This three-bedroom Portland apartment is situated in the East End, two blocks from the Eastern Promenade and a short walk from East End Beach. The self-catering flat sleeps six, boasts free Wi-Fi, Netflix, and a fully equipped kitchen including a dishwasher, plus free laundry facilities within the property.
10 93 reviews
Portland, ME
07/09 – 12/09
336 €/nighttotal: 1680 € (5 )
Charming 2-bedroom Back Cove Retreat
1 2
apartment , Portland
This two-bedroom Portland apartment, situated in Back Cove, is approximately 6.4 kilometres from Portland city centre, offering easy access to Payson Park and Back Cove trails. The self-catering flat features an open-plan living/dining area, a fully equipped kitchen including dishwasher, and accommodates up to four guests, with added amenities such as a highchair and travel cot for families.
9.8 8 reviews
Portland, ME
27/07 – 30/07
1705 €/nighttotal: 5115 € (3 )
Centrally Located Off Back Cove, 2nd Floor 4 Bedroom, 2 Bath Condo W/ Deck
4 9
apartment , Portland
This four-bedroom, two-bathroom Portland apartment is situated in the Back Cove area, a short walk from Casco Bay and the University of Southern Maine, and within 1.6km of Deering Oaks Park and Fitzpatrick Stadium. The property offers in-unit laundry, a fully equipped kitchen, and sleeps up to 12 guests, with convenient access to Portland Transportation Centre (a 26-minute walk away) and barbecue facilities within the smoke-free building.
10 8 reviews
Portland, ME
27/06 – 04/07
206 €/nighttotal: 1442 € (7 )
Light Filled One Bedroom In-town Portland
1 2
apartment , Portland
This Portland, Maine apartment enjoys a central location, offering easy walking access to Portland's restaurants, shops, and hospitals. The one-bedroom, one-bathroom flat sleeps two guests and features a fully renovated kitchen with modern appliances, a shared patio, and access to a building laundry room and elevator.
9.3 656 reviews
Portland, ME
19/10 – 24/10
302 €/nighttotal: 1510 € (5 )
1200 Sq Ft West End Townhouse Perfect Location
2 4
apartment , Portland
This charming house is situated in Portland's West End, a short walk from Casco Bay, Victoria Mansion, and other historic landmarks. It has consistently received excellent ratings for location, cleanliness, and user experience. The house has two bedrooms and one bathroom, spanning 111 square metres and comfortably accommodating up to six guests. The property provides a range of amenities, including a fully equipped kitchen, a terrace, a garden, and on-site parking, making it ideal for families and groups.
9.8 66 reviews
Portland, ME
25/08 – 29/08
283 €/nighttotal: 1132 € (4 )
Island View House Bnb Self Check-in/ Free Parking
1 2
apartment , Portland
This Munjoy Hill apartment in Portland, Maine, is a 15-minute walk (approximately 1.2km) from Fort Allen Park and Casco Bay, offering scenic harbour views and numerous restaurants and coffee shops within a 5-minute walk (approximately 0.8km). The self-catering flat features a king-size bed, free high-speed Wi-Fi, Netflix, Amazon Prime Video, private parking, and sleeps two guests in one bedroom and one bathroom.
Portland, ME
25/06 – 28/06
741 €/nighttotal: 2223 € (3 )
Sunlit Cottage In Cape Elizabeth
1 6
apartment , Cape Elizabeth
This holiday flat in Cape Elizabeth is a 15-minute drive from Portland and offers a short walk to Fort Williams, home to Maine's oldest lighthouse, and Cliff House Beach. This spacious 3-bedroom, 2-bathroom property accommodates up to 8 guests and features a sunroom with indoor/outdoor flow, an upgraded kitchen with a vintage bar, a wood-burning fireplace, and outdoor amenities including a firepit and bocce court.
Portland, ME
06/07 – 07/07
333 €/nightfor 1 night
Portland Pool House - Minutes To The Old Port!
3 1
house , Portland
This Portland holiday home is located a short drive from the Old Port, offering convenient access to downtown attractions and beaches. This detached house offers 200 square metres of air-conditioned living space with two bedrooms, two bathrooms, a kitchen, and a terrace, accommodating up to 11 guests with a private swimming pool and Wi-Fi.
9.2 22 reviews
Portland, ME
16/07 – 25/07
2476 €/nighttotal: 22284 € (9 )
2 Br/2 Floor Condo City Center, Balcony, Fireplace
2 3
apartment , Portland
This Portland apartment, situated in the Arts District, is a short walk from Congress Square, offering easy access to the Old Port and Deering Oaks Park. The two-bedroom, one-bathroom flat sleeps four, features a unique round living room with panoramic windows and balcony, a working fireplace, a fully equipped kitchen, and a downstairs fireplace room with a library and bar area.
