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

Portland Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

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

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 $141
CA $520 total
includes taxes & fees
Sep 20 - Sep 21
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 $303
CA $978 total
includes taxes & fees
Sep 13 - Sep 14
Spacious Portland Home + Parking
A restaurant window with 'OYSTER CO. EVENTIDE' signage, indicating a raw bar, chowders, and cocktails.

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 CA $474
CA $780 total
includes taxes & fees
Oct 5 - Oct 6
Modern & Sunny House Steps from the Promenade.
A two-story house with a balcony, a covered patio, and a fenced yard.

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 CA $442
CA $819 total
includes taxes & fees
Sep 15 - Sep 16
The Globe House on Munjoy Hill - Walk to Breweries
A two-story brick building with a front porch, a black door, and a window with a white frame.

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 CA $399
CA $926 total
includes taxes & fees
Sep 16 - Sep 17
The 87th Townhome - Local Landmark
A building named Willard Square with a storefront and a red vehicle parked outside.

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 CA $551
CA $1,006 total
includes taxes & fees
Sep 14 - Sep 15
Willard Square Family Home
A kitchen with a wooden island, black bar stools, a hanging light fixture, and a framed botanical print on the wall.

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.
Spacious 4-bedroom house located in the heart of Portland, ME.
A modern interior with a glass door leading to an outdoor deck with a sofa and a hanging light fixture.

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 CA $870
CA $2,013 total
includes taxes & fees
Sep 15 - Sep 16
Entire Home | Sleeps 16 | w/ Roof Deck | 5 mins to Downtown
A cozy living room with a sectional sofa, a white wood-burning stove, and large windows offering a view of the outdoors.

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 CA $655
CA $1,331 total
includes taxes & fees
Sep 24 - Sep 25
SAUNA - Spacious and Centrally Located! Two Connected Apartments- Sleeps 11
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, (80 reviews)
"Everything was very well stocked!"
United States
Sally O.
The price is CA $1,169
CA $1,739 total
includes taxes & fees
Sep 10 - Sep 11
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 $2,382
CA $3,825 total
includes taxes & fees
Oct 8 - Oct 9
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 $156
CA $449 total
includes taxes & fees
Sep 14 - Sep 15
Tranquility between the Lakes & Sea
A living room with a sofa, armchair, wooden coffee table, and a potted plant.

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
A living room with a grey sofa, two patterned armchairs, a round wicker coffee table, and a flat-screen TV mounted on the wall.

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 CA $228
CA $758 total
includes taxes & fees
Sep 10 - Sep 11
Huge New Townhome 10mins from the Beach

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 CA $341
CA $855 total
includes taxes & fees
Sep 10 - Sep 11
Upscale Spacious OOB Beach House - Seasonal Heated Pool
A narrow hallway with white walls, a blue carpet, and a door leading outside.

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 CA $207
CA $688 total
includes taxes & fees
Sep 29 - Sep 30
Adorable Seaside Cottage
A compact kitchen with a microwave, coffee maker, and a sink. There are cabinets, a dishwasher, and a dining table with chairs.

17. Quiet Spot in lovely Freeport desert pines neighborhood

Quiet Spot in lovely Freeport desert pines neighborhood
Freeport
The price is CA $195
CA $561 total
includes taxes & fees
Sep 14 - Sep 15
Quiet Spot in lovely Freeport desert pines neighborhood
A two-story house with a blue exterior, white railings, and a brick chimney.

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 CA $306
CA $812 total
includes taxes & fees
Sep 14 - Sep 15
OOB family Beach House w/private yard and deck! Pet friendly, parking, 4/BR 2/BA
A cozy living room with a wooden ceiling, a sofa, a table, and a sliding glass door leading to a balcony.

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 CA $217
CA $391 total
includes taxes & fees
Sep 13 - Sep 14
Mid Coast Getaway w/ water views
A beach with footprints, a person standing, and birds on the sand.

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 CA $174
CA $470 total
includes taxes & fees
Oct 6 - Oct 7
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Portland Hotel Reviews

Cambria Hotel Portland Downtown-Old Port

Cambria Hotel Portland Downtown-Old Port

10/10 Excellent
"Excellent property with very nice rooms, workout facility, cool rooftop lounging area, and a great location near everything you want to do in Portland Old Port! I highly recommend!"
Stephen 2-night trip
Posted 2 hours ago
Cambria Hotel Portland Downtown-Old Port

Find out more about Portland

Portland Vacation Homes information

Number of reviews
373
Accommodation
84 Vacation Homes
Lowest Price
CA $391
Highest Price
CA $3,825

Explore a world of travel with Expedia