Port Orchard vacation rentals

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Top-rated vacation rentals in Port Orchard

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Guest favorite

Tiny home in Port Orchard

4.98 out of 5 average rating, 192 reviews

NIRVANA by the bay

Enjoy the scenic Olympic Mountains from the deck, or watch the tall ships engage in mock cannon battles. Bremerton Naval Shipyard provides a backdrop with the Pacific Fleet docked across the bay. Have your own boat? Moor at beautiful Port Orchard Marina only a 5 minute walkaway. A fast ferry to Seattle- no need for a car. Watch the sun set over the Olympics, go for a scenic drive to Hood Canal, or just relax and enjoy a bottle of wine from the deck.Go for a stroll along the waterfront boardwalk.

Sep 18 – 25

G$25,270 GYD per night

Guest favorite

Cabin in Port Orchard

4.98 out of 5 average rating, 130 reviews

Chesnut Cottage - writers retreat @ Harper's Hill

The Chesnut Cottage is the perfect quaint romantic getaway or rustic writer's retreat. One of three AirB&B listings on our 10-acre property atop Harper's Hill, it is surrounded by woods and a short walk up from the Puget Sound where you can fish from Harper pier or kayak over to Blake Island. The Southworth ferry terminal is just over a mile away providing direct access to both Seattle and Vashon Island. Harper is the perfect base camp for exploring the beautiful Kitsap and Olympic Peninsulas.

May 29 – Jun 5

G$29,377 GYD per night

Guest favorite

Loft in Bremerton

5.0 out of 5 average rating, 174 reviews

The Carriage House

Modern and newly renovated, the Carriage House apartment is fully furnished with everything you need for a relaxing stay. A panoramic view of the Olympic Mountains and Dyes Inlet will inspire and amaze all those who stay in the Carriage House. Ten minutes to Seattle ferry, Shipyard, and Bangor sub base. Tour Puget Sound for 1 hour, free! Wa. State ferries are free for walk-ons. During the pandemic, we are deep cleaning with appropriate products and provide sanitary wipes in the Carriage House.

May 23 – 30

G$26,165 GYD per night

Guest favorite

Guesthouse in Port Orchard

4.99 out of 5 average rating, 148 reviews

Stunning new guesthouse with Puget Sound views

Enjoy the expansive Puget Sound views from the balcony of your private suite. This brand new luxury guest quarters is just a short walk to the Southworth ferry offering service to downtown Seattle or the car ferry to West Seattle Fauntleroy. Fully equipped efficiency kitchen is yours to prepare a meal if you wish. Walk down to the beach, launch your kayak, bring your bike and binoculars to view the eagle nest from your private balcony. Come discover the the majesty of South Kitsap County.

Dec 3 – 10

G$20,088 GYD per night

Guest favorite

Guest suite in Port Orchard

4.83 out of 5 average rating, 148 reviews

Dotty’s Place Downtown

Dotty’s Place Downtown is a unique 1910 all refurbished large studio apartment. Private entrance with views of the Sinclair Inlet. One block from downtown Port Orchard, two blocks from the foot ferry to Bremerton & Seattle. Dotty’s is conveniently located to restaurants, bars, shopping and the waterfront Marina. This space is cozy with modern amenities, cotton linens with a comfy memory foam queen size bed. The living room has a smart TV & internet with a comfy sofa. With a new full kitchen!

Sep 10 – 17

G$18,988 GYD per night

Guest favorite

Home in Bremerton

5.0 out of 5 average rating, 101 reviews

Cozy Craftsman on Charming Street

Cozy remodeled 1916 Craftsman home nestled on an idyllic street in Downtown Bremerton. This home boasts original charm with recent modern updates. Terrific central location just a 5-minute drive to the Ferry and within a short walk to the Bremerton Naval Base. Enjoy a park just two blocks away and several hikes within a short drive. Includes two off street spaces and access to a one car garage upon approval. Fully fenced yard with urban garden nestled alongside a private patio. Come enjoy!

Oct 4 – 11

G$21,903 GYD per night

Guest favorite

Guest suite in Gig Harbor

4.99 out of 5 average rating, 309 reviews

Peaceful one bedroom suite in park-like setting

Welcome to our comfortable, peaceful Gig Harbor area suite. While the delightful downtown of Gig Harbor and the beautiful Puget Sound are just a few minutes away, this location is great and convenient for exploring the South Sound area of Washington State. The apartment suite is a dedicated space in the brightly lit daylight basement of our home with its own parking and private entry. The neighborhood is well established with lovely, well cared for homes and beautiful surroundings.

