This South Portland guest house is conveniently located off I-95, 3.2 kilometres from Portland International Jetport and 9.6 kilometres from Portland city centre. The 300 sq ft rooms, each with two queen-size beds and sleeping up to four guests, offer a fitness centre, games room, complimentary breakfast, and airport shuttle service.
9.5 4 reviews
Portland, ME
27/06 – 04/07
SG$364/nighttotal: SG$2548 (7 )
Family Stay Minutes From Downtown Portland
1 2
B&B , Portland
This Portland guesthouse is conveniently located near East End Beach, within easy reach (a few kilometres) of Deering Oaks Park, Palace Playland amusement park, and the Casco Bay Ferry terminal for trips to Great Diamond Island. The pet-friendly accommodation offers a one-bedroom unit sleeping four guests, complete with a fitness centre, swimming pool, free Wi-Fi, and complimentary continental breakfast, plus an airport shuttle service (8am-8pm).
9.6 183 reviews
Portland, ME
12/07 – 13/07
SG$654/nightfor 1 night
Blind Tiger Portland - Danforth Street.
1 1
B&B , Portland
This Portland guesthouse is situated in the West End, a short 800-metre walk from Casco Bay, Victoria Mansion and the Portland Fire Museum. The B&B offers complimentary breakfast, concierge service, and free Wi-Fi, ensuring a comfortable stay for guests.
8.8 234 reviews
Portland, ME
12/07 – 14/07
SG$328/nighttotal: SG$656 (2 )
Fleetwood House Bed And Breakfast
1 1
B&B , Portland
Fleetwood House Bed and Breakfast is conveniently located near Portland International Jetport, just an 8-minute drive from the airport, and is within easy reach of Portland Transportation Center and Back Cove, both also an 8-minute drive away. The accommodation has received very good ratings for its location, cleanliness, and overall experience. The guest house has one bedroom and one bathroom, with a floor area of 1 square metre. It offers a full English breakfast, a garden, a terrace, and a restaurant, as well as free Wi-Fi and parking.
10 2 reviews
Portland, ME
17/11 – 19/11
SG$439/nighttotal: SG$878 (2 )
The Woodland Loft At Falmouth
1 2
B&B , Falmouth
This two-storey guesthouse in Falmouth, Maine, offers a secluded woodland setting with a private entrance, located just 24 kilometres from Portland's dining, shopping, and coastal attractions, and within easy reach of the Maine Mall and LL Bean Flagship Store. This family-friendly accommodation sleeps up to four guests with two bedrooms, a fully equipped kitchen, air conditioning, and a terrace with outdoor seating and a grill, providing convenient access to natural beauty spots such as Thompson's Point and Sebago Lake.
Portland, ME
26/06 – 28/06
SG$678/nighttotal: SG$1356 (2 )
Clean Lines, Gorgeous Views, Near Museums
1 2
B&B , Portland
This guesthouse provides a stylish waterfront stay in Portland's Old Port district, within 500 metres of the Portland Observatory and East End Beach, and close to boutique shops, coastal restaurants and nightlife. Rooms are 25 square metres, accommodate up to four guests, and include complimentary toiletries, a 55-inch television with streaming services, and 24/7 access to a shared fitness centre, with pets welcome for an additional charge.
10 5 reviews
Portland, ME
16/08 – 31/10
SG$252/nighttotal: SG$19152 (76 )
One Bedroom King Suite With Queen Hideaway Bed
1 2
B&B , Scarborough
This Scarborough guesthouse is located in a convenient district, offering easy access to local amenities and attractions within 2 kilometers. The spacious one-bedroom King Suite accommodates up to four guests and features a fully equipped kitchen, reliable high-speed internet, and access to an on-site fitness centre.
Portland, ME
26/06 – 27/06
SG$710/nightfor 1 night
Heated Indoor Pool Stay L Near Old Port Fun
1 2
B&B , South Portland
This guest house in South Portland offers a prime location, just a short walk from the Maine Mall and within minutes of historic sites like the Wadsworth Longfellow House and Victoria Mansion, with a complimentary 24/7 shuttle service to the jetport, located 3.2 kilometres away. Guests can enjoy year-round access to a shared indoor heated swimming pool, a 24/7 fitness centre, pet-friendly rooms for an additional charge, and modern amenities including 60-inch HD TVs, with parking provided.