10 385 reviews
Portland, ME
22/08 – 05/09
357 €/nighttotal: 4998 € (14 )
Beautiful West End Studio, Hot Tub, Free Parking
1 2
apartment , Portland
This Portland studio apartment boasts a prime downtown location, steps from Congress Street and the Old Port, offering easy access to the Maine Medical Center, Mercy Hospital, Hadlock Field (Sea Dogs stadium), and Deering Oaks Park. The self-contained apartment sleeps two guests and features a queen-size bed, a fully equipped kitchen including a gas stove and dishwasher, a private hot tub, and on-site parking – a rarity in this central Portland area.
9.9 140 reviews
Portland, ME
15/08 – 18/08
304 €/nighttotal: 912 € (3 )
Historic West End Condo 10 Minute Walk To Old Port
1 2
apartment , Portland
This Portland apartment, situated in a historic 1848 brick federal building, offers excellent access to the Old Port and Arts District. The one-bedroom, one-bathroom flat sleeps two guests and boasts in-unit laundry, stainless steel appliances, and a private keyed entry in a secure building with modern amenities.
10 14 reviews
Portland, ME
14/08 – 16/08
493 €/nighttotal: 986 € (2 )
Island View House Bnb Self Check-in # 4 / Free Off-street Parking
1 3
apartment , Portland
This Munjoy Hill flat is situated less than 0.8 km from Casco Bay, the Eastern Promenade, and Portland Observatory, offering stunning city and waterfront views. The one-bedroom, one-bathroom apartment sleeps two guests and features a separate bedroom, proximity to the Maine Narrow Gauge Railroad Company and Museum, and easy access to Portland's shops and restaurants.
Best family friendly Portland, ME holiday rentals
Among the 959 accommodations in Portland, ME, here are the 4 best family friendly rentals
9.9 687 reviews
Portland, ME
09/10 – 12/10
340 €/nighttotal: 1020 € (3 )
Loft Apartment On Tree-lined Street In Falmouth
1 3
apartment , Falmouth
This apartment is located in Falmouth, just a short drive from the mouth of the Presumpscot River and a 14-minute journey from Portland's Old Port. It has consistently received excellent reviews for its cleanliness, location, and overall experience. The apartment is a loft space that can comfortably accommodate up to four guests. It is equipped with a range of amenities, including a hot tub, a swimming pool, a well-equipped kitchen, and entertainment options such as a large TV and a sound bar.
9.7 21 reviews
Portland, ME
27/06 – 04/07
752 €/nighttotal: 5264 € (7 )
Urban Oasis With Spa And Gardens In Portland.
3 2
bungalow , Portland
This Portland bungalow, situated on a quiet residential street approximately 4.8km from Portland's city centre and the Old Port, offers easy access to Portland Trails. The 1200 sq ft single-storey house sleeps five, boasting a fully-equipped kitchen with high-end appliances, a fenced garden, and modern amenities including Wi-Fi and Apple TV; a new deck and patio area are planned.
8.0 6 reviews
Portland, ME
26/09 – 03/10
473 €/nighttotal: 3311 € (7 )
Spacious And Modern One Bedroom Apartment
1 2
apartment , Portland
This apartment is located on Valley Street, just a short walk from Casco Bay, Maine Medical Center, the Portland Exposition Building, and Deering Oaks Park, offering easy access to Portland's attractions and green spaces. The apartment has received very good ratings for user experience, location, and cleanliness. The apartment is a one-bedroom, one-bathroom flat with a floor area of 79 square metres and can accommodate up to three guests. It comes with a fully equipped kitchen, a washing machine, free Wi-Fi, a patio, a garden, parking, and air conditioning.
10 12 reviews
Portland, ME
17/11 – 19/11
378 €/nighttotal: 756 € (2 )
4br2ba House Parking A Peaceful Oasis On Munjoy Hill
4 2
cottage , Portland
This 139 square metre, 3-storey cottage is located in the Munjoy Hill district of Portland, a short walk from the Eastern Promenade and the Old Port, and close to numerous restaurants. This family-friendly accommodation sleeps seven across four bedrooms, features a well-equipped kitchen with a dishwasher, and offers off-street parking for one vehicle alongside a private garden.
