Overlook holiday lettings

We found 132 holiday rentals — enter your dates for availability

Discover a selection of 15 homes and other holiday rentals in Overlook that are perfect for your trip. Holiday homes offer the amenities that you expect for you and your friends, family or even pets, such as parking and a fireplace. At the end of the day, you're sure to find a property to rent for everyone's needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts - Overlook

Showing deals for:14 Nov - 21 Nov

Image gallery for Renovated Victorian : King Beds, AC, 95 Walk Score in Best Area.

Living area
10 out of 10 rating
Exceptional
(8 reviews)

Renovated Victorian : King Beds, AC, 95 Walk Score in Best Area.

Portland, OR

7% off
Price is £4,120
£589 per night
includes taxes & fees
Renovated Victorian : King Beds, AC, 95 Walk Score in Best Area.

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    Enjoy full kitchens, pools, gardens and more

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Find out more about Overlook

Find out more about Overlook

Transport to and around Overlook

Fly into Portland International Airport (PDX), the closest airport, located 5.7 mi (9.2 km) from the city centre.

You can see more of Overlook by jumping on the metro at North Killingsworth Station, North Prescott Station or Overlook Park Station.

Frequently asked questions

What is the most popular type of holiday rental in Overlook?
In Overlook, holiday houses are a popular choice, with several available throughout the neighbourhood. These properties typically feature spacious layouts, multiple bedrooms, fully equipped kitchens, and outdoor areas for relaxation. Guests can expect a comfortable home-like atmosphere, making them ideal for families or groups looking to enjoy the area's charm. Additionally, there are several apartments and cottages available, providing a range of options for different preferences.
How much does it cost to rent a holiday home in Overlook?
Prices for holiday rentals in Overlook vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Overlook to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Overlook holiday house rentals?
You can find great discounts on house rentals in Overlook on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
What are popular rental amenities in Overlook?
In Overlook, popular holiday rental amenities typically include fully equipped kitchens, allowing guests to prepare their own meals during their stay. Many properties feature coffee and tea makers for a warm beverage in the morning, while patios or decks offer outdoor spaces for relaxation and enjoying the fresh air. Additionally, rentals often come with blenders, superb for whipping up smoothies or other refreshments.
Are there any family house rentals in Overlook?
In Overlook, Oregon, there are several family-friendly house rentals available, making it an excellent choice for families seeking a comfortable stay. Many of these homes are situated close to local parks and recreational areas, providing ample opportunities for outdoor activities. Visitors can expect spacious living rooms, fully equipped kitchens for preparing family meals, and outdoor spaces where children can play safely.
Are there any Overlook holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Overlook with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there pet-friendly holiday rentals in Overlook?
In Overlook, Oregon, there are several pet-friendly holiday rentals available, making it a great choice for those travelling with furry companions. Many of these accommodations feature amenities designed for comfort and convenience, including fully equipped kitchens, spacious living areas, and outdoor spaces where pets can roam freely.
Can I find long-stay holiday rentals in Overlook?
A long-stay holiday rental in Overlook is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
When is the best time to visit Overlook for a holiday rental?
The best time to visit Overlook for a holiday rental is during the peak season from May to July, with July being the most popular month. This vibrant period attracts outdoor enthusiasts eager to explore the area's stunning natural landscapes and engage in activities such as hiking and water sports. With temperatures averaging in the low 20s Celsius, the weather is ideal for enjoying the great outdoors, whether you're trekking along scenic trails or relaxing by the water's edge.

During these months, you'll find plenty of opportunities for sightseeing and outdoor adventures. The lush greenery and blooming wildflowers create a picturesque setting, making it superb for photography and leisurely walks. Plus, the close proximity to the Columbia River allows for a variety of water-based activities, adding to the excitement of your holiday.

If you're looking for a more budget-friendly option, consider visiting in November. While this month sees fewer tourists, it offers a tranquil atmosphere superb for those who appreciate a quieter experience. You can still enjoy the beautiful autumn scenery and take part in local events without the hustle and bustle of the peak season.
Are there any remote work holiday rentals in Overlook?
In Overlook, Oregon, there are several remote work holiday rentals available, making it a suitable destination for those looking to blend work and leisure. Many of these properties are equipped with essential amenities such as Wi-Fi, dedicated desks, and office chairs, providing a comfortable environment for productivity. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Overlook holiday rental?
Book your Overlook holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Can I change or cancel my Overlook home rental booking on Vrbo?
To find Overlook holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Overlook holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.

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