Best Vacation Homes in San Juan Island
1100 ft²
5 Guests
2 Bedrooms
1 Bathroom
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $560/Night
For 7 Nights US $3,918
574.52 ft²
26 Guests
20 Bedrooms
8 Bathrooms
Ski Chalet
- Private Beach
- Oceanfront
- Fireplace/Heating
US $549/Night
For 7 Nights US $3,843
1 Bedroom
1 Bathroom
Family Friendly
Bed & Breakfast
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
US $193/Night
For 7 Nights US $1,348
360 ft²
2 Guests
1 Bedroom
1 Bathroom
Ocean View
Cottage
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $221/Night
For 7 Nights US $1,545
552.55 ft²
7 Guests
3 Bedrooms
3 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
US $414/Night
For 7 Nights US $2,896
615 ft²
2 Guests
1 Bedroom
1 Bathroom
Ocean View
Cottage
- Hot Tub
- Fireplace/Heating
- Ocean View
US $309/Night
For 7 Nights US $2,163
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
US $559/Night
For 7 Nights US $3,916
600 ft²
4 Guests
1 Bedroom
1 Bathroom
Ocean View
Cabin
- Oceanfront
- Fireplace/Heating
- Ocean View
US $423/Night
For 7 Nights US $2,961
San Juan Island Luxury Rentals
2400 ft²
8 Guests
3 Bedrooms
4 Bathrooms
Family Friendly
Boat Rental
- Fireplace/Heating
- Kitchen
- Air Conditioner
US $5,975/Night
For 7 Nights US $41,826
18 Guests
7 Bedrooms
5 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
US $4,130/Night
For 7 Nights US $28,912
5000 ft²
19 Guests
9 Bedrooms
4 Bathrooms
Ocean View
Apartment
- Oceanfront
- Hot Tub
- Spa
US $3,035/Night
For 7 Nights US $21,242
4500 ft²
13 Guests
5 Bedrooms
6 Bathrooms
Ocean View
House
- Hot Tub
- Fireplace/Heating
- Ocean View
US $2,774/Night
For 7 Nights US $19,421
14 Guests
5 Bedrooms
4 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Hot Tub
US $2,045/Night
For 7 Nights US $14,312
3569 ft²
12 Guests
5 Bedrooms
3 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
US $1,696/Night
For 7 Nights US $11,875
3700 ft²
10 Guests
3 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $1,569/Night
For 7 Nights US $10,981
4700 ft²
12 Guests
4 Bedrooms
4 Bathrooms
Ocean View
House
- Oceanfront
- Hot Tub
- Spa
US $1,330/Night
For 7 Nights US $9,312
San Juan Island Pet Friendly Vacation Rentals
1000 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
US $548/Night
For 7 Nights US $3,839
180.29 ft²
8 Guests
4 Bedrooms
4 Bathrooms
Ocean View
Bed & Breakfast
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $359/Night
For 7 Nights US $2,513
1 Bedroom
1 Bathroom
Family Friendly
Bed & Breakfast
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $294/Night
For 7 Nights US $2,058
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
US $662/Night
For 7 Nights US $4,635
484.99 ft²
26 Guests
18 Bedrooms
10 Bathrooms
Bed & Breakfast
- Balcony/Terrace
- Breakfast
- Pet Friendly
US $159/Night
For 7 Nights US $1,113
6 Guests
3 Bedrooms
2 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Fireplace/Heating
US $1,126/Night
For 7 Nights US $7,879
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Pet Friendly
- Kitchen
- Internet
US $177/Night
For 7 Nights US $1,242
3 Guests
2 Bedrooms
2 Bathrooms
Couples Retreat
House
- Pet Friendly
- Internet
- Child Friendly
US $770/Night
For 7 Nights US $5,389
San Juan Island Large Vacation Homes
4000 ft²
10 Guests
4 Bedrooms
3 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Hot Tub
US $1,033/Night
For 7 Nights US $7,230
204.51 ft²
15 Guests
7 Bedrooms
7 Bathrooms
Group Friendly
Bed & Breakfast
- View
- Parking
- Internet
US $245/Night
For 7 Nights US $1,715
2500 ft²
10 Guests
4 Bedrooms
4 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $1,189/Night
For 7 Nights US $8,323
376.74 ft²
18 Guests
6 Bedrooms
6 Bathrooms
Family Friendly
Bed & Breakfast
- Fireplace/Heating
- Balcony/Terrace
- View
US $282/Night
For 7 Nights US $1,972
4000 ft²
10 Guests
4 Bedrooms
4 Bathrooms
Ocean View
House
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $796/Night
For 7 Nights US $5,571
2423 ft²
10 Guests
5 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $844/Night
For 7 Nights US $5,909
2100 ft²
12 Guests
4 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $429/Night
For 7 Nights US $3,001
1800 ft²
12 Guests
5 Bedrooms
4 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $1,028/Night
For 7 Nights US $7,194
Why Choose Rent By Owner for your San Juan Island Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit San Juan Island
When should you plan your Vacation Rentals stay?