10 723 reviews
Portland, ME
12/07 – 14/07
SG$377/nighttotal: SG$754 (2 )
Prlvate Sulte In The Heart Of East End Portland
1 1
B&B , Portland
This Portland studio apartment is situated in the Munjoy Hill neighbourhood of the city's East End, within easy walking distance of East End Beach and ferry services to the islands. The self-contained unit, sleeping up to two guests, features a kitchenette with complimentary refreshments, a private bathroom, and access to a garden with a porch swing; the lovingly restored Victorian building boasts high ceilings and hardwood floors.
9.4 227 reviews
Portland, ME
28/08 – 31/08
SG$641/nighttotal: SG$1923 (3 )
West End Inn
1 2
B&B , Portland
The West End Inn is situated in Portland's West End, just a short walk from Victoria Mansion, Portland Stadium, and Casco Bay. This guesthouse has consistently received excellent ratings for its location, cleanliness, and overall experience. The inn offers a comfortable and convenient stay with one bedroom and one bathroom, accommodating up to two guests. Amenities include air conditioning, a kitchen, a terrace, a concierge, a restaurant, a bar, a fitness centre, room service, parking, and free Wi-Fi.
9.5 66 reviews
Portland, ME
15/07 – 16/07
SG$422/nightfor 1 night
Modern Loft Stay | Steps To Old Port & Brews
1 3
B&B , Portland
This Portland guesthouse is situated in the historic waterfront area, a short distance from the Old Port and Casco Bay. The 260 sq ft (24 sq m) guest room, featuring two queen beds, a walk-in shower, and 55" TV, comfortably sleeps four guests and includes hotel-style amenities such as a fitness centre and valet parking (USD 40 per night).
9.0 4 reviews
Portland, ME
27/06 – 04/07
SG$317/nighttotal: SG$2219 (7 )
Elegant King Suite, La Quinta, Ideal For Couples
1 2
B&B , Portland
This Portland guesthouse is conveniently located near East End Beach, a short distance (less than 1.6 km) from Deering Oaks Park and the Casco Bay Ferry. Offering a 1-bedroom, 1-bathroom suite sleeping up to 2 guests, this pet-friendly lodging boasts a seasonal outdoor pool, fitness centre, complimentary breakfast, free parking, and an airport shuttle (8 AM - 8 PM).
Best Portland, ME bed and breakfasts with breakfast included
9.3 118 reviews
Portland, ME
24/06 – 25/06
SG$492/nightfor 1 night
The Chadwick Bed And Breakfast
1 2
B&B , Portland
The Chadwick Bed and Breakfast is situated just 4 kilometres from Portland International Jetport Airport and is within easy reach of attractions like the Portland Exposition Building, Portland Stadium, and Victoria Mansion. The property has excellent user, location, and cleanliness ratings, making it a popular choice for travellers. The guesthouse offers comfortable accommodation for up to two guests, with a choice of rooms featuring flat-screen TVs, private bathrooms, and some with seating areas and iPod docking stations. Guests can enjoy a daily breakfast, relax in the garden or shared lounge, and take advantage of amenities such as a business centre, free Wi-Fi, room service, and free private parking.
Portland, ME
05/08 – 07/08
SG$593/nighttotal: SG$1186 (2 )
The Mckernan Inn
1 3
B&B , South Portland
The McKernan Inn, a guest house in South Portland, Maine, offers convenient access to the city centre and is situated near Southern Maine Community College, Willard Beach, and the South Portland Historical Society Museum; distances vary but are within walking distance. This South Portland B&B features a garden, free Wi-Fi, on-site parking, a concierge service, and lift access, providing comfortable accommodation with one bathroom.
Best Portland, ME bed and breakfasts with a pool
Among the 94 accommodations in Portland, ME, here are the 4 best B&B with a pool
8.0 1 review
Portland, ME
25/06 – 28/06
SG$908/nighttotal: SG$2724 (3 )
2 Family-friendly Rooms | Free Breakfast
2 6
B&B , Portland
This Portland guesthouse, near East End Beach, offers convenient access to attractions such as the Children's Museum & Theatre of Maine, Deering Oaks Park, Palace Playland, and Fitzpatrick Stadium, all within a few minutes' drive. The pet-friendly property comprises two rooms, sleeping up to eight guests, each with two queen-size beds, and boasts a seasonal outdoor pool, fitness centre, complimentary continental breakfast, free parking (one car per unit), and an airport shuttle (8 AM–8 PM).
