
Boutique hotels in South Portland
Find and book unique boutique hotels on Airbnb
Top-rated boutique hotels in South Portland
Guests agree: these boutique hotels are highly rated for location, cleanliness, and more.

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.

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.

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.

The Crow's Nest
Our Crows Nest Suite, located on the second floor, features a generous oak wet bar, counter seating for two, and an oak paneled built in sectional sofa that can double as a sleep area for one adult or two small children. Skylights fill this space with natural light and offer birds eye views of the Observatory. Cobalt blue upholstery and shower tile add pop and contrast to its warm wood built ins, bright original artwork, and plush wool area rug.

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.

Courtyard Queen
- 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.

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.

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.

Loft West
- 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.

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.
Popular amenities for South Portland boutique hotels
Family-friendly boutique hotels

The Elms - Bear Den Room

Charming 2-Bedroom Apartment in Historic Inn

The Elms - Lodge Room

Courtyard Queen

The Elms - Cumberland Room

Boutique Hotel Suites up to 8 people -Min to Beach

The Library | Guestroom 6

The Crow's Nest
Boutique hotels with a patio

Quaint boutique accommodations with pool

The Elms - Bear Den Room

Charming 2-Bedroom Apartment in Historic Inn

Sebago Lake Studio Retreat

The Elms - Lodge Room

The Elms - River Room

The Elms - Cumberland Room
Other boutique hotel vacation rentals

The Elms - Bear Den Room

Charming 2-Bedroom Apartment in Historic Inn

The Elms - Lodge Room

Courtyard Queen

The Elms - Cumberland Room

Boutique Hotel Suites up to 8 people -Min to Beach

The Library | Guestroom 6

The Crow's Nest
When is the best time to visit South Portland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $78 CAD | $85 CAD | $87 CAD | $101 CAD | $132 CAD | $193 CAD | $267 CAD | $302 CAD | $265 CAD | $204 CAD | $97 CAD | $84 CAD |
| Avg. temp | -4 °C | -3 °C | 1 °C | 7 °C | 13 °C | 18 °C | 21 °C | 21 °C | 16 °C | 10 °C | 4 °C | -1 °C |
Quick stats about boutique hotels in South Portland

Total vacation rentals
Explore 30 vacation rentals in South Portland

Nightly prices starting at
South Portland vacation rentals start at $238 CAD per night before taxes and fees

Verified guest reviews
Over 9,700 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
30 of South Portland vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across South Portland rentals

4.8 Average rating
South Portland stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
- Plainview Vacation rentals
- New York City Vacation rentals
- Long Island Vacation rentals
- Montreal Vacation rentals
- Boston Vacation rentals
- East River Vacation rentals
- Hudson Valley Vacation rentals
- Quebec City Vacation rentals
- The Hamptons Vacation rentals
- Capital District, New York Vacation rentals
- Jersey City Vacation rentals
- Island of Montreal Vacation rentals
- House rentals South Portland
- Private suite rentals South Portland
- Condo rentals South Portland
- Rentals with a washer and dryer South Portland
- Rentals with a fireplace South Portland
- Rentals with outdoor seating South Portland
- Pet-friendly rentals South Portland
- Waterfront rentals South Portland
- Apartment rentals South Portland
- Fitness-friendly rentals South Portland
- Beachfront rentals South Portland
- Rentals with beach access South Portland
- Family-friendly rentals South Portland
- Rentals with a patio South Portland
- Rentals with a firepit South Portland
- Rentals with breakfast South Portland
- Rentals with pools South Portland
- Boutique hotels Cumberland County
- Boutique hotels Maine
- Boutique hotels United States
- Ogunquit Beach
- Sebago Lake
- Wells Beach
- Scarborough Beach
- York Harbor Beach
- Long Sands Beach
- Popham Beach State Park
- Popham Beach, Phippsburg
- Pemaquid Beach
- East End Beach
- Pemaquid Point Lighthouse
- Dunegrass Golf Club
- King Pine Ski Area
- Willard Beach
- Funtown Splashtown USA
- Coastal Maine Botanical Gardens
- Wolfe's Neck Woods State Park
- Cliff House Beach
- Short Sands Beach
- Wentworth by the Sea Country Club
- Parsons Beach
- Crescent Beach State Park
- Ferry Beach
- Laudholm Beach




