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Our top choices for Portland holiday homes

1. 1200 sq ft ♦ West End Townhouse ♦ Walk to Old Port

1200 sq ft ♦ West End Townhouse ♦ Walk to Old Port
West End
8.6 out of 10, Excellent, (64 reviews)
"Nice place, good location and very responsive host. I would definitely stay again when in Portland."
United States
Susan d.
The price is HK$826
HK$2,840 total
includes taxes & fees
6 Dec - 7 Dec
1200 sq ft ♦ West End Townhouse ♦ Walk to Old Port

2. Spacious Portland Home + Parking

Spacious Portland Home + Parking
Parkside
8.6 out of 10, Excellent, (4 reviews)
"we used the house has home base for several outings in Portland. Great location and easy parking."
United States
Ellen M.
The price is HK$1,294
HK$4,566 total
includes taxes & fees
8 Nov - 9 Nov
Spacious Portland Home + Parking

3. Charming West End Victorian

Charming West End Victorian
Parkside
The price is HK$1,941
HK$5,785 total
includes taxes & fees
1 Dec - 2 Dec
Charming West End Victorian

4. Chic 3-bedroom house in Munjoy Hill with off-street parking.

Chic 3-bedroom house in Munjoy Hill with off-street parking.
Munjoy Hill
10.0 out of 10, Exceptional, (10 reviews)
"Wow, wow, wow! My family and I all agree that this has been the best rental home we have ever stayed in. The interior design is so chic, we were truly wowed by the attention to detail in this place. The beds and pillows are also extremely comfy, we all had a great two nights of sleep here. The location of this place is phenomenal, it neighbors the Portland Observatory, many bars/cafes, and is a short walk down to the eastern promenade. We will absolutely stay here again the next time we’re in...
United States
Maris P.
The price is HK$1,498
HK$3,121 total
includes taxes & fees
11 Nov - 12 Nov
Chic 3-bedroom house in Munjoy Hill with off-street parking.

5. The 87th Townhome by Everrow

The 87th Townhome by Everrow
West End
9.6 out of 10, Exceptional, (11 reviews)
"We had a wonderful time at the property! Super close walking distance to great shopping and restaurants. Host was so responsive and even checked in to make sure we were having a great stay. Would stay again!"
United States
Amy B.
The price is HK$1,677
HK$4,109 total
includes taxes & fees
8 Nov - 9 Nov
The 87th Townhome by Everrow

6. Modern & Sunny East End House.

Modern & Sunny East End House.
Munjoy Hill
10.0 out of 10, Exceptional, (51 reviews)
"Perfect stay for a quick trip to Portland! "
United States
stacey p.
The price is HK$2,447
HK$3,963 total
includes taxes & fees
8 Nov - 9 Nov
Modern & Sunny East End House.

7. Spacious 4-bedroom house located in the heart of Portland, ME.

Spacious 4-bedroom house located in the heart of Portland, ME.
Munjoy Hill
10.0 out of 10, Exceptional, (23 reviews)
"Great space for our needs: three generations for a graduation weekend!"
United States
Matt H.
The price is HK$3,962
HK$6,781 total
includes taxes & fees
9 Nov - 10 Nov
Spacious 4-bedroom house located in the heart of Portland, ME.

8. Willard Square Family Home

Willard Square Family Home
Willard Beach
9.8 out of 10, Exceptional, (13 reviews)
"Thoroughly enjoyed this house! "
United States
David W.
The price is HK$2,808
HK$5,041 total
includes taxes & fees
12 Nov - 13 Nov
Willard Square Family Home

9. Steps to Old Port, balcony, private outdoor space

Steps to Old Port, balcony, private outdoor space
Downtown Portland
The price is HK$5,084
HK$9,500 total
includes taxes & fees
8 Nov - 9 Nov
Steps to Old Port, balcony, private outdoor space

10. New Luxury Maine Home Hot Tub, Fire Pit, Sleeps 10

New Luxury Maine Home Hot Tub, Fire Pit, Sleeps 10
North Deering
9.4 out of 10, Exceptional, (17 reviews)
"The house was perfect for our week in Portland. New, great features in the home, lovely backyard and close to everything Portland"
United States
Patrick J.
The price is HK$3,245
HK$6,031 total
includes taxes & fees
7 Dec - 8 Dec
New Luxury Maine Home Hot Tub, Fire Pit, Sleeps 10

11. Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port

Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port
East Deering
10.0 out of 10, Exceptional, (85 reviews)
"Absolutely perfect rental!Great location with an amazing view!"
United States
Mike G.
The price is HK$5,468
HK$7,899 total
includes taxes & fees
8 Nov - 9 Nov
Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port

