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Deer Harbor Holiday Rentals

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49 rentals in Deer Harbor.
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Sea Dream Cottage (All Dream Cottages) Spectacular Waterfront, Orcas Island, WA, holiday rental in Deer Harbor

Sea Dream Cottage (All Dream Cottages) Spectacular Waterfront, Orcas Island, WA

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Famous Gnome House Chalet on Amazing 140 Acre Private Setting, holiday rental in Deer Harbor

Famous Gnome House Chalet on Amazing 140 Acre Private Setting

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Check Out This Darling, Comfortable & Treasured Family Getaway Since 1979 + View, holiday rental in Deer Harbor

Check Out This Darling, Comfortable & Treasured Family Getaway Since 1979 + View

1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Maggie's Manor: STARTING AT $199  1-4 Bedroom Waterfront Island Home. View!View!, holiday rental in Deer Harbor

Maggie's Manor: STARTING AT $199 1-4 Bedroom Waterfront Island Home. View!View!

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Modern Home with Stunning Water View, holiday rental in Deer Harbor

Modern Home with Stunning Water View

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Cottage-in-the-Barn on Dragonfly Farm, holiday rental in Deer Harbor

Cottage-in-the-Barn on Dragonfly Farm

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Beautiful Orcas Island Waterfront Home with Spectacular Views & Wildlife, holiday rental in Deer Harbor

Beautiful Orcas Island Waterfront Home with Spectacular Views & Wildlife

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Modern house  - Overlooking Rosario Resort, holiday rental in Deer Harbor

Modern house - Overlooking Rosario Resort

3 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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Utter Seclusion on 600 Feet of Waterfront , Free WiFi, holiday rental in Deer Harbor

Utter Seclusion on 600 Feet of Waterfront , Free WiFi

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Crows Nest on Orcas Island, holiday rental in Deer Harbor

Crows Nest on Orcas Island

0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Southerly views, tons of light!, holiday rental in Deer Harbor

Southerly views, tons of light!

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Delightful Cabin Walking Distance to Eastsound, holiday rental in Deer Harbor

Delightful Cabin Walking Distance to Eastsound

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Ocean Mist Getaway!*RosarioResort & H2O Views 3BD & 2.5BA Sleeps 8 Total #OMG!, holiday rental in Deer Harbor

Ocean Mist Getaway!*RosarioResort & H2O Views 3BD & 2.5BA Sleeps 8 Total #OMG!

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Near Moran State Park and Mt. Constitution, holiday rental in Deer Harbor

Near Moran State Park and Mt. Constitution

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Hook's Nest - Magnificent Waterfront Home, holiday rental in Deer Harbor

Hook's Nest - Magnificent Waterfront Home

3 bedrooms
4 bathrooms
Sleeps 9
Match: Sleeps
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Private & Beautiful New Custom Built Orcas Island Vacation Home near Eastsound, holiday rental in Deer Harbor

Private & Beautiful New Custom Built Orcas Island Vacation Home near Eastsound

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Bramble Seaview Cottage - (New) Lower Studio Suite With Sparkly Water View, holiday rental in Deer Harbor

Bramble Seaview Cottage - (New) Lower Studio Suite With Sparkly Water View

1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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1 Bedroom, Sleeps 6 Steps From Friday Harbor San Juan Island Ferry, Washington, holiday rental in Deer Harbor

1 Bedroom, Sleeps 6 Steps From Friday Harbor San Juan Island Ferry, Washington

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Charming west-facing beach house - sandy beach near Eastsound, holiday rental in Deer Harbor

Charming west-facing beach house - sandy beach near Eastsound

5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Premium Cleaned | Dog-friendly home w/ a deck, firepit, and sound views, holiday rental in Deer Harbor

Premium Cleaned | Dog-friendly home w/ a deck, firepit, and sound views

3 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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Westcott Woods - A San Juan Island Waterview Cabin, holiday rental in Deer Harbor

Westcott Woods - A San Juan Island Waterview Cabin

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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New listing! Sunset studio with stunning views & hot tub - dog-friendly!, holiday rental in Deer Harbor

New listing! Sunset studio with stunning views & hot tub - dog-friendly!

