Holiday Rentals in Montauk

689 available vacation rental offers

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Montauk holiday rentals
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Montauk holiday rentals: compare the best deals

Best family friendly Montauk holiday rentals

Among the 689 accommodations in Montauk, here are the 4 best family friendly rentals

Sea Crest - Montauk
9.0 1325 reviews
Montauk
07/28 – 07/30
HK$7379/nighttotal: HK$14758 (2 )

Sea Crest

1 2
resort , Napeague
Sea Crest, a resort in Amagansett, is located just a short drive from Montauk and Hither Hills, offering a peaceful escape from the hustle and bustle. The resort has received excellent ratings for its location and cleanliness, with very good feedback overall.
Each room at Sea Crest is equipped with a sofa, TV, kitchenette, balcony, and dining area, providing comfortable and well-equipped living spaces. Guests can enjoy a refreshing dip in the outdoor pool, play a game of tennis, or grab a snack from the vending machines, all within the resort.
Spacious Montauk Lake Waterfront Property - Montauk
10 7 reviews
Montauk
07/15 – 07/20
HK$43097/nighttotal: HK$215485 (5 )

Spacious Montauk Lake Waterfront Property

1 3
apartment , Montauk
This luxurious five-bedroom Montauk lake house, sleeping up to eleven guests, enjoys a private waterfront location with direct lake access, a five-minute drive or ten-minute cycle from the town centre and beach, and two minutes from a public golf course.
The property boasts a heated saltwater pool (seasonal, 1st October – 23rd May, heater available for £40/day), a finished basement with recreation room and gym, kayaks and paddleboards, and an EV charger; all within easy reach of Montauk's attractions.
Ocean Vista Resort - Montauk
8.8 919 reviews
Montauk
07/28 – 07/30
HK$4159/nighttotal: HK$8318 (2 )

Ocean Vista Resort

1 2
resort , Napeague
Ocean Vista Resort is located in the dunes between East Hampton and Montauk, a short distance from Napeague, with Montauk Downs State Park Golf Course 6.2 miles away. The resort has received very good ratings for cleanliness and user experience, and an excellent rating for its location.
The resort features a range of accommodation options, each equipped with cable TV, air conditioning, and a seating area. Guests have access to a swimming pool, sauna, tennis court, and a private beach with amenities such as chairs, umbrellas, and towels.
Ditch Plains 4 Bedroom Cottage - Montauk
10 2 reviews
Montauk
09/18 – 09/21
HK$4754/nighttotal: HK$14262 (3 )

Ditch Plains 4 Bedroom Cottage

1 7
apartment , Montauk
This four-bedroom cottage is ideally situated in Ditch Plains, a renowned surfing spot in Montauk, just a short distance from the iconic Montauk Lighthouse and the bustling village centre. The property boasts a spacious layout, comfortably accommodating up to nine guests, and is fully equipped with modern amenities, including a kitchen, air conditioning, and a private garden.

Best Montauk holiday rentals with a pool

Among the 689 accommodations in Montauk, here are the 4 best rentals with a pool

Hither Hills Beach Retreat; Walk To Ocean Beach & Town; Pool; Jacuzzi; Kid Ready - Montauk
9.8 109 reviews
Montauk
08/29 – 09/05
HK$16341/nighttotal: HK$114387 (7 )

Hither Hills Beach Retreat; Walk To Ocean Beach & Town; Pool; Jacuzzi; Kid Ready

4 4
apartment , Montauk
This beach house in Montauk is located just 1.6 kilometres from The Hamptons Beaches, Kirk Park Beach, and Second House Museum, offering easy access to the area’s attractions. The property has received excellent user ratings, indicating a high standard of comfort and service.
The house spans 223 square metres and comfortably accommodates up to 12 guests. It features a private pool, a fenced yard, a playground, barbecue grills, a fully equipped kitchen, free Wi-Fi, and a fireplace, ensuring a relaxing and enjoyable stay.
Montauk House With Pool - Montauk
9.8 36 reviews
Montauk
07/11 – 07/18
HK$20781/nighttotal: HK$145467 (7 )

