Looking for an exciting rental with a pool in Westport? Discover a curated collection of vacation homes featuring indoor or outdoor swimming pools. Owner Direct makes it simple to cross-reference verified properties for your pool-side relaxation.
Apartments, Cheap, Accommodations, Pet-friendly, Lodgings, Hot tubs, Places to stay, Family, Accessible hotels
Fabulous
11 reviews
AC, Barbecue, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet
Fabulous
10 reviews
Apartments, Accommodations, Pools, Parking, Spa, Pet-friendly, Lodgings, Vacation rentals, Beach
Good
3 reviews
AC, Balcony, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Hot Tub
Exceptional
49 reviews
Apartments, Accommodations, Pools, Pet-friendly, Lodgings, Beach, Hot tubs, Places to stay, Family
Fabulous
21 reviews
Balcony, Barbecue, Dryer, Elevator, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet
Exceptional
20 reviews
Apartments, Accommodations, Pools, Parking, Pet-friendly, Lodgings, Hot tubs, Places to stay, Family
Fabulous
1 reviews
Balcony, Dryer, Fitness Equipment, Free Parking, Heater, Kitchen, Laundry, Patio, Pool
Apartments, Cheap, Accommodations, Pools, Pet-friendly, Lodgings, Hot tubs, Places to stay, Family
Fabulous
12 reviews
Balcony, Barbecue, Crib, Dryer, Elevator, Fireplace, Fitness Equipment, Free Parking, Heater
Exceptional
65 reviews
Apartments, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Hot tubs, Places to stay, Beach rentals
Good
2 reviews
Balcony, Barbecue, Crib, Dryer, Elevator, Fireplace, Fitness Equipment, Free Parking, Heater
Exceptional
49 reviews
Apartments, Accommodations, Pools, Pet-friendly, Lodgings, Beach, Places to stay, Accessible hotels
Very Good
6 reviews
Balcony, Barbecue, Dryer, Elevator, Extra Bed, Fireplace, Fitness Equipment, Free Parking, Heater
Superb
16 reviews
Apartments, Cheap, Accommodations, Pools, Lodgings, Vacation rentals, Hot tubs, Places to stay, Self-catering
Good
37 reviews
Balcony, Barbecue, Dryer, Elevator, Extra Bed, Fireplace, Fitness Equipment, Free Parking, Heater
Superb
10 reviews
Barbecue, Dryer, Elevator, Extra Bed, Fireplace, Fitness Equipment, Free Parking, Heater, Hot Tub
Very Good
13 reviews
Balcony, Barbecue, Dryer, Elevator, Extra Bed, Fireplace, Fitness Equipment, Free Parking, Heater
Superb
15 reviews
Barbecue, Dryer, Elevator, Fireplace, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet
Fabulous
10 reviews
Balcony, Barbecue, Dryer, Elevator, Extra Bed, Fireplace, Fitness Equipment, Free Parking, Heater
Exceptional
9 reviews
Barbecue, Crib, Dryer, Elevator, Fireplace, Free Parking, Heater, Hot Tub, Kitchen
Exceptional
77 reviews
Pro Tip:
OwnerDirectVacationRental aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals with Pool in Westport.
OwnerDirectVacationRental can help you find hotels, resorts, and rentals near many of 's top attractions, neighborhoods, and points of interest.
What makes our vacation rentals with pool stand out?
Every vacation rentals with pool shown on Owner Direct comes from trusted travel sources and verified hosts, so you can browse with confidence.
Compare a range of properties and find fair, transparent pricing—no hidden fees.
From oceanfront condos and coastal cottages to luxury villas and family homes, there's a rental to fit every traveler and budget.
Some of the best vacation rentals with pool in Westport are:
There are a lot of options in Westport. If you plan on staying in the Westport area, consider making a reservation for a few nights at one of these properties as these have been rated the top Vacation Rentals wint Pool in Westport
You can explore 68 verified vacation rentals with a pool in Westport. These include a wide range of private homes, villas, and condos that offer on-site swimming facilities for a more relaxing stay.
Prices for vacation rentals with a pool in Westport vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $63 per night, with private pool homes and peak travel periods often costing more.
Many rentals in Westport offer private pools for exclusive use, while others provide access to shared or community pools. You can use filters to specifically find properties with private pools if that is your preference.
Yes, some vacation rentals with pools in Westport welcome pets. Currently, 36 listings allow pets, although policies may vary by property. It’s a good idea to review any rules related to pets around pool areas before booking.
Properties with pools are often in high demand, especially during warmer months and holidays, so booking 90 to 120 days in advance is recommended for the best selection. During off-peak seasons, you may still find availability closer to your travel dates.
Vacation rentals with pools in Westport often include additional outdoor features such as Pool, Wellness Facilities, and Fireplace/Heating. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.
Some vacation rentals in Westport offer heated pools, which can be especially useful during cooler months. In certain cases, pool heating may be available for an additional fee, so it’s best to check the property details before booking.