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Check prices for these dates

In two weeks
25 Sept - 27 Sept
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for Portland holiday homes

Interior

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$889
HK$3,020 total
includes taxes & fees
20 Sept - 21 Sept
1200 sq ft ♦ West End Townhouse ♦ Perfect Location
Outdoor dining

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$1,751
HK$5,600 total
includes taxes & fees
10 Sept - 11 Sept
Spacious Portland Home + Parking
Outdoor dining

3. Modern & Sunny House Steps from the Promenade.

Modern & Sunny House Steps from the Promenade.
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$2,386
HK$3,994 total
includes taxes & fees
9 Sept - 10 Sept
Modern & Sunny House Steps from the Promenade.
Outdoor dining

4. 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$2,509
HK$4,623 total
includes taxes & fees
15 Sept - 16 Sept
The Globe House on Munjoy Hill - Walk to Breweries
Exterior

5. 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$1,973
HK$4,902 total
includes taxes & fees
9 Sept - 10 Sept
The 87th Townhome - Local Landmark
Exterior

6. 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$3,136
HK$5,722 total
includes taxes & fees
14 Sept - 15 Sept
Willard Square Family Home
Interior

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, (19 reviews)
"Great space for our needs: three generations for a graduation weekend!"
United States
Matt H.
The price is HK$4,822
HK$8,204 total
includes taxes & fees
9 Sept - 10 Sept
Spacious 4-bedroom house located in the heart of Portland, ME.
Interior

8. 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$4,939
HK$11,425 total
includes taxes & fees
15 Sept - 16 Sept
Entire Home | Sleeps 16 | w/ Roof Deck | 5 mins to Downtown
Living area

9. 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$7,956 total
includes taxes & fees
24 Sept - 25 Sept
SAUNA - Spacious and Centrally Located! Two Connected Apartments- Sleeps 11
Exterior detail

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, (80 reviews)
"Everything was very well stocked!"
United States
Sally O.
The price is HK$6,809
HK$10,088 total
includes taxes & fees
10 Sept - 11 Sept
Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port
Living area

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.
The price is HK$13,547
HK$21,756 total
includes taxes & fees
8 Oct - 9 Oct
Charming Historic Estate | In-town location
Interior

12. Tranquility between the Lakes & Sea

Tranquility between the Lakes & Sea
Westbrook
The price is HK$890
HK$2,534 total
includes taxes & fees
13 Sept - 14 Sept
Tranquility between the Lakes & Sea
Living area

13. Fully Updated Airy Historic Home in South Freeport

Fully Updated Airy Historic Home in South Freeport
Freeport
Fully Updated Airy Historic Home in South Freeport
Living area

14. 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$1,245
HK$4,203 total
includes taxes & fees
9 Sept - 10 Sept
Huge New Townhome 10mins from the Beach
Private kitchen

15. Upscale Spacious OOB Beach House - Seasonal Heated Pool

Upscale Spacious OOB Beach House - Seasonal Heated Pool
Old Orchard Beach
10.0 out of 10, Exceptional, (18 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$1,869
HK$4,524 total
includes taxes & fees
9 Sept - 10 Sept
Upscale Spacious OOB Beach House - Seasonal Heated Pool
Interior

16. Adorable Seaside Cottage

Adorable Seaside Cottage
Old Orchard Beach
8.0 out of 10, Very good, (5 reviews)
"Overall nice small place, owner responded quickly to issues. "
United States
Qi L.
The price is HK$1,109
HK$3,790 total
includes taxes & fees
29 Sept - 30 Sept
Adorable Seaside Cottage
Private kitchen

17. Quiet Spot in lovely Freeport desert pines neighborhood

Quiet Spot in lovely Freeport desert pines neighborhood
Freeport
The price is HK$1,111
HK$3,173 total
includes taxes & fees
15 Sept - 16 Sept
Quiet Spot in lovely Freeport desert pines neighborhood
Exterior

18. 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, (10 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$1,454
HK$4,217 total
includes taxes & fees
9 Sept - 10 Sept
OOB family Beach House w/private yard and deck! Pet friendly, parking, 4/BR 2/BA
Living area

19. Mid Coast Getaway w/ water views

Mid Coast Getaway w/ water views
West Point
9.6 out of 10, Exceptional, (8 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$1,235
HK$2,207 total
includes taxes & fees
4 Oct - 5 Oct
Mid Coast Getaway w/ water views
Beach

20. Center of Everything Southern Maine… 3-bedroom house, huge yard in Buxton

Center of Everything Southern Maine… 3-bedroom house, huge yard in Buxton
Buxton
6.0 out of 10, (1 review)
"Place was clean and cozy. Big yard for games and a fire pit for s’mores. Based on previous review I brought pots/pans but didn’t need them. Everything was available. Stove is gas and I was not familiar with using one so that was the only “challenge”We had a ball and the place was perfect for us!!"
United States
Anonymous traveller
The price is HK$1,027
HK$2,726 total
includes taxes & fees
6 Oct - 7 Oct
Center of Everything Southern Maine… 3-bedroom house, huge yard in Buxton
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

Embassy Suites by Hilton Portland Maine

Embassy Suites by Hilton Portland Maine

8/10 Good
"Very clean rooms"
Khamiya 2-night trip
Posted 1 hour ago
Embassy Suites by Hilton Portland Maine

Find out more about Portland

Portland Vacation Homes information

Number of reviews
373
Accommodation
79 Vacation Homes
Lowest Price
HK$2,207
Highest Price
HK$21,756

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