Hotel holiday rentals in Southport

Laid-back camp vibes in this 2-bedroom cottage

MIssing some simplicity? This nostalgic 2-bedroom cottage with full kitchen is the perfect family retreat, set back from the rest of the property. Enjoy the pool or relax in the hot tub, and end your night with s'mores at the outdoor fire pits. Pop into the market for upscale pantry items for your kitchen, ice cream, or beverages. This cottage features a living room with a selection of books to inspire your Maine vacation, a turntable and access to a lending library of 750+ vintage records.

Midcoast Maine gem where Peyton Place was filmed

A Queen Room at the Whitehall Hotel offers guests a cozy retreat with a comfortable queen-size bed, suitable for up to two adults. Each room is equipped with essential amenities such as a private en-suite bathroom, flat-screen TV, complimentary Wi-Fi, and a work desk, ensuring a convenient and relaxing stay. The décor typically features a blend of classic and modern touches, creating a welcoming atmosphere for leisure or business travelers. Depending on the hotel's layout and availability.

Kineo Cottage with Fireplace/Jacuzzi Ocean Views

Penbay views out to the islands and set on the side of Mt Battie next to Camden Hills State Park, this fireplace/jacuzzi cottage is the perfect stay for a long weekend year round! You'll have a private entrance and easy access to town which is only half a mile away. Hike right from the cottage to the summit of Mt Battie or Mt Megunticook using the Sagamore Farm trail behind the property. Enjoy the distant Penobscot Bay views and watch the schooners sail by the Fox Island Thoroughfare.

Cozy Cottage with hotel amenities.

The cottages are reminiscent of the original roadside resorts enjoyed by motorists as they drove through and enjoyed mid-coast Maine. Cottages are located behind the main house, with parking available at each cottage and walking paths that lead to the back entrance of the main house of Country Inn. Guests in the cottages enjoy full use of all of the Country Inn amenities – the heated indoor pool, fitness center, delicious, country-style breakfast buffet, free Wi-Fi, cable TV.

Black Elephant Hostel: bed in 8 bed MIXED dorm

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. This is a Mixed Sex dorm and consists of 4 twin bunk beds and sleeps up to 8. This room has access to 3 private-style hall baths.

Elegant Beachfront Victorian Inn

The Rebekah Inn, located on the beach-front, was built in the early 1900’s. It has recently been FULLY restored! The Inn consists of nine individually decorated guest rooms, with period furnishings, shared common baths, and modern amenities. The Rebekah is located on a 7 mile stretch of sandy beach and is a short 5-7 minute walk to the downtown shops, restaurants, amusements and the famous Old Orchard Beach Pier. We are a 20 minute drive to Portland.

Main Inn Harbor View

This two-room two queen bed handicap accessible unit is located on the second floor (street level, no stairs) of our Main Inn Building with a private double balcony at the Tugboat Inn. Along with beautiful views of the harbor, we also have an onsite restaurant with all your seafood and land favorites! We are also walking distance from downtown Boothbay Harbor where you can enjoy many shops and restaurants.

Two Bedroom Loft featuring Curated Local Art

Experience luxury living in the heart of Portland’s historic Old Port. The Docent’s – Old Port is a collection of private lofts for luxury hotel travelers. This spacious open-concept floor plan features a full-sized kitchen and 2 bedrooms with soft linens and pillows for your comfort . Admire a curated collection of local art within your loft and enjoy five-star service from our local hospitality team.

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.