TOP 10 Guest house in Portland, Maine

DiMillo's On the Water is a historic floating restaurant located in the heart of Portland's Old Port at 25 Long Wharf, Maine, United States. With award-winning cuisine, breathtaking views of the iconic Portland harbor, and a one-of-a-kind ambiance, DiMillo's offers the ultimate waterfront dining experience. Whether you dine in or order online for pick-up, you can enjoy Maine's iconic waterfront dining wherever you may be. Guests have described DiMillo's as a cool and unique place to eat, perfect for those looking for an adventurous dining experience.

Amigos Mexican Restaurant & Bar is a vibrant and lively establishment located at 9 Dana Street in Portland, Maine. Offering a delicious blend of traditional Mexican cuisine and refreshing drinks, this institution is the perfect spot to enjoy a casual meal or unwind with friends over drinks. With a cozy and inviting atmosphere, guests can expect a warm welcome and exceptional service. Whether you're craving authentic tacos, flavorful enchiladas, or a refreshing margarita, Amigos Mexican Restaurant & Bar has something for everyone to enjoy. Come and experience the flavors of Mexico right here in the heart of Portland.

Hot Suppa! is a beloved food institution located at 703 Congress Street in Portland, Maine. Established in 2006 by two brothers, this bar and restaurant is known for its cozy atmosphere and delicious American classics. The historic 1860 brick Victorian building adds to the charm of the dining experience, with high ceilings, brick walls, and original moldings creating a unique setting. The menu at Hot Suppa! is made from scratch using quality ingredients, with a focus on local goods whenever possible. Guests can enjoy Breakfast Cocktails, Mimosas, spicy Bloody Marys, and cold draft beers to start their day off right. Whether you're looking for a hearty breakfast or a satisfying lunch, Hot Suppa! is the place to go for simple, affordable food done right. Don't miss out on this local favorite and discover the addictive flavors of Hot Suppa!

Sur Lie, located at 11 Free Street in Portland, Maine, is a unique tapas style restaurant offering American contemporary cuisine with influences from around the world. The team at Sur Lie is dedicated to providing guests with an unforgettable dining experience, focusing on locally sourced ingredients and craft food and drink. In addition to their regular menu, Sur Lie also hosts monthly Drag Disco Dinners and has recently partnered with Gather owner Krista Cole to open Catface Cafe in Biddeford, Maine. The restaurant has been honored with two nominations by the James Beard House in 2023, showcasing their commitment to outstanding hospitality and culinary excellence. Join Sur Lie for Happy Hour specials on Wednesdays and Thursdays from 5pm to 6pm in the bar and lounge area. Follow them on Instagram @catfacecafemaine for more updates and information.

Located at 88 Grandview Avenue in Boothbay Harbor, Maine, Spruce Point Inn Resort & Spa is a Conde Nast Top Resort that offers the epitome of a Maine retreat. Nestled "down east" from Portland, this historic gem provides an iconic coastal experience with its oceanfront setting, mature woodlands, and thoughtful amenities. Whether you're looking for a romantic escape or a family getaway, Spruce Point Inn has inviting lodge rooms and cozy cottages designed for your comfort. Indulge in dining excellence at the on-site restaurant, where Northeastern culinary mastery and coastal elegance come together. Relax and rejuvenate at The Spa, nestled in refreshing pines, offering massages, facials, and luxurious body rituals. Boothbay Harbor summer colonies have been a popular destination since the 1870s, embodying timeless coastal charm and maritime allure. Guests can also enjoy sailing on a fully restored classic Friendship sloop, the only wooden sailing lobster boat on the Maine coast, exclusively available from the Spruce Point Inn Dock. Additionally, Spruce Point Inn hosts events such as the Windjammer Days SPI Cup, a day of R/C sailboat racing, and offers a picturesque setting for weddings and meetings.

