
Family-friendly holiday rentals in Eastsound
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Top-rated family-friendly rentals in Eastsound
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Popular amenities for Eastsound family-friendly rentals
Family-friendly home rentals with a hot tub

Luxury 4 bdr Parkfront Contemporary
A once in a lifetime trip for our family from The Netherlands! We had 6 people come to celebrate my husbands birthday! The house itself is big and beautiful, everyone had their own space. The kitchen is full of all the things you would need, and a delight to cook in. The house is so warm and welcoming, it was easy to feel comfortable. We felt like the house had all the essentials, we didn't need anything that wasn't there and easily found. It was so quiet, it was like being in a wildlife sanctuary! We saw deer, squirrels, and even a bald eagle. The hot tub did not dissapoint and one sister found the steam room a dream. We walked through Whatcom Falls Park, which is literally in the backyard. We could not have asked for a better home, and experience. We spent most of our time together sitting around the lovely dinner table, eating, laughing and just being together. Thank you for sharing your peaceful space with us. We created memories that will last a lifetime.

Pleasant Bay Lookout (epic sea view + hot tub)
Aimee and Peter’s place is spectacular - wonderful views, a relaxing hot tub, and great instructions/local recommendations.

Dinner Bay Private Cottage
The little cabin remains an absolute treasure. I first came here 17 years ago and it remains as wonderful as ever, impeccably cared for and very private. The view from the deck is breathtaking and the hammocks are a special treat!

Oceanfront low bank home viewing Mt. Baker.
Carol’s place was AMAZING! The kitchen had everything needed to make meals for dining in, which we did a lot of because THAT VIEW!! We didn’t want to leave, just wanted to sit and watch for marine life. We saw seals, dolphins, eagles, and a family of 6 sea otters playing. When the evening started to cool we moved our binoculars to the hot tub to continue enjoying the views and serenity. My family agreed the beds were comfy and we all slept well. If you are looking for a go go go vacay Pender Island is not your place. If you want easy hikes in gorgeous surroundings, peace that reaches your very core, and super friendly people I definitely recommend Pender Island! The didc golf course has discs for public use and was really fun! Driftwood shopping center has all you will need. We recommend Sea Star Winery and a stop at Bee Wild distillery for tastings. We HIGHLY recommend Carol’s place!

Chuckanut Bay Beach Cottage
We had such a lovely time here. John was very flexible, responsive and clearly cared that we had a good stay. The hot tub was clean and we took their two person kayak to the little island where we swam! It was beautiful and really made our 24 hours in Bellingham worth it. We also loved the restaurant and bakery recommendations they gave us. Can’t wait to be back some day!

Charming Family Cabin W/ Hot Tub -Near State Parks
Our family came to Orcas Island for the wedding of our nephew at Cascade lake. The house was perfect...very close to the venue so we could take the 1 year old back for naps and bedtime and then return to the festivities. The space was as described, the wildlife and hot tub wonderful and the host responsive and friendly. We would stay here again.

Orcas Island, Doe Bay Getaway #229
A fantastic and stunning place. Right on the water with stunning and expansive views. The house is very well done and takes advantage of the views. The hot tub was amazing and this house is one of the best places we have stayed in all of the San Juan islands. Highly Recommend!

Charming 4br gated waterfront estate with beach.
Wow, what an incredible property!! We had a wonderful stay and very much enjoyed the well-stocked kitchen, expansive deck, beautiful grounds, and private beach. It was such a peaceful place to spend a few days, and we hope to return. We were three families with three small children, and it was a perfect place for them to run around. Thank you Don and Kathy for opening your home up to us.
Family- and pet-friendly home rentals

Charming Bay House #1
Bay #1 house was super clean and well organized. The location is perfect for a stay on Lopez Island because it is only a few minutes drive from the village and it’s also a reasonable distance to walk. The living room and porch have amazing views of the sunset across Fisherman Bay. The house is cozy and warm. Carole let us know all of the information we needed for a great stay!

