Owner Direct Short Term Rentals in Rollingbay

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305 Rollingbay Short Term Rentals From $128

Need a flexible short-term rental in Rollingbay? Browse fully furnished stays tailored for extended holidays, digital nomad bases, or business travel. Compare verified options to secure a convenient setup for your visit.

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
Bluff House on Bainbridge Island
Bluff House on Bainbridge Island
House
Bainbridge Island, WA, 98110, United States
0.3k from Rollingbay center

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

3 Bedrooms6 Guests
10.0

Exceptional

83 reviews

$1507
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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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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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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Bainbridge Beachfront: Seattle Skyline Views
Bainbridge Beachfront: Seattle Skyline Views
House
Bainbridge Island, WA, 98110, United States
0.5k from Rollingbay center

AC, Balcony, Barbecue, Dryer, Fireplace, Heater, Internet, Kitchen, Microwave

2 Bedrooms4 Guests
New to Booking
$505
Average price / night
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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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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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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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Bainbridge Cottage near the Beach
Bainbridge Cottage near the Beach
Cottage
Bainbridge Island, WA, 98110, United States
0.7k from Rollingbay center

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

1 Bedroom3 Guests
9.6

Exceptional

122 reviews

$181
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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Quiet Bainbridge Retreat for 6
Quiet Bainbridge Retreat for 6
House
Bainbridge Island, WA, 98110, United States
0.8k from Rollingbay center

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

3 Bedrooms6 Guests
New to Booking
$398
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
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\"Sunset Shire\" 2BR Cottage and add-on Hobbit House
\"Sunset Shire\" 2BR Cottage and add-on Hobbit House
Cabin
Bainbridge Island, WA, 98110, United States
1.2k from Rollingbay center

AC, Barbecue, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking, Outdoor Space

3 Bedrooms3 Guests
9.2

Superb

5 reviews

$274
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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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
Pet Friendly - Peaceful Cabin in the Wood - Hot Tub
Pet Friendly - Peaceful Cabin in the Wood - Hot Tub
Cabin
Bainbridge Island, WA, 98110, United States
1.8k from Rollingbay center

AC, Barbecue, Breakfast Included, Extra Bed, Fireplace, Free Parking, Heater, Hot Tub, Internet

1 Bedroom4 Guests
9.4

Superb

68 reviews

$297
Average price / night
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Murden Cove Waterfront Retreat: 3BR Oasis & Kayaks
Murden Cove Waterfront Retreat: 3BR Oasis & Kayaks
House
Bainbridge Island, WA, 98110, United States
1.9k from Rollingbay center

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

3 Bedrooms6 Guests
10.0

Exceptional

4 reviews

$641
Average price / night
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 Country Cottage on 2.5 green acres 10 min from Ferry
Country Cottage on 2.5 green acres 10 min from Ferry
House
Bainbridge Island, WA, 98110, United States
2.1k from Rollingbay center

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

3 Bedrooms4 Guests
10.0

Exceptional

3 reviews

$288
Average price / night
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Private Studio Guest apartment
Private Studio Guest apartment
Apartment
Bainbridge Island, WA, 98110, United States
2.1k from Rollingbay center

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

10.0

Exceptional

28 reviews

$136
Average price / night
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Bainbridge Island Dome Tent on a Farm with a Pool
Bainbridge Island Dome Tent on a Farm with a Pool
Cabin
Bainbridge Island, WA, 98110, United States
2.4k from Rollingbay center

Internet, Patio, Pool, Toys

1 Bedroom2 Guests
10.0

Exceptional

10 reviews

$212
Average price / night
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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 Short Term Rentals in Rollingbay.

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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 Short-term Rentals in Rollingbay

You can explore 305 verified short-term rentals in Rollingbay, including apartments, houses, and furnished stays suitable for both travel and temporary living.

Short-term rental prices in Rollingbay vary depending on location, property size, and travel dates. Rates typically start from around $128 per night, with higher prices for premium properties or peak seasons.

Many short-term rentals in Rollingbay include Wi-Fi, making them suitable for remote work. Some listings also provide dedicated workspaces, but it is recommended to check property details for specific features.

Booking 30 to 45 days in advance is generally recommended for the best availability. For peak travel periods or major events in Rollingbay, booking earlier can help secure better options.

In many cases, utilities such as electricity, water, and internet are included in the rental price. However, this can vary by property, so it is important to review the listing details before booking.

Short-term rentals in Rollingbay often include amenities such as Fireplace/Heating, Balcony/Terrace, and Wellness Facilities, providing a comfortable and convenient stay.

Short-term rentals in Rollingbay are often used for flexible stays, including work trips or temporary housing, while vacation rentals are typically geared toward leisure stays in tourist areas. Both offer furnished, home-like accommodations.