East Bayside vacation rentals

We found 147 vacation rentals — enter your dates for availability

Discover a selection of 5 apartments and other vacation rentals in East Bayside that are perfect for your trip. Whether you're going on vacation with family or friends, vacation rentals have the amenities you need and want for your stay, including parking and a TV. No matter what you're looking for, you'll be able to choose a rental to meet everyone's needs, including a place that's non-smoking or offers accessibility.

Vacation rentals with weekly discounts - East Bayside

Showing deals for:Nov 7 - Nov 14
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Find out more about East Bayside

Find out more about East Bayside

Why visit East Bayside

  1. Scenic Waterfront Views: Experience the stunning coastal landscapes and charming waterfront in East Bayside.
  2. Bayside Trail: Enjoy outdoor adventures and immerse yourself in the area's natural beauty along this picturesque trail.
  3. Charming Cafés: Discover vibrant streets filled with friendly locals and delightful cafés, perfect for relaxation.
  4. Cultural Experiences: Engage with the unique culture of East Bayside through its historic houses and local events.
  5. Comfortable Accommodations: Choose from a variety of appealing vacation rentals, including cozy cottages and stylish condos.

Popular types of accommodation around East Bayside

If you’re exploring vacation rentals in East Bayside, you’ll find a variety of appealing options. Popular choices include houses, charming cottages, and stylish condos. Many accommodations offer essential features like outdoor seating, upscale amenities, and inviting lounge areas, particularly along Weymouth Street. Enjoy the perfect blend of comfort and convenience as you unwind in this lovely neighbourhood.

  • Houses: The top choice for visitors in East Bayside, offering spacious accommodations perfect for families or groups.
  • Cottages: A charming option that provides a cozy and inviting atmosphere, ideal for those seeking a quaint retreat.
  • Condos: A popular selection featuring modern amenities and convenient locations for a comfortable stay.
  • Apartments: Great for solo travellers or couples, providing a home-like experience with essential facilities.
  • Cabins: A rustic and serene getaway, perfect for nature lovers looking to escape the hustle and bustle.**

Top attractions around East Bayside

East Bayside, Portland, Maine, offers a delightful mix of outdoor activities, scenic views, and romantic settings, making it an ideal vacation spot. You can explore attractions such as historic houses, entertainment arenas, and beautiful beaches. For those seeking cultural and family-friendly experiences, the Bayside Trail is a must-visit, providing a perfect opportunity to immerse yourself in the area's natural beauty and charm.

  1. Cross Insurance Arena: A vibrant venue hosting family-friendly events, concerts, and sports. Its lively atmosphere makes it a great spot to enjoy entertainment in Portland.
  2. Portland Museum of Art: This cultural gem showcases an impressive collection of American, European, and contemporary art. It's a perfect place to immerse yourself in local and international art scenes.
  3. East End Beach: A beautiful sandy beach offering stunning views of Casco Bay, perfect for relaxation and enjoying the sun. Ideal for a leisurely stroll or a refreshing swim.

Things to do recommended for couples

For a romantic getaway in East Bayside, explore Thompson's Point for lively concerts, indulge in luxury at the Portland Club, or embark on an adventurous outing with Capt Lyman Stuart, LLC. Each experience offers a unique vibe, perfect for creating unforgettable memories together.

Things to do recommended for families

Experience the thrill of Hadlock Field, just over a mile from East Bayside, where sports excitement awaits. Visit the Portland Observatory, only 644m away, for family-friendly entertainment, and enjoy a fun-filled adventure at Bayside Bowl, located 966m away, perfect for all ages.

Things to do recommended for groups

Groups visiting East Bayside can enjoy a captivating show at the State Theatre, shop for unique finds at the Maine Mall, or explore the iconic LL Bean Flagship Store for a quintessential Maine experience.

What do I need to keep in mind when booking a vacation around East Bayside

When planning your trip, whether you're travelling with a group, family, pets, or seeking extended stays, it's important to prioritise your preferences. Here are some helpful booking tips for using Vrbo.

