
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.

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.

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.

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.

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.

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.

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.

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.

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
Family-friendly boutique hotels rentals

Haven by the Sea – Room 7 | Deluxe King

1 bedroom Studio condo at Perkins Cove Ogunquit

Haven By The Sea: 1BR Apt with Ocean Views

Haven by the Sea – Room 2 | Deluxe King

Haven by the Sea – Suite Room 8 | Deluxe King

Haven by the Sea – Room 10 | Deluxe Queen

Haven by the Sea – Room 6 | Deluxe King
Boutique hotels rentals 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

Haven by the Sea – Room 4 | Deluxe King

Haven By the Sea Suite Room 5 Queen /Pet Friendly

Quaint Room in Historic New England Inn- Cornish Station

1st Floor Studio, 75 Yards to Beach & Heated Pool

Near Downtown Stay | Perfect for Travelers

Haven by the Sea – Room 1 | 2 Twin Beds

Quaint Room in 1820s New England Inn- Kezar Falls

Private Room in 19th Century Inn- Early Riser
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
- Plainview Vacation rentals
- New York 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
- Jersey City Vacation rentals
- Capital District, New York Vacation rentals
- Portland Vacation rentals
- Rentals with outdoor seating South Portland
- Fitness-friendly rentals South Portland
- Rentals with a fireplace South Portland
- Apartment rentals South Portland
- Pet-friendly rentals South Portland
- House rentals South Portland
- Rentals with breakfast South Portland
- Private suite rentals South Portland
- Waterfront rentals South Portland
- Beachfront rentals South Portland
- Rentals with a fire pit South Portland
- Rentals with beach access South Portland
- Rentals with a washer and dryer South Portland
- Rentals with pools South Portland
- Rentals with a patio South Portland
- Family-friendly rentals South Portland
- Condo rentals South Portland
- Boutique hotel rentals Cumberland County
- Boutique hotel rentals Maine
- Boutique hotel rentals 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
- Dunegrass Golf Club
- East End Beach
- Pemaquid Point Lighthouse
- Short Sands Beach
- Funtown Splashtown USA
- Willard Beach
- Coastal Maine Botanical Gardens
- Parsons Beach
- Crescent Beach State Park
- Wolfe's Neck Woods State Park
- Wentworth by the Sea Country Club
- Laudholm Beach
- Ferry Beach
- Cliff House Beach
- King Pine Ski Area
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes