10 Best Vrbo Vacation Rentals In South Portland, Maine - Updated 2021

vrbo south portland maine

From popular swimming spots at Willard Beach to the sedate charms of a cycle ride or walk along the Greenbelt Walkway trail on the waterfront, there is plenty to get you out and about enjoying South Portland. Historic lighthouses like Bug Light and Spring Point also make for attractive picture opportunities, while those seeking a little retail therapy on their travels will find the huge Maine Mall nearby. What’s more, with the delights of downtown Portland just a short distance away - with the historic Old Port, as well as a host of museums and galleries - those who look to venture just a little further afield will enjoy a packed itinerary of things to see and do. The city’s size and popularity also means there are a wide array of great holiday accommodation options available too. These are just some of the top Vrbo vacation rentals you’ll find available in South Portland.

1. Dog-friendly studio apartment right next to the beach (from USD 204)

Located right next to the shore, this one-bed studio apartment will appeal to solo travellers or couples seeking a romantic getaway right next to the ocean landscape of Willard Beach. It comes with a range of mod-cons to make you feel at home - including air conditioning, free wi-fi, cable TV and a kitchenette - the latter of which will come in handy for whipping up some simple meals should you wish to dine in with your other half rather than sample the area’s popular restaurant and cafe scene. What’s more, there’s a small porch on which to unwind and take in the sea breeze - and even a grill for a little al fresco food. The property, which is available not just for short stays but longer multiple-month rentals as well, is also dog-friendly - so if you want to bring your furry friend along on your beach vacation you’ll have no trouble there.

Willard Beach Get Away - Dog Friendly - Steps from the shore!
39 reviews  Wifi Available
Apartment 3 Guests 0 Bedrooms 1 Bathroom

Accommodates: 3
Minimum Nights: 7
Refund Policy : 100% refund if you cancel at least 14 days before check-in.

Top guest reviews
Amenities & Room:
a little overwhelmed Apartment has bed couch nice bathroom and kitchenette
it added to the community feel of Willard Beach
We really enjoyed the view of the beach and water
play with many friendly dogs and swim in the bay
Had a great time; the studio was cute and adorable
The unit was lovely and very comfortable
The location can't be beat and we had awesome weather for late September
Tastefully decorated studio steps from the beach
Host was well organized and helpful
She was flexible with our checkout time as well
She was very welcoming friendly and helpful
Brenda was a great host and responded immediately to any questions we had
the owner was very welcoming and helpful Highly recommended
C Salt Market provided great picnic sandwiches which is located near the lighthouses If you are looking for a convenient lovely location which is also dog
Sydney enjoyed the beach just yards away
Beautiful lighthouses are within minutes including Portland Headlight Bug Light and 2 Lights
You're 15 minutes from downtown Portland (only an $8 Uber ride) and you're 3 minute walking distance from toes in sand
and of course Portland itself is just a short drive away as well Lastly
Read more reviews

2. Well-appointed house for up to five people (from USD 385)

Located in the south-west of Willard Square, and less than a kilometre from Willard Beach, this light-and-airy property features a blue and white, nautical-type vibe to get you in the mood for a visit to the local beaches. Mod-cons include air conditioning for added comfort, internet access, and laundry facilities. There’s also a fully equipped kitchen, although there are also a number of eateries within moments of the property - from Omi’s Coffee Shop just next door to the likes of Thai Taste and the Elsmere BBQ and Wood Grill a short walk away. Boasting three bedrooms, and capable of sleeping up to five people, it would make a good option for families.