The Inn On Peaks Island is a luxurious retreat located in the heart of Portland's Casco Bay, just a short boat ride away from the bustling city of Portland, Maine. This charming institution offers seven Maine cottage-style guest rooms, each featuring Jacuzzi tubs, private decks, and stunning skyline views of Portland. Perfect for couples or family travel, the inn also offers a spacious apartment-style suite with four bedrooms for larger groups. Guests can enjoy delicious meals at the inn's restaurant, which serves fresh Maine seafood, crisp salads, and creative pub fare with a New England flair. The restaurant is open to the public for lunch and dinner, with a continental breakfast available for guests. The menu also proudly features local Maine beer and Capt'n Eli's Soda from Shipyard Brewing Company.

Welcome to the White Sails Inn, a charming bed and breakfast located at 61 Fletcher Street in Kennebunk, Maine. Formerly known as the Elizabeth Rose House, this historic inn has undergone exciting changes under the ownership of Susanne Lillis. The property now features a cozy coastal Maine vibe with newly painted interiors, updated décor, and added amenities such as the Shipwreck Pub, outdoor fire pit, and a refreshed patio area. Wake up to the aroma of freshly brewed coffee and enjoy a homemade 3-course breakfast before exploring the nearby Kennebunk Beach, Wells Beach, and Ogunquit Beach. The inn provides beach towels, chairs, umbrellas, and parking passes for your convenience. Conveniently located just 40 minutes from Portland and 1.5 hours from Boston, the White Sails Inn is the perfect retreat for couples, families, or small corporate groups.

Congress Bar & Grill is a vibrant and lively establishment located on Congress Street in the heart of Portland, Maine. This popular bar and restaurant offers a cozy and inviting atmosphere where guests can enjoy delicious food, refreshing drinks, and great company. With a diverse menu featuring a variety of dishes ranging from classic American fare to innovative fusion cuisine, Congress Bar & Grill has something to satisfy every palate. Whether you're looking to grab a quick bite with friends or sit down for a leisurely meal, this establishment is the perfect spot to unwind and enjoy a memorable dining experience. Come visit us at 617 Congress Street and see why Congress Bar & Grill is a favorite among locals and visitors alike.

The Independent Ice Co. is a vibrant establishment located at 52 Wharf Street in Portland, Maine. This versatile venue offers a unique combination of a bar, food, night club, and restaurant all under one roof. Guests can enjoy a wide selection of drinks, delicious meals, and a lively atmosphere perfect for a night out with friends or a casual dinner. Whether you're looking for a place to unwind after work or dance the night away, The Independent Ice Co. has something for everyone. With its prime location in the heart of Portland, this institution is a must-visit destination for locals and tourists alike.

TurnKey Vacation Rentals in Maine offers a wide range of vacation homes, cabins, and cottages in this picturesque state known for its pine trees, lighthouses, and charming resort towns. Located in Boothbay Harbor, our real estate and travel agency provides a variety of options for visitors looking to explore Maine's stunning coastline and inland hamlets. With over 230 miles of coastline, our vacation rentals allow guests to bring their furry friends along, with many homes accommodating dogs. Stay connected with internet access in over 700 of our vacation rentals, and relax knowing our professional housekeepers will ensure your accommodations are clean and stocked with amenities upon arrival. Maine's rich history and natural beauty offer a unique experience for visitors year-round. From the upscale resort town of Kennebunkport to the vibrant city of Portland, there is something for everyone to enjoy. Explore the islands of Casco Bay, visit Acadia National Park, or head to the Maine Highlands for a serene escape in nature. Whether you're looking for a beachfront rental, a cozy cabin in the woods, or a lakeside retreat, our vacation homes in Maine provide the perfect setting for a memorable getaway. Discover the charm of Maine with TurnKey Vacation Rentals.

The Press Hotel, Autograph Collection is a unique lodging institution located at 119 Exchange Street in the heart of Portland, Maine. Housed in a historic building that was once home to the Portland Press Herald newspaper, this boutique hotel pays homage to its journalistic roots with stylish decor inspired by the world of publishing. Guests can enjoy luxurious accommodations, modern amenities, and personalized service in a setting that seamlessly blends past and present. Whether visiting for business or pleasure, The Press Hotel offers a one-of-a-kind experience that captures the essence of Portland's vibrant culture and history.

