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House holiday rentals in South Portland

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Quick stats about house rentals in South Portland

  • Total holiday rentals

    Explore 150 holiday rentals in South Portland

  • Nightly prices starting at

    South Portland holiday rentals start at $56 AUD per night before taxes and fees

  • Verified guest reviews

    Over 5,650 verified reviews to help you choose

  • Family-friendly holiday rentals

    110 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 50 rentals that welcome pets

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wi-Fi availability

    140 of South Portland holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across South Portland rentals

  • 4.9 Average rating

    South Portland stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated house rentals in South Portland

Guests agree: These houses are highly rated for location, cleanliness and more.

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Guest favourite
A charming coastal home is showcased with light-colored siding and a bright blue front door. Surrounding greenery includes tall trees and manicured shrubs. The property is set back from a grassy area, adding to its inviting curb appeal.
Home in Falmouth

Amazing Bay View Home with Hot Tub

This enchanting 2-bedroom home is a coastal dream come true! Luxurious and well-appointed, Casco Bay House sleeps up to six, provides a five-star stay, offers all of the comforts of home AND a relaxing hot tub spa. With stunning views of the water, the house also has easy access to dining, shopping, and sightseeing in Portland's lively Old Port district (just 5 minutes away). Whether you seek quiet tranquility or want to hit the town, this waterside house is the perfect home away from home!

4.9 out of 5 average rating, 328 reviews
Top Guest favourite
An aerial view showcases the lush greenery of the property, framed by the coastline and tranquil waters of Cape Porpoise. The landscape reveals homes, docks, and boats dotting the cove, all under a bright sky with scattered clouds.
Home in Kennebunkport

Luxurious 5 bedroom on the ocean, w/ dock & kayaks

Historic 1735 home on a spacious one-acre property overlooking the ocean. Enjoy swimming from the dock in Cape Porpoise’s protected cove. Two kayaks provided for exploring the lighthouse & picnicking on nearby islands. Stroll past picturesque lobster boats to the town pier, where restaurants serve fresh local lobster & drinks. Walk to morning coffee, pastries, a local grocery store, athe renowned Nunan’s Lobster Hut. Just two miles from Kennebunkport and a nine-minute drive to Goose Rocks Beach.

4.97 out of 5 average rating, 150 reviews
Guest favourite
Home in Westbrook

Cozy Maine Cottage • Near Jetport & Coast

Cozy Cottage Retreat w/ Loft near Portland Welcome to your Maine escape. Reno barn offers a warm, cottage-inspired atmosphere with character, an open loft, and inviting spaces for rest and connection. Located mins from the airport and within walking distance to Allagash Brewing Company and other local favorites. A quick drive to downtown Portland, beaches, lighthouses, and live music. End your evenings on the private back deck — wine in hand, stars overhead, and nothing but quiet around you.

4.89 out of 5 average rating, 641 reviews
Top Guest favourite
A welcoming living area is furnished with two dark sofas adorned with vibrant orange cushions. A rustic coffee table is centered on a colorful area rug, while large windows allow natural light to fill the space, highlighting the wall art above.
Home in Portland

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

You will be close to everything when you stay at this centrally-located place with a pool and spacious yard! Enjoy the home and it is a quick 10 minute uber to downtown Portland to the most popular shops and restaurants. This home is located perfectly to explore greater Portland from beautiful parks/trials to the shopping outlets not far away. This is a family neighborhood and out of respect for my neighbor’s, quiet hours after 10 pm. No parties. City of Portland License #: STHR-004465-2022

4.97 out of 5 average rating, 174 reviews
Top Guest favourite
A serene vista showcases the city skyline reflected in calm waters, framed by lush green grass and trees. The scene captures a tranquil moment, inviting viewers to appreciate the natural beauty and urban blend surrounding the space.
Home in Portland

Top Deck - Portland Property with Views!