  • Traveling to East Bayside with a group: Think about how many bedrooms you'll require, as well as additional features like a complete kitchen or outdoor area for group gatherings. Thankfully, you can easily narrow down your options for all of these and more on Vrbo.
  • Traveling to East Bayside with young kids: Travelling with young children can present its own set of challenges. It's important to prioritize their comfort and safety, along with ensuring access to suitable amenities, like a private swimming pool. Additionally, keeping in mind your closeness to family-friendly attractions can enhance your experience.
  • Taking your pets with you to East Bayside: For many, a family holiday isn't truly fulfilled without their furry companion by their side. If this resonates with you, explore Vrbo accommodations that welcome pets. Most pet-friendly properties offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting East Bayside: If you're seeking vacation rentals that offer discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay around East Bayside

East Bayside in Portland, Maine, offers a delightful blend of outdoor adventures and scenic beauty, perfect for a romantic getaway. Explore vibrant streets filled with friendly locals, charming cafés, and stunning waterfront views. This inviting neighbourhood captures the essence of urban life while maintaining a family-friendly atmosphere. Don't miss the opportunity to experience the unique culture and atmosphere that East Bayside has to offer, making it an ideal destination for your vacation.

  • South Portland: Located 3.2km from East Bayside, South Portland is a vibrant city known for its family-friendly atmosphere and diverse experiences. Visitors can enjoy shopping at local malls and centres, as well as engaging in educational activities. The city is home to lovely beaches and picturesque lakes, making it an ideal spot for picnics and outdoor fun. Whether you're looking to relax by the shore or explore its urban amenities, South Portland offers a delightful blend of city life and natural beauty.
  • Downtown Portland: A mere 1.1km from East Bayside, Downtown Portland is a bustling neighbourhood perfect for families and couples seeking outdoor adventures and romantic outings. This area is rich in cultural experiences, with various theatres and concert venues showcasing local talent and entertainment. The proximity to beautiful beaches and scenic lakes adds to the area's charm, inviting visitors to enjoy leisurely strolls or sunset views. Whether you're catching a show or dining at a local bistro, Downtown Portland is a lively destination that promises a memorable experience.
  • Old Port: Just 966m from East Bayside, Old Port is a historic neighbourhood that captures the essence of Portland's maritime heritage. Known for its vibrant entertainment scene, visitors can indulge in live performances at theatres and enjoy shopping at eclectic boutiques. The area boasts stunning waterfront views, charming cobblestone streets, and a variety of dining options, making it a fantastic spot for families and those looking for outdoor fun. With its blend of history and modern attractions, Old Port is a must-visit for anyone exploring the Portland area.

Best time to go to East Bayside

If you're planning a trip to East Bayside, 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 iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January26.1°F (-3.3°C)Light RainMostly SunnyLowSlightly Low
February27.0°F (-2.8°C)Light RainMostly SunnyLowSlightly Low
March33.4°F (0.8°C)Light RainMostly SunnyLowSlightly Low
April43.9°F (6.6°C)Light RainMostly SunnyAverageAverage
May54.0°F (12.2°C)Light RainMostly SunnyAverageAverage
June61.9°F (16.6°C)Light RainMostly SunnyHighSlightly High
July68.9°F (20.5°C)Light RainMostly SunnyHighSlightly High
August68.5°F (20.3°C)Light RainMostly SunnyHighSlightly High
September62.2°F (16.8°C)Light RainMostly SunnyAverageAverage
October52.2°F (11.2°C)Light RainMostly SunnyAverageAverage
November41.2°F (5.1°C)Light RainMostly SunnyAverageAverage
December32.9°F (0.5°C)Light RainMostly SunnyAverageAverage

Booking with Vrbo is simple

Are you hoping to save on your upcoming journey? Being flexible with your travel dates can be beneficial, as prices often fluctuate. Additionally, you can enjoy considerable savings by opting for a longer stay. To discover a Vrbo property that aligns with your budget, feel free to use our filters to sort by price, location, and type of vacation rental. We're here to help you find the perfect getaway!

