Family-friendly holiday rentals in Anchorage

Best 2BR Private Stay by Trails & DT in Cozy House

Perfect private guest suite on first floor of our home. We live upstairs and you can hear us, and may bump into us as the main entrance is shared. We are super friendly and stay pretty incognito. The suite is private and closed off from rest of house. It’s a 2BR, 1BA, and a small kitchenette including a microwave, plug-in hot pad, mini fridge and sink. Access to the laundry room and parking. You're a 20-minute drive from downtown Anchorage, and near nature. Bonus we have an adorable dog.

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.

Adorable spot in midtown (2)

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.*

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.

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 14-16, Feb 22-26, March 30-April 30, Sept 7-17, Sept 23-Oct 31 & Nov/Dec

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.

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.

Alaskan Studio

Take it easy at this unique and tranquil getaway. This cozy studio feels like a peaceful cabin with the amenities of a home. A Queen platform bed in its private nook with custom shelving and the perfect relaxing area to enjoy your 55in smart TV. The mini kitchen features an induction stovetop, microwave toaster oven. The studio has a walk-in shower and washer and dryer.

Private southside Mother-in-law studio apartment.

Charming southside mother in law studio. South facing windows shaded with trees offers just enough privacy yet lets dappled light come through. Private entrance includes an outside seating area for morning coffee. Inside provides many amenities to make your stay comfortable. Please, no scented candles or incense as the upstairs tenant is extremely allergic.

Cozy one bedroom apartment adjacent to Lake Hood.

Cozy 500 sq ft lower level one bedroom apartment on quiet dead end street, with queen bed, full bath, full kitchen, dining area, living room with twin XL futon. Host lives on upper level. Less than 10 minutes to Ted Steven International Airport. 2 blocks to Lake Spenard, walk to Lake Hood float plane base.