Guest favorite

A modern living area features a gray sofa adorned with a throw blanket and cushions. A light-colored coffee table is centered on a woven area rug. Natural light fills the space through two large windows, complemented by a floor lamp and a small decorative plant.

Hotel room in Portland

4.95 out of 5 average rating, 22 reviews

Two Bedroom Loft featuring Curated Local Art

Immerse yourself in the culture of the Old Port at your luxury loft. A top choice for travelers, The Docent's Collection was most recently awarded Condé Nast Readers' Choice (2025) and Tripadvisor Travelers' Choice (2025). Enjoy this spacious open-concept floor plan featuring a full-sized kitchen and bedrooms with soft luxurious linens and cozy pillows for your comfort. Admire the tapestry of a curated collection of local artists and enjoy five-star service from our local hospitality team.

Guest favorite

A modern living space features a gray sofa with a decorative knot pillow, complemented by a round dining table and four chairs. A wooden rocking chair offers additional seating, while large windows allow natural light to illuminate the light wood flooring.

Hotel room in Portland

5 out of 5 average rating, 76 reviews

Two Bedroom Loft featuring Curated Local Art

Immerse yourself in the culture of the Old Port at your luxury loft. A top choice for travelers, The Docent's Collection was most recently awarded Condé Nast Readers' Choice (2025) and Tripadvisor Travelers' Choice (2025). Enjoy this spacious open-concept floor plan featuring a full-sized kitchen and bedrooms with soft luxurious linens and cozy pillows for your comfort. Admire the tapestry of a curated collection of local artists and enjoy five-star service from our local hospitality team.

Guest favorite

A round wooden dining table is surrounded by four modern leather chairs. A sleek arc floor lamp casts light over the table, while artwork is framed on the wall nearby. Large windows allow natural light to fill the space, enhancing its airy feel.

Hotel room in Portland

4.97 out of 5 average rating, 86 reviews

Luxurious Two Bedroom Loft Adorned with Local Art

Immerse yourself in the culture of the Old Port at your luxury loft. A top choice for travelers, The Docent's Collection was most recently awarded Condé Nast Readers' Choice (2025) and Tripadvisor Travelers' Choice (2025). Enjoy this spacious open-concept floor plan featuring a full-sized kitchen and bedrooms with soft luxurious linens and cozy pillows for your comfort. Admire the tapestry of a curated collection of local artists and enjoy five-star service from our local hospitality team.

Guest favorite

The kitchen features modern cabinetry with dark wood tones, complemented by a white marble island. Stylish pendant lights hang from a wooden slatted ceiling. Stainless steel appliances, including a refrigerator and microwave, are visible, while handcrafted wooden stools are arranged at the island.

Hotel room in Portland

4.86 out of 5 average rating, 79 reviews

Luxury Studio Loft in Portland’s Old Port

Immerse yourself in the culture of the Old Port at your luxury loft. A top choice for travelers, The Docent's Collection was most recently awarded Condé Nast Readers' Choice (2025) and Tripadvisor Travelers' Choice (2025). Enjoy this spacious open-concept floor plan featuring a full-sized kitchen and bedrooms with soft luxurious linens and cozy pillows for your comfort. Admire the tapestry of a curated collection of local artists and enjoy five-star service from our local hospitality team.

Superhost

A spacious living area is highlighted by a comfortable gray sofa and wooden coffee table. Two armchairs complement the seating space, while a large TV is mounted on the wall. Natural light fills the room through multiple windows, enhancing the warm wood flooring.

Hotel room in Portland

4.79 out of 5 average rating, 39 reviews

Spacious Three-Bedroom Loft with Shuffleboard

Immerse yourself in the culture of the Old Port at your luxury loft. A top choice for travelers, The Docent's Collection was most recently awarded Condé Nast Readers' Choice (2025) and Tripadvisor Travelers' Choice (2025). Enjoy this spacious open-concept floor plan featuring a full-sized kitchen and bedrooms with soft luxurious linens and cozy pillows for your comfort. Admire the tapestry of a curated collection of local artists and enjoy five-star service from our local hospitality team.

Superhost

A modern kitchen is showcased with a spacious island featuring a white countertop. Three handcrafted wooden stools are positioned around the island. Above, stylish pendant lights provide gentle illumination, while a vase of sunflowers adds a touch of color to the decor.

Hotel room in Portland

4.95 out of 5 average rating, 57 reviews

Luxury Studio Loft in Portland’s Old Port

Immerse yourself in the culture of the Old Port at your luxury loft. A top choice for travelers, The Docent's Collection was most recently awarded Condé Nast Readers' Choice (2025) and Tripadvisor Travelers' Choice (2025). Enjoy this spacious open-concept floor plan featuring a full-sized kitchen and bedrooms with soft luxurious linens and cozy pillows for your comfort. Admire the tapestry of a curated collection of local artists and enjoy five-star service from our local hospitality team.