Montauk House With Pool

4 4
apartment , Montauk
This apartment is located just 800 metres from Montauk's beach and town centre, offering easy access to the area's attractions. It has received excellent ratings for user experience, location and cleanliness.
The apartment spans 279 square metres and can comfortably accommodate up to eight guests. It features a spacious open-plan design, two master suites, a private pool and deck, a garden, a spa, a tennis court, and a range of other amenities for a relaxing and enjoyable stay.
One Of A Kind Oceanview Cottage - Montauk
9.8 10 reviews
Montauk
06/27 – 07/04
HK$11674/nighttotal: HK$81718 (7 )

One Of A Kind Oceanview Cottage

2 2
apartment , Montauk
This charming cottage is situated on Old Montauk Highway, just a short walk from the beach and the bustling town centre. The cottage has received excellent reviews from previous guests, highlighting its comfortable and spacious environment.
The two-bedroom property can accommodate up to six guests and features a fully equipped kitchen, a large garden, a swimming pool and a convenient outdoor shower. Enjoy magnificent ocean views from the front deck and the backyard pool, and take advantage of the cottage's proximity to Camp Hero State Park and Montauk Point Lighthouse.
Private Hither Woods Retreat, Close To Ocean - Montauk
10 15 reviews
Montauk
09/05 – 09/08
HK$23552/nighttotal: HK$70656 (3 )

Private Hither Woods Retreat, Close To Ocean

4 5
apartment , Montauk
This charming Montauk house is located just half a mile from the beach and a short drive from the town centre, offering a peaceful retreat close to all the action. The property consistently receives excellent ratings for its location, cleanliness and overall experience.
The house has four bedrooms and three bathrooms, comfortably accommodating up to ten guests. Guests can enjoy a range of amenities, including a private pool, a spacious garden, a fully equipped kitchen, and comfortable living areas, ensuring a relaxing and enjoyable stay.

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Best Montauk holiday rentals with a balcony

Fantastic Family & Friends Getaway Montauk House - Any Season! - Montauk
10 28 reviews
Montauk
09/18 – 09/21
HK$19411/nighttotal: HK$58233 (3 )

Fantastic Family & Friends Getaway Montauk House - Any Season!

6 7
apartment , Montauk
This family-friendly house in Montauk is just a short walk from Fort Pond and The Hamptons Beaches, with Kirk Park Beach and Fort Pond Bay Beach also within 2.4km. It has consistently received excellent ratings from previous guests.
This five-bedroom property comfortably accommodates up to 14 guests and comes equipped with a fully fitted kitchen, a spa, a terrace, and a garden. You can enjoy a relaxing soak in the jacuzzi, cook up a storm in the kitchen, or simply unwind on the terrace with stunning views of the surrounding area.
Brand New Waterfront - Chic & Sophisticated Unit # 703 - Montauk
10 7 reviews
Montauk
09/05 – 09/08
HK$10380/nighttotal: HK$31140 (3 )

Brand New Waterfront - Chic & Sophisticated Unit # 703

2 5
resort , Montauk
Brand New Waterfront - Chic & Sophisticated Unit # 703 is situated in the Culloden Shores neighbourhood of Montauk, just a short walk from the harbour, town docks, and restaurants, with easy access to the bay beaches, ocean surfing, and Montauk Point Lighthouse. This property has received excellent reviews from previous guests, highlighting its comfortable and luxurious amenities.
The apartment has two bedrooms and three bathrooms, accommodating up to six guests. This modern apartment features a gourmet kitchen with European appliances, a private deck with lake views, and a kids' bedroom with a custom-designed bunk bed, ensuring a comfortable and enjoyable stay for the whole family.
Brand New Waterfront - Chic & Sophisticated Unit # 702 - Montauk
Montauk
07/15 – 07/20
HK$10123/nighttotal: HK$50615 (5 )

