Northwest Harbor Vacation Rentals

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Vacation Rentals in Northwest Harbor

Holiday Specials!!!/Out Door Theater Fire Pit/ Bocce court- WATCH VIDEO!!!

10.0 out of 10, Exceptional, (34)
"This home is quintessentially charming! I arrived late at night, alone. It has a charming curved drive in and there sat the wood home with a large front porch and Forrest behind it. It seemed like little house on a prairie with the porch and dormer windows. The motion lights went on immediately, which I was grateful for. There is a narrow stairwell up to 3 bedrooms, as is customary in older style homes. High ceilings and windows everywhere enhance this property. When I woke there was a family of...
Holiday Specials!!!/Out Door Theater Fire Pit/ Bocce court- WATCH VIDEO!!!

Montauk Manor

3.5 star property
9.2 out of 10, Wonderful, (1087)
"Charming and historic hotel in Montauk. Drive on up or take a taxi from the train station as there are no real sidewalks in this area. The building is beautiful and in great condition thanks to years of care and maintenance. My ground-floor suite came with a kitchenette, living room, and private patio, though I did not make use of the patio as it was 20° in December when I visited. I recommend paying a visit to Monte’s, the hotel restaurant, which appears to be popular among locals and outside...
The price is CA $249
CA $312 total
includes taxes & fees
Jan 4 - Jan 5, 2025
Montauk Manor

Montauk Oceanside Suites

3.0 star property
8.4 out of 10, Very good, (347)
"Needs to have someone man the phones…"
The price is CA $196
CA $238 total
includes taxes & fees
Jan 5 - Jan 6, 2025
Montauk Oceanside Suites

Windward Shores Ocean Resort

3.0 star property
8.8 out of 10, Excellent, (264)
"Stayed for the second time at Windward and have no complaints. will book again next time I'm in Montauk!"
The price is CA $182
CA $239 total
includes taxes & fees
Jan 8 - Jan 9, 2025
Windward Shores Ocean Resort

Cliffside Resort Condominiums

3.0 star property
9.0 out of 10, Wonderful, (207)
"Stove it’s not efficient and refrigerator blocked with the corner of wall"
Cliffside Resort Condominiums

Sagaponack, Hamptons Designer Luxury, Tennis Court and 8 Bedrooms

10.0 out of 10, Exceptional, (18)
"Exceptional property, extremely well designed, location is outstanding; it is a true Hamptons Estate fit ideally for family stays and relaxing experience. "
Sagaponack, Hamptons Designer Luxury, Tennis Court and 8 Bedrooms

Driftwood Resort

3.5 star property
9.0 out of 10, Wonderful, (212)
"We were visiting our so. And just needed an inexpensive..relatively..place to stay….. this was quite convenient…. We had a good night sleep…took a walk to beach..had a great chat with one of the ‘beach boys’ and thought it was lovely……"
Driftwood Resort

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

9.8 out of 10, Exceptional, (97)
"Nothing negative to say. The owner came to greet us on our arrival, and showed us around the property. The house and grounds are family friendly with safety features for toddlers. Plenty of room for a large group. Parking for one car at the beach, and a short walk if all cannot fit in the car. The two outdoor showers are great when returning from the beach."
Hither Hills Beach Retreat; Walk to Ocean Beach & Town; Pool; Jacuzzi; Kid Ready

Montauk Mansion INDOOR + OUTDOOR POOLS

9.6 out of 10, Exceptional, (87)
"Beautiful location, resort and spotless."
Montauk Mansion INDOOR + OUTDOOR POOLS

The Surf Club

3.5 star property
8.6 out of 10, Excellent, (250)
"The pictures of the property showed the bed in the bedroom facing the window with direct ocean views I was dis appointed to find out the bed was moved and no longer faced the ocean view."
The Surf Club

Newly Renovated Montauk Condo with Ocean Views!

9.8 out of 10, Exceptional, (73)
"We love this place! It’s our little home away from home. The location is perfect. Quiet, beautiful sunsets overlooking the water and extremely cozy. Will be our destination for many years to come. "
Newly Renovated Montauk Condo with Ocean Views!

Beautiful Family Home Nestled In The Heart Of Sagaponack

10.0 out of 10, Exceptional, (30)
"Great space and location. We loved the house and enjoyed our stay. "
Beautiful Family Home Nestled In The Heart Of Sagaponack

Gorgeous private Hamptons house with pool and volleyball court

8.4 out of 10, Very good, (17)
"Enjoyed this house in a great location. It was perfect for attending a family wedding!"
Gorgeous private Hamptons house with pool and volleyball court

Mid-Century Fall Retreat: Private Beach, Stunning Sunsets, and Chef's Kitchen!

10.0 out of 10, Exceptional, (81)
"Very relaxing place to stay 2 minutes from the beach and fabulous sunsets. Property was spotless with tons of room. "
Mid-Century Fall Retreat: Private Beach, Stunning Sunsets, and Chef's Kitchen!

Montauk Cozy Beach Studio. Walk to private ocean beach & always pet friendly!

