Vacation rentals in Deer Harbor

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Top-rated vacation rentals in Deer Harbor

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
The image captures a vibrant sunset over the ocean, framed by tall trees. The sky displays rich hues of orange, pink, and purple, reflecting on the water. Silhouetted islands and distant mountains enhance the natural beauty of the scene.
Home in Olga
4.95 out of 5 average rating, 709 reviews

Two story cedar home with incredible oceanview.

Bungalow 252 is a secluded hilltop cedar home getaway. Magnificent 130 degree view of the ocean, Mt. Baker and the Cascades. Hardwood flooring. Eagles, bats, deer and raccoons abound. BBQ, watch boats and occasionally orcas from the deck. Nicely stocked full kitchen. Wood stove. Pod coffee maker with coffee, chai, hot chocolate. Two 3D HDTVs with streaming. High speed WIFI (100 MBPS upstairs, slower downstairs), cell service. Games, books, DVDs, binoculars, telescope. Soap, shampoo, conditioner.

Guest favorite
The outdoor area features a spacious patio with a covered seating arrangement and a large, shaded table under a blue umbrella. A hot tub is positioned nearby, surrounded by vibrant plants and stone landscaping, with scenic views of the surrounding hills and trees.
Cabin in Eastsound
4.88 out of 5 average rating, 297 reviews

Cedar Orchard Cabin

Located in beautiful Westsound, 5 min from ferry, newly renovated cedar cabin with partial water view. Lovely traditional style, comfortable and perfect for your group's Orcas stay. Great, views, outdoor spaces, fire pit, BBQ, lrg spa, 55 inchTV w/5.1 surround. Steps from marina. Holds up to 6 , 2 bedrooms (2 queens), plus comfy pull out Queen bed on sun porch. Ping pong in game room garage. Large yard with apple and pear tree for delicious eating. Kayak rentals available including Life vests.

Top guest favorite
A vintage cabin is framed by trees and lush green grass, illuminated by soft evening light. A wooden picnic table sits on the lawn, enhancing the inviting outdoor space. The cabin’s porch leads to scenic views of the nearby water.
Guesthouse in Eastsound
4.99 out of 5 average rating, 151 reviews

Heather Waterfront Guest Cabin on private estate

See our other two available cabins listed on this waterfront estate by clicking my host profile. Welcome to the vintage 100 year old original guest Cabin, nestled over the Salish Sea on a private estate with two cabins, beach, camp fire, kayaks & paddle boards. Seals, otters, eagles and deer are your neighbors. Walk to Turtleback Mountain south trailhead for grand views above. The secluded Hot Tub is tucked under cedar trees, over the beach, private for either cabin, but not at the same time.

Top guest favorite
Cottage in Eastsound
4.97 out of 5 average rating, 327 reviews

WaterView,Impeccable Studio Cottage, Walk to Town

With beautiful views of the Salish Sea, our charming cottage is perfect for a solo retreat or a couple's getaway. Just a short walk to restaurants, shops, and a waterfront park, you can enjoy the convenience of town while waking each morning to sunrises from the deck, or the comfy queen-size bed in this perfectly designed studio. Our studio cottage features: ☀️ All-new appliances ☀️ Quartz countertops ☀️ Custom-tiled bathroom ☀️ Luxury linens and amenities Your island escape is ready for you ✨

Top guest favorite
Home in Eastsound
4.95 out of 5 average rating, 311 reviews

Luxe Beachfront, Hot Tub, Kayaking, Walk to Town

Welcome to Beach House, our exceptional waterfront retreat where nature and luxury come together for a perfect romantic getaway. What You’ll Love Wake to waterviews and end your night in the hot tub under the stars. 🔹 On Crescent Beach waterfront 🔹 3 min to Eastsound Village 🔹 7 min to Moran State Park 🔹Private hot tub with bay views 🔹 King suite with deck access 🔹 Radiant heated floors 🔹 Gas fireplace 🔹 Walkway to sandy beach 🔹 Dedicated workspace & WiFi 🔹 Zen garden setting

Guest favorite
A serene view of the waterfront at dusk, framed by trees. A wooden staircase leads down towards the shore, where the calm water reflects soft colors. The marina is visible in the background, with boats gently moored along the dock.
Cottage in Eastsound
4.83 out of 5 average rating, 158 reviews

FoxGlove Cottage Private Beach Sleeps 4 Wifi Pets

FoxGlove Cottage is nestled into the shoreline of Deer Harbor on Orcas Island. You will enjoy coffee or wine on the back deck with one of the most epic views this island offers. Walk out your back door to the beach, the marina or for local fare. This cottage newly updated. It is charming and quaint and ready to make memories for your family. We are pet friendly with pre approval. You are able to fly into Deer Harbor on Kenmore Air or use the Washington State Ferry System.

Guest favorite
A spacious room features a king-sized bed with a quilted grey cover, paired with a comfortable armchair and a wooden chest. A glass sliding door offers access to a grassy outdoor area, where a glimpse of greenery is visible. A wall-mounted television is positioned for easy viewing.
Guest suite in Eastsound
4.86 out of 5 average rating, 122 reviews

Entire Guest Suite on Orcas Island Golf Course

Enjoy peace and privacy in this cozy king-bedroom suite on Orcas Island Golf Course ⛳. With its own private entrance and beautiful fairway views, this space is perfect for relaxing or exploring nearby nature spots. ✔ En-suite bath with a shower 🚿 ✔ Wi-Fi, smart TV 📺, heating 🔥 ✔ Mini fridge ❄️, microwave, coffee maker ☕ ✔ Outdoor grill access 🔥 ✔ Shared porch overlooking the course Close to hiking 🥾, whale watching 🐋 & Eastsound charm. Book your escape! 🏌️‍♂️

Top guest favorite
Cabin in Eastsound
4.97 out of 5 average rating, 273 reviews

Osprey Nest on magical "Orcas Island", Eastsound.

