Discover a selection of 90 vacation rentals in East Bayside, Portland that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including WiFi and air conditioning. Prices start at $134 per night, and houses and condos are popular options for a stay in East Bayside. Either way, you'll find a rental for everyone's needs.
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Top rated rentals — East Bayside
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What are the top vacation rentals in or near East Bayside?

Whatever you're looking for in a getaway, you'll find a rental in or around East Bayside that's a match made in heaven. These are some of our top picks:

  • Take advantage of handy amenities like a kitchen and towels at "Henry” Penthouse Suite: Amazing Views". Located around 1 mile from East Bayside, this unique option has 2 bedrooms and is a hit with guests.
  • Alternatively, make your home away from home at "Chic One Bedroom Apartment In Portland's Arts District". Located around 1 mile from the heart of East Bayside, it has 1 bedroom and comes with a desk and a dishwasher.

For even more great options, use the search bar at the top of the page to find the perfect East Bayside vacation rental for you.

What are the top-rated vacation rentals for weekend getaways in or near East Bayside?

Nothing tops a quick break to revive your spirits. Pack your carry-on bag and get cozy in one of these top weekend getaways in and near East Bayside:

  • Spend your whirlwind escape at "Percival” Penthouse Suite: Breathtaking Views", which is around 1 mile to the southeast of central East Bayside. There's lots of nature and adventure to keep you happy here. Do some snorkeling and windsurfing or simply enjoy the sights of House Island and Bath Visitor Information Center.
  • "Margaret” Penthouse Suite: Amazing Views Of Casco Bay" is another dream escape to consider. Around 1 mile southeast of East Bayside, use it as a base to try some ice skating or hiking and biking. Casco Bay and Eagle Island should also be on your must-do list if you stay here.

Can I find studio apartments for rent in and around East Bayside?

Studio apartments are tough to beat when it comes to location, character and convenience. Get cozy in one of these studio apartments for rent in or near East Bayside and enjoy a taste of the local vibe:

  • Make "Chic One Bedroom Apartment In Portland's Arts District" your home away from home. This sought-after vacation rental comes with amenities including a microwave oven and a restaurant dining guide.
  • Another excellent option is "Historic Condo With Casco Bay Views". Make use of towels, shopping and other amenities during your getaway.

There are lots of sights around East Bayside you won't want to miss. Satisfy your inner culture vulture with a visit to N.W. Barrett Gallery and Space Gallery.

Can I find short term rentals in or near East Bayside?

Just because you only have a few short days off work doesn't mean you have to spend it in a lifeless hotel. Take a quick vacation but still have the comforts of home at one of these short-term rentals in or around East Bayside:

  • Located close to the center of East Bayside, "Historic Condo With Casco Bay Views" is an ideal base for a short and sweet break. While you're about, take a look at leading attractions like Portland Museum of Art and University of Southern Maine.
  • "Spacious 3 Bed In A Prime Old Port Location" is another fabulous option. We suggest adding Victoria Mansion and Children's Museum of Maine to your list when you're ready to sightsee.

What are the best romantic weekend getaways in or near East Bayside?

Nothing says "I love you" like a romantic weekend trip. If you're eager to spend a couple of evenings away with your sweetie, we've got some romantic getaways in and around East Bayside that will set your heart aflutter:

  • Sneak off on Friday for a couple of passion-filled evenings at "Henry” Penthouse Suite: Amazing Views". Located around 1 mile from East Bayside, this place comes with plenty of nice touches, including a nearby bay and winery tours.
  • "Chic One Bedroom Apartment In Portland's Arts District" is another terrific option that'll woo you. It's approximately 1 mile from East Bayside and comes with winery tours and a nearby bay.

What are the best large group vacation rentals in or near East Bayside?

Big groups mean gigantic fun. They also mean finding a place that'll effortlessly fit your entire crew. Check out our large group vacation rentals in or around East Bayside and spend time with your favorite people under one roof:

  • Providing privacy, space and comfort, you'll get everyone's stamp of approval at "Stunning 2nd And 3rd Floor Apts - Usm Area". Up to 18 people can be accommodated at this property which has 8 bedrooms, a kitchen and an oven. This group favorite is around 1 mile to the west of East Bayside.
  • Nothing takes priority over spending time with the people you love, and "Two Beautiful Apartment" is the perfect place to do that. Located around 1 mile to the west of East Bayside, as many as 12 guests can stay in this vacation rental which has 4 bedrooms. A kitchen and an oven are among the various amenities on offer here.

What are the best houses for rent with a pool in or near East Bayside?

From energetic games of follow the leader to refreshing morning dips, a pool promises hours of fun for grown-ups and kids alike. Score major brownie points with family or friends by choosing a house with a place to swim in or near East Bayside:

  • Every day can be a pool day at "The Globe House On Munjoy Hill". A toaster and childcare services are a few of the other amenities that help make this place a standout.
  • Another inviting option is "Maine Getaway: Bright Beautiful Back Cove House Near Woodfords Corner And Old Port". There's plenty to love about this property apart from its pool, such as books and nearby birdwatching activities.

What are the best large family vacation rentals in or near East Bayside?

It's always more fun to share precious moments with the people that are closest to your heart. Whether you're organizing a family reunion or celebrating a special occasion with close friends, Vrbo has a large vacation rental that's perfect for you. These are two of our best in and around East Bayside:

  • About 1 mile to the east of East Bayside, "Ola Blanca - Sidi Rahal - Apartment 6 People" has 4 bedrooms and sleeps up to 8 guests. It comes with a host of amenities, including a fridge and a TV.
  • Another popular choice is "Munjoy Hill With Private Yard And 2 Decks". This large rental is 1 mile southeast of East Bayside and features a smart TV, a toaster and more. With 4 bedrooms accommodating up to 8 people, don't worry about leaving anyone off your invitation list.

When it's time to step outside your front door, there are plenty of family-friendly attractions nearby to keep everyone happy and entertained. Children's Museum of Maine, Portland Observatory and Southworth Planetarium should be top of your list.

Are there one-bedroom vacation rentals in or near East Bayside?

Romantic getaways, work trips or solo adventures — a single-bedroom vacation rental works for a multitude of occasions. One of these options in or near East Bayside is sure to impress:

  • Great things come in small packages, and "Chic One Bedroom Apartment In Portland's Arts District" is no exception. This one-bedroom property can be found not far from the central streets and includes amenities like a kitchen and a garden.
  • "Historic Condo With Casco Bay Views" is another comfortable one-bedroom escape also a hop, skip and a jump from the center. When you're not out and about seeing the area's top sights, make the most of a fireplace and a kitchen.

Can I find two-bedroom vacation rentals in or near East Bayside?

It's easy to arrange your dream getaway with Vrbo. Whether you'd rather have a cozy cottage or a swish apartment, you'll find terrific two-bedroom options in or near East Bayside: Here are some of our faves:

  • "Henry” Penthouse Suite: Amazing Views" is an awesome choice for smaller groups. Along with two bedrooms, this relaxing stay offers amenities like a nearby waterfront and a kitchen.
  • Another great option is "Percival” Penthouse Suite: Breathtaking Views". With convenient amenities such as a kitchen and a water view, you'll have no trouble making yourselves at home here. Pick your rooms, unpack your suitcases and let the good times roll!