Middlesex County rentals with pool

We found 62 rentals with pool — enter your dates for availability

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November 2025

December 2025

Explore Middlesex County rentals with pools

Showing deals for: 19 Feb - 22 Feb

Secluded Family escape w/ pool & jacuzzi

Sleeps 11 · 5 bedrooms · 3 bathrooms

for 3 nights, 1 home

NZ$1,458 per night

includes taxes & fees

Premier Host

Charming beach home, complete with pool & cozy guest house!

Sleeps 14 · 5 bedrooms · 3+ bathrooms

for 3 nights, 1 home

NZ$1,932 per night

includes taxes & fees

10,500 SF Luxury Estate 10 BR +11 Bath, Pool, Hot Tub

Sleeps 30 · 10 bedrooms · 8+ bathrooms

for 3 nights, 1 home

NZ$6,474 per night

includes taxes & fees

Back Patio-Pool, Hot tub, Fireplace, firepit, Bar & TV, Bathroom, Outdoor Shower

Premier Host

Spacious 5-bedroom, 6 bath vacation home just 30 min drive to beaches and casino

Sleeps 14 · 5 bedrooms · 5+ bathrooms

for 3 nights, 1 home

NZ$2,355 per night

includes taxes & fees

Premier Host

Historic Inn on a 100 Acre Organic Farm with Lake, Private Pool & Gourmet Food

Sleeps 14 · 7 bedrooms · 6+ bathrooms

for 3 nights, 1 home

NZ$2,355 per night

includes taxes & fees

Find spaces that suit your style

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Condo/Apartment

Explore Middlesex County rentals with pools

Secluded Family escape w/ pool & jacuzzi

Charming beach home, complete with pool & cozy guest house!

10,500 SF Luxury Estate 10 BR +11 Bath, Pool, Hot Tub

Spacious 5-bedroom, 6 bath vacation home just 30 min drive to beaches and casino

Spacious East Haddam Retreat w/ Private Pool!

Historic Inn on a 100 Acre Organic Farm with Lake, Private Pool & Gourmet Food

Find spaces that suit your style

Rentals with Pool in Middlesex County

Holiday Rental options in Middlesex County