
Holiday rentals with breakfast in Montauk
Find and book unique Holiday Accommodation with Breakfast on Airbnb
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 $344 NZD 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 and kid-friendly amenities

Holiday rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
40 of Montauk holiday rentals include Wi-Fi 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!
Top-rated Holiday Accommodation with Breakfast in Montauk
Guests agree: These breakfast rentals are highly rated for location, cleanliness and more.

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!

Chic, Modern, Family-Friendly Home in East Hampton
This clean, beautiful, well appointed home is the perfect place for your summer (or winter) getaway! With updated appliances and designer furniture, this chic getaway is both fun and sophisticated. Whether you're a family or a small group of friends, you will make wonderful memories swimming in the heated gunite pool, playing badminton in the yard, grilling on the deck or sipping wine on the balcony. Close to the village, and both bay and ocean beaches! Rental Registry Certificate: RR-25-371

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.

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!!

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.

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.

"Red House on the Knoll" at Indian Cove
Ecape to the charming beach community of Indian Cove in Guilford and unwind in this beautifully renovated 1920s coastal cottage. Full of character and warmth, this spacious retreat blends historic charm with modern comfort-featuring wood floors, high beam ceilings, and a stunning stone fireplace that creates the perfect cozy atmosphere year round.

The Villager
This is a newly renovated studio apartment located in the Village of Patchogue. Walking distance to numerous restaurants, breweries, sports bars and shops. Walking distance to the Long Island Railroad with service to NYC, The Hamptons, Wine Country and Montauk. We are close to the Fire Island Ferries, beaches and parks.

Blissful Bridgehampton
If you want to heat the pool, there will be an extra charge. Very private that sits back on a preserve. 20 by 40 gunite pool. Close to the Hampton Classic. 15 minutes to East Hampton, 10 min Southampton. Bridgehampton and Sag Harbor Town is 5 to 7 minutes away.

Comfortable Spring Escape from NYC!
Topping Rose House is again listing its rooms for the season on AirBnB. The hotel hopes to accept bookings for guests who are escaping the confines of their houses for a couple days. The specific hotel room will be assigned on the day of arrival.
Popular amenities for Montauk Holiday Accommodation with Breakfast
Holiday House Rentals with breakfast

The Bay & Vine Retreat

Casa al Mare Beachfront Retreat with Ocean View

RENOVATED AND SPACIOUS SUMMER HOME WITH WATER VIEW

Private floor with views of Shinnecock Bay!

Gorgeous Renovated Bellport Village home w/ Gym

Beautiful 4/bedroom Sag Harbor Home /Heated pool

Sag Harbor Beach Cottage

seaside retreat with sunsets, fireplace, birdsong
Apartment rentals with breakfast

A beautiful 2 BR apt near beach W/hot tube

Queen room with ensuite bathroom

A 1 BR Luxury Apt to relax w/hot tube

2Br Hampton Family Escape: Beaches, kayaks, BBQ

The Villager
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

Southampton Center ~ Light & Airy Private Room

Head of Pond House - The Mill Pond Suite

Head of Pond House- Edge of Woods Room

Private Room in Amagansett Farmhouse

Vine + Sand Southold, NY's Newest B&B-Room 3
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- Rentals with a fireplace Montauk
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- Rentals with breakfast Suffolk County
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- Rentals with breakfast United States
- Beach
- Cooper's Beach, Southampton
- East Matunuck State Beach
- Charlestown Beach
- Mohegan Sun
- Ocean Beach Park
- Southampton Beach
- Bonnet Shores Beach
- Easton Beach
- Foxwoods Resort Casino
- Mystic Seaport Museum
- Second Beach
- The Breakers
- Narragansett Town Beach
- Point Judith Lighthouse
- Hammonasset Beach State Park
- Long Island Aquarium
- Easton's Beach
- Wölffer Estate Vineyard
- Blue Shutters Beach
- Orient Beach State Park
- Meschutt Beach
- Fort Adams State Park
- Ocean Beach





