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The best vacation homes in Portland

Check out our selection of great vacation homes in Portland

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East End Annex, hotel in Portland

East End Annex is located in Portland, just 16 miles from Funtown Splashtown USA and 14 miles from Aquaboggan Water Park. This vacation home features accommodations with a balcony.

The apartment was clean, and comfortable.
Scored 9.0
9.0
Rated wonderful
Wonderful
16 reviews
South Portland Cottage, hotel in South Portland

South Portland Cottage is located in South Portland, just 3.9 miles from Portland Observatory and 11 miles from Aquaboggan Water Park.

nice cottage, comfortable living room and bedroom.
Scored 7.6
7.6
Rated good
Good
5 reviews
Cozy 3BR Beach House by the Sea, hotel in Old Orchard Beach

Cozy 3BR Beach House by the Sea offers accommodations in Old Orchard Beach, 3.5 miles from Funtown Splashtown USA and a 17-minute walk from Old Orchard Beach Pier.

The host were friendly, and their dog was adorable. House was clean the kitchen was properly set up and the joy to cook in. The whole place was comfortable.
Scored 9.0
9.0
Rated wonderful
Wonderful
7 reviews
Golf2Beach Vacation Home, hotel in Old Orchard Beach

Golf2Beach Vacation Home offers accommodations in Old Orchard Beach, 1.8 miles from Old Orchard Beach and 3.9 miles from Funtown Splashtown USA.

Location
Scored 9.2
9.2
Rated wonderful
Wonderful
7 reviews
Cabin at the Beach, hotel in Old Orchard Beach

Cabin at the Beach is located in Old Orchard Beach, just 19 miles from Portland Observatory and 28 miles from Marginal Way Walk.

The fenced yard was great
Scored 8.4
8.4
Rated very good
Very Good
16 reviews
The Owl's Nest, hotel in Old Orchard Beach

The Owl's Nest is located in Old Orchard Beach, just 3.8 miles from Funtown Splashtown USA and 4 miles from Aquaboggan Water Park.

Very comfortable and close to the beach. House was user friendly with everything a traveler needed.
Scored 8.8
8.8
Rated excellent
Excellent
6 reviews
Old Orchard Cottage, hotel in Old Orchard Beach

Old Orchard Cottage is located in Old Orchard Beach, just 1.8 miles from Pine Point Beach and 4.2 miles from Funtown Splashtown USA. This vacation home offers accommodations with a patio.

Small, nice cottage away from the strip for quiet, but just far enough away to walk to everything
Scored 8.9
8.9
Rated excellent
Excellent
15 reviews
Little Miss Cottages, hotel in Old Orchard Beach

Little Miss Cottages is located 459 feet from Old Orchard Beach. Old Orchard Beach Historical Society Museum is 0.9 mi from the property.

Near ocean front
Scored 7.7
7.7
Rated good
Good
83 reviews
Beach Boutique Apartment, hotel in Old Orchard Beach

Beach Boutique Apartment is located in Old Orchard Beach, just 1.3 miles from Pine Point Beach and 4.6 miles from Funtown Splashtown USA. With city views, this accommodation provides a patio.

great location. right next to the beach and a short walk from the pier.
Scored 6.2
6.2
Rated pleasant
Pleasant
5 reviews
Old Orchard Beach House, hotel in Old Orchard Beach

Old Orchard Beach House offers accommodations in Old Orchard Beach, 4 miles from Funtown Splashtown USA and 3.6 miles from Aquaboggan Water Park.

spacious rooms, private yard, walking distance to shopping and beach area
Scored 6.4
6.4
Rated pleasant
Pleasant
8 reviews
All vacation homes in Portland
Looking for a vacation home?
Great for families or large parties, vacation homes are privately owned accommodations, available for long or short-term rental. These homes are furnished and equipped with kitchen facilities, though breakfast might be offered as an add-on. These properties have their own independent front door, which makes them different than apartments.

Most booked vacation homes in Portland this month

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Enjoy breakfast in Portland!

  • East End Annex
    Breakfast options
    Scored 9.0
    9.0
    Rated wonderful
    Wonderful
     · 16 reviews

    East End Annex is located in Portland, just 16 miles from Funtown Splashtown USA and 14 miles from Aquaboggan Water Park. This vacation home features accommodations with a balcony.

    So clean and in an amazing location. Everything worked well and it was so nice to enjoy the outdoor patio

  • Entire Historic Home - Portland West End

    Entire Historic Home - Portland West End offers accommodations in Portland, 2.1 miles from Portland Observatory and 13 miles from Aquaboggan Water Park.

  • Luxury Private Island Residence

    This beachfront property offers access to free Wifi. Luxury Private Island Residence features 5 bedrooms, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 5 bathrooms...

  • Private Island Residence

    Featuring a garden, Private Island Residence provides accommodations in Portland. This beachfront property offers access to free Wifi.

