Holiday rentals with outdoor seating in Anchorage

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.

Private backyard, full kitchen, mountain views

Quiet guest suite of a family home outside the city with private backyard: •Full kitchen and private entrance •Fire pit and gas grill •On-site laundry (shared) •20 minutes to the airport/5-15 minutes to the best hiking trails •Mountain views and sounds of Rabbit creek from the valley below One review: "...amazing find in Anchorage...extremely clean, convenient and in a beautiful location. Hosts were well organized...Impressed with the professionalism exhibited by these property owners."

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!

Views Alaskan Prospect Heights Guesthouse

Settle down in a light filled, private, comfy guesthouse w/great views safe & secure privacy on wooded upper hillside w/parks/hiking, skiing, wildlife. Easy drive to airport/downtown. Ideal for business/leisure visitors. 5G WIFI. Mild temps & snow make Anchorage a winter playground. Sunsets & views from a private deck/Family friendly with plenty of room to roam. Make wonderful memories. Open dates Feb 22-26, March 29-April 17, Sept 7-18, Sept 23-Oct 31 & select open dates in Nov/Dec

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.

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.

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.

Peaceful Suite - South Anchorage: The Cozy Bear

Welcome to the Cozy Bear in Anchorage! We welcome you to our peaceful, residential Lower Hillside neighborhood on a quiet cul-de-sac in Southeast Anchorage near Abbott Community Park & Far North Bicentennial Park. The Cozy Bear is centrally located 15 minutes from the airport with easy highway access for epic adventures and sightseeing! We are a husband-and-wife team living the dream in Alaska! We’re on hand to support our guests as little or as much as they wish.

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.

Flattop Mtn Flat

Cute, comfortable upper level unit located close to hospitals, University of Alaska Anchorage, and the military base. It is also a short and convenient drive to downtown shopping areas, or can be a great home base for exploring beyond city limits. You will love its rustic charm, quiet neighborhood, privacy, and extra space. Features private patio, fenced yard, washer/dryer. 2 bedroom/1 bathroom. It is perfect for short or long term stays.

The Carriage House *Downtown Elegance* SUNNY Deck

Your own elegant house in the best downtown neighborhood. Built in 2020. Radiant-floor heat throughout. Perfect for executive rental or WFH. Stroll 3 blocks to City Market/coffee bar/deli. 3 blocks to Denna’ina Convention Center. Short jog to Lagoon and 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.

Cozy Retreat, Close to Trails

Immerse yourself in all Alaska has to offer, from culture to nature, at our cozy and peaceful retreat— fully private apartment on entire first floor. This simple but comfortable space offers a sanctuary in the heart of the city, with the great Alaskan outdoors only minutes away. Book your stay with us today and discover the perfect blend of urban convenience and easy access to endless trails in the mountains.