Kid-friendly holiday rentals in Springs

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Popular amenities for Springs family-friendly rentals

Kid-friendly house rentals

Guest favourite
Home in East Hampton
4.9 out of 5 average rating, 20 reviews

4 BR/3BA Quiet Pool Home

AndreaRating, 5 stars1 month ago
The house is beautifully nestled on a quiet street. We spent five days at the house and very much enjoyed our time there. James was quite responsive to several questions that we had.
Superhost
Home in East Hampton
4.8 out of 5 average rating, 10 reviews

Cozy Springs Getaway

HannahRating, 5 stars1 week ago
The place was just as advertised and the location was perfect for easily getting to town, the beach, etc. Great spot for the size, location and price!
Superhost
Home in East Hampton
4.88 out of 5 average rating, 48 reviews

Cedar Hot Tub, Suana, Heated Pool walk to water

ChrisRating, 5 stars2 weeks ago
Our family had the most amazing weekend at this home. Benjamin was very responsive and accommodating. There was not a detail missed in the home and outdoor environments. Even though it rained we had a full day of entertainment at the home. You will not be disappointed.
Guest favourite
Home in East Hampton
4.92 out of 5 average rating, 39 reviews

Sparkling East Hampton Oasis 3/2, heated pool

AlexandraRating, 5 stars2 days ago
This was such a great stay for our family. The smart TVs were great for my toddler, we were super close to town and Montauk, the kitchen was very useable. The Springs area was new for us but it was such a great vibe. Wish there was an option for daily pool cleaning/maintenance, but not a must have. The pool could also use some work around the perimeter. There’s a lot of dirt and debris built up from the surrounding trees that my son (2 year old) was getting into. Without kids, this is no big deal. Overall the pool was great and we enjoyed the heating and got in everyday. My dog (35 lb labradoodle) was able to get under the deck which was fine, but we just constantly checked for ticks to assure he was okay. No issues there. He loved the huge yard the same way we did.
Guest favourite
Home in East Hampton
4.85 out of 5 average rating, 33 reviews

Private East Hampton Estate

CloeRating, 5 stars3 weeks ago
We had a great time at Mark’s place! The backyard was quiet and beautiful - it was the perfect relaxing weekend for our group. We’d love to stay here again!
Guest favourite
Home in East Hampton
4.85 out of 5 average rating, 47 reviews

Renovated, 5BR, Private Getaway w/ Pool

AlexRating, 5 stars1 week ago
Property is exactly as advertised, great space for a family weekend. Easy to check in, host was responsive and we had no issues at all during our stay. Would reccomend!
Superhost
Home in East Hampton
4.89 out of 5 average rating, 70 reviews

Bright & Modern E Hampton Getaway w/ Pool & Spa

ValentinaRating, 5 stars7 months ago
Our stay at the property was truly exceptional!! Rob was highly accommodating, ensuring that every aspect of our visit was seamless from check-in to check-out. The hot tub and the fire place were definitely our favorite. Highly recommend!
Superhost
Home in East Hampton
4.78 out of 5 average rating, 152 reviews

Cozy quiet gem, private & fenced in backyard

NicholasRating, 5 stars2 weeks ago
We had a fantastic time here. Perfect for a weekend getaway. The restaurants and coffee shops nearby were a game changer. The hot tub was really nice as well. The biggest pro’s were the privacy and quiet nature of this property. If I had to give a con, I would maybe recommend they put some sort of umbrella or canopy outside so you can either sit out while it’s raining or still enjoy the hot tub. That’s a personal preference as I enjoy the outdoors pretty much in all weather. All in all, I can’t complain. We slept like babies and relaxed like even bigger babies. Would return.

