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Our top choices for Portland holiday homes

1. 1200 sq ft ♦ West End Townhouse ♦ Perfect Location

1200 sq ft ♦ West End Townhouse ♦ Perfect Location
West End
8.4 out of 10, Very good, (61 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$726
HK$2,842 total
includes taxes & fees
3 Sept - 4 Sept
1200 sq ft ♦ West End Townhouse ♦ Perfect Location

2. The 87th Townhome - Local Landmark

The 87th Townhome - Local Landmark
West End
9.4 out of 10, Exceptional, (9 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$2,193
HK$5,133 total
includes taxes & fees
2 Sept - 3 Sept
The 87th Townhome - Local Landmark

3. The Globe House on Munjoy Hill - Walk to Breweries

The Globe House on Munjoy Hill - Walk to Breweries
Munjoy Hill
10.0 out of 10, Exceptional, (105 reviews)
"Everything was as advertised; great accommodations!"
United States
Richard D.
The price is HK$2,508
HK$4,503 total
includes taxes & fees
15 Sept - 16 Sept
The Globe House on Munjoy Hill - Walk to Breweries

4. Rare West End Home • Walk to Old Port, Harbor View

Rare West End Home • Walk to Old Port, Harbor View
West End
9.8 out of 10, Exceptional, (14 reviews)
"Lovely stay & Jordan was very helpful & accommodating"
United States
Nikki W.
The price is HK$2,320
HK$4,845 total
includes taxes & fees
14 Sept - 15 Sept
Rare West End Home • Walk to Old Port, Harbor View

5. 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$2,285
HK$6,267 total
includes taxes & fees
10 Sept - 11 Sept
Spacious Portland Home + Parking

6. Modern & Sunny House Steps from the Promenade. Private Parking!

Modern & Sunny House Steps from the Promenade. Private Parking!
Munjoy Hill
10.0 out of 10, Exceptional, (43 reviews)
"Overall amazing experience! Property is beautifully maintained. Perfectly located, within walking distance from bakeries, pubs, and restraunts. Host was responsive and helpful."
United States
Jacqui B.
The price is HK$2,806
HK$4,571 total
includes taxes & fees
8 Sept - 9 Sept
Modern & Sunny House Steps from the Promenade. Private Parking!

7. Willard Square Family Home

Willard Square Family Home
Willard Beach
9.8 out of 10, Exceptional, (12 reviews)
"Great location, close to Old Port. Great bakery/coffee and ice cream next door. House was clean and comfortable!"
United States
Steve S.
The price is HK$3,135
HK$5,669 total
includes taxes & fees
2 Sept - 3 Sept
Willard Square Family Home

8. 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, (17 reviews)
"Great space for our needs: three generations for a graduation weekend!"
United States
Matt H.
The price is HK$4,821
HK$8,202 total
includes taxes & fees
9 Sept - 10 Sept
Spacious 4-bedroom house located in the heart of Portland, ME.

9. Entire Home | Sleeps 16 | w/ Roof Deck | 5 mins to Downtown

Entire Home | Sleeps 16 | w/ Roof Deck | 5 mins to Downtown
Oakdale
10.0 out of 10, Exceptional, (1 review)
"Great, renovated set of three units. The location was convenient along with the three parking spots. Window and mini split AC units worked well. The loft space and roof deck on the third floor was particularly nice for hanging out. The ice makers didn’t work and a couple other maintenance issues, but the owner said they would be fixing them. All in, a great space for our family of 11 to explore Portland. "
United States
Andy W.
The price is HK$5,268
HK$11,765 total
includes taxes & fees
15 Sept - 16 Sept
Entire Home | Sleeps 16 | w/ Roof Deck | 5 mins to Downtown

10. SAUNA - Spacious and Centrally Located! Two Connected Apartments- Sleeps 11

SAUNA - Spacious and Centrally Located! Two Connected Apartments- Sleeps 11
Ligonia
10.0 out of 10, Exceptional, (2 reviews)
"Incredibly welcoming house! Very nicely furnished and prepared for guests. Couldn’t be more grateful for the thoughtfulness and accessibility to the property. We kept saying how impressed we were with how many towels were available! A lot of small details were paid attention to by the host! Thank you so much!"
United States
Patrick S.
The price is HK$4,037
HK$7,955 total
includes taxes & fees
24 Sept - 25 Sept
SAUNA - Spacious and Centrally Located! Two Connected Apartments- Sleeps 11

