Vacation rentals in Portland, ME

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Portland, ME vacation rentals
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Best Vacation rentals and Airbnb offers in Portland, ME

Best Portland, ME vacation rentals with a balcony

Walk To Willard Beach - Portland, ME
Portland, ME
07/11 – 07/13
$913/nighttotal: $1826 (2 )

Walk To Willard Beach

1 2
house , South Portland
This South Portland vacation home offers a prime location, just a 1-minute walk from Willard Beach and 3.9 miles from Merrill Auditorium.
This 4310 square foot house accommodates up to 2 guests with 1 bedroom and 1 bathroom, featuring a fully equipped kitchen with a dishwasher and oven, air conditioning, free WiFi, and private entrance, with water sports and fishing opportunities nearby.
Private Rooftop Deck!/artsy Apt/old Port Arts Dist - Portland, ME
10 56 reviews
Portland, ME
09/26 – 10/03
$710/nighttotal: $4970 (7 )

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

1 2
apartment , Portland
This one-bedroom apartment is located in Portland's Arts District, a short walk from the Old Port and Casco Bay. Guests rave about the apartment's excellent rating, making it a popular choice for travelers.
The apartment has a spacious living area, a king-size bed, and a queen-size pull-out couch, accommodating up to four guests. Amenities include a modern kitchen, a bathroom with a walk-in rain shower, a washer/dryer, a private rooftop deck with city views, and self check-in.
Modern Waterfront Apt With Bay Views - Portland, ME
Portland, ME
07/12 – 07/14
$761/nighttotal: $1522 (2 )

Modern Waterfront Apt With Bay Views

1 1
apartment , Falmouth
This Falmouth condo offers bay views and is located 3.1 miles from Portland Observatory and 17 miles from Funtown Splashtown USA.
This 6460 square foot apartment features one bedroom, one bathroom, and a capacity for three guests, with amenities including a fully equipped kitchen with a dishwasher and microwave, air conditioning, complimentary WiFi, and a private balcony.

Search Family Vacation Rentals in Portland, ME

These family-friendly vacation rentals in Portland, ME offer spacious layouts and easy access to local beaches.

Perfect Pine Point Beach House With Rooftop Deck And Private Yard! - Portland, ME
9.4 34 reviews
Portland, ME
09/26 – 10/03
$313/nighttotal: $2191 (7 )

Perfect Pine Point Beach House With Rooftop Deck And Private Yard!

3 2
apartment , Scarborough
This Pine Point, Scarborough vacation rental is a short distance from Pine Point Beach and offers easy access to attractions like Aquaboggan Water Park and Scarborough Downs.
This 1600-square-foot house features three bedrooms, two bathrooms, and accommodates up to ten guests, boasting two living spaces, a private garden, a spa, parking, and laundry facilities, plus a new roof deck with marsh views.
3 Br Retreat / Perfect For Families. - Portland, ME
10 4 reviews
Portland, ME
06/28 – 07/01
$464/nighttotal: $1392 (3 )

3 Br Retreat / Perfect For Families.

1 4
apartment , Portland
This newly renovated, family-friendly 3-bedroom apartment in Portland is located directly across from Capisic Pond and Brook Trail, offering peaceful walks and is less than 10 minutes from downtown.
This residence accommodates up to 6 guests with a King, Full, and two Twin beds, plus a pack-and-play, and features a fully stocked kitchen with specialized coastal culinary gear, spa-quality linens, and on-site parking.
Bright & Sunny West End Apartment. - Portland, ME
9.9 603 reviews
Portland, ME
08/19 – 08/20
$553/nightfor 1 night

Bright & Sunny West End Apartment.

1 3
apartment , Portland
This charming 1835 row house apartment is located just a short walk from the Portland Museum of Art, State Theater, and the Old Port, placing you in the heart of Portland's cultural scene. The apartment consistently receives excellent ratings for location, cleanliness, and overall experience.
This home comfortably sleeps up to 5 guests with a variety of sleeping options including a king-sized bed, two twin beds, a queen-sized bed, and additional floor mattresses. The apartment also includes family-friendly amenities like a Pack n Play and highchair, making it ideal for families with young children.

Frequently Asked Questions about vacation rentals in Portland, ME

  • Which neighborhood in Portland, ME should you consider for a vacation rental?