9.0 2 reviews
Portland, ME
25/06 – 28/06
SG$908/nighttotal: SG$2724 (3 )
Double Queen, La Quinta, Free Breakfast, 2 Rooms
2 6
B&B , Portland
This Portland guesthouse, near East End Beach, offers convenient access to Deering Oaks Park, Palace Playland, and Portland’s Fitzpatrick Stadium, all within a few minutes’ drive. The pet-friendly establishment features two rooms sleeping eight guests, each with two queen-size beds, a private bathroom, free Wi-Fi, and access to an outdoor pool, fitness centre, and complimentary continental breakfast.
Portland, ME
31/07 – 02/08
SG$750/nighttotal: SG$1500 (2 )
King Junior Suite Close To Pwm Airport
1 4
B&B , South Portland
This South Portland guesthouse offers convenient access to the Maine Mall and is situated just over 3 kilometres from the jetport, with historic sites such as the Wadsworth Longfellow House and Victoria Mansion a short drive away. The accommodation provides a 30 square metre room for up to four guests, featuring air conditioning, Wi-Fi, a shared indoor heated pool, a 24/7 fitness centre, and pet-friendly options are available.
8.7 59 reviews
Portland, ME
22/07 – 31/07
SG$239/nighttotal: SG$2151 (9 )
Cozy King Bed--private Room
1 2
B&B , Portland
This charming bed and breakfast is ideally situated in Portland's Pearl District, just a short walk from the waterfront and the trendy boutiques of NW 23rd Avenue. It enjoys very good ratings for location, cleanliness, and overall experience. The guest room features a king-size bed and a private bathroom, comfortably accommodating up to two guests. Amenities include free Wi-Fi, cable TV, a refrigerator, microwave, and a coffee maker, ensuring a comfortable stay.
Frequently asked questions about bed and breakfast in Portland, ME
What are the must-see sights for first-time visitors on a day trip to Portland, ME?
For a day trip, you can't miss the iconic Portland Head Light, the oldest lighthouse in Maine, offering stunning views of the Atlantic Ocean. A stroll along the Eastern Promenade, a park with a scenic waterfront path, is also a must. Then, wander through the Old Port, the historic heart of Portland, with its cobblestone streets, charming shops, and bustling restaurants.
What are the best bed and breakfasts in Portland, ME?
In which districts of Portland, ME should you consider booking a bed and breakfast?
The Munjoy Hill neighbourhood is a popular choice for bed and breakfasts, offering a mix of Victorian architecture, quiet streets, and easy access to the Old Port. The West End, with its tree-lined streets and proximity to the waterfront, is another good option.
What are the best bed and breakfasts with a pool in Portland, ME?
What is the typical weather in Portland, ME, and how does it affect outdoor plans?
Portland has four distinct seasons. Summers are warm and humid, perfect for exploring the city's parks and beaches. Autumn is mild and colourful, ideal for hikes and scenic drives. Winters are cold and snowy, perfect for skiing and snowboarding. Spring is unpredictable, with occasional showers, but brings the promise of warmer days.
What are the best bed and breakfasts with a jacuzzi in Portland, ME?
What dining options are recommended for solo travelers staying at bed and breakfasts in Portland, ME?
For solo travellers, the intimate atmosphere of The Honey Paw, with its Asian-inspired small plates, is a great choice. The flagship location of The Maine Diner, a local institution, is another popular option, offering classic American comfort food.
What are the best bed and breakfasts for families and kids in Portland, ME?
What are the best cultural activities and events in and around Portland, ME?
The Portland Museum of Art showcases a diverse collection of art, from American paintings to contemporary works. The annual Maine Lobster Festival in Rockland, about 100km north of Portland, is a vibrant celebration of Maine's iconic seafood.
What are the best pet friendly bed and breakfasts in Portland, ME?
What amenities are commonly offered in bed and breakfasts in Portland, ME?
Most bed and breakfasts in Portland offer a continental breakfast, free Wi-Fi, and private bathrooms. Some also have amenities like fireplaces, hot tubs, and gardens.
What are the best bed and breakfasts with parking in Portland, ME?
