
Holiday rentals with breakfast in Montauk
Find and book unique rentals with breakfast on Airbnb
Top-rated rentals with breakfast in Montauk
Guests agree: these breakfast rentals are highly rated for location, cleanliness and more.

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

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.

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.

Casa al Mare Beachfront Retreat with Ocean View
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.

Romantic Retreat - enjoy the fresh ocean breeze
Sleep with the sound of the ocean, wake to bird song in this spacious home with a chef’s kitchen, high ceilings, wood floors. One principal bedroom with king size four poster Balinese beds. 2 bathrooms. Great views. Deeded access to 2 private beaches & minutes away from beautiful parks by the ocean. Perfect for a quiet romantic getaway or for a work brainstorming trip.

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!

Secluded Farmhouse - Studio Apartment Style Unit
Private studio suite with separate entrance and full bath in a modern North Fork farmhouse on a peaceful farm property. Enjoy a screened porch, fire pit, and outdoor seating. Includes mini fridge, Keurig, tea, homemade granola, and seasonal eggs/produce. Attached to our home, so some light household noise is possible. Private chef + yoga services available.

Close to Everything! Family Friendly
A perfect place to enjoy Summer in the Hamptons! Family friendly, airy and bright one floor house with large back yard and new pool (2023). Walkable to East Hampton Village (1 mile) and the famous Main Beach (1.7 mile) on quiet back roads. Perfect location for easy access to East Hampton, Bridgehampton and Sag Harbor!
Popular amenities for rentals with breakfast in Montauk
House rentals with breakfast

Sag Harbor King Bedroom + Pool Private Bath

RENOVATED AND SPACIOUS SUMMER HOME WITH WATER VIEW

Shinnecock Hills — South of the Highway

Sag Harbor Beach Cottage

Winter seaside retreat with sunsets, fireplace

Room #2

SLEEK, RENOVATED SHELTER ISLAND GEM

NEW FULL RENO: Ditch Plains Modern Surf Cottage
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

Cottage King, Water Views, Beaches/Golf/Vineyard

Head of Pond House- Edge of Woods Room
Other holiday rentals with breakfast

Sag Harbor Home, Perfect for the Solo Traveler

Luxury Lifestyle Hotel, Greenport Village, NY

Beautiful Hampton Home, 4 bedroom, heated pool

Relax in this cozy

Porchside at Rose Hill Vineyards & Inn

Waterfront Greenport Stay | Free Breakfast & Pool

S— Modern House

Vine + Sand Southold, NY's Newest B&B-4
Quick stats about holiday rentals with breakfast included in Montauk

Total holiday rentals
Explore 40 holiday rentals in Montauk

Nightly prices starting at
Montauk holiday rentals start at £148 per night before taxes and fees

Verified guest reviews
Over 120 verified reviews to help you choose

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

Holiday rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
40 of Montauk holiday rentals include wifi access

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

4.8 Average rating
Montauk stays are highly rated by guests – averaging 4.8 out of 5!
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