Holiday rentals with breakfast in Montauk

A Cheerful 2 - Bedroom Cottage

The cottage is the perfect resting spot for travelers. While staying here you can enjoy nature, farms, vinyards, beaches, golfing, and local attractions. We are conveniently located between the North and South Forks of Long Island. We are in walking distance to the Hampton's Jitney. A 2 min drive to the LIE. And just a 40 min drive to the Orient Pt Ferry. We are 30 mins to The Hamptons, and 5 mins to the LIRR. Most importantly we can assure your stay with us will be, peaceful and comfortable.

Summer Cottage

Cottage in Roses Groves, Southampton, NY. Great location to avoid traffic on 27. Cottage has access to a private beach on the Peconic Bay (5 min walk). 15 min drive to ocean beaches in Southampton, and Southampton village. 10 min drive to Watermill, 20 min to Sag Harbor and BH. A farm and a deli are less than a mile away. Two restaurants nearby Perfect for artists, ocean lovers, book lovers and families. A/C in living room, ceilings fans in bedrooms. Located on a quiet street, very relaxing

Modern & Comfy Retreat ~ Patio & Outdoor Salt Pool

Step into the spacious and modern 3BR 2Bath retreat in a tranquil area near East Hampton Village, sunny beaches, attractions, and historical landmarks. Explore the picturesque area or lounge the day away in the private backyard with the salt pool and hot tub. The stylish design and a rich amenity list will leave you in awe. ✔ 3 Comfortable BRs ✔ Open Design Living ✔ Full Kitchen ✔ Piano ✔ Backyard (Pool, Hot Tub, BBQ, Seating) ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Free Parking See more below!

2BR Hampton's Serenity Getaway w/Kayaks and BBQ

Welcome to our charming 2BR, 1BA Hampton's Retreat apt. in Hampton Bays, NY! Your stay offers a bright, airy space with a large screen TV, board games, and a private work area. The split-unit AC/heating ensures comfort w/ a fenced back yard with BBQ for your family’s pleasure. We're just 1 mile from the bay, 2 miles from the ocean, and only 1.5 miles to the town’s shops, dining, and local happenings. Explore with our Kayaks or relax on the beach with provided beach chairs and towels.

Secluded Farmhouse - Studio Apartment Style Unit

Beautiful, quiet, studio apartment-style unit (private entrance w/full bath) tucked away in a modern farmhouse on a gorgeous, secluded North Fork farm. Guests have exclusive use of screen porch, fire pit, bbq and outdoor seating area. Jess is a private chef and yoga instructor, so be sure to inquire for services! Private hiking trails, fresh eggs, produce from garden, beach gear, Keurig, mini fridge, homemade granola, tea. Fresh eggs, seasonal veg from the garden, and meals (inquire!)

Sag Harbor Private Entry Guest Room + Pool 4 TWO

Private Entry Guest Room Getaway for 2 . The Room has 1 king bed. Great location at 5 mins to Sag harbor/Bridgehampton. 9 minutes to the Ocean. Walkable to a Bay Beach or Sag Village both about 1.5 miles. Fantastic backyard with Salt Water Pool. Crisp and clean with SEPARATE ENTRY. This Room is in the private Lower Level walkout in the home. In Summer SHARED Pool. You can rent this also as a full Apt with Kitchenette living room plus a queen bed. Ask for link Pool OPEN Md-Sept 20th

NEW LISTING: COMPLETELY RENOVATED 4-BED, 3-BATH

Please inquire about availability. Minimum days required in high season. Completely renovated 4-bed, 3-bath, with new floors, paint, bathrooms, appliances, high-speed Wifi, central AC, and grill. Outdoor, in-ground, heated pool! Plenty of space to spread out with your friends and family. Small beach with private access 2 blocks away, with larger beaches less than 1 miles from the property. Minutes away from the best wineries and restaurants that the North Fork has to offer!

Be our guest! Private pool, 2 baths Close to all

Beautiful, bright, spacious King suite w fireplace, two bathrooms & private separate poolside entrance. We are just minutes to beaches, boating, golf, hiking, biking, yoga and wineries. Play games, grill or cozy up fireside w a good book/movie! The space is creatively designed with a nod to natural elements and luxe comfort. Sleep your very best on our super deluxe king sized bed w your choice of pillows. Complimentary coffee/tea/snacks and breakfast treats provided.

A Little Slice of Heaven

Located in the exclusive Lions Head Beach Association, enjoy all the amenities of a waterfront community. Paddle-boards and kayaks are at your fingertips. Enjoy amazing sunsets at your private beach with a glass of rose, relax on your secluded back deck and enjoy the illustrious gardens, or rock in your rocking chair on the front porch. Relaxation is your for the taking! What are you waiting for? Book now!