Holiday rentals in Westchester Lagoon

Cupples Cottage #3: Downtown, On-Site Car Rental!

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 & Vehicle Rentals, operating since 2017.

Downtown Garden Apt. Great Location!

Location! Location! Private, one bedroom apartment. Great neighborhood. Walking distance to downtown restaurants, breweries, shopping, museums, cultural events, railroad & Anchorage’s trail system. Only fifteen minute drive from the airport! Grocery store, coffee bar & deli across the street. Bakery cafe, gourmet wine shop & an organic produce shop nearby. Easy access to Alaskan outdoor adventures-or relax on the patio & enjoy the garden. Unlimited high speed wifi for work & entertainment.

Loft at the Lagoon - Downtown ANC

Peaceful yet centrally located, Loft at the Lagoon is the perfect hub for your Alaskan adventure. A cozy space in a charming neighborhood, the Loft is just a few steps from Anchorage’s renowned Coastal Trail with 30 miles of connected multi-use trails. The restaurants, shops, and landmarks of downtown Anchorage are just minutes away. Relax at the end of the day in this forest-inspired space with thoughtful Alaskan touches. When your stay is complete, you’re a 10-minute drive from the airport.

Beautiful 3BDR Home steps away from Parks & Trails

Kick back and enjoy staying in one of Anchorages most desirable neighborhoods. With close access to shopping, dining, the Anchorage Coastal Trail, WestChester Lagoon, the Train Depot, and much more while staying in an exquisitely remodeled 3 bedroom home in the lower unit of a duplex. You’ll love the walkability to downtown dining, the Westchester Lagoon and trail systems is minutes away by foot, and close access to all the things you’ll need during your stay. Location plus comfort!

Lagoon Lookout

Westchester Lagoon is one of the most coveted locations in Anchorage. People come from all over the city to enjoy the bird sanctuary, access the coastal trail (which starts across the street), and to look at the most beautiful sunsets only the Turnagain Arm and our Sleeping Lady can produce. Far enough from the main street (Minnesota Drive) to be quiet and peaceful, this bottom unit provides a five minute drive (or fifteen minute walk) to downtown. The unit has comfort and funk.

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 White House Anchorage - 1 BR

Location! Location! The White House Anchorage is located in the heart of the city. » About 10-15 minutes from the airport » Walking distance to everything downtown Anchorage has to offer » Go for a walk/run or a bike ride on the acclaimed Tony Knowles Coastal Trail » Walk to Westchester Lagoon Parking is available on property in addition to free on-street parking along the front of the house. High speed wifi is available on all corners of the property.

Sunny and Warm 1-Bedroom Apartment in Midtown

Cute and remodeled apartment in midtown Anchorage! This apartment has all the necessities to make your time in Anchorage comfortable. Very conveniently located; here you are 5 to 10 minutes from everything in Anchorage. The afternoon and evening sun streams into the apartment, lighting it up. There are black out curtains on all the windows for the summer travelers. Worry not, you can block out the midnight sun if you want!

Downtown efficiency with a view

Small efficiency apartment located above the garage of nice home located two blocks south from the west end of Anchorage ‘s Park Strip. Private entrance and private space. View of Chugach mountains. Walk to downtown or coastal trail. Queen bed. Jacuzzi bath. Cable tv, Apple tv for streaming, and wi-fi. Washer and dryer. Toaster oven, coffee maker, and fridge. Coffee and tea provided. Does not have a full kitchen.