Best Portland, ME holiday rentals with a pool
Among the 959 accommodations in Portland, ME, here are the 4 best rentals with a pool
10 276 reviews
Portland, ME
18/07 – 20/07
372 €/nighttotal: 744 € (2 )
Maine Hacienda W/hot Tub & Seasonal Pool
1 2
apartment , Portland
This one-bedroom apartment is situated at the foot of Deering Highlands, a short walk from Woodford's Corner and Forest Avenue, with a 10-minute drive to downtown Portland. It has received excellent ratings for location, cleanliness, and user experience. The apartment is perfect for couples, offering a private and comfortable space with a modern maritime vibe. Guests can enjoy a range of amenities including a seasonal pool, a year-round hot tub, a well-equipped kitchen, and dedicated off-street parking.
8.7 7 reviews
Portland, ME
08/09 – 10/09
337 €/nighttotal: 674 € (2 )
Good Vibes Portland Home - 4 Wonderful Seasons
3 1
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.
9.6 7 reviews
Portland, ME
17/09 – 25/09
4959 €/nighttotal: 39672 € (8 )
Ocean Front Estate. 15 Min To Portland.
5 2
apartment , Scarborough
This Scarborough holiday home is located just a 15-minute walk from Casco Bay and Higgins Beach, offering easy access to the beautiful coastline. It has received excellent guest reviews, making it a popular choice for families and groups. The property is spacious, with 929 square metres of floor space and capacity for up to 10 guests. It offers a range of amenities, including a private pool, fitness centre, and a garden with barbecue facilities, providing plenty of opportunities for relaxation and entertainment.
10 17 reviews
Portland, ME
07/09 – 12/09
966 €/nighttotal: 4830 € (5 )
Coastal Retreat - Sauna, Hot Tub & Swim Spa - Near Beaches And Downtown Portland
3 2
apartment , Scarborough
This Scarborough holiday home, minutes from beaches and Portland's Old Port, offers easy access to attractions such as Thompson's Point and Old Orchard Beach. Sleeping five guests, this three-bedroom, one-bathroom property boasts a private solar-powered spa with a heated indoor fitness pool (90°F), hot tub, sauna, and fire pit, alongside a four-season sunroom, kitchen with dishwasher, and free internet access.
Frequently asked questions about holiday rentals in Portland, ME
What should a first-time visitor not miss in Portland, ME?
You definitely want to visit the Old Port, it's the historic heart of the city with cobblestone streets, shops, and restaurants. If you're into art, the Portland Museum of Art is a must-see. And for stunning views, head to the Eastern Promenade, a park overlooking the harbour.
What are the best Airbnb and holiday rentals in Portland, ME?
Which neighborhood in Portland, ME should you consider for a vacation rental?
The Old Port is a popular choice for its central location and proximity to attractions. If you prefer a quieter vibe, the West End is a charming neighbourhood with Victorian architecture and tree-lined streets. For a more modern feel, the Bayside area offers waterfront views and trendy restaurants.
What are the most popular Airbnbs in Portland, ME?
What are the top family-friendly attractions in Portland, ME?
The Children's Museum & Theatre of Maine is a great place for kids of all ages. The Portland Science Center is another hit, with interactive exhibits. And for a day out in nature, the Eastern Promenade offers scenic views and walking trails.
What are the best holiday rentals with a pool in Portland, ME?
When is the best time to book a vacation rental in Portland, ME?
Portland is busiest during the summer months, from June to August, so booking in advance is essential. If you're looking for a more affordable trip, consider visiting during the shoulder seasons, spring or autumn. You'll still have plenty to see and do, but the crowds will be smaller.
What are the best rentals for families and kids in Portland, ME?
What are the best budget-friendly activities in Portland, ME?
A stroll along the Eastern Promenade offers stunning views for free. The Portland Public Library is a beautiful building with free events and exhibits. And you can enjoy a picnic at the park or on the waterfront.
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 fresh seafood, try The Lobster Shack at Two Lights. For a classic Maine meal, head to The Fore Street Restaurant. And for a taste of the city's vibrant food scene, check out the Portland Food Tours.
What are the best walking or cycling routes in Portland, ME?
The Eastern Promenade is a great walking route with stunning views of the city and harbour. The Eastern Promenade is also a popular spot for cycling. For a longer ride, the Eastern Trail is a paved path that stretches for 14 km along the coast.
Are there pet-friendly attractions in Portland, ME?
The Eastern Promenade is a great place to walk your dog, and many restaurants and shops in the Old Port welcome well-behaved pets. The Portland Museum of Art also allows dogs on a leash.
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. The Cross Insurance Arena hosts concerts and other events, and the University of Southern Maine also has a variety of sports facilities.
Destinations nearby
Best Portland, ME holiday rentals with a balcony
Portland, ME
09/10 – 12/10
836 €/nighttotal: 2508 € (3 )
4br/3ba Near Old Port + Parking!
