Family-Friendly Vacation Rentals in Westerly, RI: Compare 10+ Sites & Save

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91 Best Family Vacation Rentals in Westerly (Starting from $145)

Cozy, cute beach condo in Westerly RI . Best value in Westerly!
Cozy, cute beach condo in Westerly RI . Best value in Westerly!
Apartment
Westerly, RI, USA
1.8k from Westerly center

Apartments, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay, Self-catering, Condos

1 Bedroom3 Guests
7.5

Good

2 reviews

$145
Average price / night
Check Availability
Updated '50's Cottage 5 mins to the beach with indoor and outdoor entertainment!
Updated '50's Cottage 5 mins to the beach with indoor and outdoor entertainment!
Cottage
Westerly, RI, 02891, United States
1.1k from Westerly center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

3 Bedrooms8 Guests
10.0

Exceptional

24 reviews

$244
Average price / night
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Rest in Westerly
Rest in Westerly
House
Westerly, RI, USA
2.5k from Westerly center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

3 Bedrooms6 Guests
9.9

Exceptional

12 reviews

$493
Average price / night
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Westerly Beach minutes from private 3 bed house
Westerly Beach minutes from private 3 bed house
House
Westerly, RI, 02891, United States
1.3k from Westerly center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms6 Guests
9.8

Exceptional

8 reviews

$287
Average price / night
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5 Mi to Beaches Historic Apartment in Westerly!
5 Mi to Beaches Historic Apartment in Westerly!
Apartment
Westerly, RI, USA
2.8k from Westerly center

Apartments, Accommodations, Parking, Lodgings, Places to stay

3 Bedrooms6 Guests
7.0

Good

1 reviews

$239
Average price / night
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Casa De Las Olas - Cute cozy cottage in Westerly, RI
Casa De Las Olas - Cute cozy cottage in Westerly, RI
Cottage
Westerly, RI, 02891, United States
1.5k from Westerly center

AC, Barbecue, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking, Patio

1 Bedroom2 Guests
9.8

Exceptional

84 reviews

$249
Average price / night
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Westerly Apt Steps From Downtown and Beaches Nearby
Westerly Apt Steps From Downtown and Beaches Nearby
Apartment
Westerly, RI, USA
3.1k from Westerly center

Guest Services, Fireplace/Heating, Parking, Accessibility, Security/Safety, Internet, Child Friendly

3 Bedrooms5 Guests
New to Booking
$341
Average price / night
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Summer Wind Beach House!
Summer Wind Beach House!
House
Westerly, RI, 02891, United States
1.6k from Westerly center

AC, Arcade, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet

6 Bedrooms17 Guests
10.0

Exceptional

68 reviews

$1400
Average price / night
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Vibrant Westerly Home with Private Pool and Yard!
Vibrant Westerly Home with Private Pool and Yard!
House
Westerly, RI, USA
3.1k from Westerly center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

4 Bedrooms12 Guests
9.0

Fabulous

2 reviews

$333
Average price / night
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Renovated Coastal Farmhouse Near Beaches
Renovated Coastal Farmhouse Near Beaches
House
Westerly, RI, 02891, United States
1.8k from Westerly center

AC, Dryer, Free Parking, Heater, Internet, Laundry, Living Area, Microwave, No Smoking

2 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$704
Average price / night
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Lovely Westerley Home with Yard and Grill!
Lovely Westerley Home with Yard and Grill!
House
Westerly, RI, USA
3.6k from Westerly center

Accommodations, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings, Places to stay

3 Bedrooms6 Guests
New to Booking
$271
Average price / night
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Big Style in tiny house - 2 miles to the Beach
Big Style in tiny house - 2 miles to the Beach
Cottage
Westerly, RI, 02891, United States
1.8k from Westerly center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

1 Bedroom2 Guests
10.0

Exceptional

64 reviews

$254
Average price / night
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Walk to Pawcatuck River Family-Friendly Home!
Walk to Pawcatuck River Family-Friendly Home!
House
Pawcatuck, CT, USA
3.7k from Westerly center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

3 Bedrooms4 Guests
New to Booking
$348
Average price / night
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Beach house, inground pool, hot tub, Large backyard,1.5 Miles from Misquamicut
Beach house, inground pool, hot tub, Large backyard,1.5 Miles from Misquamicut
House
Westerly, RI, 02891, United States
2.0k from Westerly center

AC, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet, Kitchen

4 Bedrooms8 Guests
10.0

Exceptional

11 reviews

$1051
Average price / night
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Harbor House on Main Historic 5BR Retreat Near Downtown Mystic
Harbor House on Main Historic 5BR Retreat Near Downtown Mystic
House
Stonington, CT, USA
9.6k from Westerly center

Accommodations, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

5 Bedrooms12 Guests
New to Booking
$459
Average price / night
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Entire house 2 miles to Misquamicut Beach- Sleeps 10!
Entire house 2 miles to Misquamicut Beach- Sleeps 10!
House
Westerly, RI, 02891, United States
2.1k from Westerly center

