All Vacation Rentals South Portland
South Portland
2 guests

Adults:

2

Children:

0

Child’s age:

South Portland

Nov 04 - Nov 05 ·
2 guests

South Portland Vacation Rentals

South Portland
2 guests

Adults:

2

Children:

0

Child’s age:

Over 20 stays assessed to highlight the standout picks

Navigation

1. Arlies Digs One Block To Willard Beach

2. The Coastal Connection

3. Modern Getaway By The Sea

4. Modern Coastal Retreat On Cottage Road

Cheap South Portland Vacation Rentals

5. Forest City Oasis And Spa

6. Walk To Willard Beach

7. Sunny House, By The Beach, Minutes From Portland

Pet Friendly Vacation Rentals South Portland

8. Hallowell Rooming House

9. Lovely Studio W/Full Kitchen/Free Wifi- Next To River/Antique Shops/Restaurants

10. Island View House Bnb Self Check-In

Best South Portland Vacation Rentals

  • Great deal
  • Beach access
Arlies Digs One Block To Willard Beach Arlies Digs One Block To Willard Beach

Arlies Digs One Block To Willard Beach

411 Preble Street Unit 1
0.8 km (0.5 mi) from city center
1000
  • Cookware/ Kitchen utensils
  • Air conditioning
  • Luggage storage
  • Laundry
  • Ironing facilities
  • Garden area

Arlies Digs One Block To Willard Beach South Portland villa is situated 400 metres from Willard Beach Parking, featuring such comforts as Wi-Fi and a private parking lot.

10
1 reviews

Arlies Digs One Block To Willard Beach

0.8 km (0.5 mi) from city center
1000
  • 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 is situated 400 metres from Willard Beach Parking, featuring such comforts as Wi-Fi and a private parking lot.

10
1 reviews
The Coastal Connection The Coastal Connection

The Coastal Connection

565 Main St, South Portland, Me 04106, Usa
5.3 km (3.3 mi) from city center
220

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, along with parking for guests travelling by car.

7
1 reviews
~ US$670 / night

The Coastal Connection

5.3 km (3.3 mi) from city center
220

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, along with parking for guests travelling by car.

7
1 reviews
From US$ 670 / night
Modern Getaway By The Sea Modern Getaway By The Sea

Modern Getaway By The Sea

33 Bodge Street
3.7 km (2.3 mi) from city center
  • 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 Children's Museum and Theatre of Maine, the villa provides Wi-Fi and private parking.

~ US$521 / night

Modern Getaway By The Sea

3.7 km (2.3 mi) from city center
  • 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 Children's Museum and Theatre of Maine, the villa provides Wi-Fi and private parking.

From US$ 521 / night

Cheap South Portland Vacation Rentals

  • Beach access
Modern Coastal Retreat On Cottage Road Modern Coastal Retreat On Cottage Road

Modern Coastal Retreat On Cottage Road

457 Cottage Rd, South Portland, Me 04106, Usa
1.0 km (0.6 mi) from city center
600
  • Cookware/ Kitchen utensils
  • 24-hour reception
  • Air conditioning
  • Tea and coffee facilities
  • Heating
  • Garden area

Staying at the 2-bedroom Modern Coastal Retreat On Cottage Road South Portland, guests can easily reach Portland Head Lighthouse, located approximately 25 minutes' walk away. With a maximum capacity of 8 guests, the holiday home offers a car park.

Modern Coastal Retreat On Cottage Road

1.0 km (0.6 mi) from city center
600
  • Cookware/ Kitchen utensils
  • 24-hour reception
  • Air conditioning
  • Tea and coffee facilities
  • Heating
  • Garden area

Modern Coastal Retreat On Cottage Road

Staying at the 2-bedroom Modern Coastal Retreat On Cottage Road South Portland, guests can easily reach Portland Head Lighthouse, located approximately 25 minutes' walk away. With a maximum capacity of 8 guests, the holiday home offers a car park.

Forest City Oasis And Spa Forest City Oasis And Spa

Forest City Oasis And Spa

35 Cole St, South Portland, Me 04106
2.7 km (1.7 mi) from city center
1000
  • Cookware/ Kitchen utensils
  • 24-hour reception
  • Air conditioning
  • Ironing facilities
  • Sauna
  • Garden area

To enjoy your vacation in South Portland, stay at the spacious 2-bedroom Forest City Oasis And Spa South Portland apartment, which is 3.1 km from Commercial Street and within 10 minutes' drive of Old Port. Wi-Fi and parking are also available at the apartment.

