Holiday rentals with a home theatre in Suffolk County

Luxury Beachfront Retreat - Modern Shoreline Villa

Welcome to luxury living and the peaceful beach vibes on Cosey Beach! Jutting out into Long Island Sound, guests will enjoy unparalleled waterfront living as waves break directly under your luxury vacation villa. Breathtaking sunrises and sunsets abound from the main living spaces and multiple decks. Descend to your private beach to use one of the provided kayaks or paddle boards, or wander down the street to family friendly fun, including splash pad, casual restaurants, and ice cream counter.

New Chic SH Villa with Pool Sauna Gym Firepit

This newly renovated Southampton home features 4 spacious bedrooms and 3.5 luxurious bathrooms over two floors. The open-concept living area boasts high ceilings and a stunning wall of glass that opens to a serene pool area. Indulge in the spa-like master bath and enjoy gourmet meals prepared in the kitchen equipped with high-end appliances. The seamless indoor-outdoor flow is perfect for entertaining or relaxing. Experience modern elegance and comfort in this exquisite getaway near town.

Fairfield Entire Upstairs Suite / 2Rms + Parking

ENTIRE 2nd FL for up to 2️⃣ adult guests ONLY 2️⃣ Rooms➕Skylit Full Bathroom Exclusive Driveway Parking➕locked entrance leading airbnb, separate from full-time renters on 1st FL Heat & Cool: wall-mounted AC➕portable Dyson ➕ Central AC w/2 sensors - host adjustable remotely TV is Screen only, works with Bluetooth & Chromecast, NO Services Kitchenette: heat/store food (NO cooking), allows affordable stay in affluent Fairfield Town Professional Clean Service Host Assistance Virtually

King 1BR Apt with Cozy Den and Luxury Amenities

This gorgeous apt, located in a brand-new luxury building at the center of New Haven’s historic downtown, offers unparalleled comfort, service, and amenities. You can watch a movie on a 65" HDTV, work in one of 5 co-working spaces, or relax at the pool w/ grills and cabanas. Highlights: • Walkable access to Yale • Deep-clean prior to every guest • Coffee, fresh linens, and bathroom essentials • 24/7 fitness center • Rooftop sun terrace + grills • Entertainment lounge w/ bowling alley

Incredible 9+ Bed Watermill Home Wellness Retreat

Luxury 9000 SF Southampton villa with a heated gunite pool, hot tub, steam shower & sauna, 9-bedroom, 8.5-bathroom, nestled on a quiet cul-de-sac in Watermill. Bright with large windows, e-shades in bedrooms, indoor/outdoor sound system, W/D on every floor (3 sets). Formal dining/living area, chefs' kitchen, TV room, movie room, gym, outdoor kitchen, arcade, pool table, air hockey and foosball. Please read our disclosures & house manual. Not a party house and no events permitted.

Curated Artist Home with New Pool

Light, bright, and conveniently located. 10 minutes to Sag Harbor, Southampton, and Watermill main streets. 5 minutes to Long Beach and 5 seconds to a brand new gunite swimming pool. Next to Elizabeth Morton wildlife preserve with hiking, birding, and beach. Noyack Deli, Bell & Anchor, and Cromers Market nearby. Gigabit internet, heat / AC, high end fixtures and furniture. Substantial artwork. Sustainability focused home. Pets allowed with additional fee.

New & Modern Studio Apartment in Fairfield

This newly reconstructed downstairs stylish, modern, and spacious studio features a queen bed and a queen pull-out sofabed, luxe bathroom including towels and washcloths, sleek kitchen, a 70” TV with surround sound etc. Enjoy a private garden entrance, in-suite laundry, guest-controlled heat, and ceiling fan. Close to Fairfield & Sacred Heart Universities, shops, beach, and quick NYC transit. Comfort and convenience in one chic space!

Charming 2BR Cottage, Walk to Town

Beech Tree Cottage is a charming 2-bedroom, 1-bath, two-story cottage conveniently located in the peaceful historic district of Sag Harbor, NY. It is a 5-minute walk along the waterfront to Main Street and the center of the village. PLEASE NOTE: We have a 2 night MINIMUM stay for bookings and 3 nights on holiday weekends. Please review our house rules before making a request.

Stylish 3BR Escape with Private Office by LI Ferry

Experience the ultimate in modern elegance at our chic Black & White home! 🏡✨ Designed to captivate with an open floor plan and abundant natural light, our stylish abode promises a luxurious and comfortable stay. Whether you're relaxing in the spacious living area or whipping up a gourmet meal in the fully equipped kitchen, every moment here is bound to be memorable.