Discover Your Perfect West Bayside Vacation Homes

West Bayside Pet Friendly Vacation Rentals

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9.8 (79 Reviews)
Apartment
The Weldon Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
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10.0 (1 Review)
Apartment
Monument Garden SWEET
  • Air Conditioner
  • Parking
  • Pet Friendly
View Availability
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Why Choose Rent By Owner for your West Bayside Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Popular Areas for West Bayside Vacation Rentals

Where are the best neighborhoods to stay in West Bayside?

When exploring the best neighborhoods to stay in Portland, Maine, you’ll find West Bayside offers a vibrant and authentic experience. This lively area provides convenient access to local eateries, shops, and scenic views, making it an ideal location for those seeking an immersive stay in the heart of the city. With its close proximity to Portland's downtown attractions, West Bayside ensures you can enjoy the city's charming atmosphere while savoring the comfort of well-appointed vacation rentals. Whether you're looking for a quiet retreat or an energetic neighborhood to explore, staying in West Bayside offers a perfect blend of local flavor and accessibility that enhances your visit to Portland, Maine.

Downtown Portland

Located centrally, Downtown Portland offers convenient access to the region’s vibrant arts scene and lively waterfront, making it an ideal base for exploring the city’s cultural attractions.

View 143+ Rentals in Downtown Portland

Parkside

Nestled near lush green spaces, Parkside provides a peaceful retreat with easy proximity to local parks and urban amenities, perfect for those seeking a balanced neighborhood experience.

View 46+ Rentals in Parkside

East Bayside

Known for its eclectic atmosphere, East Bayside is a hub of creativity and innovation, offering unique dining options and a vibrant community vibe.

View 28+ Rentals in East Bayside

Oakdale

With its charming residential streets and family-friendly environment, Oakdale presents a welcoming setting for guests looking to enjoy a quiet stay while remaining close to the city’s highlights.

View 607+ Rentals in Oakdale

Best Times to Visit West Bayside

When should you plan your Vacation Rentals stay?

Choosing the ideal time to visit here ensures you enjoy the region’s vibrant atmosphere and pleasant weather, making your stay in West Bayside, Portland, Maine, USA, truly memorable.

Peak Season Highlights

summer
Summer (June to August)

During the warm summer months, this destination sees its highest influx of visitors seeking coastal relaxation and outdoor activities, making it an ideal time to experience the lively local scene.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 60°F to 65°F
autumn
Early Fall (September to October)

As the region transitions into fall, the area's natural beauty is at its peak, attracting travelers who want to enjoy scenic views and pleasant weather before the colder months set in.

Average Temperature Daytime: 65°F to 70°F - Nighttime: 50°F to 55°F

Off-Season Highlights

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Late Fall to Early Winter (November to December)

During this period, fewer visitors venture here, offering a quieter experience perfect for those seeking solitude and off-season rates amidst the changing landscape.

Average Temperature Daytime: 45°F to 50°F - Nighttime: 35°F to 40°F
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Winter (January to February)

The winter months bring cooler temperatures and a calm atmosphere, making it a suitable time for travelers wanting to avoid crowds and enjoy a cozy retreat near the coast.

Average Temperature Daytime: 30°F to 40°F - Nighttime: 20°F to 25°F

Weekly Weather Forecast for West Bayside

How to Book Your West Bayside Vacation Rental Home

What's our booking process?

Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Explore and book the perfect rental in West Bayside

More Top-Rated Vacation Rentals in West Bayside Area

Common Vacation Rentals Amenities

What amenities can you expect?

Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy outdoor seating areas such as patios or decks for relaxing and entertaining during your stay.
  • Take advantage of private or shared garden spaces to immerse yourself in the natural surroundings.
  • Make the most of nearby walking paths or trails perfect for exploring the scenic region.
  • Benefit from outdoor dining options ideal for savoring local cuisine while enjoying fresh air.
  • Utilize dedicated grilling stations or outdoor kitchens available at some properties for barbecues and cookouts.
  • Relax in outdoor lounges or hammocks positioned to provide views of the area's picturesque landscapes.
  • Access parking facilities that are conveniently located for easy arrival and departure within the region.

Top Attractions Around West Bayside

What attractions are nearby?

Within this vibrant area, you can enjoy a variety of activities such as exploring local eateries, strolling along scenic waterfronts, or discovering cultural attractions that showcase the best of Portland’s seaside charm.