The Lincoln Hotel is a boutique lodging experience located in the heart of Biddeford, Maine. Housed in a beautifully reimagined mill building dating back to the 1850s, this hotel offers 33 stylish guest rooms, a state-of-the-art fitness center, and a prime downtown location. Guests can start their day at Spinning Jenny's coffee shop, explore artist galleries, relax in the lobby bar, and enjoy a delicious meal at Batson River Brewing and Distilling without leaving the building. The rooms at The Lincoln Hotel blend vogue design with historic architectural details, including exposed brick walls, gas fireplaces, chic bathrooms with Carrera marble vanities, and high ceilings with original wood elements. Whether you choose a room with a king or two queen beds, you can expect luxury linens and a comfortable stay.

The Inn at St John is a charming lodging establishment located at 939 Congress Street in Portland, Maine, United States. This historic inn offers comfortable and cozy accommodations for guests looking to experience the beauty and charm of Portland. With its convenient location, guests can easily explore the city's attractions, dining options, and shops. The Inn at St John provides a warm and welcoming atmosphere, making it the perfect choice for travelers seeking a relaxing and enjoyable stay in Portland.

Located on 140 Chadwick Street in Portland, Maine, The Chadwick Bed & Breakfast is the perfect destination for a romantic and pampering getaway. With elegant and comfortable accommodations, this award-winning lodging institution offers a level of personal service that goes above and beyond. Each guest room has its own unique charm, blending modern amenities with the historic charm of the 1891-built house. Guests can enjoy a five-star gourmet breakfast every morning and explore the nearby attractions in Greater Portland, including galleries, museums, theaters, shops, and restaurants. The Chadwick Bed & Breakfast also serves as a convenient base for exploring other nearby locations such as Acadia National Park, Southern Maine beaches, and the White Mountains of New Hampshire.

Located at 121 Middle Street in the heart of downtown Portland, Maine, The Docent's Collection is a boutique hotel offering luxury vacation apartments for both short and long-term stays. This unique lodging option provides guests with a curated collection of Urban Homes that have been thoughtfully placed within steps of the vibrant arts community, local boutiques, and nationally recognized cuisine in the historic Old Port district. Each Urban Home in The Docent's Collection is designed to provide a culturally rich and personalized experience for elite travelers seeking a luxury residence during their stay in Portland. With modern, fully equipped kitchens, spacious dining and living areas, and custom furnishings, guests will feel right at home while exploring all that the city has to offer.

Fortland is a unique institution located on House Island in Casco Bay, just a short boat ride away from downtown Portland, Maine. Offering a one-of-a-kind island camping experience, Fortland is set within the historic Fort Scammel and provides guests with the opportunity to stay in yurts or tent cabins. With 16 acres of pristine land, three private beaches, and stunning panoramic views, Fortland is the perfect location for weddings, family reunions, retreats, or simply a weekend getaway with friends. Guests rave about the incredible scenery, fascinating history, and extraordinary accommodations at Fortland. Whether you're looking for a serene and relaxing escape or an adventurous island experience, Fortland has something for everyone. Don't miss out on this unforgettable opportunity to stay on your own private island in Maine. Contact Fortland at INFO@FORTLANDMAINE.COM or 207.200.1267 to book your stay now.

The Olympia Companies is a premier lodging institution located at 7 Custom House Street in the vibrant city of Portland, Maine, United States. With a reputation for excellence in hospitality, The Olympia Companies offers luxurious accommodations and top-notch service to guests from around the world. Whether you are visiting for business or pleasure, The Olympia Companies is the perfect destination for a memorable and comfortable stay.

PMA Films is a movie theater located at 7 Congress Street in Portland, Maine, United States. This institution offers a unique selection of indie, foreign, art house, and award-winning cinema that you won't find anywhere else. All films are screened in-person at the Bernard Osher Foundation Auditorium. Assisted listening devices are available for PMA Film screenings. The upcoming screenings include a variety of films directed by notable filmmakers such as Mike Cheslik, Edward Yang, Alice Rohrwacher, Andrei Tarkovsky, and more. Special events, discussions, and panel sessions are also organized, featuring guests from the ceramics and craft community. Don't miss the opportunity to experience these cinematic gems in a cozy and intimate setting. For more information, visit PMA Films at 7 Congress Square or call (207) 775-6148.

