Hotel holiday rentals in Boothbay

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.

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.

Royal Comfort King Bed

Welcome to our newly upgraded Premium King Room at Flagship Inn & Suites, designed for comfort and style. This modern retreat features brand-new furnishings, a plush king bed, and a sleek walk-in shower. Located on the first or second floor, our smoke-free room includes complimentary continental breakfast, high-speed WiFi, a flat-screen TV, air conditioning, a microwave, mini-refrigerator, and a coffee maker. Experience contemporary elegance and thoughtful amenities for a relaxing stay.

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.

Room 4 at the Seaside Inn

Room 4 is one of our recently remodeled rooms on the second floor of the Seaside Inn. It is a cozy and intimate room with a private open bathroom which includes an elegant Carrara marble shower, vanity with a marble top, and polished brass fixtures. The open bathroom does not have a door. It has a comfy queen-sized bed, Keurig coffee station, mini refrigerator, high-quality AC and heating Dyson fan, and tv. Pet Policy: Dogs only. $50 per dog per night.

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.

Alyson's Room - Main House King, Ocean Views!

Bright and spacious, Greenleaf Inn Room 5 features ocean views, a king Helix mattress, smart-charging lamps, and a cozy reading chair. Enjoy personalized comfort with A/C, heat, and a ceiling fan. The large private bathroom includes plush towels and robes. Located in the main house, just a short walk to Boothbay Harbor’s shops, dining, and waterfront attractions—perfect for a peaceful Maine getaway.

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.