Portland holiday rentals

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Best Portland holiday rentals

Most recommended holiday rentals in Portland

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East end. Walk to food, beer and downtown fun. - Portland - Living room
Free Wi-Fi
Air conditioning
Adorable Portland getaway on the Eastern Promenade - Portland
Free Wi-Fi
Air conditioning
East End Annex
8.5 Very Good
£186+
£186+
Free Wi-Fi
Air conditioning
Parking
Free Wi-Fi
Air conditioning

Good to know

Low season

May

High season

June

Average price (weeknight)

£240
Cheapest month to stay with an average 71% drop in price.
Most expensive month to stay with an average 77% rise in price.
Average Sun - Thu price over the last 2 weeks.

When to book a holiday rental in Portland

Price per night / rental. Prices are not fixed and may vary with time.
Average nightly price per month
Average nightly price

Top tips for finding Portland holiday rental deals

  • If you want to enjoy some local history on your trip, you should look for Portland holiday rentals that are in the centre of the city, where many of the main attractions are. For example, West End Retreat @ The Arts District is located a short walk from Victoria Mansion, which is a popular historical landmark.
  • For those that want to enjoy some of the best food that the city has to offer, you should look for Portland holiday rentals that are near East Bayside. For instance, Panoramic Water, Island & City Views W/Private Roof Deck is located only a short distance from popular eateries like Chong Tu Bot and Terlingua.
  • If want to enjoy a holiday by the coast, you should look for Portland house rentals that are close to the beach. For example, Whether With Family or Friends Shop, Sight See & Dine at Great Restaurants is only about a 10min walk to East End Beach, which is a calm beach that offers a range of activities.
  • To make the most of the hiking trails that are in the city, you should look for Portland holiday rentals in the East End. For example, if you stayed at Enjoy Portland With Family or Friends, you would be close to popular walks like the Eastern Promenade Trail.
  • If you are looking to hire a car during your visit to Portland, you should look for properties that provide you with parking areas. For instance, Adorable Portland Getaway on the Eastern Promenade typically provides parking spaces to its guests.
  • Pet-friendly is the most popular holiday rental property amenity in Portland
  • Holiday rentals in Portland are around 30% more expensive than hotels on average. Search here to compare prices for all accommodation types in Portland.
  • The best holiday rental properties in Portland are City Amenities, Casco Bay Sunrises and Natural Beauty (10.0, 24 reviews), Brand New 1 Bedroom Apartment in Portland (10.0, 22), and The Globe House on Munjoy Hill - Amazing Sunsets - Walk to Breweries (10.0, 27), based on ratings and reviews from real travellers.
  • If you’re looking for a cheap holiday rental in Portland, you should consider visiting during the low season. The cheapest holiday homes in Portland can be found in November and July.
  • The cheapest night for renting a holiday home in Portland is Thursday. In contrast, the most expensive is Wednesday.
  • Book your Portland holiday rental at least 69 days before your stay begins to get the best price.
  • Holiday rentals are a popular choice for both long and short-term stays. KAYAK users usually book their holiday rental in Portland for 6 days.
  • The cheapest Portland holiday rental found on KAYAK in the last 2 weeks was £128, while the most expensive was £191.

FAQs when booking a holiday home in Portland

  • How much is a holiday rental for a week in Portland?

    The average price for a weekly Portland holiday rental found by KAYAK users in the last 2 weeks is £2,746.

  • How much is a holiday rental for a month in Portland?

    The average price for a monthly Portland holiday rental found by KAYAK users in the last 2 weeks is £11,768.

  • What types of holiday rentals are available in Portland?

    There are loads of different property types that you can make your holiday home in Portland. You’ll find condos, houses, luxury tents and apartments.

  • What are some of the most-loved holiday rentals available in Portland?

    There are many types of properties available for Portland holiday rentals. If you’re looking for something special, holiday rentals most loved by KAYAK users are Village By The Sea and Kineo View Lodge.

  • Are there any pet-friendly holiday rentals in Portland?

    There are a number of dog and pet-friendly Portland holiday rentals, with around 17% allowing you to bring your pet along with you.

  • How much is a holiday rental in Portland?

    KAYAK users have found holiday rentals in Portland for as cheap as £209 in the last 3 days. The average price is £392.

  • How much is a holiday rental in Portland for tonight?

    In the last 72 hours, users have found Portland holiday rentals for tonight for as low as £99. Search here for similar prices

  • How can I find holiday rentals near me in Portland?

    Take a look at our holiday rentals map to find the best holiday rental homes near you.

  • What are the benefits of a self-catered property?

    When you’re in the U.S. you will find that there are many great places to eat, but it can be expensive to eat out every day. If you get a self-catered property, you’ll have the option to dine in whenever you fancy. For example, Glorious Getaway On Portland's Eastern Promenade provides facilities like an oven and cooktop, so you can cook as much as you like. There is also a range of shops nearby, where you can pick up fresh ingredients for your stay.

  • Where is best to stay in Portland for nightlife?

    If you want to go to the best bars and pubs, you should look for accommodation that’s in the centre of the city. For example, Bright & Spacious Apartment with Amazing Shower is only a short distance from popular establishments like Blackstones and The Jewel Box.

  • What options are there for Portland properties that have swimming pools?

    If you want to swim but prefer to avoid the sea, you will be pleased to know that there are properties that have pools. For example, Close To Downtown With Hot Tub! has an outdoor pool for its guests as well as a spa for you to use.

  • Where is best to stay to be close to the airport?

    If you want to be close to Portland International Jetport (PWM), then you should stay close to Highway 95, so you’ll be close to the terminal. For example, Beautifully Spacious with Charm is about a 12min drive from the airport.

Where to stay in Portland?

Our map will help you find the perfect place to stay in Portland by showing you the exact location of each holiday rental.