Views, Views, Views! 2 huge decks overlooking water and city skyline. This home is adjacent to Payson’s Park – Portland’s largest park. 5-7 min ride to downtown Portland and the Old Port’s fabulous bars and restaurants. The main floor has bedroom with bath, kitchen, and living room. The upstairs has a large bedroom with bath, open room that can be used as 2nd living room or a 3rd/4th bedroom space. Sleeps 10-12. Off street parking 6-8. Large yard. Portland License #STHR-002587-2020

4.92 out of 5 average rating, 304 reviews
Guest favourite
A charming two-story house is surrounded by lush greenery and features a white picket fence. The entryway showcases classic architecture with dark shutters framing the windows. A basketball court is visible nearby, enhancing the neighborhood's community feel.
Home in South Portland

Beautiful SoPo Home, Porch, Yard in Ferry Village

Sunny, peaceful home in historic Ferry Village. Superhost 5 years. 2 - 3 bedrooms (queen sofa bed in upstairs living room) plus a futon chair bed downstairs. 10 min to Portland's Old Port. 5 to beloved Willard Beach & Scratch Bakery. Lovely screened porch. Beautiful backyard with fire pit, grill, fir trees, patios, forsythia, tiger lilies, peonies & lilacs. Basketball court & Evie's Tavern across street. Parking for 3 cars. If you'd like 2 more bedrooms & second full bathroom, contact host.

4.83 out of 5 average rating, 106 reviews
Top Guest favourite
Home in Old Orchard Beach

OOB Oasis: 6BR Home w/ Private Pool Near Beach

Welcome to our stunning home and your private oasis in Old Orchard Beach! Just 5 minutes from the ocean, this expansive custom-built home offers 3 suites (each with its own private bath), a gourmet kitchen with high-end appliances, a sprawling open floor plan, and ample parking for large groups. Step outside to enjoy a large fenced backyard, spacious deck with BBQ grill, new hot tub and sparkling in-ground pool; perfect for summer fun, fall gatherings, or relaxing after a day at the beach.

4.95 out of 5 average rating, 155 reviews
Top Guest favourite
An aerial view displays a colonial home surrounded by vibrant autumn foliage, set on an expansive lawn. The nearby Kennebunk River curves through the landscape, bordered by trees. The property includes a serene setting with open spaces and distant houses visible among the greenery.
Home in Arundel

Classic, calm river view & centrally located home

We are happy to share with you our coastal, colonial home set on eight acres along the Kennebunk River. Enjoy our quaint, warm home just 5 min to the beach and 3 minutes to Cape Arundel Golf Club. Our 4 bdrm, 2.5 bathroom suits short or long term stays. The location is ideal: 6 min from Kennebunkport, 15 min from Biddeford, and 30 min from Portland or Portsmouth! We hope to make you feel at home with the morning birds chirping and the calmness of the river just in back of the property.

4.95 out of 5 average rating, 107 reviews
Top Guest favourite
An open living area is highlighted by large windows that frame scenic views of the marsh. A modern gas fireplace serves as a focal point, while a light-colored sofa and a small table with a plant create a welcoming ambiance. Bar seating for four extends to the kitchen.
Home in Higgins Beach

Higgins Beach *New* Beach Home & Private Offices

Custom designed contemporary at the beach. Perfect for a relaxing getaway, visiting family and friends or working remotely. Chef's kitchen w/ high end appliances, granite countertops, enclosed porch grill area. 3 bedrooms and 2 private offices Huge windows and amazing views from all of the rooms highlight the natural beauty of high tides, sun rises and sun sets. Wonderful beachfront walks and beautiful surroundings inside and out. Easy proximity to Portland's Old Port.

5.0 out of 5 average rating, 115 reviews
Guest favourite
Home in West End

Mary J. Eastburn House – Eastburn Suite

City of Portland Reg. No. : STHR-002888-2021 Perched on a quiet street corner on Portland's Western Promenade, this historic residence enjoys what Longfellow called the "rarefied air of this little town by the sea," spectacular sunsets, and commanding views of the White Mountains. Built in 1891, the Mary J. Eastburn House now offers 3 private and exclusive guest suites for those who enjoy the grandeur of the past, updated with the luxuries and technology of the present.

