Vacation rentals with a pool in Middlesex County
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Middlesex County
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
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Vacation rentals for every style
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Popular amenities for Middlesex County rentals with a pool
House rentals with a pool
Guest favorite
Home in Newton
5 out of 5 average rating, 13 reviewsVilla with private Pool in Boston's Elite Enclave
Guest favorite
Home in Norwood
4.94 out of 5 average rating, 31 reviewsNorwood Luxe Suite/Commuter friendly mins to shops
Guest favorite
Home in Worcester
4.96 out of 5 average rating, 97 reviewsCourtyard Garden | Pool | BBQ+Fire Tbl | Fireplace
Guest favorite
Home in Arlington
4.91 out of 5 average rating, 23 reviewsBeautiful Spacious 4BRM House!
Guest favorite
Home in Norwood
4.96 out of 5 average rating, 24 reviewsthe house of id; vintage shop, accessible space
Guest favorite
Home in Worcester
4.93 out of 5 average rating, 14 reviewsBeautiful & Historic Cottage, Steps to Elm Park
Home in Canton
4.87 out of 5 average rating, 23 reviewsHidden Gem near Boston w/ Private lake access
Guest favorite
Home in North Andover
4.92 out of 5 average rating, 12 reviewsPeaceful New England Retreat Close to It All
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