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Our top choices for Portland vacation 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 AED 348
AED 1,225 total
includes taxes & fees
16 Nov - 17 Nov
1200 sq ft ♦ West End Townhouse ♦ Walk to Old Port

2. Charming West End Victorian

Charming West End Victorian
Parkside
Charming West End Victorian

3. 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 AED 606
AED 2,138 total
includes taxes & fees
15 Nov - 16 Nov
Spacious Portland Home + Parking

4. 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 87th Townhome by Everrow

5. 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.
Modern & Sunny East End House.

6. 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 AED 1,315
AED 2,248 total
includes taxes & fees
15 Nov - 16 Nov
Willard Square Family Home

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 location!"
United States
Eleanor M.
The price is AED 1,855
AED 3,027 total
includes taxes & fees
15 Nov - 16 Nov
Spacious 4-bedroom house located in the heart of Portland, ME.

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

Steps to Old Port, balcony, private outdoor space
Downtown Portland
Steps to Old Port, balcony, private outdoor space

9. 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 AED 1,521
AED 2,806 total
includes taxes & fees
22 Nov - 23 Nov
New Luxury Maine Home Hot Tub, Fire Pit, Sleeps 10

10. 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.
Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port

11. 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.
Charming Historic Estate | In-town location

12. Quiet Spot in lovely Freeport neighborhood

Quiet Spot in lovely Freeport neighborhood
Freeport
The price is AED 396
AED 1,255 total
includes taxes & fees
15 Nov - 16 Nov
Quiet Spot in lovely Freeport neighborhood

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
The price is AED 525
AED 1,694 total
includes taxes & fees
15 Nov - 16 Nov
Fully Updated Airy Historic Home in South Freeport

14. Coastal Retreat! 5 MIN Walk to the Beach + Jacuzzi

Coastal Retreat! 5 MIN Walk to the Beach + Jacuzzi
Old Orchard Beach
10.0 out of 10, Exceptional, (1 review)
"The property was very nice and what my family needed. It was exactly what I expected of a beach bungalow in the OOB area. The beds were surprising and so comfortable and while the shower was small, the water pressure was so nice. We would absolutely come back! The owner was very communicative and quick to respond."
United States
Amy S.
The price is AED 326
AED 1,202 total
includes taxes & fees
15 Nov - 16 Nov
Coastal Retreat! 5 MIN Walk to the Beach + Jacuzzi

15. Highland Lake House - Epic Lake Views, Easy Lake Access, Fully Appointed Home!

Highland Lake House - Epic Lake Views, Easy Lake Access, Fully Appointed Home!
Windham
9.8 out of 10, Exceptional, (43 reviews)
"Beautiful location and property! "
United States
Michael S.
The price is AED 774
AED 2,437 total
includes taxes & fees
20 Nov - 21 Nov
Highland Lake House - Epic Lake Views, Easy Lake Access, Fully Appointed Home!

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 AED 605
AED 1,452 total
includes taxes & fees
13 Dec - 14 Dec
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.
Seaside Retreat by Everrow

18. Mere Point Sunrise Views at Eastern Shore!

Mere Point Sunrise Views at Eastern Shore!
Brunswick
9.8 out of 10, Exceptional, (10 reviews)
"This little spot was an ideal getaway for our family’s summer trip to Maine. We very much enjoyed the porch with a view of the water and felt right at home here."
United States
James C.
The price is AED 742
AED 1,601 total
includes taxes & fees
23 Nov - 24 Nov
Mere Point Sunrise Views at Eastern Shore!

19. 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 AED 386
AED 736 total
includes taxes & fees
16 Nov - 17 Nov
Mid Coast Getaway w/ water views

20. 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 AED 733
AED 2,017 total
includes taxes & fees
1 Dec - 2 Dec
Upscale OOB Beach House ♦ Seasonal Heated Pool
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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