Family-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.

Alice Loop Vacation Cottage #A

Completed in 2024, this two bedroom home boasts unbeatable convenience and stunning mountain views. Located just one mile from downtown and walking distance from the airport, Mt. Edgecumbe High School and Aquatics Center, Sealing Boat Harbor and Searhc Hospital, these amenities are just a short stroll away. With queen beds, a fully equipped kitchen, and a spacious living area, you'll feel right at home. Enjoy the luxury of one and a half bathrooms, an in-unit laundry, and complimentary WiFi.

Anchor Bay

Anchor Bay is a brand new construction just steps from the beach. It features 3 bedrooms and 2 1/2 baths. It has a fully stocked gourmet kitchen and pantry. There is a new gas grill located outside for grilling. It has a large dining table that seats six and adjoining living room that has an electric fireplace and Samsung frame TV. It has a full size washer and dryer. It is located within walking distance to Totem Park, the Raptor Center, and downtown Sitka, and Harbor Mountain Brewery.

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!

Spacious & Comfortable 1BR Apt

This spacious 1 bedroom apartment is fully stocked for your stay. Perfect for visitors and intra-state travelers alike. Enjoy this convenient location within close walking distance to local trails, bus stop, schools, ballfields, grocery store, and harbors. Three minute drive to downtown Sitka. This completely stocked livable apartment with free Wi-Fi, washer/dryer, and a front yard full of wild blueberry and huckleberry bushes is ready for your adventurous stay in beautiful Sitka, Alaska!

Apartment M: Bear Mountain (Car Rental Option)

Enjoy the comforts of home and more privacy than a hotel, at half the cost of hotels in Sitka! This cozy child and baby friendly studio apartment, located near town has a full kitchen in the apartment, as well as a comfortably proportioned bathroom. We offer extra items you may need in a lending room that is located in the shared onsite laundry room. You may borrow and return items before your departure. Items include beach towels and blankets, cooler, bikes, carseat, high chair, etc.

Tongass Cozy Cottage:Downtown (Car Rental Option)

Remodeled downtown bungalow within walking distance to all Sitka amenities such as downtown shops and businesses, grocery store and market, parks, trails, Sheldon Jackson Campus, University of Alaska, Sitka Community Hospital and SEARHC Hospital. This property has 4 dedicated bikes for guest use only. Helmets and bike locks included. Optional car rental for those finding Sitka's summer car rental prices & availability challenging. Please ask the property manager for more details.

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.

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.

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!

Edgecumbe Inn

Local family owned and operated rental in a quiet neighborhood. Close to downtown Sitka and within walking distance to nearby grocery store. Open floor plan for kitchen/dining area and living room. Large bedrooms with flexible bedding options and large closets. Ground floor access with a large covered deck area and partial water view.