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, (80 reviews)
"Everything was very well stocked!"
United States
Sally O.
The price is HK$7,298
HK$10,638 total
includes taxes & fees
21 Sept - 22 Sept
Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port

12. Two Beautiful apartment

Two Beautiful apartment
Back Cove
10.0 out of 10, Exceptional, (28 reviews)
"Such an amazing property and host in an incredible location! "
United States
Devin M.
The price is HK$8,459
HK$11,954 total
includes taxes & fees
4 Sept - 5 Sept
Two Beautiful apartment

13. 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$13,545
HK$21,506 total
includes taxes & fees
30 Sept - 1 Oct
Charming Historic Estate | In-town location

14. Serenity between the lakes and seashore

Serenity between the lakes and seashore
Westbrook
9.8 out of 10, Exceptional, (29 reviews)
"This is my second stay at this property and we have a third stay booked in the fall. Everything was perfect from ease of checking in and communication with the host to fully stocked kitchen and cleanliness. Highly recommend "
United States
Joanne N.
The price is HK$1,097
HK$2,623 total
includes taxes & fees
7 Sept - 8 Sept
Serenity between the lakes and seashore

15. Tranquility between the Lakes & Sea

Tranquility between the Lakes & Sea
Westbrook
The price is HK$1,364
HK$3,161 total
includes taxes & fees
8 Sept - 9 Sept
Tranquility between the Lakes & Sea

16. 1 Mi to Maine Street! MCM-Style Home in Brunswick

1 Mi to Maine Street! MCM-Style Home in Brunswick
Brunswick
9.6 out of 10, Exceptional, (11 reviews)
"Quiet, clean, well appointed house close to Maine St Brunswick and convenient to both Portland and points north. "
United States
Kendra G.
The price is HK$517
HK$2,179 total
includes taxes & fees
23 Sept - 24 Sept
1 Mi to Maine Street! MCM-Style Home in Brunswick

17. Huge New Townhome 10mins from the Beach

Huge New Townhome 10mins from the Beach
Saco
9.0 out of 10, Wonderful, (2 reviews)
"The location was very convenient. Easy drive to downtown Saco and Biddeford. As well as very quick access to the highway so Portland and other points are easy to get to. Ample parking."
United States
Ellen L.
The price is HK$1,007
HK$3,943 total
includes taxes & fees
2 Sept - 3 Sept
Huge New Townhome 10mins from the Beach

18. Walk to Beach | Patio | Full Kitchen | Parking

Walk to Beach | Patio | Full Kitchen | Parking
Old Orchard Beach
10.0 out of 10, Exceptional, (5 reviews)
"Very nice property, would stay again!"
United States
Jason N.
The price is HK$1,513
HK$4,417 total
includes taxes & fees
2 Sept - 3 Sept
Walk to Beach | Patio | Full Kitchen | Parking

19. Cozy 2-bedroom house with shared beach access to Sebago Lake

Cozy 2-bedroom house with shared beach access to Sebago Lake
Raymond
The price is HK$1,764
HK$2,196 total
includes taxes & fees
20 Sept - 21 Sept
Cozy 2-bedroom house with shared beach access to Sebago Lake

20. OOB family Beach House w/private yard and deck! Pet friendly, parking, 4/BR 2/BA

OOB family Beach House w/private yard and deck! Pet friendly, parking, 4/BR 2/BA
Old Orchard Beach
9.4 out of 10, Exceptional, (9 reviews)
"The property was perfect for our 3 day stay. It was very clean and had everything we needed. It was an easy walk to the beach and downtown. Would definitely use this property again. "
United States
Matthew V.
The price is HK$1,540
HK$4,353 total
includes taxes & fees
2 Sept - 3 Sept
OOB family Beach House w/private yard and deck! Pet friendly, parking, 4/BR 2/BA
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
416
Accommodation
79 Vacation Homes
Lowest Price
HK$2,179
Highest Price
HK$21,506

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