Vacation Rentals in Portland - HomeToGo base64Hash Vacation Rentals in Portland - HomeToGo

Vacation Rentals in Portland

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Price per night
Up to $100
$100 - $199
From $200
Accommodation types
House
Apartment
Bed & Breakfast
Distance to center
Max. 1 km
Max. 2 km
Max. 5 km
Rating
Outstanding: 4.5+
Very Good: 4+
Good: 3.5+

Discover Maine's Finest From Your Portland Vacation Home

Portland is the biggest city in the state of Maine. It's known for its seaport, hip atmosphere, and vibrant nightlife. Visitors to this trendy port city love what it has to offer, from museums and historic buildings to lively markets and a strong food culture. Best of all, there's a wide variety of accommodation to host you.

By the seaside, stay in spacious well-furnished beach houses, or rent a modern condominium. Inland, there's plenty of fine houses and apartments to suit groups and families. No matter the location, Portland offers many amenities and conveniences to make your stay smooth and enjoyable.

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Save up to 66%

Best Vacation Home Deals in Portland

Condo Portland
Nov 21 - Nov 28
-32%
$895
$608 per night
Condo ∙ 4 guests ∙ 2 bedrooms
Condo in Waterfront District + Amazing Views
5.0
"Excellent" (228 ratings)
Portland, Cumberland County, Maine, United States
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Apartment Portland
Nov 22 - Nov 29
-66%
$540
$186 per night
Apartment ∙ 10 guests ∙ 3 bedrooms
Rental Apartment in East End + Spectacular Views + Close to Beach
4.9
"Excellent" (106 ratings)
Portland, Cumberland County, Maine, United States
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Apartment Portland
Nov 22 - Nov 29
-44%
$236
$133 per night
Apartment ∙ 3 guests ∙ 1 bedroom
Apartment in East End + Peaceful View
4.8
"Excellent" (90 ratings)
Portland, Cumberland County, Maine, United States
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Book a welcoming vacation rental for as little as $135 per night by exploring the 1,023 options listed in Portland. By comparing these vacation rentals, HomeToGo features the most economical offers as well as the most popular vacation homes in Portland.

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Top-Rated Rentals and Accommodations in Portland

Apartment Portland
Nov 22 - Nov 29
$212 per night
Apartment ∙ 5 guests ∙ 2 bedrooms
Rental Apartment in East End
5.0
"Excellent" (137 ratings)
Portland, Cumberland County, Maine, United States
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Cottage Portland
Apr 10 - Apr 17
$300 per night
Cottage ∙ 6 guests ∙ 3 bedrooms
Cottage in Peaks Island with Grill & Yard
5.0
"Excellent" (59 ratings)
Portland, Cumberland County, Maine, United States
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House Portland
Feb 17 - Feb 24
-48%
$401
$211 per night
House ∙ 8 guests ∙ 3 bedrooms
Vacation Home in Peaks Island with Warm Fireplace + Unobstructed Views
4.6
"Outstanding" (47 ratings)
Portland, Cumberland County, Maine, United States
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Recommended Vacation Rentals in Portland