12. Charming Historic Estate | In-town location

Charming Historic Estate | In-town location
West End
10.0 out of 10, Exceptional, (2 reviews)
"Steve was wonderful and readily available for any of our questions or just helpful recommendations! Made our stay so much more pleasurable!! We enjoyed 3 meals by their on staff chef. She also did an amazing job. We travel with 17 so needless to say it’s a lot but we had more than enough space for everyone. Also, have to mention the outdoor space was delightful!"
United States
shelley w.
The price is HK$14,228
HK$21,481 total
includes taxes & fees
7 Dec - 8 Dec
Charming Historic Estate | In-town location

13. Fully Updated Airy Historic Home in South Freeport

Fully Updated Airy Historic Home in South Freeport
Freeport
10.0 out of 10, Exceptional, (1 review)
"Great property well kept and close to everything we wanted to do"
United States
boodu
Fully Updated Airy Historic Home in South Freeport

14. Quiet Spot in lovely Freeport neighborhood

Quiet Spot in lovely Freeport neighborhood
Freeport
The price is HK$1,112
HK$2,995 total
includes taxes & fees
7 Nov - 8 Nov
Quiet Spot in lovely Freeport neighborhood

15. Coastal Retreat - Sauna, Hot Tub & Swim Spa - Near Beaches and Downtown Portland

Coastal Retreat - Sauna, Hot Tub & Swim Spa - Near Beaches and Downtown Portland
Scarborough
10.0 out of 10, Exceptional, (17 reviews)
"Great stay. Alexa was a great host. Having garaged parking and the indoor pool/hot tub was perfect for our stay that coincided with a snow. Would definitely stay here again next winter."
United States
Stuart R.
Coastal Retreat - Sauna, Hot Tub & Swim Spa - Near Beaches and Downtown Portland

16. Orchid Harbor, Bailey Island 3BR

Orchid Harbor, Bailey Island 3BR
Harpswell
10.0 out of 10, Exceptional, (13 reviews)
"Lovely property, close to what we needed and wanted, host communicated promptly. Would definitely stay there again."
United States
Jane D.
The price is HK$992
HK$2,773 total
includes taxes & fees
10 Nov - 11 Nov
Orchid Harbor, Bailey Island 3BR

17. Seaside Retreat by Everrow

Seaside Retreat by Everrow
Old Orchard Beach
8.4 out of 10, Very good, (6 reviews)
"Overall nice small place, owner responded quickly to issues. "
United States
Qi L.
The price is HK$839
HK$3,317 total
includes taxes & fees
9 Nov - 10 Nov
Seaside Retreat by Everrow

18. Newly Renovated Luxury House with Game Room

Newly Renovated Luxury House with Game Room
Yarmouth
10.0 out of 10, Exceptional, (4 reviews)
"What a great place to stay! The home is very clean and very quiet. Our host was very responsive to any questions we had. We would book this one over and over again."
United States
Michelle T.
The price is HK$1,866
HK$5,306 total
includes taxes & fees
9 Nov - 10 Nov
Newly Renovated Luxury House with Game Room

19. Upscale OOB Beach House ♦ Seasonal Heated Pool

Upscale OOB Beach House ♦ Seasonal Heated Pool
Old Orchard Beach
10.0 out of 10, Exceptional, (23 reviews)
"Beautiful remodel with plenty of beds and rooms. Came for son’s graduation from UNE. If we come back to OOB, would stay again in a heartbeat. "
United States
Kristen S.
The price is HK$1,804
HK$4,600 total
includes taxes & fees
9 Nov - 10 Nov
Upscale OOB Beach House ♦ Seasonal Heated Pool

20. Mid Coast Getaway w/ water views

Mid Coast Getaway w/ water views
West Point
9.2 out of 10, Wonderful, (12 reviews)
"The location and views from the cottage are quintessential coastal Maine. Small community with lobster pound and Maine Oyster Company across the street. John is a welcoming host and eager to make sure you enjoy your stay. The cottage is great for 2 people, equipped with the basics and has a great deck to enjoy the views. Planning to return next year. Great spot!"
United States
Rebecca
The price is HK$823
HK$1,605 total
includes taxes & fees
8 Nov - 9 Nov
Mid Coast Getaway w/ water views
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Portland Hotel Reviews

Find out more about Portland

Portland Vacation Homes information

Number of reviews
327
Accommodation
79 Vacation Homes
Lowest Price
HK$1,605
Highest Price
HK$21,481

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