Portland, Maine Vacation Rentals - HomeToGo base64Hash Portland, Maine Vacation Rentals - HomeToGo

Portland, Maine Vacation Rentals

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Portland
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Price per night
Up to $100
$100 - $199
From $200
Accommodation types
House
Apartment
Bed and breakfast
Distance to center
1 km
2 km
5 km
Rating
4.5+
4+
3.5+

Discover Maine's finest from your Portland vacation home

Portland's historic sites, stunning Atlantic scenery, and exciting dining scene make it a great East Coast vacation destination. Choose a bright condo in downtown, or a family home in a quiet neighborhood as your base for exploring this classic American city.

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Best Vacation Home Deals in Portland

Save up to 38%

Apartment Portland
Apr 6 - Apr 13
-36%
$1,300
$828 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
Rental Apartment in Downtown with Complementary Parking + Unrivaled View
5.0
"Excellent" (210 ratings)
Portland, Cumberland County, Maine, United States
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House Portland
Apr 20 - Apr 27
-31%
$974
$671 per night
House ∙ 6 guests ∙ 3 bedrooms
House in Bailey Island with Yard & Grill + Unhindered View
5.0
"Excellent" (209 ratings)
Portland, Cumberland County, Maine, United States
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House Portland
Apr 6 - Apr 13
-38%
$779
$484 per night
House ∙ 6 guests ∙ 3 bedrooms
Vacation Home in Orr\'s Island with Grill & Yard + Water View
4.7
"Outstanding" (32 ratings)
Portland, Cumberland County, Maine, United States
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Book the ideal accommodation from $157 per night by exploring the 925 options listed in Portland. Using HomeToGo you can directly compare the prices of each available property to discover the best price and save up to 38%.

Top-Rated Offers and Accommodations in Portland

Book Vacation Rentals with the Highest User Rating

House Portland
Apr 20 - Apr 27
-31%
$974
$671 per night
House ∙ 6 guests ∙ 3 bedrooms
House in Bailey Island with Yard & Grill + Unhindered View
5.0
"Excellent" (209 ratings)
Portland, Cumberland County, Maine, United States
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Cottage Portland
Apr 20 - Apr 27
$316 per night
Cottage ∙ 2 guests ∙ 2 bedrooms
Nice Cottage in Harpswell with Grill & Yard + Ocean Views + Beach Nearby
5.0
"Excellent" (86 ratings)
Portland, Cumberland County, Maine, United States
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House Portland
Sept 11 - Sept 18
$445 per night
House ∙ 10 guests ∙ 4 bedrooms
Vacation Home in Old Orchard Beach with Private Patio + Next to Beach
4.6
"Outstanding" (42 ratings)
Portland, Cumberland County, Maine, United States
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Recommended Vacation Rentals in Portland

Find your perfect vacation rental in Portland: from $157 per night

Apartment Portland
Jan 6 - Jan 13
$356 per night
Apartment ∙ 5 guests ∙ 2 bedrooms
Rental Apartment in East End
5.0
"Excellent" (144 ratings)
Portland, Cumberland County, Maine, United States
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Apartment Portland
Apr 6 - Apr 13
-36%
$1,300
$828 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
Rental Apartment in Downtown with Complementary Parking + Unrivaled View
5.0
"Excellent" (210 ratings)
Portland, Cumberland County, Maine, United States
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Condo Portland
Jan 20 - Jan 27
-25%
$1,370
$1,021 per night
Condo ∙ 4 guests ∙ 2 bedrooms
Condo in Waterfront District + Amazing Views
5.0
"Excellent" (243 ratings)
Portland, Cumberland County, Maine, United States
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House Portland
Apr 20 - Apr 27
$581 per night
House ∙ 8 guests ∙ 4 bedrooms
Charming Vacation Home in Peaks Island with Grill & Yard
5.0
"Excellent" (21 ratings)
Portland, Cumberland County, Maine, United States
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Cottage Portland
Jan 20 - Jan 27
$582 per night
Cottage ∙ 8 guests ∙ 3 bedrooms
Cottage in Peaks Island with Grill & Yard
4.9
"Excellent" (21 ratings)
Portland, Cumberland County, Maine, United States
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Condo Portland
Apr 20 - Apr 27
-36%
$1,370
$872 per night
Condo ∙ 4 guests ∙ 2 bedrooms
Condo in Downtown + Degree Views
5.0
"Excellent" (168 ratings)
Portland, Cumberland County, Maine, United States
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House Portland
Apr 6 - Apr 13
$354 per night
House ∙ 4 guests ∙ 1 bedroom
House in Peaks Island with Grill & Yard
5.0
"Excellent" (46 ratings)
Portland, Cumberland County, Maine, United States
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House Portland
Oct 14 - Oct 21
$798 per night
House ∙ 6 guests ∙ 3 bedrooms
House in Portland with Yard & Grill + Enjoy Views
4.9
"Excellent" (26 ratings)
Portland, Cumberland County, Maine, United States
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House Portland
Oct 14 - Oct 21
$432 per night
House ∙ 6 guests ∙ 2 bedrooms
Vacation Home in East Deering with Grill & Yard + Beautiful View
4.9
"Excellent" (85 ratings)
Portland, Cumberland County, Maine, United States
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Budget-friendly Rentals in Portland