Dec 3 – 10

G$21,612 GYD per night

Guest favorite

Guesthouse in Gig Harbor

4.95 out of 5 average rating, 268 reviews

Private Garden Studio * Loft, Forest, Deck & Stars

Welcome to your private forest oasis! Chic & cozy garden studio invites you to relax & take it easy. Peaceful property borders forest w/tall cedar trees. Unwind on your private deck w/fire bowl, sunsets, stars & birdsongs. Well stocked kitchen. Loft w/comfy Queen bed, private bath, French doors to deck, lovely garden & hammock. Experience the Pacific Northwest! Minutes drive to hiking & beaches. Seasonal berries & apples. A scenic stop between Olympic National Forest & Seattle.

Aug 21 – 28

G$20,728 GYD per night

Superhost

Guesthouse in Bremerton

4.93 out of 5 average rating, 111 reviews

Bright, Garden View "Guest House" at Ferngully

Full garden views, bright and modern secluded "guest house" 5 minutes off the highway and 10 minutes from the ferry in western Bremerton. The space is a standalone unit detached from our main house tucked off the main street, nestled amongst the cedars and firs along Mud Bay connecting to Puget Sound. The room has a full 270 degree view on the gardens and trees, queen size murphy bed, fridge, sink, microwave, wood stove and bathroom, complete with 16" outdoor rain shower.

Jul 7 – 14

G$19,527 GYD per night

Guest favorite

Guesthouse in Port Orchard

4.97 out of 5 average rating, 265 reviews

Cozy Country Cottage * Near Hiking & Beaches

Newly renovated, cozy cottage in a beautiful country setting. A peaceful refuge from the hustle and bustle of the city, this comfortable & stylish cottage offers views of nature and all the amenities of a full size home. The covered deck is a perfect place to enjoy the views with a relaxing seating area & propane BBQ grill. Or gather on the patio around the fire table, surrounded by nature and a sky full of stars. Shooting stars are a frequent sight in late summer.

Oct 23 – 30

G$26,608 GYD per night

Guest favorite

Home in Bremerton

4.97 out of 5 average rating, 125 reviews

Cozy Illahee Cabin!

Looking for a quiet, romantic getaway? Our updated cabin with water view is close to the Bremerton ferry terminal and located in quiet Illahee. Enjoy the peace and tranquility with that special someone or just take time to reflect and recharge or enjoy a creative writing retreat. Short driving distance to the Illahee port and Illahee state park. Wake to views of Port Orchard Bay and take in the views while enjoying coffee on the deck or at the dining table.

Apr 20 – 27

G$22,365 GYD per night

Guest favorite

Guest suite in Port Orchard

4.94 out of 5 average rating, 337 reviews

Cozy furnished guest quarters nestled in the woods

A great location for access to the wonders of Puget Sound and the Olympic Peninsula. Located 7 minutes away from the Ferry, which makes for an easy commute to downtown Seattle. We are also close to Hwy 16, which takes you across Hood Canal to the Olympic Peninsula, for great day-trips to this spectacular part of the state. We are located across the from Banner Forest Heritage Park, a 636-acre wildlife preserve which included miles of biking and walking trails.

Jul 28 – Aug 4

G$27,826 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Port Orchard vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Stay near Port Orchard's top sights

Port Orchard Waterfront Park6 locals recommend

That One Place6 locals recommend

McCormick Woods Golf Club12 locals recommend

Whiskey Gulch CoffeePub16 locals recommend

Uncle Dave's Cafe3 locals recommend

South Kitsap Regional Park6 locals recommend

Other great vacation rentals in Port Orchard

Guest favorite

Cottage in Bremerton

4.99 out of 5 average rating, 142 reviews

Private Quiet Waterfront Octovus Cottage

Aug 27 – Sep 3

G$29,189 GYD per night

Guest favorite

Cottage in Port Orchard

4.89 out of 5 average rating, 392 reviews

Sinclair Cottage ~ Cozy Coastal Retreat with Spa

Sep 13 – 20

G$73,809 GYD per night

Guest favorite

Home in Gig Harbor

4.87 out of 5 average rating, 167 reviews

Private,Cheery, Quiet peaceful studio in the woods

Nov 5 – 12

G$14,853 GYD per night

Guest favorite

Cottage in Bremerton

4.97 out of 5 average rating, 184 reviews

Gram's Waterfront Cottage (in Manette)

Dec 6 – 13

G$33,267 GYD per night

Guest favorite

Guesthouse in Vashon

4.94 out of 5 average rating, 200 reviews

Sea Forever Beach Cottage

May 2 – 9

G$17,300 GYD per night

Guest favorite

Cottage in Bremerton

4.96 out of 5 average rating, 110 reviews

The Little Guest House - Footsteps From Oyster Bay

Oct 5 – 12

G$24,300 GYD per night

Guest favorite

Home in Bremerton

4.96 out of 5 average rating, 420 reviews

Peaceful, Lakefront getaway.

