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.
We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on August 28, 2025.
1. Dog-friendly studio apartment right next to the beach (from USD 307)
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.
SOUTH PORTLAND, Maine, United States
Top guest reviews
Host:
Host was well organized and helpfulShe was flexible with our checkout time as wellShe was very welcoming friendly and helpfulBrenda was a great host and responded immediately to any questions we hadthe owner was very welcoming and helpful Highly recommendedLocation:
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 dogSydney enjoyed the beach just yards awayBeautiful lighthouses are within minutes including Portland Headlight Bug Light and 2 LightsYou're 15 minutes from downtown Portland (only an $8 Uber ride) and you're 3 minute walking distance from toes in sandand of course Portland itself is just a short drive away as well LastlyCleanliness:
The unit was lovely and very comfortableThe location can't be beat and we had awesome weather for late SeptemberTastefully decorated studio steps from the beachRead more reviewsAmenities & Room:
a little overwhelmed Apartment has bed couch nice bathroom and kitchenetteit added to the community feel of Willard BeachWe really enjoyed the view of the beach and waterplay with many friendly dogs and swim in the bayHad a great time; the studio was cute and adorable
2. Well-appointed house for up to five people (from USD 424)
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.
South Portland, Maine, United States
Top guest reviews
Host:
Wonderful host who was very helpfulMike was very responsive and helpful during the booking processnext door was a huge bonus tooMike was very responsive and easy to work with Definitely recommend this spotThe house was spotless entry was a breeze and the owner was thoughtful and responsive Beds were super comfortable with very soft sheetsLocation:
The location is just a ten minute ride into downtown PortlandIt is conveniently located to explore the many areas of interest in and around PortlandGreat time in South Portland/Cape Elizabeth area Plenty of local sites and eateries easy access to anywhereFinally 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 pointsLovely little cottage close to Willard BeachCleanliness:
Liked staying in south Portland vs downtown-The property was as described Close to Portland and Willard BeachThe home itself was very spacious and we were very comfortable with 4 adults and 1 childso we were able to mostly eat in Dining area is big and bright andRead more reviewsAmenities & Room:
and we enjoyed an evening in hanging out on the spacious first floorliving room has two large couches which makes lounging in the evenings very comfortableClean and comfortable Plenty of space Sun filled roomsBig Thank You to the owner for making the process stress free especially given Hurricane Michael impacting air traffic in our homeThe kitchen has all of the essentials
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.
Accommodates: 8
Minimum Nights: 30
Refund Policy : 100% refund if you cancel at least 60 days before check-in.
Top guest reviews
Host:
the home is nicely decoratedThey have thought of everythingWe cook so to have sharp knivesI was also impress with how they thought of everythingIt ended up being the most relaxing getaway from all the commotionLocation:
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 streetOnly a 10 minute ride to the center of Portland and a five minute walk to the beach Highly recommend Great stayIt is only a ten minute drive to downtownEnjoyed the home Convenient to everything Just a great houseAnd the location was perfectCleanliness:
Beds had clean linens and were extremely comfortableThe place was super clean and very accommodatingThe house was equipped with everything we needed and decorated lovelyThe house had everything we needed and was in the most amazing locationthe house is beautiful and beautifully kept Very comfortableRead more reviewsAmenities & Room:
The kitchen is stocked for a professional chefKitchen had everything you need and moreAll the bathrooms are remodeled Great kitchen with plenty of dishesEach 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 winterkitchen was fully stocked with appliances and everything you could need to cook grill or make a good pot of coffee
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
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.
506 Preble St
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.
314 Preble St, #1
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.
504 Preble St
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.
Top guest reviews
Host:
David was a great host and easy to contactDavid was very friendly and welcoming over the phoneFinally David was wonderful when we inadvertently left some items behind and needed to retrieve them We can't thank him enough for being so graciousthe harbor's with fall's billowy clouds floating above lobster and sail boatsWe utilized the indoor gas fireplace every night and while we did not cookLocation:
The location is in a quiet neighborhood close to Scratch Bakery which became a breakfast bagel favoriteIt has a great locationPortland Head is within walking distance from the house Don't miss out on Scratch Bakery andThere is even a playground within walking distancePortland is around 6 minutes away by carCleanliness:
The bungalow was charming and beautifully decoratedThe little red bungalow was everything we were expecting and morewell kept clean and decorated perfectlyThe house was clean and in good shape when we arrivedso it was very convenient for everything we wanted to doRead more reviewsAmenities & Room:
The beds are comfortable and the ceiling fans make sleeping easyit was perfect for that one rainy afternoonbut it have everything we neededWe did note that all the bedding seemed to be down feathersClean 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
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.
Top guest reviews
Host:
Very nice home away from homeall furniture is good quality and looks greatand Paul was super responsive and helpfulI was more than happy with the locationI was more than happy with the locationLocation:
It is so close to downtown Portland and various state parksThis hidden jewel in South Portland ME was the perfect weekend escape for any couple looking to get away Located just 5 minutes form downtown Portlandbut we found another beach at the nearby state parkThe location was perfect for getting to either the downtown or out of townI enjoyed my 5 night stay in this immaculately clean tastefully furnished cottageCleanliness:
It was very clean and comfortableThe vacation rental was very cleanThe vacation rental was very cleanI was very satisfied with the condition of the vacation rentalI was very satisfied with the condition of the vacation rentalRead more reviewsAmenities & Room:
The shower handle for one of the shower headsThe cottage is very comfortableMost 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 itIt was nice to have the beach access to enjoy beauty of the ocean
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.
Accommodates: 4
Minimum Nights: 14
Refund Policy : 100% refund if you cancel at least 60 days before check-in.
Top guest reviews
Host:
Jennifer was a lovely hostThe owner is fantastic and very helpful and responsive while still being unintrusiveThis home is clean & well furnished with cheerful original art workWe rented for two weeks while helping our daughter move to Portland for a new jobso this made for a really nice family vacationLocation:
A 30 minute walk to the library & grocery storeand it's a great neighborhood for walking dogsIt's 10 min or less by car into PortlandA short walk to Willard Beach and three doors down from Scratch Bakery Easy to get to Portlandjust a few blocks from usCleanliness:
kitchen which is bright and sunny Laundry facilities clean shower and comfortable bedsRead more reviewsAmenities & Room:
Lovely private deck off the backThis is a lovely first floor 2 bedroom apartment with a beautifully updated kitchenWell appointed and includes a deck overlooking a charming back lawn with vegetable and flower gardens Only four doors up fromEverything you need is availableThe 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...
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.
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