Family-Friendly Vacation Rentals in Olalla, WA: Compare 10+ Sites & Save

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  3.  USA

  4.  Washington

  5.  Olalla

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46 Best Family Vacation Rentals in Olalla (Starting from $60)

Vashon Tranquility
Vashon Tranquility
House
Vashon, WA, USA
6.6k from Olalla center

Pet Friendly, Balcony/Terrace, Parking, Hot Tub, Internet, Child Friendly

3 Bedrooms8 Guests
5.0

Review score

1 reviews

$413
Average price / night
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Puget Sound Beachfront Cabin near Gig Harbor, WA. Gone Fishin’ Cabin.
Puget Sound Beachfront Cabin near Gig Harbor, WA. Gone Fishin’ Cabin.
Cabin
Olalla, WA, 98359, United States
0.9k from Olalla center

Barbecue, Crib, Dryer, Extra Bed, Fireplace, Free Parking, Heater, Internet, Kitchen

2 Bedrooms8 Guests
10.0

Exceptional

245 reviews

$255
Average price / night
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Emerald house
Emerald house
House
Port Orchard, WA, USA
6.8k from Olalla center

Parking, Air Conditioner, Internet, Child Friendly

1 Bedroom2 Guests
New to Booking
$60
Average price / night
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Driftwood Beach- Executive Waterfront Home with Kayaks
Driftwood Beach- Executive Waterfront Home with Kayaks
House
Olalla/Gig Harbor, WA, 98359, United States
0.9k from Olalla center

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

5 Bedrooms12 Guests
10.0

Exceptional

101 reviews

$1355
Average price / night
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Waterfront Vashon Island Home, Beach Access and View
Waterfront Vashon Island Home, Beach Access and View
House
Vashon, WA, USA
7.0k from Olalla center

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

3 Bedrooms9 Guests
New to Booking
$514
Average price / night
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Olalla Bay Waterfront Stay w/ Beach, Kayaks & Hot Tub
Olalla Bay Waterfront Stay w/ Beach, Kayaks & Hot Tub
House
Olalla, WA, 98359, United States
1.2k from Olalla center

AC, Arcade, Balcony, Barbecue, Crib, Dryer, Free Parking, Heater, Hot Tub

3 Bedrooms10 Guests
10.0

Exceptional

3 reviews

$469
Average price / night
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Dome Away From Home
Dome Away From Home
House
Gig Harbor, WA, USA
7.4k from Olalla center

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

1 Bedroom6 Guests
10.0

Exceptional

3 reviews

$318
Average price / night
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Beachfront House- Kayaks- Bouy
Beachfront House- Kayaks- Bouy
House
Olalla, WA, 98359, United States
1.2k from Olalla center

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

3 Bedrooms7 Guests
10.0

Exceptional

40 reviews

$457
Average price / night
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Harborside Retreat
Harborside Retreat
House
Vashon, WA, USA
7.5k from Olalla center

Cheap, Accommodations, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Beach, Places to stay

2 Bedrooms6 Guests
8.6

Fabulous

5 reviews

$92
Average price / night
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Spectacular Waterfront Refuge
Spectacular Waterfront Refuge
House
Vashon, WA, 98070, United States
3.3k from Olalla center

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

3 Bedrooms8 Guests
9.2

Superb

9 reviews

$607
Average price / night
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Low Tide Lagoon
Low Tide Lagoon
House
Gig Harbor, WA, USA
7.6k from Olalla center

Cheap, Accommodations, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Beach, Jacuzzis

3 Bedrooms6 Guests
9.0

Fabulous

1 reviews

$808
Average price / night
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Lakefront home Sleeps up to 6 people.  Event Venue for up to 40 people
Lakefront home Sleeps up to 6 people. Event Venue for up to 40 people
House
Gig Harbor, WA, 98332, United States
4.7k from Olalla center

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

2 Bedrooms10 Guests
9.8

Exceptional

96 reviews

$334
Average price / night
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Villa Luna
Villa Luna
House
Gig Harbor, WA, USA
7.8k from Olalla center

B&bs, Cheap, Accommodations, Parking, Guest houses, Homestays, Pet-friendly, Lodgings, Vacation rentals

1 Bedroom6 Guests
9.1

Superb

62 reviews

$321
Average price / night
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\"Driftwood Island Retreat\" Spectacular View, Private Waterfront on James Point.
\"Driftwood Island Retreat\" Spectacular View, Private Waterfront on James Point.
House
Vashon, WA, 98070, United States
4.8k from Olalla center

