Family-friendly vacation rentals in Oak Harbor

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Top-rated family-friendly rentals in Oak Harbor

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Guest favorite

Guest suite in Anacortes

4.97 out of 5 average rating, 372 reviews

Maggie’s Room!

Welcome to our home! We are located in a small, quiet neighborhood, close to the ferry terminal. Come relax in your private guest suite and enjoy the beautiful gardens, sunsets, and views. Anacortes has a lot to offer. There are many hiking and biking trails. Visit Washington Park, Mt Erie, Deception Pass State Park, Whistle and Cranberry lake. Or catch the ferry to the SanJuan Islands. We love our small town with all its restaurants and local seafood. We hope you will enjoy it as much as we do.

May 7 – 14

ﺩ.ﺇ407 per night

Guest favorite

Tiny home in Port Townsend

4.9 out of 5 average rating, 1200 reviews

Zoe's Little Cabin in the Forest, Private, Cozy

Zoe's little cabin is comfy and remote, with a great forest view. Nature right outside your large windows. Inside, a kitchenette and bathroom, outside a private shower and deck. Your own little retreat in the woods to enjoy and reflect. Please note that the cabin is detached from the main house by a 20' buffer. The famous outdoor shower receives rave reviews. We are taking rigorous measures between guests to sanitizing and ozonate surfaces. Self checkin and social distancing always honored.

Apr 8 – 15

ﺩ.ﺇ362 per night

Guest favorite

Home in Oak Harbor

4.97 out of 5 average rating, 290 reviews

West Beach Retreat

Welcome to West Beach Retreat, your perfect vacation rental destination! Located right on the beach, enjoy breathtaking views of the ocean and the Olympic Mountain range. Wake up to the sound of Eagles and Harbor Seals right outside your door. Take a stroll on the beach to witness some unbelievable sunsets. Our charming town of Coupeville is only 10 minutes away, where you can explore local shops, restaurants & cafes. Come make unforgettable memories with your loved ones at West Beach Retreat!

Jan 7 – 14

ﺩ.ﺇ705 per night

Guest favorite

Cabin in Coupeville

4.92 out of 5 average rating, 514 reviews

Private and Cozy Island Hide-Away

Peaceful and charming custom built cabin retreat w/ lovely garden in Ebey's Landing Historic Reserve. Perfect for two, in an area brimming w/ wild beauty and recreational opportunities. Here you will find your private island getaway with a delightful garden, easy access to historic Coupeville, stunning coastal hikes, and Port Townsend a short ferry ride away. A world away from city and work. Chance of Navy jet noise Monday through Thursday. Bathroom is separate from cabin & across patio.

Mar 3 – 10

ﺩ.ﺇ547 per night

Superhost

Home in Oak Harbor

4.8 out of 5 average rating, 154 reviews

Monkey Hill Farm

Ask me about extended stays (just put in an inquiry near your dates) Secluded house on 30 acre private farm with beautiful views of Puget Sound and surrounding area. Less than five minutes from Deception Pass State Park. Fully fenced yard. Space for RV's (ask me about fees) and boats. Ten minutes from NAS Whidbey, Navy jets may fly overhead! High speed internet with Firestick TV. If you bring a dog(s) please leave an extra $75 per dog per week (or per stay if less than a week).

Dec 27 – Jan 3

ﺩ.ﺇ559 per night

Guest favorite

Home in Anacortes

4.78 out of 5 average rating, 239 reviews

Noni House

Noni House is a well kept cottage style home. The location is close to The Store Grocery, Tommy Thompson Trail, Bob's Chowder Bar, Anacortes Community Forest Lands, Ferry Terminal and Marina. You’ll love the cozy vintage cottage home, quiet atmosphere and comfortable beds. Noni House boasts easy access to everything Anacortes has to offer. Fantastic biking, hiking and eating opportunities abound. Noni House is great for couples, solo adventurers, business travelers and families.

Mar 7 – 14

ﺩ.ﺇ373 per night

Guest favorite

Cottage in Coupeville

4.93 out of 5 average rating, 690 reviews

Downtown Coupeville - FrontHaven Cottage

This beautiful cottage is located in the heart of Coupeville. Beautifully landscaped and on the waterfront. Just walking distance from downtown restaurants, shops, festivals, art schools, county buildings and WhidbeyHealth Hospital Campus. This private cottage features a full kitchen, master bedroom with queen bed, loft with queen bed, south-facing sun deck, off street parking and free wifi. Beautifully landscaped, fall asleep to the sounds of our stream just outside your window!

Oct 23 – 30

ﺩ.ﺇ710 per night

Guest favorite

Guest suite in Anacortes

4.96 out of 5 average rating, 193 reviews

Cypress View 1 Bdrm - Near the ferry and downtown

Heading to the San Juans by ferry or attending the many festivals in Anacortes? This is the perfect spot, just 1.6 miles to the ferry and 1.3 miles to downtown. Enjoy our newly constructed home with a separate space designed especially for guests. Off-street parking and a private entrance lead to this beautiful one bedroom, one bath suite. Enjoy your morning coffee on the shared deck or the private patio while taking in the beautiful views of Cypress Island and the Guemes Channel.

Sep 29 – Oct 6

ﺩ.ﺇ518 per night

Guest favorite

Guest suite in Anacortes

4.97 out of 5 average rating, 463 reviews

Deception Tree House-Great Views of Deception Pass

Our loft is the perfect spot for a relaxing stay, inside, practicing social distancing. The many windows display the captivating views of Deception Pass! An open floor plan equipped with a dining table, leather couch, full kitchen, and outdoor seating gives you the perfect space to relax. Come enjoy a cozy clean stay by the fireplace or refresh in the sun on the back or front deck! We recently added a carport, you can now park under cover,

Apr 4 – 11

ﺩ.ﺇ503 per night

Guest favorite

Cottage in Coupeville

4.96 out of 5 average rating, 250 reviews

Charming Keystone Beach Cottage

This beachfront cottage is located on the beautiful and serene Keystone Spit just a short walk to the Port Townsend ferry and Fort Casey state park. Bright and cozy with a long yard leading to the water, the cottage has room for six people to enjoy beachfront bonfires, badminton, bluff-side walks or relaxing puzzles and books.

Oct 9 – 16

ﺩ.ﺇ770 per night

Guest favorite

Cabin in Oak Harbor

5.0 out of 5 average rating, 143 reviews

Sunset Beach Haven- Whidbey "Seriously Waterfront"

5-Star: Highest rated! It's Like Living on a Boat"! Sunset Beach Haven is a classic 2 bedroom, one bath beach cabin, updated with modern comforts and new state of the art kitchen! Enjoy phenomenal views from the Olympic Mountains, the Straight of Juan de Fuca, and the San Juan Islands. Enjoy the wild side of Whidbey!

Oct 16 – 23

ﺩ.ﺇ809 per night

Guest favorite

Cottage in Clinton

4.99 out of 5 average rating, 417 reviews

Barred Owl Cottage

Imagine a bright, clean, custom-built cottage, with wrap-around deck, separated from our main house by a shared courtyard garden. Then add the hot-tub and acres of quiet just a 5-minute drive from the beach or 15 minutes from the wonderful shops & restaurants of Langley. Truly the perfect spot for a relaxing getaway...

Dec 21 – 28

ﺩ.ﺇ342 per night