4 3
apartment , Portland
This four-bedroom flat is situated in Portland's Oakdale district, a mere 100 metres from Casco Bay and 500 metres from the Maine Celtics. This accommodation offers space for 12 guests, featuring air conditioning, Wi-Fi, a fully equipped kitchen with a microwave and fridge, and on-site covered parking, with a coin-operated laundry facility nearby.
10 111 reviews
Portland, ME
19/09 – 22/09
616 €/nighttotal: 1848 € (3 )
Arlie`s Digs! - One Block To Willard Beach!
2 4
apartment , South Portland
This two-bedroom flat is situated in Willard, South Portland, just a short walk from Casco Bay and Southern Maine Community College, and within 1.6 kilometres of Willard Beach and Fort Preble. It has received excellent guest ratings, making it a popular choice for travellers. The 111 square metre flat comfortably accommodates up to five guests, and offers a range of amenities including a fully equipped kitchen, a private patio, free Wi-Fi, and parking. Guests can enjoy stunning views of Casco Bay, explore the nearby historic Fort Preble, or relax on the sandy shores of Willard Beach.
9.8 7 reviews
Portland, ME
17/11 – 19/11
273 €/nighttotal: 546 € (2 )
Peaceful Oasis On Munjoy Hill 2nd Flr 3br Parking
3 2
apartment , Portland
This family-friendly flat is situated in Portland's Munjoy Hill district, offering a 10-minute walk to the Eastern Promenade and its attractions, and a 15-minute walk to the historic Old Port. Spanning 146 square metres, this residence accommodates up to six guests across three bedrooms, featuring a well-equipped kitchen, in-unit laundry, a garden, and off-street parking, making it ideal for exploring Portland's culinary scene and waterfront.
10 3 reviews
Portland, ME
27/09 – 03/10
520 €/nighttotal: 3120 € (6 )
Port City Nest: Beautiful 2bd W/ Balcony & Parking
2 2
apartment , Portland
This Parkside neighbourhood flat is a short walk (0.8km) from Portland's city centre and a longer walk (2.4km) from the Old Port. The two-bedroom apartment, sleeping four, boasts a full kitchen, private balcony, dedicated yoga room, and off-street parking; eco-friendly cleaning products are used.
Best Portland, ME holiday rentals with parking
9.7 132 reviews
Portland, ME
23/07 – 27/07
534 €/nighttotal: 2136 € (4 )
🏵️ Renovated Owner's Unit 🏵️
2 2
apartment , Portland
This Rosemont apartment, situated 2.1 kilometres from Portland’s railway station and within 2.4 kilometres of Thompson’s Point and the Old Port, offers convenient access to Portland’s attractions. The two-bedroom flat sleeps four guests and boasts a renovated kitchen with granite worktops and stainless-steel appliances, a shared backyard with a firepit, and three off-street parking spaces – a rare find in Portland.
9.8 78 reviews
Portland, ME
30/07 – 02/08
672 €/nighttotal: 2016 € (3 )
Walk Everywhere | Free Parking | Dogsok | King Bed
2 3
apartment , Portland
This Portland apartment, ideally located in the city centre's arts district, is a 1.6km walk from the Old Port, a 2.9km walk from the Peaks Island Ferry terminal, and just a short distance from the State Theatre. The top-floor flat offers two bedrooms sleeping four, a modern kitchen with dishwasher, free parking, 350 MB Wi-Fi, and family-friendly amenities including board games and a stroller; pets are welcome for a £80 fee.
9.0 19 reviews
Portland, ME
25/06 – 28/06
805 €/nighttotal: 2415 € (3 )
The Cove By Bayley Vacation Rentals
3 6
apartment , Scarborough
This family-friendly holiday home is located just a 3km walk from Pine Point Beach and Grand Beach, offering easy access to the beautiful Scarborough coastline. It has consistently received excellent user ratings, making it a popular choice for families seeking a comfortable and enjoyable stay. The property features three bedrooms and three bathrooms, spanning 104 square metres and comfortably accommodating up to eight guests. Enjoy the convenience of a fully equipped kitchen, a private patio, and a swimming pool, as well as the added benefit of air conditioning, free Wi-Fi, and parking.
9.7 113 reviews
Portland, ME
07/09 – 12/09
366 €/nighttotal: 1830 € (5 )
Safe, Convenient Location Close To All Amenities
1 2
apartment , Portland
This Portland, Maine condo is situated near the Old Port district, a five-minute (8 km) drive away, offering easy walking access to local amenities. The two-bedroom, two-bathroom apartment sleeps four guests, boasting a full kitchen, laundry facilities, free driveway parking for two cars, high-speed Wi-Fi, and a private garden.
