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Holiday rentals in Westchester Lagoon

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Top-rated holiday rentals in Westchester Lagoon

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A colorful garden is enclosed by a white picket fence, featuring a variety of blooming flowers and lush greenery. Several trees provide shade, while a charming home is visible in the background, contributing to the serene outdoor setting.
Flat in Anchorage
4.99 out of 5 average rating, 168 reviews

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.

Top guest favourite
A spacious open-concept living area features a modern kitchen with stainless steel appliances and a dining table for four. Light grey walls complement the wood-like flooring, while a large window provides natural light. A comfortable seating area includes a decorative chair and a wall-mounted TV.
Flat in Anchorage
4.93 out of 5 average rating, 151 reviews

New remodeled unit next to Downtown at Westchester

Located next to the popular Westchester Lagoon and The Coastal Trail, this apartment is also minutes from downtown by car, bike, or your feet! If you have a vehicle, you'll have a parking spot reserved just for you. We are ready to host you today! We've instituted additional cleaning procedures to ensure a clean and welcoming apartment for your visit. We've cleaned hard surfaces with anti-bacterial sprays. Soft surfaces, furniture & throw pillows are treated with anti-bacterial fabric sprays.

Guest favourite
Home in Anchorage
4.95 out of 5 average rating, 239 reviews

McKenzie Place #2

McKenzie Place is located 5 minutes from Anchorage International Airport and 5 minutes from Downtown and 5 minutes from Midtown area. This Two Bedroom plus Loft (please read additional information for loft) is situated 1 block from the world famous Tony Knowles Coastal Trail that hugs the coastline of the Cook Inlet with beautiful views of the water, Anchorage skyline with moose and other Alaska animals that live in the area. Grocery stores and restaurants are just a few minutes away.

Top guest favourite
An architectural house is set within a forested area, featuring multiple levels with large windows. A combination of gray siding and natural wood accents is showcased. Lush greenery surrounds the property, and a winding path leads to the entrance, enhancing the connection to the outdoor environment.
Flat in Anchorage
4.99 out of 5 average rating, 101 reviews

| El Bosque Two |

Creekside forest home with modern apartment in desirable Forest Park/Turnagain. An established safe residential neighborhood with lovely homes. 1st level of eye-catching architectural house situated for quick connectivity to downtown, midtown, Minnesota Dr. airport, seaplane Base, Costal Tr/Westchester. Brand new Samsung appliances, laundry in-unit, 1 car garage. Complete renovation completed Jan 2025. No added fees for cleaning, we simply set a flat price (+Air BnB charges & local tax).

Superhost
A welcoming living area features a dark reclining chair and a black sofa adorned with patterned cushions. A vibrant mountain landscape artwork is displayed on the wall, while the open layout leads into a modern kitchen area with appliances and cabinetry visible in the background.
Flat in Anchorage
4.83 out of 5 average rating, 151 reviews

Lovely 1 bedroom unit, centrally-located (3)

Enjoy a stylish experience at this centrally-located place. Equipped with amenities and a Roku TV, this renovated apartment has everything you need to make your stay comfortable. This spot is located 9 minutes from the airport, 6 minutes from downtown, and is in walking distance to restaurants and stores. We look forward to hosting you! *Before booking, please read the entire listing description to get an understanding of the pros/cons, sleeping arrangements, house rules, and more.*

Guest favourite
Home in Anchorage
4.89 out of 5 average rating, 103 reviews

Downtown WestChester Casa with King Beds

Welcome to our charming 2 bedroom, 1 bath home in the heart of downtown Anchorage! Our cozy home is perfect for up to 6 guests looking to explore all that Anchorage has to offer. The bedrooms are tastefully decorated and includes comfortable bedding for King Beds (pull out sofa is served as an additional sleeping space). Kitchen is fully stocked and we offer coffee pods for your mornings. Our home is conveniently located just steps away from Anchorage's best park, Lagoon and trails.

Guest favourite
The image showcases a collage of four interior views of Cupples Cottages. The living area features a seating arrangement with a purple sofa, a dining space is visible, and the well-equipped kitchen highlights modern appliances. A cozy bedroom is also included, marked by a spacious bed.
Flat in Anchorage
4.95 out of 5 average rating, 405 reviews

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.

Top guest favourite
A modern living space features a comfortable gray sofa with an orange throw blanket. Large glass doors offer views of a grassy area, while bright blue curtains frame the windows. A flat-screen TV is mounted on the wall, and a dining table with white chairs is visible nearby.
Apartment in Anchorage
4.85 out of 5 average rating, 305 reviews

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.

Top guest favourite
Flat in Anchorage
4.99 out of 5 average rating, 335 reviews

Downtown Vintage Charm

Enjoy your stay in this spacious, one-bedroom mother-in-law apartment with a light-filled living room. Located on a dead-end street in a friendly neighborhood, this cozy spot is minutes from the heart of downtown, three blocks from a popular local coffee shop and grocery store, and a few minutes walk from coastal trail access and Westchester Lagoon. You’ll love the tree and mountain- filled views, gorgeous sunsets, and bird watching from the living room windows.

Top guest favourite
A cozy living area is furnished with a dark sectional sofa and two accent tables. Decorative pillows with the words 'HOME' and 'LOVE' are placed on the sofa. A dining table is positioned nearby, and natural light streams through a window adorned with white blinds.
Home in Anchorage
4.95 out of 5 average rating, 211 reviews

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.

Guest favourite
A spacious room features a wooden bed with striped bedding and a framed artwork on the wall. A small desk and chair are positioned near a window, which offers views of greenery. A rug is placed on the floor, and a dresser stands along one wall.
Guest suite in Anchorage
4.86 out of 5 average rating, 167 reviews

Downtown private suite w/cedar sauna

Charming quiet and peaceful lodging, with private bathroom, private sauna, private laundry, private entrance, self check in. Located in the trendy South Addition of downtown Anchorage, within walking distance to downtown Anchorage attractions, including Dena'ina Center, AFN, Iditarod, restaurants, pubs, Chester Creek, Coastal trail, Fire Island Rustic Bakery, New Sagaya City Market, etc. Laundry machines and cedar lined sauna in unit. Onsite parking.

Top guest favourite
A spacious living area features a sectional couch adorned with yellow accent pillows. A wooden coffee table sits in front, complementing a decorative canoe hanging on the wall. A dining table set for a meal is visible, connecting the living space to the modern kitchen in the background.
Home in Anchorage
4.98 out of 5 average rating, 462 reviews

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.

Popular amenities for Westchester Lagoon holiday rentals