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67 Houses

(116) Excellent 

22

All Dream Cottages, Orcas Island Waterfront

Orcas Island / Deer Harbor

Deer Harbor cottage

1 2 3 nights min

  • 1 bedroom
  • sleeps 2
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 mi
  • Private garden
“romantic” We stayed for two nights to celebrate our 41st anniversary. The cottage was right on the water,very clean, and decorated beautifully - glorious fireplace - which Nanae had already set up for us (thank you!). Though we did not cook - had we
…see more

Price per night from

$378

Responds fast!
avg. 3 hours 40 minutes

Price per night from

$378

Great rentals within 20 miles that match your search

Distance approx 10.11 km from Deer Harbor

(2) Excellent 

41

False Bay Waterfront Guesthouse

San Juan Island / False Bay

False Bay house

1 5 2 nights min

  • 1 bedroom
  • sleeps 5
  • 2 nights min
  • Child Friendly
  • Private garden

Price per night from

$137

Responds fast!
avg. 16 minutes

Price per night from

$137

Distance approx 6.28 km from Deer Harbor Show on Map

(2) Very Good 

22

Beautiful Family-Friendly, Ocean View in Eastsound

Orcas Island / Eastsound

Eastsound house

3 8 3 nights min

  • 3 bedrooms
  • sleeps 8
  • 3 nights min
  • Child Friendly
  • Pet Friendly

Price per night from

$205

Price per night from

$205

Distance approx 9.2 km from Deer Harbor

(64) Excellent 

19

Forest House on Orcas......Enchantment & Wonder

Orcas Island / Eastsound

Eastsound house

1 3 min stay varies

  • 1 bedroom
  • sleeps 3
  • min stay varies
  • Child Friendly
“One of a Kind Place!” Truly wonderful experience! When you wake up in the Forest House, you are welcomed by views of trees and ocean. At night we watched the stars through the large sky light in the center of the room. If you are looking for peace
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Price per night from

$175

Responds fast!
avg. 3 hours 10 minutes

Price per night from

$175

Distance approx 6.93 km from Deer Harbor Show on Map

15

Tides End- Glamping/Boating/Cyclists Retreat

San Juan Islands / Lopez Island

Lopez Island house

1 3 7 nights min

  • 1 bedroom
  • sleeps 3
  • 7 nights min
  • Beach / lakeside relaxation
  • Ask about children
  • Car not necessary

Price per night from

$104

Price per night from

$104

Distance approx 16.97 km from Deer Harbor

(1) Excellent 

20

Sunset Beach House

Washington / Bellingham

Bellingham house

2 6 3 nights min

  • 2 bedrooms
  • sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Private garden

Price per night from

$345

Price per night from

$345

Distance approx 6.3 km from Deer Harbor Show on Map

(5) Excellent 

Certificate of Excellence

27

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

Orcas Island / Olga

Olga house

3 6 2 nights min

  • 3 bedrooms
  • sleeps 6
  • 2 nights min
  • Nearest beach 5 mi
  • Child Friendly
  • Air conditioning

Certificate of Excellence

Price per night from

$354

Responds fast!
avg. 33 minutes

Price per night from

$354

Distance approx 7.32 km from Deer Harbor Show on Map

(14) Excellent 

Certificate of Excellence

20

Orcas Island Getaway

Orcas Island / Eastsound

Eastsound house

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.3 mi
  • Child Friendly

Certificate of Excellence

Price per night from

$218

Responds fast!
avg. 33 minutes

Price per night from

$218

Distance approx 6.82 km from Deer Harbor Show on Map

(1) Excellent 

8

Chinook Studio #1

Orcas Island / Eastsound

Eastsound apartment

2 min stay varies

  • sleeps 2
  • min stay varies
  • Nearest beach 2 mi
  • Child Friendly

Price per night from

$172

Price per night from

$172

Distance approx 6.24 km from Deer Harbor Show on Map

(19) Excellent 

20

Beautiful spacious home with fantastic view.