Choosing the optimal time to visit ensures you make the most of your experience here, whether you're seeking serene summer days or a peaceful off-season retreat in this scenic destination.
Peak Season Highlights
June to August (summer)
During the summer months, the region witnesses its warmest and most vibrant period, making it ideal for exploring outdoor activities and enjoying the scenic beauty.
Average Temperature Daytime: 70-75°F - Nighttime: 55-60°F
September to October (early fall)
Early fall offers pleasant weather and fewer crowds, providing a peaceful atmosphere for your stay while still experiencing the area's natural charm.
Average Temperature Daytime: 65-70°F - Nighttime: 50-55°F
Off-Season Highlights
November to February (winter)
Winter brings cooler temperatures and quieter surroundings, offering a cozy retreat for those seeking tranquility and off-season serenity.
Average Temperature Daytime: 45-50°F - Nighttime: 35-40°F
March to May (spring)
Springtime marks a transition period with mild weather and blossoming landscapes, perfect for travelers looking to avoid the peak crowds while enjoying the area's renewal.
Average Temperature Daytime: 55-60°F - Nighttime: 45-50°F
Weekly Weather Forecast for San Juan Island
How to Book Your San Juan Island Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in San Juan Island
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy a private outdoor seating area to relax amidst scenic views of the region.
- Take advantage of expansive decks or patios perfect for dining or entertaining outdoors.
- Explore well-maintained pathways and gardens that showcase the natural beauty of the area.
- Make use of outdoor fire pits for cozy evenings under the stars.
- Benefit from secure, enclosed yards ideal for outdoor activities or pet-friendly stays.
- Utilize shared or private docks if available, to access nearby waterways and enjoy boating or fishing.
- Hide away in secluded outdoor spaces that provide privacy and tranquility in this destination’s peaceful setting.
Top Attractions Around San Juan Island
What attractions are nearby?
While staying here, you can explore a variety of outdoor activities, including kayaking, whale watching, and scenic hiking, all just moments from the comfort of your San Juan Island vacation rental in this beautiful region.
Family Activities
- San Juan Island Whale Watching Tours: Embark on an unforgettable boat tour to witness orcas and other marine life in their natural habitat, a highlight for families seeking an immersive experience in this region.
- Point Doughty Marine Preserve: Explore the scenic shoreline with family-friendly walks and tidepooling opportunities, offering an engaging way to discover the area's rich coastal ecology.
- San Juan Island National Historical Park: Discover the island’s intriguing history through accessible trails and interpretive sites that educate and entertain visitors of all ages.
- Pelindaba Lavender Farm: Enjoy a peaceful visit to this lavender farm featuring beautiful fields and interactive activities perfect for family outings in this part of the Pacific Northwest.
Adult Activities
- Whale Watching Tours: Experience the thrill of observing orcas and other marine life in their natural habitat along these waters.
- Hiking and Biking Trails: Explore scenic routes that reveal the region’s diverse landscapes and offer a peaceful retreat into nature.
- Kayaking and Paddleboarding: Enjoy the calm, pristine waters by paddling through the coastline, taking in breathtaking views from a unique perspective.
- Local Art Galleries and Studios: Discover the area's vibrant arts scene by visiting galleries showcasing talented local artists and artisans.
Other Places to Stay in San Juan Island, WA
Cape San Juan
Friday Harbor
American Camp Visitor Center
Lime Kiln Point State Park
San Juan Historical Society and Museum
PeaceHealth Peace Island Medical Center
San Juan Islands Museum of Art
Turn Island State Park
Whale Museum
San Juan Golf & Country Club
San Juan Island National Historic Park
Roche Harbor
San Juan Island Travel Tips
How Can You Make the Most of Your Stay?
- Plan Your Activities Ahead: Familiarize yourself with the area's scenic spots and local events to maximize your time exploring this charming destination.
- Choose a Prime Location: Opt for vacation rentals close to the region’s key attractions to enjoy convenient access and more leisurely experiences.