The availability of a sauna at this apartment ensures a relaxing stay.

Forest City Oasis And Spa

2.7 km (1.7 mi) from city center
1000
  • 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 2-bedroom Forest City Oasis And Spa South Portland apartment, which is 3.1 km from Commercial Street and within 10 minutes' drive of Old Port. Wi-Fi and parking are also available at the apartment.

The availability of a sauna at this apartment ensures a relaxing stay.

  • Beach access
Walk To Willard Beach Walk To Willard Beach

Walk To Willard Beach

47 Beach St, South Portland, Me 04106
1.0 km (0.6 mi) from city center
  • 24-hour reception
  • Air conditioning
  • Luggage storage
  • Heating
  • Garden area

Situated merely a 9-minute stroll from Fort Preble, the 1-bedroom Walk To Willard Beach South Portland villa ensures a great leisure experience by offering fisheries. Offering Wi-Fi, the South Portland holiday home is located 2.8 km from Maine Jewish Museum.

Walk To Willard Beach

1.0 km (0.6 mi) from city center
  • 24-hour reception
  • Air conditioning
  • Luggage storage
  • Heating
  • Garden area

Walk To Willard Beach

Situated merely a 9-minute stroll from Fort Preble, the 1-bedroom Walk To Willard Beach South Portland villa ensures a great leisure experience by offering fisheries. Offering Wi-Fi, the South Portland holiday home is located 2.8 km from Maine Jewish Museum.

Pet Friendly Vacation Rentals South Portland

Sunny House, By The Beach, Minutes From Portland Sunny House, By The Beach, Minutes From Portland

Sunny House, By The Beach, Minutes From Portland

34 Keswick Rd, South Portland, Me 04106
5.4 km (3.4 mi) from city center
  • 24-hour reception
  • Air conditioning
  • Heating
  • Garden area

Sunny House, By The Beach, Minutes From Portland South Portland villa, located 5 minutes' walk from Saint John the Evangelist Roman Catholic Church, can host up to 6 guests. Located 4.6 km from the Libby house "Victoria Mansion", the 3-bedroom holiday home provides Wi-Fi and a car park.

Sunny House, By The Beach, Minutes From Portland

5.4 km (3.4 mi) from city center
  • 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, located 5 minutes' walk from Saint John the Evangelist Roman Catholic Church, can host up to 6 guests. Located 4.6 km from the Libby house "Victoria Mansion", the 3-bedroom holiday home provides Wi-Fi and a car park.

Vacation rentals near South Portland

  • Guest favorite
Hallowell Rooming House Hallowell Rooming House

Hallowell Rooming House

132 2Nd Street
79.9 km (49.7 mi) from South Portland
  • BBQ facilities
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Sauna
  • Sun terrace

Located 2.8 km from Hallowell Reservoir, Historic Hallowell Aptviewshot Tubwalk Downtown hotel offers air-conditioned rooms about a 10-minute drive from Capitol Park. Overlooking the lake, the inn lies a few moments from Hallowell Antique Mall and includes a hot tub and a sauna.

The hotel is a perfect place for canyoning, fisheries, and darts.

9
312 reviews
~ US$110 / night

Hallowell Rooming House

79.9 km (49.7 mi) from South Portland
  • BBQ facilities
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Sauna
  • Sun terrace

Hallowell Rooming House

Located 2.8 km from Hallowell Reservoir, Historic Hallowell Aptviewshot Tubwalk Downtown hotel offers air-conditioned rooms about a 10-minute drive from Capitol Park. Overlooking the lake, the inn lies a few moments from Hallowell Antique Mall and includes a hot tub and a sauna.

The hotel is a perfect place for canyoning, fisheries, and darts.

