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Parkside, Portland, Maine, United States of America

Parkside vacation rentals

We found 66 vacation rentals — enter your dates for availability

Discover a selection of 66 vacation rentals in Parkside, 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 $71 per night, and houses and condos are popular options for a stay in Parkside. Either way, you'll find a rental for everyone's needs.
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Find spaces that suit your style

Houses

View 16 Houses

Condos/Apartments

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Studios

View 40 Studios

Find the best place to stay — Parkside

Chic One Bedroom Apartment In Portland's Arts District

Sleeps 4 · 1 Bedroom · 1 Bathroom
$225 avg/night
(118)

Renovated West End Single Family with Private Patio, Steps to Cafes/Restaurants

Sleeps 5 · 3 Bedrooms · 1 Bathroom
$198 avg/night

Ultra cool new modern flat

Sleeps 4 · 2 Bedrooms · 2 Bathrooms
$150 avg/night

Stunning - modern 2 bedroom Victorian mansion pad

Sleeps 4 · 2 Bedrooms · 1 Bathroom
$150 avg/night

Downtown Great Location! 4 Blocks from Museum 2 blocks from Great Restaurants

Sleeps 4 · 1 Bedroom · 1 Bathroom
$71 avg/night
(58)

The perfect refinement of vintage seduction

Sleeps 8 · 3 Bedrooms · 2 Bathrooms
$391 avg/night
(3)

Search 66 vacation rentals

Top rated rentals — Parkside
Stayed Jul 2021

Adorable place

Thank you, Jason and Megan for a wonderful time. The cute chalk board greeting and Prosecco were such a nice touch. Your place is adorable, neat, clean, and came with all necessary items. All we needed to pack were our clothes!!! This was our first t...

Amy L.
Amy L.
Stayed Jul 2021

Comfortable and Convenient

We stayed 5 nights as first time visitors to Portland, Maine. The apartment was very well equipped with all the essentials! I especially liked how comfortable the beds were, the coffee that was provided, and proximity to sites in Portland. We had a l...

Gretchen S.
Gretchen S.
Stayed Jul 2021

Perfect apartment in perfect area of Portland

We really enjoyed the apartment. It was spotless. The size was just right for the two of us. We were very impressed with the accommodations - the decor was beautiful. The apartment was well stocked with everything anyone could possibly need. I look f...

Laurie M.
Laurie M.

acton ma usa

Stayed Jul 2021

All over greatness

Arrived to a very clean, well kept space that had the perfect setup for myself and daughter and her friend. Easy walking distance to eateries for breakfast and dinner. Also plenty of free street parking. Quiet neighborhood which we walked one morning...

Linda F.
Linda F.
Stayed Jun 2021

Big Space in West Prom

Jim's place is the third floor of a big house out in the West Prom. If stairs are hard, then this isn't for you. They are no problem for our family and everything else it great. Three BIG bedrooms. A big living and dining area with a little kids nook...

Andrew M.
Andrew M.
Stayed Jun 2021

Worked for us!

Girls weekend with a couple of friends. Easy check-in process and Jess has quick responses. When we arrived, we thought maybe there was a maintenance issue - turns out there was not (our mistake!) but Jess had immediately sent a maintenance person ov...

Kaitlyn W.
Kaitlyn W.
Stayed Jun 2021

Excellent stay; highly recommend

The property was perfect. Legit perfect. It was in a quiet neighborhood but walking distance to everything. And with parking across the street, you can’t beat it. My husband was particularly impressed with the coffee selection AND the half and half p...

Dawn C.
Dawn C.
Stayed May 2021

Perfect place to experience Portland

We leased the place to bring family for a law school graduation. The historic location was combined with a remodeled apartment with modern amenities. It worked well for us and the owners were accommodating. It is a short walk to downtown or the park....

Karen B.
Karen B.

Austin, texas

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How many vacation rentals are available around Parkside, Portland?

Our 2021 property listings offer a large selection of 66 vacation rentals around Parkside. From 16 house rentals to 50 condo and apartment rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

Can I rent Houses in Parkside?

Yes, of course. Vrbo has 16 Houses in Parkside. Our other popular types of vacation rentals in Parkside include:

  • Condos/Apartments: 50 rentals available
  • Studios: 40 rentals available
  • Townhouses: 7 rentals available

Can I find a vacation rental with internet/wifi in Parkside?

Yes, you can select your preferred vacation rental with internet/wifi among our 61 vacation rentals with internet/wifi available in Parkside. Please use our search bar to access the selection of vacation rentals available.

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