AC, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

3 Bedrooms11 Guests
10.0

Exceptional

4 reviews

$593
Average price / night
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The Seafarers Stay A Nautically Themed 3BR Flat in Stonington Borough
The Seafarers Stay A Nautically Themed 3BR Flat in Stonington Borough
Apartment
Stonington, CT, USA
9.6k from Westerly center

Apartments, Accommodations, Pet-friendly, Lodgings, Places to stay

3 Bedrooms7 Guests
New to Booking
$276
Average price / night
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Relaxing Getaway with Town Beach Access
Relaxing Getaway with Town Beach Access
Cottage
Westerly, RI, 02891, United States
2.1k from Westerly center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms5 Guests
10.0

Exceptional

82 reviews

$258
Average price / night
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Whalers Rest A Bright and Historic 2BR Flat in Stonington Borough
Whalers Rest A Bright and Historic 2BR Flat in Stonington Borough
Apartment
Stonington, CT, USA
9.6k from Westerly center

Apartments, Accommodations, Parking, Pet-friendly, Lodgings, Places to stay, Family

5 Bedrooms5 Guests
New to Booking
$238
Average price / night
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Beach Pass Included. Sleeps 7. Five beaches within 4 miles.
Beach Pass Included. Sleeps 7. Five beaches within 4 miles.
Cottage
Westerly, RI, 02891, United States
2.3k from Westerly center

AC, Arcade, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms7 Guests
9.6

Exceptional

93 reviews

$290
Average price / night
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The Captains Perch
The Captains Perch
Apartment
Stonington, CT, USA
9.9k from Westerly center

Apartments, Accommodations, Pet-friendly, Lodgings, Places to stay

2 Bedrooms4 Guests
New to Booking
$317
Average price / night
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Westerly Beach House with Spectacular Views
Westerly Beach House with Spectacular Views
House
Westerly, RI, 02891, United States
2.3k from Westerly center

AC, Arcade, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet

6 Bedrooms12 Guests
10.0

Exceptional

27 reviews

$1265
Average price / night
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Family friendly: opens May 1st! Golf view. 5 min drive to beach.
Family friendly: opens May 1st! Golf view. 5 min drive to beach.
House
Westerly, RI, 02891, United States
2.4k from Westerly center

Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

3 Bedrooms4 Guests
10.0

Exceptional

9 reviews

$561
Average price / night
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Private chic waterfront retreat-newly renovated
Private chic waterfront retreat-newly renovated
House
Westerly, RI, 02891, United States
2.6k from Westerly center

AC, Barbecue, Dryer, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

3 Bedrooms8 Guests
9.6

Exceptional

18 reviews

$788
Average price / night
Check Availability
Long/Short Term Rental at Beautiful Westerly Home Near Mystic and Watch Hill
Long/Short Term Rental at Beautiful Westerly Home Near Mystic and Watch Hill
House
Westerly, RI, 02891, United States
2.9k from Westerly center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms10 Guests
9.6

Exceptional

54 reviews

$503
Average price / night
Check Availability
New outdoor shower! Less than a mile from Dunes Beach and beach pass included!!
New outdoor shower! Less than a mile from Dunes Beach and beach pass included!!
House
Westerly, RI, 02891, United States
2.9k from Westerly center

AC, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

3 Bedrooms10 Guests
10.0

Exceptional

18 reviews

$615
Average price / night
Check Availability
Spacious 5bdrm home- saltwater pool, WiFi, AC, private beach parking pass
Spacious 5bdrm home- saltwater pool, WiFi, AC, private beach parking pass
House
Westerly, RI, 02891, United States
3.0k from Westerly center

AC, Arcade, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

6 Bedrooms11 Guests
9.6

Exceptional

5 reviews

$1616
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals 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 Family Vacation Rentals in Westerly.

Stay Near Westerly's Top Attractions

VacationByOwnerRentals can help you find hotels, resorts, and rentals near many of 's top attractions, neighborhoods, and points of interest.

Westerly Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 91 verified family-friendly vacation rentals in Westerly. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Westerly vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $145 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Westerly offer baby-friendly items such as high chairs, cribs, or pack-and-play options. Availability can vary, so it’s helpful to check the listing details before booking.

Yes, some rentals in Westerly are well suited for multi-generational stays, offering multiple bedrooms, separate living areas, and enough space for larger groups to stay comfortably together.

For busy travel periods such as school holidays or summer breaks, booking 90 to 120 days in advance is recommended to secure the best options. Availability may be more flexible during quieter times of the year.

Family-friendly rentals in Westerly often include amenities such as Fireplace/Heating, Child Friendly, and View. These features help make stays more convenient and enjoyable for both adults and children.

You can use search filters to find rentals that offer features like game rooms, playgrounds, or entertainment areas. Checking property descriptions can also help you identify homes that are well suited for families with children.