The Osprey Nest is a fully appointed stand-alone guesthouse on 5 forested acres, (San Juan County permit PPROV0-18-0023). It is ideal for couples looking for a romantic getaway and families looking for solitude, comfort and easy access to all island amenities. The Osprey Nest has water, forest, and mountain views. It has a private driveway and your only neighbors are songbirds, osprey, eagle and deer. No pets, this is a Hypoallergenic home.

Top guest favorite
The image shows a charming cottage featuring a sunroom with large windows, allowing natural light to fill the space. An American flag is displayed outside, while lush green bushes frame the entrance. The surrounding landscape is open and pastoral, creating a serene atmosphere.
Guesthouse in Friday Harbor
4.94 out of 5 average rating, 696 reviews

Peaceful Sunny Cottage on 15 acre Pprovo-14-0016

Comfortable one bedroom cottage with sun-room fully insulated and extremely wonderful . There is also a back patio with a great view overlooking the lower pasture and wetland. BBQ and comfortable outdoor furniture. On a hot day the patio offers good shade. It comfortably fits two and is centrally located. An easy 15 minute drive to most attractions. Dog friendly with pet fee (please reach out if you have questions).

Guest favorite
A scenic view captures a calm waterfront at sunset, with layers of distant islands against a colorful sky. The foreground includes silhouettes of towering trees, adding depth to the landscape and enhancing the peaceful atmosphere.
Home in Eastsound
4.97 out of 5 average rating, 105 reviews

Beautiful Modern Home- Water View- Dog Friendly

Enjoy spectacular sunsets from our NEW larger deck at our beautiful home located in the VERY POPULAR Rosario area. 1.5 miles to the entrance of Moran State Park with lakes, hiking and Mt. Constitution. 2 miles in the other direction is the Rosario Resort. The large Master Suite has a jetted tub, shower and private access to the deck. Guest Bedroom has separate full bath and queen bed

Top guest favorite
Home in Blaine
4.96 out of 5 average rating, 100 reviews

Oceanview A-Frame | Hot Tub + Steps to Beach

BAY FRAME is a beautifully renovated 3-bedroom, 1-bath A frame cabin with an outdoor hot tub (new!), perched on a high-bank waterfront in the Pacific Northwest. With sweeping ocean views across Birch Bay and direct beach access, this cozy getaway blends vintage charm with modern comforts. Summer 2026: This is the place to stay for the Vancouver World Cup games!

Top guest favorite
The cozy guest cottage features a sloped roof with a green tin finish and multiple large windows allowing natural light. A deck with a round table and four chairs is adorned with thriving flowers, enhancing the inviting outdoor space.
Guesthouse in Eastsound
4.98 out of 5 average rating, 126 reviews

water view cottage above West Sound

Well-equipped cozy guest cottage with deck on Orcas Island, on sunny slope of Turtleback Mtn; lovely view south over West Sound to snow-capped Olympics; mountain & forest views to E & N. Secluded & affordable: owners’ house next door, no other houses in sight. San Juan County transient rental permit number 2000 0725017

Popular amenities for Deer Harbor vacation rentals

When is the best time to visit Deer Harbor?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$54,349 GYDG$54,558 GYDG$51,423 GYDG$52,050 GYDG$59,366 GYDG$63,965 GYDG$66,055 GYDG$66,055 GYDG$57,694 GYDG$51,632 GYDG$51,632 GYDG$54,140 GYD
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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Deer Harbor?

    Deer Harbor has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in condo rentals in Deer Harbor?

    Experience the best of Deer Harbor with our condo rentals, starting at about $260 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Deer Harbor?

    Four-legged friends are welcome in Deer Harbor. Choose from more than 10 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Deer Harbor?

    Yes! Work meets play with ease at over 10 vacation rentals in Deer Harbor featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Deer Harbor vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Deer Harbor, available on Airbnb. Make a splash and soak up the sun in style!

  • Do house rentals in Deer Harbor have a kitchen?

    Absolutely! We offer over 10 house rentals with a kitchen in Deer Harbor. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Deer Harbor have wifi?

    Absolutely! We offer over 10 house rentals with wifi in Deer Harbor. Enjoy a tailored experience with all the comforts you desire.

  • Do condo rentals in Deer Harbor have free parking?

    Absolutely! We offer over 10 condo rentals with free parking in Deer Harbor. Enjoy a tailored experience with all the comforts you desire.

Quick stats about vacation rentals in Deer Harbor

  • Total vacation rentals

    Explore 50 vacation rentals in Deer Harbor

  • Nightly prices starting at

    Deer Harbor vacation rentals start at G$29,265 GYD per night before taxes and fees

  • Verified guest reviews

    Over 3,200 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Vacation rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    50 of Deer Harbor vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Deer Harbor rentals

  • 4.8 Average rating

    Deer Harbor stays are highly rated by guests—averaging 4.8 out of 5!