Boutique hotel vacation rentals in South Portland

Find and book unique boutique hotel rentals on Airbnb

Top-rated boutique hotel rentals in South Portland

Guests agree: these boutique hotel rentals are highly rated for location, cleanliness, and more.

%{current} / %{total}1 / 1
A wooden dock extends into a calm, reflective lake, bordered by trees. The peaceful landscape captures the essence of natural beauty, with clear skies visible above. The surrounding area showcases a blend of greenery and residential structures in the distance.
Hotel room in Standish
4.13 out of 5 average rating, 8 reviews

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.

Superhost
A spacious room is highlighted by a queen bed with a soft coverlet. Designed with large windows draped in patterned curtains, natural light illuminates the space. A desk and chairs are arranged thoughtfully, and an ornate rug covers the wooden floor.
Hotel room in Cumberland Mills
4.77 out of 5 average rating, 102 reviews

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.

A vibrant row of shops displays a variety of storefronts featuring clothing and tattoo services. A bright awning spans the entrance of the tattoo shop. Above, a balcony enhances the upper level, with pedestrians strolling along the sidewalk beneath shaded trees.
Hotel room in Old Orchard Beach
4.31 out of 5 average rating, 13 reviews

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.

Superhost
The room is furnished with two queen beds, each featuring a decorative wooden frame. A large imperial rug covers the floor, adding a touch of elegance. An air conditioning unit is positioned near a window, which allows natural light to fill the space. Floral wallpaper adorns the walls.
Hotel room in Cumberland Mills
4.73 out of 5 average rating, 66 reviews

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 view from the private balcony showcases a quiet street lined with homes leading towards the water. Power lines extend along the road, and glimpses of the ocean can be seen in the distance, creating a serene coastal atmosphere.
Hotel room in Wells

Haven By The Sea: 2BR Apt with Ocean Views

Beautiful second floor, fully-furnished rental with private balcony and water views. The two bedrooms (one king-sized/one queen-sized) each with their own private bathroom with bath and bed linens included. The one bedroom has one king bed and a private bathroom. They both offer a fully equipped kitchen and a large private living room with one queen-sized sofa bed. Completely non-smoking. Central air-conditioning and free, wireless internet are included.

Superhost
A well-appointed kitchen space features a large green countertop island with two seating options. White cabinetry and appliances are complemented by terracotta tile flooring. Natural light streams in through two windows, providing a bright atmosphere in the room.
Hotel room in Kennebunk
4.93 out of 5 average rating, 28 reviews

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.

Guest favorite
A spacious bedroom features a queen size bed with a quilted coverlet. Natural light fills the room through two windows. A vintage chair is positioned beside the bed, and a full-length mirror is visible against the wall, reflecting the charming ambiance of the space.
Hotel room in Cornish
4.86 out of 5 average rating, 7 reviews

Spacious Room in Historic Inn- Maple Street Room

Charming, farmhouse style, queen size room in a classic New England Inn. Built in the 1820s, the inn has historic, classic touches, and modern amenities. Enjoy breakfast, Lunch or Dinner at Lindsay's Restaurant downstairs, or grab a cocktail on the porch. Cornish is situated halfway between Portland and North Conway, and close to summer camps and lakes in the Sebago Lake region. A perfect stopover or opportunity for a longer unwind.

A spacious room features a king bed with crisp white linens and colorful decorative pillows. A cozy seating area includes a blue chair and a patterned ottoman. The wall displays a serene image, and a modern television is mounted nearby. Natural light enters through the window.
Hotel room in Parkside
4.92 out of 5 average rating, 52 reviews

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.

Guest favorite
A restful room features a spacious bed with crisp white bedding and a hat casually placed atop. Dark wood cabinetry and a small kitchenette are visible, along with a piece of artwork that adds a touch of color. A door leads to an adjoining bathroom.
Hotel room in East End
4.97 out of 5 average rating, 70 reviews

The Library | Guestroom 6

- 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.

Guest favorite
A light-filled suite features a spacious bed against a backdrop of rich wood accents. A small kitchenette area is seen on the left, while a door leads to a bright bathroom. A framed artwork adds color to the room, complemented by a straw hat placed atop the bed.
Hotel room in East End
4.97 out of 5 average rating, 37 reviews

Loft East

- 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.

Guest favorite
A spacious guest room features a comfortable bed with crisp white linens and a cozy leather lounge chair. A wooden bar area with seating and decor items is complemented by a mini-fridge. Bright artwork adorns the walls, and natural light flows in from a nearby window.
Hotel room in East End
4.94 out of 5 average rating, 140 reviews

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.

Superhost
The guest room features a spacious bed with a decorative canopy frame, flanked by two bedside tables. Natural light is welcomed through multiple large windows with wooden blinds. A colorful area rug covers the floor, and a small desk is situated near the window.
Hotel room in Cumberland Mills
4.6 out of 5 average rating, 47 reviews

The Elms - Lodge Room

The Elms is a historic Queen Anne Victorian mansion built in 1882 to serve as luxury accommodations for international executives and dignitaries visiting the local paper mill. Overlooking the Presumpscot River across the street from the old mill, the building retains many of its original architectural details, featuring lofty ceilings, grand staircases, exquisite woodwork, and antique furniture.

Popular amenities for South Portland boutique hotel rentals

Quick stats about boutique hotel rentals in South Portland

  • Total rentals

    30 properties

  • Nightly prices starting at

    $170 before taxes and fees

  • Total number of reviews

    9.7K reviews

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    30 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi, and Pool

Destinations to explore