Willard Beach Neighborhood-Close to all Southern Maine has to offer!
48 reviews  Wifi Available
House 6 Guests 2 Bedrooms 1 Bathroom

Accommodates: 6
Minimum Nights: 5
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Amenities & Room:
and we enjoyed an evening in hanging out on the spacious first floor
living room has two large couches which makes lounging in the evenings very comfortable
Clean and comfortable Plenty of space Sun filled rooms
Big Thank You to the owner for making the process stress free especially given Hurricane Michael impacting air traffic in our home
The kitchen has all of the essentials
Liked staying in south Portland vs downtown-
The property was as described Close to Portland and Willard Beach
The home itself was very spacious and we were very comfortable with 4 adults and 1 child
so we were able to mostly eat in Dining area is big and bright and
Wonderful host who was very helpful
Mike was very responsive and helpful during the booking process
next door was a huge bonus too
Mike was very responsive and easy to work with Definitely recommend this spot
The house was spotless entry was a breeze and the owner was thoughtful and responsive Beds were super comfortable with very soft sheets
The location is just a ten minute ride into downtown Portland
It is conveniently located to explore the many areas of interest in and around Portland
Great time in South Portland/Cape Elizabeth area Plenty of local sites and eateries easy access to anywhere
Finally it's a short walk to Willard Beach which is a quiet and relaxing nook of water and also leads to some lighthouses and other scenic points
Lovely little cottage close to Willard Beach
Read more reviews

3. Three-bedroom 19th-century house for eight (from USD 295)

Enjoying exceptional word-of-mouth among past guests, this recently-renovated two-and-a-half storey house is within walking distance of the popular Willard Beach. Ideal for families, its three bedrooms can sleep up to eight people - and there are two bathrooms as well - making it an option for groups of friends as well. This 19th-century property boasts smart modern decor and sits in a quiet residential neighbourhood in Willard Square, just a quarter-of-a-mile (0.4km) from the beach. Mod-cons include wi-fi access - perfect for those looking to get a little work done on their travels - TV with Netflix and Amazon access, and a full kitchen for those all-important family meals. Other nice touches include the spacious porch - complete with swinging love-seat.

Newly Renovated Craftsman Home Walking Distance To Willard Beach!
61 reviews  Wifi Available
House 8 Guests 3 Bedrooms 3 Bathrooms

Accommodates: 8
Minimum Nights: 30
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Amenities & Room:
The kitchen is stocked for a professional chef
Kitchen had everything you need and more
All the bathrooms are remodeled Great kitchen with plenty of dishes
Each room came with a little heater for people that were cold nature which was us since we were trekking it from NC in the dead of winter
kitchen was fully stocked with appliances and everything you could need to cook grill or make a good pot of coffee
Beds had clean linens and were extremely comfortable
The place was super clean and very accommodating
The house was equipped with everything we needed and decorated lovely
The house had everything we needed and was in the most amazing location
the house is beautiful and beautifully kept Very comfortable
the home is nicely decorated
They have thought of everything
We cook so to have sharp knives
I was also impress with how they thought of everything
It ended up being the most relaxing getaway from all the commotion
It was about a 10 minute drive to downtown Portland walking distance to Scratch Bakery for bagels and coffee and ice cream shop right across the street
Only a 10 minute ride to the center of Portland and a five minute walk to the beach Highly recommend Great stay
It is only a ten minute drive to downtown
Enjoyed the home Convenient to everything Just a great house
And the location was perfect
Read more reviews

4. One-bedroom stay near the Willard Beach

If it’s the beach you crave then this one-bedroom option may well be the choice for you. Ideal for solo travellers or couples, the one-bedroom condo can sleep up to four people at a push, meaning that small families can also be accommodated. And, as for the sea, Willard Beach is just three minutes away on foot - so you’ll be enjoying the waters of Simonton Cove in next to no time. The condo itself features an outside deck on which to enjoy the ocean air and view, a range of beach chairs, umbrellas and towels for use on the sands, and wi-fi access for staying connected on the go. There’s also air conditioning for a peaceful night’s sleep, TV and kitchen facilities - although there are plenty of eatery options in the local area.

314 Preble St, #2
93 reviews
condo 1 Bedroom 1 Bathroom

5. Two-bedroom house perfect for a family

Suitable for families, this two-bedroom house in the Loveitts Field area can sleep up to four people and comes with access to its own private yard, lawn and fire pit for relaxing evenings in the open air with loved ones. It is also just a few blocks away from the beach, placing it within walking distance of the ocean, and there is a range of shops and eateries within easy reach. The smart decor features exposed beams, wooden flooring and a fireplace for a cosy night in. Mod cons include a full kitchen for those seeking to dine in, wi-fi access for planning your daily itinerary online, and laundry facilities. The latter will come in handy for those planning longer stays - indeed lengthier stays are an option. Past guests were very impressed, praising the location close to Willard Beach and local eateries.

