Kid-friendly holiday rentals in Sitka

HarborView Hideaway

Cozy apartment nestled on the top of a three story home in the heart of downtown Sitka. It has two bedrooms each with a queen, and two comfy leather couches (a loveseat and a full size). The kitchen is a half kitchen so there is no stove but it does come equipped with a microwave, hot plate, coffee pot, and tea kettle. Our floor is the next floor down and is not separated by a door but you have total privacy. We have two dogs and a backyard full of chickens, but no animals enter into the rental.

Kasiana Island kayak cabin

Kasiana Island Cabin sits on the west shore of Kasiana Island, 1 mile southwest of Sitka, Alaska. The cabin was built in 2011. This remote site is generally accessible year-round by boat. It can be accessed by kayak weather permitting. Visitors are responsible for their own travel arrangements, or hire me. Guests are responsible for their own safety, and must bring their own amenities. Water is available by rain barrel, A cooler provided and bbq, bring ice. Waterproof boots are a must!

- The Stowaway-free car at airport, bikes, kayaks

Nestled in the seaside corner of our historic home, this apartment lives up to its name - a quaint, private hideaway that comes with a dedicated car (in the summer), two kayaks, and two bikes. Renovated in 2025, the apartment is in the center of town, just up from Crescent Harbor. With its hidden entrance, and maritime-themed furnishings, the apartment has the feel of a dockside Speakeasy. Great for folks wanting to get work done, while breaking free for an afternoon boat or bike ride.

Charming Private Downtown Bungalow

The Sitka Bungalow is a clean, newer, unique, craftsman style home designed and built by us! It is conveniently located in beautiful downtown Sitka. Our Bungalow is a cozy two bedroom home with solid oak floors, in-floor heating, an open living room, a large kitchen, and a dining area. The feel of the space has a clean and classic style. You'll find everything you need to make your stay comfortable. It's the perfect Sitka getaway for a couple, family, or group of friends.

Misty Skye Studio -Private Apartment

Misty Skye Studio apartment makes a great home base for your stay in Sitka. Located off the main road, this is a private and quiet space. Whether you are staying for business or pleasure you will enjoy the close proximity of a grocery store (with ocean front view), your choice of churches, and local trails that take you through our wooded forest. Downtown Sitka, with all of it's charm, is just a 5 minute drive away, adding to the many reasons you will enjoy this accommodation.

Downtown Apt 3 w/Ocean & Mountain Views

The Franklin Building Apartment #3 is located in the heart of downtown Sitka adjacent to St. Michael's Cathedral within minutes of everything you need; restaurants, shopping, bars, harbors, grocery store, library, hiking trails and Sitka Fine Arts Campus. Across the street visit the Sitka Library or Harrigan Centennial Hall where you can watch the Russian Dancers perform during the summer months, visit the Sitka Historical Museum or attend a Summer Music Festival performance.

Fishermen's Paradise-Ocean Views and Optional Car

A spacious ocean view suite affording a serene environment, stunning views, dynamic sunsets with camaraderie around the campfire, and room for relaxation. Fisherman’s paradise contains a king master bedroom with an en-suite master bath, another queen bedroom and separate hall bath, a large open dining/living area, a full kitchen, onsite parking and laundry, and can be opened up to the suite below (Fishermen’s Bend) to accommodate your large party needs.

4 Sea's Cottage

Welcome to your perfect getaway in a stunning studio located in Sitka, offering breathtaking ocean views. Situated in a peaceful neighborhood, you're just 0.5 miles from Sitka Airport and 1 mile from the vibrant downtown area with its restaurants and shopping. Enjoy the convenience of proximity while relishing the tranquility of an oceanside escape. Property Details: Type: Studio Rental Bed: Queen Bed Bathroom: 1

Dreaming Bear Suites #2

Dreaming Bear Suites is a rental outfitted with two studio apartments. These cottage bungalows are hidden in a secret garden in the heart of Sitka. Here you will enjoy all this little island town has to offer just steps from your door. 🚙 Car available upon request for an added fee. There are two suites on the property, this listing is for suite #2. Two single person kayaks included!