Boutique hotel vacation rentals in Southport

Maple Hill Farm Inn, Room 5, Sauna+Outdoor Hot Tub

Named one of "The Best 5 Green Hotels & Inns in New England" by Yankee Magazine, this bed & breakfast inn in the serene countryside complete with llamas focuses on sustainability & renewable energy without sacrificing copious comfort. Solar & wind power, 4 EV charging stations, fiber WiFi, sauna, outdoor hot tub, luxurious robes, all private baths, full liquor service(extra cost). Full menu choice breakfast INCLUDED (eggs from our chickens!). Zoom in on the map to see the Inn’s 7 other listings.

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.

Sebago Lake Studio Retreat

Come relax and enjoy the best of Sebago Lake. Spend the days by the water swimming, fishing, kayaking and the nights enjoying the massive fireplace and grilling. Breathtaking Mount Washington views, sunsets, loons, and bald eagles can all be seen from your private porch. With a queen bed and pullout couch this property easily accommodates four adults. Located just minutes to shopping and restaurants, and a short commute to Portland, Shawnee Peak Ski Mountain, Freeport/North Conway outlets.

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.

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.

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.

2-Story Harbor View Suite King and Queen, Balcony

Admiral’s Quarters Room 12 is a unique 2-story suite with 2 bedrooms on separate levels and 3 private balconies, each with stunning harbor or ocean views. The queen bedroom is on the lower level; upstairs features a king bed, sitting area, fireplace, and a secret balcony with breathtaking views. Accessed via private outdoor stairs, this charming suite offers coastal character and a prime location in the heart of Boothbay Harbor.

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.

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.

GL4 | Corner King w/ Harbor & Island Views!

Relax in this bright, second-floor King room at the Greenleaf Inn with sweeping views of Boothbay Harbor and nearby islands. Enjoy a plush pillow-top bed, sitting area, closet, A/C, and ceiling fan. The private bath features a large shower, soft towels, and cozy robes. Located just steps from downtown shops, restaurants, and waterfront activities—perfect for a peaceful coastal getaway.

Ocean View Room, 2 beds, Steps to the Beach

We are a family owned and operated business looking to offer affordable family vacation by the Beach! We have studio rooms available with 2 Double beds. All rooms include color cable TV, AC/Heat, kitchenettes, full bathroom, complimentary coffee, free Wi-Fi, daily maid service (seasonal). These rooms are located on the 3rd floor and offer ocean views of beautiful Old Orchard Beach.