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

3 Bedrooms5 Guests
10.0

Exceptional

190 reviews

$501
Average price / night
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Osprey's Overlook
Osprey's Overlook
House
Vashon, WA, USA
7.9k from Olalla center

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

3 Bedrooms6 Guests
9.5

Superb

2 reviews

$452
Average price / night
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Eagle`s Lookout Lodge w/ Hot Tub
Eagle`s Lookout Lodge w/ Hot Tub
House
Gig Harbor, WA, 98332, United States
5.4k from Olalla center

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

4 Bedrooms12 Guests
10.0

Exceptional

6 reviews

$511
Average price / night
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Bluff Gardens
Bluff Gardens
House
Vashon, WA, USA
8.0k from Olalla center

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

4 Bedrooms4 Guests
7.0

Good

1 reviews

$301
Average price / night
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**GRAND DEL MAR CHATEAU**
**GRAND DEL MAR CHATEAU**
House
Gig Harbor, WA, 98332, United States
5.9k from Olalla center

AC, Arcade, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet

7 Bedrooms10 Guests
9.8

Exceptional

190 reviews

$456
Average price / night
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Enchanted Cottage
Enchanted Cottage
House
Vashon, WA, USA
8.3k from Olalla center

Cheap, Accommodations, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay, Family

1 Bedroom6 Guests
9.6

Exceptional

7 reviews

$120
Average price / night
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Private, 3 Acre Vashon Island Getaway with Spectacular Views - Sleeps 12!
Private, 3 Acre Vashon Island Getaway with Spectacular Views - Sleeps 12!
House
Vashon, WA, 98070, United States
6.2k from Olalla center

Arcade, Balcony, Barbecue, Dryer, Extra Bed, Fireplace, Fitness Equipment, Heater, Hot Tub

4 Bedrooms15 Guests
9.8

Exceptional

9 reviews

$804
Average price / night
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Peacock Hill Retreat on 1 Acre, 1 Mi to Harbor
Peacock Hill Retreat on 1 Acre, 1 Mi to Harbor
House
Gig Harbor, WA, USA
8.6k from Olalla center

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

3 Bedrooms6 Guests
New to Booking
$151
Average price / night
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Luxe Port Lookout with waterfront with dock, theater, game room, and huge deck
Luxe Port Lookout with waterfront with dock, theater, game room, and huge deck
House
Kitsap County, WA, 98367, United States
6.8k from Olalla center

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

5 Bedrooms12 Guests
New to Booking
$903
Average price / night
Check Availability
Waterfront Vashon Island Home, Beach Access & View
Waterfront Vashon Island Home, Beach Access & View
House
Vashon, WA, 98070, United States
7.0k from Olalla center

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

3 Bedrooms9 Guests
10.0

Exceptional

11 reviews

$491
Average price / night
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LUX NEW 2-bedroom house with AC, WiFi in enchanting Gig Harbor
LUX NEW 2-bedroom house with AC, WiFi in enchanting Gig Harbor
House
Gig Harbor, WA, 98332, United States
7.0k from Olalla center

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

2 Bedrooms6 Guests
10.0

Exceptional

4 reviews

$304
Average price / night
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Waterfront-Cozy Cottage on the Water! Best view of PNW Moody Season. Green Clean
Waterfront-Cozy Cottage on the Water! Best view of PNW Moody Season. Green Clean
House
Vashon, WA, 98070, United States
7.1k from Olalla center

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

2 Bedrooms6 Guests
9.8

Exceptional

19 reviews

$666
Average price / night
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Charming Puget Sound/Mt Rainier View House
Charming Puget Sound/Mt Rainier View House
House
Gig Harbor, WA, 98332, United States
7.8k from Olalla center

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

4 Bedrooms7 Guests
10.0

Exceptional

16 reviews

$414
Average price / night
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Spacious Villa with Indoor Sauna, Outdoor Hot tub, Mountain & Water views!
Spacious Villa with Indoor Sauna, Outdoor Hot tub, Mountain & Water views!
Villa
Gig Harbor, WA, 98332, United States
7.8k from Olalla center

AC, Balcony, Barbecue, Crib, Dryer, Extra Bed, Fireplace, Free Parking, Heater

2 Bedrooms6 Guests
9.8

Exceptional

42 reviews

$319
Average price / night
Check Availability

Other accommodation types in Olalla:

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 Olalla.

Olalla Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 46 verified family-friendly vacation rentals in Olalla. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Olalla vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $60 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Olalla 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 Olalla 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 Olalla often include amenities such as Child Friendly, Balcony/Terrace, and Fireplace/Heating. 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.