Best South Portland Vacation Rentals
-
Great deal
-
Beach access
Arlies Digs One Block To Willard Beach
- Cookware/ Kitchen utensils
- Air conditioning
- Luggage storage
- Laundry
- Ironing facilities
- Garden area
Arlies Digs One Block To Willard Beach South Portland villa offers proximity to nearby tourist spots, such as the Goddard Mansion, situated 25 minutes' walk away.
Arlies Digs One Block To Willard Beach
- Cookware/ Kitchen utensils
- Air conditioning
- Luggage storage
- Laundry
- Ironing facilities
- Garden area
Arlies Digs One Block To Willard Beach
Arlies Digs One Block To Willard Beach South Portland villa offers proximity to nearby tourist spots, such as the Goddard Mansion, situated 25 minutes' walk away.
The Coastal Connection
The 220 m² The Coastal Connection Apartment South Portland offers proximity to such tourist attractions as Congregation Bet Ha'am Reform Synagogue, situated just 7 minutes' walk away. This spacious apartment features Wi-Fi in public areas.
A private balcony is also provided.
The Coastal Connection
The Coastal Connection
The 220 m² The Coastal Connection Apartment South Portland offers proximity to such tourist attractions as Congregation Bet Ha'am Reform Synagogue, situated just 7 minutes' walk away. This spacious apartment features Wi-Fi in public areas.
A private balcony is also provided.
Modern Getaway By The Sea
- Free parking
- Air conditioning
- Flat-screen TV
The 3-bedroom Modern Getaway By The Sea Villa South Portland, located around a 5-minute walk from the modest Maine Military Museum, can host up to 6 guests. Located approximately 3 km from the Children's Museum and Theatre of Maine, the villa provides Wi-Fi and private car parking.
Modern Getaway By The Sea
- Free parking
- Air conditioning
- Flat-screen TV
Modern Getaway By The Sea
The 3-bedroom Modern Getaway By The Sea Villa South Portland, located around a 5-minute walk from the modest Maine Military Museum, can host up to 6 guests. Located approximately 3 km from the Children's Museum and Theatre of Maine, the villa provides Wi-Fi and private car parking.
Cheap South Portland Vacation Rentals
-
Beach access
Modern Coastal Retreat On Cottage Road
- Cookware/ Kitchen utensils
- 24-hour reception
- Air conditioning
- Tea and coffee facilities
- Heating
- Garden area
The 2-bedroom Modern Coastal Retreat On Cottage Road South Portland offers proximity to such city sites as Holy Cross Roman Catholic Church, located approximately a 5-minute walk away.
Modern Coastal Retreat On Cottage Road
- Cookware/ Kitchen utensils
- 24-hour reception
- Air conditioning
- Tea and coffee facilities
- Heating
- Garden area
Modern Coastal Retreat On Cottage Road
The 2-bedroom Modern Coastal Retreat On Cottage Road South Portland offers proximity to such city sites as Holy Cross Roman Catholic Church, located approximately a 5-minute walk away.
Forest City Oasis And Spa
- Cookware/ Kitchen utensils
- 24-hour reception
- Air conditioning
- Ironing facilities
- Sauna
- Garden area
To enjoy your vacation in South Portland, stay at the spacious Forest City Oasis And Spa South Portland apartment, which is 3.1 km from the Commercial Street and within 10 minutes' drive of the Old Port. The inclusion of a sauna guarantees a more enjoyable stay.
Forest City Oasis And Spa
- Cookware/ Kitchen utensils
- 24-hour reception
- Air conditioning
- Ironing facilities
- Sauna
- Garden area
Forest City Oasis And Spa
To enjoy your vacation in South Portland, stay at the spacious Forest City Oasis And Spa South Portland apartment, which is 3.1 km from the Commercial Street and within 10 minutes' drive of the Old Port. The inclusion of a sauna guarantees a more enjoyable stay.