Brand New Waterfront - Chic & Sophisticated Unit # 702

2 3
resort , Montauk
Brand New Waterfront - Chic & Sophisticated Unit # 702 is located in the Culloden Shores neighbourhood of Montauk, just a short distance from the harbour, town docks, restaurants, and bay beaches, as well as the ocean surfing at Ditch Plains and Montauk Point Lighthouse. This two-bedroom, three-bathroom apartment comfortably sleeps six guests. The apartment offers a modern design with wide oak plank floors, custom furniture and cabinetry, stone counters, European appliances, and spa baths, as well as a spacious living area with a gourmet kitchen and a large private deck overlooking Lake Montauk.
Summerlight Estate By Rove Travel - Villa With Pool - Montauk
Montauk
09/12 – 09/14
HK$16079/nighttotal: HK$32158 (2 )

Summerlight Estate By Rove Travel - Villa With Pool

1 2
house , Montauk
Summerlight Estate, a spacious residence in Montauk, is a 19-minute walk from Hither Hills State Park and 3.5 kilometres from the Second House Museum.
This air-conditioned dwelling offers 249 square metres of living space, accommodating up to nine guests with four bedrooms and five bathrooms, complete with a fully equipped kitchen, swimming pool, terrace, and garden.

Best Montauk holiday rentals with parking

Blackberry Private Home With Jacuzzi Yearlong - Montauk
9.0 4 reviews
Montauk
08/04 – 08/06
HK$13937/nighttotal: HK$27874 (2 )

Blackberry Private Home With Jacuzzi Yearlong

4 4
apartment , Springs
This Springs holiday home is situated less than 1.6km from the Pollock-Krasner House and Study Centre and Three Mile Harbour, and within 4.8km of the Leiber Collection and the Hamptons beaches, offering easy beach access.
The four-bedroom, three-bathroom property sleeps eight guests and boasts a fully equipped kitchen, spa, terrace, garden, free Wi-Fi, smart TV, fireplace, barbecue grills, and washing machine.
Hero Beach Club - Montauk
8.9 425 reviews
Montauk
07/20 – 07/21
HK$5907/nightfor 1 night

Hero Beach Club

1 2
resort , Montauk
Hero Beach Club is situated directly on the Montauk beachfront, a short drive from the historic Montauk Point Lighthouse and the charming town centre. The hotel has received very good user ratings and excellent ratings for location and cleanliness.
The hotel offers a range of amenities and activities, including a swimming pool, a spa, and a restaurant. Guests can also enjoy stunning ocean views from their rooms, many of which have balconies or decks.
Secluded 1 Br Cottage On The Lake, Close To Ditch With Os Shower & Fabulous Yard - Montauk
9.8 166 reviews
Montauk
07/28 – 07/30
HK$6008/nighttotal: HK$12016 (2 )

Secluded 1 Br Cottage On The Lake, Close To Ditch With Os Shower & Fabulous Yard

1 2
apartment , Montauk
This family-friendly house is located in a tranquil rural setting, just a short distance from Amsterdam Beach State Park and The Hamptons Beaches, with Ditch Plains Beach and Lake Montauk within 1.6 kilometres. The property has received excellent ratings for its location, cleanliness, and overall user experience.
The house is a comfortable and spacious one-bedroom accommodation with a floor area of 46 square metres and a capacity for four guests. Guests can enjoy a range of amenities, including a garden, a terrace, a tennis court, and free Wi-Fi, making it an ideal choice for families and groups looking for a relaxing and enjoyable getaway.
Cozy Cottage On Fort Pond Lake. - Montauk
10 19 reviews
Montauk
07/02 – 07/06
HK$5603/nighttotal: HK$22412 (4 )

Cozy Cottage On Fort Pond Lake.

1 2
cottage , Montauk
This charming cottage is located just 1.6 kilometres from Fort Pond and The Hamptons Beaches, offering a peaceful retreat close to the vibrant coastal scene. The cottage is highly rated by guests, receiving excellent reviews for its comfort and convenience.
The self-catering accommodation sleeps up to four guests in one bedroom and one bathroom. Guests can enjoy a range of amenities including free Wi-Fi, a barbecue grill, and a patio for outdoor relaxation, making it ideal for a family getaway or a romantic escape.
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