Vacation rentals with breakfast in Montauk

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Top-rated accommodations with breakfast in Montauk

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Superhost

Home in The Hamptons

Luxury Hampton Home Near Bay 4 beds 4 Baths

Located in the quiet hamlet of Remsenburg, 70 miles East of NYC, four bedroom home has it all. Situated on a quiet park like setting 600’ from the waters edge. Take a short walk to the water or longer walks to view historical estates. Two miles from Westhampton or Eastport Main Streets where you will find eateries and shops. Open floor plan so you can socialize while preparing dinner. Resort style backyard with huge heated pool, swim spa jacuzzi, peloton bike, game room, in and outdoor dining.

Guest favourite

Cottage in North Fork

4.98 out of 5 average rating, 40 reviews

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.

Top guest favourite

Home in The Hamptons

5 out of 5 average rating, 10 reviews

Beautiful 4/bedroom Sag Harbor Home /Heated pool

Spacious 4 bedroom, 3 1/2 bathrooms,Heated pool with outdoor shower.Located on one acre, in beautiful upscale neighborhood,at end of quiet cul-de-sac street. Large 65"TV in huge cathedral ceiling main living room . 65'screen TV in large separate den,with treadmill. King size bed on 1st floor bedroom with 2 beds next door New large Spa bathroom on 1st floor. King size master bedroom 2nd floor,55"TV,with en-suite 2 beds in add bedroom, with en-suite bath July and August are Monthly Rentals

Superhost

Home in The Hamptons

4.69 out of 5 average rating, 32 reviews

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!

Guest favourite

Apartment in The Hamptons

4.89 out of 5 average rating, 28 reviews

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.

Top guest favourite

Home in North Fork

4.98 out of 5 average rating, 176 reviews

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!)

Home in Shoreham

5 out of 5 average rating, 10 reviews

Beach home waterfront LI amazing view 3/3 bed bath

Beach front home with spa/ PRIVATE BEACH , Water park, wineries, aquarium & ocean within20 min. Granite covered barbecue, wet bar and 55” TV . Fire pit, comfortable seating while watching sunrise or sunset from your overlook onto LI SOUND. 3 bedroom , 3 full bathroom with 2 queen beds and 1 king. Enjoy spectacular views from the windows with cozy relaxed living and dining areas. Day trip to Hamptons, Montauk all attractions and highways. Hiking trails , parks and recreation.

Place to stay in North Fork

4.9 out of 5 average rating, 49 reviews

The Waterfront Suite on the Peconic River 💙

One spectacular suite by the water's edge, specially designed to bring the natural beauty of the Peconic River into a room full of comfort and leisure. Featuring coastal designed furnishings, indulgent fabrics and timeless colors, this second-floor suite overlooking the Peconic River has a relaxing living room, kitchen, dining area, along with a king bedroom, modern bathroom with shower, and an intimate wraparound veranda with cozy outdoor seating to enjoy the panoramic views.

Top guest favourite

Guesthouse in Guilford

4.98 out of 5 average rating, 97 reviews

Page Guest House

Updated, private detached guest house in the center of Guilford's historic district just steps from the town center. The guest house is completely renovated. Walk to everything including shops and restaurants. Town Beach and doc are just under 1.5 miles away. The second bedroom has a twin bed. You have to walk through twin room to get to master. Apartment is one floor with no steps. Bathroom is tiled and shower is walk in with no lip or tub and is easily accessible.

Top guest favourite

Guest suite in The Hamptons

4.97 out of 5 average rating, 172 reviews

Be our guest! Private, separate entry Close 2 all

*Pool closes 9/25/25 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/treats

Home in The Hamptons

5 out of 5 average rating, 3 reviews

Family friendly home close to town w/ a huge pool

Have fun with the whole family at this stylish place. -3 Bedroom (2 King / 1 Queen) -2 Bathroom (1 renovated and off master bedroom) other not renovated, shared by 2 other bedrooms -EXTRA LARGE, heated, saltwater pool (BRAND NEW) with automatic cover and lights. -Huge backyard, great for entertaining with multiple seating areas. -5 minutes to East Hampton Town and 7 to Sag Harbor Town -Basketball hoop in driveway

Superhost

Home in Morgan Point

4.79 out of 5 average rating, 156 reviews

Casa al Mare Beachfront Retreat Oceanview

Welcome to Casa al Mare! If you are looking for a place to relax and recharge, look no further. Enjoy this spectacular direct waterfront home while still very close to the city. Yale and downtown New Haven are 15 minutes away. Step out of the glass doors to the patio and walk on the sandy beach! Relax, walk on the sand or swim in Long Island Sound. Stunning water views await you every day.