Holiday rentals with outdoor seating in Downtown Anchorage

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!

Cozy Cab-Inn; Private, Hot Tub! S. Anchorage

Take it easy at this unique and tranquil getaway nestled in the foothills of the Chugach Mtns in Bear Valley! Off the beaten path boasts epic views, peaceful scenery, convenient aurora hunting in a charming recently remodeled cabin. 20min from downtown, 5min from Flattop. Relax in a 6 person hot tub after Alaska fun with a cozy cabin that meets all your travel needs. **MUST HAVE AWD/4WD in winter.** Due to spiral staircase, it is HIGHLY recommended to not book if you have mobility issues.

Spacious 3,000sq/ft Downtown Parkstrip Gem

▶︎Space for all your friends and family in this roomy and modernly updated home! ▶︎Upper Unit: 3 bed/1 bath - w/2 King beds & 2 Full beds + couch ▶︎Lower Unit: 2 bed/1 bath - w/2 Queen beds & sleeper couch ▶︎Best Downtown Quiet/Safe family friendly location ▶︎1 Block to the event/activity-filled Park Strip ▶︎9 mins from the airport ▶︎10 min walk to stunning ocean views from the Coastal Trail ▶︎Restaurants, grocery stores & nightlife nearby ▶︎Free Parking ▶︎Blazing fast WiFi & 65” 4K Smart TV

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!

Sunset Patio Suite · Cook Inlet Views · Downtown

Wake up to panoramic views of Cook Inlet and the Alaska Range from your own private, sunset-facing patio in charming Bootlegger's Cove. Tucked in a quiet corner of Bootleggers Villa, this ground-floor suite has a private entrance and patio — minutes on foot from downtown Anchorage, yet completely private and secure. Fire up the BBQ and watch alpenglow paint the Alaska Range at sunset. In summer, wave at the trains to Seward. In winter, the northern lights often dance right overhead.

Cupples Cottage #4: 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 3 generations and the property has been reimagined as Cupples Cottages Vacation Rentals, operating since 2017.

Alaskan Studio

Take it easy at this unique and tranquil getaway. This cozy studio feels like a peaceful cabin with the amenities of a home. A Queen platform bed in its private nook with custom shelving and the perfect relaxing area to enjoy your 55in smart TV. The mini kitchen features an induction stovetop, microwave toaster oven. The studio has a walk-in shower and washer and dryer. Although we are pup friendly there is a limit of 1 dog. We can't accommodate cats. Large yard but it is not fenced.

Chinook King Salmon Suite

This is a second story downtown deluxe suite with views of the beautiful Cook Inlet. 2 blocks from the court house, restaurants, art galleries, near the coastal trail. This beautiful top floor apartment has granite counters, wall fireplace, large outdoor deck, soaking tub, and full laundry. My place is good for couples, solo adventurers, business travelers, families, and big groups. Take advantage of fall/winter rates. Visiting family in Anchorage, shopping or medical appointments.

The Carriage House *Downtown Elegance* SUNNY Deck

Your own elegant house in the best downtown neighborhood. Built in 2020. Radiant-floor heat throughout. 5 miles from airport. Less than 2 miles to train station. Stroll 3 blocks to City Market/coffee bar/deli. 3 blocks to Dena’ina Convention Center. Short jog to Coastal Trail. Huge deck with gas grill. Well-equipped kitchen with coffee maker, pots, pans and pantry essentials. Fast WiFi, 50" smart TV, heated garage parking. Perfect for executive rental or WFH.