Family-friendly apartment rentals

Guest favourite
Flat in Montauk
4.9 out of 5 average rating, 220 reviews

Montauk Beach Bungalow West

TeresaRating, 5 stars1 month ago
Nice little Bungalow! Perfect for up to 4 people. Very private and clean. The Location was Great. Right across the street from the Beach with a beautiful view. Has a small Firepit. Only a mile or 2 to Downtown. Would definitely go back.
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 Sag Harbor
4.94 out of 5 average rating, 156 reviews

Whaling Captain Pierson's Cottage

JennyRating, 5 stars1 week ago
This was my second time staying in Paris' cottage and it was just as charming and lovely as the first time. The cottage is set back from the road, nestled in a charming neighborhood. It's a very comfortable, quiet and peaceful place with a beautiful view and privacy. The center of Sag Harbor - with shops, restaurants and a sweet movie theater - are all walking distance from the cottage! Thank you for another great stay, Paris!
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 stars2 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.
Top guest favourite
Flat in Montauk
4.99 out of 5 average rating, 183 reviews

Duffy's on Lake Montauk 2

KristinaRating, 5 stars3 weeks ago
Kelly and Rick’s place is absolutely beautiful and a perfect retreat for couples or anyone looking for a relaxing, scenic experience in Montauk. We’ve lived on LI our whole lives but never got to explore the east end until now, and Kelly’s place is the PERFECT location! It’s near town with great restaurants, coffee shops and grocery stores nearby, near hiking trails where we got to see seals and beautiful views of the ocean, near the lighthouse, near great fishing spots, etc., not to mention the gorgeous view of Lake Montauk right on their property. We used their fire pit and had a fire the last night of our stay as well! We had a BLAST and had such a relaxing weekend. The apartment was very clean and has everything you could need for your stay, and Kelly was super attentive and responsive when it came to answering our questions and inquiries. Thank you again for giving us such a beautiful place to stay! 10/10 recommend! We’ll definitely be back🌊❤️☀️
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!
Guest favourite
Flat in Sag Harbor
4.89 out of 5 average rating, 158 reviews

Sag Harbor Village Oasis

KelsiRating, 5 stars4 weeks ago
It was a great stay, my second time staying here and Roisin is quick over communication and answering all the questions we had. Overall, great location and easy to get to!
Guest favourite
Flat in Montauk
4.87 out of 5 average rating, 112 reviews

Recharge at our Renovated ocean front unit

ElizabethRating, 5 stars1 day ago
Kate & Janelle were exceptional hosts. We had a minor technical issue upon arrival and Janelle was immediately available to help us troubleshoot. This beachside condo was the perfect place to stay for a long weekend. The space was spotless. We loved the decorations and ocean view. The highlight, without a doubt, was the east access to the beach. We can’t wait to come back!

Family-friendly apartment rentals

Superhost
Apartment in Montauk
4.94 out of 5 average rating, 18 reviews

Second Floor Corner Unit Overlooking the Ocean

LaurenRating, 5 stars2 weeks ago
The Beach Plumb was lovely! Everything was as advertised. The distance to town and the beach, the spacious layout, and the amenities are among the things that made our stay great
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 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, 230 reviews

Montauk Waterfront Condo w/ Sunset Views

PaolaRating, 5 stars3 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 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 Sag Harbor
4.9 out of 5 average rating, 82 reviews

Cute cottage apartment upstairs in Sag

JaredRating, 5 stars2 weeks ago
Adam’s cozy cottage was exactly what I needed! I was visiting for a work event and I needed a quiet base-of-operations to answer emails and take calls. The unit was pristine, much more space than I anticipated. Hot shower, full kitchen, comfy couch, and a big bed. When I was ready to turn down, the stillness and quiet was breathtaking. Complete darkness. Whether you need an extended office / room for a business trip like me, or if you want a quiet, isolated getaway near Sag, this is the spot. Thanks Adam!
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 stars4 weeks ago
We had a great stay! Instructions were clear and the home had everything we needed.
Top guest favourite
Apartment in Montauk
4.95 out of 5 average rating, 120 reviews

Deluxe Studio Apt@The Montauk Manor

ChristinRating, 5 stars8 months ago
Just had a wonderful stay at Robert’s place! The place was impeccably clean, and Robert was incredibly responsive and friendly throughout our visit. While the manor has a charmingly vintage vibe and could use a bit of modernization, we truly enjoyed our time there. The warmth of the atmosphere made it feel like a home away from home. We recommend for anyone looking for a cozy getaway!

Quick stats about holiday rentals that are kid-friendly in Springs

  • Total rentals

    140 properties

  • Nightly prices starting at

    $192 SGD before taxes and fees

  • Total number of reviews

    4K reviews

  • Family-friendly rentals

    130 properties are a good fit for families

  • Pet-friendly rentals

    70 properties allow pets

  • Rentals with a pool

    100 properties have a pool

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