-
Beach access
Walk To Willard Beach
- 24-hour reception
- Air conditioning
- Luggage storage
- Heating
- Garden area
Walk To Willard Beach South Portland villa entices guests to enjoy fishing and offers proximity to the Fort Preble, located just a 9-minute stroll away. Offering Wi-Fi, the South Portland holiday home is located 2.8 km from the Maine Jewish Museum.
Walk To Willard Beach
- 24-hour reception
- Air conditioning
- Luggage storage
- Heating
- Garden area
Walk To Willard Beach
Walk To Willard Beach South Portland villa entices guests to enjoy fishing and offers proximity to the Fort Preble, located just a 9-minute stroll away. Offering Wi-Fi, the South Portland holiday home is located 2.8 km from the Maine Jewish Museum.
Pet Friendly Vacation Rentals South Portland
Sunny House, By The Beach, Minutes From Portland
- 24-hour reception
- Air conditioning
- Heating
- Garden area
Sunny House, By The Beach, Minutes From Portland South Portland villa provides easy access to various city attractions, such as Saint John the Evangelist Roman Catholic Church, situated 5 minutes' walk away.
Sunny House, By The Beach, Minutes From Portland
- 24-hour reception
- Air conditioning
- Heating
- Garden area
Sunny House, By The Beach, Minutes From Portland
Sunny House, By The Beach, Minutes From Portland South Portland villa provides easy access to various city attractions, such as Saint John the Evangelist Roman Catholic Church, situated 5 minutes' walk away.
-
Guest favorite
Hallowell Rooming House
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Sauna
- Sun terrace
The 6-room Hallowell Rooming House is approximately 200 metres from the Hallowell Antique Mall and welcomes guests with a Jacuzzi and a sauna. The Hallowell Reservoir is 2.8 km from the homestay, while Capitol Park can be found around 10 minutes' drive away.
Maintain your exercise routine effortlessly at a fitness area offered by the property. Hallowell Rooming House opens onto a sun terrace.
Hallowell Rooming House
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Sauna
- Sun terrace
Hallowell Rooming House
The 6-room Hallowell Rooming House is approximately 200 metres from the Hallowell Antique Mall and welcomes guests with a Jacuzzi and a sauna. The Hallowell Reservoir is 2.8 km from the homestay, while Capitol Park can be found around 10 minutes' drive away.
Maintain your exercise routine effortlessly at a fitness area offered by the property. Hallowell Rooming House opens onto a sun terrace.
Lovely Studio W/Full Kitchen/Free Wifi- Next To River/Antique Shops/Restaurants
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Golf centre
Along with proximity to the Historic New England Nickels-Sortwell House, just 400 metres away, Lovely Studio W/Full Kitchen/Free Wifi- Next To River/Antique Shops/Restaurants Wiscasset villa offers opportunities for hiking, cycling, and fishing in the area.
Lovely Studio W/Full Kitchen/Free Wifi- Next To River/Antique Shops/Restaurants
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Golf centre
Lovely Studio W/Full Kitchen/Free Wifi- Next To River/Antique Shops/Restaurants
Along with proximity to the Historic New England Nickels-Sortwell House, just 400 metres away, Lovely Studio W/Full Kitchen/Free Wifi- Next To River/Antique Shops/Restaurants Wiscasset villa offers opportunities for hiking, cycling, and fishing in the area.
South Portland Vacation Rentals Oceanfront
-
Best-rated
Island View House Bnb Self Check-In
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
Island View House Bnb Self Check-In Portland is located 2.6 km from the 47.5-acre public Edward Payson Park and a 17-minute walk from the Eastern Promenade. At this apartment, Wi-Fi and a private parking lot are also provided.
To keep up with sports routine, access to an ice rink is provided.
Island View House Bnb Self Check-In
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
Island View House Bnb Self Check-In
Island View House Bnb Self Check-In Portland is located 2.6 km from the 47.5-acre public Edward Payson Park and a 17-minute walk from the Eastern Promenade. At this apartment, Wi-Fi and a private parking lot are also provided.
To keep up with sports routine, access to an ice rink is provided.
