Pet-friendly vacation rentals in Sitka

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Top-rated pet-friendly home rentals in Sitka

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Guest favorite

Guest suite in Sitka

4.85 out of 5 average rating, 177 reviews

Stowaway-free car at airport, paddleboards, 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.

Home in Sitka

4.92 out of 5 average rating, 38 reviews

HarborView Cottage - vehicle, paddleboards, kayaks

A stone's throw away from Sitka's most picturesque harbor, this classic Sitka seaside home is perfect for a family wishing to be downtown, or near the harbor for fishing and whale-watching excursions. At night you can hear the buoys out on the water, and during the day see a bald eagle that nests across the street. Pick raspberries and salmonberries in our garden. Borrow the kayaks or take the bikes out for a spin! The place comes with an Infiniti SUV that can be left at the airport.

Top guest favorite

Home in Sitka

4.98 out of 5 average rating, 89 reviews

Cozy Home Downtown Location (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.

Boat in Sitka

4.86 out of 5 average rating, 74 reviews

Liveaboard on the M/V Sound Judgment

Experience a fishermen's view of Sitka aboard the M/V Sound Judgment. Nestled into Thompson-Eliason Harbor, the nation's 9th most prolific fishing port, a stay aboard Sound Judgement offers you an authentic experience of the docks in romantic Sitka-by-the-Sea. The boat offers an on-board head and full kitchen, two berths that sleep up to four adults, city water and electric, and beautiful wood and brass finishes.

Guest suite in Sitka

4.86 out of 5 average rating, 139 reviews

Raven’s Nest - free car, paddle boards, kayaks

This studio guest suite within our classic 1930s home is perfect for guests looking for a downtown spot just a stone's throw away from Sitka's most picturesque harbor. The Raven's Nest has a loft feel to it, with a cast-iron clawfoot tub, and a comfy queen mattress. Located on a backstreet in town's oldest neighborhood. Please note - this is a suite in a home so there are kids about. Kayaks and bikes available.

Guest favorite

Guest suite in Sitka

4.88 out of 5 average rating, 26 reviews

Studio 111 - 3rd floor

Amazing third floor views of the Pacific Ocean. Located 3.5 miles from downtown. Walking distance to Channel Club Restaurant. The 111 Studio is perfect for your Sitka, Alaska stay. The 3rd floor space does NOT have a full kitchen. It does have a mini fridge, microwave, toaster oven, electric tea kettle and coffee pot. The space is private, accessed by an outside staircase in left side of house.

Guest favorite

Home in Sitka

4.89 out of 5 average rating, 9 reviews

The Red Cottage Inn

🏡 Welcome to The Red Cottage Inn Tucked in a charming and walkable neighborhood just minutes from downtown Sitka, The Red Cottage Inn is your cozy home base for adventure, rest, and connection. With 3 bedrooms and room to comfortably sleep up to 6 guests, this space is ideal for families and groups looking to explore Southeast Alaska in comfort and style.

Guest favorite

Cottage in Sitka

4.94 out of 5 average rating, 33 reviews

Cottages on Monastery, Unit 2

Welcome to Cottages on Monastery, your serene getaway located in the heart of downtown Sitka. These charming cottages are perfect for singles, couples, or large groups looking to enjoy individual rentals close to one another. Whether you’re exploring Sitka’s attractions or simply relaxing, these cottages offer a peaceful and quiet retreat.

Guest favorite

Cottage in Sitka

4.94 out of 5 average rating, 34 reviews

Cottages on Monastery, Unit 3

Guest favorite

Cottage in Sitka

4.91 out of 5 average rating, 35 reviews

Cottages on Monastery, Unit 4

Top guest favorite

Apartment in Sitka

4.87 out of 5 average rating, 127 reviews

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.