Vacation rentals with outdoor seating in 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!

Denali View! Sauna! 1 mile to Glen Alps/Flattop TH

Lone Pine Cottage is nestled against the Chugach State Park. Walk out the front door and explore the meadow of wildflowers below, or the forest next to the cottage which leads directly into the Chugach. The Glen Alps/Flattop Trailhead is 1 mile up the road and provides easy access to amazing hiking, mountain biking, snow shoeing, climbing, and skiing adventures. Enjoy the unobstructed views of Denali/Mt. McKinley, “Sleeping Lady” (Mount Susitna), and the Anchorage skyline from 1600ft elev.

Downtown Portside Hideaway

This newly renovated cottage is in a downtown setting yet out of the bustle of busy city streets. It has a great view of the inlet and port, ands sits above the railyard. The bedroom has a KING size cool foam mattress and full bathroom with shower. On chilly nights enjoy an electric fireplace while cooking in the fully equipped kitchen. The large backyard has a deck with table and chairs, as well as a firepit. There is a desk to work at and high-speed wifi internet, plus a free parking space.

Forest Yurt

Forest Yurt has all of the spirit of an off-grid forest yurt, in a quiet Anchorage neighborhood, 5 mins from airport. This 16' partial off-grid unit is wood stove heated (cut wood included), or guests can use a space heater. Comfortable full bed. Basic kitchenette amenities available: microwave, hot plate, tools, pans. No plumbing; sink and toilet are an eco- friendly Boxio system. Next to a forested park with trails. Enjoy the hot tub, collect fresh chicken eggs, and breathe forest air!

Cupples Cottage #3: 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.

Palmer, Ak The Eagles Perch

Centrally located in the heart of the Mat-Su Valley, this newly built, upscale B&B will delight you! Very well appointed, built with comfort & ease in mind. You’ll appreciate the attention to detail found throughout. We pride ourselves on cleanliness too! Incredible mountain views from every window and deck will leave you in awe! Oftentimes Eagles will come to perch in the large tree at the corner of the building! Come be our guest at The Eagles Perch in the land of the midnight sun!

Magnificent View Chalet

Cozy, family friendly Chalet in the beautiful South Fork Valley of Eagle River. If you are looking for a 5-Star Hotel, this place is not for you. What we do offer is a serene and peaceful home in the mountains with a rugged natural landscape, and occasional visits from bear and moose. If you’re lucky, you may have a front row seat to Lady Aurora dancing from the spacious and comfy hot tub! We are roughly forty-minutes North of the Airport, and 15 minutes away from downtown ER.

Top Floor • Chugach Mountain View’s • King Bed

Welcome to Raspberry Suites! A beautiful 1 bedroom apartment with VIEWS of the Chugach Mountains. Thoughtfully decorated with "Alaskana" style and one of a kind Alaska Native art. This rustic retreat right in the city, is truly the best of both worlds In unit laundry🧺 5 minute drive to Airport✈️ 10 minute drive to downtown🌆 5 minute walk to restaurants🍴coffee shop☕️liquor store🍾Bus Stop🚏 Close to Kincaid Park🌲 Apartment is a second floor walk up No Smokers Allowed 🚭

5 min walk to Flattop Trailhead! Aurora! Sauna!

Nestled in a forest of Mountain Hemlocks hundreds of years old, the home is located in a quiet neighborhood only a 5-6 minute walk from the Glen Alps/Flattop Trailhead providing the most direct and easy access to Chugach State Park. There are endless possibilities for hiking, climbing, and skiing from the house. Or, if you prefer to sit and relax and read a book, the view from the deck or living room couch of the Anchorage skyline and Denali/Mt. McKinley is spectacular.

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.

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.

Bright Alaska A-Frame 2•Hot Tub•Peaceful Getaway

Modern Alaska A-frame designed for a quiet reset. Bright, clean, and intentionally minimal. Start your mornings with coffee by the windows, explore nearby trails, then unwind in the hot tub. Peaceful setting just 1 hour from Anchorage and minutes to town. Perfect for couples or a simple getaway. Looking for a different date or traveling with friends? We have a second cabin nearby — feel free to message us.