9
312 reviews
From US$ 110 / night
Lovely Studio W/Full Kitchen/Free Wifi- Next To River/Antique Shops/Restaurants Lovely Studio W/Full Kitchen/Free Wifi- Next To River/Antique Shops/Restaurants

Lovely Studio W/Full Kitchen/Free Wifi- Next To River/Antique Shops/Restaurants

58 Water Street
61.3 km (38.1 mi) from South Portland
47
  • BBQ facilities
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Flat-screen TV
  • Golf centre

Staying at the 1-bedroom Lovely Studio W/Full Kitchen/Free Wifi- Next To River/Antique Shops/Restaurants Wiscasset villa, guests can visit Wiscasset Bay Gallery, which is just 100 metres away. Suitable for 2 guests, the Wiscasset holiday home offers hiking, mini golf, and cycling to diversify guests' leisure.

9.3
20 reviews
~ US$49 / night

Lovely Studio W/Full Kitchen/Free Wifi- Next To River/Antique Shops/Restaurants

61.3 km (38.1 mi) from South Portland
47
  • 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

Staying at the 1-bedroom Lovely Studio W/Full Kitchen/Free Wifi- Next To River/Antique Shops/Restaurants Wiscasset villa, guests can visit Wiscasset Bay Gallery, which is just 100 metres away. Suitable for 2 guests, the Wiscasset holiday home offers hiking, mini golf, and cycling to diversify guests' leisure.

9.3
20 reviews
From US$ 49 / night

South Portland Vacation Rentals Oceanfront

  • Best-rated
Island View House Bnb Self Check-In Island View House Bnb Self Check-In

Island View House Bnb Self Check-In

47 Saint Lawrence Street
2.6 km (1.6 mi) from South Portland
  • 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 Eastern Promenade. Wi-Fi is available for guests' business or leisure needs.

9.2
162 reviews
~ US$334 / night

Island View House Bnb Self Check-In

2.6 km (1.6 mi) from South Portland
  • 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 Eastern Promenade. Wi-Fi is available for guests' business or leisure needs.

9.2
162 reviews
From US$ 334 / night
Brand New Guest Apartment With Furnished Deck, Fast Wifi, Dock, & Water Views Brand New Guest Apartment With Furnished Deck, Fast Wifi, Dock, & Water Views

Brand New Guest Apartment With Furnished Deck, Fast Wifi, Dock, & Water Views

5 Bufflehead Cove Rd
53.8 km (33.4 mi) from South Portland
112
  • BBQ facilities
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Golf centre
  • Garden area

Nestled 4.7 km from McFarland Island, the 1-bedroom Brand New Guest Apartment With Furnished Deck, Fast Wifi, Dock, & Water Views Boothbay Harbor villa is boasting a patio and a golf course for guests' enjoyment. Suitable for up to 4 guests, the holiday home offers opportunities for canyoning, snow skiing, and cycling.

9.3
29 reviews
~ US$117 / night

Brand New Guest Apartment With Furnished Deck, Fast Wifi, Dock, & Water Views

53.8 km (33.4 mi) from South Portland
112
  • 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

Nestled 4.7 km from McFarland Island, the 1-bedroom Brand New Guest Apartment With Furnished Deck, Fast Wifi, Dock, & Water Views Boothbay Harbor villa is boasting a patio and a golf course for guests' enjoyment. Suitable for up to 4 guests, the holiday home offers opportunities for canyoning, snow skiing, and cycling.

9.3
29 reviews
From US$ 117 / night
The Brew House - 2Nd Floor Private Apartment - Located Above Newscapes Brewing The Brew House - 2Nd Floor Private Apartment - Located Above Newscapes Brewing

The Brew House - 2Nd Floor Private Apartment - Located Above Newscapes Brewing

163 Washington Avenue
3.2 km (2.0 mi) from South Portland
84
  • Picnic area/ Tables
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Live entertainment
  • Sun terrace

To enjoy your vacation in Portland, stay at the spacious 1-bedroom The Brew House - 2Nd Floor Private Apartment - Located Above Newscapes Brewing Portland, which is 2.2 km from the well - respected Portland Museum of Art and around 20 minutes' walk from Casco Bay Islands. This 84 m² apartment is situated in proximity to the laid-back Munjoy Hill and offers a sun deck and a picnic area.

