Vacation Rentals in Portland, ME

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Portland, ME vacation rentals
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959 Vacation rentals and Airbnb in Portland, ME

Best family friendly Portland, ME vacation rentals

Among the 959 accommodations in Portland, ME, here are the 4 best family friendly rentals

Quiet, Eco-modern Apartment With Parking And Decks - Portland, ME
9.9 109 reviews
Portland, ME
19/10 – 24/10
₹48913/nighttotal: â‚¹244565 (5 )

Quiet, Eco-modern Apartment With Parking And Decks

3 4
apartment , Portland
This Portland East End apartment, situated on a quiet street, offers easy access to the city's attractions.
Sleeping up to six guests, this three-bedroom, two-bathroom dwelling boasts a modern kitchen with a Vitamix blender, in-unit laundry, two private decks with city, ocean, and lighthouse views, and eco-friendly features including organic bedding.
Lovely 4 Bedroom Space With Jetted Tub - Portland, ME
10 1 review
Portland, ME
25/06 – 28/06
₹199635/nighttotal: â‚¹598905 (3 )

Lovely 4 Bedroom Space With Jetted Tub

1 6
apartment , Portland
This charming apartment is located just a short distance from Portland's main attractions, offering easy access to the city's vibrant culture and entertainment. The property has received consistently excellent ratings from previous guests, highlighting its cleanliness, location and overall experience.
The two-bedroom flat can comfortably accommodate up to 12 guests and features a modern kitchen with a fridge, microwave, and dishwasher. Guests can enjoy a range of amenities including a Jacuzzi, a garden, two decks, free parking, and high-speed internet.
Glorious Getaway On Portland's Eastern Promenade. - Portland, ME
9.9 809 reviews
Portland, ME
19/10 – 24/10
₹34098/nighttotal: â‚¹170490 (5 )

Glorious Getaway On Portland's Eastern Promenade.

1 4
apartment , Portland
This apartment in Portland is ideally situated just steps from Casco Bay and the Eastern Promenade, offering stunning views and easy access to waterfront walks and bike paths. The apartment has received excellent ratings for its location, cleanliness, and overall user experience.
The flat is spacious, covering 139 square metres and comfortably accommodating up to 5 guests in its two bedrooms and one bathroom. It is equipped with a fully fitted kitchen, a washing machine, a Smart TV, and free Wi-Fi, ensuring a comfortable and enjoyable stay.
Spacious 2br Apartment In Historic West End! - Portland, ME
10 5 reviews
Portland, ME
07/09 – 12/09
₹56936/nighttotal: â‚¹284680 (5 )

Spacious 2br Apartment In Historic West End!

2 2
apartment , Portland
This West End Portland apartment, a five to ten-minute walk from local restaurants and a fifteen-minute walk or five-minute drive from the Old Port, offers convenient access to Portland's attractions and is situated close to a beach (10-minute drive).
This 111 square metre (1194 square feet) three-storey dwelling boasts a unique layout with two bedrooms (king and queen size), a pull-out sofa, and can sleep up to five guests; amenities include a full kitchen, patio, and free internet access.

Best Portland, ME vacation rentals with a pool

Among the 959 accommodations in Portland, ME, here are the 4 best rentals with a pool

Back Yard Paradise - Portland, ME
9.5 75 reviews
Portland, ME
09/10 – 12/10
₹48567/nighttotal: â‚¹145701 (3 )

Back Yard Paradise

4 3
apartment , Portland
This waterfront property is ideally located in Portland, within easy reach of attractions like the Tate House Museum and Casco Bay, and just a short drive from the Children's Museum and Theatre of Maine. The accommodation has consistently received excellent ratings for its location, cleanliness, and overall experience.
This three-bedroom house comfortably accommodates up to seven guests. The property offers a range of amenities, including a private pool, a spacious garden, and a modern kitchen, perfect for families or groups looking for a relaxing and enjoyable stay.
"Good Vibes" 4 Wonderful Seasons @ Portland Home! - Portland, ME
9.9 164 reviews
Portland, ME
09/10 – 12/10
₹76367/nighttotal: â‚¹229101 (3 )

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

3 3
apartment , Portland
This three-bedroom house is located just 5 kilometres from downtown Portland, offering easy access to the city's attractions, including restaurants, breweries, and wineries. The property enjoys excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The house can accommodate up to eight guests and features a fully equipped kitchen, a private garden, and a swimming pool, perfect for relaxing and enjoying the outdoors. Guests can also benefit from amenities like air conditioning, free Wi-Fi, and parking.
Gorgeous 3-bedroom House With A Pool In Charming Portland - Portland, ME
Portland, ME
20/10 – 23/10
₹43944/nighttotal: â‚¹131832 (3 )

