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South Portland Vacation Rentals & NearbyHoliday Homes

Find Vacation Rentals in or near South Portland. Find vacation rentals in South Portland, Portland.

From US $127

Stay Portland - Portland Classic - Parks, Eateries & Local Shops

8.6 (22 Reviews) Apartment

The entire place is yours • 56 m² size • Free parking

Portland Buckman • In South Portland · 4.1km to center

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From US $235

Stay Portland - Perfect Portland Farmhouse Loft - Breweries & Bars

9.2 (16 Reviews) Apartment

The entire place is yours • 93 m² size • Free parking

Portland Hosford Abernethy • In South Portland · 2.7km to center

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From US $134

Stay Portland - Adorable Bright 1 Bed Near OHSU

8.5 (19 Reviews) Apartment

The entire place is yours • 51 m² size • Free parking

Portland South Portland • In South Portland · 1.1km to center

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From US $139

Stay Portland - Bright Studio Apartment - Food Carts & Local Shops

8.9 (16 Reviews) Apartment

The entire place is yours • 31 m² size • Free parking

Portland Buckman • In South Portland · 3.5km to center

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From US $121

Stay Portland - John's Landing Haven - Studio Near OHSU

9.1 (12 Reviews) Apartment

The entire place is yours • 37 m² size • Free parking

Portland South Portland • In South Portland · 1.1km to center

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From US $124

Stay Portland - Perfect Portland Micro By Top Shopping & Dinning

9.2 (14 Reviews) Holiday_home

The entire place is yours • 26 m² size • Free parking

Portland Buckman • In South Portland · 3.8km to center

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From US $143

Stay Portland - PDX Art Deco Lounge - Local Eateries, Bars & Shops

9.1 (11 Reviews) Apartment

The entire place is yours • 56 m² size • Free parking

Portland Buckman • In South Portland · 4.1km to center

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From US $199

Stay Portland - Moab Vibes in PDX- Walk to Local Coffee & Food

8.3 (15 Reviews) Holiday_home

The entire place is yours • 65 m² size • Free parking

Portland Buckman • In South Portland · 3.8km to center

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From US $138

Stay Portland - La Casa Burnside -Local Eateries -Shops - Bars

9.4 (9 Reviews) Apartment

The entire place is yours • 46 m² size • Free parking

Portland Buckman • In South Portland · 4.5km to center

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From US $191

Stay Portland - Retro Modern 2-Bedroom with 90 WalkScore

9.1 (10 Reviews) Apartment

The entire place is yours • 73 m² size • Free parking

Portland Buckman • In South Portland · 3.5km to center

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From US $130

Stay Portland - The Madison Farmhouse - Vintage Shops & Espresso

9.7 (7 Reviews) Holiday_home

The entire place is yours • 37 m² size • Free parking

Portland Buckman • In South Portland · 3.7km to center

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From US $137

Stay Portland - Tiny Aztec - Walk to Local Shops & Restaurants

10.0 (7 Reviews) Holiday_home

The entire place is yours • 19 m² size • Free parking

Portland Hosford Abernethy • In South Portland · 2.8km to center

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From US $137

Stay Portland - Modern Portland Studio - Food Carts & Local Shops

9.4 (8 Reviews) Apartment

The entire place is yours • 26 m² size • Free parking

Portland Buckman • In South Portland · 3.5km to center

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From US $132

Stay Portland - Spacious Studio in Brooklyn

8.0 (12 Reviews) Apartment

The entire place is yours • 28 m² size • Free parking

Portland Brooklyn • In South Portland · 1.8km to center

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From US $160

Stay Portland - BoHo Oasis in Ladd's Addition with 2 Beds

8.5 (11 Reviews) Apartment

The entire place is yours • 52 m² size • Free parking

Portland Hosford Abernethy • In South Portland · 2.5km to center

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From US $124

Stay Portland - Peaceful Johns Landing Studio - Near OHSU

9.2 (8 Reviews) Apartment

The entire place is yours • 37 m² size • Free parking

Portland South Portland • In South Portland · 1.1km to center

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From US $223

Stay Portland - The Sunnyside Cottage, Local Shops & Nightlife

9.8 (5 Reviews) Apartment

The entire place is yours • 70 m² size • Free parking

Portland Sunnyside • In South Portland · 4.3km to center

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From US $215

Stay Portland - Modern Home in Foodie District - 2BR - Sleeps 4

8.5 (8 Reviews) Apartment

The entire place is yours • 73 m² size • Free parking

Portland Buckman • In South Portland · 3.5km to center

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From US $137

Stay Portland - Spacious Restored Craftsmen - Craft Beer & Coffee

8.4 (8 Reviews) Holiday_home

The entire place is yours • 60 m² size • Free parking

Portland Buckman • In South Portland · 3.8km to center

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From US $203