Guest favorite

A cozy seating area features a dark brown sofa draped with a soft, textured throw. Above the sofa, a set of four framed paintings depicts serene water landscapes with trees. A round wooden coffee table holds a decorative glass vase and a few open magazines.

Hotel room in Portland

4.93 out of 5 average rating, 58 reviews

Two Bedroom Loft for Luxury Traveler in Old Port

Immerse yourself in the culture of the Old Port at your luxury loft. A top choice for travelers, The Docent's Collection was most recently awarded Condé Nast Readers' Choice (2025) and Tripadvisor Travelers' Choice (2025). Enjoy this spacious open-concept floor plan featuring a full-sized kitchen and bedrooms with soft luxurious linens and cozy pillows for your comfort. Admire the tapestry of a curated collection of local artists and enjoy five-star service from our local hospitality team.

Guest favorite

A bright and airy sitting area is highlighted by large windows allowing natural light to fill the space. Two red armchairs and a gray chair are positioned around a wooden coffee table, complemented by a stylish floor lamp and a decorative vase with dried flowers.

Hotel room in Portland

4.89 out of 5 average rating, 163 reviews

Luxury One Bedroom Loft in Portland’s Old Port

Immerse yourself in the culture of the Old Port at your luxury loft. A top choice for travelers, The Docent's Collection was most recently awarded Condé Nast Readers' Choice (2025) and Tripadvisor Travelers' Choice (2025). Enjoy this spacious open-concept floor plan featuring a full-sized kitchen and bedrooms with soft luxurious linens and cozy pillows for your comfort. Admire the tapestry of a curated collection of local artists and enjoy five-star service from our local hospitality team.

Superhost

A spacious living area features a brown sofa adorned with a soft throw blanket. Two vibrant red chairs provide additional seating near a round coffee table. A dining table with brown chairs occupies one side, while a large window invites natural light into the space.

Hotel room in Portland

4.89 out of 5 average rating, 28 reviews

Luxury One Bedroom Loft in Portland’s Old Port

Immerse yourself in the culture of the Old Port at your luxury loft. A top choice for travelers, The Docent's Collection was most recently awarded Condé Nast Readers' Choice (2025) and Tripadvisor Travelers' Choice (2025). Enjoy this spacious open-concept floor plan featuring a full-sized kitchen and bedrooms with soft luxurious linens and cozy pillows for your comfort. Admire the tapestry of a curated collection of local artists and enjoy five-star service from our local hospitality team.

Guest favorite

A modern living area features a comfortable gray sofa draped with a soft throw. A wooden coffee table sits on a patterned rug, accompanied by a small black side table. A wall-mounted television is positioned against a light-colored wall, with large windows showcasing a view of brick buildings.

Hotel room in Portland

4.93 out of 5 average rating, 220 reviews

Luxury One Bedroom Loft in Portland’s Old Port

Immerse yourself in the culture of the Old Port at your luxury loft. A top choice for travelers, The Docent's Collection was most recently awarded Condé Nast Readers' Choice (2025) and Tripadvisor Travelers' Choice (2025). Enjoy this spacious open-concept floor plan featuring a full-sized kitchen and bedrooms with soft luxurious linens and cozy pillows for your comfort. Admire the tapestry of a curated collection of local artists and enjoy five-star service from our local hospitality team.

Superhost

Hotel room in New Castle

5 out of 5 average rating, 3 reviews

Great Island Inn - Penthouse Queen Studio Apt

Queen Studio Apartment on the 3rd floor (two flight walk up). One queen bed, full kitchen, full-size SMEG refrigerator, private bath with tub/shower combo, in-unit washer/dryer. This apartment can hold up to 2 persons. This apartment is NOT pet-friendly. DISCLAIMER, PLEASE READ: When you book through AirBnB you pay additional service (% of your entire stay), parking ($29/night) and cleaning ($50/stay) fees. None of these fees are charged when booking directly on the inn's site.

Superhost

Hotel room in New Castle

Great Island Inn - 2BR Apartment with Harbor View

Newly renovated, spacious 2BR apartment in historic New Castle village at Great Island Inn. Apartment includes washer/dryer, soaking tub and separate shower, full kitchen with dishwasher and full-size SMEG refrigerator. Living room with Harbor views and 55" Smart TV. High speed wifi and dedicated workspace. DOG FRIENDLY. Pet fee is $50 per dog per night. Guest must alert host if traveling with dog(s) prior to booking.

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