The Driftwood - Cozy Cabin with Beach Access
absolutely gorgeous cabin. amazing views and private access to the water was incredible. my girlfriend and I spent our 1 year anniversary here and it couldn't have been better.

Glamping in Friday Harbor
We had a lovely, peaceful stay. It was less than a 5 minute drive to some overlooks for beautiful sunsets. The tree net was fun and unique. It was strikingly quiet! The bathhouse worked just fine, close to the cabin and clean. The shower was nice and stocked with toiletries. The cabin was a perfect place to stay while exploring San Juan Island. Close to Lime Kiln by car. It was our first time visiting and we enjoyed cozying up in the cabin after a day of hiking or exploring. The French press and coffee were a major plus! We were charmed by the island and by the cabin. I frankly loved having no cell service (true for most of SJI for me—tip to Verizon users!), it was a forced disconnect. I downloaded the Google map in advance so I could use it offline, which was helpful in navigating. Raeleen was proactive with instructions and texted to check in after our first night. Thank you so much and we hope to visit again someday! Highly recommend if you want to go off the grid and recharge!

Charming Cozy Cabin
Scott and Kim are lovely hosts and the little house is absolutely charming and comfortable, with thoughtful touches throughout. At the right time of year in this idyllic setting you'll wake to birdsong and tuck in to the muted chorus of frogs. A wonderful base for exploring San Juan Island or perfectly situated for the annual Lakedale Triathlon. We hope to return.

Cliff Top Family Home Over Looking the Ocean
Priceless views and amazing architecture are showpieces of this magnificent home that combines coziness, elegance, comfort and rustic charm. We’ve stayed at many airbnbs, but this one is a new favorite. It’s an ideal getaway for the whole family; plus it’s close to interesting hikes and restaurants. The kitchen is well stocked for eating at home. We didn’t enjoy the taste of the well water, but bought drinking water at Tru Value. Carley was very responsive and helpful throughout. We would love to come back in the summer.

Garden Cottage B, Heart of Lopez Village
Fantastic little cottage with a beautiful outdoors area and a fountain to watch the local birds. The location is so central to the village, but the cottage is so peaceful. Loved it!

The Field House Farm Stay on Midnight's Farm
Faith and David were very hospitable hosts. Their farm is very pleasant and peaceful. The quiet of the surroundings, the diverse bird species and the fresh eggs and vegetables really made the stay very memorable. I enjoyed speaking with these wonderful hosts and I will be rebooking in the future!

Hobby Farm Remote private island! Escape Seattle!
Fantastic stay and delivered the solitude in nature that I was looking for. It was a great way to experience the San Juans. The view was stunning, the access to the beach was stellar, and one of the best ways to spend a few days relaxing. The loaner vehicle was perfect to get us from dock to house. Reminder, for anyone looking to book this airBNB, please be mindful of what you pack and bring as there is no store to quickly run to if you forgot something. Also, you need to pack out your recyclables & non-compostables. Overall, would stay again and have already recommended it to others as an Eco-friendly vacation destination.
Family-friendly home rentals with a pool

King Suite in Rosario w/Views
Yuri is a fantastic host. He was very easy to communicate with and provided so many wonderful recommendations from restaurants to things to do. We have been visiting Orcas Island for many years now, and Yuri introduced us to new places and hikes. The condo was just as pictured and described. So many nice extras. The view from the balcony was beautiful. It was very peaceful. It was extremely clean and comfortable, like home. The bed was comfortable and all the lines were extremely soft. We will be back!

Couple's Oasis @ Horner Park
This was one of the most beautiful and comfortable places we’ve stayed via Airbnb. The home is beautifully provisioned and the yard is fantastic. We loved sitting out back listening to the bubbling water and birds singing. The hosts were friendly and thoughtful. We would definitely choose again and highly recommend.