Gorgeous 3-bedroom House With A Pool In Charming Portland

3 4
apartment , Portland
This Portland property is situated in the North Deering neighbourhood, offering proximity to cultural sites such as Thompson's Point and the Maine Narrow Gauge Railroad, with Southworth Planetarium and Portland Observatory also nearby.
This three-bedroom flat accommodates up to six guests and features a private outdoor space with a swimming pool, garden, and barbecue, alongside essential amenities like air conditioning, internet, and parking.
Good Vibes Portland Home - 4 Wonderful Seasons - Portland, ME
8.7 7 reviews
Portland, ME
09/10 – 12/10
₹56715/nighttotal: â‚¹170145 (3 )

Good Vibes Portland Home - 4 Wonderful Seasons

3 3
house , Portland
This holiday home is located in Portland, just 5 kilometres from the Portland Observatory and 27 kilometres from Funtown Splashtown USA. This makes it a great base for exploring the city and the surrounding area.
The property is a 3-bedroom house, with a floor area of 134 square metres, and can accommodate up to 15 guests. It comes with a private pool, a fully equipped kitchen, a garden, parking, and a washing machine.

Frequently asked questions about holiday rentals in Portland, ME

  • What should a first-time visitor not miss in Portland, ME?

    You've got to check out the Old Port, it's right on the waterfront and full of shops, restaurants and historic buildings. A walk along the Eastern Promenade is a must for its views of the harbour and Casco Bay. And don't forget to visit the Portland Museum of Art, it's got a great collection of American art.
  • What are the best Airbnb and vacation rentals in Portland, ME?

    Inn At Parkspring 5 | Self Check In | Parking, Private Oasis: 2 Apartments As 1 and Private Hill Top Apartment/w One Car Driveway are the most popular Airbnb and vacation rentals in Portland, ME among travelers.

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

    The Old Port is a great option for a vacation rental, it's right in the heart of the action and you're within walking distance of everything. If you want something quieter, consider the West End, it's a bit further out but still close to the city centre and has some lovely Victorian homes.
  • What are the most popular Airbnbs in Portland, ME?

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

    The Portland Children's Museum is a great place to take the kids, they'll love all the interactive exhibits. The Maine State Aquarium is also a popular choice, it's home to a variety of marine life. And for a bit of outdoor fun, head to the Eastern Promenade, there's plenty of space to run around and enjoy the views.
  • What are the best vacation rentals with a pool in Portland, ME?

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

    The best time to book a vacation rental in Portland is during the shoulder seasons, from April to May and September to October. You'll get the best deals and the weather is still pleasant. Of course, if you want to experience the summer festivals, you'll need to book in advance.
  • What are the best rentals for families and kids in Portland, ME?

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

    The Maine Lobster Festival in Rockland is a real highlight, it's held every August and is a huge celebration of all things lobster. The Portland Food and Wine Festival in September is another great event, with food stalls, cooking demonstrations and wine tastings. And for a bit of local culture, check out the Portland International Film Festival in February.
  • What are the best rentals or Airbnbs with a jacuzzi in Portland, ME?

  • What are the best restaurants with local dishes in Portland, ME?

    For a taste of Maine, try the lobster roll at The Lobster Shack at Two Lights. If you're looking for something a bit more upscale, try Fore Street, they have a great menu of seasonal New England dishes. And for a casual meal, check out The Holy Donut, they have some delicious and unique donut flavours.
  • What are the best walking or cycling routes in Portland, ME?

    The Eastern Promenade is a great place for a walk or a bike ride, it offers stunning views of the harbour and Casco Bay. The Eastern Promenade is also a great place for a walk or a bike ride, it offers stunning views of the harbour and Casco Bay. The Eastern Promenade is also a great place for a walk or a bike ride, it offers stunning views of the harbour and Casco Bay.
  • Are there pet-friendly attractions in Portland, ME?

    Many of the parks and green spaces in Portland are pet-friendly, including the Eastern Promenade and the Portland Public Library. There are also a number of pet-friendly restaurants and cafes, so you won't have to leave your furry friend behind.
  • What are the top sports attractions and facilities in Portland, ME?

    The Portland Sea Dogs, the city's minor league baseball team, play at Hadlock Field, a beautiful stadium right in the heart of the city. If you're a hockey fan, check out the Portland Pirates, who play at the Cross Insurance Arena. And for a bit of outdoor fun, head to the Eastern Promenade, there's plenty of space for a game of frisbee or a picnic.

