Holiday rentals with breakfast in Montauk

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Top-rated Holiday Accommodation with Breakfast in Montauk

Guests agree: These breakfast rentals are highly rated for location, cleanliness and more.

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Guest favourite
A large, heated pool is surrounded by a white deck and a protective fence, offering a safe space for relaxation. The serene setting includes trees in the background, and a modern house is visible with oversized windows reflecting natural light.
Home in The Hamptons
5 out of 5 average rating, 18 reviews

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!

Top Guest favourite
A decorative mailbox featuring a starry night design stands at the entrance, with the number 33 visibly displayed. Bright orange flowers and lush green foliage surround the mailbox, while the cottage is partially visible in the background, framed by a white fence.
Cottage in North Fork
4.98 out of 5 average rating, 41 reviews

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.

Guest favourite
The landscaped backyard features a heated mineral spring pool with clear blue water. Surrounding the pool are loungers and a shaded cabana with a striped canopy. Lush greenery and colorful foliage add to the serene environment.
Home in North Fork
4.96 out of 5 average rating, 23 reviews

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

The spacious kitchen features a large island with seating for four, with natural light streaming in from adjacent glass atrium windows. A coffee maker and a wine fridge are visible, along with modern appliances. Greenery from a nearby potted plant adds a refreshing touch.
Home in The Hamptons
5 out of 5 average rating, 14 reviews

Beautiful Hampton Home, 4 bedroom, heated pool

Beautiful Hampton 4 bedroom, 3 1/2 bath home, with heated pool, outdoor shower, located on one acre,in beautiful upscale neighborhood ,located on quiet cul-da-sac street.Close to Sag Harbor town and beaches. Large 65" TV in huge Cathedral main living room. 65" TV also in large separate den with treadmill. King Size bed on 1St floor with 2 beds next door. New large Spa bathroom on 1st floor. King Size Master bedroom 2nd floor,50"TV ,and en-suite bathroom. 2 beds in add bedroom, with en-suite

The cottage exterior features a welcoming front porch, framed by large glass windows that brighten the space. Lush greenery surrounds the entrance, and a set of steps leads to the doorway. Natural light highlights the inviting Cape Cod design.
Cottage in The Hamptons
4.77 out of 5 average rating, 26 reviews

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

Apartment in Shirley
4.5 out of 5 average rating, 16 reviews

A 1 BR Luxury Apt to relax w/pool & hot tube

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

Guest favourite
A serene coastal sunset is captured over the water, with vibrant sunflowers framing the foreground. The sun dips into the horizon, casting warm hues across the sky and reflecting on the tranquil ocean waves, while lush greenery lines the scenic coastline.
Home in Shoreham
5 out of 5 average rating, 13 reviews

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.

A marina is visible along the calm waters of the Peconic River, featuring numerous boats docked at wooden piers. Lush greenery surrounds the area, while a few decorative flags add color to the scene. The sky shows soft hues of blue and gray, indicating early evening.
Place to stay in North Fork
4.9 out of 5 average rating, 49 reviews

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.

A bright living area features a large cream-colored sofa facing a wooden coffee table. Natural light filters through window blinds, illuminating the space. An elegant spiral staircase ascends to the loft, while the adjacent kitchen is visible through an open layout.
Home in The Hamptons
4.86 out of 5 average rating, 22 reviews

Sag Harbor Beach Cottage

Quaint, clean beach cottage with designer gardens that offer privacy. Conveniently located 2 1/2 blocks from Circle beach and Hidden Cove Marina, it is a short drive into downtown Sag Harbor and a 1/4 mile walk to Trout Pond. and nature trails. Up the street we have a grocery store, liquor store, restaurant and deli. Kayak rentals nearby. Outdoor shower with hot water for rinsing off and a gas grill for outdoor dining. Central AC/Heating system.

Superhost
Apartment in The Hamptons
4.84 out of 5 average rating, 31 reviews

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.

A spacious beach house is set against a backdrop of lush greenery, surrounded by mature trees. The structure features large windows that invite natural light. A driveway leads up to the home, partially visible in the foreground.
Home in Shelter Island Heights
4.63 out of 5 average rating, 8 reviews

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.

Guest favourite
A cozy bedroom featuring a spacious bed dressed in soft linens is positioned against a light-colored wall. Natural light filters through two windows, casting gentle shadows on the warm wooden floor. A ceiling fan hangs overhead, and a mirror and chair add functional elements to the space.
Home in North Fork
4.97 out of 5 average rating, 185 reviews

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

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 $339 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!

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