Family-friendly holiday rentals in Freeland

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Popular amenities for Freeland family-friendly rentals

Family-friendly home rentals with a hot tub

Top Guest favourite
Home in Kingston
4.99 out of 5 average rating, 106 reviews

'Magical' Mid-Century Estate [27 Acres, Sleeps 12]

AllieRating, 5 stars1 month ago
I do not think there are enough words to describe how absolutely incredible Matthew's home is! Myself and 6 other girls spent the week here for a girls getaway and every single one of us could not stop 'oooo-ing & awwww'-ing' at every space. The home itself looks as if it came straight out of a novel but the property! Oh my gosh!!! Getting to be tucked away in the gorgeous scenic town of Kingston, while also not being too far from amazing restaurants and other amenities was pure perfection. We all took daily walks around the property and loved the high end retreat vibe that the home itself gives. We truly made some life long memories and cannot thank Matt enough for allowing us the opportunity to get to stay here. He was incredibly responsive and helpful throughout our entire stay and we are all already talking about when we can come back; especially when the lavender field is in full bloom!! Thank you again, Matt!!
Top Guest favourite
Home in Mount Vernon
4.99 out of 5 average rating, 75 reviews

Lakehouse for Family Fun !

DrewRating, 5 stars5 months ago
Really enjoyed! Everything was perfect... we will stay here again if ever back in the area. peaceful and relaxing setting... just what we were after. cozy and homie with amenities provided. 5 stars!
Home in Greenbank
4.73 out of 5 average rating, 118 reviews

Island House @ Honeymoon Bay Lower Level

DhanyaRating, 5 stars3 weeks ago
We had such a great stay! Dave was super friendly and attentive—even made sure our dog felt welcome, which we really appreciated. The view is absolutely beautiful, and the deck was perfect for relaxing and taking it all in. He made sure we had everything we needed.
Guest favourite
Cabin in Freeland
4.96 out of 5 average rating, 131 reviews

Harbor Hideaway Waterfront Home

AndreaRating, 5 stars2 weeks ago
John's home is a beautiful escape in the middle of idyllic scenery. This house overlooks the picturesque sound and John has done a wonderful job curating plenty of hangout spots in the backyard that invite you to step back into nature and relax. The home is cozy and clean and has possibly everything you need for a comfortable stay. Is is especially lovely for a group who loves to cook together and enjoy a grilled meal on the lovely deck. Each room has a charming theme and impeccable bathrooms. There is much to-do around the home; quant shops, yummy seafood restaurants, and unique breweries. We also enjoyed a hike to Ebbey's Landing, a quick 25 min drive from this home. Everything you want for a weekend escape! John responds very quickly to any questions and iis easy to see how he has achieved superhost status! Come visit John's home and enjoy the beauty of Whidbey Island for yourself!
Superhost
Bungalow in Kingston
4.7 out of 5 average rating, 54 reviews

The forest house on the water

LiAnnRating, 5 stars8 months ago
This is a gorgeous location with a wonderful view of the water! Super cozy furniture and high quality finishes. Joyce was super responsive and allowed a very late check in. Very grateful she opened up her home for us and we could not be more grateful it was pet friendly. Highly recommend a weekend getaway here!
Guest favourite
Home in Clinton
4.98 out of 5 average rating, 115 reviews

Sandy Hook Vista

PeggyRating, 5 stars1 month ago
Amazing!! This house was even more wonderful, spacious and beautiful than the pictures can tell. Extremely clean, and well appointed...the hot tub and sauna room were a fun touch. The space has a wonderful open layout that was perfect for our group of women on retreat. These are lovely laid back hosts as well!
Guest favourite
Tiny home in Marrowstone
4.79 out of 5 average rating, 111 reviews

Island Eco Retreat with Wood Fired Hot Tubs

KatyRating, 5 stars3 weeks ago
The eco-cabin was amazing- a beautiful location; quiet and peaceful in the woods. The rustic cabin had so much character, and was just as described. It was charming, slow living close by beaches, Fort Flagler state park and Port Townsend. Waking up to birdsong gazing up at the trees and stars visible in the loft skylight in the early hours is healing medicine. Gotta love early mornings with coffee, breakfast and friends on the porch. Marrowstone Island Winery is a 6 minute drive away, and is a must if you like excellent wine. The Nordland General Store ( 9 minutes away) is lovely and has all the essentials.
Home in Langley
4.73 out of 5 average rating, 48 reviews