Find your perfect vacation rental in Portland: from $135 per night

House Portland
Nov 21 - Nov 28
$857 per night
House ∙ 14 guests ∙ 6 bedrooms
House in East Deering with On-Site Parking + Water Views
5.0
"Excellent" (66 ratings)
Portland, Cumberland County, Maine, United States
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Apartment Portland
Apr 10 - Apr 17
$205 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
Rental Apartment in West End with Yard
4.8
"Excellent" (86 ratings)
Portland, Cumberland County, Maine, United States
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House Portland
Apr 1 - Apr 8
-32%
$596
$405 per night
House ∙ 4 guests ∙ 3 bedrooms
Vacation Home in Peaks Island with Grill & Yard + Island View
4.9
"Excellent" (86 ratings)
Portland, Cumberland County, Maine, United States
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Apartment Portland
Nov 21 - Nov 28
-38%
$798
$496 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
Charming Rental Apartment in Downtown with Complimentary Parking + Unrivaled View
5.0
"Excellent" (227 ratings)
Portland, Cumberland County, Maine, United States
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House Portland
Mar 25 - Apr 1
-47%
$265
$172 per night
House ∙ 6 guests ∙ 2 bedrooms
Vacation Home in East Deering with Grill & Yard + Beautiful View
4.8
"Excellent" (82 ratings)
Portland, Cumberland County, Maine, United States
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Apartment Portland
Dec 9 - Dec 16
-54%
$712
$329 per night
Apartment ∙ 9 guests ∙ 4 bedrooms
Rental Apartment in East End with Yard + Beach Nearby
5.0
"Excellent" (27 ratings)
Portland, Cumberland County, Maine, United States
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Apartment Portland
Mar 25 - Apr 1
-60%
$520
$240 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
Rental Apartment in East End + Great View
4.9
"Excellent" (34 ratings)
Portland, Cumberland County, Maine, United States
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House Portland
Dec 9 - Dec 16
$325 per night
House ∙ 4 guests ∙ 2 bedrooms
House in East End with Grill
5.0
"Excellent" (16 ratings)
Portland, Cumberland County, Maine, United States
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Apartment Portland
Oct 11 - Oct 18
$357 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
Modern Rental Apartment in East End with Grill & Yard + Gorgeous View
4.9
"Excellent" (29 ratings)
Portland, Cumberland County, Maine, United States
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Find Fantastic yet Inexpensive Offers

Budget-friendly Vacation Rentals in Portland

House Portland
Sep 23 - Sep 30
-27%
$273
$199 per night
House ∙ 4 guests ∙ 1 bedroom
House in Peaks Island with Grill & Yard
5.0
"Excellent" (47 ratings)
Portland, Cumberland County, Maine, United States
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Apartment Portland
Nov 21 - Nov 28
-23%
$334
$256 per night
Apartment ∙ 5 guests ∙ 2 bedrooms
Rental Apartment in East End with Grill & Yard + Amazing Views
4.9
"Excellent" (85 ratings)
Portland, Cumberland County, Maine, United States
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House Portland
Apr 7 - Apr 14
-33%
$371
$248 per night
House ∙ 6 guests ∙ 2 bedrooms
House in East End with Yard & Grill
5.0
"Excellent" (58 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.

Condo Internet Portland
Feb 10 - Feb 17
-43%
$895
$515 per night
Condo ∙ 4 guests ∙ 2 bedrooms
Condo in Downtown + Degree Views
5.0
"Excellent" (162 ratings)
Portland, Cumberland County, Maine, United States
Internet
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House Internet Portland
Sep 23 - Sep 30
-23%
$258
$199 per night
House ∙ 4 guests ∙ 1 bedroom
House in Peaks Island with Grill & Yard
5.0
"Excellent" (47 ratings)
Portland, Cumberland County, Maine, United States
Internet
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Apartment Internet Portland
Apr 1 - Apr 8
$205 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
Rental Apartment in West End with Yard
4.8
"Excellent" (86 ratings)
Portland, Cumberland County, Maine, United States
Internet
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Apartments and vacation rentals with a kitchen

Cook up a feast on your next vacation and book a Portland rental with full kitchen.

House Kitchen Portland
Dec 2 - Dec 9
$858 per night
House ∙ 14 guests ∙ 6 bedrooms
House in East Deering with On-Site Parking + Water Views
5.0
"Excellent" (66 ratings)
Portland, Cumberland County, Maine, United States
Kitchen
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House Kitchen Portland
Feb 17 - Feb 24
-39%
$346
$211 per night
House ∙ 8 guests ∙ 3 bedrooms
Vacation Home in Peaks Island with Warm Fireplace + Unobstructed Views
4.6
"Outstanding" (47 ratings)
Portland, Cumberland County, Maine, United States
Kitchen
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Cottage Kitchen Portland
Apr 1 - Apr 8
$300 per night
Cottage ∙ 6 guests ∙ 3 bedrooms
Cottage in Peaks Island with Grill & Yard
5.0
"Excellent" (59 ratings)
Portland, Cumberland County, Maine, United States
Kitchen
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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.

House Air conditioning Portland
Apr 7 - Apr 14
-33%
$370
$247 per night
House ∙ 6 guests ∙ 2 bedrooms
House in East End with Yard & Grill
5.0
"Excellent" (58 ratings)
Portland, Cumberland County, Maine, United States
Air conditioning
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Apartment Air conditioning Portland
Jun 13 - Jun 20
-30%
$647
$455 per night
Apartment ∙ 2 guests ∙ 1 bedroom
Whole Apartment in East End + City Views
5.0
"Excellent" (24 ratings)
Portland, Cumberland County, Maine, United States
Air conditioning
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Apartment Air conditioning Portland
Oct 11 - Oct 18
-17%
$540
$450 per night
Apartment ∙ 10 guests ∙ 3 bedrooms
Rental Apartment in East End + Spectacular Views + Close to Beach
4.9
"Excellent" (106 ratings)
Portland, Cumberland County, Maine, United States
Air conditioning
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Popular Rental Amenities in Portland

  • Internet (990)
  • Air conditioning (897)
  • TV (895)
  • No smoking (697)
  • Microwave (568)
  • No pets (522)
  • Kitchen (434)
  • Pool (310)
  • Washer (305)
  • Yard (287)
  • Dishwasher (260)
  • Crib (219)

Listed above are the most preferred filters in Portland and the number of vacation rentals that provide them. Portland is the right destination to look for a rental if you need internet access during your vacation or you want to tune out with some TV time, as the most common features are "Internet" and "Air conditioning." Plan your vacation in advance if you want a rental with a jacuzzi or you want a rental with a jacuzzi. There are just 21 listed accommodations with "Fenced" and 21 properties including "Hot tub."

The Weather in Portland

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- Rainy days

You can see our climate diagram above. July is the warmest month in Portland with average maximum temperatures of 79°. No heat wave is expected in January, where minimum average temperatures usally hit a 11° low. The rainiest month is November while the driest month is September.

7-Day Weather Forecast in Portland

Tue, 21 Mar
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Wed, 22 Mar
42°
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Thu, 23 Mar
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Fri, 24 Mar
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Sat, 25 Mar
41°
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90%

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Sun, 26 Mar
42°
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Mon, 27 Mar
46°
35°

0%

1 h

9 mi/h

Accommodations for your vacation in Portland

165 of the 1,025 listed accommodations in Portland are house rental. They account for one-third of the properties in this destination (37.67%). In addition, house rental in Portland have an average price of $787 per night and an average size of 156 m². Moreover, these properties are ideal if you're going in a group of 6, it represents the average number of guests house rental can accommodate in Portland. You can also consider other types of accommodation in Portland. Apartment rental are, for example, another popular type of accommodation in this destination, with 135 properties to compare. The average size of apartment rental in Portland is 104 m², and the average price is $609 a night.
Where to find the best food in Portland?

The 10 Best Places to Eat in Maine That Foodies Will Love

Portland has a food culture that guests will love, with some of the best restaurants in the US. The options are abundant, whether the focus on the local seafood or international cuisine.

1. Central Provisions: Sample decadent small plates of tuna, suckling pig, cheese, oysters, and fish prepared by detail-oriented chefs.

2. Eventide Oyster Co.: At this oyster bar, fill up on local oysters, lobsters, ceviche, and other New England-centric dishes.

3. Fore Street Restaurant: Fore Street is known for its upscale, typical American fare. The menu changes daily, with selections such as wood oven-roasted seafood and artisan-quality desserts.

4. Emilitsa: Traditional Greek food is the focus here, with a variety of small and large plates using fresh local ingredients.

5. Empire Chinese Kitchen: This combined restaurant and music hall offers delicious Chinese dishes, especially its dim sum.

6 . The Honey Paw: Grab tasty noodles and local craft beer at this eatery known for its Asian fusion cuisine.

7. Boda: Thai food lovers should check out the exquisite veggie skewers and meat here.

8. Evo Kitchen + Bar: This stylish venue serves modern takes on Middle Eastern and Mediterranean food. There's an open kitchen for curious diners to watch.

9. Piccolo: Book a table at this cozy bistro, and savor southern and central Italian dishes and wines.

10. Street & Co: Scrumptious seafood preparations are the house specialties here, located in a cobblestoned alley.

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.

What are the best events and festivals in Portland?

5 Important Annual Events in Portland, Maine

1. Pride Portland!

One of Portland's most interesting annual events is this 10-day festival celebrating the local LGBTQ community, including a parade through town.

2. Maine Restaurant Week

This is an event that dining aficionados can't miss, where you can dine at some of Portland's best restaurants offering multi-course menus at attractive prices.

3. Maine Lobster Festival

This celebration is held every August at Rockland’s Harbor Park, northeast of Portland. Enjoy fresh Maine lobster and a variety of events, including a seafood cooking contest, wine tasting, arts and crafts, and the Big Parade.

4. Summer Kickoff Weekend

This weekend-long event is a great start to summer, including its Square Hop with live concerts in city parks, a waterfront walking tour, and events highlighting local businesses.

5. Bug Light Park Kite Festival

Fly a kite, attend crafting workshops, enjoy a fundraiser barbecue, and watch the sky fill up with colorful flying creations. This fun-filled, family-friendly event is a must-do activity on the third weekend every May.

What are the must-see attractions in Portland?

3 Great Tours in Portland, Maine

1. The Maine Brew Bus

Craft beer is a local favorite, so don't forget to book a brewery tour with these folks. Hop in one of the green brew buses for one of many great tour options. You’ll stop at local breweries and distilleries, where you can chat with the brewmasters and sample different ales and lagers.

2. City Walking Tour

Experienced tour guides provide valuable insights on the history and culture of both Portland and Maine, showing you where the most notable sights are, including top dining and shopping areas. Walk along the Old Port, visit historic mansions, or climb up the hill to the Portland Observatory.

3. Lighthouse Tour

Maine is also known for its pretty coastline and lovely lighthouses, six of which are located in Portland. Arrange a lighthouse tour to admire these amazing beacons, including the Portland Head Light and Ram Island Light.

Information about vacation rentals in Portland

🏡 Vacation rentals 1,025 properties
💳 Possible discounts up to 80%
🌙 Nightly prices starting at $127
⭐ Popular amenities Internet, Air conditioning and TV
🐾 Pet friendly accommodations 209 properties
🏊 Vacation rentals with pools 344 properties

Frequently Asked Questions

What is the price per night for a vacation rental in Portland?

The average accommodation in Portland is priced at $127 per night. If you’re interested in a house rental, the average price is $787 per night. A apartment rental Portland will cost $609 per night on average.

How many vacation rentals are available for booking in Portland?

There are 1,025 vacation rentals available for booking for your next trip.

What amenities are most popular for vacation rentals in Portland?

Travelers look for Air conditioning, Internet, and TV when booking a vacation rental in Portland.

How many vacation homes with a pool are in Portland?

Portland has 344 Hotel room and Apartment rentals on offer to rent.

Are pets allowed in vacation homes in Portland?

If you are traveling with a dog in Portland - 19% of vacation homes are pet-friendly.

What's the best time to travel to Portland?

July and August are the warmest months in Portland with temperatures around 79 °F. The coldest months in Portland are January and February, with 11 °F on average.

We list offers from thousands of providers, including:

Booking.com Vacation Rentals in Portland TripAdvisor Vacation Rentals in Portland Vrbo Vacation Rentals in Portland VacationRentals.com Vacation Rentals in Portland HouseTrip Vacation Rentals in Portland FlipKey Vacation Rentals in Portland Homestay.com Vacation Rentals in Portland Only-apartments Vacation Rentals in Portland Interhome Vacation Rentals in Portland Novasol Vacation Rentals in Portland HomeEscape Vacation Rentals in Portland

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