Temporary Home until I find an apartment is a welcoming lodging institution located at 608 Main Street in South Portland, Maine, United States. This institution provides a comfortable and convenient place to stay for individuals in need of temporary housing while they search for a more permanent living arrangement. With cozy accommodations and a friendly atmosphere, guests can rest assured that they have a safe and welcoming place to call home during their transition period.

Casablanca Cruises is a unique institution located at 18 Custom House Wharf in Portland, Maine, United States. This establishment offers a combination of a bar, food, restaurant, and travel agency all in one. At Casablanca Cruises, guests can enjoy delicious food and drinks while taking in the beautiful views of the Portland waterfront. In addition to its dining options, Casablanca Cruises is also known for hosting live music events during the summer months, making it a popular destination for locals and tourists alike.

Maine Brews Cruise, located at 320 Fore Street in Portland, Maine, is the ultimate destination for craft beer and beverage enthusiasts. Founded as The Maine Brew Bus in 2012 by Zach and Allison Poole, this institution offers all-inclusive tours and experiences that give guests a unique behind-the-scenes look at Maine's top craft breweries, distilleries, wineries, and more. With expert guides and dedicated drivers leading the way, guests have the opportunity to explore both established and up-and-coming producers, gaining valuable insights into the craft alcohol industry. Since its inception, Maine Brews Cruise has connected over 35,000 people to the vibrant world of Maine's craft alcohol producers.

Selkies' Rest is a charming lodging institution located at 13 Whitehead Street in the picturesque city of Portland, Maine. Nestled in a cozy corner of the United States, this quaint establishment offers a peaceful and tranquil atmosphere for guests looking to unwind and relax. The rooms are tastefully decorated and equipped with modern amenities to ensure a comfortable stay. Guests can enjoy the beautiful surroundings of Portland, with its historic charm and scenic views. Whether you're visiting for business or pleasure, Selkies' Rest is the perfect place to rest and rejuvenate during your time in Maine.

Cindy's Place is a charming lodging institution located at 2 Oak Avenue in the heart of Portland, Maine, United States. Offering cozy and comfortable accommodations, Cindy's Place is the perfect home away from home for travelers looking to explore all that Portland has to offer. With its convenient location and welcoming atmosphere, guests can enjoy a relaxing stay while being just minutes away from the city's top attractions, restaurants, and shops. Whether you're visiting for business or pleasure, Cindy's Place is the ideal choice for your stay in Portland.

Grey Ledge Cottage is a charming bed and breakfast located at 78 Sunset Road in Portland, Maine. Situated in a picturesque location, this cozy inn offers a peaceful retreat for guests looking to escape the hustle and bustle of city life. The cottage features comfortable accommodations, beautiful gardens, and a warm and inviting atmosphere. Guests can enjoy a delicious breakfast each morning and relax on the porch while taking in the stunning views of the surrounding countryside. Whether you're looking for a romantic getaway or a quiet weekend retreat, Grey Ledge Cottage is the perfect destination for a memorable stay in Maine.

Located at 14 Welch Street in Portland, Maine, Port Island Realty offers more than just vacation homes - it offers a taste of coastal serenity. Their charming island homes and cottages are carefully chosen for their comfort, style, and authentic island character, providing guests with a genuine coastal Maine experience. From personalized guest services to the overall ambiance, every detail captures the unique charm and tranquility of life by the ocean. Experience the vibrant beauty of Peaks Island in the summer with their exclusive rentals, featuring sandy beaches and lively local events. In the winter, enjoy a serene winter wonderland with cozy winter rentals, perfect for quiet evenings and peaceful off-season charm. Port Island Realty also welcomes pets, ensuring a memorable stay for you and your four-legged companions.

OOBn'it Beach Rental is located on B Street in Old Orchard Beach, Maine, United States. This institution offers beach properties that will make your vacation unforgettable. Old Orchard Beach is known for its 7 miles of pristine sandy beach and its historic pier built in 1898. The area is full of attractions and amusements for all ages. Situated in southern Maine, OOB is close to the city of Portland and a short train ride away from Boston. The area offers a variety of activities including shopping, golf, mini golf, biking, amusement parks, and weekly fireworks. There is always something fun to do in and around OOB.