Holiday rentals with outdoor seating in Downtown Anchorage

Glacier Bear Cottage: Downtown + Design+Adventure

Experience the Alaskan wilderness and the warmth of Anchorage in a modern cottage steps from downtown. The cottage is located in a friendly neighborhood close to cafes, bakeries, and the trail system, giving you a feel of being a part of the community. This cottage was designed to be an inspiring home base for exploring, relaxing, and working remotely. Amenities include a work desk, modern bathroom, fully stocked kitchen, and cozy wood stove. The cottage is specially set up for long term guests.

Downtown home Wi-fi free parking

Welcome home! You are right in the heart of downtown. This charming home offers a big yard, free WiFi, and parking. You are 3 blocks from the park strip, shops, and restaurants, and 2 blocks from the Anchorage farmers market. You may want to stay in. Cook in the fully-equipped kitchen, Grill out in the backyard or snuggle up in front of one of the 3 massive smart tvs. Experience the best of Anchorage with the comfort and amenities of home. Book your stay now for an unforgettable Alaskan getaway!

Downtown Garden Apt. Great Location!

Location! Location! Private, one bedroom apartment. Great neighborhood. Close to downtown restaurants, breweries, shopping, museums, cultural events, railroad & Anchorage’s trail system. Beautiful, wildlife certified, bird & pollinator friendly summer gardens. Only fifteen minute drive from the airport! Easy access to nearby Alaskan outdoor adventures-or relax on the patio & enjoy the garden. Unlimited high speed wifi for work & entertainment. Grocery store, coffee bar & deli across the street.

Alpenglow Loft ~ 1Br/Bathroom W&D Radiant Charmer

Unique modern loft 1 bedroom/1 bathroom apartment. Cool A/C in bedroom, spiral staircase, sunny floor-to-ceiling windows and live plants. Comfortably furnished, conveniently located between Midtown and Downtown Anchorage. This charming home base is perfect for embarking on your Alaskan getaway. The unit is equipped with a full-size washer/dryer, 43” Smart TV, stocked kitchen, and fast Wi-Fi for your convenience. However, due to the spiral staircase, we do not recommend this unit for children.

Downtown Historic Attic Suite

This upstairs suite is in an historic 1917 cottage, in downtown Anchorage, and is a rare find! Steps away from restaurants, bars, convention center, bus station, museum, bike trails, parks and pubs. It shares the building with a hair salon on the main level. With a private entrance, it is upstairs under the attic eaves, so the bathroom ceiling is slanted (FYI super tall people!) quality towels & linens, a full-sized pull out sofa bed in the living room, the queen bed is cool gel memory foam!

Industrial Designed near Downtown Anchorage 800+sf

🏢 Industrial-Style Apartment on Ship Creek Stay in this unique, industrially decorated apartment located on Ship Creek, just below Downtown Anchorage. The Ship Creek/Coastal Trail is right outside, taking you to Anchorage’s only salmon fishing spot. Enjoy stunning water and mountain views for a truly unforgettable stay. ⚠️ Disclaimer: This apartment is not in a residential neighborhood; it’s located adjacent to Anchorage’s industrial area—a hidden gem with urban charm and outdoor access.

SaltWater Cottage

This one BR newly renovated cottage is in downtown, yet peaceful and private. Very well appointed, It overlooks the port, rail yard, and Cook Inlet. Steps away from bikes trails and within blocks of restaurants and city life, most downtown attractions are within walking distance. It is a few minutes walk to museums, convention centers, and the rail depot. Equipped with a king sized, cool memory foam mattress in the bedroom and fully equipped kitchen, this vintage cottage is like brand new!

Halibut Suite

Cozy downtown apartment with 2 queen beds in separate areas. Full Kitchen with stove, microwave, dishwasher and refrigerator. Bath with shower. There is a washer and dryer available upstairs that is shared with other guests. The apartment is downtown Anchorage, close to 4th Ave. dog sled races, court house and art galleries. My place is good for couples, solo adventurers, and business travelers. Guests have loved this new apartment because it is comfortable and cool with our warm summer.

New Guest Apartment on the Coastal Trail

Located near the Airport and on the world famous Coastal Trail right on the water of the Cook Inlet, the location boasts a super fast (fastest) internet connection and unlimited downloads for business traveler’s needs. We are in a quiet and safe neighborhood and have free dedicated parking for our guests. Literally 5 minutes to the airport, 5 minutes to downtown and midtown Anchorage by car. We also provide two Bikes and Tennis equipment for your enjoyment during summer months.

Cupples Cottage #1: Downtown!

Welcome to the award winning Cupples Cottages! This 600sf flat was recently renovated and is beautifully furnished. When built in 1952 by my late grandfather these units were offered fully furnished providing temporary housing primarily to the construction workers living away from their families working on my grandfather's construction crew. Fast forward over 70 years and 2 generations and the property has been reimagined as Cupples Cottages Vacation Rentals, operating since 2017.

Private Guest Studio near downtown

**PRIVATE GUEST STUDIO** Now accepting longterm up to 13 week stays. Contact for details. Newly remodeled Private 1 bedroom mother-in-law studio with bathroom and kitchenette (no oven), 450 sqft suite located downstairs INSIDE my split level home located in a residential neighborhood. Entryway and hall are only shared space. Laundry for longterm guests only. Comfortably fits 2 adults. King bed converts to 2 twin XL beds. One dog OK. Please notify in advance.

Waterfront View of Denali, Alaska Range and Ocean.

Nestled within a private corner of Bootleggers Villa is a Brand New Private Suite with a personal entrance and private patio. Located near downtown offices, and suffused with the feeling of privacy and security. Our location is a short stroll to downtown Anchorage, and an easy drive to adventurous Alaska. Outdoor comfort with sunset-facing private patio. Enjoy, barbecues and relax with a view of Cook Inlet, the Alaska Range all from charming Bootlegger’s Cove.