Portland holiday rentals

Why visit Portland

• Stunning coastal scenery: Explore breathtaking beaches and picturesque waterfront views that showcase the natural beauty of Maine.
• Historic charm: Discover well-preserved historic houses and landmarks that reflect Portland's rich cultural heritage.
• Outdoor activities: Enjoy various outdoor pursuits, from hiking in nearby parks to leisurely strolls along the scenic coastline.
• Vibrant local culture: Experience the bustling downtown area filled with eclectic shops, eateries, and lively cultural events.
• Iconic lighthouses: Visit Portland's famous lighthouses, iconic symbols of the city's maritime history.

Popular types of accommodation in Portland

Discover Portland, Maine – a charming coastal city offering seaside stays and cosy holiday rentals. Enjoy a selection of private holiday homes, quaint cottages, and stylish condos, each promising a quintessential Maine experience. From scenic waterfront views to vibrant local culture, your stay in this historic city is sure to be both refreshing and memorable.

• Private Holiday Homes: These are standalone residences offering privacy and exclusivity, making them the top choice for visitors seeking a unique holiday retreat in Portland.
• Cottages: Quaint and charming, cottages provide a cosy escape, ideal for those desiring a picturesque stay in the city.
• Condos: Modern and convenient, condos offer a blend of style and comfort for holidaymakers exploring Portland.
• Apartments: Well-appointed apartments deliver practicality and ease, perfect for a comfortable urban experience.
• Cabins: Rustic and intimate, cabins offer a distinctive getaway for travellers looking for a more laid-back escape.**

Top attractions in Portland

Portland, Maine, is a charming city perfect for outdoor enthusiasts and families alike. Visitors can enjoy stunning beaches, explore historic houses, and admire iconic lighthouses. The city offers a rich cultural experience alongside beautiful scenery, making it an ideal destination for those seeking adventure or relaxation. With its blend of history and nature, Portland promises memorable experiences for every traveller.

• Sand Beach: Experience the tranquil beauty of Sand Beach, where soft sands meet gentle waves, perfect for sunbathing and beach activities. Enjoy picturesque views and a relaxed atmosphere, ideal for unwinding amidst nature.
• Victoria Mansion: Step back in time at Victoria Mansion, a stunning example of Italianate architecture. This historic house museum offers a glimpse into 19th-century opulence, showcasing exquisite furnishings and rich cultural history.
• International Cryptozoology Museum: Delve into the world of the unknown at the International Cryptozoology Museum, where you can explore fascinating exhibits on mythical creatures and legendary beasts, blending curiosity and culture in a unique setting.

Things to do recommended for couples

Seeking a romantic escape in Portland? Explore the charming Old Port district with its cobblestone streets, indulge in a sunset cruise along Casco Bay, or share a candlelit dinner at a waterfront restaurant, savouring fresh seafood and stunning views. Perfect for couples looking to connect.

Things to do recommended for families

Families will love exploring the Children's Museum & Theatre of Maine, where interactive exhibits spark creativity. A visit to the Portland Head Light offers stunning coastal views, while the scenic ferry ride to Peaks Island provides a delightful day out with beaches and bike rentals for all ages.

Things to do recommended for groups

Experience the thrill of racing at Beech Ridge Motor Speedway, located 11km from Portland. Perfect for groups, this venue offers an exhilarating atmosphere filled with sports and adventure vibes, ensuring an unforgettable outing for everyone in your party.

What do I need to keep in mind when booking a vacation in Portland

Regardless of whether you're travelling with a group, as a family, bringing your pets along, or seeking longer stays, it's important to refine your search according to your key priorities. Here are some helpful booking tips for Stayz.

