Portland, ME Short term rentals

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Portland, ME short term rentals
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Best Short term and Weekly rentals in Portland, ME

Willard By The Sea - 30 Ft To The Beach- 2nd Floor - Portland, ME
9.9 57 reviews
Portland, ME
06/26 – 06/28
$692/nighttotal: $1384 (2 )

Willard By The Sea - 30 Ft To The Beach- 2nd Floor

1 1
apartment, South Portland
This South Portland apartment rental boasts stunning Willard Beach ocean views, just 30 feet from the sand and within a 5-7 minute drive of downtown Portland's attractions and restaurants, offering proximity to Spring Point Lighthouse.
The two-bedroom, one-bathroom unit sleeps four (with an option for a second unit accommodating up to eight), features a fully equipped kitchen, in-unit laundry, outdoor grill, and is conveniently located near Willard Beach's shops and eateries.
Yearround Cottage On Peaks Island - Portland, ME
9.6 7 reviews
Portland, ME
09/21 – 09/24
$270/nighttotal: $810 (3 )

Yearround Cottage On Peaks Island

2 2
cabin, Portland
This Peaks Island cottage, a 10-minute walk from the ocean and a 35-minute walk from the ferry terminal, offers a peaceful retreat near Portland, Maine, with easy access to Thompson's Point and the Umbrella Cover Museum.
The one-bedroom, one-bathroom getaway sleeps five, featuring a full kitchen, washer/dryer, dedicated office space, and proximity to hiking, snowshoeing, cross-country skiing, and Casco Bay.
Back Cove 2 Bedroom Condo - Portland, ME
9.3 435 reviews
Portland, ME
06/27 – 06/29
$591/nighttotal: $1182 (2 )

Back Cove 2 Bedroom Condo

2 4
apartment, Portland
This apartment is located in Portland's Back Cove neighborhood, just a short walk from the Back Bay, Baxter Boulevard, and the Old Port. The area offers a peaceful setting near historic landmarks and scenic views. This property has received excellent ratings for location, cleanliness, and user experience.
The apartment has two bedrooms and one bathroom, comfortably accommodating up to four guests. It includes a well-equipped kitchen, a private garden, a patio, and a fire pit, perfect for relaxing or entertaining.
Portland 2 Bedroom - Convenient, Easy - Portland, ME
9.3 50 reviews
Portland, ME
07/16 – 07/19
$362/nighttotal: $1086 (3 )

Portland 2 Bedroom - Convenient, Easy

1 2
apartment, Portland
This two-bedroom Portland apartment is ideally located two miles from Portland's Old Port, a six-minute drive offering easy highway access.
This rental features a full kitchen, in-unit laundry, two off-street parking spots, a private entertainment room with a Smart TV, and accommodates up to four guests.
Lovely 3br In The Heart Of Portland W Parking - Portland, ME
10 6 reviews
Portland, ME
07/16 – 07/25
$759/nighttotal: $6831 (9 )

Lovely 3br In The Heart Of Portland W Parking

1 3
apartment, Portland
This three-bedroom Portland, Maine apartment is located in the Oakdale neighborhood, offering easy access to downtown Portland, restaurants, and parks, with proximity to Maine beaches (exact distance unspecified).
The 3-bedroom, 1-bathroom unit sleeps six guests comfortably and includes a kitchen, air conditioning, parking, and internet access; nearby attractions include downtown Portland and various parks.
Hot Tub + Space + Games | @Palatial In Portland - Portland, ME
9.9 142 reviews
Portland, ME
07/24 – 07/26
$6134/nighttotal: $12268 (2 )

Hot Tub + Space + Games | @Palatial In Portland

8 8
apartment, Portland
This Portland apartment is located in a quiet, safe neighborhood just 1.4 miles from the Old Port, a popular area in Portland. It has excellent user, location, and cleanliness ratings. This unique multi-family setup is actually three separate apartments within one building, accommodating up to 16 guests. The apartment offers four living rooms, two kitchens, a game room, separate entrances, laundry facilities, and free on-street parking.
Quaint West End Flat, 1 Bedroom, Lots Of Character - Portland, ME
9.8 364 reviews
Portland, ME
09/26 – 10/03
$202/nighttotal: $1414 (7 )

Quaint West End Flat, 1 Bedroom, Lots Of Character

1 2
apartment, Portland
This West End Portland apartment is conveniently located one mile from the Old Port and a short walk from the Western Promenade and local restaurants.
The one-bedroom, one-bathroom unit sleeps two guests and offers free Wi-Fi, on-site parking (for smaller vehicles), and coin-operated laundry facilities in the basement with a free dryer; responsive hosts are available in the building.
Walk East End Beach | 2br King Beds | Pet Friendly - Portland, ME
9.5 62 reviews
Portland, ME
07/29 – 07/31
$454/nighttotal: $908 (2 )

