Holiday rentals with breakfast in Southampton

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Top-rated rentals with breakfast in Southampton

Guests agree: these breakfast rentals are highly rated for location, cleanliness and more.

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Superhost

Home in The Hamptons

Remsenburg Family Resort Style Retreat

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

4.97 out of 5 average rating, 32 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.

Superhost

Home in The Hamptons

4.68 out of 5 average rating, 31 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!

Cottage in Port Jefferson Station

4.8 out of 5 average rating, 469 reviews

The Red Cottage Circa 1936

This cottage is a gem to be found! From the primary room to the charming loft, this cottage can sleep 6! There is a full working kitchen. For those who wish to do exploring, you will be centrally located on LI giving you great ease in using LI rail road (.5 mile) from cottage and Port Jeff Ferry (1mile)from cottage. There is a large fenced in yard with BBQ and outdoor seating if you wish to dine in. Dogs are allowed w/prior notice and a $65 pet fee. You won’t beat this value! Has it All!!

Superhost

Flat in The Hamptons

4.88 out of 5 average rating, 16 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.

Guest favourite

Home in North Fork

4.97 out of 5 average rating, 157 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!)

Superhost

Home in Lake Ronkonkoma

4.59 out of 5 average rating, 139 reviews

Spacious 3 Bdrm Bohemia Holbrook Stony Brook

Clean spacious (3) bdrm, (1) full bath, LR, eat in kitchen, DR, door from kitchen to walk out wood deck King bed, queen bed & full bed. All bedrooms have dressers mirror lighting closets new blinds . All wood flooring through out area except kitchen. This space described is top floor w/ separate front entry door - no contact with separate entry studio below Close to Islip airport, Ronkonkoma train station, and Stony Brook University/Stony Brook Hospital and Brookhaven Hospital

Home in Shoreham

5 out of 5 average rating, 4 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.

Superhost

Guest house in Port Jefferson

New place to stay

The Buccaneer Suite ~ Your Private Seaside Escape

Come be enchanted with The Buccaneer, a private, luxurious yet charming two-bedroom duplex suite nestled within Falaena House Inn - our historic, eco-conscious, adult-only retreat. Blending coastal elegance with maritime spirit, The Buccaneer offers a rare sense of seclusion while placing you a mere two-minute stroll to the beach, local shops & coastal eateries. At Falaena House Inn, we care deeply for the land and sea, and you. We welcome you home like a captain to his port.

Guest favourite

Home in The Hamptons

4.88 out of 5 average rating, 17 reviews

Sag Harbor Beach Cottage

Quaint, clean beach cottage with designer gardens that offer privacy. Conveniently located 2 1/2 blocks from Circle beach and Hidden Cove Marina, it is a short drive into downtown Sag Harbor and a 1/4 mile walk to Trout Pond. and nature trails. Up the street we have a grocery store, liquor store, restaurant and deli. Kayak rentals nearby. Outdoor shower with hot water for rinsing off and a gas grill for outdoor dining. Central AC/Heating system.

Top guest favourite

Guest suite in The Hamptons

4.96 out of 5 average rating, 167 reviews

Be our guest! Central, peaceful & private pool!

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

Superhost

Home in Morgan Point

4.79 out of 5 average rating, 146 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.