    The Old Port is a great option for a vacation rental, with its proximity to the waterfront, restaurants, and shops. If you prefer a quieter setting, consider the West End, with its charming Victorian homes and easy access to parks and the waterfront.
  • What are the best Airbnb and vacation rentals in Portland, ME?

    Inn At Parkspring 5 | Self Check In | Parking, Beautiful Bright Oasis - Balcony & Parking and Private Hill Top Apartment/w One Car Driveway are the most popular Airbnb and vacation rentals in Portland, ME among travelers.

  • What are the top family-friendly attractions in Portland, ME?

    The Portland Museum of Art offers engaging exhibits for all ages. The Children's Museum & Theatre of Maine is a great place for kids to explore and learn through play. And for a fun day outdoors, head to the Eastern Promenade, a park with walking trails, playgrounds, and scenic views.
  • What are the most popular Airbnbs in Portland, ME?

  • When is the best time to book a vacation rental in Portland, ME?

    Book your vacation rental in Portland in advance, especially if you're planning to visit during peak season, which runs from June to August. You'll have a wider selection of properties and better rates if you book early.
  • What are the best vacation rentals with a pool in Portland, ME?

  • What events or festivals should visitors check out in and around Portland, ME?

    The Maine Lobster Festival in Rockland is a must-see in August, with delicious seafood and live entertainment. In September, the Portland Food & Wine Festival offers a chance to sample local cuisine and beverages. And for a festive atmosphere, the Christmas by the Sea celebration in December features holiday lights, music, and crafts.
  • What are the best rentals for families and kids in Portland, ME?

  • What are the best walking or cycling routes in Portland, ME?

    The Eastern Promenade Trail offers stunning views of the city and harbor. The Eastern Promenade Trail is a popular choice for both walking and cycling. For a longer ride, try the Eastern Promenade Trail, which connects to the city's network of bike paths.
  • What are the best rentals or Airbnbs with a jacuzzi in Portland, ME?

  • Are there pet-friendly attractions in Portland, ME?

    Many parks in Portland are pet-friendly, including the Eastern Promenade and Deering Oaks Park. The Portland Museum of Art is also pet-friendly, allowing well-behaved dogs on leashes in designated areas.
  • What are the top sports attractions and facilities in Portland, ME?

    The Cross Insurance Arena is home to the Portland Pirates hockey team. The Portland Sea Dogs, a minor league baseball team, play at Hadlock Field. And the University of Southern Maine offers various athletic facilities, including a track and field stadium and a swimming pool.

Destinations nearby

Best Portland, ME vacation rentals with parking

Spotless Victorian On William - Portland, ME
9.8 6 reviews
Portland, ME
06/27 – 06/29
$515/nighttotal: $1030 (2 )

Spotless Victorian On William

2 2
apartment , Portland
This 2-bedroom, 1-bathroom apartment is located in Portland's Oakdale neighborhood, a 1-minute walk to the University of Southern Maine and a 10-minute walk to downtown Portland.
This rental sleeps 4 guests and offers air conditioning, internet, a kitchen with a fridge, microwave, and dishwasher, and parking, with coin-operated laundry available in the basement.
The Nauti Moose - Portland, ME
10 407 reviews
Portland, ME
08/02 – 08/09
$639/nighttotal: $4473 (7 )

The Nauti Moose

1 4
apartment , Portland
This charming apartment is located in the Old Port district of Portland, a short walk from cobblestone streets and active lobster fishing boats. Guests consistently rave about the excellent location, cleanliness, and overall experience.
This 2-bedroom, 1-bathroom home comfortably sleeps 6 guests. Amenities include a fully equipped kitchen, free parking, a shared laundry room, and smart home features, allowing you to enjoy a comfortable and convenient stay.
Huge Modern Townhome 10mins To Beach - Portland, ME
Portland, ME
07/31 – 08/03
$634/nighttotal: $1902 (3 )

Huge Modern Townhome 10mins To Beach

3 2
house , Scarborough
This modern townhome in Scarborough offers convenient access to the beach, located 10 minutes away by car, and is within a 7.1-mile radius of Old Orchard Beach attractions, including Palace Playland and the Old Orchard Beach Pier.
This 10,760 square foot residence features 3 bedrooms, 3 bathrooms, a fully equipped kitchen with a dishwasher and oven, air conditioning, and an on-site garden, accommodating up to 35 guests.

Check Out Vacation Rentals with a Pool in Portland, ME

Complement your beach days with a dip in the pool at these premier vacation rentals in Portland, ME.

Spacious Historic Home On Diamond Cove - Portland, ME
Portland, ME
11/22 – 12/07
$686/nighttotal: $10290 (15 )

Spacious Historic Home On Diamond Cove

4 2
apartment , Portland
This four-bedroom, four-bathroom apartment rental in Diamond Cove, a private community on Great Diamond Island in Casco Bay, offers easy access to Portland via a 15-20 minute ferry ride from the Maine State Pier.
The 8-guest dwelling boasts a spacious great room with fireplaces, a modern kitchen, expansive patio with stunning views, and access to island amenities including private beaches, a pool, tennis courts, and a fitness center, plus proximity to the Inn at Diamond Cove, Diamonds Edge Restaurant, and the Fort McKinley Museum.
Portland Pool House - Minutes To The Old Port! - Portland, ME
Portland, ME
09/05 – 09/08
$886/nighttotal: $2658 (3 )

Portland Pool House - Minutes To The Old Port!

3 5
house , Portland
This Portland vacation home is located a short distance from the Old Port, 2.7 miles from the Portland Observatory, and 3.2 miles from Merrill Auditorium.
This 2150 sq ft, 2-bedroom, 2-bathroom rental accommodates up to 11 guests and features air conditioning, a kitchen, free WiFi, free private parking, and a private swimming pool with a terrace offering garden views.
Peaks Island Oceanfront Escape: Private Pool & A/c - Portland, ME
10 8 reviews
Portland, ME
08/30 – 09/26
$1759/nighttotal: $47493 (27 )

Peaks Island Oceanfront Escape: Private Pool & A/c

1 1
apartment , Portland
This charming house is located on Peaks Island, a short ferry ride from Portland, offering stunning ocean views and a peaceful island escape. The house is perfect for families or groups, with four bedrooms, four and a half bathrooms, and three large living spaces.
The house has a private pool, a garden, and a wrap-around porch with breathtaking ocean views. Guests can enjoy a fully equipped kitchen, concierge services, and access to the shore.

Browse Waterfront Vacation Rentals in Portland, ME

Discover beautiful beach towns with these seaside vacation rentals in Portland, ME, perfect for relaxing near the coast and exploring the shore.

The Cove By Bayley Vacation Rentals - Portland, ME
Portland, ME
06/24 – 06/27
$853/nighttotal: $2559 (3 )

The Cove By Bayley Vacation Rentals

3 2
house , Scarborough
Family Tides By Bayley Vacation Rentals - Portland, ME
10 20 reviews
Portland, ME
09/05 – 09/08
$1768/nighttotal: $5304 (3 )

Family Tides By Bayley Vacation Rentals

5 5
apartment , Scarborough
Hobson's Landing Condo In The Heart Of Portland's Historic Old Port Exchange - Portland, ME
Portland, ME
07/01 – 08/01
$1819/nighttotal: $56389 (31 )

Hobson's Landing Condo In The Heart Of Portland's Historic Old Port Exchange

3 2
apartment , Portland
Dockside Lodging In The Heart Of The Old Port - Portland, ME
Portland, ME
06/19 – 06/21
$311/nighttotal: $622 (2 )

Dockside Lodging In The Heart Of The Old Port

1 2
boat , Portland

Compare Luxury Vacation Rentals in Portland, ME

Premium waterfront rentals in Portland, ME combine upscale design with refined service for a truly superior getaway.

The Highland House - Portland, ME
9.9 37 reviews
Portland, ME
09/05 – 09/08
$703/nighttotal: $2109 (3 )

The Highland House

1 5
apartment , Portland

Discover Vacation Rentals with Saunas in Portland, ME

Maximize your recovery with an on-site sauna, a standard feature at these premier Portland, ME vacation rentals.

Forest City Oasis And Spa - Portland, ME
Portland, ME
09/26 – 10/03
$527/nighttotal: $3689 (7 )

Forest City Oasis And Spa

2 2
apartment , South Portland
Sauna - Spacious And Centrally Located! Two Connected Apartments- Sleeps 11 - Portland, ME
10 1 review
Portland, ME
11/22 – 12/07
$579/nighttotal: $8685 (15 )

Sauna - Spacious And Centrally Located! Two Connected Apartments- Sleeps 11

3 2
apartment , South Portland
Sopo Abode - Portland, ME
9.9 204 reviews
Portland, ME
06/17 – 06/19
$363/nighttotal: $726 (2 )

Sopo Abode

1 2
apartment , South Portland
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