Holiday rentals with a pool in Lake Montauk
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Lake Montauk
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Lake Montauk rentals with a pool
House rentals with a pool
Home in Sag Harbor
4.85 out of 5 average rating, 250 reviewsExclusive Sag Harbor Compound
2–9 Dec
Home in Montville
4.96 out of 5 average rating, 106 reviewsCasino Stay & Play House
31 May – 7 Jun
Home in East Hampton
4.88 out of 5 average rating, 101 reviewsGorgeous East Hampton Getaway
23–30 Nov
Home in Hampton Bays
4.98 out of 5 average rating, 112 reviewsBeach House Feel - newly renovated backyard Oasis
14–21 Sep
Home in East Hampton
4.92 out of 5 average rating, 128 reviewsHeated pool, games room, near beach, kid-friendly
23–30 Oct
Home in Cutchogue
4.96 out of 5 average rating, 190 reviewsPrivate Oasis W/Stunning Vinyard And Pool Views
2–9 Jan
Home in Montauk
4.98 out of 5 average rating, 55 reviewsMontauk Home: Pool, Backyard Oasis + Private Beach
15–22 Oct
Home in Montauk
4.94 out of 5 average rating, 32 reviewsHeated Pool Open 5.1.24 - Private West Lake
28 Dec – 4 Jan
Apartment rentals with a pool
Apartment in Greenport
4.9 out of 5 average rating, 108 reviewsBeachside Waterview 2Br Condo w/ Pool in Greenport
20–27 Oct
Apartment in Greenport
4.83 out of 5 average rating, 145 reviewsSound front condominium
5–12 Jun
Apartment in Greenport
4.92 out of 5 average rating, 125 reviewsBeautiful Waterview Condo on the North Fork of LI
19–26 Apr
Apartment in Montauk
4.88 out of 5 average rating, 17 reviews1 BR Loft Apt- Montauk Manor- Pools, Tennis & Gym!
17–24 Oct
Apartment in Montauk
4.74 out of 5 average rating, 39 reviewsThe Exclusive Resort in Montauk
18–25 Aug
Apartment in Montauk
4.81 out of 5 average rating, 26 reviewsMontauk Sunsets
24–31 Oct
Apartment in Montauk
4.82 out of 5 average rating, 87 reviewsBeautiful Condo on the Ocean Bluffs
23–30 Mar
Apartment in Greenport
5.0 out of 5 average rating, 90 reviews"Breathtaking Waterfront Water's Edge view"
2–9 Oct
Home rentals with a private pool
Home in Water Mill
4.91 out of 5 average rating, 110 reviewsBeach Barn w/ Sauna and Heated Pool - Dog Friendly
26 Nov – 3 Dec
Home in Southampton
4.94 out of 5 average rating, 16 reviewsPerfect Getaway at Sunny Modern Shampton Lake House
1–8 Jan
Home in Remsenburg
4.95 out of 5 average rating, 64 reviewsExperience a Quiet Hamptons Getaway
4–11 Apr
Home in East Hampton
4.77 out of 5 average rating, 13 reviewsHistorical Estate Home with Backyard Pool
23–30 Jan
Home in East Hampton
5.0 out of 5 average rating, 13 reviewsSaltbox with Separate Poolhouse in Northwest Woods
8–15 Apr
Home in East Hampton
4.79 out of 5 average rating, 39 reviewsEnchanting Home with Large Decks and Heated Pool
1–8 Jan
Bungalow in East Hampton
4.93 out of 5 average rating, 99 reviewsEast Hampton Ranch with Access to Clearwater Private Beach
8–15 May
Destinations to explore
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