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

Vacation Rentals in Portland

Find 955 available offers from 14 partners
Portland
Anytime
Guests
Portland
Anytime
Guests

Popular Filters to find the Perfect Home Rental in Portland

2 Adults
1 Bedroom
Pool
House
Pets allowed
4 Adults
Cabin

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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Vacation rentals and apartments with air conditioning

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

House  Portland
Nov 5 - Nov 12
$386 per night
House ∙ 8 guests ∙ 2 bedrooms

House in East Bayside

4.5
Excellent (22 ratings)
Portland, Cumberland County, Maine, United States
Air conditioning
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Apartment  Portland
Jun 23 - Jun 30
$275 per night
Apartment ∙ 6 guests ∙ 2 bedrooms

Apartment in Parkside with Open Parking + 180-Degree View

4.1
Very good (7 ratings)
Portland, Cumberland County, Maine, United States
Air conditioning
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House  Portland
May 10 - May 17
-50%
$850
$425 per night
House ∙ 5 guests ∙ 3 bedrooms

Vacation Home in Peaks Island with Grill, Yard & Patio + Island View

4.9
Outstanding (108 ratings)
Portland, Cumberland County, Maine, United States
Air conditioning
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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  Portland
Aug 17 - Aug 24
$689 per night
House ∙ 6 guests ∙ 3 bedrooms

Wonderful House in Back Cove with Grill, Yard & Patio

5.0
Outstanding (18 ratings)
Portland, Cumberland County, Maine, United States
Kitchen
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Apartment  Portland
Nov 5 - Nov 12
$411 per night
Apartment ∙ 4 guests ∙ 2 bedrooms

Rental Apartment in Downtown with Complementary Parking + Unrivaled View

5.0
Outstanding (243 ratings)
Portland, Cumberland County, Maine, United States
Kitchen
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Apartment  Portland
Aug 17 - Aug 24
$225 per night
Apartment ∙ 3 guests ∙ 1 bedroom

Wonderful Rental Apartment in Parkside

4.6
Excellent (74 ratings)
Portland, Cumberland County, Maine, United States
Kitchen
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Vacation rentals with Wi-Fi

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

House  Portland
Nov 5 - Nov 12
-40%
$371
$221 per night
House ∙ 8 guests ∙ 3 bedrooms

Vacation Home in Peaks Island with Warm Fireplace + Unobstructed Views

4.6
Excellent (48 ratings)
Portland, Cumberland County, Maine, United States
Internet
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House  Portland
Sep 7 - Sep 14
$360 per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation Home in West End with Grill, Yard & Patio

4.4
Very good (27 ratings)
Portland, Cumberland County, Maine, United States
Internet
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Apartment  Portland
Oct 6 - Oct 13
$230 per night
Apartment ∙ 4 guests ∙ 2 bedrooms

Rental Apartment in West End with Yard

4.9
Outstanding (89 ratings)
Portland, Cumberland County, Maine, United States
Internet
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Best Vacation Home Deals in Portland

Save up to 65%

Cottage Portland
May 14 - May 21
-41%
$1,078
$633 per night
Cottage ∙ 12 guests ∙ 3 bedrooms

Charming Cottage in Peaks Island with Yard & Patio + Water Views

4.9
Outstanding (29 ratings)
Portland, Cumberland County, Maine, United States
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House Portland
May 7 - May 14
-65%
$429
$151 per night
House ∙ 6 guests ∙ 2 bedrooms

Vacation Home in West End with Patio & Yard

4.3
Very good (60 ratings)
Portland, Cumberland County, Maine, United States
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Apartment Portland
Sep 14 - Sep 21
-35%
$389
$254 per night
Apartment ∙ 6 guests ∙ 2 bedrooms

Apartment in Oakdale with Patio

5.0
Outstanding (39 ratings)
Portland, Cumberland County, Maine, United States
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Book a welcoming vacation rental for as little as $144 per night by exploring the 955 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.

Recommended Vacation Rentals in Portland

Find your perfect vacation rental in Portland: from $144 per night

Cottage Portland
Jun 1 - Jun 8
$439 per night
Cottage ∙ 8 guests ∙ 3 bedrooms

Handicap Friendly Sunny Cottage in Peaks Island with Yard, Patio & Grill + Ocean View

4.9
Outstanding (32 ratings)
Portland, Cumberland County, Maine, United States
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House Portland
Jul 13 - Jul 20
$525 per night
House ∙ 7 guests ∙ 3 bedrooms

House in Peaks Island with Grill, Patio & Yard + Beautiful View

Portland, Cumberland County, Maine, United States
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House Portland
Nov 5 - Nov 12
$258 per night
House ∙ 6 guests ∙ 2 bedrooms

Vacation Home in East Deering with Grill, Yard & Patio + Beautiful View

4.9
Outstanding (93 ratings)
Portland, Cumberland County, Maine, United States
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House Portland
Jul 13 - Jul 20
$270 per night
House ∙ 8 guests ∙ 3 bedrooms

House in Peaks Island with Yard, Grill & Patio

4.8
Outstanding (65 ratings)
Portland, Cumberland County, Maine, United States
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Cottage Portland
May 10 - May 17
$550 per night
Cottage ∙ 10 guests ∙ 5 bedrooms