Cozy 2BR w/ Private Backyard & Fire Pit – Blocks to Beach & Shops
506 Preble St
25 reviews
House 2 Bedrooms 2 Bathrooms

6. Two-bedroom condo for up to four people

This light and airy option wears its ocean setting on its sleeve, boasting a few nautical design touches and a mix of blue and white colours. Enjoying views of the ocean, and set just three minutes from the water on foot, this two-bedroom condo - which can sleep up to four people - would suit families or friends who cannot wait to hit the sands of Willard Beach. There are also plenty of amenities, including air conditioning in both bedrooms for a peaceful night’s sleep. Other mod-cons include a full kitchen, wi-fi access and smart TVs complete with Netflix access - ideal for any rainy days in. There’s also parking available - should you plan on driving to explore the wider area.

Beautiful w/ Ocean Views! Walk to Beach! Gorgeous & Close to Portland
314 Preble St, #1
74 reviews
condo 2 Bedrooms 1 Bathroom

7. Lovely duplex in Loveitts Field

Set just two blocks south of Willard Beach in Loveitts Field, this popular two-bedroom house enjoys wonderful word-of-mouth among impressed former guests, who enjoyed its “convenient” location near the sands, playground and mix of ice cream parlours and bakeries. Capable of sleeping up to four people, this 100-year-old duplex would suit families and is also dog-friendly as well - so you’ll be able to bring your furry friend too. This smartly-decorated house comes with plenty of amenities, including internet access, laundry facilities, TV and a full kitchen - although there are also plenty of seafood restaurants nearby should you prefer to dine out. There’s also a leafy backyard in which to unwind. And those seeking longer stays will be pleased to note that long-term rentals are also an option.

2 Blocks to Willard Beach! Upscale 2BR w/ Private Yard, Walk to Restaurants
504 Preble St
47 reviews
House 2 Bedrooms 2 Bathrooms

8. Pet-friendly bungalow close to downtown Portland

Enjoying wonderful word-of-mouth, this two-bedroom bungalow is not only pet-friendly but can sleep up to four people - making it a strong option for families and their furry friends. However, it is only available for rentals of a minimum of 30 days at a time - meaning it will more likely appeal to those with long-term business or study in the area. Amenities in the bungalow, which is within easy walking distance of the beach, includes laundry facilities, ideal for those long stays, and internet access, TV and parking.

Sweet Bungalow - Close To Downtown Portland & Beaches - Pets OK!
119 reviews
bungalow 2 Bedrooms 2 Bathrooms
Top guest reviews
Amenities & Room:
The beds are comfortable and the ceiling fans make sleeping easy
it was perfect for that one rainy afternoon
but it have everything we needed
We did note that all the bedding seemed to be down feathers
Clean comfortable and perfect access to all Portland has to offer Anything you could possibly need is right at your finger tips to make that Lobster dinner
The bungalow was charming and beautifully decorated
The little red bungalow was everything we were expecting and more
well kept clean and decorated perfectly
The house was clean and in good shape when we arrived
so it was very convenient for everything we wanted to do
David was a great host and easy to contact
David was very friendly and welcoming over the phone
Finally David was wonderful when we inadvertently left some items behind and needed to retrieve them We can't thank him enough for being so gracious
the harbor's with fall's billowy clouds floating above lobster and sail boats
We utilized the indoor gas fireplace every night and while we did not cook
The location is in a quiet neighborhood close to Scratch Bakery which became a breakfast bagel favorite
It has a great location
Portland Head is within walking distance from the house Don't miss out on Scratch Bakery and
There is even a playground within walking distance
Portland is around 6 minutes away by car
Read more reviews

