Hancock which includes heritage architecture

Addison County rentals with pool

We found 130 rentals with pool — enter your dates for availability

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September 2025

October 2025

Explore Addison County rentals with pools

On Otter Creek! 1-bedroom cottage with WiFi and AC!

Sleeps 2 · 1 bedroom · 1 bathroom

Premier Host

Breathtaking New Premier Lake Champlain Waterfront Beach,Foliage,Ski Escape!

Sleeps 2 · 1 bedroom · 2 bathrooms

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Rentals with Pool in Addison County

Rentals with Pool in Bridport

Rentals with Pool in Ferrisburg

Rentals with Pool in Shoreham

Rentals with Pool in Middlebury

Rentals with Pool in Ripton

Rentals with Pool in Whiting

Rentals with Pool in Vergennes

Rentals with Pool in Granville

Rentals with Pool in Orwell

Rentals with Pool in New Haven

Rentals with Pool in Bristol

Rentals with Pool in Salisbury

Rentals with Pool in Hancock

Rentals with Pool in Starksboro

Holiday Rental options in Addison County

Lake holiday rentals in Addison County

Ski holiday rentals in Addison County

Holiday rentals with spa pool in Addison County

Beach holiday rentals in Addison County

Mountain holiday rentals in Addison County

Oceanfront holiday rentals in Addison County

Pet-friendly holiday rentals in Addison County

Family-friendly holiday rentals in Addison County

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Explore Addison County rentals with pools

On Otter Creek! 1-bedroom cottage with WiFi and AC!

Waterfront Family Retreat on Lake Champlain

Breathtaking New Premier Lake Champlain Waterfront Beach,Foliage,Ski Escape!

Otter Creek View! 2-Bedroom house with all the amenities!

Lake Champlain Estate. 25 Acres, 1500 Feet Lakefront, Beautiful View.

A Canopy under the Stars

Find spaces that suit your style

Rentals with Pool in Addison County

Holiday Rental options in Addison County