10.0 out of 10, Exceptional, (2)
"Lovely to be away in a spot just hidden enough to be accessible from the main road but not close to it. Near to the beach but not on top of it. Perfect! Quiet, woody, peaceful, restful and pet friendly. A hidden gem. The only thing I regret is not having time to stay longer."
Montauk Cozy Beach Studio. Walk to private ocean beach & always pet friendly!

Adorable New England Cottage, 2 min walk to Beach 🏖️, Available year round

9.8 out of 10, Exceptional, (105)
"Lovely rental; very easy to work with property manager. Clean, close to ocean - would rent again"
The price is CA $344
CA $767 total
includes taxes & fees
Jan 11 - Jan 12, 2025
Adorable New England Cottage, 2 min walk to Beach 🏖️, Available year round

Montauk Manor -1 BR 925 sq. ft. loft in resort overlooking Block Island Sound

9.4 out of 10, Exceptional, (31)
"A great corner condo in the Montauk Manor. Had a wonderful weekend. The condo was clean, and a great size for 3 adults. Got to use all the facilities at the manor. Indoor pool beautiful, sauna. Great restaurant and free shuttle bus to take you to town. Just a great weekend. "
Montauk Manor -1 BR 925 sq. ft. loft in resort overlooking Block Island Sound

Contemporary home, newly built, heated pool and hot tub, large deck and...

9.4 out of 10, Exceptional, (8)
"This house was great! Exactly as pictured. Only callout is the outdoor furniture by the pool needs a really good spray down/wash. Everything else was absolutely great!!"
Contemporary home, newly built, heated pool and hot tub, large deck and...

MONTAUK MANOR-DELUXE STUDIO APARTMENT

10.0 out of 10, Exceptional, (65)
"The place was clean and cozy. The owners could not have been nicer or more accomodating! Thanks for a great stay!"
MONTAUK MANOR-DELUXE STUDIO APARTMENT

70 Year old cottage on 2.8 acres, stunning views and sunsets

8.4 out of 10, Very good, (6)
"We all liove the various Connecticut shore towns, and Ild Lyme was delightful. We revisited some favorite spots, and discovered a few new ones. The vintage appliances were particularly nice to find, and looking at old photos, we realized that the original cottage was really 100 years old!"
70 Year old cottage on 2.8 acres, stunning views and sunsets
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other types of properties in Northwest Harbor you may be interested in

Holiday Specials!!!/Out Door Theater Fire Pit/ Bocce court- WATCH VIDEO!!!

10.0 out of 10, Exceptional, (34)
"This home is quintessentially charming! I arrived late at night, alone. It has a charming curved drive in and there sat the wood home with a large front porch and Forrest behind it. It seemed like little house on a prairie with the porch and dormer windows. The motion lights went on immediately, which I was grateful for. There is a narrow stairwell up to 3 bedrooms, as is customary in older style homes. High ceilings and windows everywhere enhance this property. When I woke there was a family of...
Holiday Specials!!!/Out Door Theater Fire Pit/ Bocce court- WATCH VIDEO!!!

Montauk Manor

3.5 star property
9.2 out of 10, Wonderful, (1087)
"Charming and historic hotel in Montauk. Drive on up or take a taxi from the train station as there are no real sidewalks in this area. The building is beautiful and in great condition thanks to years of care and maintenance. My ground-floor suite came with a kitchenette, living room, and private patio, though I did not make use of the patio as it was 20° in December when I visited. I recommend paying a visit to Monte’s, the hotel restaurant, which appears to be popular among locals and outside...
The price is CA $249
CA $312 total
includes taxes & fees
Jan 4 - Jan 5, 2025
Montauk Manor

Saybrook Point Resort & Marina

3.5 star property
9.4 out of 10, Exceptional, (1009)
"Great views of the harbor "
The price is CA $414
CA $505 total
includes taxes & fees
Jan 12 - Jan 13, 2025
Saybrook Point Resort & Marina
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

Can I find a vacation rental in Northwest Harbor?

Yes, there are vacation rentals close to the most popular attractions in Northwest Harbor, or you can go with a more secluded option if you're looking for relaxation. Northwest Harbor is known for its waterfront and aquarium. Make sure you have time to check out the art while you're in the area.

What's the top vacation rental in Northwest Harbor?

Holiday Specials!!!/Out Door Theater Fire Pit/ Bocce court- WATCH VIDEO!!!: This highly rated vacation home rental in Northwest Harbor is located next to a golf course and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

How many vacation rentals will I find in Northwest Harbor?

Choose from 282 Expedia vacation rentals in Northwest Harbor for a memorable vacation.

What’s there to see and do in Northwest Harbor?

The Hamptons Beaches and Three Mile Harbor are a couple of scenic spots to enjoy the outdoors, whereas LongHouse Reserve is one of the cultural attractions. Sag Harbor State Golf Course and Cedar Point County Park are other places to visit while you're in town.

What’s a vacation rental in Northwest Harbor like?

Vacation rentals are private properties you can book for a couple of days or more in Northwest Harbor. Vacation rentals feature amenities like WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a clean environment, a vacation rental can provide a sense of privacy away from shared hotel elevators and busy front desks while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental a great option for small groups.