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Vacation Rentals in Portland, Maine

about Portland

Search vacation deals on homes, villas, cabins, cottages, apartments and condos in destinations all over the world. Click the "rental results" tab to browse Portland, Maine vacation rentals and inquire about your favorites. If you cant find what youre looking for, consider nearby destinations, or come back for a visit - vacation home rentals in Portland are added and updated every week!

Compared to hotels, Portland vacation rentals are much more family-friendly and flexible, offering a lot more space, a lot more savings, and a lot more amenities - like private pools, gourmet kitchens, and pet-friendly accommodations! Tip: Save money by taking advantage of cheap weekly rates.

Portland, Maine Vacation Rentals and Tourism

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Portland things to do


Lucky Catch Cruises

Simply Amazing! My wife booked us a tour on the Lucky Catch during our recent vacation to Maine. We took the lighthouse/lobstering tour at 10:30am and more


Portland Head Lighthouse and Museum

This place is simply stunning; I can definitely see why people want to come and take photos and bask in the beautiful landscape of this lighthouse and it' more


Eastern Promenade

Super awesome views including the sewer! This section of Portland is a true gem. Sweeping views of the islands, Fort Gorges, Falmouth and the East more


Fort Williams Park

It was rather windy and cold here, which was surprising given that we were fine with our light layers during our day trip to Portland till we got to more


Casco Bay Lines

I recently went on a booze cruise that the Casco Bay Ferry Lines offered because a friends band was playing for the night. Their band is phenomenal, more


Wadsworth-Longfellow House

We love coming here. We'll be back before fall, it's worth a repeat visit. It seems so authentic and we loved our guide last time. Thank you so more


Portland Sea Dogs

It's really weird for me to write a review about the Portland Sea Dogs that's independent from Hadlock Field (since to me the two are symbiotic of more


Children's Museum & Theatre of Maine

This is a great place, lots of fun things for my 3 year old busy boy to do! The staff was friendly and helpful. I would definitely come back. I more



Blue seems to get skipped over when planning a night out and, while I can understand why (I'll get to this in a minute), it's also one of my favorite more


Cycle Mania

Called Gorham Bikes for a rental three times, left messages and no response. Called Cycle Mania and they picked up on the second ring and were more more


Portland Museum of Art

This was so surprisingly wonderful! It was just enough to be a pleasant day of art without being overwhelming. There is a special exhibit going on now more


Two Lights State Park

This is a magical place. There are tunnel-like archways or trees and bushes, little hidden nooks with picnic tables for a secluded picnic, and an more


Crescent Beach State Park

I have lived in Maine for a little over 7 months now and I am really glad I found this beach! There isn't much scenery and clean beaches from my neck more


Greener Postures Yoga

I have been wanting to get back to yoga for some time now. I have been cycling and recently decided that my 40+ year old overweight body needs to complete more


Portland Schooner Company

We had a fantastic sunset cruise around the bay with a bottle of bubbles and a spectacular view. Yes, the $39 seemed a little steep but it was more

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Portland West End Victorian Townhouse - Steps to Old Port/Waterfront!
Portland Townhome Rental Picture
  • bedrooms 2
  • rental type Townhome
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $107 - $395 /nt
    $2,250 /wk
    $3,200 - $7,000 /mth

11 reviews write a review

Hip East End 2 Bedroom Townhouse, Also own listing 435393!
Portland Townhome Rental Picture
  • bedrooms 2
  • rental type Townhome
  • sleeps 4
  • baths 1
  • rates (USD) $250 /nt
    $1,500 /wk
    $5,000 /mth

1 reviews write a review

Beautiful East End, Munjoy Hill Three Bedroom Apartment
Portland Apartment Rental Picture
  • bedrooms 3
  • rental type Apartment
  • sleeps 6
  • baths 1
  • rates (USD) $300 - $380 /nt

1 reviews write a review

Penthouse Apartment on Munjoy Hill - Amazing Views!
Portland Apartment Rental Picture
  • bedrooms 2
  • rental type Apartment
  • owner badgeowner badge
  • sleeps 4
  • baths
  • rates (USD) $290 - $380 /nt
    $1,960 - $2,500 /wk
    $3,000 - $5,500 /mth

3 reviews write a review

Portland's Eastern Promenade, 4 Bdrm, Summer Dates, New Photos, Pets OK
Portland Apartment Rental Picture
  • bedrooms 4
  • rental type Apartment
  • sleeps 7
  • baths 2
  • rates (USD) $375 /nt

2 reviews write a review