
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.

Haven by the Sea – Room 10 | Deluxe Queen
Each oversized, queen size guest room offers you cozy seating areas with very private and welcoming coordinated personal touches. You will love the individually themed rooms and matching furnishings. These are located on both the first and second floor of our inn. This Deluxe Queen room is located on the second floor which is accessed via a set of spiral stairs. Please call us directly before booking one of our Deluxe Queen rooms if you will have difficulty navigating this stairway.

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.

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.

250 feet from beach sand - 1st floor - King Room
First floor room with a king bed and private porch with deck seating overlooking a beautiful marsh view. Unit is located 300 feet from sand on Crescent Beach. Room is very private and quiet and equipped with a microwave, refrigerator, air conditioning, television, keurig coffee maker, daily k cup coffee, high speed wifi, and cable.
Popular amenities for South Portland boutique hotel rentals
Family-friendly boutique hotels rentals

Quaint Double Room in 19th Century Inn- Sacopee

Large Room in Charming 1820s Inn- Hosac Mountain

Quaint 1820s King Suite in Classic New England Inn

Lovely Room in 1820s Historic Inn- Foothills

Quaint Room in 1820s New England Inn- Kezar Falls

Private Room in 19th Century Inn- Early Riser

Charming King Room in 19th Century Inn- Parkside

King Suite in Historic 1820s Inn- Cotton Lincoln
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

Haven by the Sea – Room 7 | Deluxe King

Haven By The Sea: 1BR Apt with Ocean Views

Haven by the Sea – Room 2 | Deluxe King

Haven By The Sea: 2BR Apt with Ocean Views

Haven by the Sea – Suite Room 8 | Deluxe King

Haven by the Sea – Room 6 | Deluxe King
When is the best time to visit South Portland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ206 | ﺩ.ﺇ224 | ﺩ.ﺇ228 | ﺩ.ﺇ264 | ﺩ.ﺇ345 | ﺩ.ﺇ507 | ﺩ.ﺇ668 | ﺩ.ﺇ683 | ﺩ.ﺇ610 | ﺩ.ﺇ518 | ﺩ.ﺇ253 | ﺩ.ﺇ220 |
| 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 hotel rentals in South Portland

Total vacation rentals
Explore 30 vacation rentals in South Portland

Nightly prices starting at
South Portland vacation rentals start at ﺩ.ﺇ624 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

Wi-Fi availability
30 of South Portland vacation rentals include wi-fi 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!
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- Boutique hotel rentals Cumberland County
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- 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
- Funtown Splashtown USA
- Willard Beach
- Coastal Maine Botanical Gardens
- Parsons Beach
- Wolfe's Neck Woods State Park
- King Pine Ski Area
- Short Sands Beach
- Wentworth by the Sea Country Club
- Ferry Beach
- Crescent Beach State Park
- Cliff House Beach
- Laudholm Beach