- Respect Local Ecology: Practice eco-friendly habits to preserve the natural beauty that makes this destination truly special, ensuring it remains pristine for future visitors.
- Engage with the Local Community: Support small businesses and participate in community activities to enrich your stay here and gain authentic insights into the area.
Transportation Options
- Ferries: You can enjoy scenic ferry rides that connect the island to the mainland, offering a flexible and eco-friendly way to arrive at your destination.
- Private boat charters: Exploring the surrounding waters by private boat provides a personalized and memorable experience here in this coastal region.
- Car rentals: Renting a car on the island allows you to easily access various attractions and explore the area at your own pace.
- Public transportation: Local bus services provide an affordable and convenient option for getting around when staying in one of the region's comfortable vacation rentals.
Local Customs Options
- Seafood Traditions: You’ll find that locally caught shellfish, especially oysters and salmon, play a central role in the region's culinary customs, reflecting its rich maritime heritage.
- Native Art and Craftsmanship: The area's indigenous communities incorporate traditional art forms and totem pole carving into their cultural expressions, offering authentic insights into their history.
- Environmental Stewardship: Respect for the natural environment is a key custom here, with many residents practicing sustainable living and conservation efforts to preserve the scenic landscape.
- Community Gatherings: Participating in seasonal festivals and local events allows visitors to connect with the area's close-knit community and experience its friendly hospitality firsthand.
San Juan Island Vacation Rental Frequently Asked Questions
1. What are the top vacation rentals in San Juan Island?
There are a lot of options in San Juan Island. If you plan on staying in the San Juan Island area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in San Juan Island:
- Westcott Bay Waterfront pet friendly home. just minutes from Roche Harbor.
- Peaceful waterfront cottage, close to town!
- Trumpeter Inn
- Custom Waterfront Home near Roche Harbor. n Aug. 29-Sept 3 still available
- WATER VIEWS of Puget Sound and the Olympic Mountains in a Garden Setting
- Hot Tub! Beautiful Water View Home! (WVP)
- Waterfront Cove, West Side Of San Juan Island, Sandy Beach, Prime Orca location
- Spectacular West side views of Strait, Olympics, Victoria, south to Mt Rainier.n
- Waterfront! Hot Tub! - (Stonecliff)
- Perfect location to relax, unwind, renew and enjoy San Juan Island
2. Which vacation homes in San Juan Island are best for families?
If you are looking for a family-friendly vacation home in San Juan Island, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in San Juan Island:
3. How many Rentbyowner vacation rentals are available in San Juan Island?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 285 in the San Juan Island area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in San Juan Island.
4. What is the cancellation policy for vacation rentals in San Juan Island?
Cancellation policies vary depending on the property listing. You should review the specific rental agreement or contact the owner directly for detailed information regarding cancellations and refund eligibility.
5. Are there any additional fees associated with booking a vacation rental here?
Additional fees such as cleaning, service charges, or security deposits are typically included in the listing details. Be sure to read the full description or reach out to the property owner to understand all costs involved before completing your reservation.
6. What amenities can I expect when booking a vacation rental in this region?
Amenities differ by property, but many rentals offer features like fully equipped kitchens, Wi-Fi, outdoor spaces, and parking. Check individual listings for a complete list of available amenities specific to each property.
7. How do I confirm my booking and what is the process for payment?
Booking confirmation usually occurs once you complete the reservation through the platform, which accepts various payment methods. For detailed steps and payment options, refer to the specific listing or contact the host directly.
8. Is there support available if I need assistance during my stay in these vacation rentals?
Support is typically provided through the property owner or the booking platform's customer service. Contact details are often listed within the reservation confirmation or available via the platform’s help center for any issues during your stay.
San Juan Island Top Rated Vacation Rentals
1650 ft²
7 Guests
3 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Pool
US $497/Night
For 7 Nights US $3,476
1900 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Ocean View
House
- Fireplace/Heating
- Pool
- Ocean View
US $595/Night
For 7 Nights US $4,167
1507 ft²
7 Guests
3 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Pool
US $742/Night
For 7 Nights US $5,191
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Hot Tub
- Spa
- Fireplace/Heating
US $1,063/Night
For 7 Nights US $7,443
5 Guests
1 Bedroom
2 Bathrooms
Ocean View
Condo
- Oceanfront
- Pool
- Ocean View
US $317/Night
For 7 Nights US $2,217
US $307/Night
For 7 Nights US $2,149
US $243/Night
For 7 Nights US $1,704
US $273/Night
For 7 Nights US $1,913
