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

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  6.  Islandwood

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94 Best Family Vacation Rentals in Islandwood (Starting from $83)

Rosewater Cottage
Rosewater Cottage
House
Eagledale, WA, USA
1.7k from Islandwood center

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

2 Bedrooms5 Guests
7.0

Good

1 reviews

$436
Average price / night
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Simple Living at Luxurious, Modern Farmhouse on Bainbridge Island. Dogs ok.
Simple Living at Luxurious, Modern Farmhouse on Bainbridge Island. Dogs ok.
House
Bainbridge Island, WA, 98110, United States
0.9k from Islandwood center

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

2 Bedrooms5 Guests
10.0

Exceptional

103 reviews

$358
Average price / night
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Watauga Beach House
Watauga Beach House
House
Point White, WA, USA
2.1k from Islandwood center

Accommodations, Villas, Vacation homes, Cottages, Lodgings, Beach, Places to stay, Accessible hotels

1 Bedroom5 Guests
New to Booking
$219
Average price / night
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Pleasant Beach Getaway - Breathtaking Puget Sound Views and Steps from the Beach
Pleasant Beach Getaway - Breathtaking Puget Sound Views and Steps from the Beach
House
Bainbridge Island, WA, 98110, United States
1.2k from Islandwood center

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

4 Bedrooms8 Guests
10.0

Exceptional

128 reviews

$444
Average price / night
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Waterfront Port Orchard Retreat with Furnished Deck!
Waterfront Port Orchard Retreat with Furnished Deck!
House
Port Orchard, WA, USA
2.3k from Islandwood center

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

2 Bedrooms6 Guests
8.5

Very Good

2 reviews

$212
Average price / night
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Luxury 5BR Waterfront Home with Private Beach – Port Orchard, WA
Luxury 5BR Waterfront Home with Private Beach – Port Orchard, WA
House
Port Orchard, WA, 98366, United States
2.1k from Islandwood center

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

5 Bedrooms14 Guests
New to Booking
$1120
Average price / night
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Sunny Hill Farmhouse
Sunny Hill Farmhouse
House
Fort Ward, WA, USA
2.7k from Islandwood center

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

2 Bedrooms4 Guests
New to Booking
$324
Average price / night
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Charming Bainbridge Island Cottage with Comforts
Charming Bainbridge Island Cottage with Comforts
Cottage
Bainbridge Island, WA, 98110, United States
2.8k from Islandwood center

Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

1 Bedroom2 Guests
9.8

Exceptional

8 reviews

$235
Average price / night
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Apple Tree Cottage
Apple Tree Cottage
House
Winslow, WA, USA
2.7k from Islandwood center

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

2 Bedrooms4 Guests
New to Booking
$304
Average price / night
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Bainbridge Island Abode < 1 Mi to Winslow!
Bainbridge Island Abode < 1 Mi to Winslow!
House
Bainbridge Island, WA, 98110-1783, United States
2.9k from Islandwood center

Dryer, Free Parking, Heater, Kitchen, Laundry, Microwave, No Smoking, Patio, Toys

2 Bedrooms4 Guests
9.2

Superb

35 reviews

$268
Average price / night
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The W
The W
House
Port Blakely, WA, USA
2.8k from Islandwood center

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

2 Bedrooms4 Guests
New to Booking
$571
Average price / night
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Water view high bank two bedroom private border Manchester State Park.
Water view high bank two bedroom private border Manchester State Park.
House
Port Orchard, WA, 98366, United States
3.1k from Islandwood center

Fireplace, Free Parking, Heater, Internet, Microwave, No Smoking, Outdoor Space, Patio, Toys

2 Bedrooms4 Guests
9.4

Superb

66 reviews

$176
Average price / night
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Rockaway Retreat
Rockaway Retreat
House
Port Blakely, WA, USA
2.9k from Islandwood center

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

4 Bedrooms8 Guests
9.0

Fabulous

2 reviews

$154
Average price / night
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UPDATED LISTING! Waterfront Beachhouse on Bainbridge Island, WA
UPDATED LISTING! Waterfront Beachhouse on Bainbridge Island, WA
House
Bainbridge Island, WA, 98110, United States
3.2k from Islandwood center