  • Top Deck Portland Property with Views

    Top Deck Portland Property with Views offers accommodations in Portland, 16 miles from Funtown Splashtown USA and 1.9 miles from Portland Observatory.

  • Good Vibes Portland Home - 4 Wonderful Seasons
    Scored 9.0
    9.0
    Rated wonderful
    Wonderful
     · 2 reviews

    Good Vibes Portland Home - 4 Wonderful Seasons offers accommodations in Portland, 17 miles from Funtown Splashtown USA and 3 miles from Portland Observatory.

  • Entire Privately Owned Island Estate

    Entire Privately Owned Island Estate is offering accommodations in Portland. All of the air-conditioned units feature a private bathroom, flat-screen TV, fully equipped kitchen, and terrace.

  • Entire House Deering Highlands
    Scored 9.2
    9.2
    Rated wonderful
    Wonderful
     · 4 reviews

    Just a 14-minute walk from Arts District and 1.1 miles from Portland Stadium, Entire House Deering Highlands features accommodations in Portland with a garden.

    The amenities to the house was well thought out. The house was bright and uncluttered.

Great access to the city center! Check these vacation homes in Portland

  • Prime City Living Townhouse townhouse
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 1 review

    Prime City Living Townhouse townhouse offers accommodations in Portland, 14 miles from Funtown Splashtown USA and 1.6 miles from Portland Observatory.

  • Spacious Portland Home Walk Downtown!
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 1 review

    Just a 6-minute walk from Merrill Auditorium and half a mile from Portland Observatory, Spacious Portland Home Walk Downtown! features accommodations in Portland with a bar.

  • Pearl of Portland
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 1 review

    Pearl of Portland offers accommodations in Portland, 15 miles from Funtown Splashtown USA and 14 miles from Aquaboggan Water Park.

  • Beautiful, Spacious Home, minutes to the Old Port!
    Scored 9.5
    9.5
    Rated exceptional
    Exceptional
     · 2 reviews

    Beautiful, Spacious Home, minutes to the Old Port! offers accommodations in Portland, 16 miles from Funtown Splashtown USA and 3.7 miles from Merrill Auditorium.

Vacation Homes That Guests Love in Portland

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  • Avg. price/night: $103.45
    Scored 7.3
    7.3
    Rated good
    Good
     · 2,158 reviews
    Staff was very pleasant and facilities were very clean. Stacks restaurant adjacent to the hotel was excellent with great service.
    Laura
    Family with young children
  • Scored 7.6
    7.6
    Rated good
    Good
     · 5 reviews
    Very clean property, perfect for our group. Had problems with parking, but issue was quickly resolved through the Vasca agency.
    Kathryne
    Travelers with friends
  • Avg. price/night: $91.58
    Scored 8.0
    8.0
    Rated very good
    Very Good
     · 2,249 reviews
    Very clean, hot breakfast, comfortable bed, close to shopping, friendly staff.
    Kim
    Young couple
  • Avg. price/night: $87.20
    Scored 7.8
    7.8
    Rated good
    Good
     · 1,132 reviews
    Breakfast was very good, although a fresh donut selection would have been a nice option. The location was very convenient and safe. The rooms and hotel were kept very clean. Most of the front desk staff was attentive and available.
    D
    Diana
    Solo traveler
  • Scored 9.0
    9.0
    Rated wonderful
    Wonderful
     · 474 reviews
    I stayed in many hostels and this one was my favorite. The kitchen has all you need, everything was very clean and the staff was super nice! We felt welcome 😊
    TatianaPliego
    Young couple
  • Avg. price/night: $121.70
    Scored 7.4
    7.4
    Rated good
    Good
     · 444 reviews
    Very clean rooms. Safe neighborhood. Close to food & shopping
    Greg
    Young couple
  • Avg. price/night: $177.74
    Scored 9.1
    9.1
    Rated wonderful
    Wonderful
     · 645 reviews
    An amazing stay. Very clean hotel and the location is what you look for on vacation. If have a car I highly recommend to park your car for 5$ whole day at Portland Parking Division a cross from Becky's Diner
    ALI
    Family with young children
  • Avg. price/night: $103.45
    Scored 7.3
    7.3
    Rated good
    Good
     · 2,158 reviews
    Very friendly staff. We didn't get breakfast but did have coffee. An older building but kept very clean.
    H
    Heather
    Group
  • Avg. price/night: $103.45
    Scored 7.3
    7.3
    Rated good
    Good
     · 2,158 reviews
    Very clean, nearby shopping area and very close to high way.
    ASUMAN
    Family with young children
  • Avg. price/night: $93.10
    Scored 7.7
    7.7
    Rated good
    Good
     · 666 reviews
    The pool area was very clean and we loved the plants everywhere in the pool area! Our room was clean and cozy.
    Emilia
    Family with young children

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