A cityscape with a prominent church steeple, various buildings, and lush green trees.

Portland Vacation Rentals

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Portland vacation homes

A staircase with white railings and wooden steps leading to a dining area with a table and chairs.

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 CA $160
CA $546 total
includes taxes & fees
Oct 19 - Oct 20
1200 sq ft ♦ West End Townhouse ♦ Perfect Location
An outdoor seating area with tables and benches in front of a building with a sign reading "BRAKES & SHOCKS Specialty Bakery".

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 CA $311
CA $1,004 total
includes taxes & fees
Sep 29 - Sep 30
Spacious Portland Home + Parking
A two-story brick building with a front porch, a black door, and a window with a white frame.

3. 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 CA $371
CA $902 total
includes taxes & fees
Oct 26 - Oct 27
The 87th Townhome - Local Landmark
A restaurant window with 'OYSTER CO. EVENTIDE' signage, indicating a raw bar, chowders, and cocktails.

4. Modern & Sunny House Steps from the Promenade.

Modern & Sunny House Steps from the Promenade.
Munjoy Hill
10.0 out of 10, Exceptional, (44 reviews)
"Perfect stay for a quick trip to Portland! "
United States
stacey p.
The price is CA $430
CA $723 total
includes taxes & fees
Sep 29 - Sep 30
Modern & Sunny House Steps from the Promenade.
A living room with a sofa, a coffee table, and a vase on a windowsill.

5. 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, (16 reviews)
"Lovely stay & Jordan was very helpful & accommodating"
United States
Nikki W.
The price is CA $360
CA $795 total
includes taxes & fees
Oct 1 - Oct 2
Rare West End Home • Walk to Old Port, Harbor View
A two-story house with a balcony, a covered patio, and a fenced yard.

6. 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, (109 reviews)
"Everything was as advertised; great accommodations!"
United States
Richard D.
The price is CA $525
CA $936 total
includes taxes & fees
Oct 6 - Oct 7
The Globe House on Munjoy Hill - Walk to Breweries
A building named Willard Square with a storefront and a red vehicle parked outside.

7. 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 CA $424
CA $855 total
includes taxes & fees
Oct 14 - Oct 15
Willard Square Family Home
A living room with a sofa, coffee table, and a large rug. There is a dining area with chairs and a table. The room has a mural on the wall depicting a landscape.

8. 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, (9 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 CA $334
CA $664 total
includes taxes & fees
Oct 29 - Oct 30
Chic 3-bedroom house in Munjoy Hill with off-street parking.
A kitchen with a wooden island, black bar stools, a hanging light fixture, and a framed botanical print on the wall.

9. 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, (20 reviews)
"Great space for our needs: three generations for a graduation weekend!"
United States
Matt H.
The price is CA $717
CA $1,289 total
includes taxes & fees
Oct 28 - Oct 29
Spacious 4-bedroom house located in the heart of Portland, ME.
A house with a wooden front door, a stone staircase, and a porch with a wooden railing.

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, (81 reviews)
"Everything was very well stocked!"
United States
Sally O.
The price is CA $986
CA $1,572 total
includes taxes & fees
Sep 29 - Sep 30
Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port
A living room with a fireplace, leather sofa, and a chandelier.

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 CA $2,444
CA $3,925 total
includes taxes & fees
Oct 6 - Oct 7
Charming Historic Estate | In-town location
A window with a view of a snowy landscape and bare trees.

12. Tranquility between the Lakes & Sea

Tranquility between the Lakes & Sea
Westbrook
The price is CA $163
CA $464 total
includes taxes & fees
Oct 1 - Oct 2
Tranquility between the Lakes & Sea
A cozy living room with a wooden ceiling, a sofa, a table, and a sliding glass door leading to a balcony.

13. Mid Coast Getaway w/ water views

Mid Coast Getaway w/ water views
West Point
9.2 out of 10, Wonderful, (10 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 CA $134
CA $287 total
includes taxes & fees
Sep 29 - Sep 30
Mid Coast Getaway w/ water views
A spacious living room with large windows, a sofa, a chair, and a small table.

14. 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, (12 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 CA $93
CA $390 total
includes taxes & fees
Oct 20 - Oct 21
1 Mi to Maine Street! MCM-Style Home in Brunswick
A living room with a grey sofa, two patterned armchairs, a round wicker coffee table, and a flat-screen TV mounted on the wall.

15. 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 CA $203
CA $738 total
includes taxes & fees
Sep 29 - Sep 30
Huge New Townhome 10mins from the Beach
A compact kitchen with a dishwasher, microwave, and coffee maker on the countertop.

16. Quiet Spot in lovely Freeport neighborhood

Quiet Spot in lovely Freeport neighborhood
Freeport
The price is CA $170
CA $537 total
includes taxes & fees
Oct 11 - Oct 12
Quiet Spot in lovely Freeport neighborhood
A bedroom with a bed, a window with curtains, a wall-mounted lamp, and a view of the outside.

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

Coastal Retreat! 5 MIN Walk to the Beach + Jacuzzi
Old Orchard Beach
The price is CA $180
CA $508 total
includes taxes & fees
Oct 25 - Oct 26
Coastal Retreat! 5 MIN Walk to the Beach + Jacuzzi
A narrow hallway with white walls, a blue carpet, and a door leading outside.

18. 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 CA $185
CA $672 total
includes taxes & fees
Sep 29 - Sep 30
Adorable Seaside Cottage
A beach with footprints, a person standing, and birds on the sand.

19. 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
8.0 out of 10, Very good, (2 reviews)
"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 CA $177
CA $482 total
includes taxes & fees
Sep 30 - Oct 1
Center of Everything Southern Maine… 3-bedroom house, huge yard in Buxton
A spacious room with a wooden floor, a dining area with chairs and a table, a sofa, a TV, and a balcony with a view of the sea.

20. 2 bedroom w/ expansive water views

2 bedroom w/ expansive water views
West Point
10.0 out of 10, Exceptional, (5 reviews)
"Place was clean, beautiful and the photos do not do it justice. The perfect get away vacation from the rat race."
United States
Gregory M.
The price is CA $193
CA $364 total
includes taxes & fees
Sep 29 - Sep 30
2 bedroom w/ expansive 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

Motel 6 Portland, ME

Motel 6 Portland, ME

10/10 Excellent
"Great location right by a good grocery store and other things. Gas station right. next door. Quick check-in and simple, comfortable room."
Rebecca 1-night trip
Posted 3 hours ago
Motel 6 Portland, ME

Find out more about Portland

Portland Vacation Homes information

Number of reviews
369
Accommodation
82 Vacation Homes
Lowest Price
CA $287
Highest Price
CA $3,925

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