Holiday rentals with breakfast in Southampton

Find and book unique rentals with breakfast on Airbnb

Top-rated rentals with breakfast in Southampton

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

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Guest favourite

Cottage in North Fork

4.97 out of 5 average rating, 29 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.

Guest favourite

Home in East Hampton

4.77 out of 5 average rating, 26 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, 458 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!!

Flat in North Fork

4.7 out of 5 average rating, 56 reviews

By The Bay B&B, Cutchogue, NY

A cozy, secluded and very private 1BD apartment located in the exclusive Fleets Neck community of Cutchogue. We are surrounded in walking distance by waterways, to Pequash Beach, Fleets Neck private beach, Wickham Creek and Cutchogue Harbor! Easy Access to all and there is no charge for entry. Attractions nearby Cutchogue, the heart of the North Fork, centrally located are an abbundance of wineries, shopping, restaurants and more - all in the Sunniest Place of all New York State!

Superhost

Flat in Hampton Bays

4.85 out of 5 average rating, 13 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

4.97 out of 5 average rating, 147 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, 138 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

Superhost

Guest suite in Sag Harbor

5 out of 5 average rating, 7 reviews

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

Guest favourite

Home in North Fork

4.91 out of 5 average rating, 23 reviews

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!

Top guest favourite

Guest suite in East Hampton

4.96 out of 5 average rating, 162 reviews

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.

Top guest favourite

Guest house in Guilford

4.99 out of 5 average rating, 89 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.

Home in East Hampton

4.67 out of 5 average rating, 6 reviews

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!