Walk East End Beach | 2br King Beds | Pet Friendly

1 4
apartment, Portland
This two-bedroom Munjoy Hill condo is less than a mile from Portland's Old Port, offering easy access to restaurants and the beach.
The unit features a modern open-concept kitchen and living area, two king-size beds sleeping up to four guests, a private patio, and convenient street parking (restrictions apply on Tuesdays).
Beautiful Oceanside Apartment Prime Location - Portland, ME
9.5 665 reviews
Portland, ME
07/15 – 07/16
$400/nightfor 1 night

Beautiful Oceanside Apartment Prime Location

1 3
apartment, Portland
This Portland, Maine apartment rental is located in the Eastern Promenade/Munjoy Hill neighborhood, a two-minute walk from East End Beach and the Eastern Promenade trail.
The one-bedroom unit sleeps three with a queen-size air mattress, features a full kitchen, in-unit laundry, and on-street parking, plus stunning limited ocean views.
The Docent's Collection - Portland, ME
9.8 1483 reviews
Portland, ME
06/27 – 07/01
$771/nighttotal: $3084 (4 )

The Docent's Collection

1 4
aparthotel, Portland
The Docent's Collection is located in Portland, Maine, within walking distance of Merrill Auditorium and just over a mile from East End Beach. Guests rave about the apartment's excellent location, cleanliness, and overall experience.
The apartment features fully equipped kitchens with dishwashers and ovens, flat-screen TVs with streaming services, and private bathrooms with walk-in showers. Guests can enjoy complimentary Wi-Fi and private parking on-site, making it convenient for exploring the city, as well as access to nearby skiing, cycling, and hiking opportunities.
Large Loft—walk To Breweries— Coffee Bar—king Bed - Portland, ME
9.8 360 reviews
Portland, ME
08/15 – 08/18
$422/nighttotal: $1266 (3 )

Large Loft—walk To Breweries— Coffee Bar—king Bed

1 2
apartment, Portland
This one-bedroom apartment is located on Forest Avenue in Portland, Maine, just a short drive from the breweries on Industrial Way and a quick ride from downtown Portland. The apartment features two full bathrooms, a private patio, a fully equipped kitchen, and a pull-out Murphy bed for additional guests, making it a great option for families or groups of up to three people.
Sophisticated Charm At An Unbeatable Price! - Portland, ME
9.8 627 reviews
Portland, ME
10/20 – 10/23
$276/nighttotal: $828 (3 )

Sophisticated Charm At An Unbeatable Price!

1 4
apartment, Portland
This West End Portland rental is conveniently located one mile from downtown, offering easy access to renowned restaurants like Fore Street and Duckfat, and a 20-30 minute drive to beaches such as Scarborough and Old Orchard.
The two-bedroom, one-bathroom apartment sleeps four, features a remodeled kitchen with modern appliances (including a dishwasher), a private parking space, and access to a shared courtyard with a grill.

Discover Short-Term Rentals by the Sea in Portland, ME

Base your next maritime holiday at seaside short-term rentals in Portland, ME, positioned short distances from local shore communities.

Modern Comfort Meets Maine Charm. - Portland, ME
9.8 8 reviews
Portland, ME
10/19 – 10/24
$272/nighttotal: $1360 (5 )

Modern Comfort Meets Maine Charm.

3 4
apartment, Portland
The Hartley House, a 3-bedroom condo, is located in a quiet neighborhood across from Baxter Woods, offering immediate access to walking trails and a 5-minute drive to Portland's Old Port, restaurants, shops, breweries, and waterfront.
This rental sleeps 4 guests and features a full kitchen with a microwave and freezer, air conditioning, parking, and free Wi-Fi, plus a dedicated coffee bar for your convenience.

Our Favorite Luxury Short-Term Rentals in Portland, ME

For those who appreciate quality, a high-end short-term rental near the water in Portland, ME exceeds expectations on every front.

Vacation Pad On Munjoy Hill - Portland, ME
8.9 141 reviews
Portland, ME
07/30 – 08/02
$468/nighttotal: $1404 (3 )

Vacation Pad On Munjoy Hill

2 3
apartment, Portland
This two-bedroom Portland apartment, housed in an 1860s building, is ideally located three blocks from Portland's waterfront and Old Port district, with nearby grocery stores, coffee shops, and restaurants.
This 2-bedroom rental offers a spacious living area (with a sofabed in the second bedroom), sleeps four guests, includes a full kitchen with dishwasher, and provides free coffee, plus on-site parking and Wi-Fi.

