
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 $281 AUD 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!

Salty Kisses Beach Cottage Milford CT
Salty kisses cottage. Bright clean &Cozy. The perfect getaway. Wake up & enjoy sunrise and catch the sunset on the beach. Beach access across street. Public beach Silver Sands Park@ end rd. 2 miles stretch of beach. Enjoy Lobster rolls, ice cream parlors, marina fresh juice. Live music downtown. Scenic bike route. Bring you Water shoes walk out to famous Charles Island Bird lovers? Private yard w grill, dining table, sundeck, hammock, corn hole. Wifi, Ac, outdoor shower. Close to Tydes/ Yale

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!!

Key West Beach Cottage at Connecticut Shoreline
You're not in Key West - but in Black Point Beach Club, a private community here in charming Niantic on the Connecticut shoreline... A newly remodeled Beach Cottage with all the amenities... 3 beaches, a spacious Clubhouse, Tennis Courts, Basketball Court, and our famous Black Point Grocery Market. Only a 5-minute drive to downtown Niantic with all sorts of quaint shops, bars, restaurants, and tourist attractions - especially our famous Boardwalk that spans our shoreline beach areas !

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.

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 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, the sea, and you! We welcome you home like a captain to port (adult-only, no-pets).

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.

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.
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

Comfortable Spring Escape from NYC!

RENOVATED AND SPACIOUS SUMMER HOME WITH WATER VIEW

Gorgeous Renovated Bellport Village home w/ Gym

Beautiful 4/bedroom Sag Harbor Home /Heated pool

Sag Harbor Beach Cottage

Chic, Modern, Family-Friendly Home in East Hampton
Apartment rentals with breakfast

A beautiful 2 BR apt near beach W/hot tube

Wooster St. Gem | Pizza Nxt Door | Walk Everywhere

Queen room with ensuite bathroom

A 1 BR Luxury Apt to relax w/hot tube

Wooster Retreat | Pizza | Boho
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

The Town View

Head of Pond House- Edge of Woods Room

Private Room in Amagansett Farmhouse

Vine + Sand Southold, NY's Newest B&B-Room 3

Perfect in SH ~ Private Room Near Village Center
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- Beach
- Cooper's Beach, Southampton
- Charlestown Beach
- East Matunuck State Beach
- Ocean Beach Park
- Mohegan Sun
- Bonnet Shores Beach
- Easton Beach
- Second Beach
- Foxwoods Resort Casino
- Mystic Seaport Museum
- The Breakers
- Narragansett Town Beach
- Point Judith Lighthouse
- Hammonasset Beach State Park
- Blue Shutters Beach
- Long Island Aquarium
- Orient Beach State Park
- Amagansett Beach
- Easton's Beach
- Ocean Beach
- Fort Adams State Park
- Wölffer Estate Vineyard
- Meschutt Beach