Best Portland, ME bed and breakfasts with a garden
10 889 reviews
Portland, ME
17/11 – 19/11
SG$312/nighttotal: SG$624 (2 )
Oceanfront With Amazing Views And Private Entrance
1 2
B&B , South Portland
This waterfront suite in South Portland offers unparalleled views of the Portland ship channel, a short drive (a few kilometres) from Portland city centre and within walking distance of local restaurants and the beach. The self-contained apartment, sleeping two guests, features a private hot tub, a secluded porch, a small bathroom with a full-size bath and shower, and kitchen amenities including a microwave and fridge.
9.9 104 reviews
Portland, ME
15/08 – 18/08
SG$445/nighttotal: SG$1335 (3 )
Ocean Views, Work Friendly
1 2
B&B , South Portland
This South Portland apartment, a short walk from Willard Beach, offers Casco Bay Ship Channel views and is conveniently located near numerous takeout options. The self-contained ground-floor unit sleeps two, features a spacious living room with a TV and workstation, a private patio, a recently remodelled bathroom, and includes beach towels and chairs for guest use at Willard Beach.
10 182 reviews
Portland, ME
24/06 – 25/06
SG$557/nightfor 1 night
Charming West End Studio Apartment
1 2
B&B , Portland
This renovated basement studio apartment in Portland's West End offers a private entrance via a townhouse garden, situated a short walk from the Old Port. The self-catering property features a smart TV, Nespresso machine, mini-fridge, wood-burning stove, and a deluxe bathroom with a rain shower; a pack & play is available for infants.
9.9 3143 reviews
Portland, ME
31/07 – 03/08
SG$604/nighttotal: SG$1812 (3 )
Skolfield Inn | Parking | Self-check-in | Garden 4
1 2
B&B , Portland
The Skolfield Inn is located in Portland's West End, a peaceful neighbourhood just a short walk from the vibrant Old Port and the Western Promenade park. It has been awarded excellent ratings for location, cleanliness and overall guest experience. The inn is housed in a charming 19th-century home, offering a unique and intimate experience with just four guest rooms, each comfortably accommodating two guests. Amenities include off-street parking, air conditioning, gardens and a Smart TV in each room, along with other thoughtful touches like white noise machines.
Best Portland, ME bed and breakfasts with air conditioning
8.7 39 reviews
Portland, ME
12/07 – 13/07
SG$207/nightfor 1 night
Two Queen Bed Room
1 1
B&B , South Portland
This South Portland guesthouse is ideally situated minutes from downtown Portland and nearby beaches, offering easy access to shops, restaurants, and coastal scenery. The self-catering property boasts one bedroom, one bathroom, and sleeps four, featuring air conditioning, a swimming pool, fitness centre, parking and Wi-Fi; guests can enjoy exploring South Portland's attractions and the Maine coast.
10 4 reviews
Portland, ME
15/07 – 16/07
SG$843/nightfor 1 night
Stay Downtown | Near Portland Observatory, 2 Rooms
2 3
B&B , Portland
This guest house is centrally located, offering direct access to Portland's historic Old Port, its breweries, and the waterfront, with the Portland Museum of Art 600 metres away and the Eastern Promenade just a short walk. This property, suitable for up to eight guests across two bedrooms and two bathrooms, welcomes pets for an extra charge and provides Wi-Fi, air conditioning, and on-site parking, with a fitness centre available 24/7.
Portland, ME
27/06 – 04/07
SG$317/nighttotal: SG$2219 (7 )
Peaceful Room Perfect For Portland Visitors
1 2
B&B , Portland
This Portland guesthouse is conveniently located near East End Beach, minutes from the Children's Museum & Theatre of Maine, Deering Oaks Park, and Palace Playland. Offering a swimming pool, fitness centre, and complimentary continental breakfast, this pet-friendly property sleeps two in one bedroom with one bathroom, and includes free parking and an airport shuttle (8 AM–8 PM).
10 15 reviews
Portland, ME
14/09 – 24/09
SG$218/nighttotal: SG$2180 (10 )
Aerie
Peaks Island
Registration Sthr-007375-2025
1 1
B&B , Portland
Aerie B&B, near Diamond Passage in Portland, offers stunning sunset views of the Diamond Islands. This Portland guesthouse provides a private bedroom with en-suite bathroom, sleeps two guests, and features free on-site parking, a shared garden patio, and easy owner access.