
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.

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.

POOL + Beach Oasis! Winter deals 2+ nights!
Chef kitchen: 2 ovens/lux app's/coffee bar w/ Nespresso/Keurig 2 living rooms Dining room seats 10 1st floor Primary Suite: king bed, gas fireplace, furnished deck overlooking pool, 4 piece bath: huge shower & jacuzzi tub 2 of 4 Guest rooms on 1st fl Gym/yoga rm: bench + weights (no treadmill) TV's in bedrooms inc. Firesticks Fenced backyard oasis w/ heated mineral spring pool, loungers, shaded cabana, outdoor dining, & Weber BBQ, outdoor shower Kitchenette in den/office Central AC/heat/fans

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

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.

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.
Popular amenities for rentals with breakfast in Montauk
House rentals with breakfast

The Bay & Vine Retreat

Comfortable Spring Escape from NYC!

RENOVATED AND SPACIOUS SUMMER HOME WITH WATER VIEW

Gorgeous Renovated Bellport Village home w/ Gym

Sag Harbor Beach Cottage

seaside retreat with sunsets, fireplace, birdsong

SLEEK, RENOVATED SHELTER ISLAND GEM

NEW FULL RENO: Ditch Plains Modern Surf Cottage
Apartment rentals with breakfast

A beautiful 2 BR apt near beach w/pool & hot tube

Queen room with ensuite bathroom

A 1 BR Luxury Apt to relax w/pool & 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

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

Perfect in SH ~ Private Room Near Village Center
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 £150 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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- Cooper's Beach, Southampton
- Charlestown Beach
- East Matunuck State Beach
- Ocean Beach Park
- Mohegan Sun
- Bonnet Shores Beach
- Easton Beach
- Second Beach
- The Breakers
- Mystic Seaport Museum
- Foxwoods Resort Casino
- Narragansett Town Beach
- Point Judith Lighthouse
- Hammonasset Beach State Park
- Long Island Aquarium
- Amagansett Beach
- Orient Beach State Park
- Easton's Beach
- Ocean Beach
- Fort Adams State Park
- Wölffer Estate Vineyard
- Meschutt Beach
- Mystic Aquarium
- Cliff Walk





