Portland Vacation Home Rentals from CA $309: Search Top Private Vacation Homes for Rent

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

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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

West End

Susan d.

CA $557 total

includes taxes & fees

Oct 20 - Oct 21

A two-story brick building with a front porch, a black door, and a window with a white frame.

2. The 87th Townhome - Local Landmark

West End

Amy B.

CA $832 total

includes taxes & fees

Nov 3 - Nov 4

A storefront with the sign "OYSTERS" and a "RAW BAR" sign above the entrance.

3. Modern & Sunny House Steps from the Promenade.

Munjoy Hill

stacey p.

CA $723 total

includes taxes & fees

Nov 1 - Nov 2

An outdoor seating area with tables and benches in front of a building with a sign reading "BRAKES & SHOCKS Specialty Bakery".

4. Spacious Portland Home + Parking

Parkside

Ellen M.

CA $1,012 total

includes taxes & fees

Nov 1 - Nov 2

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.

5. Chic 3-bedroom house in Munjoy Hill with off-street parking.

Munjoy Hill

"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...

Maris P.

CA $732 total

includes taxes & fees

Nov 11 - Nov 12

A two-story house with a covered porch, brick pathway, and a small garden area.

6. Charming West End Victorian

Parkside

CA $1,115 total

includes taxes & fees

Oct 29 - Oct 30

A building named Willard Square with a storefront and a red vehicle parked outside.

7. Willard Square Family Home

Willard Beach

David W.

CA $862 total

includes taxes & fees

Oct 14 - Oct 15

A kitchen with a wooden island, black bar stools, a hanging light fixture, and a framed botanical print on the wall.

8. Spacious 4-bedroom house located in the heart of Portland, ME.

Munjoy Hill

Matt H.

CA $1,296 total

includes taxes & fees

Oct 20 - Oct 21

A modern kitchen with dark cabinetry, stainless steel appliances, and a large island.

9. Gorgeous 3-bedroom house in charming Portland

North Deering

Bridget M.

CA $1,021 total

includes taxes & fees

Oct 31 - Nov 1

A spacious living area with a blue sofa, a coffee table, and a kitchen in the background.

10. New Luxury Maine Home Hot Tub, Fire Pit, Sleeps 10

North Deering

Peter H.

CA $1,151 total

includes taxes & fees

Oct 18 - Oct 19

A house with a wooden front door, a stone staircase, and a porch with a wooden railing.

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

East Deering

Sally O.

CA $1,722 total

includes taxes & fees

Oct 19 - Oct 20

A living room with a fireplace, leather sofa, and a chandelier.

12. Charming Historic Estate | In-town location

West End

shelley w.

CA $3,765 total

includes taxes & fees

Nov 1 - Nov 2

A modern interior with a glass door leading to an outdoor deck with a sofa and a hanging light fixture.

13. Whole Home | Sleeps 16 | Roof Deck|5 mins Downtown

Oakdale

"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. "

Andy W.

CA $2,379 total

includes taxes & fees

Oct 15 - Oct 16

A window with a view of a snowy landscape and bare trees.

14. Tranquility between the Lakes & Sea

Westbrook

CA $470 total

includes taxes & fees

Oct 14 - Oct 15

A compact kitchen with a dishwasher, microwave, and coffee maker on the countertop.

15. Quiet Spot in lovely Freeport neighborhood

Freeport

CA $537 total

includes taxes & fees

Oct 13 - Oct 14

A grassy area with a picnic table and chairs, a body of water, and two trees in the background.

16. Orchid Harbor, Bailey Island 3BR

Harpswell

Jane D.

CA $632 total

includes taxes & fees

Oct 27 - Oct 28

A narrow hallway with white walls, a blue carpet, and a door leading outside.

17. Adorable Seaside Cottage

Old Orchard Beach

Qi L.

CA $661 total

includes taxes & fees

Oct 13 - Oct 14

A cozy living room with a wooden ceiling, a sofa, a table, and a sliding glass door leading to a balcony.

18. Mid Coast Getaway w/ water views

West Point

Rebecca

CA $309 total

includes taxes & fees

Nov 1 - Nov 2

A sunroom with a glass ceiling, outdoor seating, a hot tub, and a stone wall.

19. Coastal Retreat - Sauna, Hot Tub & Swim Spa - Near Beaches and Downtown Portland

Scarborough

Stuart R.

CA $1,019 total

includes taxes & fees

Nov 9 - Nov 10

20. Upscale Spacious OOB Beach House - Seasonal Heated Pool

Old Orchard Beach

Karen R.