Whidbey Bungalows

YerRating, 5 stars1 month ago
We ran into some issues with checking in. The address provided was incorrect, we arrived at 5:45pm unable to locate the house We called and texted at 5:45pm but didn't receive a response until 8:42pm. It was a very stressful check in process. Thankfully, Gina was able to accommodate us and resolve the issues. Aside from the check -in and wrong address, it was a lovely place with enormous space fornour family weekend getaway. Thank you,

Family- and pet-friendly home rentals

Top Guest favourite
Guest suite in Port Ludlow
4.86 out of 5 average rating, 119 reviews

Escape & Relax; bring your kayak or a good book

SagarRating, 5 stars3 weeks ago
We loved every moment of our stay at Bob and Kath’s beautiful home! It’s a peaceful, quiet retreat with lovely surroundings and scenic trails that lead right down to the backwaters. Bob and Kath are warm, engaging hosts who made us feel truly welcome—wonderful to talk to and always happy to share local tips. Easily the best place to stay near Ludlow if you’re looking for comfort, nature, and genuine hospitality!
Top Guest favourite
Home in Coupeville
4.96 out of 5 average rating, 161 reviews

Whidbey Vacation Home

CarolRating, 5 stars2 months ago
I hesitate to write this because we want to go back and stay longer! A great house with a well appointed kitchen. Susan was so quick to respond to questions. The view is incredible. A perfect place for our granddaughter and a good kitchen to cook in. Bathrooms were immaculate.
Guest favourite
Guest suite in Sequim
4.97 out of 5 average rating, 345 reviews

Modern Comfort In A Rustic Setting

AjaRating, 5 stars2 months ago
David and his partner were wonderful hosts. Very welcoming and accommodating. I felt right at home. The property is peaceful and green/lush. There were some nice extras in the fridge and in the kitchen area. I would definitely go back for more R&R.
Guest favourite
Home in Kingston
4.91 out of 5 average rating, 282 reviews

The Parklands on Admiralty Inlet

HeatherRating, 5 stars3 weeks ago
This is our second time staying here and hopefully we will be back again soon. The view is spectacular and the property is gorgeous. What a wonderful and relaxing vacation so close to home.
Guest favourite
Cabin in Clinton
4.91 out of 5 average rating, 676 reviews

The Coolest Place on Whidbey Island!

JadeRating, 5 stars3 days ago
wow what a fantastic cabin! it's utterly beautiful, magical, gorgeous and just amazing. the additional extras such as toiletries, oil, herbs, coffee, tea etc made it SO much easier and meant I had things on hand easily for the children and us adults. plenty of towels etc, everywhere was very clean and lots of utensils for cooking etc. we loved getting the fire going (only did it once as it was pretty hot temps when we stayed!) and Kirstin was easily contactable and helped advice with ferry times etc. fantastic stay and would not hesitate to book again!
Top Guest favourite
Bungalow in Quilcene
4.98 out of 5 average rating, 439 reviews

The Cottage at Wabi-Sabi

ShannonRating, 5 stars1 week ago
We had a very lovely stay at Brian’s cottage. It was tucked away within the trees and was very peaceful with a beautiful view. Everything was very clean and fully stocked with anything we might need. He left lots of information regarding restaurants and hiking near the area and also had lots of books and guides about Olympic National park which we took advantage of. Overall we were very satisfied with our stay and would definitely recommend.
Guest favourite
Cottage in Clinton
4.91 out of 5 average rating, 332 reviews

Sunset Beach Cottage Beachside SO WHIDBEY ISLAND

ReikoRating, 5 stars1 month ago
Perfect, peaceful, charming cabin on the water. The moment you walk in you can see straight through to the water. Comfy deck seating for watching the sunrise and sunset. Walk right on to the soft sand filled with seashells. We will definitely visit again!
Superhost
Condo in Camano
4.81 out of 5 average rating, 330 reviews

SUNSET CONDO AT MADRONA BEACH

ChristinaRating, 5 stars2 weeks ago
We had a great weeklong stay at Sunset condo. It was so comfortable and spacious. The view was great and true to the name… the sunsets were awesome. The hosts have really thought of everything to make their guests stay easy. All the thoughtful touches were really appreciated. The full size kitchen has everything you need, the bathrooms are well stocked and the beds and bedding are super comfortable. We really enjoyed walking in the Madrona beach neighborhood and on the public beach which is just a few steps away. This is a relaxing getaway spot. We highly recommend Maryln’s place!

