Owner Direct Family Rentals in Rollingbay

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  3.  USA

  4.  Washington

  5.  Rollingbay

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128 Rollingbay Family Rentals From $128

Organizing a family trip to Rollingbay? Discover large vacation rentals designed with plenty of room for group dining and recreation. Owner Direct lists verified multi-bedroom properties so the whole family stays comfortable.

Rolling Bay Villa
Rolling Bay Villa
House
WA, USA
0.5k from Rollingbay center

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

1 Bedroom7 Guests
New to Booking
$1057
Average price / night
Check Availability
Rolling Bay Villa: Waterfront Haven in Bainbridge
Rolling Bay Villa: Waterfront Haven in Bainbridge
House
Bainbridge Island, WA, 98110, United States
0.5k from Rollingbay center

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

3 Bedrooms8 Guests
8.8

Fabulous

3 reviews

$471
Average price / night
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Rolling Bay Walk
Rolling Bay Walk
House
WA, USA
0.5k from Rollingbay center

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

2 Bedrooms4 Guests
8.0

Good

4 reviews

$651
Average price / night
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Sunrise Oasis. Water View. Family & Dog friendly
Sunrise Oasis. Water View. Family & Dog friendly
House
Bainbridge Island, WA, 98110, United States
0.5k from Rollingbay center

AC, Barbecue, Crib, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Internet

3 Bedrooms6 Guests
10.0

Exceptional

37 reviews

$714
Average price / night
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Central 4-Acre Cottage with Deck Walk to Bay!
Central 4-Acre Cottage with Deck Walk to Bay!
House
Manzanita, WA, USA
3.1k from Rollingbay center

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

2 Bedrooms4 Guests
9.3

Superb

3 reviews

$323
Average price / night
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Amazing Seattle view beachfront 4 bedroom /3 bath
Amazing Seattle view beachfront 4 bedroom /3 bath
House
Bainbridge Island, WA, 98110, United States
1.4k from Rollingbay center

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

4 Bedrooms8 Guests
New to Booking
$1403
Average price / night
Check Availability
The Island Quarters
The Island Quarters
House
Hawley, WA, USA
4.0k from Rollingbay center

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

1 Bedroom4 Guests
New to Booking
$296
Average price / night
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Puget Sound View Estate with sprawling yard and beach access
Puget Sound View Estate with sprawling yard and beach access
House
Bainbridge Island, WA, 98110, United States
3.7k from Rollingbay center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen

5 Bedrooms8 Guests
9.6

Exceptional

27 reviews

$937
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
4.1k from Rollingbay 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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Luxury waterfront home with hot tub, dock, game room, and stunning views
Luxury waterfront home with hot tub, dock, game room, and stunning views
House
Bainbridge Island, WA, 98110, United States
4.1k from Rollingbay center

Arcade, Balcony, Barbecue, Dryer, Elevator, Fireplace, Free Parking, Heater, Hot Tub

4 Bedrooms12 Guests
10.0

Exceptional

1 reviews

$1136
Average price / night
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Lush Garden Home - Private Gym & Ferry Access
Lush Garden Home - Private Gym & Ferry Access
House
Hawley, WA, USA
4.2k from Rollingbay center

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

2 Bedrooms8 Guests
New to Booking
$1112
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
4.1k from Rollingbay center

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

2 Bedrooms4 Guests
9.0

Fabulous

38 reviews

$349
Average price / night
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Apple Tree Cottage
Apple Tree Cottage
House
Winslow, WA, USA
4.4k from Rollingbay center

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

2 Bedrooms4 Guests
New to Booking
$304
Average price / night
Check Availability
GREAT FOR FIFA WORLD CUP! 30 min ferry ride and short walk to stadium.
GREAT FOR FIFA WORLD CUP! 30 min ferry ride and short walk to stadium.
House
Bainbridge Island, WA, 98110, United States
4.4k from Rollingbay center

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

4 Bedrooms8 Guests
10.0

Exceptional

110 reviews

$788
Average price / night
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Historic Shore Cottage
Historic Shore Cottage
House
Port Madison, WA, USA
4.8k from Rollingbay center

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

3 Bedrooms6 Guests
3.0

Review score

1 reviews

$128
Average price / night
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Beautiful beachfront home
Beautiful beachfront home
House
Bainbridge Island, WA, 98110, United States
4.4k from Rollingbay center

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

3 Bedrooms6 Guests
New to Booking
$687
Average price / night
Check Availability
Point Perfect
Point Perfect
House
Port Madison, WA, USA
4.8k from Rollingbay center

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

4 Bedrooms6 Guests
New to Booking
$677
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
4.7k from Rollingbay center

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

1 Bedroom4 Guests
9.6

Exceptional

214 reviews

$371
Average price / night
Check Availability
Low bank waterfront on peaceful Fletcher Bay.  Perfect for families or reunions.
Low bank waterfront on peaceful Fletcher Bay. Perfect for families or reunions.
House
Bainbridge Island, WA, 98110, United States
5.2k from Rollingbay center

Barbecue, Crib, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Internet, Kitchen

4 Bedrooms9 Guests
10.0

Exceptional

22 reviews

$537
Average price / night
Check Availability
Bainbridge Is waterfront lodge w private beach access and extensive amenities
Bainbridge Is waterfront lodge w private beach access and extensive amenities
Apartment
Bainbridge Island, WA, 98110, United States
5.9k from Rollingbay center

Arcade, Barbecue, Breakfast Available, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Internet

6 Bedrooms12 Guests
10.0

Exceptional

19 reviews

$2388
Average price / night
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Agate Beach House | 100ft Private Waterfront, Sleeps 9 | Kayaks & Fire Pit
Agate Beach House | 100ft Private Waterfront, Sleeps 9 | Kayaks & Fire Pit
House
Poulsbo, WA, 98370, United States
6.3k from Rollingbay center

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

4 Bedrooms9 Guests
10.0

Exceptional

6 reviews

$739
Average price / night
Check Availability

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 Family Friendly Rentals in Rollingbay.

Stay Near Rollingbay's Top Attractions

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

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Endless Variety

From oceanfront condos and coastal cottages to luxury villas and family homes, there's a rental to fit every traveler and budget.

Frequently Asked Questions

There are a lot of options in Rollingbay. If you plan on staying in the Rollingbay area, consider making a reservation for a few nights at one of these properties as these have been rated the top Family Rentals in Rollingbay

You can explore 128 verified family-friendly vacation rentals in Rollingbay. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Rollingbay vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $128 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Rollingbay 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 Rollingbay 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 Rollingbay often include amenities such as Child Friendly, Fireplace/Heating, 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.