Pet-friendly vacation rentals in Sitka

4.89 out of 5 average rating, 90 reviews

A cozy interior space features a window overlooking the bustling harbor, with several boats visible outside. Soft lighting from the window and lamps creates a warm ambiance. A small table is set with a kettle and mugs, while decorative items are arranged on shelves nearby.

Boat in Sitka

Liveaboard M/V Sound Judgment - comes w minivan

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. A Chevy Compass minivan can be left at airport and will be yours for the stay.

A comfortable sitting area features a pair of dark sofas adorned with decorative pillows. A unique wooden coffee table sits in the center, and a light fixture provides soft illumination. Two windows allow natural light, while a set of stairs leads to the upper level.

4.76 out of 5 average rating, 71 reviews

Historic Alaskan Downtown Home | Walk Everywhere

Built in 1948, this warm home in the heart of downtown is the perfect base camp for Alaska's most extraordinary small city. Walk out the front door and you're minutes from the harbor, Sitka National Historical Park, St. Michael's Cathedral, Castle Hill, restaurants, and the brewery. The ocean is a five-minute walk. Inside, wood-paneled walls, a 100-year-old spruce live edge table, and local artwork give the space genuine Alaska character. Updated kitchen, cozy upstairs, natural light.

A cozy bedroom is displayed with a spacious bed featuring a patterned blanket and multiple decorative pillows. Two bedside tables hold lamps providing soft lighting. Natural light filters through two windows dressed with light curtains, complementing the room's warm tone.

4.96 out of 5 average rating, 114 reviews

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.

4.85 out of 5 average rating, 207 reviews

The image displays a cozy living area featuring wooden beams and a light-toned floor. A small desk is positioned against the wall, complemented by a vintage clock nearby. A circular table and two metal containers are seen in the foreground, adding character to the space.

Guest suite in Sitka

Stowaway-free 4x4 4Runner, p-boards, kayaks, bikes

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 2023 TRD 4Runner, paddleboards, kayaks and 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, and infrared sauna, the apartment has the feel of a dockside Speakeasy. Great for folks wanting to get away from it all!

4.87 out of 5 average rating, 151 reviews

An aerial view captures a vibrant coastal town, showcasing a mix of colorful buildings and green spaces along the waterfront. The marina is visible with numerous boats docked, while a backdrop of mountains adds to the scenic landscape.

Guest suite in Sitka

Raven’s Nest - w/ new Subaru Xtrek, 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. The rental comes with a new Subaru Crosstrek with a dedicated spot. Please note - this apartment is next to a house with a family :)

4.91 out of 5 average rating, 34 reviews

Guest suite in Sitka

Studio 111 - 3rd floor

Amazing third floor views of the Pacific Ocean. Located 3.5 miles from downtown. 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. Dogs are allowed. Unfortunately, due to allergies, NO CATS.

4.94 out of 5 average rating, 34 reviews

Beachfront Stay!

Make memories at this private beach retreat on Sitka’s sandy shore. Step onto your own beach, hear the tide roll in, and watch island views. Relax, explore, or reconnect in this peaceful marine-inspired escape. Enjoy water views, seaside strolls, and sunsets behind Mt. Edgecumbe. Ideal for a quiet beach experience with easy access to waterfront walks and natural beauty.

A cozy living area features a dark gray sectional sofa with a chaise, accompanied by a light-colored armchair. A small round coffee table sits in front, while natural light filters through the white-shuttered windows. The space is anchored by warm-toned hardwood flooring.

4.97 out of 5 average rating, 37 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.

4.95 out of 5 average rating, 41 reviews

A small kitchen is depicted with a clean countertop featuring a stove and a sink. Kitchen utensils are organized in a holder, alongside a coffee maker and a small appliance. Natural light enters through the window, illuminating the space.

Cottage in Sitka

Cottages on Monastery, Unit 3

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.

4.95 out of 5 average rating, 42 reviews

A view from the cottage porch showcases a quiet street with a wooden railing. Snow-capped mountains are visible in the distance, framed by clear blue skies. Colorful flower pots line the edge of the yard, adding a touch of vibrancy to the scene.

Cottage in Sitka

Cottages on Monastery, Unit 2

4.89 out of 5 average rating, 141 reviews

Apartment in Sitka

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.