Rosario Condo - Views/Two Queen Beds
Yuri’s condo at Rosario is incredibly comfortable. There are so many creature comforts - he’s anticipated everything you need to have a lovely stay. We have stayed at the Rosario resort before and his unit is MUCH nicer! The view is incredible- there were deer outside the balcony every day and we even saw two spotted fawns. I love the seclusion of being on the Rosario property. It’s just a short drive into Eastsound to explore the shops or get a bite to eat. Yuri is incredibly communicative and I appreciated all the information he provided. Would definitely stay again!

Gramma's House, Lake, HotTub, Swim, View, Gorgeous
What a great spot! Nestled in the woods in a peaceful and quiet setting this place is truly one-of-a-kind. The house is very unique with lots of character that sets it apart from the usual stays. It was clean and had all we needed. Our host Gramma Rikki was exceptionally warm and welcoming. Unfortunately, the weather did not cooperate, and we could not take advantage of all the outdoor spaces and amenities. We played pool, sat by the cozy fire and did some island exploring by car. All in all it was a very enjoyable and relaxing getaway despite the crummy weather. We hope to return one day and experience everything this wonderful place has to offer.

Currents at Otter Bay, Pender Island Cottage
We had a wonderful stay. Carlene was easy and quick to communicate such, the cottage had everything we needed, and we loved sitting on the deck enjoying the view. The resort the cottage is part of was helpful since we had our 10-year-old with us. The pool is a big reason we booked here, and the lawn games were an extra bonus we hadn’t expected. We even got to see an otter below the marina dock on our first day - a perfect sighting in Otter Bay!

King Studio in Rosario w/Views
We were very grateful for Yuri’s detailed notes regarding finding the condo, getting in, being extra careful about all the tree sap, etc. We especially loved his descriptions of the local restaurants, sights and activities!!! We followed his recommendations and had excellent meals and adventures. The place is filled with his wife’s incredible art. We both feel renewed from our week on Orcas Island!

Rosario Suite/Views, Two Kings, Kitchen, Laundry
We had a fantastic stay in the studio! Yuri was super communicative before and during our stay. It would have taken us two weeks (more time than we had) to try all of his recommendations. The ones we did try did not disappoint. The units are located in a fantastic part of the island. While 15 min from most restaurants and shopping, their proximity to Moran Park is unbeatable. Our unit was extremely comfortable (bedding, bath) and the thoughtful amenities were welcome after a long day. The WIFI was fantastic and the main reason we were willing to pay a little more than we usually do - as we needed to video conference for work. The only time it was slow was when trying to change our ferry tickets at 7 am - so head Yuri's suggestion and be ready to to at 6:58 am. We had a slight hiccup with the washer/dryer situation (it was out of order), but Yuri's property manager April was super and allowed us to use the commercial W/D located just outside our door. Thanks for everything!

Rosario Condo with a View/King Bed
Yuri's place was wonderful to stay at. It was comfortable yet unique.
Quick stats about holiday rentals that are family-friendly in Eastsound
Total rentals
30 properties
Nightly prices starting at
₹11,224 before taxes and fees
Total number of reviews
1.2K reviews
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
30 properties include access to wifi
Popular amenities
Kitchen, Wifi and Pool
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- BC Place
- University of British Columbia
- Playland at the PNE
- Queen Elizabeth Park
- Fourth of July Beach
- Golden Ears Provincial Park
- Jericho Beach
- English Bay Beach
- VanDusen Botanical Garden
- Craigdarroch Castle
- Vancouver Aquarium
- Willows Beach
- Bear Mountain Golf Club
- Cultus Lake Adventure Park
- Olympic Game Farm
- Capilano Golf and Country Club
- Shaughnessy Golf & Country Club
- Whatcom Falls Park
- W.C. Blair Recreation Centre
- Victoria Golf Club
- Moran State Park
- Kinsol Trestle
- Crescent Beach
- Riverway Golf Course and Driving Range