Family-friendly home rentals with a pool

Condo in Port Ludlow
4.94 out of 5 average rating, 18 reviews

Splendid View from Villa by the Bay

LyndaRating, 5 stars6 months ago
The condo was great in every way for our visit and for our purposes. We especially appreciated the comfortable beds, the well-equipped kitchen, the large dining table (instead of the common, but ridiculous Air BnB bistro table that barely accommodates one person), and the good quality linens. Joyce was a great communicator until we checked-out, then I never heard from her again and was hoping to get a response to my messages. Joyce was able to coach me through the TV and DVD player's connections and was able to troubleshoot from afar. This was impressive! This property won't be available for long as it is being sold. That's too bad as we would love to rent it again in the future. Highly recommend Joyce as a property manager.
Guest favourite
Condo in Port Ludlow
4.93 out of 5 average rating, 203 reviews

Captain Berg's Getaway

SherylRating, 5 stars1 week ago
Beautiful condo, full of amenities, comfy bed, gorgeous views. Perfect for longer stays. We were only there for a couple of nights, making it hard to justify all the air BnB fees, but not the hosts fault. Would certainly rent again when we have longer time to visit my grandsons.
Apartment in Port Townsend
4.47 out of 5 average rating, 15 reviews

Discovery Bay - 2BR - Loft

TylerRating, 5 stars58 months ago
Kivaans place was perfect for what we were looking for. A place to stay the night while exploring the Olympic peninsula. It was super clean. It is part of a Wyndham resort so it felt more like a hotel, which was great!
Guest favourite
Home in Coupeville
4.84 out of 5 average rating, 195 reviews

Whidbey Island Retreat since 1997

LisaRating, 5 stars4 days ago
Lara is a fabulous host! Her house amenities are abundant and well thought out! She has provisions for everything you would want or need. She is also very accommodating and responsive! Great personality! Her location is just remote enough to be peaceful but close enough to all local attractions and businesses to be very convenient. Thank you, Lara, for providing such a wonderful place and experience!
Apartment in Port Townsend
4.8 out of 5 average rating, 10 reviews

Discovery Bay

SusanRating, 5 stars45 months ago
Kivaan’s place was absolutely perfect for a 3-day get-away with friends from out of town. The layout is perfect, the view is magical and we would stay there again without hesitation.
Villa in Greenbank
4.96 out of 5 average rating, 50 reviews

Whidbey Beachfront Luxury Compound

BarbaraRating, 5 stars59 months ago
We loved our stay at this location. The views are spectacular, including the water, the mountains, the eagles soaring by and one humpback whale! The kitchen includes everything you could possibly want or need--even knives that are sharp! The bedrooms are comfortable as are the common areas. The pool was a major high point for all of us, and the house comes with lots of other fun toys for indoors and out. We plan to return!
Place to stay in Port Townsend
4.67 out of 5 average rating, 6 reviews

Port Townsend- Discovery Bay

ElizabethRating, 5 stars5 months ago
After a big challenge with a different short term rental company Lorie’s place was a last minute “save the family Christmas weekend” option and it turned out great. Lorie let us book same day and was very responsive. The place was beautiful, wish we could have stayed longer! Thanks for having us.
Top Guest favourite
Cottage in Oak Harbor
4.97 out of 5 average rating, 99 reviews

Sandpiper Haven: Whidbey Waterfront Beach House

DaveRating, 5 stars1 week ago
We loved our stay here on the water. The location was great for hiking and kayaking. The house was clean and and well stocked, including extra amenities, like games and a fire pit with firewood. The house is very responsive to our questions and messages. We highly recommend

Quick stats about holiday rentals that are family-friendly in Freeland

  • Total rentals

    40 properties

  • Nightly prices starting at

    $61 AUD before taxes and fees

  • Total number of reviews

    1.7K reviews

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    40 properties include access to Wi-Fi

Destinations to explore