Hotel holiday rentals in South Portland

The Perfect Place to Stay! Pet-friendly, Parking!

Stay in the heart of Portland for direct access to its rich history and vibrant culture. Enjoy the historic Old Port, famous breweries, and stunning waterfront views all within easy reach. Explore the esteemed Portland Museum of Art, embark on a scenic Casco Bay cruise, or take a leisurely walk along the Eastern Promenade. Delight in the city's famous seafood and lively nightlife, ensuring a memorable experience. Experience the ultimate comfort, style, and convenience in this perfect retreat.

The Elms - Cumberland Room

The Elms is conveniently in Westbrook, with easy access to Portland and the Interstate. The Cumberland room has two queen beds, private bathroom with shower stall, and closet. The room is defined in character by the large imperial rug. 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.

A room for 2 in Old Port! Great Location!!

Go Boutique on a Budget! The Black Elephant Hostel is a very vibrant and comfortable space with unique décor. We pride ourselves on being super clean, affordable and friendly. Our LOCATION CANNOT BE BEAT! We are one block outside of Old Port and nestled among some of the finest eateries, shopping, and entertainment in Portland. The Lemur room is a small but cozy room with a full size bed and en-suite bath. Perfect for a couple or lone traveler. This is a private room.

Charming 2-Bedroom Apartment in Historic Inn

This charming inn built in 1799 is the perfect unique spot for your getaway with family or friends. With two bedrooms, a full kitchen, and a living room to hang out in, there's plenty of space for everyone. Located on Main Street, we are just steps away from restaurants, shopping, and historic sites. We are just a short drive from the beaches and downtown Kennebunkport. Coffee is provided each morning for guests, and there is a restaurant on site.

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.

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.

Luxury One Bedroom Loft in Portland’s Old Port

Immerse yourself in the culture of the Old Port at your luxury loft hosted by The Docent’s Collection. 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.

Comfort & Style – Deluxe Queen Room 13

Located on the south side near the office, this room offers both front and back door entrances for added convenience. Recently upgraded with two comfortable queen beds, it provides a relaxing and spacious stay. Parking is conveniently located near the office for easy access. This room accommodates up to four adults. Guests must be at least 18 years old to book this unit.

Cozy King Bed--Private Room

King bed private room. Non-Smoking Room, private bath. Free WiFi, premium channels. HBO, refrigerator, microwave, and Keurig coffee maker. Practical - Free local calls, iron/ironing board; rollaway/extra beds and cribs/infant beds available on request. Connecting/adjoining rooms can be requested, subject to availability.