Frequently Asked Questions about short term rentals in Portland, ME

  • Which top landmarks you shouldn't miss in Portland, ME?

    You'll definitely want to check out the Portland Head Light, the oldest lighthouse in Maine, and the Eastern Promenade for beautiful views of the city and harbor. The Portland Museum of Art is also a must-see, showcasing a diverse collection of art.
  • What are the best short term rentals in Portland, ME?

    Among the short term rentals in Portland, ME, Inn At Parkspring 5 | Self Check In | Parking, The Docent's Collection and Beautiful Bright Oasis - Balcony & Parking are the most popular ones.

  • What kind of weather can travelers expect in Portland, ME?

    Portland has four distinct seasons. Summers are mild and humid, with average temperatures in the 70s. Winters are cold and snowy, with average temperatures in the 20s. Spring and fall are beautiful, with crisp air and colorful foliage.
  • What are the best short term rentals with a pool in Portland, ME?

  • What are the most popular festivals and events in Portland, ME?

    Portland has a vibrant arts and culture scene, so there's always something going on. The Maine Lobster Festival in Rockland is a huge event every summer, and the Portland Food and Wine Festival is a great opportunity to sample local cuisine.
  • What are the best short term rentals with a jacuzzi in Portland, ME?

  • Are there any famous stadiums or sports arenas in Portland, ME?

    Portland is home to the Portland Sea Dogs, a minor league baseball team, who play at Hadlock Field. It's a great place to catch a game and enjoy the atmosphere.
  • What are the best short term rentals for families and kids in Portland, ME?

  • What notable natural landmarks are near Portland, ME?

    Just a short drive from Portland, you can visit the beautiful beaches of Ogunquit and Kennebunkport. Acadia National Park, on Mount Desert Island, is a bit further away, but well worth the trip for its stunning scenery.
  • What part of Portland, ME is ideal for finding lodging?

    The Old Port is a popular area for hotels and restaurants, with easy access to the waterfront and shops. The West End is another good choice, with its charming Victorian architecture and proximity to the city's cultural attractions.

Destinations nearby

Choose the Right Family-Friendly Lodgings in Portland, ME

Perfect for families, these short-term rentals in Portland, ME offer nearby beaches and plenty of room for everyone to spread out.

Back Yard Paradise - Portland, ME
9.5 75 reviews
Portland, ME
10/09 – 10/12
$509/nighttotal: $1527 (3 )

Back Yard Paradise

4 3
apartment, Portland
This waterfront house is located in Portland, within a mile of the Tate House Museum and Casco Bay, and within three miles of the Children's Museum and Theatre of Maine and the Southworth Planetarium. This vacation rental boasts excellent user, location, and cleanliness ratings.
The house has 3 bedrooms and 2 bathrooms, comfortably accommodating up to 7 guests. Enjoy a refreshing dip in the private pool, relax on the terrace, and take advantage of modern amenities like a full kitchen, free Wi-Fi, and a fireplace.
Luxury Retreat In Back Cove | 10 Min To Downtown - Portland, ME
10 98 reviews
Portland, ME
08/03 – 08/06
$441/nighttotal: $1323 (3 )

Luxury Retreat In Back Cove | 10 Min To Downtown

1 2
apartment, Portland
This studio apartment is located in the Back Cove neighborhood of Portland, a quiet residential area just a 5-minute drive from downtown. It's rated excellent for location, cleanliness, and user experience. The apartment has a spacious open floor plan and can comfortably accommodate two guests. It features a king-sized bed, a marble rain shower, a soaking tub, heated slate floors, a well-equipped kitchenette, and designer furnishings.
Spacious 1br W/ In-unit Laundry - Portland, ME
9.8 132 reviews
Portland, ME
07/18 – 07/20
$491/nighttotal: $982 (2 )

Spacious 1br W/ In-unit Laundry

1 2
apartment, Portland
This Oakdale apartment rental in Portland, Maine is conveniently located near the University of Southern Maine, within walking distance of Back Bay, Bird & Co., and Rose Foods, and a short Uber/Lyft ride from the Old Port and Thompson's Point.
This one-bedroom, one-bathroom unit sleeps four guests and includes a fully equipped kitchen with dishwasher, free parking, and amenities such as bath soap, shampoo, hairdryer, and iron/ironing board.
Modern East End Studio, Perfect Portland Home Base - Portland, ME
9.7 484 reviews
Portland, ME
07/12 – 07/14
$260/nighttotal: $520 (2 )

Modern East End Studio, Perfect Portland Home Base

1 1
apartment, Portland
This Portland studio apartment is located in Munjoy Hill, one block from the Oxbow beer garden, a short walk from Washington Avenue's restaurants, and a five-minute walk from the Eastern Promenade offering Casco Bay views.
The newly renovated unit features a queen bed, a full kitchen with dishwasher, a comfortable living area with a large couch, one bathroom, accommodates two guests, and includes high-definition TV and high-speed WiFi.