Orcas Island / Eastsound

Eastsound house

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Child Friendly
  • Pet Friendly
“One of most beautiful places any of us has visited!” Dancing Deer was perfect for our 3 generation family vacation...ages 4 to 70. Adults loved the hiking, wine and cheese on the deck and kids enjoyed hiking and wildlife, especially feeding the alpac
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Price per night from

$242

Responds fast!
avg. 3 hours 26 minutes

Price per night from

$242

Distance approx 5.27 km from Deer Harbor Show on Map

(12) Excellent 

36

Private Studio Kitchenette on 10 acres, San Juan Island

San Juan Island / Friday Harbor

Friday Harbor apartment

1 2 3 nights min

  • 1 bedroom
  • sleeps 2
  • 3 nights min
  • Private garden

Price per night from

$149

Responds fast!
avg. 2 hours 51 minutes

Price per night from

$149

Distance approx 10.15 km from Deer Harbor

(6) Excellent 

23

HARO HAIKU - San Juan Island, West side, spectacular views!

San Juan Island / Lime Kiln

Lime Kiln house

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 3 mi
  • Private garden

Price per night from

$483

Price per night from

$483

Distance approx 7.88 km from Deer Harbor

(1) Excellent 

14

The Edenwild Boutique Inn King Suite

San Juan Islands / Lopez Island

Lopez Island b and b

1 3 1 night min

  • 1 bedroom
  • sleeps 3
  • 1 night min
  • Beach / lakeside relaxation
  • Child Friendly
  • Private garden

Price per night from

$264

Price per night from

$264

Distance approx 6.5 km from Deer Harbor Show on Map

(26) Excellent 

Certificate of Excellence

17

Water View! Spacious + Elegant 1 Bdrm Condo (2 + 3 bdrm options available)

Orcas Island / Eastsound

Eastsound condo

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.3 mi
  • Child Friendly

Certificate of Excellence

Price per night from

$225

Price per night from

$225

Distance approx 5.94 km from Deer Harbor Show on Map

17

Lofty, Modern, Magical. A very special Vacation Home steps from Rosario Resort..

San Juan Islands / Orcas Island

Orcas Island house

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$242

Responds fast!
avg. 51 minutes

Price per night from

$242

Distance approx 7.67 km from Deer Harbor

13

Cabin in the Orchard

Orcas Island / Eastsound

Eastsound house

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 mi
  • Child Friendly

Price per night from

$287

Responds fast!
avg. 1 hour 41 minutes

Price per night from

$287

Distance approx 3.35 km from Deer Harbor Show on Map

(10) Very Good 

6

Spacious, Affordable, & $35/Extra Guests - Orcas Island

Orcas Island / Eastsound

Eastsound house

5 14 2 nights min

  • 5 bedrooms
  • sleeps 14
  • 2 nights min
  • Child Friendly
  • Private garden
“Comfort” The stay was overall very comfortable with the serenity of the island along with the comfort of a fully equipped house. From major things like the clean kitchen, bedrooms, patio to small things like poking rod next to the fire place, board ga
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Price per night from

$156

Price per night from

$156

Distance approx 8.99 km from Deer Harbor

(5) Excellent 

30

Lopez VistaBay House >BEST LOCATION, BEST DECOR, BEST SERVICE

San Juan Islands / Lopez Island

Lopez Island house

4 12 min stay varies

  • 4 bedrooms
  • sleeps 12
  • min stay varies
  • Beach / lakeside relaxation
  • Child Friendly
  • Private garden

Price per night from

$343

Price per night from

$343

Distance approx 10.16 km from Deer Harbor

16

Haro Strait Views

San Juan Island / Lime Kiln

Lime Kiln house

3 8 4 nights min

  • 3 bedrooms
  • sleeps 8
  • 4 nights min
  • Child Friendly
  • Private garden

Price per night from

$344

Price per night from

$344

Distance approx 7.64 km from Deer Harbor

(2) Excellent 

17

Suite Retreat Just Two Miles from Eastsound PPROVO-15-0022

Orcas Island / Eastsound

Eastsound apartment

1 2 3 nights min

  • 1 bedroom
  • sleeps 2
  • 3 nights min

Price per night from

$195

Responds fast!
avg. 1 hour 27 minutes

Price per night from

$195

Distance approx 9.21 km from Deer Harbor Show on Map

(2) Excellent 

25

San Juan Island Samadhi House

San Juan Island / Friday Harbor

Friday Harbor house

4 12 3 nights min

  • 4 bedrooms
  • sleeps 12
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 3 mi
  • Child Friendly

Price per night from

$788

Price per night from

$788

Distance approx 10.16 km from Deer Harbor

24

Lopez Island House w/Pond & Meadow, Walk to Beach!