Vrbo Trips: Planning made easy

Vrbo's cutting-edge Trip Board offers you a dedicated space to plan new adventures, pick up right where you left off, or review and arrange your travel plans. You can easily locate properties you've saved or booked in the sections for Potential, Upcoming, or Current Trips. To explore Trip Boards, simply visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of vacation rental in East Bayside?
In East Bayside, a variety of vacation rentals are available, with condos, apartments, vacation houses, and cottages all being popular choices. These properties are often situated within a short distance of local attractions, making them ideal for travellers looking to explore the charming neighbourhood. Most rentals come equipped with essential amenities such as fully stocked kitchens, comfortable living spaces, and access to outdoor areas, great for enjoying the coastal air.
Are there any beach house rentals in East Bayside?
In East Bayside, Maine, there are approximately 15 beach house vacation rentals available, primarily situated along the picturesque coastline and near local attractions. These properties typically feature spacious living areas, fully equipped kitchens, and outdoor decks or patios that provide stunning views of the water. Guests can expect amenities such as Wi-Fi, laundry facilities, and sometimes even private beach access, making them ideal for families or groups looking to enjoy a seaside escape.
How much does it cost to rent a vacation home in East Bayside?
Prices for vacation rentals in East Bayside 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 travelling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in East Bayside to more spacious homes.
Are there any discounts for East Bayside vacation house rentals?
You can find great discounts on house rentals in East Bayside 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.
Are there any East Bayside vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in East Bayside 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.
Can I find long-stay vacation rentals in East Bayside?
A long-stay vacation rental in East Bayside 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 East Bayside for a vacation rental?
March is the most popular time to visit East Bayside, as the region begins to awaken from its winter slumber, offering a delightful blend of early spring charm and outdoor activities. During this month, visitors can enjoy pleasant temperatures averaging around 5-10°C, making it an ideal time for leisurely strolls along the scenic waterfront or exploring the quaint local shops and eateries.

As summer approaches, the peak season spans from June to August, when East Bayside transforms into a bustling hub of activity. This is when the area truly shines, with warm temperatures, vibrant festivals, and an abundance of outdoor adventures, including kayaking, hiking, and beach outings. The summer months are particularly inviting for those who cherish the lively atmosphere and the chance to connect with fellow travellers.

For those seeking a more budget-friendly option, consider visiting in October. This month offers a beautiful display of autumn foliage, providing a picturesque backdrop for quiet walks and intimate gatherings. With fewer tourists around, you can savour the tranquillity of East Bayside while still enjoying the local culture and community.
Are there any remote work vacation rentals in East Bayside?
In East Bayside, Maine, there are several remote work-friendly vacation rentals available, making it a suitable location for those looking to combine work and leisure. Many of these properties come equipped with amenities tailored for remote workers, such as dedicated laptop workspaces, desks, and comfortable desk chairs. Additionally, high-speed Wi-Fi is commonly provided, ensuring that you can stay connected and productive during your stay. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a East Bayside vacation rental?
Book your East Bayside vacation 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 vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in East Bayside?
In East Bayside, Maine, visitors can explore a variety of attractions that showcase the area's charm and community spirit. The neighbourhood is known for its vibrant arts scene, with local galleries and studios, particularly around the Bayside Trail, which offers scenic views and a pleasant walking route.

For a taste of local culture, the nearby Portland Museum of Art features an impressive collection of American, European, and contemporary works, making it a must-visit for art enthusiasts. The bustling food scene is another highlight, with numerous restaurants offering fresh seafood and local cuisine, particularly along the waterfront.
Can I change or cancel my East Bayside home rental booking on Vrbo?
To find East Bayside vacation 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 East Bayside vacation 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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