0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Family Friendly Private View Home Near Moran State Park, holiday rental in Deer Harbor

Family Friendly Private View Home Near Moran State Park

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Waterfront! - Incredible views; Private rocky beach; Gourmet Kitchen; Spa/Sauna, holiday rental in Deer Harbor

Waterfront! - Incredible views; Private rocky beach; Gourmet Kitchen; Spa/Sauna

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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San Juan Island Private Studio on 10 Acres, holiday rental in Deer Harbor

San Juan Island Private Studio on 10 Acres

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Dundarave Cottage offers west facing waterfront overlooking East Sound, holiday rental in Deer Harbor

Dundarave Cottage offers west facing waterfront overlooking East Sound

3 bedrooms
3 bathrooms
Sleeps 3
Match: Sleeps
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Quintessential Island Getaway on Orcas Island. Gorgeous view! Starting at $199, holiday rental in Deer Harbor

Quintessential Island Getaway on Orcas Island. Gorgeous view! Starting at $199

3 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Isle Dream Cottage (All Dream Cottages) Private Waterfront Hideaway, Orcas, WA), holiday rental in Deer Harbor

Isle Dream Cottage (All Dream Cottages) Private Waterfront Hideaway, Orcas, WA)

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Picturesque Westcott Bay Cape Cod on 5 Acre Estate -Walk to Roche Harbor, holiday rental in Deer Harbor

Picturesque Westcott Bay Cape Cod on 5 Acre Estate -Walk to Roche Harbor

4 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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Peaceful and tranquil rustic cabin on the water, holiday rental in Deer Harbor

Peaceful and tranquil rustic cabin on the water

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Mariner's Dream (All Dream Cottages) Mesmerizing, Waterfront, Orcas Island, WA, holiday rental in Deer Harbor

Mariner's Dream (All Dream Cottages) Mesmerizing, Waterfront, Orcas Island, WA

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Spacious, Affordable, & $40/Extra Guests - Orcas Island, holiday rental in Deer Harbor

Spacious, Affordable, & $40/Extra Guests - Orcas Island

5 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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Beachfront 2BR Classic Cabin - stunning west-facing beach with epic sunsets!, holiday rental in Deer Harbor

Beachfront 2BR Classic Cabin - stunning west-facing beach with epic sunsets!

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Luxuriously re-modeled cottage minutes from the Ferry, holiday rental in Deer Harbor

Luxuriously re-modeled cottage minutes from the Ferry

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful views, wood stove, private deck!, holiday rental in Deer Harbor

Beautiful views, wood stove, private deck!

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Secluded Orcas Island Cabin, holiday rental in Deer Harbor

Secluded Orcas Island Cabin

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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New NW Contemporary with Hot Tub, Pool Table close to Rosario & Moran St. Park, holiday rental in Deer Harbor

New NW Contemporary with Hot Tub, Pool Table close to Rosario & Moran St. Park

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Bright cottage w/ gas fireplace & private hot tub - walk to marina & beach!, holiday rental in Deer Harbor

Bright cottage w/ gas fireplace & private hot tub - walk to marina & beach!

0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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New listing! Couples retreat w/ free WiFi - close to marina & park, holiday rental in Deer Harbor

New listing! Couples retreat w/ free WiFi - close to marina & park

0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Beautiful Family-Friendly, Ocean View in Eastsound, holiday rental in Deer Harbor

Beautiful Family-Friendly, Ocean View in Eastsound

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Quaint suite at the inn w/ shared grill area - walk to marina/beach!, holiday rental in Deer Harbor

Quaint suite at the inn w/ shared grill area - walk to marina/beach!

0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Amazing Historic Farm House on Westcott Bay - Walk to Roche -, holiday rental in Deer Harbor

Amazing Historic Farm House on Westcott Bay - Walk to Roche -

3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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NEW! Secluded Modern Home on 2 Acres, Bike to Roche Harbor, Fire pit, 2 Bikes, holiday rental in Deer Harbor

NEW! Secluded Modern Home on 2 Acres, Bike to Roche Harbor, Fire pit, 2 Bikes

2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Waterfront & family-friendly home w/ deck,great views, full kitchen & WiFi!, holiday rental in Deer Harbor

Waterfront & family-friendly home w/ deck,great views, full kitchen & WiFi!

1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Bright cottage w/ gas fireplace & private hot tub - walk to the beach/marina!, holiday rental in Deer Harbor

Bright cottage w/ gas fireplace & private hot tub - walk to the beach/marina!

0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Deluxe Ocean View 2BR 2BA - 1 min walk to stunning west-facing beach, holiday rental in Deer Harbor

Deluxe Ocean View 2BR 2BA - 1 min walk to stunning west-facing beach

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Deluxe View Cabin with Resort Amenities - 2 minute walk to stunning beach!, holiday rental in Deer Harbor

Deluxe View Cabin with Resort Amenities - 2 minute walk to stunning beach!

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Orcas Island Getaway at Rosario Sea Views - New NW Modern with Salish Sea Views, holiday rental in Deer Harbor

Orcas Island Getaway at Rosario Sea Views - New NW Modern with Salish Sea Views

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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New listing! Inviting suite w/ fireplace - walk to marina/beach!, holiday rental in Deer Harbor

New listing! Inviting suite w/ fireplace - walk to marina/beach!

0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Dog-friendly studio w/ kitchenette, WiFi, yard & fire pit!, holiday rental in Deer Harbor

Dog-friendly studio w/ kitchenette, WiFi, yard & fire pit!

0 bedrooms
1 bathroom
Sleeps 1
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