Holiday rentals in Westchester Lagoon

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Top-rated holiday rentals in Westchester Lagoon

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Guest favourite

An open-concept living space showcases warm wood paneling and a cozy seating area. A compact kitchenette features essential appliances, while a spacious bedroom area with a king-size bed is visible in the background. Soft lighting enhances the inviting atmosphere.

Guest house in Anchorage

4.9 out of 5 average rating, 226 reviews

Garden Level Getaway

Experience luxury living in this charming basement apartment with a private walk-out garden entrance. It features a fully equipped kitchenette, dining area, and a cozy seating area with a 55" Samsung Smart TV. A king-size bed awaits in the bedroom. The bathroom features a walk-in shower and radiant in-floor heating. The windows have black-out blinds for a restful night's sleep. Enjoy the convenience of an in-unit washer/dryer and the beauty of your private garden. Rich Fir paneling throughout.

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Top guest favourite

A spacious studio loft features wooden beams and a calming green palette. A comfortable sofa faces a wooden kitchenette, while a white bed is positioned to the side. Natural light enters through multiple windows, illuminating the warm wooden floors.

Loft in Anchorage

4.99 out of 5 average rating, 137 reviews

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.

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Guest favourite

The living area features a high, sloped wooden ceiling, illuminated by warm lighting. A comfortable dark gray sectional sofa faces a door leading to the deck. Framed artwork is displayed on the walls, and a patterned area rug adds texture to the floor.

Cabin in Anchorage

4.97 out of 5 average rating, 110 reviews

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.

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Top guest favourite

A stylish living area is visible, featuring a spiral staircase leading to an upper level. Light streams in through floor-to-ceiling windows, illuminating a cozy couch and a rug. Live plants add a touch of greenery next to the brown bar stools along the kitchen counter.

Flat in Anchorage

4.92 out of 5 average rating, 201 reviews

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.

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Guest favourite

A loft interior features a spacious bed with a textured blanket and a large wall-mounted television. Light-colored furnishings complement the wooden accent wall. Natural light filters through large windows, with a cozy seating area visible next to a small side table.

Loft in Downtown Anchorage

4.94 out of 5 average rating, 167 reviews

Downtown Private Modern Luxury Loft w/ Parking

Modern luxury loft w/ private entrance just off the park strip in Downtown Anchorage. Upstairs Studio with city views, high speed internet, 65” smart TV, small fridge, microwave, toaster/fryer oven, Instapot and in unit washer & dryer. The Loft is detached from the main home offering guests privacy , separated by a beautifully landscaped courtyard w/ BBQ grill, griddle and a lounge area to enjoy a morning cup of coffee, evening glass of wine or your favorite cocktail under the midnight sun.

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Top guest favourite

A modern living area features a plush sectional couch set against a bold blue accent wall adorned with geometric gold lines. A coffee table is positioned centrally on a soft area rug, while light streams in through sliding glass doors that open to a deck.

Home in Anchorage

4.99 out of 5 average rating, 109 reviews

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

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Top guest favourite

Guest suite in Anchorage

4.97 out of 5 average rating, 199 reviews

Rare Views Near Downtown — Alpenglow Hideaway

Just 15 minutes from the airport and 5 minutes from downtown, nearby trails, and parks, you can enjoy a private slice of the Alaskan wilderness with a stunning view — right in the heart of Anchorage. A truly rare gem with views you won't find anywhere else centrally located. The Hideaway guest suite has the full Alaskan experience with parkland on three sides, the famous Chugach Mountains through wall-to-wall living room windows, a dedicated workspace, and all the comforts of home.

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Guest favourite

Apartment in Anchorage

4.85 out of 5 average rating, 337 reviews

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.

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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 Downtown Anchorage

4.95 out of 5 average rating, 450 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.

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Guest favourite

The living area is furnished with two comfortable brown sofas, accented with decorative pillows. A modern kitchen can be seen in the background, featuring white cabinetry and stainless steel appliances. Wall art depicting nature adds a touch of character to the space.

Flat in Anchorage

4.87 out of 5 average rating, 181 reviews

Cute and cozy updated apartment in Midtown (4)

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

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Top guest favourite

Flat in Anchorage

4.99 out of 5 average rating, 367 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 birdwatching from the living room windows.

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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 Downtown Anchorage

4.98 out of 5 average rating, 511 reviews

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.

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