9. Plush cottage for longer stays

Set amid the leafy suburban streets of South Portland this one-bedroom cottage would suit solo travellers or couples. It comes equipped with a full kitchen for whipping up a romantic meal or two, while those who prefer something simple and hearty may wish to light up the grill on the front deck area. There’s also on-site parking, which will come in useful for driving the 10-minute journey to downtown Portland or for heading to Willard Beach just a couple of miles away. Amenities include internet access, satellite TV and air conditioning. The property is also available for extended rentals, should you plan on a longer stay. Nearby Hinckley Park, which is just a few hundred metres away, will also appeal to those who enjoy a nice walk.

New South Portland Cottage, 10 Minutes to Downtown, Great for Entertaining
27 reviews
cottage 1 Bedroom 1 Bathroom
Top guest reviews
Amenities & Room:
The shower handle for one of the shower heads
The cottage is very comfortable
Most everything you might need for a vacation is here - including folding chairs and a little cooler if you head to the beach (no beach towels though)
but if we wanted to take a shower without getting our hair wet that wasn’t an option Also the mat in the shower had hair in it
It was nice to have the beach access to enjoy beauty of the ocean
It was very clean and comfortable
The vacation rental was very clean
The vacation rental was very clean
I was very satisfied with the condition of the vacation rental
I was very satisfied with the condition of the vacation rental
Very nice home away from home
all furniture is good quality and looks great
and Paul was super responsive and helpful
I was more than happy with the location
I was more than happy with the location
It is so close to downtown Portland and various state parks
This hidden jewel in South Portland ME was the perfect weekend escape for any couple looking to get away Located just 5 minutes form downtown Portland
but we found another beach at the nearby state park
The location was perfect for getting to either the downtown or out of town
I enjoyed my 5 night stay in this immaculately clean tastefully furnished cottage
Read more reviews

10. Charming home in Willard Square

This recently refurbished first-floor condo boasts two bedrooms, making it an option for small families or friends seeking a location close to Willard Beach. The property is set within the Willard Square neighbourhood and comes complete with plenty of mod-cons, including washer and dryer - ideal for those planning longer stays or seeking to pack light. There’s also a full kitchen, TV and on-site parking. The outdoor deck area will also make for a pleasant spot on which to unwind in the open air at the end of a busy day exploring the sights. And speaking of the open air, the host also supplies beach towels and chairs for those inevitable excursions to Willard Beach.

Charming 2BR, Block from sandy beach and friendly Willard Square
8 reviews  Wifi Available
condo 4 Guests 2 Bedrooms 1 Bathroom

Accommodates: 4
Minimum Nights: 14
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Amenities & Room:
Lovely private deck off the back
This is a lovely first floor 2 bedroom apartment with a beautifully updated kitchen
Well appointed and includes a deck overlooking a charming back lawn with vegetable and flower gardens Only four doors up from
Everything you need is available
The only reason this is getting a 4 star instead of 5 star is that if you sleep in the front bedroom there is early morning car and foot traffic heading to the bakery which is only a problem if t...
kitchen which is bright and sunny Laundry facilities clean shower and comfortable beds
Jennifer was a lovely host
The owner is fantastic and very helpful and responsive while still being unintrusive
This home is clean & well furnished with cheerful original art work
We rented for two weeks while helping our daughter move to Portland for a new job
so this made for a really nice family vacation
A 30 minute walk to the library & grocery store
and it's a great neighborhood for walking dogs
It's 10 min or less by car into Portland
A short walk to Willard Beach and three doors down from Scratch Bakery Easy to get to Portland
just a few blocks from us
Read more reviews

Time to hit the beach

Whether you’re a solo traveller or couple on a romantic break, or a family seeking a base within easy reach of picturesque beaches, you’ll find plenty of options in South Portland. There’s also plenty of long-term rental options as well, should you be tempted to stay for a while.

Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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I'm a writer and photographer based in the heart of the beautiful Scottish Highlands. A professional journalist by trade, I have written for and edited several newspapers, magazines and websites....Read more

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