocean beach and the iconic Gurney's Resort, perfect for dropping in for a cocktail at The Firepit.

The Vibe
A meticulously renovated, deeply private oasis cocooned by lush trees. It feels like your own exclusive boutique resort right in the middle of Montauk.

The Lowdown
Sleeping eight guests, the home centers around a large heated gunite pool and expansive decking. The interior is stunning, featuring a bright, chef-grade kitchen with an oversized quartzite island and an 8-burner gas range. It is incredibly well-stocked, offering everything from bicycles and beach chairs to a surfboard rack in the oversized storage shed.

Location Scout
Set high on a hill right by the historic Montauk Manor. The central location means you get gentle breezes and total privacy while remaining hyper-connected to the action.

Nearby
You are only three minutes to town and five minutes to the legendary surf breaks at Ditch Plains. The historic Montauk Manor is just up the street for sunset drinks.

The Vibe
Crisp, bright, and environmentally conscious. A beautifully executed reverse-layout home boasting cathedral ceilings and massive wrap-around decking for sunset views.

The Lowdown
Powered 100% by roof-mounted solar panels, this 2,500-square-foot home is flooded with natural light from 29 windows and skylights. It features a professional chef's kitchen, a Sonos stereo system, and an inviting outdoor shower. It can comfortably host up to 10 guests, making it perfect for large groups.

Location Scout
Conveniently located less than a mile from both the beach and the Village of Montauk, allowing you to ditch the car and walk almost everywhere.

Nearby
You are perfectly positioned to walk straight into the village for morning coffee or take a stroll over to the Montauk Downs Golf Course for an early tee time.

The Vibe
A massive, 5,500-square-foot country retreat. It trades the chaotic oceanfront energy for the peaceful, shaded tranquility of Lake Montauk.

The Lowdown
Capable of sleeping over 16 guests across seven bedrooms, this is a mega-rental. It sits on a fully fenced, park-like acre featuring an in-ground pool, a hot tub, an outdoor fire pit, and even an on-site veggie garden where guests can pick their own salad. They also provide kayaks and a stand-up paddleboard for lake exploration.

Location Scout
Tucked away on a quiet acre off East Lake Drive. You get ultimate privacy while remaining less than a 10-minute drive from the ocean, town, and harbor.

Nearby
Grab the provided kayaks and walk down to Lake Montauk (less than a mile away), or take a quick 5-minute drive to the famous surf breaks at Ditch Plains.

The Vibe
Dual hilltop cottages that offer a totally unique, elevated perspective of the island. It’s perfect for groups who want to vacation together but maintain separate, private sleeping quarters.

The Lowdown
Instead of one massive house, this property features two entirely independent cottages landscaped beautifully to form a single estate. It is highly private and offers sprawling, uninterrupted views straight over Gardiners Island and the bay.

Location Scout
Perched on a hilltop overlooking the bay side of Montauk, offering a quieter, more serene environment than the bustling oceanfront strips.

Nearby
You are a short drive from the scenic, rugged trails of Montauk Point State Park and the historic Montauk Lighthouse.

The Vibe
A light-filled, architectural showstopper. Double-height spaces, skylights, and massive sliding glass doors blur the lines between the sleek interior and the sprawling gardens.

The Lowdown
Sleeping 10 guests across five bedrooms, this newly renovated estate sits on over an acre of land. It features a massive 50-foot pool with a hot tub, a lower-level playroom with a billiards and ping pong table, and stunning bathrooms lined with hand-blown ceramic tile.

Location Scout
Located in the highly desirable Hither Hills community. The absolute biggest perk? Guests get keyed access to four private parking lots along the beach that are never crowded.

Nearby
Take advantage of your private parking pass and head straight to the Hither Hills private beach for a crowd-free day on the sand.

The Vibe
Classic Hamptons country club energy. A grand, spacious estate perfectly positioned for those who want to mix morning golf rounds with afternoon pool sessions.

The Lowdown
This sprawling five-bedroom, four-and-a-half-bathroom home is built for entertaining. It features a fully equipped chef's kitchen, a large private pool, and expansive living spaces designed to host a crowd in total comfort.

Location Scout
Centrally located directly on the prestigious Montauk Downs Golf Club, offering beautiful, manicured green views and a deeply peaceful atmosphere.

Nearby
You are literally steps from the first tee at Montauk Downs State Park Golf Course, widely considered one of the best public courses in the country.

The Vibe
Classic Hamptons comfort meets modern convenience. A bright, breezy four-bedroom retreat designed for effortless, laid-back summer living.

The Lowdown
This 4-bedroom, 4.5-bath property offers seamless indoor-outdoor flow with a beautiful private pool area. The real value-add for Montauk veterans is the included beach parking pass, which is absolute gold during the peak summer weekends.

Location Scout
Perfectly positioned to catch the famous Montauk sunsets, giving you that quintessential golden hour glow right from the property.

Nearby
You are just a short walk away from the water where you can watch the sunset drop beneath the horizon, and a very quick drive into the main village for dinner.