9.4
74 reviews
~ US$360 / night

The Brew House - 2Nd Floor Private Apartment - Located Above Newscapes Brewing

3.2 km (2.0 mi) from South Portland
84
  • 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

To enjoy your vacation in Portland, stay at the spacious 1-bedroom The Brew House - 2Nd Floor Private Apartment - Located Above Newscapes Brewing Portland, which is 2.2 km from the well - respected Portland Museum of Art and around 20 minutes' walk from Casco Bay Islands. This 84 m² apartment is situated in proximity to the laid-back Munjoy Hill and offers a sun deck and a picnic area.

9.4
74 reviews
From US$ 360 / night

South Portland Vacation Rentals with Private Pool

  • Private beach
All Points' End All Points' End

All Points' End

137 Harbor Road
44.9 km (27.9 mi) from South Portland
47
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities

Located just around the corner from Sebago Cove, the 3-bedroom All Points' End Naples villa gives easy access to various tourist attractions in the area. The Naples chalet is suitable for up to 4 guests and features private car parking.

9.2
41 reviews
~ US$171 / night

All Points' End

44.9 km (27.9 mi) from South Portland
47
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities

All Points' End

Located just around the corner from Sebago Cove, the 3-bedroom All Points' End Naples villa gives easy access to various tourist attractions in the area. The Naples chalet is suitable for up to 4 guests and features private car parking.

9.2
41 reviews
From US$ 171 / night
  • Beach access
Sea Shell Sea Shell

Sea Shell

94 East Grand Avenue Unit 8
16.8 km (10.4 mi) from South Portland
60
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Golf centre
  • Golf course

The 1-bedroom Sea Shell Villa Old Orchard Beach is situated approximately 5 minutes' walk from Congregation Beth Israel Orthodox Synagogue, featuring such comforts as Wi-Fi and parking.

10
5 reviews
~ US$162 / night

Sea Shell

16.8 km (10.4 mi) from South Portland
60
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Golf centre
  • Golf course

Sea Shell

The 1-bedroom Sea Shell Villa Old Orchard Beach is situated approximately 5 minutes' walk from Congregation Beth Israel Orthodox Synagogue, featuring such comforts as Wi-Fi and parking.

10
5 reviews
From US$ 162 / night
Hasty House Studio Hasty House Studio

Hasty House Studio

201 Main Street
50.4 km (31.3 mi) from South Portland
23
  • Cookware/ Kitchen utensils
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities

The 1-bedroom Hasty House Studio Auburn boasts a convenient location around 700 metres from Veteran's Park. The maximum occupancy at the 23 m² apartment is 2 guests.

9.4
19 reviews
~ US$126 / night

Hasty House Studio

50.4 km (31.3 mi) from South Portland
23
  • Cookware/ Kitchen utensils
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities

Hasty House Studio

The 1-bedroom Hasty House Studio Auburn boasts a convenient location around 700 metres from Veteran's Park. The maximum occupancy at the 23 m² apartment is 2 guests.

9.4
19 reviews
From US$ 126 / night
Cabin At The Beach Cabin At The Beach

Cabin At The Beach

30 W Old Orchard Ave
18.5 km (11.5 mi) from South Portland
82
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Tea and coffee facilities
  • Heating

Up to 6 guests can stay at the 2-bedroom Cabin At The Beach Old Orchard Beach and enjoy the miniature Pirate's Cove Golf Course, located approximately 5 minutes' walk away. This 1-bathroom villa features opportunities for cycling and fisheries in the area, 4.4 km from Monkey Trunks Saco.

9.8
21 reviews
~ US$309 / night

Cabin At The Beach

18.5 km (11.5 mi) from South Portland
82
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Tea and coffee facilities
  • Heating

Cabin At The Beach

Up to 6 guests can stay at the 2-bedroom Cabin At The Beach Old Orchard Beach and enjoy the miniature Pirate's Cove Golf Course, located approximately 5 minutes' walk away. This 1-bathroom villa features opportunities for cycling and fisheries in the area, 4.4 km from Monkey Trunks Saco.

9.8
21 reviews
From US$ 309 / night

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.

Tip:

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.

Tip:

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.

Tip:

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.

Tip:

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.

Tip:

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.

Tip:

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.

Tip:

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.

Tip:

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.

Tip:

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.

Tip:

Visit local food trucks during lunch hours for quick and delicious meals under $10.

Location