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

4 Bedrooms8 Guests
10.0

Exceptional

106 reviews

$667
Average price / night
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Rockaway Beach View
Rockaway Beach View
House
Port Blakely, WA, USA
2.9k from Islandwood center

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

2 Bedrooms4 Guests
9.3

Superb

3 reviews

$83
Average price / night
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Beautiful beachfront home
Beautiful beachfront home
House
Bainbridge Island, WA, 98110, United States
3.3k from Islandwood center

AC, Barbecue, Crib, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Hot Tub

3 Bedrooms6 Guests
New to Booking
$643
Average price / night
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Bainbridge Island Abode Less Than 1 Mi to Winslow!
Bainbridge Island Abode Less Than 1 Mi to Winslow!
House
Winslow, WA, USA
2.9k from Islandwood center

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

2 Bedrooms4 Guests
6.0

Review score

3 reviews

$344
Average price / night
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Bainbridge Island Pebble Garden Villa Waterfront
Bainbridge Island Pebble Garden Villa Waterfront
Villa
Bainbridge Island, WA, 98110, United States
3.6k from Islandwood center

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

4 Bedrooms10 Guests
10.0

Exceptional

5 reviews

$1088
Average price / night
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The Island Quarters
The Island Quarters
House
Hawley, WA, USA
3.8k from Islandwood center

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

1 Bedroom4 Guests
New to Booking
$296
Average price / night
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Stunning Beach Suite, great mountain & water views, near downtown Winslow, Cozy.
Stunning Beach Suite, great mountain & water views, near downtown Winslow, Cozy.
House
Bainbridge Island, WA, 98110, United States
3.6k from Islandwood center

Barbecue, Crib, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave

1 Bedroom4 Guests
9.6

Exceptional

206 reviews

$285
Average price / night
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Rainier View Beach House
Rainier View Beach House
House
South Beach, WA, USA
4.0k from Islandwood center

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

3 Bedrooms6 Guests
5.0

Review score

1 reviews

$726
Average price / night
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Snuggler`s Cove-Townhouse w/ Beach Access & Kayaks
Snuggler`s Cove-Townhouse w/ Beach Access & Kayaks
Villa
Bremerton, WA, 98311, United States
4.5k from Islandwood center

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

2 Bedrooms7 Guests
10.0

Exceptional

11 reviews

$329
Average price / night
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Direct Beach Access: Getaway on Port Orchard!
Direct Beach Access: Getaway on Port Orchard!
House
Bremerton, WA, 98311-8218, United States
4.6k from Islandwood center

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

5 Bedrooms14 Guests
9.8

Exceptional

15 reviews

$657
Average price / night
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Cliff house with 5 king bedrooms, Sauna, and 2 Hot Tubs!
Cliff house with 5 king bedrooms, Sauna, and 2 Hot Tubs!
House
Bremerton, WA, 98310, United States
4.8k from Islandwood center

AC, Arcade, Balcony, Barbecue, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater

5 Bedrooms10 Guests
10.0

Exceptional

1 reviews

$854
Average price / night
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5 Acre Waterfront Compound - 5 Homes, sleeping 32!
5 Acre Waterfront Compound - 5 Homes, sleeping 32!
House
Bremerton, WA, 98311, United States
4.9k from Islandwood center

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

9 Bedrooms32 Guests
New to Booking
$1820
Average price / night
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BayView Retreat w/ Waterfall and Beach Access
BayView Retreat w/ Waterfall and Beach Access
House
Bremerton, WA, 98311, United States
4.9k from Islandwood center

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

2 Bedrooms10 Guests
10.0

Exceptional

18 reviews

$324
Average price / night
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Stunning Royal View House
Stunning Royal View House
House
Port Orchard, WA, 98366, United States
5.2k from Islandwood center

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

4 Bedrooms10 Guests
10.0

Exceptional

8 reviews

$458
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 Islandwood.

Where to stay in Islandwood? Best neighborhoods & areas

Islandwood Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 94 verified family-friendly vacation rentals in Islandwood. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Islandwood vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $83 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Islandwood 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 Islandwood 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 Islandwood often include amenities such as Fireplace/Heating, Child Friendly, and Guest Services. 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.