Boutique hotels in Southport

Room F Authentic Airbnb Feel, hotub, queen bed

Sunny, cozy second‑floor bedroom and bathroom overlooking the Kennebec River & the park. Close to downtown. The space features a small fridge, microwave, TV with Roku and Spectrum cable, coffee maker, tea kettle with coffee & tea provided, a comfortable work area, and thoughtful extra amenities. Furnishings blend charming antiques with classic LL Bean pieces. A modern heat pump keeps the room warm in winter and cool in summer. The room has access to hot tub, sauna, gym and well stocked kitchen.

Location · Value · Outdoor spaces

The Elms - River Room

The Elms is conveniently in Westbrook, with easy access to Portland and the Interstate. The River Room has one queen bed, private bathroom with tub, a desk, large closet, and a view of the Presumscot. This is the most desirable room in the Elms. Historic Building, built by a renowned architect, originally served as a luxury Maine resort to entice business to the local mill. Featuring splendid carved wood features, fireplaces, spacious rooms, and a screened veranda overlooking the river.

Family · Location · Pool

Boutique Hotel Suites up to 8 people -Min to Beach

Beach Fantasy Apartment Hotel is located in the heart of Old Orchard Beach, on the main street, walking distance to the beach, all attractions, shops, restaurants, and all entertainment areas. The Hotel offers 3 bedroom apartments with full kitchen, living room, 2 full baths, with a capacity of up to 8 people per unit. You and your kids can also enjoy many Old Orchard Beach attractions like the Beachfront Palace Playland Park, which is the only beachfront amusement parkland much more.

Family · Value · Kitchen

Harold Room 8 | 2 Queens + Gable Windows

Named for the visionary who helped shape Spruce Point Inn's golden years, Harold Room 8 offers vintage Maine charm and sunlit comfort. Two queen beds welcome guests in a cosy third-floor setting, complete with gable windows and partial ocean views. Soaked in history and thoughtfully updated, this light-filled retreat blends past and present with effortless ease — with the resort's full array of pools, spa, and on-site dining just steps away.

Hot tub · Hospitality · View

Historic King Room in Boutique Hotel

Located throughout the second and third floors of the hotel, our Historic King rooms feature an inviting king bed fitted with French bedsheets and Cuddledown quilts and pillows. Highlighting original, historic elements, these rooms each boast a unique floor plan and offer plenty of space for guests to stretch out after a day of exploring Portland. Bathrooms are complete with glass-enclosed standing showers and spa-like amenities.

Value · Location · Quiet

Congress Queen | ADA Accessible

- A TIMELESS MAINE GETAWAY IN PORTLAND'S EAST END NEIGHBORHOOD - Guests will enjoy walking proximity to local breweries & distilleries, galleries & museums, boutique shopping, culinary delights, and the Eastern Promenade park highlighting sweeping views of Casco Bay and a mile's long trail system that leads to the vibrant energy of Portland harbor and the cobblestone lined streets of the Old Port.

Family · Location · TV

The Library | Guestroom 6

- A TIMELESS MAINE GETAWAY IN PORTLAND'S EAST END NEIGHBORHOOD - Guests will enjoy walking proximity to local breweries & distilleries, galleries & museums, boutique shopping, culinary delights, and the Eastern Promenade park highlighting sweeping views of Casco Bay and a mile's long trail system that leads to the vibrant energy of Portland harbor and the cobblestone lined streets of the Old Port.

Location · Family · Checkout

Loft West

- A TIMELESS MAINE GETAWAY IN PORTLAND'S EAST END NEIGHBORHOOD - Guests will enjoy walking proximity to local breweries & distilleries, galleries & museums, boutique shopping, culinary delights, and the Eastern Promenade park highlighting sweeping views of Casco Bay and a mile's long trail system that leads to the vibrant energy of Portland harbor and the cobblestone lined streets of the Old Port.

Location · Value · Hospitality

Newly renovated , Motel Garden Room

Welcome to our tranquil hotel with lush gardens and newly renovated rooms, offering a blend of modern comfort and style. Explore our town through our partnerships with a cozy coffee and bakery shop, a top-notch seafood and sushi restaurant, and an exclusive ice cream factory, all offering our guests special discounts. Experience hospitality intertwined with local flavors for an unforgettable stay.

Value · Location · Decor

Greenleaf Inn 4 King Suite, Fireplace, Harbor View

Escape to our historic Greenleaf Inn! This renovated, second-floor King room offers stunning waterfront views of Boothbay Harbor. Perfect for 2 guests, it features a private en-suite bath and A/C. Enjoy shared spaces like a full kitchen, cozy living room, and a sky deck overlooking the water. Just steps from downtown shops and restaurants, it's the ideal coastal Maine getaway.

Value · Location · Hospitality

Greenleaf Inn 3 King Suite, Balcony, Harbor View

Spacious king room on the second floor with a private balcony overlooking Boothbay Harbor. Features a plush pillow-top king bed, dresser, closet, and a large private bathroom with a hand-painted ocean mural. Enjoy stunning harbor views, morning coffee on the balcony, and easy access to shops, dining, and waterfront activities—all from the comfort of the Greenleaf Inn.

Location · Indoor spaces · View

Greenleaf Inn 2 King Suite, Balcony, Harbor View

Cozy and inviting, Greenleaf Inn Room 2 is a first-floor king suite with stunning harbor views and a private balcony. Features include a king bed, sitting area, Smart TV, air conditioning, Wi-Fi, mini fridge, and a full bath with tub/shower. Just steps from downtown Boothbay Harbor’s shops, dining, and boat tours, it’s perfect for a peaceful coastal getaway.

Location · Walkability · Cleanliness