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Family Activities

  • Portland Head Light Tour: You can explore the historic lighthouse located nearby, offering family-friendly sightseeing and stunning views of the rugged Maine coastline.
  • Casco Bay Ferry Rides: Enjoy a scenic boat tour across the bay that provides an engaging way for your family to experience the natural beauty of the region from the water.
  • Children's Museum & Theatre of Maine: Visit this educational attraction to engage your kids with interactive exhibits and live performances in the area.
  • East End Beach: Spend quality time on this popular sandy beach where your family can relax, play, and enjoy the seaside atmosphere of Portland's waterfront.
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Adult Activities

  • Harbor Cruise Tours: Embark on a scenic harbor cruise to enjoy stunning views of Portland's coastline and learn about the region's maritime history.
  • Cooking Classes at Local Studios: Participate in hands-on cooking classes that showcase fresh, regional ingredients and culinary traditions unique to this area.
  • Art Walks and Gallery Visits: Explore vibrant art galleries and participate in seasonal art walks to experience the creative spirit flourishing here.
  • Craft Beer Tasting Experiences: Sample a variety of craft beers from local breweries known for their innovative brewing techniques in the heart of the region.

Other Places to Stay in West Bayside, ME

Bayside Bowl
Bayside Bowl Vacation Rentals
More Places to Stay Near West Bayside

West Bayside Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Dining Options: Take advantage of the area's renowned eateries and fresh seafood markets to enjoy authentic regional flavors during your stay.
  • Plan Waterfront Activities: Make the most of the proximity to the water by scheduling boat tours or relaxing walks along the scenic harbor.
  • Visit Nearby Attractions: Discover the region’s cultural landmarks and parks to enrich your experience in this vibrant destination.
  • Utilize Public Transportation: Opt for local transit options to conveniently access key spots without the hassle of parking or traffic congestion.

Transportation Options

  • Portland International Jetport: This nearby airport offers convenient flights for travelers arriving from various locations, making your journey to the region hassle-free.
  • Public Transit (METRO Buses): Local bus services provide an affordable and reliable way to explore the area without the need for a personal vehicle.
  • Taxi and Rideshare Services: Taxis and popular rideshare options are readily available here, offering quick transportation around Portland and to your vacation rental.
  • Biking and Walking Trails: The region features scenic bike paths and walkable streets that allow you to enjoy the area's charm at a relaxed pace.

Local Customs Options

  • Local Seafood Etiquette: When visiting here, you’ll notice that maritime traditions influence dining customs, emphasizing freshness and respect for the region’s fishing heritage.
  • Artisan Craftsmanship: Supporting local artists by purchasing handcrafted goods is a common custom that reflects the area's appreciation for creativity and community pride.
  • Seasonal Festivals: Participating in seasonal celebrations, such as summer festivals and fall harvest events, allows visitors to experience the area’s vibrant cultural traditions.
  • Harbor Respect: Showing reverence for the working harbor through responsible boating and adherence to maritime safety practices is an important local custom in this destination.

Frequently Asked Questions About West Bayside?

1. What are the top vacation rentals in West Bayside?

There are a lot of options in West Bayside. If you plan on staying in the West Bayside area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in West Bayside:

2. How many vacation rentals have private pools in West Bayside?

There are 6 vacation rentals with private pools near West Bayside. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in West Bayside are best for families?

If you are looking for a family-friendly vacation home in West Bayside, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in West Bayside:

4. How many Rentbyowner vacation rentals are available in West Bayside?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 682 in the West Bayside area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in West Bayside. 

5. What is the cancellation policy for a vacation rental in this area?

Cancellation policies vary by listing. To ensure you understand the specific terms, please review the cancellation details provided in the listing or contact the property owner directly before booking.

6. Are there any additional fees I should be aware of when booking here?

Additional fees such as cleaning, service charges, or taxes are typically listed on the property page. For complete clarity, it’s best to check the listing details or reach out to the owner for any specific fee inquiries.

7. How do I confirm my reservation in this region?

Reservations are confirmed once your booking is successfully completed through the platform and the owner approves it. For any questions about confirmation, consult the listing details or contact the host directly.

8. Is there a minimum stay requirement for booking here?

Minimum stay requirements vary depending on the property. You can find this information in the listing description or by contacting the owner directly to clarify before making your reservation.

9. What amenities are typically included in vacation rentals in this destination?

Amenities differ among properties but often include essentials such as Wi-Fi, parking, and kitchen facilities. Review each listing carefully or contact the owner to confirm the amenities available during your stay.