
Holiday rentals with breakfast in Montauk
Find and book unique rentals 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 €218 per night before taxes and fees

Verified guest reviews
Over 140 verified reviews to help you choose

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

Holiday rentals with a pool
40 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!
Top-rated rentals with breakfast in Montauk
Guests agree: these breakfast rentals are highly rated for location, cleanliness and more.

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
5.0 out of 5 average rating, 17 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!
5.0 out of 5 average rating, 20 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.
4.98 out of 5 average rating, 51 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
4.97 out of 5 average rating, 30 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
5.0 out of 5 average rating, 16 reviews
Modern Hamptons Home
Escape to a beautifully renovated Hamptons retreat designed for comfort, privacy, and effortless outdoor living. Enjoy a spacious deck and private fenced backyard featuring a unique outdoor lounge, BBQ grill, fire pit, and refreshing outdoor shower. Inside, bright and stylish spaces offer all the comforts of home. Perfect for relaxing, dining outdoors, and creating memorable moments with family and friends, all while being conveniently located near beaches, restaurants, shopping, and local.
4.99 out of 5 average rating, 67 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.
4.94 out of 5 average rating, 18 reviews
Bright and airy East Hampton cottage
Charming East Hampton cottage with heated saltwater pool and pool/guest house. This recently renovated 2000 square foot home is the quintessential Hamptons cottage The location is within walking distance to the town of East Hampton and the train station and there are several ocean beaches within 2 miles. This is the perfect house for a family beach vacation, or a get together with friends. No large groups or parties please. We love our house and our quiet neighborhood!
5.0 out of 5 average rating, 18 reviews
Artists pet friendly apartment and cabin, sauna.
Full apartment with full bathroom 10 minutes to all Hampton towns. Quiet property Walking distance to free SUP boards and canoes and only 2 minute drive to a dog friendly beaches. Extra bedroom is a Cabin in the middle of the property and was a recording studio, now has queen bed, wifi, fridge, micro wave, heat and AC, TV and DVD player but no bathroom. You have your own parking spots, entrance and outdoor dining area and outdoor shower.
4.83 out of 5 average rating, 24 reviews
Romantic Retreat - enjoy the fresh ocean breeze
Celebrate July 4th along the shore. Sleep with the sound of the ocean, wake to bird song in this spacious home with private top roof deck with firework 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 trip. Please note: July 4th is a 2 day booking. All other days you can book single days for lower price of $345 per day.
4.95 out of 5 average rating, 155 reviews
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.
4.79 out of 5 average rating, 164 reviews
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!
4.97 out of 5 average rating, 241 reviewsPopular amenities for rentals with breakfast in Montauk
House rentals with breakfast

Blissful Bridgehampton
4.9 out of 5 average rating, 58 reviews
RENOVATED AND SPACIOUS SUMMER HOME WITH WATER VIEW
4.67 out of 5 average rating, 9 reviews
Historic Scheffer Cottage 1 Block to Private Beach
4.91 out of 5 average rating, 35 reviews
Gorgeous Renovated Bellport Village home w/ Gym
4.93 out of 5 average rating, 30 reviews
The Retreat in Branford
4.97 out of 5 average rating, 73 reviews
Sag Harbor Beach Cottage
4.86 out of 5 average rating, 22 reviews
Family friendly home close to town w/ a huge pool
5.0 out of 5 average rating, 3 reviews
fall seaside retreat: sunsets, fireplace, birds
4.87 out of 5 average rating, 135 reviewsApartment rentals with breakfast

A 1 BR Luxury Apt to relax w/hot tube
4.55 out of 5 average rating, 22 reviews
Queen room with ensuite bathroom

A beautiful 2 BR apt near beach W/hot tube
4.4 out of 5 average rating, 5 reviews
Artists pet friendly apartment and cabin, sauna.
4.83 out of 5 average rating, 24 reviewsBed and breakfast rentals with breakfast

Peaceful Sag Harbor Geodesic Dome home
4.92 out of 5 average rating, 166 reviews
Perfect in SH ~ Private Room Near Village Center
4.97 out of 5 average rating, 178 reviews
1 King, Water Views, Beaches/Golf/Vineyard
4.78 out of 5 average rating, 50 reviews
Vine + Sand Southold, NY's Newest B&B-Room 3
5.0 out of 5 average rating, 21 reviews
Head of Pond House- Edge of Woods Room
5.0 out of 5 average rating, 9 reviews
Private Room in Amagansett Farmhouse
4.85 out of 5 average rating, 34 reviews
SEVEN on Shelter - Queen Room w/Private Bathroom
5.0 out of 5 average rating, 7 reviews
Village ~ Summer Classic Southampton Private Room
4.96 out of 5 average rating, 185 reviewsDestinations to explore
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- Mohegan Sun
- Foxwoods Resort Casino
- East Matunuck State Beach
- Cooper's Beach, Southampton
- Bonnet Shores Beach
- Ocean Beach Park
- Charlestown Beach
- Mystic Seaport Museum
- Mystic Aquarium
- Southampton Beach
- Easton Beach
- University of Rhode Island
- The Breakers
- Soundview Beach
- Second Beach
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- Meschutt Beach
- Orient Beach State Park
- Ditch Plains Beach
- Fort Adams State Park
- Long Island Aquarium