San Juan Islands / Lopez Island

Lopez Island house

2 12 min stay varies

  • 2 bedrooms
  • sleeps 12
  • min stay varies
  • Child Friendly
  • Pet Friendly

Price per night from

$518

Responds fast!
avg. 7 minutes

Price per night from

$518

Distance approx 18.24 km from Deer Harbor

24

NEW! Anacortes Apt w/Amazing Island View from Deck

Fidalgo Island / Anacortes

Anacortes apartment

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Child Friendly

Price per night from

$156

Responds fast!
avg. 7 minutes

Price per night from

$156

Distance approx 6.87 km from Deer Harbor Show on Map

6

Chinook Studio #4

Orcas Island / Eastsound

Eastsound apartment

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Child Friendly

Price per night from

$172

Price per night from

$172

Distance approx 8.79 km from Deer Harbor

23

Peapod Cottages

Orcas Island / Olga

Olga house

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Child Friendly
  • Private garden

Price per night from

$673

Price per night from

$673

Distance approx 6.8 km from Deer Harbor Show on Map

10

Wisteria Cottage

Orcas Island / Eastsound

Eastsound house

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Child Friendly
  • Private garden

Price per night from

$242

Price per night from

$242

Distance approx 8.74 km from Deer Harbor

11

Madrona Cottage

Orcas Island / Olga

Olga house

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Child Friendly
  • Private garden

Price per night from

$483

Price per night from

$483

Distance approx 8.71 km from Deer Harbor

8

Bayside Cottage

Orcas Island / Olga

Olga house

1 3 min stay varies

  • 1 bedroom
  • sleeps 3
  • min stay varies
  • Child Friendly
  • Private garden

Price per night from

$276

Price per night from

$276

Distance approx 6.4 km from Deer Harbor Show on Map

20

Elegant dual-master home near Cascade Lake and trails

San Juan Islands / Orcas Island

Orcas Island house

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Child Friendly

Price per night from

$287

Price per night from

$287

Distance approx 7.43 km from Deer Harbor Show on Map

11

Mount Baker Farm Getaway 2BR

Orcas Island / Eastsound

Eastsound guest house

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Child Friendly

Price per night from

$460

Responds fast!
avg. 2 hours 19 minutes

Price per night from

$460

Distance approx 6.87 km from Deer Harbor Show on Map

6

Chinook Studio #3

Orcas Island / Eastsound

Eastsound apartment

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Child Friendly

Price per night from

$172

Price per night from

$172

Distance approx 8.65 km from Deer Harbor

13

Plum Tree Cottage

Orcas Island / Olga

Olga house

3 7 min stay varies

  • 3 bedrooms
  • sleeps 7
  • min stay varies
  • Child Friendly
  • Private garden

Price per night from

$408

Price per night from

$408

Distance approx 8.59 km from Deer Harbor

10

Mt. Baker Suite

Orcas Island / Olga

Olga apartment

1 3 min stay varies

  • 1 bedroom
  • sleeps 3
  • min stay varies
  • Child Friendly
  • Private garden

Price per night from

$276

Price per night from

$276

Distance approx 7.43 km from Deer Harbor Show on Map

11

Mount Baker Farm Getaway 3BR

Orcas Island / Eastsound

Eastsound guest house

3 8 2 nights min

  • 3 bedrooms
  • sleeps 8
  • 2 nights min
  • Child Friendly

Price per night from

$460

Responds fast!
avg. 2 hours 19 minutes

Price per night from

$460

Distance approx 18.73 km from Deer Harbor

26

Anacortes Old Town Retreat

Fidalgo Island / Anacortes

Anacortes apartment

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min
  • Private garden

Price per night from

$102

Price per night from

$102

Distance approx 8.56 km from Deer Harbor

9

Barn Loft

Orcas Island / Olga

Olga apartment

1 3 min stay varies

  • 1 bedroom
  • sleeps 3
  • min stay varies
  • Child Friendly
  • Private garden

Price per night from

$212

Price per night from

$212

Distance approx 6.19 km from Deer Harbor Show on Map

10

CAPTAIN'S QUARTERS VACATION RENTAL FRIDAY HARBOR, WASHINGTON STATE USA

San Juan Island / Friday Harbor

Friday Harbor condo

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Child Friendly
  • Car not necessary

Price per night from

$184

Price per night from

$184

Distance approx 6.48 km from Deer Harbor Show on Map

(36) Excellent 

32

Orcas Island- Water View- Dog Friendly- Rosario

Orcas Island / Eastsound

Eastsound house

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Child Friendly
  • Pet Friendly

Price per night from

$229

Responds fast!
avg. 48 minutes

Price per night from

$229