May 27 – Jun 3

G$25,971 GYD per night

Guest favorite

Farm stay in Gig Harbor

4.95 out of 5 average rating, 214 reviews

Peaceful Farm Retreat- Fresh Eggs Included

Sep 15 – 22

G$38,153 GYD per night

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Other great vacation rentals in Port Orchard

Guest favorite

Loft in Poulsbo

4.9 out of 5 average rating, 336 reviews

Beautiful Lakeside Loft

Sep 18 – 25

G$26,104 GYD per night

Guest favorite

Home in Port Orchard

4.93 out of 5 average rating, 74 reviews

Custom home with panoramic Puget Sound views.

Jan 3 – 10

G$23,371 GYD per night

Guest favorite

Apartment in Port Orchard

4.97 out of 5 average rating, 35 reviews

Private Suite in Port Orchard

Aug 28 – Sep 4

G$21,572 GYD per night

Guest favorite

Guesthouse in Port Orchard

5.0 out of 5 average rating, 26 reviews

Bay view studio at Harbor House

Aug 22 – 29

G$29,189 GYD per night

Guest favorite

Cottage in Port Orchard

5.0 out of 5 average rating, 16 reviews

Caraway Cottage at Little Clam Bay

Aug 14 – 21

G$26,341 GYD per night

Guest favorite

Farm stay in Port Orchard

4.85 out of 5 average rating, 55 reviews

Adorable Airstream on a working farm!

Nov 7 – 14

G$17,971 GYD per night

Guest favorite

Home in Port Orchard

4.98 out of 5 average rating, 40 reviews

Stylish Lakehouse Getaway. Extended Stay Approved!

Dec 16 – 23

G$31,112 GYD per night

Guest favorite

Home in Port Orchard

5.0 out of 5 average rating, 69 reviews

Carriage House - Spacious, Charming, and VIEWS!

May 27 – Jun 3

G$39,015 GYD per night

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Quick stats about vacation rentals in Port Orchard

Total rentals
40 properties
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
2.3K reviews
Nightly prices starting at
G$8,360 GYD before taxes and fees

Frequently Asked Questions

Are there pet-friendly vacation rentals in Port Orchard?
Four-legged friends are welcome in Port Orchard. Choose from more than 20 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Port Orchard?
Yes! Work meets play with ease at over 30 vacation rentals in Port Orchard featuring dedicated workspaces. Stay connected and productive in your home away from home.
How much does it cost to stay in house rentals in Port Orchard?
Experience the best of Port Orchard with our house rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there family-friendly house rentals in Port Orchard?
Port Orchard has more than 10 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Port Orchard have wifi?
Absolutely! We offer over 20 house rentals with wifi in Port Orchard. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Port Orchard have air conditioning?
Absolutely! We offer over 10 house rentals with air conditioning in Port Orchard. Enjoy a tailored experience with all the comforts you desire.

Port Orchard vacation rentals

Top-rated vacation rentals in Port Orchard

Vacation rentals for every style

Houses

Hotels

Unique stays

Popular amenities for Port Orchard vacation rentals

Stay near Port Orchard's top sights

Other great vacation rentals in Port Orchard

Cottage in Bremerton

Cottage in Port Orchard

Home in Gig Harbor

Cottage in Bremerton

Guesthouse in Vashon

Cottage in Bremerton

Home in Bremerton

Farm stay in Gig Harbor

Other great vacation rentals in Port Orchard

Loft in Poulsbo

Home in Port Orchard

Apartment in Port Orchard

Guesthouse in Port Orchard

Cottage in Port Orchard

Farm stay in Port Orchard

Home in Port Orchard

Home in Port Orchard

Quick stats about vacation rentals in Port Orchard

Total rentals

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Are there pet-friendly vacation rentals in Port Orchard?

Are there vacation rentals with a dedicated workspace in Port Orchard?

How much does it cost to stay in house rentals in Port Orchard?

Are there family-friendly house rentals in Port Orchard?

Do house rentals in Port Orchard have wifi?

Do house rentals in Port Orchard have air conditioning?

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