Find Fantastic yet Inexpensive Rentals

House Portland
Apr 6 - Apr 13
-38%
$779
$484 per night
House ∙ 6 guests ∙ 3 bedrooms
Vacation Home in Orr\'s Island with Grill & Yard + Water View
4.7
"Outstanding" (32 ratings)
Portland, Cumberland County, Maine, United States
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Cottage Portland
Sept 2 - Sept 9
-35%
$694
$452 per night
Cottage ∙ 8 guests ∙ 4 bedrooms
Cottage in Old Orchard Beach with Grill + Next to Beach
4.8
"Excellent" (35 ratings)
Portland, Cumberland County, Maine, United States
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Condo Portland
Jan 6 - Jan 13
-61%
$834
$323 per night
Condo ∙ 6 guests ∙ 2 bedrooms
Condo in Old Orchard Beach with Indoor Pool + Ocean Views
5.0
"Excellent" (115 ratings)
Portland, Cumberland County, Maine, United States
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Vacation rentals with Wi-Fi

Stay connected while traveling and book a Portland accommodation with high-speed internet.

House Internet Portland
Sept 11 - Sept 18
$348 per night
House ∙ 6 guests ∙ 2 bedrooms
Vacation Home in Peaks Island with Yard & Grill
5.0
"Excellent" (61 ratings)
Portland, Cumberland County, Maine, United States
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Apartment Internet Portland
Apr 6 - Apr 13
$157 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
Apartment in Deering Center
5.0
"Excellent" (4 ratings)
Portland, Cumberland County, Maine, United States
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Cottage Internet Portland
Jun 29 - Jul 6
$326 per night
Cottage ∙ 6 guests ∙ 3 bedrooms
Pleasant Cottage in Peaks Island with Grill & Yard
4.9
"Excellent" (83 ratings)
Portland, Cumberland County, Maine, United States
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Vacation rentals and apartments with air conditioning

Keep cool during your trip to Portland and book a vacation rental with air conditioning.

Cottage Air conditioning Portland
Jan 20 - Jan 27
$514 per night
Cottage ∙ 5 guests ∙ 2 bedrooms
Pleasant Cottage in Falmouth Foreside with Grill & Yard + Great Views + Next to Beach
4.9
"Excellent" (102 ratings)
Portland, Cumberland County, Maine, United States
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Condo Air conditioning Portland
Sept 21 - Sept 28
$489 per night
Condo ∙ 6 guests ∙ 2 bedrooms
Beautiful Condo in Old Orchard Beach with Indoor Pool + Ocean View + Close to Beach
4.9
"Excellent" (72 ratings)
Portland, Cumberland County, Maine, United States
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House Air conditioning Portland
Jan 20 - Jan 27
$547 per night
House ∙ 12 guests ∙ 4 bedrooms
Vacation Home in Saco with Grill + Ocean View
5.0
"Excellent" (102 ratings)
Portland, Cumberland County, Maine, United States
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Apartments with a balcony or patio

Looking for a home with a balcony? Check out these vacation homes in Portland with their own private patios and balconies.

Apartment Balcony/Patio Portland
Oct 21 - Oct 28
$300 per night
Apartment ∙ 2 guests ∙ 1 bedroom
Rental Apartment in Harpswell with Yard & Grill
4.7
"Outstanding" (137 ratings)
Portland, Cumberland County, Maine, United States
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Condo Balcony/Patio Portland
Apr 6 - Apr 13
$237 per night
Condo ∙ 6 guests ∙ 2 bedrooms
Condo in Old Orchard Beach with Indoor Pool + Close to Beach
5.0
"Excellent" (9 ratings)
Portland, Cumberland County, Maine, United States
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Apartment Balcony/Patio Portland
Apr 6 - Apr 13
$442 per night
Apartment ∙ 6 guests ∙ 2 bedrooms
Apartment in Old Orchard Beach
4.9
"Excellent" (28 ratings)
Portland, Cumberland County, Maine, United States
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Popular Rental Amenities in Portland

  • Pet-friendly (187)
  • Pool (290)
  • WiFi (887)
  • Kitchen (347)
  • Air conditioning (800)
  • TV (796)
  • Washing machine (378)
  • Parking (109)
  • Balcony/patio (183)
  • Dishwasher (214)
  • No smoking (589)
  • Fireplace (219)

Finding an accommodation with a pool shouldn't be too difficult in Portland. One-third of the rentals have one. Also, accommodations with pools in Portland cost, on average, $496 per night. Most of the available vacation rentals with pools are hotel room. many of Portland's accommodations offering a pool are within two kilometres of water, spend your days lounging by the pool or the waterfront.