CA $823 total

includes taxes & fees

Oct 13 - Oct 14

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Top Portland Hotel Reviews

Clarion Hotel Portland Airport ME

10/10 Excellent

"Very convenient to the airport for an early morning flight."

Holiday Inn Portland-By the Bay by IHG

10/10 Excellent

"We were in Portland for three (3) days on the tail end of our 2-week east coast trip. While the hotel is showing some signs of age, it did not disappoint and fully met our needs. The breakfast was great, especially the cook to order omelets. The hotel is not in the Old Port area but is still a comfortable 15-minute walk to get to the harbor area for dinner, bay tours and site seeing. The only negative was our last day and being awakened with two (2) room attendant staffers arguing in the hall. It lasted about 5 minutes until we came out into the hallway and glared at both of the participants. We will definitely stay here again when we come back either in 27 or 28."

Cambria Hotel Portland Downtown-Old Port

8/10 Good

"The hotel is very nice, clean and attractive with lovely areas to sit inside and our. However there’s a $25/day resort fee theta not mentioned when booking or on Hotels.com/Expedia so we were hit with it upon checking in. Since there is no resort like amenities except for bikes to use if/when available it is odd, and the gym was small and typical, same as other hotels include for free. The fee becomes a credit to use toward any food/beverage by noon the next day so we used it for overpriced bottles of water ($6/per!). The restaurant is pricy ans there are so many better choices in town. And the credit can’t be put towards the $40/per day parking. There’s luckily a good amount of street parking in the immediate area."

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Portland Vacation Homes information

Number of reviews	226
Accommodation	82 Vacation Homes
Lowest Price	CA $309
Highest Price	CA $3,765

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Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Portland vacation homes

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

2. The 87th Townhome - Local Landmark

3. Modern & Sunny House Steps from the Promenade.

4. Spacious Portland Home + Parking

5. Chic 3-bedroom house in Munjoy Hill with off-street parking.

6. Charming West End Victorian

7. Willard Square Family Home

8. Spacious 4-bedroom house located in the heart of Portland, ME.

9. Gorgeous 3-bedroom house in charming Portland

10. New Luxury Maine Home Hot Tub, Fire Pit, Sleeps 10

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

12. Charming Historic Estate | In-town location

13. Whole Home | Sleeps 16 | Roof Deck|5 mins Downtown

14. Tranquility between the Lakes & Sea

15. Quiet Spot in lovely Freeport neighborhood

16. Orchid Harbor, Bailey Island 3BR

17. Adorable Seaside Cottage

18. Mid Coast Getaway w/ water views

19. Coastal Retreat - Sauna, Hot Tub & Swim Spa - Near Beaches and Downtown Portland

20. Upscale Spacious OOB Beach House - Seasonal Heated Pool

Find vacation rentals that suit your style

Top Portland Hotel Reviews

Clarion Hotel Portland Airport ME

Holiday Inn Portland-By the Bay by IHG

Fireside Inn & Suites Portland

Cambria Hotel Portland Downtown-Old Port

AC Hotel Portland Downtown/Waterfront, ME

Ramada Plaza by Wyndham Portland

Inn at St John Portland In-Town

Moxy Portland Thompson's Point

Portland Regency Hotel & Spa

Find out more about Portland

Portland Vacation Homes information

Explore a world of travel with Expedia

Portland Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Portland vacation homes

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

2. The 87th Townhome - Local Landmark

3. Modern & Sunny House Steps from the Promenade.

4. Spacious Portland Home + Parking

5. Chic 3-bedroom house in Munjoy Hill with off-street parking.

6. Charming West End Victorian

7. Willard Square Family Home

8. Spacious 4-bedroom house located in the heart of Portland, ME.

9. Gorgeous 3-bedroom house in charming Portland

10. New Luxury Maine Home Hot Tub, Fire Pit, Sleeps 10

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

12. Charming Historic Estate | In-town location

13. Whole Home | Sleeps 16 | Roof Deck|5 mins Downtown

14. Tranquility between the Lakes & Sea

15. Quiet Spot in lovely Freeport neighborhood

16. Orchid Harbor, Bailey Island 3BR

17. Adorable Seaside Cottage

18. Mid Coast Getaway w/ water views

19. Coastal Retreat - Sauna, Hot Tub & Swim Spa - Near Beaches and Downtown Portland

20. Upscale Spacious OOB Beach House - Seasonal Heated Pool

Find vacation rentals that suit your style

Top Portland Hotel Reviews

Clarion Hotel Portland Airport ME

Find out more about Portland

Portland Vacation Homes information

Explore a world of travel with Expedia