
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.

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.

Gorgeous Renovated Bellport Village home w/ Gym
Lovely beach getaway with all the comfort of home. Fully updated 3-bedroom, 2-bath home set on .35 acre just a short walk to local shops, restaurants and ferry to HoHum, Bellport Village's private beach on Fire Island. Spacious backyard with stunning saltwater pool, large deck + BBQ. Wide, light-filled open plan kitchen, dining + living space that accommodates up to 8 adult guests. New AC system, fast WiFi, smart TV w/ Netflix, Hulu, HBO, Washer/Dryer, Dishwasher, Alarm, large driveway. Peloton.

NEW: Charming East Hampton home w/ POOL!
Welcome to our charming 3 bedroom, 2.5 bath, 1,700+ SF home. Enjoy the heated pool all summer or relax by the fireplace in the fall and winter months. Sunlight shines through two skylights and oversized windows for the beautiful natural light that East Hampton Springs are famous for. We are just a few minutes drive to all EH bay and ocean beaches as well as EH Town and Amagansett Village. Countless restaurants, shops, farmer's markets, vineyards, art galleries, etc. are all very close by!

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.

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

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

A 1 BR home away from home to relax and unwind.
Experience relaxation and style in this luxurious, With modern décor and an open floor plan, this serene retreat offers the perfect “home away from home.” Located just 3 minutes from the train station and a 6-minute drive to the beach, you’ll enjoy the best of both worlds. Unwind in the spacious living area. Whether you’re traveling with family or friends, this space makes quality time effortless. Escape, explore, and enjoy — your perfect getaway awaits. https://www.airbnb.com/l/omZEnqfH

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!)

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.

2Br Hampton Family Escape: Beaches, kayaks, BBQ
Holiday Retreat ready for you to enjoy. 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.

RENOVATED AND SPACIOUS SUMMER HOME WITH WATER VIEW
Steps from the beach, this beach house is the perfect destination to enjoy beautiful Shelter Island. Recently renovated summer home across a private beach with large windows, and a sizable garden. Ideal for families, couples or single people. There are bikes at the house, a grill, wifi, games, TV and internet, Xbox etc. You wake up to the sound of birds chirping and nature.

The Unhampton
This Brookhaven Hamlet detached space (totally separate) is for people who love nature and preserved quiet spaces. Fire Island is a ferry ride away, Manhattan is one hour by train and the Hamptons are a 25 minute ride.15 minutes from the restaurants and coffee shops in Patchogue and just a couple of minutes from Bellport Village. Centrally located and truly peaceful!
Popular amenities for rentals with breakfast in Southampton
House rentals with breakfast

Amagansett Summer Retreat by the Bay Beach

Sag Harbor Home, Perfect for the Solo Traveler

Comfy 2nd floor bedroom in quaint beach community

Sag Harbor King Bedroom + Pool Private Bath

Beautiful Hampton Home, 4 bedroom, heated pool

Kayaks Serenity Sag Harbor Village

Shirley Modern House

Noreen's Get Away No 1
Bed and breakfast rentals with breakfast

SEVEN on Shelter - Queen Guest Room

1 King, Water Views, Beaches/Golf/Vineyard

Village ~ Summer Classic Southampton Private Room

Vine + Sand Southold, NY's Newest B&B-Room 2

Southampton Center ~ Light & Airy Private Room

Head of Pond House - The Mill Pond Suite

Head of Pond House- Edge of Woods Room

Perfect in SH ~ Private Room Near Village Center
Other holiday rentals with breakfast

Direct Waterfront Stay | Free Breakfast. Pool. Bar

Sag Harbor Queen Bedroom + Pool Private Bath

Sag Harbor King 1st Floor Bdr + Pool Private Bath

Greenport Waterfront | Free Breakfast. Pool+ Bikes

Waterfront Greenport Stay | Free Breakfast & Pool

Greenport Harbor Stay | Pool. Free Breakfast. Bike

Steps to the Sound | Free Breakfast. Pool. Bar.

Vine + Sand Southold, NY'S Newest B&B-Room 1
Quick stats about holiday rentals with breakfast included in Southampton

Total holiday rentals
Explore 20 holiday rentals in Southampton

Nightly prices starting at
Southampton holiday rentals start at £166 per night before taxes and fees

Verified guest reviews
Over 600 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Southampton holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Southampton rentals

4.9 Average rating
Southampton stays are highly rated by guests – averaging 4.9 out of 5!
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