Kid-friendly holiday rentals in Northwest Harbor

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Popular amenities for Northwest Harbor family-friendly rentals

Kid-friendly house rentals

Top guest favourite
Home in Sag Harbor
4.89 out of 5 average rating, 90 reviews

The Cooper-Burke House

EmilyRating, 5 stars1 month ago
This house couldn’t have been in a more perfect location to easily walk into town. Very clean and communication was very easy. Perfect spot if you’re looking to be in downtown sag harbor
Superhost
Home in East Hampton
4.89 out of 5 average rating, 38 reviews

⭐Walk to the Village ❤ of East Hampton

AndreaRating, 5 stars2 weeks ago
Absolutely lovely little cottage in a very peaceful part of East Hampton even though it’s walkable to absolutely every restaurant and store in the E. Hampton Square. The hosts were wonderful and very helpful and responsive.
Superhost
Home in East Hampton
4.88 out of 5 average rating, 111 reviews

Modern East Hampton Home w/ Heated Saltwater Pool

MariaRating, 5 stars1 month ago
Beautiful home, very clean, spacious and comfortable to stay with the family. We used the grill on multiple occasions and it was easy to use. The fire pitt was also enjoyable. The kitchen was well stocked, would bring own source of caffeine if you’re picky with your coffee though. Stephen, the host was very responsive and easy to reach when asked questions. The one thing I would recommend is to check in with the host if the pool is available to use prior to booking. Overall a great experience, would stay with them again.
Superhost
Home in East Hampton
4.74 out of 5 average rating, 89 reviews

Clean Home Pool Cent-Loc. Quiet Reserve Pet Friend

AntoineRating, 5 stars9 months ago
Mike is a great host with helpful recommendations and plenty of advice. The house is amazing. Well located, calm, clean and so convenient. The pool is huge and very deep. Everything is perfect. Felt like at home. We will be back
Top guest favourite
Home in East Hampton
5 out of 5 average rating, 18 reviews

Enchanted Story Book Home

Jessie & BenRating, 5 stars2 days ago
We had a wonderful stay at Doug’s! We enjoyed the neighborhood of Springs within East Hampton. It was under 25 minutes’ drive to get to other parts of the Island as well, including Montauk and Sag Harbor. It’s close to a supermarket, tons of restaurants and shops, and of course the local beaches! The home itself was beautiful, spotless, and peaceful, with a fully fenced yard that our dogs very much enjoyed. We were grateful to have such a quiet, woodsy environment in the bustling summer Hamptons! We would love to come back.
Guest favourite
Home in East Hampton
4.89 out of 5 average rating, 79 reviews

Your private Hamptons oasis; 1 block to waterfront

IsabelRating, 5 stars1 month ago
Beautiful home worth the stay
Top guest favourite
Home in East Hampton
4.95 out of 5 average rating, 233 reviews

Private beach, fully updated house, on 2 acres.

TenleyRating, 5 stars1 month ago
The house was clean, well-decorated, had all the things we needed, and private, with a long wooded lot leading down to the bay. We women friends were totally comfortable there. When we couldn’t find the entrance to the driveway off the main road, she stayed on the phone & directed us until we found it. Excellent choice!
Superhost
Home in East Hampton
4.84 out of 5 average rating, 101 reviews

East Hampton Oasis - Pool and Hot Tub

MaryRating, 5 stars2 weeks ago
We had the most beautiful weekend stay at Tim’s home! Everything is accurately described and the pool and hot tub were amazing!! All the beds were very comfortable. Was perfect for a 5 girl weekend getaway!! Tim was incredibly communicative and checking in was a breeze. The location is PERFECT in East Hampton!! So many amazing restaurants and bars nearby. 100% will stay here again for my next Hamptons trip. Thank you so much Tim!!

Family-friendly apartment rentals

Guest favourite
Flat in Sag Harbor
4.96 out of 5 average rating, 156 reviews

Hamptons Hills Escape

BeccaRating, 5 stars1 week ago
We had a great weekend at Nicholas’s place. It was very peaceful in the woods, and we enjoyed using the record player and looking through the books spread throughout the studio. Nicholas was very responsive when I texted with questions and we used his provided recommendations to find breakfast and dinner. We’d definitely stay here again!
Guest favourite
Flat in Old Lyme
4.9 out of 5 average rating, 200 reviews

Private apartment in historic Old Lyme mansion

LisaRating, 5 stars3 days ago
We had a fantastic stay! Hosts were wonderful, and we loved the thoughtful touches like the fresh flowers that welcomed us! Beautiful home!
Guest favourite
Flat in Shelter Island Heights
4.91 out of 5 average rating, 250 reviews

Squire Chase House

GinaRating, 5 stars3 days ago
This was a very comfortable place to stay. Located conveniently close to the North Ferry. It’s above the local bookshop and has a wonderful balcony overlooking the town. Beds were comfortable, showers got nice and hot with good water pressure and couches were comfortable as well. There is also a great coffee shop right across the street. We loved our stay here and we are looking forward to booking again in the future. Highly recommend.
Guest favourite
Flat in East Hampton
4.96 out of 5 average rating, 113 reviews

Renovated Guest Cottage close to E.Hampton Village

DavidRating, 5 stars3 days ago
Amazing place. Sally and Eric were great. Even gave me pointers on where to catch pickleball in the afternoons after a long beach day. 100% recommend.
Guest favourite
Flat in North Fork
4.95 out of 5 average rating, 122 reviews

