Pirate Cove Cottages - Vacation Rentals in San Juan County

Orcas Island, Paris Cottage #213 From US $383
         

9.6 (116 Reviews)
Cottage
  • Pet Friendly
  • TV
  • View
Orcas Beach Cottage From US $249
         

|
9.6 (5 Reviews)
House
  • View
  • Ocean View
  • Balcony/Terrace
Orcas Island, Marina View #201 From US $403
         

9.6 (100 Reviews)
Cottage
  • Pet Friendly
  • TV
  • View
Cottage-in-the-Barn on Dragonfly Farm From US $316
         

10.0 (148 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
Woods Lake Cottage From US $316
         

10.0 (30 Reviews)
Cottage
  • Parking
  • TV
  • View

Luxury Places to Stay in San Juan County

Over 864+ Luxury Places to Stay in or Near San Juan County

Top-Rated Vacation Rentals with a Pool in San Juan County

Over 56+ Top-Rated Vacation Rentals with a Pool in or Near San Juan County
5 Stars - Overlooking Rosario Resort - Pet Friendly From US $524
         

Pet-Friendly Vacation Rentals in San Juan County

Over 207+ Pet-Friendly Vacation Rentals in or Near San Juan County
Tucker House Inn From US $159
         

|
8.5 (127 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Pet Friendly
Inn to the Woods B&B From US $294
         

|
9.8 (95 Reviews)
Bed & Breakfast
  • Parking
  • Pet Friendly
  • Pool
San Juan Suites -Conservatory - Pet Friendly! From US $325
         

9.4 (154 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly
Orcas Island, Sunset Cove #262 From US $593
         

9.8 (52 Reviews)
House
  • Pet Friendly
  • TV
  • View
Waterfront! Near Roche Harbor! Hot Tub! (SSH) From US $759
         

9.2 (114 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Orcas Island, Orcas Hill House #297 From US $581
         

9.2 (23 Reviews)
House
  • Parking
  • Pet Friendly
  • TV
Modern Home with Stunning Water View From US $604
         

10.0 (366 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in San Juan County

Over 63+ Large Vacation Homes & Villas in or Near San Juan County
Kangaroo House Bed & Breakfast From US $247
         

|
9.8 (78 Reviews)
Bed & Breakfast
  • Parking
  • View
  • Balcony/Terrace
Gorgeous Waterfront Home w/Hot Tub! (RH Manor) From US $796
         

Amenity-Packed Waterfront Island Retreat From US $1,076
         

Rose Mountain Lodge - Friday Harbor From US $1,696
         

10.0 (5 Reviews)
House
  • Air Conditioner
  • Parking
  • TV

Wheelchair Accessible Vacation Homes in San Juan County

Over 43+ Wheelchair Accessible Vacation Homes in or Near San Juan County
Haven on Hilltop From US $341
         

|
10.0 (4 Reviews)
House
  • Wheelchair Accessible
  • Balcony/Terrace
  • Accessibility
Friday Harbor House From US $370
         

|
9.6 (253 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
'The Windward Studio' at SeaStar Lofts - on the Waterfront! From US $368
         

10.0 (130 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly
'The Leeward Studio' at SeaStar Lofts on the Waterfront! From US $411
         

9.8 (163 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly
The 'Spinnaker Studio' at Sea Star Lofts From US $348
         

9.8 (158 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly
Harbor View Condo in Downtown! Churchill Plaza #1 From US $492
         

9.4 (201 Reviews)
Condo
  • Parking
  • TV
  • Wheelchair Accessible
Canoe - Warm and Cozy with View From US $257
         

10.0 (10 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV

San Juan County Vacation Rentals and Airbnb Places to Stay Under $200

Over 102+ San Juan County Vacation Rentals and Airbnb Places to Stay Under $200
9 Condo From US $73
         

|
9.5 (2 Reviews)
Apartment
  • Balcony/Terrace
  • Security/Safety
  • Sports/Activities
Trumpeter Inn From US $193
         

|
10.0 (251 Reviews)
Bed & Breakfast
  • Parking
  • Balcony/Terrace
  • Accessibility
Downtown Friday Harbor! (Miner's) From US $140
         

8.6 (87 Reviews)
Apartment
  • Parking
  • TV
  • Balcony/Terrace
Harbor View Condo in Downtown! (Marina Lookout) From US $184
         

Studio suite near downtown (Argyle Suites-HSB) From US $177
         

10.0 (3 Reviews)
Apartment
  • Pet Friendly
  • TV
  • Security/Safety
Glamping Tent with Partial Ocean Views - 1 min walk to beach! From US $191
         

10.0 (1 Review)
RV Rental
  • Pet Friendly
  • Balcony/Terrace
  • Security/Safety
Glamping Tent 2 min walk to west-facing beach at popular resort From US $168
         

10.0 (1 Review)
RV Rental
  • Pet Friendly
  • Balcony/Terrace
  • Security/Safety

Instantly Bookable Vacation Homes in San Juan County

Over 516+ Instantly Bookable Vacation Homes in or Near San Juan County
Secluded 4BR Retreat | Wellness, Hot Tub & Pet Friendly From US $414
         

9.8 (37 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Waterfront Village Beach House From US $583
         

Waterfront! Hot Tub! - (Stonecliff) From US $777
         

10.0 (129 Reviews)
House
  • Air Conditioner
  • TV
  • Balcony/Terrace
Lopez Island, Raven Rock #318 From US $400
         

10.0 (56 Reviews)
House
  • TV
  • Balcony/Terrace
  • Security/Safety
Charming Cottage near Roche Harbor! (BSB) From US $362
         

9.8 (141 Reviews)
Cabin
  • TV
  • Balcony/Terrace
  • Security/Safety
3 Bedrooms with Hot Tub! (Woodhaven) From US $695
         

9.6 (131 Reviews)
House
  • TV
  • Balcony/Terrace
  • Security/Safety

About San Juan County Vacation Rentals

With more than 64 San Juan County vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Piratecovecottages and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in San Juan County.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Piratecovecottages San Juan County, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in San Juan County. Places to stay near San Juan County are 724.03 ft² on average, with prices averaging $421 a night.

Piratecovecottages makes it easy and safe to find and compare vacation rentals in San Juan County with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in San Juan County

Type Count
Cottages 53
Vacation Homes 10
Hotels with Suites 1

Use these Quick Filters to Find a Vacation Rental in San Juan County

Pro Tip: Piratecovecottages makes it easy to compare the best listings on Piratecovecottages homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Piratecovecottages homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in San Juan County.

Weather in San Juan County

View the weather forecast for San Juan County before booking your San Juan County Vacation Rentals to confirm your best time to go.

December - February
High 46°F       Low 28°F
March - May
High 67°F       Low 40°F
June - August
High 76°F       Low 51°F
September - November
High 71°F       Low 41°F

San Juan County Vacation Rental Frequently Asked Questions

What are the top vacation rentals in San Juan County?
How many vacation rentals are available in San Juan County?

Currently, the total number of properties listed in 2026 is over 64 in the San Juan County area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in San Juan County.