Stay Portland - La Casa Burnside - Local Eateries, Shops, and Bars

8.9 (8 Reviews) Apartment

The entire place is yours • 65 m² size • Free parking

Portland Buckman • In South Portland · 4.5km to center

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From US $143

Stay Portland - Tiny Refuge - Quiet & Cozy

9.4 (5 Reviews) Holiday_home

The entire place is yours • 19 m² size • Free parking

Portland Richmond • In South Portland · 4.7km to center

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From US $131

Stay Portland - Tiny Farmhouse - Walk to Local Shops & Restaurants

8.1 (9 Reviews) Holiday_home

The entire place is yours • 19 m² size • Free parking

Portland Hosford Abernethy • In South Portland · 2.8km to center

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From US $138

Stay Portland - Sleek Studio - Food Cart Row & Vintage Shops

7.5 (11 Reviews) Apartment

The entire place is yours • 26 m² size • Free parking

Portland Buckman • In South Portland · 3.5km to center

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From US $286

Stay Portland - HeartofBuckman MidCentury Dream 86 WalkScore 3BR

8.5 (7 Reviews) Holiday_home

The entire place is yours • 135 m² size • Free parking

Portland Buckman • In South Portland · 3.9km to center

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From US $198

Stay Portland - Luxury Portland Gem! 99 Walk Score, New Remodel

8.5 (7 Reviews) Holiday_home

The entire place is yours • 56 m² size • Free parking

Portland Richmond • In South Portland · 4.7km to center

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From US $197

Stay Portland - The Mid-Century Cabin in Portland - Thrift & Eat

9.2 (5 Reviews) Apartment

The entire place is yours • 73 m² size • Free parking

Portland Buckman • In South Portland · 3.5km to center

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From US $121

Stay Portland - Perfect Brooklyn 1 Bedroom

8.8 (6 Reviews) Apartment

The entire place is yours • 37 m² size • Free parking

Portland Brooklyn • In South Portland · 1.8km to center

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From US $161

Stay Portland - La Casa Burnside - Local Eateries, Shops, and Bars

10.0 (3 Reviews) Apartment

The entire place is yours • 46 m² size • Free parking

Portland Buckman • In South Portland · 4.5km to center

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From US $214

Stay Portland - Portland Classic - Walk to Local Coffee & Food

10.0 (3 Reviews) Holiday_home

The entire place is yours • 65 m² size • Free parking

Portland Buckman • In South Portland · 3.8km to center

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From US $397

Portland Penthouse Retreat- Roof Deck & Food Pods

9.7 (3 Reviews) Apartment

The entire place is yours • 110 m² size • Free parking

Portland Buckman • In South Portland · 3.5km to center

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From US $222

Stay Portland - Historic Queen Anne Vernacular - 95 WalkScore

9.7 (3 Reviews) Apartment

The entire place is yours • 69 m² size • Free parking

Portland Buckman • In South Portland · 3.4km to center

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From US $145

Stylish Portland 1BR w 90 WalkScore

9.7 (3 Reviews) Apartment

The entire place is yours • 37 m² size • Free parking

Portland Buckman • In South Portland · 3.5km to center

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From US $160

Stay Portland - La Casa Burnside - Local Eateries, Shops, and Bars

9.3 (3 Reviews) Apartment

The entire place is yours • 46 m² size • Free parking

Portland Buckman • In South Portland · 4.5km to center

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From US $252

Stay Portland - Lively 2BR Old Hollywood Apt - 92 WalkScore

9.3 (3 Reviews) Apartment

The entire place is yours • 74 m² size • Free parking

Portland Hosford Abernethy • In South Portland · 2.7km to center

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From US $241

Stay Portland - Heart of Portland! Newly Remodeled, 99 Walk Score

7.4 (7 Reviews) Holiday_home

The entire place is yours • 172 m² size • Free parking

Portland Richmond • In South Portland · 4.7km to center

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From US $239

Stay Portland - 1910 Historic Jessie Morehead House - 98 WalkScore

9.0 (3 Reviews) Apartment

The entire place is yours • 93 m² size • Free parking

Portland Northwest District • In South Portland · 4.4km to center

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About South Portland Vacation Rentals on NearbyHoliday

Looking for vacation rentals in South Portland? Compare top options in Portland.

Find a Vacation Rental and Holiday Home in South Portland. Compare 65 family vacation homes, private villas, cottages, cabins, and condos in South Portland.

NearbyHoliday makes it easy to discover vacation rentals in South Portland that work well for families, groups, and longer stays when you want more room than a standard hotel setup.

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Frequently Asked Questions About South Portland Vacation Rentals

There are a lot of vacation rentals in South Portland. If you plan on staying in the South Portland area, consider making a reservation for a few nights at one of these properties as these have been rated the top Vacation Rentals in South Portland: