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

Vacation Rentals in Portland

Find 931 available offers from 6 partners
Portland
Anytime
Guests

Choose the perfect vacation rental

Price per night
Up to $100
$100 - $199
From $200
Accommodation types
Condo
House
Apartment
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 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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Best Vacation Home Deals in Portland

Save up to 57%

House Portland
Mar 30 - Apr 6
-57%
$603
$258 per night
House ∙ 6 guests ∙ 3 bedrooms
Vacation Home in West End with Grill & Yard
4.4
Very good (25 ratings)
Portland, Cumberland County, Maine, United States
Details
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Apartment Portland
Mar 2 - Mar 9
-22%
$220
$172 per night
Apartment ∙ 5 guests ∙ 1 bedroom
Apartment in Parkside with Yard & Grill + Water Views
5.0
Outstanding (2 ratings)
Portland, Cumberland County, Maine, United States
Details
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House Portland
Mar 24 - Mar 31
-57%
$350
$150 per night
House ∙ 6 guests ∙ 2 bedrooms
Vacation Home in Peaks Island with Yard & Grill
5.0
Outstanding (63 ratings)
Portland, Cumberland County, Maine, United States
Details
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Book a welcoming vacation rental for as little as $80 per night by exploring the 931 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.

Top-Rated Rentals and Accommodations in Portland

Book Vacation Rental Offers with the Highest User Rating

Cottage Portland
Sep 14 - Sep 21
$200 per night
Cottage ∙ 6 guests ∙ 3 bedrooms
Pleasant Cottage in Peaks Island with Grill & Yard
4.9
Outstanding (85 ratings)
Portland, Cumberland County, Maine, United States
Details
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Apartment Portland
Sep 14 - Sep 21
$275 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
Apartment in Deering Center
5.0
Outstanding (13 ratings)
Portland, Cumberland County, Maine, United States
Details
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Apartment Portland
Jun 1 - Jun 8
-33%
$120
$80 per night
Apartment ∙ 3 guests ∙ 1 bedroom
Apartment in East End with Yard
4.9
Outstanding (12 ratings)
Portland, Cumberland County, Maine, United States
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Recommended Vacation Rentals in Portland

Find your perfect vacation rental in Portland: from $133 per night

Condo Portland
Nov 11 - Nov 18
$160 per night
Condo ∙ 4 guests ∙ 1 bedroom
Beautiful Condo in East Bayside
4.5
Excellent
Portland, Cumberland County, Maine, United States
Details
Vacasa
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House Portland
Mar 2 - Mar 9
-61%
$460
$179 per night
House ∙ 7 guests ∙ 3 bedrooms
Entire House in North Deering with Extra Parking
5.0
Outstanding (2 ratings)
Portland, Cumberland County, Maine, United States
Details
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House Portland
Dec 9 - Dec 16
$198 per night
House ∙ 4 guests ∙ 1 bedroom
House in East Bayside
4.7
Excellent (39 ratings)
Portland, Cumberland County, Maine, United States
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House Portland
Jun 15 - Jun 22
$500 per night
House ∙ 6 guests ∙ 5 bedrooms
House in Peaks Island with Yard & Grill + Ocean Views
4.8
Outstanding (39 ratings)
Portland, Cumberland County, Maine, United States
Details
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Cottage Portland
Sep 29 - Oct 6
$604 per night
Cottage ∙ 8 guests ∙ 4 bedrooms
Family Friendly Entire Cottage in Peaks Island with Yard & Grill + Water Views
4.9
Outstanding (36 ratings)
Portland, Cumberland County, Maine, United States
Details
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Condo Portland
Nov 11 - Nov 18
-62%
$441
$166 per night
Condo ∙ 8 guests ∙ 3 bedrooms
Wonderful Condo in Portland with Yard
4.9
Outstanding (96 ratings)
Portland, Cumberland County, Maine, United States
Details
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Apartment Portland
Mar 2 - Mar 9
-47%
$322
$172 per night
Apartment ∙ 6 guests ∙ 2 bedrooms
Apartment in Oakdale
5.0
Outstanding (33 ratings)
Portland, Cumberland County, Maine, United States
Details
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Apartment Portland
Dec 9 - Dec 16
-74%
$355
$92 per night
Apartment ∙ 2 guests ∙ 1 bedroom
Apartment in West End
3.5
Good
Portland, Cumberland County, Maine, United States
Details
Vacasa
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Apartment Portland
Nov 25 - Dec 2
-27%
$580
$423 per night
Apartment ∙ 8 guests ∙ 4 bedrooms
Apartment in West Bayside with Free Parking
4.9
Outstanding (11 ratings)
Portland, Cumberland County, Maine, United States
Details
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Budget-friendly Vacation Rentals in Portland

Find Fantastic yet Inexpensive Offers

Cottage Portland
Oct 21 - Oct 28
$350 per night
Cottage ∙ 6 guests ∙ 4 bedrooms
Beautiful Cottage in Peaks Island with Grill + Ocean View
5.0
Outstanding (3 ratings)
Portland, Cumberland County, Maine, United States
Details
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House Portland
Jun 15 - Jun 22
-44%
$980
$550 per night
House ∙ 6 guests ∙ 2 bedrooms
House in Peaks Island
5.0
Outstanding (2 ratings)
Portland, Cumberland County, Maine, United States
Details
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Apartment Portland
Sep 14 - Sep 21
$1,259 per night
Apartment ∙ 12 guests ∙ 1 bedroom
Apartment in East Bayside
4.8
Outstanding (17 ratings)
Portland, Cumberland County, Maine, United States
Details
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Vacation rentals with Wi-Fi

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

House  Portland
Oct 13 - Oct 20
-39%
$260
$158 per night
House ∙ 4 guests ∙ 1 bedroom
House in Old Orchard Beach
4.5
Excellent (24 ratings)
Portland, Cumberland County, Maine, United States
Internet
Details
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Cottage  Portland
Jun 1 - Jun 8
$115 per night
Cottage ∙ 3 guests ∙ 1 bedroom
Pleasant Cottage in Harpswell with Grill & Yard + Spectacular Views
4.8
Outstanding (124 ratings)
Portland, Cumberland County, Maine, United States
Internet
Details
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House  Portland
Mar 9 - Mar 16
$821 per night
House ∙ 8 guests ∙ 4 bedrooms
House in Old Orchard Beach with Yard & Grill + Ocean Views + Next to Beach
4.5
Excellent (24 ratings)
Portland, Cumberland County, Maine, United States
Internet
Details
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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.

Condo  Portland
Mar 16 - Mar 23
-55%
$890
$404 per night
Condo ∙ 4 guests ∙ 2 bedrooms
Condo in Downtown + Degree Views
5.0
Outstanding (180 ratings)
Portland, Cumberland County, Maine, United States
Kitchen
Details
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House  Portland
May 24 - May 31
$258 per night
House ∙ 6 guests ∙ 2 bedrooms
Vacation Home in East Deering with Grill & Yard + Beautiful View
4.9
Outstanding (89 ratings)
Portland, Cumberland County, Maine, United States
Kitchen
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Apartment  Portland
Dec 9 - Dec 16
-44%
$489
$273 per night
Apartment ∙ 8 guests ∙ 3 bedrooms
Rental Apartment in Parkside
4.8
Outstanding (36 ratings)
Portland, Cumberland County, Maine, United States
Kitchen
Details
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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.

Apartment  Portland
Feb 10 - Feb 17
-51%
$795
$391 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
Rental Apartment in Downtown with Complementary Parking + Unrivaled View
5.0
Outstanding (219 ratings)
Portland, Cumberland County, Maine, United States
Air conditioning
Details
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Apartment  Portland
Mar 23 - Mar 30
-62%
$377
$142 per night
Apartment ∙ 2 guests ∙ 1 bedroom
Rental Apartment in West End
Portland, Cumberland County, Maine, United States
Air conditioning
Details
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Apartment  Portland
Dec 9 - Dec 16
$275 per night
Apartment ∙ 2 guests ∙ 1 bedroom
Rental Apartment in East End + Unparalleled Views
4.9
Outstanding (64 ratings)
Portland, Cumberland County, Maine, United States
Air conditioning
Details
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Popular Rental Amenities in Portland

  • Pet-friendly (189)
  • WiFi (905)
  • Pool (291)
  • Kitchen (364)
  • TV (815)
  • Air conditioning (819)
  • Parking (110)
  • Washing machine (392)
  • Balcony/patio (183)
  • Hot tub (58)
  • No smoking (607)
  • Fireplace (222)

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 bring your pet everywhere or you can't imagine a vacation without internet, as the most common features are "Pets allowed" and "Internet." Plan your vacation in advance if you love sweating the stress away in saunas or you want a rental providing a crib. There are just 25 listed accommodations with "Sauna" and 204 properties including "Crib."

The Weather in Portland

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51°
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70°
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10 days 10
Jan.
Feb.
Mar.
Apr.
May
June
July
Aug.
Sep.
Oct.
Nov.
Dec.
- 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, 26 Sep
62°
51°

0%

5 h

6 mi/h

Wed, 27 Sep
64°
53°

0%

6 h

5 mi/h

Thu, 28 Sep
66°
55°

0%

5 h

5 mi/h

Fri, 29 Sep
68°
55°

0%

6 h

6 mi/h

Sat, 30 Sep
64°
53°

0%

7 h

4 mi/h

Sun, 1 Oct
71°
55°

0%

11 h

10 mi/h

Mon, 2 Oct
64°
51°

0%

11 h

9 mi/h

Accommodations for your vacation in Portland

125 of the 935 listed accommodations in Portland are house rental. They account for one-third of the properties in this destination (37.76%). In addition, house rental in Portland have an average price of $739 per night and an average size of 146 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 102 properties to compare. The average size of apartment rental in Portland is 93 m², and the average price is $513 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 available 935 homes
💳 Possible discounts up to 55%
🌙 Nightly prices starting at $133
⭐ Popular amenities Pets allowed, Internet and Pool
🐾 Pet friendly homes 178 homes
🏊 Vacation rentals with pools 282 homes

Frequently Asked Questions

What is the average nightly price for a vacation rental in Portland?

The price of a night's stay in Portland starts at $133. If you would like to stay in a house rental, the average price is $739 per night. A apartment rental Portland will cost on average $513 per night.

How many vacation rentals are available for booking in Portland?

Currently there are 935 rentals from 6 different providers in Portland.

What are the most popular amenities for vacation rentals in Portland?

If you're looking to book a vacation rental in Portland, others search for accommodation with Pets allowed, Internet and Pool.

How many vacation homes with pools are in Portland?

Choose from 282 vacation rentals available in Portland for renting.

Are pets allowed in vacation homes in Portland?

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

What's the best month to travel to Portland?

Portland has its warmest time of year in July and August, with average prices of $133 per night.

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