Cottage in Portland with Grill & Yard + Scenic Views

Portland, Cumberland County, Maine, United States
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House Portland
May 4 - May 11
$585 per night
House ∙ 12 guests ∙ 4 bedrooms

Vacation Home in Peaks Island with Grill, Yard & Patio

5.0
Outstanding (33 ratings)
Portland, Cumberland County, Maine, United States
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Cottage Portland
Oct 5 - Oct 12
$207 per night
Cottage ∙ 6 guests ∙ 3 bedrooms

Pleasant Cottage in Peaks Island with Grill, Patio & Yard

4.9
Outstanding (105 ratings)
Portland, Cumberland County, Maine, United States
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Cottage Portland
Aug 31 - Sep 7
$404 per night
Cottage ∙ 6 guests ∙ 3 bedrooms

Nice Cottage in Peaks Island with Patio, Yard & Grill + Degree Views

4.9
Outstanding (21 ratings)
Portland, Cumberland County, Maine, United States
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House Portland
Jun 23 - Jun 30
$399 per night
House ∙ 8 guests ∙ 4 bedrooms

Rental Vacation Home in Portland with Patio, Yard & Grill + Grand View

5.0
Outstanding (27 ratings)
Portland, Cumberland County, Maine, United States
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Budget-friendly Vacation Rentals in Portland

Find Fantastic yet Inexpensive Offers

Apartment Portland
Aug 31 - Sep 7
$357 per night
Apartment ∙ 8 guests ∙ 3 bedrooms

Charming Rental Apartment in East End with Patio, Grill & Yard

4.8
Outstanding (125 ratings)
Portland, Cumberland County, Maine, United States
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House Portland
Oct 6 - Oct 13
$270 per night
House ∙ 5 guests ∙ 3 bedrooms

House in West End with Easy Parking

5.0
Outstanding (141 ratings)
Portland, Cumberland County, Maine, United States
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House Portland
Aug 31 - Sep 7
$585 per night
House ∙ 10 guests ∙ 5 bedrooms

Vacation Home in Portland with Yard, Patio & Grill + Sweeping Views

5.0
Outstanding (24 ratings)
Portland, Cumberland County, Maine, United States
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Top-Rated Rentals and Accommodations in Portland

Book Vacation Rental Offers with the Highest User Rating

Apartment Portland
Aug 30 - Sep 6
$598 per night
Apartment ∙ 5 guests ∙ 2 bedrooms

Private Apartment in East End with Yard + City Views

4.9
Outstanding (16 ratings)
Portland, Cumberland County, Maine, United States
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House Portland
Aug 31 - Sep 7
$412 per night
House ∙ 6 guests ∙ 2 bedrooms

House in East End with Yard & Grill

5.0
Outstanding (77 ratings)
Portland, Cumberland County, Maine, United States
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Apartment Portland
Aug 17 - Aug 24
$387 per night
Apartment ∙ 5 guests ∙ 2 bedrooms

Rental Apartment in East End with Grill, Patio & Yard + Amazing Views

4.9
Outstanding (91 ratings)
Portland, Cumberland County, Maine, United States
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Popular Rental Amenities in Portland

  • Pet-friendly (184)
  • WiFi (927)
  • Pool (284)
  • Kitchen (378)
  • TV (839)
  • Air conditioning (867)
  • Parking (100)
  • Washing machine (427)
  • Balcony/patio (291)
  • Hot tub (60)
  • No smoking (933)
  • Fireplace (332)

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 are looking for a pet-friendly rental or you need internet access during your vacation, as the most common features are "Pets allowed" and "Internet." Plan your vacation in advance if you want to sweat it out in a sauna or you want a rental providing a crib. There are just 46 listed accommodations with "Sauna" and 243 properties including "Crib."

The Weather in Portland

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Jan.
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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

Sun, 14 Apr
51°
44°

65%

1 h

6 mi/h

Mon, 15 Apr
50°
46°

35%

3 h

6 mi/h

Tue, 16 Apr
60°
53°

0%

4 h

9 mi/h

Wed, 17 Apr
53°
48°

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4 h

7 mi/h

Thu, 18 Apr
48°
42°

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8 mi/h

Fri, 19 Apr
50°
44°

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9 mi/h

Sat, 20 Apr
51°
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1 h

12 mi/h

Accommodations for your vacation in Portland

105 of the 955 listed accommodations in Portland are apartment rental. They account for one-third of the properties in this destination (31.25%). In addition, apartment rental in Portland have an average price of $541 per night and an average size of 106 m². Moreover, these properties are ideal if you're going in a group of 5, it represents the average number of guests apartment rental can accommodate in Portland. You can also consider other types of accommodation in Portland. House rental are, for example, another popular type of accommodation in this destination, with 98 properties to compare. The average size of house rental in Portland is 152 m², and the average price is $675 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 955 rentals
💳 Possible discounts up to 49%
🌙 Nightly prices starting at $144
⭐ Popular amenities Pets allowed, Internet and Pool
🐾 Pet friendly homes 190 homes
🏊 Vacation rentals with pools 284 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 $144. If you would like to stay in a apartment rental, the average price is $541 per night. A house rental Portland will cost on average $675 per night.

How many vacation rentals are available for booking in Portland?

Currently there are 955 rentals from 14 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 284 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 - 20% 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 $144 per night.

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