4.89 out of 5 average rating, 114 reviews
Top Guest favourite
Two windows adorned with sheer curtains frame a view of a tidal river and lush greenery. A small lamp is positioned on a round table, illuminating the space. Sunlight streams through the glass, enhancing the serene atmosphere of the room.
Home in Portland

Fore River Getaway

A rich and restful oasis for a small group or family traveling through or with Portland as destination. Our second story suite features views of a waterfall and the tidal river on Casco Bay. Consider our suite the perfect calm home base for all your adventures. The “Fore River Getaway” is an expanded version of our popular "Fore River Suite" space and accommodates up to 4 guests. We hope to host people looking for peace and quiet, and will not host loud, rowdy groups.

4.99 out of 5 average rating, 105 reviews
Top Guest favourite
An open-concept living area features warm wooden flooring and mid-century style decor. A vibrant orange sofa is positioned opposite a dining table with wooden chairs. Natural light floods in through large windows, and a set of stairs leads to the upper level.
Home in Portland

3 bedroom house in the heart of Portland

New urban 2000 sq ft home in Portland's vibrant up and coming East End/ Munjoy Hill neighborhood. Mid-century style decor. Open concept kitchen/dining/ living area, 3 spacious bedrooms plus a quiet office/study. 2 balconies with views west to Back Cove. 2 car garage and plenty of free off street parking. There are restaurants and bars with great food and live music close by. There is a convenience store around the corner for any last minute needs.

4.98 out of 5 average rating, 411 reviews

Popular amenities for South Portland house rentals

KitchenWifiPoolFree parking on premisesAir conditioning

House rentals with a pool

Guest favourite
Home in Naples

LUX Designer Private Waterfront Hot Tub - Secluded

4.97 out of 5 average rating, 197 reviews
Top Guest favourite
A two-story home is presented, featuring a yellow exterior and dark blue shutters. A welcoming front porch is adorned with decorative elements. Lush green grass and various shrubs frame the entrance, while a driveway leads to a garage on the left side.
Home in Portland

There's No Place Like Home

4.84 out of 5 average rating, 126 reviews
Guest favourite
Home in Kennebunk

Beach House w/ Heated Pool · Fire Pit · Kennebunk

4.83 out of 5 average rating, 179 reviews
Top Guest favourite
A serene community pool is surrounded by a spacious deck with lounge chairs for relaxation. Tall trees in the background provide a natural setting, while neighboring homes are visible, enhancing the sense of community.
Home in Old Orchard Beach

Faith Lane with community pool

4.96 out of 5 average rating, 123 reviews
Guest favourite
A classic beach house is situated amidst lush greenery, featuring a charming wraparound porch. The two-story structure is accentuated by large windows and a balcony above. A clear blue sky complements the inviting landscape, creating a serene setting just steps from the beach.
Home in Kennebunkport

Lovely Beach house in GRB - Heated pool!

4.98 out of 5 average rating, 58 reviews
Top Guest favourite
A single-story home features a welcoming façade with a mix of stone and wooden elements. A spacious stone patio surrounds a circular fire pit, inviting outdoor gatherings. Lush greenery encircles the property, complementing the home’s charming exterior and large windows that provide ample natural light.
Home in Biddeford

The Hurkle Durkle House

5.0 out of 5 average rating, 34 reviews
Top Guest favourite
Home in Biddeford

Bubbles & Pines - Pool, HotTub, Lg Deck, ME Coast

4.99 out of 5 average rating, 76 reviews
Top Guest favourite
A glass-enclosed sunroom features a heated indoor fitness pool beside a hot tub. Natural light floods the space, highlighting wooden decking and various potted plants. The view extends to a grassy outdoor area visible through transparent walls.
Home in Scarborough

Pool+Hot Tub+Sauna Near Beaches Spa Retreat

4.96 out of 5 average rating, 74 reviews

Weekly house rentals

Top Guest favourite
Home in West End

Entire house w/king bed & parking near downtown!