Price and Availability Index in Portland

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Vacation Rental Price Information in Portland

The graph shows the average rental prices for the next twelve months in Portland. The most expensive week of the next 12 months is in August (8/10 - 8/17), where prices hit an average of $1,011 a night. The week with the lowest average prices is in November (11/25 - 12/2).

Rental availability information in Portland

Have a look at the above graph to see the global availability of vacation rentals in Portland. The most challenging week to find a rental in the next twelve months is in August (8/31 - 9/7). More accommodations are available in a week of November (11/25 - 12/2) as the booking rate is only 37%.

The Weather in Portland

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July
Aug.
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Nov.
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- Rainy days

Above are the weather conditions for Portland. On average, the warmest month is July. On the contrary, the coolest month is January. The wettest month is November with 10 rainy days on average. On the contrary, there is an average of only 7 rainy days in September, which is the driest month.

7-Day Weather Forecast in Portland

Fri., 22 Sep.
20°
12°

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8 h

7 km/h

Sat., 23 Sep.
17°
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3 h

8 km/h

Sun., 24 Sep.
17°
13°

0%

4 h

10 km/h

Mon., 25 Sep.
18°
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4 h

12 km/h

Tue., 26 Sep.
17°
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5 h

10 km/h

Wed., 27 Sep.
18°
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6 h

9 km/h

Thu., 28 Sep.
19°
13°

0%

5 h

9 km/h

Where to find the best food in Portland?

Lobster lovers

No Maine food is more iconic than lobster, and Portland restaurants serve this delicacy up in just about every way imaginable. For a casual lunch, try the famous lobster roll at the Fishermen's Grill. For a less traditional take on the same dish, try Bite Into Maine. Their creative rolls are highly rated and a local favorite.

For a more refined dining experience, the Eventide Oyster Company serves a classic New England lobster dinner in a stylish setting. Other menu favorites include a wide variety of local and imported oysters dressed to order.

What are the best places to discover the arts and culture of Portland?

Old Portland

Portland's Old Port is a lively historic district-cum-tourist strip. A multitude of shops, bars, and restaurants line the winding alleys amid cobblestone streets and historic architecture. Best explored on foot, this part of town is great for a sunny day.

The best views in the city can be captured from the Portland Observatory. The tower has a fascinating history, dating back to 1807. Guided tours are available daily and a sunset photo tour is available during summer months.

Where are the unique attractions in Portland?

Portland's great outdoors

The Fort Williams Park makes an outstanding day trip. You can enjoy hours of hiking trails including a cliffside loop, arboretum, and a rocky beach, all in one park. The adjacent Portland Head Light lighthouse is one of the most photographed in the nation, and the oldest in Maine.

For some of Maine's best scenery, a ferry tour of the Casco Bay Islands is perfect. Photographers can capture lighthouses, civil war forts, and lovely coastal scenes, as well as seals, eagles, and the occasional whales. Most ferries allow you to bring a picnic lunch and alcoholic drinks.

Information about vacation rentals in Portland

🏡 Vacation rentals available 925 homes
💳 Possible discounts up to 38%
🌙 Nightly prices starting at $157
⭐ Popular amenities Pets allowed, Pool and Internet
🐾 Pet friendly homes 177 homes
🏊 Vacation rentals with pools 282 homes

Frequently Asked Questions

What is the typical price of a vacation home in Portland?

Accommodation prices in Portland start at $157 per night.

What is the typical availability of House rental in Portland?

We found 925 vacation homes in Portland available for your next trip.

What are the most popular vacation home amenities in Portland?

The most popular amenities for rentals in Portland include vacation homes with Pets allowed, Pool, or Internet.

How many House rental and Apartment rental can I find in Portland?

Portland has 925 House rental and Apartment rental available to book.

Are there pet-friendly vacation rentals in Portland?

If you're travelling with a dog, over 19% of vacation rentals in Portland are pet-friendly.

What's the best month to visit Portland?

When booking accommodation in Portland, remember that the rainiest months are usually November and December, with September often being the sunniest.

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