Discover Pet-Friendly Short-Term Rentals in Portland, ME

Traveling with a dog is simpler in these Portland, ME rentals, which feature proximity to pet-friendly shores.

House Island Private Residence | Watchhouse - Portland, ME
10 1 review
Portland, ME
06/25 – 06/28
$3347/nighttotal: $10041 (3 )

House Island Private Residence | Watchhouse

1 6
apartment, Portland
House Island, located in Casco Bay just off the coast of Portland, Maine, offers unparalleled seclusion with stunning panoramic views of Portland's Old Port and its lighthouses, easily accessible via the Fogg Water Taxi from Fore Points Marina.
This exclusive private island retreat boasts a four-bedroom, three-bathroom house sleeping nine guests, complete with a full kitchen (fridge, freezer, microwave, dishwasher), air conditioning, a garden, parking, and on-site wagons for luggage; guests can also utilize a dinghy and moor their private boats (for a $75/night fee).

Best Portland, ME lodging with a balcony

Private Rooftop Deck!/artsy Apt/old Port Arts Dist - Portland, ME
10 58 reviews
Portland, ME
08/07 – 08/16
$785/nighttotal: $7065 (9 )

Private Rooftop Deck!/artsy Apt/old Port Arts Dist

1 2
apartment, Portland
Waterfront Two Master Suite Penthouse With Rooftop - Portland, ME
10 197 reviews
Portland, ME
09/21 – 09/24
$1434/nighttotal: $4302 (3 )

Waterfront Two Master Suite Penthouse With Rooftop

2 2
apartment, Portland
Lakefront Retreat Near Portland  Modern Comfort With Classic Charm. - Portland, ME
10 3 reviews
Portland, ME
09/26 – 10/03
$1108/nighttotal: $7756 (7 )

Lakefront Retreat Near Portland Modern Comfort With Classic Charm.

4 2
apartment, Falmouth
Historic 1849 Sea Cpt. Mansion; Weddings, Groups - Portland, ME
10 2 reviews
Portland, ME
09/27 – 10/03
$2837/nighttotal: $17022 (6 )

Historic 1849 Sea Cpt. Mansion; Weddings, Groups

8 2
apartment, Portland

Best Portland, ME lodging with a kitchen

Charming Suite: Cozy&close To Dt - Portland, ME
9.8 39 reviews
Portland, ME
08/28 – 09/27
$137/nighttotal: $4110 (30 )

Charming Suite: Cozy&close To Dt

1 2
B&B, Portland
A Modern & Cozy Home On The West End - Portland, ME
9.2 585 reviews
Portland, ME
09/17 – 09/25
$188/nighttotal: $1504 (8 )

A Modern & Cozy Home On The West End

1 2
apartment, Portland
West End's Diamond In The Rough 2-bedroom Apartment With Parking & Wifi - Portland, ME
9.8 18 reviews
Portland, ME
07/12 – 07/14
$590/nighttotal: $1180 (2 )

West End's Diamond In The Rough 2-bedroom Apartment With Parking & Wifi

2 1
apartment, Portland
Historic Downtown Apartment - Portland, ME
9.9 67 reviews
Portland, ME
08/05 – 08/07
$373/nighttotal: $746 (2 )

Historic Downtown Apartment

1 3
apartment, Portland

Best Portland, ME lodging with laundry available

Quiet West End Retreat - Parking - 100% Non Smoker - Portland, ME
10 394 reviews
Portland, ME
07/14 – 07/17
$322/nighttotal: $966 (3 )

Quiet West End Retreat - Parking - 100% Non Smoker

1 2
apartment, Portland
Large Group Getaway Sauna Bucket Shower Spa Yard - Portland, ME
9.9 15 reviews
Portland, ME
07/27 – 07/30
$883/nighttotal: $2649 (3 )

Large Group Getaway Sauna Bucket Shower Spa Yard

1 9
apartment, South Portland
Spectacular Direct Oceanfront  New Modern Home - Portland, ME
9.4 19 reviews
Portland, ME
06/27 – 07/04
$1076/nighttotal: $7532 (7 )

Spectacular Direct Oceanfront New Modern Home

1 2
apartment, Portland
The Heart Of The West End #3 - Portland, ME
9.4 5 reviews
Portland, ME
08/18 – 08/22
$683/nighttotal: $2732 (4 )

The Heart Of The West End #3

2 2
apartment, Portland
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