Brand New Guest Apartment With Furnished Deck, Fast Wifi, Dock, & Water Views
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Golf centre
- Garden area
Brand New Guest Apartment With Furnished Deck, Fast Wifi, Dock, & Water Views Boothbay Harbor villa is located 3.4 km from the Boothbay Region Land Trust and invites guests to enjoy a patio. Guests can enjoy canoeing and fishing at the holiday home, located within a 10-minute drive of the Maine State Aquarium.
Brand New Guest Apartment With Furnished Deck, Fast Wifi, Dock, & Water Views
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Golf centre
- Garden area
Brand New Guest Apartment With Furnished Deck, Fast Wifi, Dock, & Water Views
Brand New Guest Apartment With Furnished Deck, Fast Wifi, Dock, & Water Views Boothbay Harbor villa is located 3.4 km from the Boothbay Region Land Trust and invites guests to enjoy a patio. Guests can enjoy canoeing and fishing at the holiday home, located within a 10-minute drive of the Maine State Aquarium.
The Brew House - 2Nd Floor Private Apartment - Located Above Newscapes Brewing
- Picnic area/ Tables
- Free parking
- Air conditioning
- Flat-screen TV
- Live entertainment
- Sun terrace
Situated about 25 minutes' walk from the well-respected Portland Museum of Art, the spacious 1-bedroom The Brew House - 2Nd Floor Private Apartment - Located Above Newscapes Brewing Portland can host up to 2 guests in Portland. To keep up with sports routine, access to an ice rink is provided.
Additional amenities include a sunbathing terrace.
The Brew House - 2Nd Floor Private Apartment - Located Above Newscapes Brewing
- Picnic area/ Tables
- Free parking
- Air conditioning
- Flat-screen TV
- Live entertainment
- Sun terrace
The Brew House - 2Nd Floor Private Apartment - Located Above Newscapes Brewing
Situated about 25 minutes' walk from the well-respected Portland Museum of Art, the spacious 1-bedroom The Brew House - 2Nd Floor Private Apartment - Located Above Newscapes Brewing Portland can host up to 2 guests in Portland. To keep up with sports routine, access to an ice rink is provided.
Additional amenities include a sunbathing terrace.
South Portland Vacation Rentals with Private Pool
-
Private beach
All Points' End
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
Situated a stone's throw from the Sebago Cove, the 3-bedroom All Points' End Naples villa offers quick access to numerous city landmarks nearby. The Naples chalet is suitable for up to 4 guests and features private car parking.
All Points' End
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
All Points' End
Situated a stone's throw from the Sebago Cove, the 3-bedroom All Points' End Naples villa offers quick access to numerous city landmarks nearby. The Naples chalet is suitable for up to 4 guests and features private car parking.
-
Beach access
Sea Shell
- Free parking
- Air conditioning
- Flat-screen TV
- Golf centre
- Golf course
Located approximately 5 minutes' walk from Congregation Beth Israel Orthodox Synagogue, the 1-bedroom Sea Shell Villa Old Orchard Beach gives easy access to various tourist attractions in the area.
Sea Shell
- Free parking
- Air conditioning
- Flat-screen TV
- Golf centre
- Golf course
Sea Shell
Located approximately 5 minutes' walk from Congregation Beth Israel Orthodox Synagogue, the 1-bedroom Sea Shell Villa Old Orchard Beach gives easy access to various tourist attractions in the area.
Hasty House Studio
- Cookware/ Kitchen utensils
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
To enjoy your vacation in Auburn, stay at the 1-room Hasty House Studio Auburn, which is just 500 metres from Court Street Baptist Church and just 1.3 km from the Museum L-A. For guests seeking an active stay, the 23 m² apartment grants access to an ice rink.
Hasty House Studio
- Cookware/ Kitchen utensils
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
Hasty House Studio
To enjoy your vacation in Auburn, stay at the 1-room Hasty House Studio Auburn, which is just 500 metres from Court Street Baptist Church and just 1.3 km from the Museum L-A. For guests seeking an active stay, the 23 m² apartment grants access to an ice rink.