Destinations nearby

Best Portland, ME holiday rentals with a balcony

The Brew House - 2nd Floor Private Apartment - Located Above Newscapes Brewing - Portland, ME
9.4 72 reviews
Portland, ME
06/07 – 07/07
₹41321/nightfor 1 night

The Brew House - 2nd Floor Private Apartment - Located Above Newscapes Brewing

1 1
apartment , Portland
This one-bedroom flat is located in Portland, just 800 metres from the Portland Observatory and a short distance from the East End Beach, offering easy access to both historical attractions and waterfront views. The property has received excellent ratings for its location, cleanliness, and overall experience.
The 84 square metre apartment comfortably accommodates two guests and features a fully equipped kitchen, a private patio, and a sun terrace with stunning sea views. Amenities include air conditioning, complimentary Wi-Fi, and private parking, ensuring a comfortable and convenient stay.
Cozy & Secluded Estate On 7 Acres, Boasting Fresh Renovations! - Portland, ME
8.0 66 reviews
Portland, ME
12/09 – 19/09
₹57881/nighttotal: â‚¹405167 (7 )

Cozy & Secluded Estate On 7 Acres, Boasting Fresh Renovations!

5 4
apartment , Cumberland
This family-friendly house is located in Cumberland Center, just 5km from the beautiful Casco Bay and a short drive from local shops, restaurants, and activities. It has received very good user ratings, making it a popular choice for families and groups.
The property has four bedrooms and three bathrooms, comfortably accommodating up to 15 guests. It features a fully equipped kitchen, a terrace, a garden, a tennis court, parking, and free Wi-Fi, ensuring a comfortable and enjoyable stay for all.
Modern Waterfront Apt With Bay Views - Portland, ME
Portland, ME
12/07 – 14/07
₹73771/nighttotal: â‚¹147542 (2 )

Modern Waterfront Apt With Bay Views

1 1
apartment , Falmouth
This modern waterfront flat in Falmouth offers picturesque bay views and is situated 5 kilometres from Portland Observatory and 5.8 kilometres from Merrill Auditorium.
This 1-bedroom, 1-bathroom apartment with a floor area of approximately 56 square metres accommodates up to three guests and features air conditioning, a private balcony, complimentary WiFi, a fully equipped kitchen with a dishwasher and microwave, and a washing machine, with hiking opportunities nearby.
Peaceful Oasis On Munjoy Hill 1st Flr 3br Parking - Portland, ME
10 3 reviews
Portland, ME
13/11 – 15/11
₹43829/nighttotal: â‚¹87658 (2 )

Peaceful Oasis On Munjoy Hill 1st Flr 3br Parking

3 2
apartment , Portland
This spacious 3-bedroom flat on Munjoy Hill, Portland, is a 2-minute walk from the Portland Observatory and 1.3 kilometres from Merrill Auditorium.
Offering 139 square metres of living space, this family-friendly apartment accommodates up to 10 guests and features a terrace with garden views, on-site parking, and complimentary Wi-Fi.

Best Portland, ME holiday rentals with parking

Boutique Bnb In The Heart Of East End Portland! - Portland, ME
10 457 reviews
Portland, ME
18/07 – 20/07
₹43577/nighttotal: â‚¹87154 (2 )

Boutique Bnb In The Heart Of East End Portland!

1 2
apartment , Portland
This charming apartment is situated in Portland's East End, just a short walk from gourmet restaurants, cafes, and the beach. It has consistently received excellent ratings for its location, cleanliness, and user experience.
The apartment has two bedrooms and one bathroom, comfortably accommodating up to four guests. Enjoy a well-equipped kitchenette, free Wi-Fi, a private entrance, keyless access, and a relaxing backyard with a gravel driveway.
Lakefront Adu | Private Access | Projector Theater - Portland, ME
10 3 reviews
Portland, ME
30/07 – 02/08
₹49077/nighttotal: â‚¹147231 (3 )

Lakefront Adu | Private Access | Projector Theater

1 3
apartment , Windham
This Windham flat offers private shoreline access on Highland Lake, situated 25 minutes from Portland and close to MAGAN Trailhead and Little Sebago Lake.
This one-bedroom flat accommodates up to six guests, featuring a full kitchen, air conditioning, a projector with sound system, and an in-unit washer and dryer, with complimentary on-site parking and a private entrance.
Willard Square Charmer - Portland, ME
9.9 135 reviews
Portland, ME
09/10 – 12/10
₹44324/nighttotal: â‚¹132972 (3 )

Willard Square Charmer

1 3
apartment , South Portland
This two-bedroom apartment in Willard Square, South Portland, offers convenient access to local bakeries, restaurants, and breweries, and is a short distance from Portland.
The property features a recently updated kitchen with granite countertops and a dishwasher, accommodating up to four guests with off-street parking for two vehicles, and a shared laundry room.
The Highland House - Portland, ME
9.2 4 reviews
Portland, ME
15/09 – 18/09
₹56763/nighttotal: â‚¹170289 (3 )

The Highland House

3 4
house , Portland
This Deering Highlands property is a 14-minute walk from Portland's Arts District, and within 1.8km of Portland Stadium and 4.2km of the Portland Observatory.
The 153 square metre house offers three bedrooms, two bathrooms, sleeps thirteen, and includes a fully equipped kitchen, private terrace, garden, free Wi-Fi, and free parking.
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