South Portland

South Portland Homestays

Book Homestays South Portland for local life and cozy charm.

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Popular Homestays in South Portland

Book South Portland Homestays for authentic vibes.
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Peaceful & minutes from the Old Port with private parking
Peaceful & minutes from the Old Port with private parkingPeaceful & minutes from the Old Port with private parkingPeaceful & minutes from the Old Port with private parkingPeaceful & minutes from the Old Port with private parkingPeaceful & minutes from the Old Port with private parkingPeaceful & minutes from the Old Port with private parking
14
Hotels in South Portland
This 1 sunny bedroom apartment is located in the peaceful neighborhood of Knightville.There are several excellent dining spots, coffee shops, & markets all within walking distance, so park your car in the private parking spot and forget about it for a while!*The Portland Peninsula, which includes the historic Old Port and the downtown arts district, is less than a 10-minute drive across the bridge*The local beach is a 5-minute drive from the apartment Portland Head Light & Fort Williams Park are less than 10For the living room area, there is a single rollaway bed with a memory foam mattress avaiable. Just let us know if you'd like to use it.About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 3-17.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 18.About events:No events allowed.
Outstanding
5 reviews
10.0/10
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4 Bedroom Beachside Surfer's Home
0
Hotels in South Portland
Beach-side fully furnished and updated 4 bed 2 bath, dreamy surfer’s cottage available for summer monthly rentals. Huge yard with gardens, 2 car garage with 2 driveways for additional parking, new washer/dryer, gas fireplace, upper screened-in deck with ocean views. Views on both levels of Casco Bay. Steps to Willard beach and Willard square shops and restaurants! Pet friendly with approval by owner.Fully updated and just renovated, the home is 4 bedrooms, 2 bathrooms. Fully equipped with all necessities including linens, dishware, cookware, etc. Just a short drive from Downtown Portland, this home is located on a quiet street of the sought-after Willard beach neighborhood, just 100 yards from the sand. The beach has dog friendly hours, a playground, walking trails, and easy access to parks, the SMCC campus sports fields, nearby lighthouses, and the 62 mile eastern trail greenway network for all your biking and running desires! Walkable neighborhood that has made it a popular vacation destination in the warmer months and a peaceful home base for traveling professionals in the off season. Take a morning swim (or cold plunge), walk to shops and restaurants, or cozy up by the fireplace with a book. Plenty of yard space to garden if that’s your thing, and a huge work bench in the garage for project-people!Take a short walk to popular food spots like Scratch Bakery, Ottos Pizza, Terracotta Pasta, Willard Scoops, Rosemont Market, and more. About pets:Pets allowed: dogs and cats (limit 1 total).About children:Children allowed: ages 0-17.About smoking:Smoking is not permitted.About events:No events allowed.
Outstanding
10.0/10
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Step Right Out to the Beach!  Amazing Location 7 Min to Portland. Unit 4
Step Right Out to the Beach!  Amazing Location 7 Min to Portland. Unit 4Step Right Out to the Beach!  Amazing Location 7 Min to Portland. Unit 4Step Right Out to the Beach!  Amazing Location 7 Min to Portland. Unit 4Step Right Out to the Beach!  Amazing Location 7 Min to Portland. Unit 4Step Right Out to the Beach!  Amazing Location 7 Min to Portland. Unit 4Step Right Out to the Beach!  Amazing Location 7 Min to Portland. Unit 4
35
Hotels in South Portland
Enjoy ocean views and the beach right outside the front door. Willard Beach is a great sandy beach w/clear water for swimming, water activities and walking distance to restaurants/shops. With its unbeatable location and modern amenities, this vacation rental is the perfect place to stay for a relaxing and memorable vacation. Book your stay and experience the best that Willard Beach has to offer. Can be rented with a 2nd unit on 1st flr to host up to 8 guests total.About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About customRules:Only the tenants on the agreement are allowed at the property unless otherwise agreed to prior to the reservation..no parties, no pets, no smoking,only people on the reservation should be staying at the property quiet hours 9pm-8am.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.
Outstanding
12 reviews
10.0/10
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South Portland
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Ocean views 30 Steps to Willard Beach! Amazing location 7 min to Portland.Unit 2
Ocean views 30 Steps to Willard Beach! Amazing location 7 min to Portland.Unit 2Ocean views 30 Steps to Willard Beach! Amazing location 7 min to Portland.Unit 2Ocean views 30 Steps to Willard Beach! Amazing location 7 min to Portland.Unit 2Ocean views 30 Steps to Willard Beach! Amazing location 7 min to Portland.Unit 2Ocean views 30 Steps to Willard Beach! Amazing location 7 min to Portland.Unit 2Ocean views 30 Steps to Willard Beach! Amazing location 7 min to Portland.Unit 2
31
Hotels in South Portland
Enjoy ocean views and the beach right outside your door. Willard Beach is a great sandy beach w/clear water for swimming, water activities and walking distance to restaurants/shops. With its unbeatable location and modern amenities, this vacation rental is the perfect place to stay for a relaxing and memorable vacation. Book your stay and experience the best that Willard Beach has to offer. Can be rented with a 2nd unit on 2nd flr to host up to 8 guests total.About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About customRules:Only the tenants on the agreement are allowed at the property unless otherwise agreed to prior to the reservation..no parties, pets or smoking,quiet hours from 9pm to 8am.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.
Amazing
2 reviews
9.4/10
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Willard Area Condo 2 Bedroom Walk to Beach 30 Day Min, Monthly Discount
Willard Area Condo 2 Bedroom Walk to Beach 30 Day Min, Monthly DiscountWillard Area Condo 2 Bedroom Walk to Beach 30 Day Min, Monthly DiscountWillard Area Condo 2 Bedroom Walk to Beach 30 Day Min, Monthly DiscountWillard Area Condo 2 Bedroom Walk to Beach 30 Day Min, Monthly DiscountWillard Area Condo 2 Bedroom Walk to Beach 30 Day Min, Monthly DiscountWillard Area Condo 2 Bedroom Walk to Beach 30 Day Min, Monthly Discount
10
Hotels in South Portland
Come home to the Willard Treehouse a sunny two-bedroom, one bath condo in a quiet section of the Willard Square and Beach area with a 5 min walk to beach, restaurants, shops, and local playhouse and just 3 miles to downtown Portland. 30+ Day minimum, contact for special rates. The condo is complete with BRAND NEW furnishings, full kitchen and appliances, a private balcony with great views and sea breezes, landscaped full yard with firepit and garden box. The Treehouse is a just renovated 3rd floor beach themed space with newly installed central air and heat, fast internet, SMART TV with streaming services, and updated safety systems. Rent includes all utilities, including use of streaming services. Basement storage available. Shared access to Electric Car charger upon request. Pets considered - please contact.About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 3-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.
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Frequently Asked Questions

What are the best places to stay in South Portland?

Some top places to stay in South Portland are near popular attractions like Willard Beach, The Maine Mall and T.J. Maxx—so you can quickly get to top landmarks and amenities you need.

What are the best hotels in South Portland near Willard Beach?

Some standout hotels in South Portland close to Willard Beach include Best Western Merry Manor Inn (price from SAR 358), TownePlace Suites Portland Airport ME (price from SAR 311) and Casco Bay Hotel Portland Airport - Maine Mall, Ascend Hotel Collection (price from SAR 238), all within easy walking or transit distance of Willard Beach, perfect for travelers wanting to explore the landmark and its surroundings.

How to get good deals on hotels in South Portland?

Find the best hotel deals and promotions on Trip.com, available year-round for both first-time and loyal users. Please check the promotions page to see what promotions are available now on Trip.com.