Cabin At The Beach
- BBQ facilities
- Free parking
- Air conditioning
- Tea and coffee facilities
- Heating
Cabin At The Beach Old Orchard Beach provides easy access to various city attractions, such as the miniature Pirate's Cove Golf Course, situated approximately 5 minutes' walk away. This 1-bathroom villa features opportunities for cycling and fishing in the area, 4.4 km from the Monkey Trunks Saco.
Cabin At The Beach
- BBQ facilities
- Free parking
- Air conditioning
- Tea and coffee facilities
- Heating
Cabin At The Beach
Cabin At The Beach Old Orchard Beach provides easy access to various city attractions, such as the miniature Pirate's Cove Golf Course, situated approximately 5 minutes' walk away. This 1-bathroom villa features opportunities for cycling and fishing in the area, 4.4 km from the Monkey Trunks Saco.
Are you in a hurry?
Here is a quick list of Vacation Rentals in South Portland, selected based on their rating
| Name of hotel | Accommodation Rating | Price, $ | |
| The Coastal Connection |
7.0 / 10 (1 Reviews) |
From 670$ | |
| Hallowell Rooming House |
9.0 / 10 (312 Reviews) |
From 110$ | |
| Lovely Studio W/Full Kitchen/Free Wifi- Next To River/Antique Shops/Restaurants |
9.3 / 10 (20 Reviews) |
From 49$ | |
| Island View House Bnb Self Check-In |
9.2 / 10 (162 Reviews) |
From 334$ | |
| Brand New Guest Apartment With Furnished Deck, Fast Wifi, Dock, & Water Views |
9.3 / 10 (29 Reviews) |
From 117$ |
Frequently Asked Questions
Which vacation rentals in South Portland are closest to the beach?
The Cabin at the Beach and Walk to Willard Beach offer quick walks to the sandy shore. Enjoy the local beach amenities and beautiful sunsets.
Visit early in the morning for beach access before crowds arrive and enjoy a peaceful morning.
Are there vacation rentals in South Portland with water views?
The Brand New Guest Apartment offers stunning water views and a furnished deck. Enjoy the beautiful scenery while relaxing at your rental.
Book your stay during weekdays to find better rates for waterfront rentals.
What vacation rentals are pet-friendly in South Portland?
The Hasty House Studio welcomes pets, making it a great choice for those traveling with dogs. Enjoy spending time together in a cozy setting.
Check for specific pet policies and fees to avoid surprises during your stay.
Which vacation rentals in South Portland have a full kitchen?
Lovely Studio W/Full Kitchen and The Brew House - 2Nd Floor Private Apartment both feature full kitchens. Prepare meals easily during your stay.
Shop at local markets like the Portland Farmers' Market for fresh ingredients to use in your kitchen.
Are there budget-friendly vacation rentals in South Portland?
The Lovely Studio and All Points' End provide affordable options for travelers. Both options maintain comfort without breaking the bank.
Book in advance during off-peak seasons, like early spring, to secure lower rates.
What vacation rentals in South Portland have two bedrooms?
Consider The Coastal Connection or Forest City Oasis And Spa for spacious two-bedroom options. Ideal for families or larger groups.
Look for last-minute deals to find budget-friendly two-bedroom rentals.
Which vacation rentals in South Portland are great for families?
Sunny House, By The Beach and Modern Getaway By The Sea are excellent choices for families. Both offer space and comfort near beach activities.
Choose a rental with a backyard for kids to play safely when not at the beach.
What is a popular local festival to attend in South Portland?
The South Portland Arts & Crafts Festival in September showcases local artisans and crafts. It is a great way to experience local culture.
Arrive early on festival days to find convenient parking and explore before it gets crowded.
How can I get around South Portland easily?
Use local bus services like the South Portland Bus Lines for convenient transport. They connect major areas, including downtown and beaches.
Purchase a day pass for buses to save on travel costs when exploring multiple locations in a day.
What are some must-try local foods in South Portland?
Enjoy fresh seafood dishes like lobster rolls at local restaurants. Places like the Lobster Shack are well-known for their quality.
Visit local food trucks during lunch hours for quick and delicious meals under $10.