• Traveling to Portland with a group: Think about how many bedrooms you require, along with amenities like a fully equipped kitchen or outdoor space for group gatherings. Luckily, you can easily filter for all these options and more on Stayz.
• Traveling to Portland with young kids: Travelling with young children can present its own set of challenges. It's important to prioritise their comfort and safety, alongside ensuring access to suitable amenities, such as a private swimming pool. Additionally, it’s wise to think about how close you are to family-friendly attractions.
• Taking your pets with you to Portland: For many, a family holiday wouldn’t be the same without their furry companion by their side. If this resonates with you, explore Stayz properties that welcome pets. The majority of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
• Planning for a long term stay visiting Portland: If you're in search of holiday rentals offering discounts for stays of a month or more, you've come to the right place. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to consider adding amenities such as a parking space, a well-equipped kitchen, or a private pool to your search criteria as well.

Where to stay in and around Portland

Portland, Maine, is a vibrant city brimming with charm and unique experiences. Explore the bustling downtown area, where eclectic shops and eateries await, or stroll along the picturesque waterfront, taking in stunning views of the harbour. Outdoor enthusiasts can enjoy camping in nearby parks, while families can discover local attractions that cater to all ages. With a friendly atmosphere and rich culture, Portland promises a delightful holiday for every traveller.

• South Portland: South Portland is a vibrant city situated a short 3km from Portland. Ideal for families, business travellers and those seeking a city-themed experience, it offers an enticing blend of urban charm and seaside leisure. Explore a range of shopping centres and malls, or take advantage of nearby educational venues. The city's coastal allure is enhanced by its proximity to a family beach, a traditional beach, and a scenic lake, promising a diverse travel experience.
• Downtown Portland: Downtown Portland is a bustling neighbourhood at the very heart of the city. It caters to visitors who enjoy outdoor activities, family outings and scenic vistas. Within this lively area, you'll find entertainment hubs such as arenas, alongside popular shopping centres and malls. The surrounding landmarks include a family beach, a standard beach and a picturesque lake, all contributing to a dynamic urban escape.
• Old Port: Old Port is a charming neighbourhood known for its vibrant outdoor, family and scenic appeal. It is home to cultural venues such as theatres, arenas for entertainment and music concert spaces. The area's rich ambience is complemented by its close proximity to a family beach, a traditional beach and a serene lake, ensuring a well-rounded experience for all visitors.

Best time to go to Portland

If you're planning a trip to Portland, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from June to August, while off-peak times, like January to March tend to have fewer bookings and better deals.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	26.1°F (-3.3°C)	Light Rain	Mostly Sunny	Low	Slightly Low
February	27.0°F (-2.8°C)	Light Rain	Mostly Sunny	Low	Slightly Low
March	33.4°F (0.8°C)	Light Rain	Mostly Sunny	Low	Slightly Low
April	43.9°F (6.6°C)	Light Rain	Mostly Sunny	Average	Average
May	54.0°F (12.2°C)	Light Rain	Mostly Sunny	Average	Average
June	61.9°F (16.6°C)	Light Rain	Mostly Sunny	High	Slightly High
July	68.9°F (20.5°C)	Light Rain	Mostly Sunny	High	Slightly High
August	68.5°F (20.3°C)	Light Rain	Mostly Sunny	High	Slightly High
September	62.2°F (16.8°C)	Light Rain	Mostly Sunny	Average	Average
October	52.2°F (11.2°C)	Light Rain	Mostly Sunny	Average	Average
November	41.2°F (5.1°C)	Light Rain	Mostly Sunny	Average	Average
December	32.9°F (0.5°C)	Light Rain	Mostly Sunny	Average	Average

Booking with Stayz is a breeze

Are you eager to save on your upcoming journey? Being flexible with your travel dates can lead to considerable savings, as prices often fluctuate. Additionally, booking an extended stay can unlock even greater discounts. To discover a Stayz property that suits your budget, utilise our filters to sort by price, location, and type of holiday rental.

Stayz Trips: Effortless planning

Stayz’s Trip Board provides a dedicated area to initiate new journeys, continue your plans, or review and arrange your bookings. Properties you have either saved or reserved are now categorised into Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.stayz.com.au/trips.

**Based on Vrbo properties bookings.

The information above was last updated: 8 July, 2026