Bright, Southold Studio Apt near beach & town

GeoffreyRating, 5 stars1 week ago
It was such a pleasure spending a weekend in Claire’s studio. The studio is very clean and comfortable, and my wife and I particularly appreciated the kitchenette, which allowed us to prepare a dinner one night and make our own pour-over coffee in the morning. We also loved hearing the birds as we woke up in the morning. And the location is terrific—an easy walk to the Southhold town center and a quick drive to other surrounding attractions like Greenport, nearby beaches, and wineries. Highly recommend!
Guest favourite
Flat in Port Jefferson Station
4.9 out of 5 average rating, 119 reviews

The Elite Enclave

JonathanRating, 5 stars2 days ago
The place was very nice clean and peaceful I really enjoyed it.
Guest favourite
Flat in North Fork
4.94 out of 5 average rating, 101 reviews

Private 1st flr apt w/ patio 3 blocks from beach

EmelieRating, 5 stars4 days ago
We loved staying at Melissa’s place. It was small but perfect size for three. It was also so peaceful sitting out in the yard! Super close to the beach and downtown greenport. Would stay again!
Guest favourite
Flat in North Fork
4.96 out of 5 average rating, 248 reviews

Greenport Village View - Walk Downtown 2BR/1BA

MattRating, 5 stars3 weeks ago
Danielle’s place was perfect - easy to check in, good communication, great location, super clean and comfortable. Thank you, Danielle!

Family-friendly apartment rentals

Superhost
Apartment in Downtown New Haven
4.84 out of 5 average rating, 286 reviews

Stunning, Spacious, Spotless. Close to Yale.

DaltonRating, 5 stars3 weeks ago
Great spot and at a really good price. Was visiting for a Yale event and was near enough to feel close without being too close to downtown. The area around the place is also super cute and not one I had explored previously. Huge plus for some good coffee shops nearby and of course Pepe’s. Camila was a great and responsive host. 10/10 would recommend Camila and this spot.
Guest favourite
Apartment in Montauk
4.89 out of 5 average rating, 28 reviews

1 BR Loft Apt- Montauk Manor- Pools, Tennis & Gym!

MarielRating, 5 stars5 months ago
Mark's place was exactly what I was looking for to ring in the New Year in style, comfort and complete relaxation! I was able to start each day with a quiet cup of coffee and then head directly to the beach for a long morning walk (just a short drive away). Montauk Manor is an absolute hidden gem for a winter break and the indoor pool and hot tub are a rare find in the Hamptons. Check-in/out could not have been any easier and the Manor staff are wonderfully welcoming and friendly. There were still a good number of local shops open, including Left Hand Coffee. 100% recommend for all seasons and will eagerly book again!
Superhost
Apartment in Old Lyme
4.91 out of 5 average rating, 33 reviews

The Anchor at Soundview · Beach+Ocean+Sunrise

TomRating, 5 stars1 week ago
The location is fantastic, the beach is wide, sandy, well kept, with a couple bar/restaurants just a short walk. The room is compact but was very clean with a comfy bed and good water pressure for showering off the sand. Host is responsive. Checkin instructions are clear and worth paying close attention to the because the blocks between shore rd and the beach only interconnect within each beach club.
Superhost
Apartment in North Fork
4.85 out of 5 average rating, 136 reviews

Seaside Summer Escape: 2BR Waterfront Condo w/Pool

SeanRating, 5 stars1 month ago
We had a great stay at Julie’s place. There was a slight hiccup with check-in times but Julie was very communicative and sorted it out promptly. The place itself was great, beautiful waterfront views and a private beach. The weather wasn’t the best but we still made the most of it. The apartment was compact but big enough for 4 adults.
Top guest favourite
Apartment in Montauk
5 out of 5 average rating, 231 reviews

Montauk Waterfront Condo w/ Sunset Views

PaolaRating, 5 stars4 days ago
My husband and I had a great stay at Doug’s condo! The unit is in a great location with beautiful views. Parking was super convenient and Doug makes check in a breeze. We enjoyed staying bay side and visited the restaurants nearby which are walking distance! We would definitely return and stay here again.
Superhost
Apartment in Old Saybrook Center
4.89 out of 5 average rating, 74 reviews

Seashore getaway - CT shoreline

RussellRating, 5 stars3 weeks ago
Lisa and I enjoyed our stay at Laurens place. Felt right at home. Very clean, open space. We had the best time and did not want to leave. We will be back for sure.
Superhost
Apartment in Bridgehampton
4.88 out of 5 average rating, 17 reviews

Bridgehampton w/ Pool steps to town 3 bd 2.5 Bath

StaceyRating, 5 stars9 months ago
Had a wonderful stay with my family. Clean, comfortable, great location. Good communication. Had a little trouble with the front door first day but someone was available quickly to help. A+
Guest favourite
Apartment in North Fork
4.92 out of 5 average rating, 140 reviews

Beachside Waterview 2Br Condo w/ Pool in Greenport

MorganRating, 5 stars1 month ago
We had a great stay! Instructions were clear and the home had everything we needed.

Quick stats about holiday rentals that are kid-friendly in Northwest Harbor

  • Total rentals

    140 properties

  • Nightly prices starting at

    ₹6,020 before taxes and fees

  • Total number of reviews

    2.9K reviews

  • Family-friendly rentals

    140 properties are a good fit for families

  • Pet-friendly rentals

    60 properties allow pets

  • Rentals with a pool

    120 properties have a pool

Destinations to explore