4.98 out of 5 average rating, 174 reviews
Guest favourite
A charming blue Victorian-style house is set on a spacious corner lot, surrounded by trees displaying autumn colors. A curved driveway leads up to the entrance, where manicured shrubs flank the walkway, enhancing the inviting façade of the home.
Home in Freeport

Freeport Escape – LLBean | Fire Pit | 3 King | A/C

4.95 out of 5 average rating, 137 reviews
Top Guest favourite
An inviting living area features a comfortable sofa facing a large television mounted on the wall. A rustic trunk serves as a coffee table on a patterned area rug. Natural light enters through double doors with sheer curtains, adding warmth to the space.
Home in Portland

East End Unit

4.94 out of 5 average rating, 187 reviews
Guest favourite
A charming two-story farmhouse is showcased, featuring a front porch with steps leading to a bright entrance. The light grey exterior complements the lush green landscaping and clear blue sky. The surrounding pathway presents ample space for parking and access to the neighborhood.
Home in South Portland

Willard Square Farmhouse

4.95 out of 5 average rating, 22 reviews
Guest favourite
Home in South Portland

Maine Coastal Getaway

4.83 out of 5 average rating, 29 reviews
Top Guest favourite
A large window frames the ocean view, where waves gently roll towards rocky outcrops. A cozy seating area, featuring a leather sofa and a wooden coffee table, is positioned to allow for a serene observation of the changing tides.
Home in Cape Elizabeth

"Periwinkle" ~ a Charming Oceanfront Cottage

5.0 out of 5 average rating, 38 reviews
Top Guest favourite
A living area is presented with a comfortable brown sofa and an accent chair, complemented by a coffee table. A television is positioned on a stand across from the seating arrangement. Large windows provide ample natural light, while a decorative rug adds texture to the hardwood floor.
Home in Cape Elizabeth

Pastoral Tranquil Walk to Trails Dining Shopping

5.0 out of 5 average rating, 40 reviews
Guest favourite
Home in South Portland

Walk to Restaurants & Waterfront | 5 min Portland

4.85 out of 5 average rating, 34 reviews

Private house rentals

Guest favourite
Home in South Portland

Coastal Retreat Steps to the Willard Beach

5.0 out of 5 average rating, 7 reviews
Guest favourite
Home in Scarborough

4-bedroom house in Scarborough

4.89 out of 5 average rating, 18 reviews
Top Guest favourite
Home in Portland

Stylish Home in the Heart of the East End

4.97 out of 5 average rating, 74 reviews
Top Guest favourite
A two-story single-family home is surrounded by well-maintained gardens featuring a variety of shrubs and flowering plants. The house is set back from the street, with a lawn leading up to its front door. A car is parked in the driveway beside the house.
Home in Scarborough

Quiet and Convenient

4.96 out of 5 average rating, 47 reviews
Top Guest favourite
Home in Scarborough

Lobster Boats & Harbor View Pine Point Home

5.0 out of 5 average rating, 37 reviews
Guest favourite
Home in Portland

Historic Carriage House just steps from Casco Bay!

5.0 out of 5 average rating, 6 reviews
Top Guest favourite
Home in Portland

Wall St. Retreat: Family-Ready Portland Home

5.0 out of 5 average rating, 27 reviews
Guest favourite
A well-lit living room features two comfortable sofas adorned with decorative pillows. A wooden coffee table sits on a patterned rug, and large windows provide natural light and views of the outdoors. A floor lamp adds additional illumination to the space.
Home in Scarborough

10 Mins To Portland & Beaches! 2 King Beds

4.89 out of 5 average rating, 62 reviews

When is the best time to visit South Portland?

MonthJanFebMarAprMayJuneJulyAugSeptOctNovDec
Avg. price$260 AUD$249 AUD$280 AUD$278 AUD$406 AUD$472 AUD$490 AUD$497 AUD$418 AUD$409 AUD$315 AUD$280 AUD
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