
Holiday rentals in Samish Bay
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Top-rated holiday rentals in Samish Bay
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The Madrone: Seclusion in Charming Fairhaven
Beautiful, spacious home with a view of Puget Sound and the San Juan Island located in Fairhaven, Washington. The ultimate entertainment/destination home a short 10 minute walk to central Fairhaven! This is a quiet space for families, businesses and other small groups. If you are looking for a location to have a party, this is not the right location for you as the house is in a very quiet neighborhood nestled close to other houses. Any social event must be approved in advance with owner
FamilyValueHot tub
4.9 out of 5 average rating, 378 reviews
Cozy Modern Cabin - The Dragonfly on Guemes Island
Escape to a pet-friendly paradise on Guemes Island! This 2-bed, 1-bath open floor haven sprawls across 2.5 lush acres. Imagine: industrial-grade steel meets polished concrete, inviting nature inside through expansive windows. A glass reading nook, a balcony for forest views, and a woodfire stove providing cozy comfort. Embrace the outdoors inside and revel in the flood of natural light. This is your private retreat—full access to a nature-infused getaway! We are pet-friendly w/no pet fees
LocationFamilyOutdoor spaces
4.99 out of 5 average rating, 132 reviews
*Stunning Bay Views & Sunsets*Covered Deck+Firepit
Spacious 1 bd apt w/impressive views of Padilla Bay & unforgettable sunsets, located at the end of a long driveway w/a private covered entrance. Large bdrm w/king size bed & walk-in closet. Fully covered deck w/gas firepit & comfy sectional. Streaming TV + reliable WIFI. This is the place to unwind & relax after a day of work or play. Pick up local ingredients at nearby markets to craft a meal in the fully stocked kitchen or discover local fare at nearby restaurants & bakeries. Onsite W/D.
FamilyLocationLayout
5.0 out of 5 average rating, 184 reviews
Twinleaf Treehouse
Perched amidst the trees, this home blends modern design with the tranquility of nature. The treehouse boasts two cozy bedrooms and a loft, all offering plush bedding and views of the surrounding tree canopy. For those seeking adventure, the treehouse offers lake access for paddling or kayaking and nearby hiking trails. Whether you're looking for a romantic escape, a family retreat, or a solo adventure, the home offers the perfect blend of comfort, and style for an unforgettable stay.
FamilyLocationKitchen
5.0 out of 5 average rating, 102 reviews
Byrd's Nest Guesthouse
Byrd’s Nest is a retreat nestled among the trees. This custom-built guesthouse was completed in June 2025. It spans 357 sq. ft. and features a studio layout with a kitchen and bathroom. Surrounded by evergreen trees and approx. 30 feet from the main house, it offers a charming treehouse-like experience. The whole property is 6.6 acres at an elevation of over 200 ft. Views of Mount Baker, the North Cascade Mountain range, the Skagit Bay, and forest land can be seen from the guesthouse.
ValueLocationTV
4.98 out of 5 average rating, 100 reviews
Samish Island Suite on the Beach
Waterfront home Guest Wing with separate entrance, full bath, and bedroom with Queen Size Murphy Bed which folds away during the day. You can prepare light meals and the town of Edison, 6 miles away, has great dining options. Bring bikes, kayaks and cameras for exploring. Our large yard & deck with firepit, heater &barbecue will be safely shared. You will hear noise from the main house during non quiet hours and I will be doing various chores and coming and going through the yard.
LocationFamilyDecor
4.95 out of 5 average rating, 225 reviews
Samish Island Idyllic Waterfront Cabin
This idyllic Samish Island waterfront cabin features views of the San Juan Islands and Mt. Baker. Conveniently located just 30 minutes from Bellingham and 1 1/2 hours from Seattle. Newly renovated interior features a spacious living room, fully equipped kitchen, 1bd with king size bed, and living room futon converts to a full size bed. Step outside front door to patio with table, chairs, and BBQ, all overlooking the bay at this low-bank waterfront property. Cable TV and WI-FI.
ValueLocationQuiet
4.89 out of 5 average rating, 265 reviews
MarSaLa Cozy Beach Front Cabin
Bird watchers paradise! Cozy water front cabin on Samish island with sweeping views of the San Juan islands, Mt. Baker, and the opportunity to watch a robust amount of Eagles and Great Blue Herons enjoying the beach this time of year. No Ferry Required and the charming town of Edison is just a short drive from the cabin. A tasteful re model inside and out boasts a private beach side fire pit and large outdoor patio. There are two single-person kayaks included with your stay.
LocationFamilyKitchen
4.85 out of 5 average rating, 134 reviews
Lakefront Cabin on Lake Whatcom - Private
Come "hideaway" on Lake Whatcom and make some lasting memories with friends and family. This beautifully designed Lakefront property has everything you have been looking for in a Lake getaway. Enjoy stunning Lake views, dock access and activities all year round! We call it the Hideaway because, once you get here you won't want to go home. Relax and soak in all the nature the area has to offer. We are only 15 minutes from downtown Bellingham, 80 minutes from Seattle.
FamilyValueAccuracy
4.98 out of 5 average rating, 226 reviews
The Flat at Chuckanut Manor
Conveniently located between Bellingham and Mount Vernon, WA, this apartment, above the iconic Chuckanut Manor Restaurant, is perched over Samish Bay, with killer views of the bay and the San Juan Islands. Enjoy Sunsets on the patio and/or order dinner to be delivered to your door from the Chuckanut Manor Restaurant. You will not be disappointed. Includes one King Bedroom and one Queen Bedroom and one full bathroom. Also a fully equipped kitchen.
FamilyValueComfort
4.74 out of 5 average rating, 227 reviews
Smith and Vallee Guest House in Edison, Washington
Our waterfront Smith & Vallee Guest House offers the unique experience of staying overnight in the bustling village of Edison, in scenic Skagit Valley. Enjoy a private entrance and deck with sweeping views of the San Juan Islands, a beautifully landscaped yard with fire pit, and direct slough-side access for your canoe or kayak. A perfect spot for cyclists, birders, creative retreaters, families, romantic get-aways, foodies, and road-trippers.
ValueLocationCondition
4.99 out of 5 average rating, 264 reviews
Bellingham Meadows- with hot tub and king size bed
Bellingham Meadow House is a one of a kind modern cabin tucked in a private sunlit garden. Built with wood sourced from the property, seamless indoor-outdoor living, covered hot tub, fully stocked kitchen, a king sized tempurpedic bed, radiant floor heating, and step free access. Come enjoy the perfect setting for a scenic working holiday, romantic getaway, adventure weekend, or small family vacation in a peaceful nature setting.
FamilyValueAccess
4.97 out of 5 average rating, 334 reviewsPopular amenities for Samish Bay holiday rentals
Other great holiday rentals in Samish Bay

The Perfect Bow-Edison Getaway
ValueLocationCheckout
4.96 out of 5 average rating, 217 reviews
Charming Guemes Island Getaway w/ Hot Tub & View
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4.98 out of 5 average rating, 118 reviews
Armstrong's Bird Nest
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4.97 out of 5 average rating, 359 reviews
Samish Bay Cottage
ValueFamilyBathroom
4.78 out of 5 average rating, 381 reviews
Chuckanut Bay Beach Cottage
ValueFamilyComfort
4.95 out of 5 average rating, 556 reviews
The Eagle's Nest w/ Hot Tub & Water Views
ValueLocationGrill
4.97 out of 5 average rating, 158 reviews
Samish Sunset Beach Hide-away
LocationFamilyNearby
4.88 out of 5 average rating, 130 reviews
Skagit Farmhouse Loft | Balcony & Views
FamilyLocationAccuracy
4.99 out of 5 average rating, 141 reviewsDestinations to explore
- University Of Victoria
- Metropolis at Metrotown
- Mt. Baker Ski Area
- Golden Ears Provincial Park
- Bear Mountain Golf Club
- Holland Park
- Birch Bay State Park
- Moran State Park
- Deception Pass State Park
- Cultus Lake Adventure Park
- Olympic Game Farm
- Willows Beach
- Fisherman's Wharf Park
- Craigdarroch Castle
- Malahat SkyWalk
- Central Park
- Skagit Valley Tulip Festival
- Whatcom Falls Park
- Artist Point
- Guildford Town Centre
- Hatley Castle
- Olympic View Golf Club
- Goldstream Provincial Park
- Greater Vancouver Zoo





